(((((2R,3S,4R,5R)-5-(6-amino-8-sec-butyl-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryloxy)(hydroxy)phosphoryl)methylphosphonic acid

ID: ALA3314940

Chembl Id: CHEMBL3314940

PubChem CID: 118707904

Max Phase: Preclinical

Molecular Formula: C15H26N5O12P3

Molecular Weight: 561.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(C)c1nc2c(N)ncnc2n1[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)CP(=O)(O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C15H26N5O12P3/c1-3-7(2)13-19-9-12(16)17-5-18-14(9)20(13)15-11(22)10(21)8(31-15)4-30-35(28,29)32-34(26,27)6-33(23,24)25/h5,7-8,10-11,15,21-22H,3-4,6H2,1-2H3,(H,26,27)(H,28,29)(H2,16,17,18)(H2,23,24,25)/t7?,8-,10-,11-,15-/m1/s1

Standard InChI Key:  KTLPDNIZAKWJOR-XWHPDVPISA-N

Alternative Forms

1. Parent:

   

   ALA3314940

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 561.32

Molecular Weight (Monoisotopic): 561.0791

AlogP: 0.00

#Rotatable Bonds: 10

Polar Surface Area: 269.90

Molecular Species: ACID

HBA: 13

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.38

CX Basic pKa: 4.82

CX LogP: -4.10

CX LogD: -8.86

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.19

Np Likeness Score: 0.72

References

1. Gillerman I, Lecka J, Simhaev L, Munkonda MN, Fausther M, Martín-Satué M, Senderowitz H, Sévigny J, Fischer B..  (2014)  2-Hexylthio-β,γ-CH2-ATP is an effective and selective NTPDase2 inhibitor.,  57  (14): [PMID:24972256] [10.1021/jm401933c]

Source

Source(1):

• Scientific Literature