SUPPLEMENTARY DATA

Metabolomic Profiling LC-MS Based Bioactive Compound of Sonneratia alba,
Antioxidant Activities and Its In-silico molecular docking Studies
Indra Lasmana Tarigan1,3, Madyawati Latief1,3*, Jamaluddin Al Anshori2, Fitria Melani1,
Silvi Ayudiah Putri1, Naimul Husna1, Tri Warni1, Ilham Ifandi Ramadhan1,
Yusnaidar1, Sutrisno1
1Department of Chemistry, Faculty of Science and Technology, Universitas Jambi, Indonesia
2Department of Chemistry, Faculty of Mathematic and Natural Sciences, Universitas
Padjajaran, Indonesia
3Natural Product and Biomaterial Chemistry Laboratory, Faculty of Science and Technology,
Universitas Jambi, Indonesia
Corresponding author email: madyawatilatief@unja.ac.id

Table 1. The physicochemical properties of candidate bioactive compounds (from five different fractions)
No

Bioactive Compounds

Formula

1
2
3
4
5
6
7
8

4H-cyclopenta[def]phenanthrene-4-one
Meperidine
Scolymoside
2'-Hydroxygenistein-7-O-glucoside
Kaempferol 3-gluco-xyloside
Kaempferol-3-Rhamnoside
2,4-Diamino-6-morpholino-s-triazine
3-(4,6-dimorpholino-1,3,5-triazin-2-yl)-1,2,3,4,5,6-hexahydro-8H-1,5methanopyridol[1,2-a] [1,5] diazocin-8-one
4-[4-(Benzyloxy)-2-methylbenzoyl]-5-(4-ethoxyphenyl)-3-hydroxy-1[3-(4-morpholinyl)propyl]-1,5-dihydro-2H-pyrrol-2-one
N-[3-(4-{[(5-Isopropyl-1,2-oxazol-3-yl)carbamoyl]amino}-3methylphenyl)-1H-pyrazol-5-yl]-4-[(4-methyl-1piperazinyl)methyl]benzamide
Linetastine
L-Histidyl-1-(2-hydroxy-5-nitrobenzyl)-L-tryptophyl-L-lysine
5-Isothiocyanatoindane
N-[3-(4-{[(5-Tert-Butyl-1,2-Oxazol-3-Yl)carbamoyl]amino}-3Methylphenyl)-1h-Pyrazol-5-Yl]-4-[(4-Methylpiperazin-1Yl)methyl]benzamide
1-{6-(3,4-Dihydro-2(1H)-isoquinolinyl)-2-[4-(2-methyl-2propanyl)phenyl]-4-pyrimidinyl}-3-(1-methyl-1H-indol-3-yl)-2piperazinone
2-[(2-Methoxy-4-{[4-(4-methyl-1-piperazinyl)-1piperidinyl]carbonyl}phenyl)amino]-5,11-dimethyl-5,11-dihydro-6Hpyrimido[4,5-b][1,4]benzodiazepin-6-on
N-[2-Amino-6-(butylamino)-3-hydroxy-5-methyl-6-oxohexyl]-Nisopropyl-4-methoxy-3-(3-methoxypropoxy)benzamide
4-[({4-[3-Ethyl-7-(4-morpholinyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin5-yl]phenyl}carbamoyl)amino]-N-[2-(2-pyridinyl)ethyl]benzamide

