NPASS drugs

Drug Information

Drug ID:	NPD2087
Drug Name:	Ampicillin Sodium
Molecular Formula:	C16H19N3O4S.Na
Canonical SMILES:	N[C@@H](C(=N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)[O-])c1ccccc1.[Na+]
Standard InCHI:	InChI=1S/C16H19N3O4S.Na/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8;/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23);/q;+1/p-1/t9-,10-,11+,14-;/m1./s1
Standard InCHIKey:	KLOHDWPABZXLGI-YWUHCJSESA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2087

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	93
0.1-0.2	802
0.2-0.3	6446
0.3-0.4	14746
0.4-0.5	7029
0.5-0.6	1354
0.6-0.7	346
0.7-0.8	70
0.8-0.85	2
0.85-0.9	0
0.9-0.95	1
0.95-1	1

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	1.0	NPC468984
High Similarity	0.9007	NPC13470
Intermediate Similarity	0.8141	NPC315388
Intermediate Similarity	0.8129	NPC300315
Intermediate Similarity	0.7959	NPC322878
Intermediate Similarity	0.774	NPC89489
Intermediate Similarity	0.7554	NPC71684
Intermediate Similarity	0.7483	NPC471680
Intermediate Similarity	0.7451	NPC105717
Intermediate Similarity	0.7447	NPC6975
Intermediate Similarity	0.7445	NPC470544
Intermediate Similarity	0.7429	NPC202521
Intermediate Similarity	0.7394	NPC22746
Intermediate Similarity	0.7391	NPC470545
Intermediate Similarity	0.7368	NPC315266
Intermediate Similarity	0.7357	NPC200964
Intermediate Similarity	0.7357	NPC476990
Intermediate Similarity	0.7343	NPC101719
Intermediate Similarity	0.7338	NPC470546
Intermediate Similarity	0.7315	NPC471264
Intermediate Similarity	0.7315	NPC471265
Intermediate Similarity	0.731	NPC473322
Intermediate Similarity	0.7289	NPC326407
Intermediate Similarity	0.7289	NPC317362
Intermediate Similarity	0.7289	NPC318930
Intermediate Similarity	0.7289	NPC317725
Intermediate Similarity	0.7285	NPC269398
Intermediate Similarity	0.7285	NPC263493
Intermediate Similarity	0.7273	NPC222466
Intermediate Similarity	0.7273	NPC311658
Intermediate Similarity	0.7267	NPC132636
Intermediate Similarity	0.7261	NPC286551
Intermediate Similarity	0.7254	NPC252878
Intermediate Similarity	0.7211	NPC130309
Intermediate Similarity	0.7203	NPC46427
Intermediate Similarity	0.7194	NPC14672
Intermediate Similarity	0.7194	NPC285926
Intermediate Similarity	0.7194	NPC239357
Intermediate Similarity	0.7194	NPC315276
Intermediate Similarity	0.7179	NPC283783
Intermediate Similarity	0.7161	NPC83790
Intermediate Similarity	0.7161	NPC128237
Intermediate Similarity	0.7152	NPC92784
Intermediate Similarity	0.7152	NPC476133
Intermediate Similarity	0.7152	NPC470884
Intermediate Similarity	0.7152	NPC98424
Intermediate Similarity	0.7152	NPC178662
Intermediate Similarity	0.7143	NPC209509
Intermediate Similarity	0.7124	NPC161069
Intermediate Similarity	0.7101	NPC276949
Intermediate Similarity	0.7101	NPC35850
Intermediate Similarity	0.7095	NPC255447
Intermediate Similarity	0.709	NPC327481
Intermediate Similarity	0.7086	NPC127741
Intermediate Similarity	0.7081	NPC323336
Intermediate Similarity	0.7081	NPC326349
Intermediate Similarity	0.7078	NPC52748
Intermediate Similarity	0.7078	NPC315283
Intermediate Similarity	0.7078	NPC314388
Intermediate Similarity	0.7075	NPC111428
Intermediate Similarity	0.707	NPC2501
Intermediate Similarity	0.7063	NPC469903
Intermediate Similarity	0.7051	NPC145113
Intermediate Similarity	0.7051	NPC225648
Intermediate Similarity	0.7051	NPC329761
Intermediate Similarity	0.705	NPC33742
Intermediate Similarity	0.7032	NPC316008
Intermediate Similarity	0.7032	NPC5620
Intermediate Similarity	0.7032	NPC313867
Intermediate Similarity	0.7029	NPC474584
Intermediate Similarity	0.7025	NPC7817
Intermediate Similarity	0.7025	NPC475168
Intermediate Similarity	0.7007	NPC319766
Intermediate Similarity	0.7	NPC287401
Remote Similarity	0.6993	NPC476259
Remote Similarity	0.6987	NPC314358
Remote Similarity	0.6974	NPC68865
Remote Similarity	0.6968	NPC476978
Remote Similarity	0.6957	NPC329011
Remote Similarity	0.6954	NPC248283
Remote Similarity	0.6954	NPC141050
Remote Similarity	0.6948	NPC168113
Remote Similarity	0.6943	NPC138775
Remote Similarity	0.6937	NPC122590
Remote Similarity	0.6933	NPC246079
Remote Similarity	0.6919	NPC153554
Remote Similarity	0.6913	NPC200589
Remote Similarity	0.6903	NPC197682
Remote Similarity	0.6903	NPC176226
Remote Similarity	0.6903	NPC77905
Remote Similarity	0.6903	NPC139326
Remote Similarity	0.6899	NPC471820
Remote Similarity	0.6899	NPC471821
Remote Similarity	0.6894	NPC470902
Remote Similarity	0.689	NPC469902
Remote Similarity	0.6884	NPC319579
Remote Similarity	0.6883	NPC163392
Remote Similarity	0.6883	NPC239762
