(2R,3S,5R)-5-(6-Amino-2-chloro-purin-7-yl)-4-fluoro-2-hydroxymethyl-tetrahydro-furan-3-ol

ID: ALA3142775

Chembl Id: CHEMBL3142775

PubChem CID: 90663149

Max Phase: Preclinical

Molecular Formula: C10H11ClFN5O3

Molecular Weight: 303.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(Cl)nc2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3F)c12

Standard InChI:  InChI=1S/C10H11ClFN5O3/c11-10-15-7(13)5-8(16-10)14-2-17(5)9-4(12)6(19)3(1-18)20-9/h2-4,6,9,18-19H,1H2,(H2,13,15,16)/t3-,4-,6-,9-/m1/s1

Standard InChI Key:  PLOQIWCFMRBZPQ-DXTOWSMRSA-N

Alternative Forms

1. Parent:

   

   ALA3142775

   (2R,3R,4R,5R)-5-(6-amino-2-chloropurin-7-yl)-4-fluoro-2-(hydroxymethyl)oxolan-3-ol

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: 303.68

Molecular Weight (Monoisotopic): 303.0534

AlogP: -0.35

#Rotatable Bonds: 2

Polar Surface Area: 119.31

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.71

CX Basic pKa: 1.91

CX LogP: -0.33

CX LogD: -0.33

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.65

Np Likeness Score: 0.60

References

1. Zaitseva GV, Sivets GG, Kazimierczuk Z, Vilpo JA, Mikhailopulo IA.  (1995)  Convergent syntheses and cytostatic properties of 2-chloro-2-deoxy-2-fluoroadenosine and its N7-isomer,  5  (24): [10.1016/0960-894X(95)00524-5]

Source

Source(1):

• Scientific Literature