NPASS drugs

Drug Information

Drug ID:	NPD2097
Drug Name:	Amoxicillin Sodium
Molecular Formula:	C16H19N3O5S.Na
Canonical SMILES:	N[C@@H](C(=N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)O)c1ccc(cc1)[O-].[Na+]
Standard InCHI:	InChI=1S/C16H19N3O5S.Na/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);/q;+1/p-1/t9-,10-,11+,14-;/m1./s1
Standard InCHIKey:	BYHDFCISJXIVBV-YWUHCJSESA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2097

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	128
0.1-0.2	1087
0.2-0.3	7276
0.3-0.4	5946
0.4-0.5	13020
0.5-0.6	2900
0.6-0.7	444
0.7-0.8	86
0.8-0.85	1
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	0.9167	NPC315388
High Similarity	0.8912	NPC468984
Intermediate Similarity	0.8323	NPC13470
Intermediate Similarity	0.7963	NPC323336
Intermediate Similarity	0.7963	NPC326349
Intermediate Similarity	0.7746	NPC153554
Intermediate Similarity	0.7736	NPC128237
Intermediate Similarity	0.7736	NPC83790
Intermediate Similarity	0.7679	NPC61004
Intermediate Similarity	0.7643	NPC476989
Intermediate Similarity	0.7628	NPC242159
Intermediate Similarity	0.7628	NPC313694
Intermediate Similarity	0.7625	NPC16188
Intermediate Similarity	0.7607	NPC56685
Intermediate Similarity	0.7584	NPC4910
Intermediate Similarity	0.7584	NPC329731
Intermediate Similarity	0.7562	NPC81026
Intermediate Similarity	0.7515	NPC473580
Intermediate Similarity	0.7515	NPC476268
Intermediate Similarity	0.7515	NPC63931
Intermediate Similarity	0.75	NPC266741
Intermediate Similarity	0.75	NPC262166
Intermediate Similarity	0.75	NPC261934
Intermediate Similarity	0.75	NPC5194
Intermediate Similarity	0.7485	NPC129486
Intermediate Similarity	0.7442	NPC475204
Intermediate Similarity	0.7442	NPC475123
Intermediate Similarity	0.744	NPC469243
Intermediate Similarity	0.7439	NPC233702
Intermediate Similarity	0.7432	NPC59827
Intermediate Similarity	0.7432	NPC184933
Intermediate Similarity	0.741	NPC244509
Intermediate Similarity	0.7403	NPC300315
Intermediate Similarity	0.7401	NPC477637
Intermediate Similarity	0.7399	NPC89831
Intermediate Similarity	0.7394	NPC202198
Intermediate Similarity	0.7378	NPC473491
Intermediate Similarity	0.7378	NPC324081
Intermediate Similarity	0.7356	NPC475532
Intermediate Similarity	0.7337	NPC475544
Intermediate Similarity	0.7314	NPC165285
Intermediate Similarity	0.7312	NPC477527
Intermediate Similarity	0.731	NPC223207
Intermediate Similarity	0.731	NPC472923
Intermediate Similarity	0.7294	NPC241794
Intermediate Similarity	0.7284	NPC471680
Intermediate Similarity	0.7284	NPC322878
Intermediate Similarity	0.7278	NPC244336
Intermediate Similarity	0.7268	NPC477526
Intermediate Similarity	0.7267	NPC304074
Intermediate Similarity	0.7267	NPC471771
Intermediate Similarity	0.7267	NPC290755
Intermediate Similarity	0.7246	NPC39431
Intermediate Similarity	0.7241	NPC274198
Intermediate Similarity	0.7241	NPC46009
Intermediate Similarity	0.7241	NPC198254
Intermediate Similarity	0.7225	NPC328649
Intermediate Similarity	0.7216	NPC471165
Intermediate Similarity	0.7216	NPC17698
Intermediate Similarity	0.7197	NPC326966
Intermediate Similarity	0.7179	NPC325651
Intermediate Similarity	0.7171	NPC27581
Intermediate Similarity	0.7159	NPC137627
Intermediate Similarity	0.7151	NPC477632
Intermediate Similarity	0.7151	NPC477638
Intermediate Similarity	0.7143	NPC276506
Intermediate Similarity	0.712	NPC477636
Intermediate Similarity	0.7119	NPC26108
Intermediate Similarity	0.7091	NPC311658
Intermediate Similarity	0.7089	NPC257390
Intermediate Similarity	0.7086	NPC280022
Intermediate Similarity	0.7081	NPC89489
Intermediate Similarity	0.7079	NPC196243
Intermediate Similarity	0.7076	NPC287757
Intermediate Similarity	0.7076	NPC319320
Intermediate Similarity	0.7062	NPC273755
Intermediate Similarity	0.7062	NPC306804
Intermediate Similarity	0.7062	NPC478005
Intermediate Similarity	0.7045	NPC40234
Intermediate Similarity	0.7043	NPC477631
Intermediate Similarity	0.7037	NPC48202
Intermediate Similarity	0.7029	NPC294516
Intermediate Similarity	0.7029	NPC302597
Intermediate Similarity	0.7029	NPC107938
