5-Dimethylaminomethyl-2'-deoxyuridine-5'-Monophosphate

ID: ALA3248469

Chembl Id: CHEMBL3248469

PubChem CID: 90655758

Max Phase: Preclinical

Molecular Formula: C12H20N3O8P

Molecular Weight: 365.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C12H20N3O8P/c1-14(2)4-7-5-15(12(18)13-11(7)17)10-3-8(16)9(23-10)6-22-24(19,20)21/h5,8-10,16H,3-4,6H2,1-2H3,(H,13,17,18)(H2,19,20,21)/t8-,9+,10+/m0/s1

Standard InChI Key:  RNDUGMRQOJKBRU-IVZWLZJFSA-N

Alternative Forms

1. Parent:

   

   ALA3248469

   [(2R,3S,5R)-5-[5-[(dimethylamino)methyl]-2,4-dioxopyrimidin-1-yl]-3-hydroxyoxolan-2-yl]methyl dihydrogen 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: 365.28

Molecular Weight (Monoisotopic): 365.0988

AlogP: -1.64

#Rotatable Bonds: 6

Polar Surface Area: 154.32

Molecular Species: ZWITTERION

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.23

CX Basic pKa: 8.59

CX LogP: -3.30

CX LogD: -4.46

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.43

Np Likeness Score: 0.47

References

1. Edelman MS, Barfknecht RL, Huet-Rose R, Boguslawski S, Mertes MP..  (1977)  Thymidylate synthetase inhibitors. Synthesis of N-substituted 5-aminomethyl-2'-deoxyuridine 5'-phosphates.,  20  (5): [PMID:323484] [10.1021/jm00215a010]

Source

Source(1):

• Scientific Literature