1-beta-D-arabinofuranosyl-2-amino-4-(1H)-iminopyrimidine

ID: ALA3229485

Chembl Id: CHEMBL3229485

Cas Number: 10212-22-3

PubChem CID: 165844

Max Phase: Preclinical

Molecular Formula: C9H14N4O4

Molecular Weight: 242.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)c(N)n1

Standard InChI:  InChI=1S/C9H14N4O4/c10-5-1-2-13(9(11)12-5)8-7(16)6(15)4(3-14)17-8/h1-2,4,6-8,14-16H,3H2,(H3,10,11,12)/t4-,6-,7+,8-/m1/s1

Standard InChI Key:  VLYWDCQADIEIBA-CCXZUQQUSA-N

Alternative Forms

1. Parent:

   

   ALA3229485

   (2R,3S,4S,5R)-2-(4-amino-2-iminopyrimidin-1-yl)-5-(hydroxymethyl)oxolane-3,4-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: 242.24

Molecular Weight (Monoisotopic): 242.1015

AlogP: -2.44

#Rotatable Bonds: 2

Polar Surface Area: 137.61

Molecular Species: BASE

HBA: 8

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.57

CX Basic pKa: 10.93

CX LogP: -2.54

CX LogD: -4.58

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.39

Np Likeness Score: 1.32

References

1. Mian AM, Long RA, Allen LB, Sidwell RW, Robins RK, Khwaja TA..  (1979)  Synthesis and antitumor and antiviral activities of 1-beta-D-arabinofuranosyl-2-amino-1,4(2H)-iminopyrimidine and its derivatives.,  22  (5): [PMID:458802] [10.1021/jm00191a011]

Source

Source(1):

• Scientific Literature