Phosphoric acid mono-[5-(4-amino-5-methyl-2-oxo-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl] ester

ID: ALA72388

Chembl Id: CHEMBL72388

Cas Number: 117309-80-5

PubChem CID: 192785

Max Phase: Preclinical

Molecular Formula: C10H16N3O8P

Molecular Weight: 337.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)nc1N

Standard InChI:  InChI=1S/C10H16N3O8P/c1-4-2-13(10(16)12-8(4)11)9-7(15)6(14)5(21-9)3-20-22(17,18)19/h2,5-7,9,14-15H,3H2,1H3,(H2,11,12,16)(H2,17,18,19)/t5-,6-,7-,9-/m1/s1

Standard InChI Key:  NJQONZSFUKNYOY-JXOAFFINSA-N

Alternative Forms

1. Parent:

   

   ALA72388

   5-Methylcytidine 5'-monophosphate

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: 337.23

Molecular Weight (Monoisotopic): 337.0675

AlogP: -2.14

#Rotatable Bonds: 4

Polar Surface Area: 177.36

Molecular Species: ACID

HBA: 9

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.23

CX Basic pKa:

CX LogP: -2.53

CX LogD: -6.06

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.38

Np Likeness Score: 1.29

References

1. Béres J, Bentrude WG, Otvös L, Balzarini J, De Clercq E..  (1989)  Synthesis and cytostatic and antiviral activities of 1-beta-D-ribofuranosyl-5-alkylcytosine (5-alkylcytidine) cyclic 3',5'-monophosphates.,  32  (1): [PMID:2535876] [10.1021/jm00121a040]

2. Béres J, Bentrude WG, Otvös L, Balzarini J, De Clercq E..  (1989)  Synthesis and cytostatic and antiviral activities of 1-beta-D-ribofuranosyl-5-alkylcytosine (5-alkylcytidine) cyclic 3',5'-monophosphates.,  32  (1): [PMID:2535876] [10.1021/jm00121a040]

Source

Source(1):

• Scientific Literature