Intermediate Similarity	0.7029	NPC209463
Intermediate Similarity	0.7029	NPC141957
Intermediate Similarity	0.7022	NPC476227
Intermediate Similarity	0.7019	NPC109580
Intermediate Similarity	0.7011	NPC94862
Remote Similarity	0.6995	NPC299806
Remote Similarity	0.6989	NPC186617
Remote Similarity	0.6983	NPC50016
Remote Similarity	0.6974	NPC319950
Remote Similarity	0.6971	NPC254700
Remote Similarity	0.6966	NPC248670
Remote Similarity	0.6962	NPC478147
Remote Similarity	0.6961	NPC39822
Remote Similarity	0.6954	NPC191863
Remote Similarity	0.6954	NPC289776
Remote Similarity	0.6954	NPC133470
Remote Similarity	0.6949	NPC473693
Remote Similarity	0.6949	NPC471568
Remote Similarity	0.6948	NPC474862
Remote Similarity	0.6946	NPC189908
Remote Similarity	0.6939	NPC145178
Remote Similarity	0.6939	NPC14877
Remote Similarity	0.6939	NPC475350
Remote Similarity	0.6933	NPC238412
Remote Similarity	0.6932	NPC473502
Remote Similarity	0.6931	NPC477639
Remote Similarity	0.6931	NPC478007
Remote Similarity	0.6923	NPC473404
Remote Similarity	0.691	NPC230611
Remote Similarity	0.691	NPC328494
Remote Similarity	0.6906	NPC194671
Remote Similarity	0.6906	NPC97526
Remote Similarity	0.6906	NPC475421
Remote Similarity	0.6906	NPC119652
Remote Similarity	0.6906	NPC45037
Remote Similarity	0.6906	NPC269750
Remote Similarity	0.6872	NPC246303
Remote Similarity	0.6867	NPC315266
Remote Similarity	0.6863	NPC478008
Remote Similarity	0.6863	NPC283760
Remote Similarity	0.6845	NPC105717
Remote Similarity	0.6842	NPC329295
Remote Similarity	0.6834	NPC251036
Remote Similarity	0.6833	NPC155506
Remote Similarity	0.6833	NPC473402
Remote Similarity	0.6833	NPC159767
Remote Similarity	0.6833	NPC473354
Remote Similarity	0.6833	NPC279871
Remote Similarity	0.6833	NPC158277
Remote Similarity	0.6832	NPC244866
Remote Similarity	0.6815	NPC171372
Remote Similarity	0.6811	NPC315542
Remote Similarity	0.681	NPC471265
Remote Similarity	0.681	NPC471264
Remote Similarity	0.6805	NPC283783
Remote Similarity	0.6795	NPC6975
Remote Similarity	0.6793	NPC470903
Remote Similarity	0.6793	NPC167763
Remote Similarity	0.6793	NPC470112
Remote Similarity	0.6792	NPC296712
Remote Similarity	0.6791	NPC102959
Remote Similarity	0.6788	NPC197921
Remote Similarity	0.6774	NPC202521
Remote Similarity	0.6774	NPC71684
Remote Similarity	0.6765	NPC7817
Remote Similarity	0.6765	NPC20755
Remote Similarity	0.6765	NPC475168
Remote Similarity	0.676	NPC196091
Remote Similarity	0.6757	NPC302235
Remote Similarity	0.6755	NPC60516
Remote Similarity	0.6755	NPC240130
Remote Similarity	0.6755	NPC61332
Remote Similarity	0.6747	NPC91953
Remote Similarity	0.6747	NPC469360
Remote Similarity	0.674	NPC326407
Remote Similarity	0.674	NPC136797
Remote Similarity	0.674	NPC317725
Remote Similarity	0.674	NPC317362
Remote Similarity	0.674	NPC318930
Remote Similarity	0.6739	NPC476321
Remote Similarity	0.6731	NPC252878
Remote Similarity	0.6731	NPC142577
Remote Similarity	0.6711	NPC317254
Remote Similarity	0.671	NPC476990
Remote Similarity	0.671	NPC200964
Remote Similarity	0.6707	NPC315283
Remote Similarity	0.6707	NPC6570
Remote Similarity	0.6707	NPC314388
Remote Similarity	0.6704	NPC66490
Remote Similarity	0.6703	NPC471526
Remote Similarity	0.6688	NPC46427
Remote Similarity	0.6687	NPC469666
Remote Similarity	0.6687	NPC269398
Remote Similarity	0.6687	NPC263493
Remote Similarity	0.6686	NPC286551
Remote Similarity	0.6684	NPC75498
Remote Similarity	0.6682	NPC475196
Remote Similarity	0.6667	NPC188867
Remote Similarity	0.6667	NPC92784
Remote Similarity	0.6667	NPC470884
Remote Similarity	0.6667	NPC98424
Remote Similarity	0.6667	NPC209509
Remote Similarity	0.6667	NPC470544
Remote Similarity	0.6667	NPC471050
Remote Similarity	0.6667	NPC281686
Remote Similarity	0.6667	NPC313867
Remote Similarity	0.6667	NPC106551
Remote Similarity	0.6667	NPC178662
Remote Similarity	0.6667	NPC471048
Remote Similarity	0.6667	NPC324702
Remote Similarity	0.6667	NPC56634
Remote Similarity	0.6667	NPC476133
Remote Similarity	0.6667	NPC316008
Remote Similarity	0.6667	NPC471049
Remote Similarity	0.6649	NPC302715
Remote Similarity	0.6649	NPC96275

