NPASS drugs

Drug Information

Drug ID:	NPD2022
Drug Name:	Azidocillin
Molecular Formula:	C16H17N5O4S
Canonical SMILES:	OC(=N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)[C@@H](c1ccccc1)N=[N+]=[N-]
Standard InCHI:	InChI=1S/C16H17N5O4S/c1-16(2)11(15(24)25)21-13(23)10(14(21)26-16)18-12(22)9(19-20-17)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,22)(H,24,25)/t9-,10-,11+,14-/m1/s1
Standard InCHIKey:	ODFHGIPNGIAMDK-NJBDSQKTSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD2022

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	96
0.1-0.2	819
0.2-0.3	6510
0.3-0.4	14821
0.4-0.5	7101
0.5-0.6	1138
0.6-0.7	330
0.7-0.8	71
0.8-0.85	2
0.85-0.9	1
0.9-0.95	0
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	0.9552	NPC468984
High Similarity	0.8611	NPC13470
Intermediate Similarity	0.8261	NPC300315
Intermediate Similarity	0.8082	NPC322878
Intermediate Similarity	0.7862	NPC89489
Intermediate Similarity	0.7799	NPC315388
Intermediate Similarity	0.7574	NPC470544
Intermediate Similarity	0.7571	NPC6975
Intermediate Similarity	0.7566	NPC105717
Intermediate Similarity	0.7554	NPC202521
Intermediate Similarity	0.7518	NPC470545
Intermediate Similarity	0.7483	NPC471680
Intermediate Similarity	0.7482	NPC476990
Intermediate Similarity	0.7482	NPC200964
Intermediate Similarity	0.7464	NPC470546
Intermediate Similarity	0.7432	NPC471265
Intermediate Similarity	0.7432	NPC471264
Intermediate Similarity	0.7431	NPC473322
Intermediate Similarity	0.74	NPC269398
Intermediate Similarity	0.74	NPC263493
Intermediate Similarity	0.7394	NPC318930
Intermediate Similarity	0.7394	NPC317725
Intermediate Similarity	0.7394	NPC326407
Intermediate Similarity	0.7394	NPC317362
Intermediate Similarity	0.7376	NPC252878
Intermediate Similarity	0.7372	NPC286551
Intermediate Similarity	0.7329	NPC130309
Intermediate Similarity	0.7324	NPC46427
Intermediate Similarity	0.7319	NPC239357
Intermediate Similarity	0.729	NPC283783
Intermediate Similarity	0.7273	NPC22746
Intermediate Similarity	0.7267	NPC476133
Intermediate Similarity	0.7267	NPC178662
Intermediate Similarity	0.7267	NPC92784
Intermediate Similarity	0.7267	NPC98424
Intermediate Similarity	0.7267	NPC470884
Intermediate Similarity	0.7255	NPC209509
Intermediate Similarity	0.7237	NPC161069
Intermediate Similarity	0.7222	NPC101719
Intermediate Similarity	0.7211	NPC255447
Intermediate Similarity	0.72	NPC127741
Intermediate Similarity	0.7194	NPC14672
Intermediate Similarity	0.7194	NPC285926
Intermediate Similarity	0.7194	NPC315276
Intermediate Similarity	0.719	NPC315283
Intermediate Similarity	0.719	NPC314388
Intermediate Similarity	0.7183	NPC71684
Intermediate Similarity	0.7161	NPC225648
Intermediate Similarity	0.7161	NPC83790
Intermediate Similarity	0.7161	NPC329761
Intermediate Similarity	0.7161	NPC128237
Intermediate Similarity	0.7153	NPC222466
Intermediate Similarity	0.7143	NPC315266
Intermediate Similarity	0.7143	NPC313867
Intermediate Similarity	0.7143	NPC5620
Intermediate Similarity	0.7143	NPC316008
Intermediate Similarity	0.7123	NPC319766
Intermediate Similarity	0.7114	NPC287401
Intermediate Similarity	0.7105	NPC476259
Intermediate Similarity	0.7101	NPC276949
Intermediate Similarity	0.7101	NPC35850
Intermediate Similarity	0.7097	NPC314358
Intermediate Similarity	0.7086	NPC68865
Intermediate Similarity	0.7078	NPC476978
Intermediate Similarity	0.7067	NPC248283
Intermediate Similarity	0.7059	NPC168113
Intermediate Similarity	0.7051	NPC145113
Intermediate Similarity	0.7051	NPC311658
Intermediate Similarity	0.7051	NPC138775
Intermediate Similarity	0.705	NPC33742
Intermediate Similarity	0.7039	NPC132636
Intermediate Similarity	0.7027	NPC200589
Intermediate Similarity	0.7013	NPC197682
Intermediate Similarity	0.7013	NPC139326
Intermediate Similarity	0.7013	NPC176226
Remote Similarity	0.6993	NPC163392
Remote Similarity	0.6993	NPC239762
Remote Similarity	0.6968	NPC52748
Remote Similarity	0.6962	NPC129666
Remote Similarity	0.6962	NPC2501
Remote Similarity	0.6959	NPC111428
Remote Similarity	0.6948	NPC469427
Remote Similarity	0.6948	NPC469426
