(1S,2R,5R)-5-(6-Amino-2-chloro-purin-9-yl)-3-hydroxymethyl-cyclopent-3-ene-1,2-diol

ID: ALA125251

Chembl Id: CHEMBL125251

PubChem CID: 512679

Max Phase: Preclinical

Molecular Formula: C11H12ClN5O3

Molecular Weight: 297.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(Cl)nc2c1ncn2[C@@H]1C=C(CO)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C11H12ClN5O3/c12-11-15-9(13)6-10(16-11)17(3-14-6)5-1-4(2-18)7(19)8(5)20/h1,3,5,7-8,18-20H,2H2,(H2,13,15,16)/t5-,7-,8+/m1/s1

Standard InChI Key:  HFCWSHHIKWWWCI-NJUXHZRNSA-N

Alternative Forms

1. Parent:

   

   ALA125251

   (1S,2R,5R)-5-(6-amino-2-chloro-purin-9-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol

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: 297.70

Molecular Weight (Monoisotopic): 297.0629

AlogP: -0.74

#Rotatable Bonds: 2

Polar Surface Area: 130.31

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.08

CX Basic pKa: 2.36

CX LogP: -1.28

CX LogD: -1.28

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.42

Np Likeness Score: 0.77

References

1. Obara T, Shuto S, Saito Y, Snoeck R, Andrei G, Balzarini J, De Clercq E, Matsuda A..  (1996)  New neplanocin analogues. 7. Synthesis and antiviral activity of 2-halo derivatives of neplanocin A.,  39  (19): [PMID:8809173] [10.1021/jm960145+]

Source

Source(1):

• Scientific Literature