orotidine monophosphate

ID: ALA1207358

Chembl Id: CHEMBL1207358

Cas Number: 2149-82-8

PubChem CID: 160617

Max Phase: Preclinical

Molecular Formula: C10H13N2O11P

Molecular Weight: 368.19

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Orotidine Monophosphate | Orotidylic acid|Orotidine 5'-monophosphate|Orotidine 5'-phosphate|2149-82-8|Orotidine monophosphate|orotidine-5'-phosphate|Ometoprim|5-(Dihydrogen phosphate)orotidine|OROTIDINE-5'-MONOPHOSPHATE|6-carboxy-5'-uridylic acid|OMP (nucleotide)|orotidine 5'-(dihydrogen phosphate)|H0ARN8U4Y9|5'-OMP|CHEBI:15842|Orotidine 5 inverted exclamation marka-monophosphate|OMP|2,6-dioxo-3-(5-O-phosphono-beta-D-ribofuranosyl)-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid|3-[(2R,3R,4S,5R)-Show More⌵

Synonyms from Alternative Forms(1): Orotidine 5'-Monophosphate Trisodium Salt

Canonical SMILES:  O=C(O)c1cc(=O)[nH]c(=O)n1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C10H13N2O11P/c13-5-1-3(9(16)17)12(10(18)11-5)8-7(15)6(14)4(23-8)2-22-24(19,20)21/h1,4,6-8,14-15H,2H2,(H,16,17)(H,11,13,18)(H2,19,20,21)/t4-,6-,7-,8-/m1/s1

Standard InChI Key:  KYOBSHFOBAOFBF-XVFCMESISA-N

Alternative Forms

1. Parent:

   

   ALA1207358

   OROTIDINE MONOPHOSPHATE

2. Alternative Forms:

   

   ALA1207358

   P-rOrd.Na+

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: 368.19

Molecular Weight (Monoisotopic): 368.0257

AlogP: -3.04

#Rotatable Bonds: 5

Polar Surface Area: 208.61

Molecular Species: ACID

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.21

CX Basic pKa: ┄

CX LogP: -2.91

CX LogD: -9.85

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.29

Np Likeness Score: 0.91

References

1. Poduch E, Bello AM, Tang S, Fujihashi M, Pai EF, Kotra LP..  (2006)  Design of inhibitors of orotidine monophosphate decarboxylase using bioisosteric replacement and determination of inhibition kinetics.,  49  (16): [PMID:16884305] [10.1021/jm060202r]

Source

Source(1):

• Scientific Literature