Remote Similarity	0.6933	NPC246079
Remote Similarity	0.6879	NPC262077
Remote Similarity	0.6875	NPC302169
Remote Similarity	0.6875	NPC329731
Remote Similarity	0.6875	NPC162104
Remote Similarity	0.6875	NPC4910
Remote Similarity	0.6871	NPC326349
Remote Similarity	0.6871	NPC323336
Remote Similarity	0.6852	NPC469903
Remote Similarity	0.6849	NPC474082
Remote Similarity	0.6849	NPC175726
Remote Similarity	0.6846	NPC469666
Remote Similarity	0.6839	NPC476989
Remote Similarity	0.6835	NPC16188
Remote Similarity	0.6832	NPC122590
Remote Similarity	0.6813	NPC475168
Remote Similarity	0.6813	NPC7817
Remote Similarity	0.6798	NPC329961
Remote Similarity	0.6798	NPC122427
Remote Similarity	0.6792	NPC240848
Remote Similarity	0.6792	NPC471821
Remote Similarity	0.6792	NPC471820
Remote Similarity	0.6786	NPC474584
Remote Similarity	0.6783	NPC254088
Remote Similarity	0.6772	NPC81026
Remote Similarity	0.677	NPC233702
Remote Similarity	0.6765	NPC476198
Remote Similarity	0.675	NPC254798
Remote Similarity	0.674	NPC184933
Remote Similarity	0.674	NPC59827
Remote Similarity	0.6732	NPC141050
Remote Similarity	0.673	NPC135121
Remote Similarity	0.6728	NPC261934
Remote Similarity	0.6728	NPC5194
Remote Similarity	0.6728	NPC262166
Remote Similarity	0.6724	NPC153554
Remote Similarity	0.6715	NPC327481
Remote Similarity	0.671	NPC242159
Remote Similarity	0.671	NPC313694
Remote Similarity	0.6709	NPC201244
Remote Similarity	0.6709	NPC477217
Remote Similarity	0.6709	NPC266741
Remote Similarity	0.6688	NPC77905
Remote Similarity	0.6687	NPC470902
Remote Similarity	0.6687	NPC469902
Remote Similarity	0.6667	NPC307357
Remote Similarity	0.6667	NPC477526
Remote Similarity	0.6667	NPC46098
Remote Similarity	0.6667	NPC197743
Remote Similarity	0.6667	NPC297145
Remote Similarity	0.6667	NPC472923
Remote Similarity	0.6667	NPC189116
Remote Similarity	0.6667	NPC268841
Remote Similarity	0.6642	NPC12730
Remote Similarity	0.663	NPC165538
Remote Similarity	0.663	NPC477527
Remote Similarity	0.6627	NPC61004
Remote Similarity	0.6626	NPC56685
Remote Similarity	0.6626	NPC202198
Remote Similarity	0.6605	NPC473491
Remote Similarity	0.66	NPC477937
Remote Similarity	0.6596	NPC329011
Remote Similarity	0.6596	NPC475013
Remote Similarity	0.6568	NPC63931
Remote Similarity	0.6567	NPC322598
Remote Similarity	0.6566	NPC324850
Remote Similarity	0.6552	NPC169328
Remote Similarity	0.6545	NPC473580
Remote Similarity	0.6541	NPC25565
Remote Similarity	0.6533	NPC47667
Remote Similarity	0.6528	NPC197470
Remote Similarity	0.6525	NPC319579
Remote Similarity	0.6524	NPC473341
Remote Similarity	0.6512	NPC475123
Remote Similarity	0.6512	NPC475204
Remote Similarity	0.6507	NPC310467
Remote Similarity	0.6507	NPC237420
Remote Similarity	0.6503	NPC476048
Remote Similarity	0.6496	NPC164859
Remote Similarity	0.6494	NPC325479
Remote Similarity	0.6493	NPC475439
Remote Similarity	0.6493	NPC473501
Remote Similarity	0.6488	NPC469243
Remote Similarity	0.6488	NPC469901
Remote Similarity	0.6485	NPC39431
Remote Similarity	0.6475	NPC474973
Remote Similarity	0.6475	NPC474804
Remote Similarity	0.6475	NPC130898
Remote Similarity	0.6463	NPC300443
Remote Similarity	0.6461	NPC161143
Remote Similarity	0.6453	NPC473000
Remote Similarity	0.6453	NPC469904
Remote Similarity	0.6453	NPC129486
Remote Similarity	0.6446	NPC244509
Remote Similarity	0.6437	NPC137627
Remote Similarity	0.6429	NPC469898
Remote Similarity	0.6412	NPC258627
Remote Similarity	0.6404	NPC477637
Remote Similarity	0.6403	NPC143516
Remote Similarity	0.6403	NPC67043
Remote Similarity	0.6402	NPC324081
Remote Similarity	0.64	NPC26108
Remote Similarity	0.6395	NPC314992
Remote Similarity	0.6395	NPC220698
Remote Similarity	0.6391	NPC473003
Remote Similarity	0.6391	NPC471527
Remote Similarity	0.6391	NPC475544
Remote Similarity	0.6389	NPC96016
Remote Similarity	0.6386	NPC473002
Remote Similarity	0.6377	NPC471317
Remote Similarity	0.6374	NPC223207
Remote Similarity	0.6373	NPC475350
Remote Similarity	0.6373	NPC145178
Remote Similarity	0.6373	NPC14877
Remote Similarity	0.637	NPC2265
Remote Similarity	0.6368	NPC143325
Remote Similarity	0.6358	NPC186617

