5'-phospho-2'-deoxyuridine 3-pyrophosphate (P'->5') adenosine 3'-phosphate

ID: ALA455775

Chembl Id: CHEMBL455775

PubChem CID: 44564300

Max Phase: Preclinical

Molecular Formula: C19H25N7O14P2

Molecular Weight: 637.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](OP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)C[C@@H]2O)[C@H]1O

Standard InChI:  InChI=1S/C19H25N7O14P2/c20-16-13-17(22-6-21-16)26(7-23-13)18-14(30)15(9(4-27)38-18)39-42(34,35)40-41(32,33)36-5-10-8(28)3-12(37-10)25-2-1-11(29)24-19(25)31/h1-2,6-10,12,14-15,18,27-28,30H,3-5H2,(H,32,33)(H,34,35)(H2,20,21,22)(H,24,29,31)/t8-,9+,10+,12+,14+,15+,18+/m0/s1

Standard InChI Key:  KXVUZKNOAXDIED-LNAOLWRRSA-N

Alternative Forms

1. Parent:

   

   ALA455775

   rAdo-P-P-dUrd

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: 637.39

Molecular Weight (Monoisotopic): 637.0935

AlogP: -2.52

#Rotatable Bonds: 10

Polar Surface Area: 305.92

Molecular Species: ACID

HBA: 18

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.83

CX Basic pKa: 4.92

CX LogP: -5.39

CX LogD: -8.00

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.11

Np Likeness Score: 1.15

References

1. Samanta A, Leonidas DD, Dasgupta S, Pathak T, Zographos SE, Oikonomakos NG..  (2009)  Morpholino, piperidino, and pyrrolidino derivatives of pyrimidine nucleosides as inhibitors of ribonuclease A: synthesis, biochemical, and crystallographic evaluation.,  52  (4): [PMID:19173562] [10.1021/jm800724t]

Source

Source(1):

• Scientific Literature