NPASS drugs

Drug Information

Drug ID:	NPD1000
Drug Name:
Molecular Formula:	C13H14N2O4S2
Canonical SMILES:	OC[C@@]12SS[C@@]3(N(C1=O)[C@@H]1[C@@H](O)C=CC=C1C3)C(=O)N2C
Standard InCHI:	InChI=1S/C13H14N2O4S2/c1-14-10(18)12-5-7-3-2-4-8(17)9(7)15(12)11(19)13(14,6-16)21-20-12/h2-4,8-9,16-17H,5-6H2,1H3/t8-,9-,12+,13+/m0/s1
Standard InCHIKey:	FIVPIPIDMRVLAY-RBJBARPLSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1000

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	60
0.1-0.2	442
0.2-0.3	7699
0.3-0.4	18540
0.4-0.5	3640
0.5-0.6	472
0.6-0.7	24
0.7-0.8	6
0.8-0.85	3
0.85-0.9	0
0.9-0.95	3
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	NPC272166
High Similarity	0.9358	NPC66007
High Similarity	0.9189	NPC17581
High Similarity	0.9189	NPC476155
Intermediate Similarity	0.8362	NPC470300
Intermediate Similarity	0.825	NPC97580
Intermediate Similarity	0.8136	NPC470788
Intermediate Similarity	0.768	NPC247902
Intermediate Similarity	0.768	NPC262880
Intermediate Similarity	0.7364	NPC41162
Intermediate Similarity	0.7174	NPC276822
Intermediate Similarity	0.709	NPC82129
Intermediate Similarity	0.7083	NPC475342
Remote Similarity	0.678	NPC188785
Remote Similarity	0.664	NPC314550
Remote Similarity	0.6636	NPC475975
Remote Similarity	0.6528	NPC471680
Remote Similarity	0.6423	NPC120335
Remote Similarity	0.6393	NPC476877
Remote Similarity	0.6343	NPC36254
Remote Similarity	0.629	NPC476876
Remote Similarity	0.6271	NPC313265
Remote Similarity	0.6241	NPC315188
Remote Similarity	0.6231	NPC271115
Remote Similarity	0.6218	NPC469739
Remote Similarity	0.6202	NPC309731
Remote Similarity	0.6174	NPC324506
Remote Similarity	0.6159	NPC166169
Remote Similarity	0.6107	NPC288629
Remote Similarity	0.6071	NPC277341
Remote Similarity	0.6071	NPC226982
Remote Similarity	0.6058	NPC309525
Remote Similarity	0.6054	NPC470301
Remote Similarity	0.6047	NPC476875
Remote Similarity	0.6047	NPC469455
Remote Similarity	0.6043	NPC25327
Remote Similarity	0.6	NPC25025
Remote Similarity	0.5969	NPC251122
Remote Similarity	0.5968	NPC100810
Remote Similarity	0.5968	NPC144714
Remote Similarity	0.5959	NPC315210
Remote Similarity	0.5959	NPC315848
Remote Similarity	0.5952	NPC133420
Remote Similarity	0.594	NPC28542
Remote Similarity	0.5938	NPC207820
Remote Similarity	0.592	NPC473289
Remote Similarity	0.5882	NPC266910
Remote Similarity	0.5878	NPC475266
Remote Similarity	0.5878	NPC475278
Remote Similarity	0.5878	NPC309450
Remote Similarity	0.5878	NPC304299
Remote Similarity	0.5878	NPC247776
Remote Similarity	0.5859	NPC271562
Remote Similarity	0.5845	NPC469666
Remote Similarity	0.584	NPC77703
Remote Similarity	0.5839	NPC302169
Remote Similarity	0.5827	NPC474082
Remote Similarity	0.5827	NPC175726
Remote Similarity	0.5816	NPC8325
Remote Similarity	0.5814	NPC474099
Remote Similarity	0.5786	NPC476951
Remote Similarity	0.5781	NPC472856
Remote Similarity	0.5778	NPC471673
Remote Similarity	0.5765	NPC302235
Remote Similarity	0.5764	NPC313348
Remote Similarity	0.5764	NPC475987
Remote Similarity	0.5752	NPC471768
Remote Similarity	0.5726	NPC91036
Remote Similarity	0.5725	NPC273185
Remote Similarity	0.5724	NPC99864
Remote Similarity	0.5702	NPC209232
Remote Similarity	0.5693	NPC13351
Remote Similarity	0.5692	NPC476276
Remote Similarity	0.5669	NPC475149
Remote Similarity	0.5669	NPC471097
Remote Similarity	0.5667	NPC71866
Remote Similarity	0.5655	NPC120420
Remote Similarity	0.5652	NPC160688
Remote Similarity	0.5646	NPC248283
Remote Similarity	0.5643	NPC211848
Remote Similarity	0.5635	NPC475791
Remote Similarity	0.5635	NPC13175
Remote Similarity	0.5634	NPC220396
Remote Similarity	0.5625	NPC161644
Remote Similarity	0.5625	NPC473254
Remote Similarity	0.5621	NPC314358
Remote Similarity	0.5616	NPC473703
Remote Similarity	0.5616	NPC239252
Remote Similarity	0.5615	NPC176773
Remote Similarity	0.5608	NPC76785
Remote Similarity	0.5608	NPC474855
Remote Similarity	0.5608	NPC293377
Remote Similarity	0.5608	NPC9687
Remote Similarity	0.5608	NPC151706
Remote Similarity	0.5608	NPC474811
Remote Similarity	0.5608	NPC79465
Remote Similarity	0.5608	NPC476102
Remote Similarity	0.5608	NPC475598
Remote Similarity	0.5608	NPC475318
Remote Similarity	0.5608	NPC118099
Remote Similarity	0.5608	NPC273907
Remote Similarity	0.5608	NPC474787
Remote Similarity	0.5608	NPC260045
Remote Similarity	0.5608	NPC90194
Remote Similarity	0.5608	NPC49577

Drug Structure

NPD1000 OpenBabel08201723592D 23 26 0 0 1 0 0 0 0 0999 V2000 1.6946 1.8252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8436 -0.1929 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4369 0.7207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2558 -1.0019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8546 1.6342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8233 0.2226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4423 0.8252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2613 -0.8974 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.8546 0.0162 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0375 1.8252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0375 -0.1748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9035 1.3252 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8286 0.3252 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8286 1.3252 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9035 0.3252 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2318 -0.6902 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6735 -1.7064 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0375 2.8252 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0375 -1.1748 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7708 0.4450 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.6455 -1.5003 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0802 -2.6199 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 3 1 0 0 0 0 2 4 2 0 0 0 0 3 7 2 0 0 0 0 4 8 1 0 0 0 0 5 7 1 0 0 0 0 6 16 1 0 0 0 0 8 9 1 0 0 0 0 8 17 1 1 0 0 0 9 7 1 6 0 0 0 9 15 1 0 0 0 0 10 12 1 0 0 0 0 10 14 1 0 0 0 0 10 18 2 0 0 0 0 11 13 1 0 0 0 0 11 15 1 0 0 0 0 11 19 2 0 0 0 0 12 5 1 6 0 0 0 12 15 1 0 0 0 0 12 20 1 0 0 0 0 13 6 1 6 0 0 0 13 14 1 0 0 0 0 13 21 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 20 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000693
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6223
ChEBI
CAS Number

Drug Properties

Molecular Weight	326.04
ALogP	-0.1535
MLogP	2.01
XLogP	-2.142
HDA	6
HBD	2
Rotatable Bonds	4
TPSA	131.68
RO5 Violation	0