4-Amino-1-((3R,4R,5R)-3-fluoromethyl-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidin-2-one

ID: ALA3143540

Chembl Id: CHEMBL3143540

Cas Number: 152502-85-7

PubChem CID: 21121840

Max Phase: Preclinical

Molecular Formula: C10H14FN3O4

Molecular Weight: 259.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2CF)c(=O)n1

Standard InChI:  InChI=1S/C10H14FN3O4/c11-3-5-8(16)6(4-15)18-9(5)14-2-1-7(12)13-10(14)17/h1-2,5-6,8-9,15-16H,3-4H2,(H2,12,13,17)/t5-,6+,8-,9+/m0/s1

Standard InChI Key:  GWIVLMCBGFOGLA-JWIUVKOKSA-N

Alternative Forms

1. Parent:

   

   ALA3143540

   1-(2-Deoxy-2-C-fluoromethylarabinofuranosyl)cytosine

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: 259.24

Molecular Weight (Monoisotopic): 259.0968

AlogP: -1.34

#Rotatable Bonds: 3

Polar Surface Area: 110.60

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.62

CX Basic pKa: ┄

CX LogP: -1.52

CX LogD: -1.52

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.62

Np Likeness Score: 1.23

References

1. Yoshimura Y, Saitoh K, Ashida N, Sakata S, Matsuda A.  (1994)  Synthesis of 1-(2-Deoxy-2-C-fluoromethyl--D-arabinofuranosyl)cytosine as a potential antineoplastic agent,  4  (5): [10.1016/S0960-894X(01)80187-6]

Source

Source(1):

• Scientific Literature