C15H8O
C15H21NO2
C27H30O15
C21H20O11
C26H28O15
C21H20O10
C7H12N6O
C22H29N7O3

Molar
Mass
<500
204.228
247.338
594.522
488.38
580.495
432.381
196.214
375.871

C34H38N2O6

9
10
11
12
13
14
15
16
17
18

Log P
<5

Druglikeness

0
0
9
7
9
6
2
1

Hydrogen
Acceptor
<10
1
3
15
11
15
10
7
3

3.382
2.213
-1.392
-0.244
-1.781
0.783
-1.127
4.3172

Yes
Yes
No
No
No
Yes
Yes
No

570.686

1

7

5.273

No

C30H36N8O3

556.671

4

7

5.140

No

C35H40N2O6
C30H36N8O7
C24H42N8O8
C31H38N8O3

584.713
620.667
570.648
570.698

1
7
8
4

7
10
9
7

6.186
1.322
-3.934
5.314

No
No
No
No

C36H38N6O

570.741

1

6

6.173

No

C31H38N8O3

570.698

1

9

3.438

Yes

C26H45N3O6

495.661

3

7

2.591

Yes

C31H32N10O3

592.664

3

10

3.756

Yes

Hydrogen
Donor <5

19
20
21
22
23
24
25
26
27
28
29
30
31
32

33
34
35
36
37

Ethyl N-[(2-{[(4-carbamoylphenyl)amino]methyl}-1-methyl-1Hbenzimidazol-5-yl)carbonyl]-N-2-pyridinyl-β-alaninate
N-[3-(4-{[(5-Isopropyl-1,2-oxazol-3-yl)carbamoyl]amino}-3methylphenyl)-1H-pyrazol-5-yl]-4-[(4-methyl-1piperazinyl)methyl]benzamide
6-[2-(2-Ethyl-4-methyl-1H-imidazol-1-yl)ethyl]-1,3,5-triazin-2,4diamin
Biurea, 1,6-dimethyl-1,6-dinitroso1,8-Dihydroxy-6-methoxy-9-oxo-9H-xanthen-2-yl 2-O-(6-deoxy-α-Lmannopyranosyl)-β-D-xylopyranoside
Carlinoside
7-(4-Aminobenzyl)-7H-pyrrolo[3,2-f]quinazoline-1,3-diamine
2,4-Diamino-6-morpholino-s-triazine
11-[4,6-Di(4-morpholinyl)-1,3,5-triazin-2-yl]-7,11diazatricyclo[7.3.1.0~2,7~]trideca-2,4-dien-6-one
4-[(4-Methylpiperazin-1-Yl)methyl]-N-{3-[3-Methyl-4-({[5-(Propan2-Yl)-1,2-Oxazol-3-Yl]carbamoyl}amino)phenyl]-1h-Pyrazol-5Yl}benzamide
2-Methyl-2-propanyl {(2S,3S)-1-[(3S)-7-[2-(hydroxyamino)-2oxoethoxy]-3-[(4-methoxyphenyl)carbamoyl]-3,4-dihydro-2(1H)isoquinolinyl]-3-methyl-1-oxo-2-pentanyl}carbamate
N-Methyl-D-phenylalanyl-N-[5-carbamimidamido-1-(1-methyl-1Hbenzimidazol-2-yl)-1-oxo-2-pentanyl]-L-prolinamide
5-[4-(Benzyloxy)phenyl]-4-(4-butoxybenzoyl)-1-[3(diethylamino)propyl]-3-hydroxy-1,5-dihydro-2H-pyrrol-2-one
2-{(2R,3R,6S)-2-{[(1R,2S,3S,4R,6S)-4,6-Diamino-3-{[3-deoxy-4-Cmethyl-3-(methylamino)-L-arabinopyranosyl]oxy}-2hydroxycyclohexyl]oxy}-6-[(1R)-1-(methylamino)ethyl]tetrahydro2H-pyran-3-yl}guanidine
N-Cyclopentyl-N-[2-(dimethylamino)ethyl]-2-(5{[isopropyl(methyl)amino]methyl}-1-tetrazolidinyl)acetamid
Salicyloylaminotriazole
Kaempferol-3-O-rutinoside
Quercitrin
Quercetin 3-[rhamnosyl-(1->2)-alpha-L-arabinopyranoside]