Remote Similarity	0.6879	NPC197470
Remote Similarity	0.6875	NPC302169
Remote Similarity	0.6867	NPC189116
Remote Similarity	0.6866	NPC164859
Remote Similarity	0.6855	NPC129666
Remote Similarity	0.6849	NPC474082
Remote Similarity	0.6849	NPC175726
Remote Similarity	0.6846	NPC469666
Remote Similarity	0.6839	NPC469426
Remote Similarity	0.6839	NPC469427
Remote Similarity	0.6826	NPC61004
Remote Similarity	0.6824	NPC477937
Remote Similarity	0.678	NPC329731
Remote Similarity	0.678	NPC4910
Remote Similarity	0.6772	NPC81026
Remote Similarity	0.6772	NPC262077
Remote Similarity	0.677	NPC162104
Remote Similarity	0.6768	NPC324850
Remote Similarity	0.6768	NPC197743
Remote Similarity	0.6768	NPC297145
Remote Similarity	0.6766	NPC63931
Remote Similarity	0.6765	NPC67043
Remote Similarity	0.6765	NPC476198
Remote Similarity	0.6748	NPC473580
Remote Similarity	0.6736	NPC314992
Remote Similarity	0.6731	NPC476989
Remote Similarity	0.673	NPC16188
Remote Similarity	0.6728	NPC473341
Remote Similarity	0.6728	NPC56685
Remote Similarity	0.6713	NPC2265
Remote Similarity	0.671	NPC242159
Remote Similarity	0.671	NPC313694
Remote Similarity	0.6709	NPC266741
Remote Similarity	0.6704	NPC329961
Remote Similarity	0.6704	NPC122427
Remote Similarity	0.6687	NPC469243
Remote Similarity	0.6687	NPC240848
Remote Similarity	0.6687	NPC469901
Remote Similarity	0.6667	NPC254088
Remote Similarity	0.6667	NPC233702
Remote Similarity	0.6667	NPC300443
Remote Similarity	0.6648	NPC184933
Remote Similarity	0.6648	NPC59827
Remote Similarity	0.6647	NPC469904
Remote Similarity	0.6647	NPC473000
Remote Similarity	0.6647	NPC129486
Remote Similarity	0.6646	NPC254798
Remote Similarity	0.6643	NPC101139
Remote Similarity	0.6642	NPC12730
Remote Similarity	0.6627	NPC469898
Remote Similarity	0.6626	NPC262166
Remote Similarity	0.6626	NPC261934
Remote Similarity	0.6626	NPC5194
Remote Similarity	0.6625	NPC135121
Remote Similarity	0.6608	NPC475204
Remote Similarity	0.6608	NPC475123
Remote Similarity	0.6605	NPC324081
Remote Similarity	0.6604	NPC477217
Remote Similarity	0.6604	NPC201244
Remote Similarity	0.6596	NPC475013
Remote Similarity	0.6591	NPC477637
Remote Similarity	0.6587	NPC475544
Remote Similarity	0.6587	NPC473003
Remote Similarity	0.6587	NPC471527
Remote Similarity	0.6585	NPC473002
Remote Similarity	0.6575	NPC477526
Remote Similarity	0.6568	NPC223207
Remote Similarity	0.6568	NPC472923
Remote Similarity	0.6567	NPC322598
Remote Similarity	0.6561	NPC307357
Remote Similarity	0.6561	NPC46098
Remote Similarity	0.6561	NPC268841
Remote Similarity	0.6548	NPC68650
Remote Similarity	0.6545	NPC244509
Remote Similarity	0.6545	NPC476268
Remote Similarity	0.6541	NPC477527
Remote Similarity	0.6538	NPC165538
Remote Similarity	0.6532	NPC475532
Remote Similarity	0.6529	NPC304074
Remote Similarity	0.6529	NPC471771
Remote Similarity	0.6529	NPC290755
Remote Similarity	0.6527	NPC62104
Remote Similarity	0.6527	NPC1390
Remote Similarity	0.6524	NPC202198
Remote Similarity	0.6514	NPC473001
Remote Similarity	0.651	NPC35996
Remote Similarity	0.6503	NPC473491
Remote Similarity	0.6503	NPC476048
Remote Similarity	0.6497	NPC77992
Remote Similarity	0.6497	NPC287358
Remote Similarity	0.6494	NPC325479
Remote Similarity	0.6494	NPC165285
Remote Similarity	0.6485	NPC39431
Remote Similarity	0.6475	NPC474804
Remote Similarity	0.6475	NPC474973
Remote Similarity	0.6475	NPC130898
Remote Similarity	0.6474	NPC89831
Remote Similarity	0.6474	NPC314835
Remote Similarity	0.6471	NPC210377
Remote Similarity	0.6471	NPC5719
Remote Similarity	0.6471	NPC22883
Remote Similarity	0.6471	NPC217804

Drug Structure

NPD2087 OpenBabel08211701392D 28 29 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 9.1828 -3.8822 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 7.5098 -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 7.2509 -4.3998 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 5.8367 -2.9856 0.0000 O 0 5 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 1.6772 -2.3807 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 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 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 8 2 0 0 0 0 7 8 1 0 0 0 0 8 9 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 20 1 0 0 0 0 13 19 1 0 0 0 0 13 21 2 0 0 0 0 14 19 1 0 0 0 0 14 24 1 1 0 0 0 15 22 2 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 26 1 0 0 0 0 17 27 1 0 0 0 0 23 28 1 0 0 0 0 M CHG 2 20 -1 25 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	348.10
ALogP	-1.5383
MLogP	2.34
XLogP	-0.545
HDA	7
HBD	2
Rotatable Bonds	9
TPSA	144.35
RO5 Violation	0