NPASS drugs

Drug Information

Drug ID:	NPD2098
Drug Name:	Amoxicillin
Molecular Formula:	C16H19N3O5S
Canonical SMILES:	OC(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)N=C([C@@H](c1ccc(cc1)O)N)O
Standard InCHI:	InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1
Standard InCHIKey:	LSQZJLSUYDQPKJ-NJBDSQKTSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2098

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	132
0.1-0.2	1178
0.2-0.3	7306
0.3-0.4	5740
0.4-0.5	12750
0.5-0.6	3234
0.6-0.7	441
0.7-0.8	104
0.8-0.85	3
0.85-0.9	1
0.9-0.95	1
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.9295	NPC315388
High Similarity	0.8792	NPC468984
Intermediate Similarity	0.8333	NPC13470
Intermediate Similarity	0.8086	NPC323336
Intermediate Similarity	0.8086	NPC326349
Intermediate Similarity	0.7862	NPC83790
Intermediate Similarity	0.7862	NPC128237
Intermediate Similarity	0.7861	NPC153554
Intermediate Similarity	0.7798	NPC61004
Intermediate Similarity	0.7771	NPC476989
Intermediate Similarity	0.7756	NPC242159
Intermediate Similarity	0.7756	NPC313694
Intermediate Similarity	0.775	NPC16188
Intermediate Similarity	0.773	NPC56685
Intermediate Similarity	0.7688	NPC81026
Intermediate Similarity	0.7636	NPC473580
Intermediate Similarity	0.7636	NPC476268
Intermediate Similarity	0.7633	NPC63931
Intermediate Similarity	0.7625	NPC266741
Intermediate Similarity	0.7622	NPC261934
Intermediate Similarity	0.7622	NPC5194
Intermediate Similarity	0.7622	NPC262166
Intermediate Similarity	0.7602	NPC129486
Intermediate Similarity	0.7598	NPC329731
Intermediate Similarity	0.7561	NPC233702
Intermediate Similarity	0.756	NPC469243
Intermediate Similarity	0.7558	NPC475204
Intermediate Similarity	0.7558	NPC475123
Intermediate Similarity	0.753	NPC244509
Intermediate Similarity	0.7515	NPC202198
Intermediate Similarity	0.7514	NPC89831
Intermediate Similarity	0.7514	NPC477637
Intermediate Similarity	0.75	NPC4910
Intermediate Similarity	0.75	NPC473491
Intermediate Similarity	0.7471	NPC475532
Intermediate Similarity	0.7456	NPC475544
Intermediate Similarity	0.7446	NPC59827
Intermediate Similarity	0.7446	NPC184933
Intermediate Similarity	0.7429	NPC165285
Intermediate Similarity	0.7427	NPC223207
Intermediate Similarity	0.7412	NPC241794
Intermediate Similarity	0.7396	NPC244336
Intermediate Similarity	0.7384	NPC471771
Intermediate Similarity	0.7384	NPC304074
Intermediate Similarity	0.7384	NPC290755
Intermediate Similarity	0.7365	NPC39431
Intermediate Similarity	0.7356	NPC46009
Intermediate Similarity	0.7356	NPC274198
Intermediate Similarity	0.7356	NPC198254
Intermediate Similarity	0.7341	NPC328649
Intermediate Similarity	0.733	NPC471165
Intermediate Similarity	0.733	NPC17698
Intermediate Similarity	0.7326	NPC477527
Intermediate Similarity	0.7325	NPC326966
Intermediate Similarity	0.7308	NPC300315
Intermediate Similarity	0.7308	NPC325651
Intermediate Similarity	0.7303	NPC27581
Intermediate Similarity	0.7301	NPC471680
Intermediate Similarity	0.7289	NPC324081
Intermediate Similarity	0.7283	NPC477526
Intermediate Similarity	0.7273	NPC137627
Intermediate Similarity	0.7258	NPC477632
Intermediate Similarity	0.7258	NPC477638
Intermediate Similarity	0.7257	NPC276506
Intermediate Similarity	0.7232	NPC26108
Intermediate Similarity	0.7228	NPC477636
Intermediate Similarity	0.7225	NPC472923
Intermediate Similarity	0.7215	NPC257390
Intermediate Similarity	0.72	NPC280022
Intermediate Similarity	0.7195	NPC322878
Intermediate Similarity	0.7191	NPC196243
Intermediate Similarity	0.7175	NPC306804
Intermediate Similarity	0.7175	NPC273755
Intermediate Similarity	0.7165	NPC478005
Intermediate Similarity	0.716	NPC48202
Intermediate Similarity	0.7159	NPC40234
Intermediate Similarity	0.7151	NPC477631
Intermediate Similarity	0.7143	NPC141957
Intermediate Similarity	0.7143	NPC294516
Intermediate Similarity	0.7143	NPC109580
Intermediate Similarity	0.7143	NPC302597
Intermediate Similarity	0.7143	NPC107938
Intermediate Similarity	0.7143	NPC209463
Intermediate Similarity	0.7135	NPC476227
Intermediate Similarity	0.712	NPC94862
Intermediate Similarity	0.7108	NPC311658
