NPASS drugs

Drug Information

Drug ID:	NPD2020
Drug Name:	Cefoxitin
Molecular Formula:	C16H17N3O7S2
Canonical SMILES:	CO[C@@]1(N=C(Cc2cccs2)O)C(=O)N2[C@@H]1SCC(=C2C(=O)O)COC(=N)O
Standard InCHI:	InChI=1S/C16H17N3O7S2/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23)19-11(12(21)22)8(6-26-15(17)24)7-28-14(16)19/h2-4,14H,5-7H2,1H3,(H2,17,24)(H,18,20)(H,21,22)/t14-,16+/m1/s1
Standard InCHIKey:	WZOZEZRFJCJXNZ-ZBFHGGJFSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2020

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	108
0.1-0.2	1641
0.2-0.3	7434
0.3-0.4	17097
0.4-0.5	4166
0.5-0.6	409
0.6-0.7	34
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
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
Intermediate Similarity	0.7391	NPC13470
Remote Similarity	0.6914	NPC468984
Remote Similarity	0.6857	NPC315388
Remote Similarity	0.6736	NPC143325
Remote Similarity	0.6543	NPC329961
Remote Similarity	0.6543	NPC122427
Remote Similarity	0.6486	NPC190955
Remote Similarity	0.6474	NPC165538
Remote Similarity	0.6316	NPC105717
Remote Similarity	0.625	NPC318930
Remote Similarity	0.625	NPC317362
Remote Similarity	0.625	NPC317725
Remote Similarity	0.625	NPC326407
Remote Similarity	0.6238	NPC145178
Remote Similarity	0.6238	NPC14877
Remote Similarity	0.6238	NPC475350
Remote Similarity	0.6235	NPC471680
Remote Similarity	0.6171	NPC286551
Remote Similarity	0.6146	NPC251036
Remote Similarity	0.6121	NPC246079
Remote Similarity	0.6092	NPC283783
Remote Similarity	0.6071	NPC471265
Remote Similarity	0.6071	NPC471264
Remote Similarity	0.6069	NPC83790
Remote Similarity	0.6069	NPC128237
Remote Similarity	0.6065	NPC288109
Remote Similarity	0.6059	NPC269398
Remote Similarity	0.6059	NPC263493
Remote Similarity	0.6047	NPC322878
Remote Similarity	0.6036	NPC178662
Remote Similarity	0.6036	NPC98424
Remote Similarity	0.6036	NPC476133
Remote Similarity	0.6036	NPC77992
Remote Similarity	0.6036	NPC92784
Remote Similarity	0.6036	NPC470884
Remote Similarity	0.5977	NPC145113
Remote Similarity	0.5977	NPC135121
Remote Similarity	0.5977	NPC329761
Remote Similarity	0.5977	NPC225648
Remote Similarity	0.5966	NPC475168
Remote Similarity	0.5966	NPC7817
Remote Similarity	0.5954	NPC477217
Remote Similarity	0.5954	NPC209509
Remote Similarity	0.5954	NPC201244
Remote Similarity	0.5946	NPC11466
Remote Similarity	0.5904	NPC300315
Remote Similarity	0.589	NPC475196
Remote Similarity	0.5882	NPC68865
Remote Similarity	0.5866	NPC470902
Remote Similarity	0.5862	NPC5620
Remote Similarity	0.5852	NPC471821
Remote Similarity	0.5852	NPC471820
Remote Similarity	0.5846	NPC4910
Remote Similarity	0.5846	NPC329731
Remote Similarity	0.5838	NPC139326
Remote Similarity	0.5805	NPC315283
Remote Similarity	0.5805	NPC314388
Remote Similarity	0.5803	NPC161143
Remote Similarity	0.5789	NPC127741
Remote Similarity	0.5787	NPC119481
Remote Similarity	0.5771	NPC313867
Remote Similarity	0.5771	NPC266741
Remote Similarity	0.5771	NPC316008
Remote Similarity	0.5763	NPC240848
Remote Similarity	0.5758	NPC477526
Remote Similarity	0.5756	NPC89489
Remote Similarity	0.5754	NPC162104
Remote Similarity	0.575	NPC59827
Remote Similarity	0.575	NPC184933
Remote Similarity	0.5739	NPC314358
Remote Similarity	0.5739	NPC81026
Remote Similarity	0.573	NPC129666
Remote Similarity	0.573	NPC473398
Remote Similarity	0.5714	NPC52748
Remote Similarity	0.5706	NPC319751
Remote Similarity	0.5705	NPC120203
Remote Similarity	0.5683	NPC197743
Remote Similarity	0.5683	NPC326349
Remote Similarity	0.5683	NPC297145
Remote Similarity	0.5683	NPC323336
Remote Similarity	0.568	NPC75498
Remote Similarity	0.5676	NPC144780
Remote Similarity	0.5673	NPC248283
Remote Similarity	0.5665	NPC477527
Remote Similarity	0.5663	NPC96016
Remote Similarity	0.5657	NPC161069
Remote Similarity	0.5655	NPC166487
Remote Similarity	0.5646	NPC300455
Remote Similarity	0.5642	NPC2501
Remote Similarity	0.5638	NPC473502
Remote Similarity	0.5636	NPC476278
Remote Similarity	0.5635	NPC473341
Remote Similarity	0.5632	NPC46098
Remote Similarity	0.5632	NPC307357
Remote Similarity	0.5632	NPC268841
Remote Similarity	0.5618	NPC311658
Remote Similarity	0.5615	NPC472923
Remote Similarity	0.561	NPC202521
Remote Similarity	0.5604	NPC39431
Remote Similarity	0.5602	NPC248670

