ID: ALA376454

Max Phase: Preclinical

Molecular Formula: C9H12IN2O9P

Molecular Weight: 450.08

Molecule Type: Small molecule

Representations

Synonyms (1): 6-Iodouridine 5'-Monophosphate
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=c1cc(I)n([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1

Standard InChI:  InChI=1S/C9H12IN2O9P/c10-4-1-5(13)11-9(16)12(4)8-7(15)6(14)3(21-8)2-20-22(17,18)19/h1,3,6-8,14-15H,2H2,(H,11,13,16)(H2,17,18,19)/t3-,6-,7-,8-/m1/s1

Standard InChI Key:  VVCMFHKXDUPDFB-YXZULKJRSA-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: 450.08

Molecular Weight (Monoisotopic): 449.9325

AlogP: -2.13

#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: -1.01

CX LogD: -4.47

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.20

Np Likeness Score: 0.95

References

1. Bello AM, Poduch E, Fujihashi M, Amani M, Li Y, Crandall I, Hui R, Lee PI, Kain KC, Pai EF, Kotra LP..  (2007)  A potent, covalent inhibitor of orotidine 5'-monophosphate decarboxylase with antimalarial activity.,  50  (5): [PMID:17290979] [10.1021/jm060827p]

2. 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]

Source

Source(1):

• Scientific Literature