C27H28N6O4

500.559

2

8

3.279

Yes

C30H36N8O3

556.671

4

7

5.140

No

C11H17N7

247.306

2

7

0.346

Yes

C4H8N6O4
C25H28O14

204.146
552.485

2
7

6
14

-0.453
-1.329

Yes
No

C26H28O15
C17H16N6
C7H12N6O
C22H29N7O3

580.495
304.357
196.214
439.52

11
3
2
0

15
6
7
10

-2.048
3.204
-1.127
0.330

No
Yes
Yes
Yes

C30H36N8O3

556.671

4

7

5.140

No

C30H40N4O8

584.67

4

8

3.410

Yes

C29H38N8O3

546.676

5

7

1.325

Yes

C35H42N2O5

570.73

1

6

6.754

No

C22H45N7O7

519.644

9

12

-4.012

No

C17H37N7O

355.531

3

7

-0.185

Yes

C9H8N4O2
C27H30O15
C21H20O11
C26H28O15

204.189
594.522
448.380
580.495

3
9
7
9

4
15
11
15

0.762
-1.392
0.488
-1.048

Yes
No
No
No

38
39
40
41
42
43
44
45
46
47
48
49
50
51
52
53
54
55
56
57
58
59
60
61
62
63
64

Apigenin-7-O-glucoside
Isobutyl furfurylacetate
(S)-2-(3-(1-((4-Isopropylbenzyloxy)carbonyl)piperidin-3-yl)phenoxy)2-methylpropanoic acid
Dipiperamide A
Omadacycline
2-[[1-[(1-Carboxy-2-phenylethyl)amino]-4-methyl-1-oxopentan-2yl]amino]-4-[2-(phenylmethoxycarbonylamino)
propanoylamino]butanoic acid
2-ketobenzothiazole 54
N-{2-(2-Methyl-2-propanyl)-6-[4-(4-phenoxyphenyl)-1-piperazinyl]4-pyrimidinyl}-N′-phenyl-1,4-benzenediamine
Pyrazolo[3,4-d]pyrimidine 6
(3-Aminopropyl)carbamodithioic acid
3-O-Ethylascorbic acid
Nictoflorin
3,5-Dicaffeoyl-4-succinoylquinic acid
Genistin
Ibuprofen
p-Hexyloxybenzoic Acid
Salicylihalamide A
3,3-Bis-(4-ethyl-phenyl)-2-(4-methoxy-6-methyl-pyrimidin-2-yloxy)3-[2-(4-methoxy-phenyl)-ethoxy]-propionic acid
Methyloctadecylamine
2-Aminobenzothiazole
Homocycloleucine
Pantothenic acid
Carlinoside
2-Hydroxyibuprofen
1-(1-(2-ethoxyethyl)-3-methyl-7-((4-methylpyridin-2-yl)amino)-1Hpyrazolo[4,3-d]pyrimidin-5-yl)piperidine-4-carboxylic acid
Gibberellin A7
N-(3-((2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-1H-imidazo[4,5c]pyridin-6-yl)oxy)phenyl)-4-(2-(diisopropylamino)ethoxy)benzamide