Drug Structure

NPD2020 OpenBabel08211701392D 32 34 0 0 1 0 0 0 0 0999 V2000 -1.2247 -1.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7877 1.6311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3338 0.7401 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0806 2.3383 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6390 0.1895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 3.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3461 0.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 0.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 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 3.0000 4.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.0000 4.4641 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9659 -0.2588 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4142 1.4142 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 2.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 -0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 5.3301 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2588 -0.9659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 3.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1896 1.8843 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 1.8660 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 5.3301 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1213 2.1213 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 2.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 6.1962 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 3 1 0 0 0 0 2 4 2 0 0 0 0 3 9 2 0 0 0 0 4 27 1 0 0 0 0 5 9 1 0 0 0 0 5 10 1 0 0 0 0 6 8 1 0 0 0 0 6 26 1 0 0 0 0 7 8 1 0 0 0 0 7 28 1 0 0 0 0 8 11 2 0 0 0 0 9 27 1 0 0 0 0 10 18 2 3 0 0 0 10 20 1 0 0 0 0 11 12 1 0 0 0 0 11 19 1 0 0 0 0 12 21 2 0 0 0 0 12 22 1 0 0 0 0 13 16 1 0 0 0 0 13 19 1 0 0 0 0 13 23 2 0 0 0 0 14 16 1 1 0 0 0 14 19 1 0 0 0 0 14 28 1 0 0 0 0 15 17 2 0 0 0 0 15 24 1 0 0 0 0 15 26 1 0 0 0 0 16 18 1 1 0 0 0 16 25 1 0 0 0 0 17 29 1 0 0 0 0 20 30 1 0 0 0 0 22 31 1 0 0 0 0 24 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000452
DrugBank	DB01331
ChEMBL	CHEMBL996
IUPHAR/BPS
PharmaGKB	PA448856
KEGG Drug	D02345
PubChem CID
ChEBI	209807
CAS Number	35607-66-0

Drug Properties

Molecular Weight	427.05
ALogP	0.678
MLogP	1.9
XLogP	0.679
HDA	10
HBD	4
Rotatable Bonds	12
TPSA	206.28
RO5 Violation	0