Phosphoric acid mono-{(2R,3R,5R)-5-[2-((E)-2-fluoro-vinyl)-6-oxo-1,6-dihydro-purin-9-yl]-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl} ester

ID: ALA607780

Chembl Id: CHEMBL607780

PubChem CID: 135976435

Max Phase: Preclinical

Molecular Formula: C12H14FN4O8P

Molecular Weight: 392.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=P(O)(O)OC[C@H]1OC(n2cnc3c(O)nc(/C=C/F)nc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C12H14FN4O8P/c13-2-1-6-15-10-7(11(20)16-6)14-4-17(10)12-9(19)8(18)5(25-12)3-24-26(21,22)23/h1-2,4-5,8-9,12,18-19H,3H2,(H,15,16,20)(H2,21,22,23)/b2-1+/t5-,8-,9-,12?/m1/s1

Standard InChI Key:  NDIKXOSKFLNBFN-CHJQRFPJSA-N

Alternative Forms

1. Parent:

   

   ALA607780

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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: 392.24

Molecular Weight (Monoisotopic): 392.0533

AlogP: -0.80

#Rotatable Bonds: 5

Polar Surface Area: 180.28

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.22

CX Basic pKa: 0.22

CX LogP: -0.78

CX LogD: -3.94

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.40

Np Likeness Score: 0.89

References

1. Nair V, Kamboj RC..  (2003)  Inhibition of inosine monophosphate dehydrogenase (IMPDH) by 2-[2-(Z)-fluorovinyl]inosine 5'-monophosphate.,  13  (4): [PMID:12639549] [10.1016/s0960-894x(02)01053-3]

Source

Source(1):

• Scientific Literature