5-(cyanomethyl)-1-beta-D-ribofuranosylimidazole-4-carboxamide 5'-phosphate

ID: ALA3245954

Chembl Id: CHEMBL3245954

PubChem CID: 90672412

Max Phase: Preclinical

Molecular Formula: C12H17N4O7P

Molecular Weight: 360.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CP(=O)(O)OC[C@H]1O[C@@H](n2cnc(C(N)=O)c2CC#N)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C12H17N4O7P/c1-24(20,21)22-4-7-9(17)10(18)12(23-7)16-5-15-8(11(14)19)6(16)2-3-13/h5,7,9-10,12,17-18H,2,4H2,1H3,(H2,14,19)(H,20,21)/t7-,9-,10-,12-/m1/s1

Standard InChI Key:  RKDOXRYQNRNVHU-UGKPPGOTSA-N

Alternative Forms

1. Parent:

   

   ALA3245954

   [(2R,3S,4R,5R)-5-[4-carbamoyl-5-(cyanomethyl)imidazol-1-yl]-3,4-dihydroxyoxolan-2-yl]methoxy-methylphosphinic acid

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: 360.26

Molecular Weight (Monoisotopic): 360.0835

AlogP: -1.50

#Rotatable Bonds: 6

Polar Surface Area: 180.92

Molecular Species: ACID

HBA: 9

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.40

CX Basic pKa: 2.99

CX LogP: -4.82

CX LogD: -5.65

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.44

Np Likeness Score: 0.50

References

1. Cook PD, Allen LB, Streeter DG, Huffman JH, Sidwell RW, Robins RK..  (1978)  Synthesis and antiviral and enzymatic studies of certain 3-deazaguanines and their imidazolecarboxamide precursors.,  21  (12): [PMID:722730] [10.1021/jm00210a008]

Source

Source(1):

• Scientific Literature