((2R,3S,4R,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate

ID: ALA1812065

Chembl Id: CHEMBL1812065

PubChem CID: 56683010

Max Phase: Preclinical

Molecular Formula: C10H13ClN5O7P

Molecular Weight: 381.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(Cl)c2ncn([C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]3O)c2n1

Standard InChI:  InChI=1S/C10H13ClN5O7P/c11-7-4-8(15-10(12)14-7)16(2-13-4)9-6(18)5(17)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,17-18H,1H2,(H2,12,14,15)(H2,19,20,21)/t3-,5-,6-,9-/m1/s1

Standard InChI Key:  WBOGHFBPFZPNBB-UUOKFMHZSA-N

Alternative Forms

1. Parent:

   

   ALA1812065

   [(2R,3S,4R,5R)-5-(2-amino-6-chloropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate

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: 381.67

Molecular Weight (Monoisotopic): 381.0241

AlogP: -1.21

#Rotatable Bonds: 4

Polar Surface Area: 186.07

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.18

CX Basic pKa: 2.26

CX LogP: -2.56

CX LogD: -4.84

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.32

Np Likeness Score: 0.87

References

1. Murakami E, Bao H, Mosley RT, Du J, Sofia MJ, Furman PA..  (2011)  Adenosine deaminase-like protein 1 (ADAL1): characterization and substrate specificity in the hydrolysis of N(6)- or O(6)-substituted purine or 2-aminopurine nucleoside monophosphates.,  54  (16): [PMID:21755941] [10.1021/jm200650j]

Source

Source(1):

• Scientific Literature