ID: ALA474163

Max Phase: Preclinical

Molecular Formula: C9H12FN2O9P

Molecular Weight: 342.17

Molecule Type: Small molecule

Representations

Synonyms (1): 5-fluoro-UMP
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=c1[nH]c(=O)n([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)cc1F

Standard InChI:  InChI=1S/C9H12FN2O9P/c10-3-1-12(9(16)11-7(3)15)8-6(14)5(13)4(21-8)2-20-22(17,18)19/h1,4-6,8,13-14H,2H2,(H,11,15,16)(H2,17,18,19)/t4-,5-,6-,8-/m1/s1

Standard InChI Key:  RNBMPPYRHNWTMA-UAKXSSHOSA-N

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

Properties

Molecular Weight: 342.17

Molecular Weight (Monoisotopic): 342.0264

AlogP: -2.60

#Rotatable Bonds: 4

Polar Surface Area: 171.31

Molecular Species: ACID

HBA: 8

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.23

CX Basic pKa:

CX LogP: -2.34

CX LogD: -5.95

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.37

Np Likeness Score: 0.97

References

1. Bello AM, Konforte D, Poduch E, Furlonger C, Wei L, Liu Y, Lewis M, Pai EF, Paige CJ, Kotra LP..  (2009)  Structure-activity relationships of orotidine-5'-monophosphate decarboxylase inhibitors as anticancer agents.,  52  (6): [PMID:19260677] [10.1021/jm801224t]

2. Drug metabolism data, 

Source

Source(2):

• Scientific Literature
• Curated Drug Metabolism Pathways