C21H20O10
C11H16O3
C26H33NO5

432.381
196.246
439.552

6
0
1

10
3
4

0.049
2.411
5.568

Yes
Yes
Yes

C34H38N2O6
C29H40N4O7
C30H40N4O8

570.686
556.660
584.670

0
6
6

6
10
7

5.394
1.165
2.077

No
No
No

C29H38N8O3
C36H38N6O

546.676
570.741

4
2

7
7

1.116
8.380

Yes
No

C31H38N8O3
C4H10N2S2
C8H12O6
C27H30O15
C29H28O15
C21H20O10
C13H18O2
C13H18O3
C26H33NO5
C34H38N2O6

570.698
150.272
204.178
594.522
616.528
432.381
206.285
222.284
439.552
570.686

2
3
3
9
7
6
1
1
3
1

8
2
6
15
13
10
1
2
5
7

3.340
0.139
-0.928
-1.329
1.445
0.049
3.073
3.343
4.349
5.962

Yes
Yes
Yes
No
No
Yes
Yes
Yes
Yes
No

C19H41N
C7H6N2S
C7H13NO2
C9H17NO5
C26H28O15
C13H18O3
C22H29N7O3

283.544
150.206
143.186
219.237
580.495
222.284
439.520

1
1
2
4
11
2
2

1
3
2
4
15
4
9

6.467
1.878
0.732
-1.043
-2.048
2.188
2.919

Yes
Yes
Yes
Yes
No
Yes
Yes

C19H22O5
C31H36N8O4

330.380
584.681

2
2

4
11

1.912
5.625

Yes
No

65
66
67
68
69

4-(1-(adamantan-1-ylmethyl)-3,3-bis((1-methyl-1H-imidazol-5yl)methyl)-2-oxoindolin-6-yl)benzonitrile
Adamantanecarboxylic acid
Hydroxyethylene dipeptide isostere 8
1-hexadecanal
4-(((5S,8S,11S,14S,17S,18S)-8-(aminomethyl)-11-isobutyl-5isopropyl-18-methyl-4,7,13,16-tetraoxo-14-propyl-3,6,9,12,15pentaazaicosan-17-yl)carbamoyl)pyridine 1-oxide

C36H38N6O

570.741

0

7

5.978

No

C11H16O2
C35H42N2O5
C16H32O
C33H58N8O6

180.247
570.73
240.431
662.877

1
4
0
7

1
5
1
8

2.287
5.367
5.666
0.474

Yes
No
Yes
No

Supplementary Table 2. ADMET Profile
Absorption
Bioactive
Compounds

C15H8O
C15H21NO2
C21H20O10
C7H12N6O
C31H38N8O3
C26H45N3O6
C31H32N10O3
C27H28N6O4
C11H17N7
C4H8N6O4
C17H16N6
C7H12N6O
C22H29N7O3
C30H40N4O8
C29H38N8O3
C17H37N7O
C9H8N4O2

Distribution

Caco-2
(log Papp in 10-6
cm/s)

Intestinal
Absorption
(% absorbed)

Skin
Permeability
(log Kp)

0.986
1.671
0.123
0.087
0.864
0.736
1.115
1.117
0.069
-0.29
1.246
0.087
1.086
0.515
-0.447
0.808
0g.302

98.817
95.134
60.006
71.5
92.431
49.104
87.972
79.981
74.874
64.636
97.921
71.5
99.348
62.483
52.13
64.162
88.842

-2.611
-2.575
-2.735
-2.767
-2.735
-2.735
-2.735
-2.735
-2.735
-3.753
-2.735
-2.767
-2.923
-2.735
-2.735
-2.859
-2.735

Excretion

VDess
(log L/kg)

BBB
Permeability
(log BBB)

CNS
Permeability
(log PS)

Total
Clearance (log
mL/min/kg)

0.362
0.666
1.15
0.184
1.969
0.015
-0.112
0.361
-0.06
-0.877
0.565
0.184
-0.502
-0.599
0.091
-0.059
0.384

0.559
0.310
-1.265
-0.024
-1.025
-1.633
-1.966
-0.706
-0.266
-1.096
-0.637
-0.024
-1.158
-1.55
-1.035
0.023
-1.467

-1.327
-2.119
-3.994
-3.578
-2.58
-3.676
-3.899
-3.704
-3.492
-3.611
-2.257
-3.578
-3.08
-3.492
-3.815
-4.43
-5.254

0.344
0.911
0.431
0.054
0.422
0.919
0.444
1.006
0.939
1.083
0.744
0.054
0.3
0.487
0.72
0.884
0.054

Toxicity
Oral Rat
Acute
Toxicity
(LD50 =
mol/kg)
2.423
2.737
2.61
2.255
2.943
3.678
2.527
2.3
2.446
2.737
2.717
2.255
2.618
3.031
2.483
2.403
2.622

Oral Rat
Chronic
Toxicity
(LOAEL = log
mg/kg_bw/day)
1.096
1.559
2.799
1.726
2.268
2.963
1.794
0.978
1.8
2.014
1.183
1.726
1.195
2.849
3.539
1.72
3.596

