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

ID: ALA3314932

Chembl Id: CHEMBL3314932

PubChem CID: 118707898

Max Phase: Preclinical

Molecular Formula: C17H30N5O12P3S

Molecular Weight: 621.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCSc1nc(N)c2ncn([C@@H]3O[C@H](COP(=O)(O)OP(=O)(O)CP(=O)(O)O)[C@@H](O)[C@H]3O)c2n1

Standard InChI:  InChI=1S/C17H30N5O12P3S/c1-2-3-4-5-6-38-17-20-14(18)11-15(21-17)22(8-19-11)16-13(24)12(23)10(33-16)7-32-37(30,31)34-36(28,29)9-35(25,26)27/h8,10,12-13,16,23-24H,2-7,9H2,1H3,(H,28,29)(H,30,31)(H2,18,20,21)(H2,25,26,27)/t10-,12-,13-,16-/m1/s1

Standard InChI Key:  SKNBRDIKQPUDKK-XNIJJKJLSA-N

Alternative Forms

1. Parent:

   

   ALA3314932

   ---

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: 621.44

Molecular Weight (Monoisotopic): 621.0825

AlogP: 1.15

#Rotatable Bonds: 14

Polar Surface Area: 269.90

Molecular Species: ACID

HBA: 14

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.38

CX Basic pKa: 5.12

CX LogP: -3.25

CX LogD: -7.40

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.07

Np Likeness Score: 0.50

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