1-beta-D-arabinofuranosyl-2-amino-4(1H)-iminopyrimidine 3'-phosphate

ID: ALA3229486

Chembl Id: CHEMBL3229486

PubChem CID: 90669027

Max Phase: Preclinical

Molecular Formula: C9H15N4O7P

Molecular Weight: 322.21

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H15N4O7P/c10-5-1-2-13(9(11)12-5)8-6(15)7(4(3-14)19-8)20-21(16,17)18/h1-2,4,6-8,14-15H,3H2,(H3,10,11,12)(H2,16,17,18)/t4-,6+,7-,8-/m1/s1

Standard InChI Key:  NUBMJIMCEJISRG-PXBUCIJWSA-N

Alternative Forms

1. Parent:

   

   ALA3229486

   [(2R,3S,4S,5R)-5-(4-amino-2-iminopyrimidin-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] dihydrogen phosphate

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: 322.21

Molecular Weight (Monoisotopic): 322.0678

AlogP: -2.33

#Rotatable Bonds: 4

Polar Surface Area: 184.14

Molecular Species: ZWITTERION

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 0.87

CX Basic pKa: 10.75

CX LogP: -2.70

CX LogD: -4.18

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.33

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