5'-phospho-2'-deoxyuridine-3'-pyrophosphate(P'->5')adenosine3'-phosphate

ID: ALA1765479

Chembl Id: CHEMBL1765479

PubChem CID: 54585171

Max Phase: Preclinical

Molecular Formula: C19H26N7O17P3

Molecular Weight: 717.37

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H26N7O17P3/c20-16-13-17(22-6-21-16)26(7-23-13)18-14(29)15(9(4-27)40-18)42-45(34,35)38-5-10-8(41-46(36,37)43-44(31,32)33)3-12(39-10)25-2-1-11(28)24-19(25)30/h1-2,6-10,12,14-15,18,27,29H,3-5H2,(H,34,35)(H,36,37)(H2,20,21,22)(H,24,28,30)(H2,31,32,33)/t8-,9+,10+,12+,14+,15+,18+/m0/s1

Standard InChI Key:  IWEVLILPXSDGFO-LNAOLWRRSA-N

Alternative Forms

1. Parent:

   

   ALA1765479

   rAdo-P-dUrd-P-P

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: 717.37

Molecular Weight (Monoisotopic): 717.0598

AlogP: -2.41

#Rotatable Bonds: 12

Polar Surface Area: 352.45

Molecular Species: ACID

HBA: 19

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 24

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.49

CX Basic pKa: 7.42

CX LogP: -5.48

CX LogD: -10.79

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.09

Np Likeness Score: 1.10

References

1. Samanta A, Dasgupta S, Pathak T..  (2011)  5'-Modified pyrimidine nucleosides as inhibitors of ribonuclease A.,  19  (7): [PMID:21420869] [10.1016/j.bmc.2010.08.059]

Source

Source(1):

• Scientific Literature