Absorption
Bioactive
Compounds

Distribution

Caco-2
(log Papp in 10-6
cm/s)

Intestinal
Absorption
(% absorbed)

Skin
Permeability
(log Kp)

0.330
1.317
-0.315
0.666
1.301
0.015
0.066
1.729
1.373
0.973
0.847
1.655
0.468
-0.453
1.213
1.125
1.146
1.555
1.478
1.34

37.609
97.134
55.327
88.283
85.761
74.441
37.511
94.064
100
75.585
86.329
92.748
81.472
30.442
94.245
72.014
100
100
92.332
88.016

-2.735
-2.287
-2.735
-2.701
-3.495
-3.207
-2.735
-2.685
-2.728
-3.011
-2.735
-3.026
-2.739
-2.735
-2.654
-2.735
-2.735
-2.731
-2.482
-2.742

C21H20O10
C11H16O3
C29H38N8O3
C26H33NO5
C4H10N2S2
C8H12O6
C21H20O10
C13H18O2
C13H18O3
C26H33NO5
C31H38N8O3
C7H6N2S
C7H13NO2
C9H17NO5
C13H18O3
C22H29N7O3
C19H22O5
C11H16O2
C16H32O
C19H41N

Excretion

VDess
(log L/kg)

BBB
Permeability
(log BBB)

CNS
Permeability
(log PS)

Total
Clearance (log
mL/min/kg)

0.342
-0.05
-0.006
-0.584
0.097
-0.364
0.274
-0.803
-1.607
0.16
1.081
0.135
-0.665
-1.15
-1.311
-0.202
-0.970
-0.916
0.487
0.934

-1.391
0.268
-0.741
-0.005
-0.267
-1.183
-1.417
0.310
-0.039
-0.811
-1.575
0.398
-0.351
-0.8
0.21
-0.73
-0.084
0.406
0.819
0.951

-3.746
-2.479
-3.769
-1.973
-3.161
-3.959
-3.687
-1.695
-2.1
-2.194
-3.331
-2.071
-3.37
-3.611
-2.401
-3.303
-2.458
-1.889
-1.564
-1.69

0.547
0.482
0.566
0.49
0.925
0.722
0.096
0.263
0.768
1.462
0.307
0.248
1.153
0.595
0.319
0.287
0.752
-0.013
1.827
1.537

Toxicity
Oral Rat
Acute
Toxicity
(LD50 =
mol/kg)
2.595
2.378
2.481
2.889
2.403
1.860
2.643
2.303
2.159
2.137
2.74
2.503
1.836
1.28
2.527
2.122
2.087
1.822
1.506
2.35

Oral Rat
Chronic
Toxicity
(LOAEL = log
mg/kg_bw/day)
4.359
2.085
3.346
0.909
0.508
2.741
4.406
2.438
2.142
2.019
2.179
1.809
2.653
2.448
1.829
1.537
2.379
2.161
1.155
0.882

Table 3. Binding free energy of 37 potential compounds
Ligans
Native Ligan
(Adenosin Difosfat)

Binding
Free Energy
(Kcal/mol)
-7.14

Inhibitory
Constanti
(μM)
5.84

Hydrogen Bond

Amino Acid Residue

Asp179, Lys187,
Lys213, Ile243,
Gly244, His181

Gly158, Tyr188, Phe245, Gly244, Ile243, Gly156, Ser157, Asp179, Gly180,
Lys187, His181, Lys213

Kampferol-3-Rhamnoside

-7.11

6.10

Asp179, Lys187,
Gly180, Lys213

Leu185, Tyr186, Gly158, Ser157, His181, Asp179, Gly156, Gly180, Ile155,
Leu241, Phe217, Ile122, Pro120, Ile243, Val214, Lys213, Lys187, Tyr188,
Thr118,
Thr118, Ile243, Lys187, Asp179, Ser157, Gly158, Cys242, Gly156, Ile178,
Gly180, Lys213, Val214, Ile155, His181, Lys187
Phe245, Gly244, Ser157, Asp179, Pro120, Gly156, Lys213, Ile122, Val214,
Ile155, Ile178, Ile243, His181, Gly180, Lys187, Thr118

