({[({[(2R,3S,4R,5R)-5-[6-amino-8-(butan-2-yl)-9H-purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}amino)phosphonic acid

ID: ALA3314938

Chembl Id: CHEMBL3314938

PubChem CID: 118707902

Max Phase: Preclinical

Molecular Formula: C14H25N6O12P3

Molecular Weight: 562.31

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)NP(=O)(O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C14H25N6O12P3/c1-3-6(2)12-18-8-11(15)16-5-17-13(8)20(12)14-10(22)9(21)7(31-14)4-30-35(28,29)32-34(26,27)19-33(23,24)25/h5-7,9-10,14,21-22H,3-4H2,1-2H3,(H,28,29)(H2,15,16,17)(H4,19,23,24,25,26,27)/t6?,7-,9-,10-,14-/m1/s1

Standard InChI Key:  CPWOYWFVOIEYJA-JBJVTEQASA-N

Alternative Forms

1. Parent:

   

   ALA3314938

   ---

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: 562.31

Molecular Weight (Monoisotopic): 562.0743

AlogP: -0.54

#Rotatable Bonds: 10

Polar Surface Area: 281.93

Molecular Species: ACID

HBA: 13

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.34

CX Basic pKa: 4.82

CX LogP: -4.15

CX LogD: -10.77

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.17

Np Likeness Score: 0.86

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