Drug Structure

NPD2022 OpenBabel08211701392D 28 30 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 -4.8296 0.2941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5708 -0.6718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1225 1.0012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6049 -0.9306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1566 0.7424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8978 -0.2235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9319 -0.4824 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 -1.6730 -1.4483 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 -1.7424 2.1566 0.0000 N 0 5 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 -1.2247 0.2247 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4836 1.1907 0.0000 N 0 3 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 -2.3801 -2.1554 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 -3.3461 -1.8966 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 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 19 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 21 1 0 0 0 0 12 18 2 3 0 0 0 12 22 1 0 0 0 0 13 21 1 0 0 0 0 13 23 2 0 0 0 0 14 21 1 0 0 0 0 14 26 1 6 0 0 0 15 24 2 0 0 0 0 15 25 1 0 0 0 0 16 26 1 0 0 0 0 17 20 2 0 0 0 0 19 20 2 0 0 0 0 22 27 1 0 0 0 0 25 28 1 0 0 0 0 M CHG 2 17 -1 20 1 M END $$$$

External Identifiers

TTD
DrugBank	DB08795
ChEMBL	CHEMBL2105907
IUPHAR/BPS
PharmaGKB	PA165958414
KEGG Drug
PubChem CID
ChEBI	51758
CAS Number	17243-38-8

Drug Properties

Molecular Weight	375.10
ALogP	-2.5771
MLogP	2.12
XLogP	2.287
HDA	8
HBD	2
Rotatable Bonds	9
TPSA	127.86
RO5 Violation	0