Meperidin

-7.32

4.30

Ile243, His181

N-[2-Amino-6-(butylamino)-3-hydroxy5-methyl-6-oxohexyl]-N-isopropyl-4methoxy-3-(3methoxypropoxy)benzamide
2-[(2-Methoxy-4-{[4-(4-methyl-1piperazinyl)-1piperidinyl]carbonyl}phenyl)amino]5,11-dimethyl-5,11-dihydro-6Hpyrimido[4,5-b][1,4]benzodiazepin-6-on
4-[({4-[3-Ethyl-7-(4-morpholinyl)-3H[1,2,3]triazolo[4,5-d]pyrimidin-5yl]phenyl}carbamoyl)amino]-N-[2-(2pyridinyl)ethyl]benzamide
4H-cyclopenta[def]phenanthrene-4-one

-4.62

408.65

Lys213, Val214,
Gly156, Ile243

-5.82

53.89

Cys242

Asp179, Cys242, Tyr159, Gly161, Gly158, Ile160, Lys213, Ile243, Gly244,
Gly156, Gly180, Ile243, Tyr188, Lys187, His181, Val119, Leu241, Ile125,
Pro120, Phe217, Ile122, Ile155, Val214

-4.62

408.65

Ser212

Leu229, Ser212, Ile178, Gly180, Val214, Asp179, Ile155, Ile243, Gly156,
Thr118, Cys242, Gly244, Tyr188, Tyr159, Ile160, Phe245, Leu299, Pro298,
Pro120, Ile122, Lys213, Ala215, Thr228

-6.80

10.44

Val214

2,4-Diamino-6-morpholino-s-triazine

-5.67

70.39

3-(4,6-dimorpholino-1,3,5-triazin-2-yl)1,2,3,4,5,6-hexahydro-8H-1,5methanopyridol[1,2-a] [1,5] diazocin-8one
Ethyl N-[(2-{[(4carbamoylphenyl)amino]methyl}-1methyl-1H-benzimidazol-5-yl)carbonyl]N-2-pyridinyl-β-alaninate
2-Methyl-2-propanyl {(2S,3S)-1-[(3S)-7[2-(hydroxyamino)-2-oxoethoxy]-3-[(4methoxyphenyl)carbamoyl]-3,4-dihydro2(1H)-isoquinolinyl]-3-methyl-1-oxo-2pentanyl}carbamate
11-[4,6-Di(4-morpholinyl)-1,3,5-triazin2-yl]-7,11diazatricyclo[7.3.1.0~2,7~]trideca-2,4dien-6-one

-4.62

377.04

Ile243, Val214,
Gly156, Asp179
Lys187

Ser157, Gly156, Asp179, Gly180, Ile155, Ile178, Val214, Ile122, Pro120,
Lys213, Ile243
Ile243, Lys213, Val214, Ile155, Ile178, Gly156, Gly180, Ser157, Gly158,
Asp179, His181, Lys187
Pro120, Ile122, Lys213, Ile243, Thr118, Val214, Gly180, Gly156, Ser157,
Asp179, His181, Gly158, Tyr188, Gly244, Lys187

-5.38

133.08

Val214, Lys213,
Ile243, Gly180,
Asp179

Ile122, Ile155, Gly156, Gly180, Ser157, Asp179, His181, Gly158, Lys187,
Gly244, Tyr188, Thr118, Ile243, Pro120, Lys213, Val214

-8.27

869.30

Ala11, His10,
Asp282, Gln426,
Tyr159, Pro298,
Thr9

Leu40, Pro427, Phe425, Ala11, His10, Asp282, Gln426, Tyr159, Pro298, Thr9

-4.69

362.46

Lys187, Gly158,
Asp179

Lys213, Ile243, Val214, Thr118, Lys187, Gly244, Gly158, Tyr188, Asp179,
His181, Ser157, Gly180