Intermediate Similarity	0.7105	NPC319950
Intermediate Similarity	0.7095	NPC50016
Intermediate Similarity	0.7089	NPC478147
Intermediate Similarity	0.7079	NPC248670
Intermediate Similarity	0.7078	NPC474862
Intermediate Similarity	0.7072	NPC39822
Intermediate Similarity	0.7069	NPC289776
Intermediate Similarity	0.7069	NPC191863
Intermediate Similarity	0.7069	NPC133470
Intermediate Similarity	0.7055	NPC238412
Intermediate Similarity	0.7041	NPC475350
Intermediate Similarity	0.7041	NPC145178
Intermediate Similarity	0.7041	NPC14877
Intermediate Similarity	0.7037	NPC477639
Intermediate Similarity	0.7033	NPC473404
Intermediate Similarity	0.703	NPC478007
Intermediate Similarity	0.7022	NPC328494
Intermediate Similarity	0.7022	NPC230611
Intermediate Similarity	0.7017	NPC269750
Intermediate Similarity	0.7017	NPC119652
Intermediate Similarity	0.7017	NPC97526
Intermediate Similarity	0.7017	NPC194671
Intermediate Similarity	0.7017	NPC45037
Remote Similarity	0.6994	NPC287757
Remote Similarity	0.6994	NPC319320
Remote Similarity	0.6994	NPC89489
Remote Similarity	0.6993	NPC283760
Remote Similarity	0.6974	NPC246303
Remote Similarity	0.6961	NPC478008
Remote Similarity	0.6957	NPC244866
Remote Similarity	0.6947	NPC329295
Remote Similarity	0.6944	NPC159767
Remote Similarity	0.6944	NPC473354
Remote Similarity	0.6944	NPC279871
Remote Similarity	0.6944	NPC155506
Remote Similarity	0.6944	NPC473402
Remote Similarity	0.6944	NPC158277
Remote Similarity	0.6943	NPC171372
Remote Similarity	0.6935	NPC251036
Remote Similarity	0.6919	NPC299806
Remote Similarity	0.6918	NPC296712
Remote Similarity	0.691	NPC186617
Remote Similarity	0.6909	NPC197921
Remote Similarity	0.6898	NPC102959
Remote Similarity	0.6893	NPC254700
Remote Similarity	0.6882	NPC20755
Remote Similarity	0.6872	NPC471568
Remote Similarity	0.6872	NPC473693
Remote Similarity	0.6867	NPC91953
Remote Similarity	0.6867	NPC469360
Remote Similarity	0.6865	NPC302235
Remote Similarity	0.6864	NPC189908
Remote Similarity	0.6862	NPC61332
Remote Similarity	0.6862	NPC60516
Remote Similarity	0.6862	NPC240130
Remote Similarity	0.6859	NPC142577
Remote Similarity	0.6854	NPC473502
Remote Similarity	0.6851	NPC136797
Remote Similarity	0.6848	NPC476321
Remote Similarity	0.6842	NPC317254
Remote Similarity	0.6831	NPC475421
Remote Similarity	0.6829	NPC6570
Remote Similarity	0.6828	NPC315542
Remote Similarity	0.6816	NPC66490
Remote Similarity	0.6811	NPC471526
Remote Similarity	0.6797	NPC281686
Remote Similarity	0.6797	NPC106551
Remote Similarity	0.6797	NPC188867
Remote Similarity	0.6795	NPC324702
Remote Similarity	0.6795	NPC56634
Remote Similarity	0.6786	NPC315266
Remote Similarity	0.6786	NPC75498
Remote Similarity	0.6784	NPC475168
Remote Similarity	0.6784	NPC7817
Remote Similarity	0.6766	NPC251439
Remote Similarity	0.6765	NPC105717
Remote Similarity	0.6755	NPC96275
Remote Similarity	0.6754	NPC302715
Remote Similarity	0.675	NPC476353
Remote Similarity	0.6748	NPC208757
Remote Similarity	0.6746	NPC473804
Remote Similarity	0.6727	NPC471265
Remote Similarity	0.6727	NPC6913
Remote Similarity	0.6727	NPC471264
Remote Similarity	0.6726	NPC314388
Remote Similarity	0.6726	NPC315283
Remote Similarity	0.6725	NPC283783
Remote Similarity	0.672	NPC167763
Remote Similarity	0.672	NPC470903
Remote Similarity	0.672	NPC470112
Remote Similarity	0.6709	NPC6975
Remote Similarity	0.6708	NPC469666
Remote Similarity	0.6706	NPC119569
Remote Similarity	0.6688	NPC202521
Remote Similarity	0.6688	NPC71684
Remote Similarity	0.6687	NPC45191
Remote Similarity	0.6686	NPC313867
Remote Similarity	0.6686	NPC316008
Remote Similarity	0.6685	NPC196091
Remote Similarity	0.6684	NPC294951
Remote Similarity	0.6684	NPC51047
Remote Similarity	0.6684	NPC471048
Remote Similarity	0.6684	NPC471049
Remote Similarity	0.6684	NPC471050
Remote Similarity	0.6667	NPC317725
Remote Similarity	0.6667	NPC9373
Remote Similarity	0.6667	NPC239697
Remote Similarity	0.6667	NPC317362
Remote Similarity	0.6667	NPC118202
Remote Similarity	0.6667	NPC318930
Remote Similarity	0.6667	NPC470902
Remote Similarity	0.6667	NPC326407
Remote Similarity	0.6649	NPC138083
Remote Similarity	0.6648	NPC189116

