NPASS drugs

Drug Information

Drug ID:	NPD2019
Drug Name:
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)/p-1/t14-,16+/m1/s1
Standard InCHIKey:	WZOZEZRFJCJXNZ-ZBFHGGJFSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2019

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	105
0.1-0.2	1760
0.2-0.3	7707
0.3-0.4	17100
0.4-0.5	3819
0.5-0.6	371
0.6-0.7	27
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	0.7329	NPC13470
Remote Similarity	0.6852	NPC468984
Remote Similarity	0.68	NPC315388
Remote Similarity	0.6684	NPC143325
Remote Similarity	0.6531	NPC190955
Remote Similarity	0.6489	NPC329961
Remote Similarity	0.6489	NPC122427
Remote Similarity	0.6421	NPC165538
Remote Similarity	0.6257	NPC105717
Remote Similarity	0.6196	NPC317725
Remote Similarity	0.6196	NPC326407
Remote Similarity	0.6196	NPC318930
Remote Similarity	0.6196	NPC317362
Remote Similarity	0.6188	NPC14877
Remote Similarity	0.6188	NPC145178
Remote Similarity	0.6188	NPC475350
Remote Similarity	0.6176	NPC471680
Remote Similarity	0.6114	NPC286551
Remote Similarity	0.6098	NPC251036
Remote Similarity	0.6061	NPC246079
Remote Similarity	0.6034	NPC283783
Remote Similarity	0.6012	NPC128237
Remote Similarity	0.6012	NPC83790
Remote Similarity	0.6012	NPC471265
Remote Similarity	0.6012	NPC471264
Remote Similarity	0.6	NPC269398
Remote Similarity	0.6	NPC263493
Remote Similarity	0.6	NPC288109
Remote Similarity	0.5988	NPC322878
Remote Similarity	0.5986	NPC11466
Remote Similarity	0.5976	NPC470884
Remote Similarity	0.5976	NPC178662
Remote Similarity	0.5976	NPC476133
Remote Similarity	0.5976	NPC92784
Remote Similarity	0.5976	NPC77992
Remote Similarity	0.5976	NPC98424
Remote Similarity	0.592	NPC329761
Remote Similarity	0.592	NPC225648
Remote Similarity	0.592	NPC135121
Remote Similarity	0.592	NPC145113
Remote Similarity	0.5909	NPC475168
Remote Similarity	0.5909	NPC7817
Remote Similarity	0.5896	NPC209509
Remote Similarity	0.5896	NPC477217
Remote Similarity	0.5896	NPC201244
Remote Similarity	0.5845	NPC475196
Remote Similarity	0.5843	NPC300315
Remote Similarity	0.5824	NPC68865
Remote Similarity	0.581	NPC470902
Remote Similarity	0.5805	NPC5620
Remote Similarity	0.5795	NPC4910
Remote Similarity	0.5795	NPC471821
Remote Similarity	0.5795	NPC471820
Remote Similarity	0.5795	NPC329731
Remote Similarity	0.578	NPC139326
Remote Similarity	0.5751	NPC161143
Remote Similarity	0.5747	NPC314388
Remote Similarity	0.5747	NPC315283
Remote Similarity	0.5743	NPC120203
Remote Similarity	0.5731	NPC127741
Remote Similarity	0.573	NPC119481
Remote Similarity	0.5714	NPC316008
Remote Similarity	0.5714	NPC313867
Remote Similarity	0.5714	NPC266741
Remote Similarity	0.5707	NPC477526
Remote Similarity	0.5706	NPC240848
Remote Similarity	0.57	NPC59827
Remote Similarity	0.57	NPC184933
Remote Similarity	0.5698	NPC89489
Remote Similarity	0.5698	NPC162104
Remote Similarity	0.5694	NPC166487
Remote Similarity	0.5685	NPC300455
Remote Similarity	0.5682	NPC314358
Remote Similarity	0.5682	NPC81026
Remote Similarity	0.5674	NPC473398
Remote Similarity	0.5674	NPC129666
Remote Similarity	0.5657	NPC52748
Remote Similarity	0.565	NPC319751
Remote Similarity	0.5631	NPC75498
Remote Similarity	0.5628	NPC297145
Remote Similarity	0.5628	NPC323336
Remote Similarity	0.5628	NPC197743
Remote Similarity	0.5628	NPC326349
Remote Similarity	0.5616	NPC477527
Remote Similarity	0.5614	NPC248283
Remote Similarity	0.5612	NPC96016
Remote Similarity	0.5608	NPC144780
Remote Similarity	0.56	NPC161069

Drug Structure

NPD2019 OpenBabel08211701392D 31 33 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 5 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 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 22 30 1 0 0 0 0 24 31 1 0 0 0 0 M CHG 1 20 -1 M END $$$$

External Identifiers

TTD	DAP000452
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	475319
ChEBI
CAS Number

Drug Properties

Molecular Weight	426.04
ALogP	2.00E-04
MLogP	1.9
XLogP	0.679
HDA	10
HBD	3
Rotatable Bonds	12
TPSA	209.11
RO5 Violation	0