Phosphoric acid 3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 3-nitro-phenyl ester

ID: ALA3144401

Chembl Id: CHEMBL3144401

PubChem CID: 69584539

Max Phase: Preclinical

Molecular Formula: C16H18N3O10P

Molecular Weight: 443.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)Oc3cccc([N+](=O)[O-])c3)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C16H18N3O10P/c1-9-7-18(16(22)17-15(9)21)14-6-12(20)13(28-14)8-27-30(25,26)29-11-4-2-3-10(5-11)19(23)24/h2-5,7,12-14,20H,6,8H2,1H3,(H,25,26)(H,17,21,22)/t12-,13+,14+/m0/s1

Standard InChI Key:  WVSAZNILOVVXAD-BFHYXJOUSA-N

Alternative Forms

1. Parent:

   

   ALA3144401

   [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl (3-nitrophenyl) hydrogen phosphate

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: 443.31

Molecular Weight (Monoisotopic): 443.0730

AlogP: 0.60

#Rotatable Bonds: 7

Polar Surface Area: 183.22

Molecular Species: ACID

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.36

CX Basic pKa: ┄

CX LogP: 0.73

CX LogD: -1.64

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.31

Np Likeness Score: 0.20

References

1. Chawla RR, Freed JJ, Hampton A..  (1984)  Bis(m-nitrophenyl) and bis(p-nitrophenyl) esters and the phosphorodiamidate of thymidine 5'-phosphate as potential sources of intracellular thymidine 5'-phosphate in mouse cells in culture.,  27  (12): [PMID:6502604] [10.1021/jm00378a036]

Source

Source(1):

• Scientific Literature