Drug Structure

NPD2097 OpenBabel08211701392D 30 31 0 0 1 0 0 0 0 0999 V2000 0.5000 -3.5032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5098 -3.4339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9580 -5.1069 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4757 -3.1750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9240 -4.8481 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2509 -4.3998 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1828 -3.8822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2850 -4.6586 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.9049 -3.5032 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9538 -2.1942 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.5779 -3.9515 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9049 -2.5032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9049 -3.5032 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6448 -1.2431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.0032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0262 -5.6245 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.6120 -4.2103 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9049 -2.5032 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.1487 -3.6233 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 5.8367 -2.9856 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6120 -1.7961 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6666 -1.0352 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3139 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9538 -3.8122 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.5964 -2.5887 0.0000 Na 0 3 0 0 0 15 0 0 0 0 0 0 6.7333 -6.3316 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0603 -5.8834 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8026 -2.7268 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2921 -0.7079 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 1 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 1 0 0 0 11 15 1 6 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 1 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 27 1 0 0 0 0 17 28 1 0 0 0 0 21 29 1 0 0 0 0 24 30 1 0 0 0 0 M CHG 2 20 -1 26 1 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	364.10
ALogP	-1.6546
MLogP	2.23
XLogP	-2.141
HDA	7
HBD	3
Rotatable Bonds	10
TPSA	164.58
RO5 Violation	0