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

ID: ALA2311180

Chembl Id: CHEMBL2311180

PubChem CID: 11601179

Max Phase: Preclinical

Molecular Formula: C10H15N3O4

Molecular Weight: 241.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1[C@H](O)[C@@H](CO)O[C@H]1n1ccc(N)nc1=O

Standard InChI:  InChI=1S/C10H15N3O4/c1-5-8(15)6(4-14)17-9(5)13-3-2-7(11)12-10(13)16/h2-3,5-6,8-9,14-15H,4H2,1H3,(H2,11,12,16)/t5-,6+,8-,9+/m0/s1

Standard InChI Key:  DYPDKNUWDNOWPU-JWIUVKOKSA-N

Alternative Forms

1. Parent:

   

   ALA2311180

   2(1H)-Pyrimidinone, 4-amino-1-(2-deoxy-2-methyl-beta-D-arabinofuranosyl)-

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: 241.25

Molecular Weight (Monoisotopic): 241.1063

AlogP: -1.29

#Rotatable Bonds: 2

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: 13.70

CX Basic pKa: ┄

CX LogP: -1.52

CX LogD: -1.52

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.59

Np Likeness Score: 1.40

References

1. Matsuda A, Takenuki K, Sasaki T, Ueda T..  (1991)  Nucleosides and nucleotides. 94. Radical deoxygenation of tert-alcohols in 1-(2-C-alkylpentofuranosyl) pyrimidines: synthesis of (2'S)-2'-deoxy-2'-C-methylcytidine, an antileukemic nucleoside.,  34  (1): [PMID:1992123] [10.1021/jm00105a037]

Source

Source(1):

• Scientific Literature