(1S,2R,5R)-5-(6-Amino-2-fluoro-purin-9-yl)-3-((S)-1-hydroxy-ethyl)-cyclopent-3-ene-1,2-diol

ID: ALA125133

Chembl Id: CHEMBL125133

PubChem CID: 44350078

Max Phase: Preclinical

Molecular Formula: C12H14FN5O3

Molecular Weight: 295.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](O)C1=C[C@@H](n2cnc3c(N)nc(F)nc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C12H14FN5O3/c1-4(19)5-2-6(9(21)8(5)20)18-3-15-7-10(14)16-12(13)17-11(7)18/h2-4,6,8-9,19-21H,1H3,(H2,14,16,17)/t4-,6+,8+,9-/m0/s1

Standard InChI Key:  HZLKIZSDMIDPGP-VZDOAEEUSA-N

Alternative Forms

1. Parent:

   

   ALA125133

   (1S,2R,5R)-5-(6-amino-2-fluoropurin-9-yl)-3-[(1S)-1-hydroxyethyl]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: 295.27

Molecular Weight (Monoisotopic): 295.1081

AlogP: -0.87

#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: 0.97

CX LogP: -1.15

CX LogD: -1.15

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.42

Np Likeness Score: 0.42

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