1-beta-D-arabinofuranosylcytosine-3'-triphosphate

ID: ALA3229484

Chembl Id: CHEMBL3229484

PubChem CID: 22803043

Max Phase: Preclinical

Molecular Formula: C9H14N3O8P

Molecular Weight: 323.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccn([C@@H]2O[C@H](CO)[C@@H](OP(=O)(O)O)[C@@H]2O)c(=O)n1

Standard InChI:  InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-6(14)7(4(3-13)19-8)20-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6+,7-,8-/m1/s1

Standard InChI Key:  UOOOPKANIPLQPU-PXBUCIJWSA-N

Alternative Forms

1. Parent:

   

   ALA3229484

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

Molecule Features

Natural Product: Yes

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: 323.20

Molecular Weight (Monoisotopic): 323.0519

AlogP: -2.45

#Rotatable Bonds: 4

Polar Surface Area: 177.36

Molecular Species: ACID

HBA: 9

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 0.87

CX Basic pKa: ┄

CX LogP: -2.92

CX LogD: -6.75

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.37

Np Likeness Score: 1.60

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