2,2'-anhydro-1-beta-D-arabinofuranosylcytosine 3'-phosphate

ID: ALA3229489

Chembl Id: CHEMBL3229489

PubChem CID: 494119

Max Phase: Preclinical

Molecular Formula: C9H12N3O7P

Molecular Weight: 305.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=c1ccn2c(n1)O[C@@H]1[C@H](OP(=O)(O)O)[C@@H](CO)O[C@H]12

Standard InChI:  InChI=1S/C9H12N3O7P/c10-5-1-2-12-8-7(18-9(12)11-5)6(4(3-13)17-8)19-20(14,15)16/h1-2,4,6-8,10,13H,3H2,(H2,14,15,16)/t4-,6-,7-,8-/m1/s1

Standard InChI Key:  MHEIPMMGYDKOAW-XVFCMESISA-N

Alternative Forms

1. Parent:

   

   ALA3229489

   2-(Hydroxymethyl)-6-imino-2,3,3a,9a-tetrahydro-6H-furo(2',3':4,5)(1,3)oxazolo(3,2-a)pyrimidin-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: 305.18

Molecular Weight (Monoisotopic): 305.0413

AlogP: -1.51

#Rotatable Bonds: 3

Polar Surface Area: 147.12

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.59

CX Basic pKa: 4.21

CX LogP: -1.34

CX LogD: -5.31

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.49

Np Likeness Score: 1.40

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