5-(2-Dimethylaminoethylaminomethyl)-2'-deoxyuridine-5'-Monophosphate

ID: ALA3248468

Chembl Id: CHEMBL3248468

PubChem CID: 90655757

Max Phase: Preclinical

Molecular Formula: C14H25N4O8P

Molecular Weight: 408.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCNCc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C14H25N4O8P/c1-17(2)4-3-15-6-9-7-18(14(21)16-13(9)20)12-5-10(19)11(26-12)8-25-27(22,23)24/h7,10-12,15,19H,3-6,8H2,1-2H3,(H,16,20,21)(H2,22,23,24)/t10-,11+,12+/m0/s1

Standard InChI Key:  UTBODEVPIGTDDR-QJPTWQEYSA-N

Alternative Forms

1. Parent:

   

   ALA3248468

   [(2R,3S,5R)-5-[5-[[2-(dimethylamino)ethylamino]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: 408.35

Molecular Weight (Monoisotopic): 408.1410

AlogP: -2.05

#Rotatable Bonds: 9

Polar Surface Area: 166.35

Molecular Species: ZWITTERION

HBA: 9

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.23

CX Basic pKa: 8.70

CX LogP: -3.57

CX LogD: -4.63

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.23

Np Likeness Score: 0.24

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