NPASS drugs

Drug Information

Drug ID:	NPD632
Drug Name:	GPI-3000
Molecular Formula:	C11H22NO5P
Canonical SMILES:	N[C@@H](C(=O)O)C[C@H]1CCCC[C@H]1CCP(=O)(O)O
Standard InCHI:	InChI=1S/C11H22NO5P/c12-10(11(13)14)7-9-4-2-1-3-8(9)5-6-18(15,16)17/h8-10H,1-7,12H2,(H,13,14)(H2,15,16,17)/t8-,9+,10+/m0/s1
Standard InCHIKey:	DHJQWBSZKBDBFP-IVZWLZJFSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD632

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	62
0.1-0.2	1636
0.2-0.3	16497
0.3-0.4	9754
0.4-0.5	2698
0.5-0.6	210
0.6-0.7	32
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	0.7536	NPC319279
Remote Similarity	0.6986	NPC302188
Remote Similarity	0.6765	NPC50457
Remote Similarity	0.6377	NPC226027
Remote Similarity	0.6377	NPC316231
Remote Similarity	0.6377	NPC162620
Remote Similarity	0.6377	NPC174246
Remote Similarity	0.6377	NPC112890
Remote Similarity	0.6377	NPC84636
Remote Similarity	0.6377	NPC43204
Remote Similarity	0.6377	NPC62045
Remote Similarity	0.6377	NPC324825
Remote Similarity	0.6377	NPC245027
Remote Similarity	0.6329	NPC222327
Remote Similarity	0.6329	NPC188231
Remote Similarity	0.6286	NPC315977
Remote Similarity	0.625	NPC183845
Remote Similarity	0.625	NPC279661
Remote Similarity	0.6216	NPC278209
Remote Similarity	0.6197	NPC155512
Remote Similarity	0.6184	NPC329564
Remote Similarity	0.6184	NPC327170
Remote Similarity	0.6133	NPC176164
Remote Similarity	0.6133	NPC189301
Remote Similarity	0.6053	NPC254541
Remote Similarity	0.6053	NPC321468
Remote Similarity	0.6053	NPC327748
Remote Similarity	0.6053	NPC316826
Remote Similarity	0.6053	NPC317143
Remote Similarity	0.6053	NPC320598
Remote Similarity	0.6	NPC318260
Remote Similarity	0.6	NPC317147
Remote Similarity	0.6	NPC470108
Remote Similarity	0.5976	NPC15864
Remote Similarity	0.5952	NPC315897
Remote Similarity	0.5926	NPC470109
Remote Similarity	0.5882	NPC323974
Remote Similarity	0.5862	NPC330017
Remote Similarity	0.5854	NPC470110
Remote Similarity	0.5844	NPC276928
Remote Similarity	0.5844	NPC64250
Remote Similarity	0.5844	NPC268927
Remote Similarity	0.5797	NPC327698
Remote Similarity	0.5797	NPC118459
Remote Similarity	0.5775	NPC93081
Remote Similarity	0.5775	NPC140872
Remote Similarity	0.5769	NPC319131
Remote Similarity	0.5761	NPC320936
Remote Similarity	0.5732	NPC314221
Remote Similarity	0.5732	NPC60424
Remote Similarity	0.5729	NPC135005
Remote Similarity	0.5714	NPC190385
Remote Similarity	0.5714	NPC314679
Remote Similarity	0.57	NPC160066
Remote Similarity	0.5684	NPC304454
Remote Similarity	0.5667	NPC474702
Remote Similarity	0.5652	NPC132307
Remote Similarity	0.5652	NPC325097
Remote Similarity	0.5652	NPC126925
Remote Similarity	0.5616	NPC137958
Remote Similarity	0.5616	NPC273330
Remote Similarity	0.561	NPC469791
Remote Similarity	0.56	NPC72722

Drug Structure

NPD632 OpenBabel08201723202D 23 23 0 0 1 0 0 0 0 0999 V2000 -4.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 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 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.0000 1.7321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 3.4641 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 0.0000 -1.0000 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 -4.5000 2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 3.4641 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 1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 8 1 0 0 0 0 4 9 1 0 0 0 0 5 6 1 0 0 0 0 6 18 1 0 0 0 0 8 5 1 6 0 0 0 8 9 1 0 0 0 0 9 7 1 6 0 0 0 10 7 1 1 0 0 0 10 11 1 0 0 0 0 10 12 1 0 0 0 0 11 13 2 0 0 0 0 11 14 1 0 0 0 0 12 19 1 0 0 0 0 12 20 1 0 0 0 0 14 21 1 0 0 0 0 15 18 1 0 0 0 0 15 22 1 0 0 0 0 16 18 1 0 0 0 0 16 23 1 0 0 0 0 17 18 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006771
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	279.12
ALogP	-3.1168
MLogP	1.9
XLogP	-1.528
HDA	6
HBD	4
Rotatable Bonds	10
TPSA	130.66
RO5 Violation	0