1-(1-Methylethyl)-3-Quinolin-6-Yl-1hPyrazolo[3,4-D]pyrimidin-4-Amine
2,4-Diamino-6-morpholino-s-triazine

-7.69

2.31

Ser115, Tyr296

-5.41

109.07

6-[2-(2-Ethyl-4-methyl-1H-imidazol-1yl)ethyl]-1,3,5-triazin-2,4-diamin
Biurea, 1,6-dimethyl-1,6-dinitroso-

-8.71

411.54

Tyr188, Tyr159,
Ser326, Gly341
-

-5.45

101.72

N-Methyl-D-phenylalanyl-N-[5carbamimidamido-1-(1-methyl-1Hbenzimidazol-2-yl)-1-oxo-2-pentanyl]-Lprolinamide
N-Cyclopentyl-N-[2(dimethylamino)ethyl]-2-(5{[isopropyl(methyl)amino]methyl}-1tetrazolidinyl)acetamid
Apigenin-7-O-glucoside

-7.95

1.49

Ser38, Phe39,
Lys134
Ser41, Thr9

-9.58

94.83

Asn36, Thr9

Ser41, Asn135, His10, Ala11, Asn34, Glu32, Asn36, Phe39, Cys8, Ile37,
Thr12, Ser38, Tyr62, Phe61, Ser115, Gly114, Asp282, Lys134

-7.57

2.81

Isobutyl furfurylacetate

-5.66

71.09

Lys213, Ile160,
Tyr188
His181

2-ketobenzothiazole 54

-7.47

3.35

(S)-2-(3-(1-((4Isopropylbenzyloxy)carbonyl)piperidin3-yl)phenoxy)-2-methylpropanoic acid
Salicyloylaminotriazole

-8.12

1.12

Ile243, Gly180, Asp179, His181, Lys187, Tyr188, Gly158, Tyr159, Gly161,
Ile160, Phe245, Cys242, Gly244, Thr118, Lys213, Pro120, Ile122
Lys213, Gly180, Asp179, Val214, Ile243, Ile155, Ile178, Gly156, Cys242,
Gly158, Tyr188, Ser157, Lys187, His181
Leu241, Ile155, Lys213, Val214, Ile122, Ile243, Pro120, Gly156, Cys242,
Gly158, Tyr188, Gly244, Lys187, Ser157, His181, Phe245, Arg246, Thr118,
Asp179, Gly180
Phe245, Thr118, Pro120, Ile243, Gly244, Lys213, Tyr188, Lys187, Gly158,
His181, Ser157, Cys242, Asp179, Gly156, Gly180, Ile178, Val214, Ile155

-7.10

6.27

(3-Aminopropyl)carbamodithioic acid

-5.02

209.90

3-O-Ethylascorbic acid

-4.43

570.11

Genistin

-6.65

13.33

p-Hexyloxybenzoic Acid

-5.38

113.15

His181, Lys213,
Gly180, Asp179
Asp179, Ser157,
Tyr186, Lys187
Lys213, Cys242,
Gly158, Ser157
Ser157, Gly158,
Lys213, Ile243,
Val214
Lys213

Ibuprofen

-5.68

68.65

Lys187

Lys213, Ile243,
Gly156, Cys242,
Phe245
Lys187

Gly281, Ser283, Gly114, Ser115, Asp282, Lys134, Phe245, Ile160, Ser41,
Thr9, Asn135, Leu299, Pro298, Tyr296
Leu299, Tyr188, Tyr159, Ser326, Gly341
Ile44, Ser41, Asn135, His10, Tyr62, Glu32, Ala11, Thr112, Gly12, Thr9, Cys8,
Ser38, Ile37, Thr13, Gly7, Phe39, Ser115, Asp282, Gly114, Lys134
Ile37, Ser38, Phe39, Asn36, Lys134, Phe245, Asn135, Ala11, His10, Tyr62,
Thr9, Cys8
Thr113, Asn248, lys116, Asn135, Gly114, Lys134, Ser115, Asp282, Tyr136,
Pro298, Tyr296, Ser41, Leu60, Phe61, Ser63, Asn36, Ile37, Tyr62, Leu40,
Ser38, Phe39, Thr9, Cys8, His10, Gly12, Ala11, Gly7, Thr112, Glu32

