NPASS drugs

Drug Information

Drug ID:	NPD3333
Drug Name:
Molecular Formula:	C19H18N6O5S3
Canonical SMILES:	CO/N=C(/c1csc(=N)[nH]1)C(=NC1C(=O)N2[C@@H]1SCC(=C2C(=O)O)/C=Cc1scnc1C)O
Standard InCHI:	InChI=1S/C19H18N6O5S3/c1-8-11(33-7-21-8)4-3-9-5-31-17-13(16(27)25(17)14(9)18(28)29)23-15(26)12(24-30-2)10-6-32-19(20)22-10/h3-4,6-7,13,17H,5H2,1-2H3,(H2,20,22)(H,23,26)(H,28,29)/b4-3-,24-12-/t13?,17-/m1/s1
Standard InCHIKey:	KMIPKYQIOVAHOP-JZYNXJEQSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3333

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	202
0.1-0.2	7482
0.2-0.3	18625
0.3-0.4	3241
0.4-0.5	1204
0.5-0.6	132
0.6-0.7	4
0.7-0.8	0
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
Remote Similarity	0.6373	NPC143325
Remote Similarity	0.61	NPC122427
Remote Similarity	0.61	NPC329961
Remote Similarity	0.604	NPC165538
Remote Similarity	0.5977	NPC150950
Remote Similarity	0.5977	NPC189436
Remote Similarity	0.5977	NPC125076
Remote Similarity	0.5916	NPC473886
Remote Similarity	0.59	NPC96016
Remote Similarity	0.5889	NPC469801
Remote Similarity	0.5872	NPC478030
Remote Similarity	0.582	NPC315252
Remote Similarity	0.581	NPC329165
Remote Similarity	0.5778	NPC317197
Remote Similarity	0.5778	NPC320833
Remote Similarity	0.5775	NPC14101
Remote Similarity	0.5767	NPC145178
Remote Similarity	0.5767	NPC475350
Remote Similarity	0.5767	NPC14877
Remote Similarity	0.5754	NPC103268
Remote Similarity	0.5738	NPC475390
Remote Similarity	0.5688	NPC251036
Remote Similarity	0.5642	NPC477419
Remote Similarity	0.5642	NPC477417
Remote Similarity	0.5615	NPC119481
Remote Similarity	0.5609	NPC475196

Drug Structure

NPD3333 OpenBabel08211703112D 37 40 0 0 1 0 0 0 0 0999 V2000 -4.6915 2.1637 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 -3.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1877 -3.4797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9128 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4347 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1213 -3.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3801 -2.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.8660 0.5000 0.0000 C 0 0 0 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 -1.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2060 -4.7371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5644 -5.6707 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.4128 1.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7506 -3.8985 0.0000 N 0 0 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 3.3461 -1.8966 0.0000 N 0 0 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 1.9319 -0.4824 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 -2.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6049 -0.9306 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8660 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.2401 -4.4783 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -6.2437 0.0933 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.5521 -5.8272 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7493 -3.8461 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8978 -0.2235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 30 1 0 0 0 0 3 4 2 0 0 0 0 3 9 1 0 0 0 0 4 11 1 0 0 0 0 5 9 1 0 0 0 0 5 31 1 0 0 0 0 6 10 2 0 0 0 0 6 32 1 0 0 0 0 7 21 2 0 0 0 0 7 33 1 0 0 0 0 8 11 2 0 0 0 0 8 21 1 0 0 0 0 9 14 2 0 0 0 0 10 12 1 0 0 0 0 10 22 1 0 0 0 0 11 33 1 0 0 0 0 12 15 1 0 0 0 0 12 24 2 0 0 0 0 13 16 1 0 0 0 0 13 17 1 0 0 0 0 13 23 1 0 0 0 0 14 18 1 0 0 0 0 14 25 1 0 0 0 0 15 23 2 3 0 0 0 15 26 1 0 0 0 0 16 25 1 0 0 0 0 16 27 2 0 0 0 0 17 25 1 0 0 0 0 17 31 1 1 0 0 0 18 28 2 0 0 0 0 18 29 1 0 0 0 0 19 20 2 0 0 0 0 19 22 1 0 0 0 0 19 32 1 0 0 0 0 20 34 1 0 0 0 0 22 35 1 0 0 0 0 24 30 1 0 0 0 0 26 36 1 0 0 0 0 29 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000444
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9571074
ChEBI
CAS Number

Drug Properties

Molecular Weight	506.05
ALogP	0.9194
MLogP	2.01
XLogP	2.226
HDA	9
HBD	4
Rotatable Bonds	11
TPSA	239.4
RO5 Violation	0