NPASS drugs

Drug Information

Drug ID:	NPD6439
Drug Name:	Perifosine
Molecular Formula:	C25H52NO4P
Canonical SMILES:	CCCCCCCCCCCCCCCCCCOP(=O)(OC1CC[N+](CC1)(C)C)[O-]
Standard InCHI:	InChI=1S/C25H52NO4P/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-24-29-31(27,28)30-25-20-22-26(2,3)23-21-25/h25H,4-24H2,1-3H3
Standard InCHIKey:	SZFPYBIJACMNJV-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6439

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	39
0.1-0.2	11664
0.2-0.3	14668
0.3-0.4	3937
0.4-0.5	435
0.5-0.6	119
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	0.7241	NPC473872
Remote Similarity	0.6984	NPC328786
Remote Similarity	0.6984	NPC201338
Remote Similarity	0.6984	NPC474627
Remote Similarity	0.6719	NPC319131
Remote Similarity	0.6562	NPC471421
Remote Similarity	0.6562	NPC233364
Remote Similarity	0.6562	NPC319991
Remote Similarity	0.6557	NPC178263
Remote Similarity	0.6557	NPC277072
Remote Similarity	0.6471	NPC238646
Remote Similarity	0.6418	NPC471419
Remote Similarity	0.6418	NPC163134
Remote Similarity	0.625	NPC476694
Remote Similarity	0.625	NPC471443
Remote Similarity	0.625	NPC476695
Remote Similarity	0.625	NPC476696
Remote Similarity	0.625	NPC471605
Remote Similarity	0.6197	NPC224700
Remote Similarity	0.6197	NPC320663
Remote Similarity	0.6027	NPC324165
Remote Similarity	0.6027	NPC126366
Remote Similarity	0.6027	NPC169976
Remote Similarity	0.6027	NPC127553
Remote Similarity	0.6027	NPC170963
Remote Similarity	0.6027	NPC255050
Remote Similarity	0.6027	NPC114640
Remote Similarity	0.6027	NPC33267
Remote Similarity	0.5972	NPC268922
Remote Similarity	0.5946	NPC54460
Remote Similarity	0.5938	NPC471423
Remote Similarity	0.5938	NPC471442
Remote Similarity	0.5867	NPC305223
Remote Similarity	0.5857	NPC233034
Remote Similarity	0.5833	NPC34291
Remote Similarity	0.5833	NPC471418
Remote Similarity	0.5833	NPC126664
Remote Similarity	0.5821	NPC170172
Remote Similarity	0.5811	NPC306973
Remote Similarity	0.5781	NPC270041
Remote Similarity	0.5658	NPC208657
Remote Similarity	0.5652	NPC112398
Remote Similarity	0.5641	NPC330017
Remote Similarity	0.5625	NPC474322
Remote Similarity	0.5625	NPC123814
Remote Similarity	0.5616	NPC254617
Remote Similarity	0.5616	NPC306763
Remote Similarity	0.5616	NPC74555
Remote Similarity	0.5616	NPC266242

Drug Structure

NPD6439 OpenBabel08211709102D 31 31 0 0 0 0 0 0 0 0999 V2000 13.0000 -8.6603 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0981 -3.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.5000 -7.7942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.0000 -6.9282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.0000 -6.9282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5000 -6.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5000 -6.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0000 -5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0000 -5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 -4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 -4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -1.7321 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 2.5000 -0.8660 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 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 N 0 3 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 5 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 3 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 26 1 0 0 0 0 3 26 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 0 0 0 0 19 24 1 0 0 0 0 20 22 1 0 0 0 0 20 25 1 0 0 0 0 21 23 1 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 23 26 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 27 31 2 0 0 0 0 28 31 1 0 0 0 0 29 31 1 0 0 0 0 30 31 1 0 0 0 0 M CHG 2 26 1 28 -1 M END $$$$

External Identifiers

TTD	DCL000194
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	148177
ChEBI
CAS Number

Drug Properties

Molecular Weight	461.36
ALogP	-7.3128
MLogP	3.55
XLogP	8.312
HDA	4
HBD	0
Rotatable Bonds	24
TPSA	68.4
RO5 Violation	2