Tyr188, His181, Lys187, Lys213, Val214, Ile243, Ile178, Ile155, Gly156,
Gly180, Ser157, Asp179, Gly158
Gly156, Gly180, Asp179, Ser157, Gly158, His181, Arg183, Tyr186, Val184,
Leu185, Lys187, Tyr188, Cys242, Ile243
His181, Tyr186, Arg183, Leu185, Asp179, Ser157, Gly156, Tyr188, Gly158,
Cys242, Gly244, Ile243, Lys213, Lys187, Gly180
Lys187, Gly244, Lys213, Pro120, Thr118, Ile243, Val214, Ile155, Ile178,
Gly180, Ser212, Asp179, Gly156, Cys242, Ser157, Gly158
Thr118, His181, Ile243, Gly156, Leu185, Ser157, Tyr186, Asp179, Lys187,
Gly158, Tyr188, Lys213
Ile155, Val214, Lys213, His181, Lys187, Tyr188, Cys242, Gly158, Ser157,
Asp179, Gly156, Ile243, Gly180

Salicylihalamide A

-7.67

2.41

Ile243, Lys213

Adamantanecarboxylic acid
2-Aminobenzothiazole

-5.43
-4.86

103.87
273.21

Lys213, Lys187
Gly180, Val214

1-(1-(2-ethoxyethyl)-3-methyl-7-((4methylpyridin-2-yl)amino)-1Hpyrazolo[4,3-d]pyrimidin-5yl)piperidine-4-carboxylic acid
Gibberellin A7

-6.75

11.20

Lys187, Lys213,
Gly180, Asp179

-8.14

1.09

Lys213, Gly180

1-hexadecanal

-4.69

361.85

-

2-Hydroxyibuprofen

-6.01

39.41

Lys187, Lys213

Homocycloleucine

-4.67

380.26

N-methyloctadecan-1-amine

-3.87

1.45

His181, Lys187,
Asp179, Ser157
Val214

Pantothenic acid

-3.91

1.36

Lys213, Lys187

Leu185, Tyr186, Gly158, Tyr188, Ile178, Gly156, Ile155, Val214, Ile122,
Ile243, Pro120, Thr118, Lys187, Gly244, Asp179, Lys213, His181, Ser157,
Cys242, Gly180
Gly180, Asp179, His181, Lys213, Ile243, Gly156, Lys187
Ser157, Asp179, Ile178, Gly108, Ile155, Val214, Ile122, Lys213, Gly156,
Ile243
Gly244, Lys187, His181, Thr118, Lys213, Val214, Lei241, Ile125, Phe217,
Ile122, Ile155, Gly180, Ile178, Asp179, Ile243, Gy156, Ser157, Cys242,
Gly158, Tyr188
Phe217, Lys213, Lys187, His181, Ser157, Asp179, Gly156, Gly180, Ile243,
Leu241, Ile122, Val214, Ile155
His181, Cys242, Lys187, Gly244, thr118, pro120, ile122, Ile155, Lys213,
Ile243, Val214, Gly180, Gly156, Asp179, Ser157, Gly158
Ile243, Lys213, Lys187, His181, Asp179, Ser157, Tyr188, Tyr186, Gly158,
Leu185, Arg183
Gly158, Leu185, Tyr186, Tyr188, Gly180, Asp179, Gly156, Lys187, Ser157,
His181
Pro120, Ile122, Val214, Ile160, Tyr159, Lys213, Ile243, Phe245, Tyr188,
Gly158, Gly244, Cys242, Ser157, Gly156, Gly180, Asp179, Lys187, His181
His181, Gly244, Ile243, Tyr188, Gly158, Cys242, Lys187, Lys213