2-(4-Amino-2-oxo-2H-pyrimidin-1-yl)-5-hydroxymethyl-tetrahydro-furan-3-carbonitrile

ID: ALA1790974

Chembl Id: CHEMBL1790974

PubChem CID: 56657786

Max Phase: Preclinical

Molecular Formula: C10H12N4O3

Molecular Weight: 236.23

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H12N4O3/c11-4-6-3-7(5-15)17-9(6)14-2-1-8(12)13-10(14)16/h1-2,6-7,9,15H,3,5H2,(H2,12,13,16)/t6-,7-,9+/m0/s1

Standard InChI Key:  AZLCUIPCKOVFMS-ACLDMZEESA-N

Alternative Forms

1. Parent:

   

   ALA1790974

   (2R,3S,5S)-2-(4-amino-2-oxopyrimidin-1-yl)-5-(hydroxymethyl)oxolane-3-carbonitrile

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: 236.23

Molecular Weight (Monoisotopic): 236.0909

AlogP: -0.75

#Rotatable Bonds: 2

Polar Surface Area: 114.16

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -1.52

CX LogD: -1.52

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.70

Np Likeness Score: 0.77

References

1. Azuma A, Nakajima Y, Nishizono N, Minakawa N, Suzuki M, Hanaoka K, Kobayashi T, Tanaka M, Sasaki T, Matsuda A..  (1993)  Nucleosides and nucleotides. 122. 2'-C-cyano-2'-deoxy-1-beta-D-arabinofuranosylcytosine and its derivatives. A new class of nucleoside with a broad antitumor spectrum.,  36  (26): [PMID:8277499] [10.1021/jm00078a006]

Source

Source(1):

• Scientific Literature