Drug Structure

NPD2098 OpenBabel08211701392D 30 32 0 0 1 0 0 0 0 0999 V2000 3.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4049 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8284 -3.8284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3801 -2.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7944 -3.5696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3461 -1.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1213 -3.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0532 -2.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1554 -3.3801 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9511 0.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.4483 -2.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2601 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8966 -4.3461 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 -1.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0191 -2.3449 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5176 -2.9319 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2382 1.4680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5909 2.0032 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9511 -1.3090 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.6037 -5.0532 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0694 -4.6049 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2779 -1.3789 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7765 -3.8978 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6128 1.7953 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 16 1 0 0 0 0 3 5 1 0 0 0 0 3 7 2 0 0 0 0 4 6 2 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 20 1 0 0 0 0 9 12 1 6 0 0 0 9 17 1 0 0 0 0 10 13 1 0 0 0 0 10 14 1 0 0 0 0 10 18 1 6 0 0 0 11 15 1 1 0 0 0 11 16 1 0 0 0 0 11 19 1 0 0 0 0 12 18 2 3 0 0 0 12 21 1 0 0 0 0 13 19 1 0 0 0 0 13 22 2 0 0 0 0 14 19 1 0 0 0 0 14 25 1 6 0 0 0 15 23 2 0 0 0 0 15 24 1 0 0 0 0 16 25 1 0 0 0 0 17 26 1 0 0 0 0 17 27 1 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 24 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000443
DrugBank	DB01060
ChEMBL	CHEMBL1082
IUPHAR/BPS
PharmaGKB	PA448406
KEGG Drug	D07452
PubChem CID	33613
ChEBI	2676
CAS Number	26787-78-0

Drug Properties

Molecular Weight	365.10
ALogP	-1.3208
MLogP	2.23
XLogP	-2.141
HDA	7
HBD	4
Rotatable Bonds	10
TPSA	161.75
RO5 Violation	0