NPASS drugs

Drug Information

Drug ID:	NPD9409
Drug Name:	GS-438
Molecular Formula:	C8H12N5O5P
Canonical SMILES:	N=c1nc(O)c2c([nH]1)n(CCOCP(=O)(O)O)cn2
Standard InCHI:	"InChI=1S/C8H12N5O5P/c9-8-11-6-5(7(14)12-8)10-3-13(6)1-2-18-4-19(15,16)17/h3H,1-2,4H2,(H2,15,16,17)(H3,9,11,12,14)"
Standard InCHIKey:	NZVORGQIEFTOQZ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD9409

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	160384
0.1-0.2	51233
0.2-0.3	85
0.3-0.4	19
0.4-0.5	17
0.5-0.6	2
0.6-0.7	0
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: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Remote Similarity	0.5333	NPC35410
Remote Similarity	0.5082	NPC327579

Drug Structure

NPD9409 OpenBabel08211713352D 24 25 0 0 0 0 0 0 0 0999 V2000 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1589 2.3715 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7988 4.0657 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1078 5.0168 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 1.2976 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.8206 3.8578 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.4679 3.3226 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.8280 1.6284 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 -6.0860 5.2247 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1515 4.6009 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8062 1.8363 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 13 1 0 0 0 0 2 18 1 0 0 0 0 3 10 2 0 0 0 0 3 13 1 0 0 0 0 4 18 1 0 0 0 0 4 19 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 5 10 1 0 0 0 0 6 11 1 0 0 0 0 6 13 1 0 0 0 0 7 12 2 0 0 0 0 7 14 1 0 0 0 0 8 9 2 0 0 0 0 8 11 1 0 0 0 0 8 12 1 0 0 0 0 9 20 1 0 0 0 0 11 21 1 0 0 0 0 14 22 1 0 0 0 0 15 19 1 0 0 0 0 15 23 1 0 0 0 0 16 19 1 0 0 0 0 16 24 1 0 0 0 0 17 19 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004463
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	289.06
ALogP	-1.31
MLogP	1.13
XLogP	-2.334
HDA	10
HBD	5
Rotatable Bonds	8
TPSA	162.86
RO5 Violation	0