6-aza-uridine monophosphate

ID: ALA463480

Chembl Id: CHEMBL463480

Cas Number: 2018-19-1

PubChem CID: 150959

Max Phase: Preclinical

Molecular Formula: C8H12N3O9P

Molecular Weight: 325.17

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 6-Aza-UMP | 6-Aza-Uridine Monophosphate | 6-Aza-ump|6-aza uridine 5'-monophosphate|6-Azauridine-5'-monophosphate|2018-19-1|6-aza-uridine monophosphate|6-Azauridine-5'-phosphate|[(2R,3S,4R,5R)-5-(3,5-dioxo-1,2,4-triazin-2-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate|6-Azauridine-5-monophosphate|6-azauridine 5'-phosphate|2-(5-O-phosphono-beta-D-ribofuranosyl)-1,2,4-triazine-3,5(2H,4H)-dione|1los|UP6|aza UMP|6-Azauridine 5'-phosphoric acid|((2R,3S,4R,5R)-5-(3,5-Dioxo-4,5-dihydro-1,2,4-tShow More⌵

Canonical SMILES:  O=c1cnn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1

Standard InChI:  InChI=1S/C8H12N3O9P/c12-4-1-9-11(8(15)10-4)7-6(14)5(13)3(20-7)2-19-21(16,17)18/h1,3,5-7,13-14H,2H2,(H,10,12,15)(H2,16,17,18)/t3-,5-,6-,7-/m1/s1

Standard InChI Key:  LRVZOSYMNMNQFR-SHUUEZRQSA-N

Alternative Forms

1. Parent:

   

   ALA463480

   6-AZA-URIDINE MONOPHOSPHATE

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: 325.17

Molecular Weight (Monoisotopic): 325.0311

AlogP: -3.34

#Rotatable Bonds: 4

Polar Surface Area: 184.20

Molecular Species: ACID

HBA: 9

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.23

CX Basic pKa: ┄

CX LogP: -2.52

CX LogD: -6.74

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.35

Np Likeness Score: 0.82

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]

2. Bello AM, Poduch E, Liu Y, Wei L, Crandall I, Wang X, Dyanand C, Kain KC, Pai EF, Kotra LP..  (2008)  Structure-activity relationships of C6-uridine derivatives targeting plasmodia orotidine monophosphate decarboxylase.,  51  (3): [PMID:18189347] [10.1021/jm7010673]

3. 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