ID: ALA265460

Max Phase: Preclinical

Molecular Formula: C12H14N2O10P2

Molecular Weight: 408.20

Molecule Type: Small molecule

Representations

Synonyms (1): 4'-ethynylD4TDP
Synonyms from Alternative Forms(1):

Canonical SMILES:  C#CC1=C[C@H](n2cc(C)c(=O)[nH]c2=O)O[C@@H]1COP(=O)(O)OP(=O)(O)O

Standard InChI:  InChI=1S/C12H14N2O10P2/c1-3-8-4-10(14-5-7(2)11(15)13-12(14)16)23-9(8)6-22-26(20,21)24-25(17,18)19/h1,4-5,9-10H,6H2,2H3,(H,20,21)(H,13,15,16)(H2,17,18,19)/t9-,10-/m1/s1

Standard InChI Key:  ZQSBZSGVKLGHPO-NXEZZACHSA-N

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

Properties

Molecular Weight: 408.20

Molecular Weight (Monoisotopic): 408.0124

AlogP: -0.47

#Rotatable Bonds: 6

Polar Surface Area: 177.38

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.77

CX Basic pKa:

CX LogP: -0.90

CX LogD: -5.93

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.36

Np Likeness Score: 0.68

References

1. Hsu CH, Hu R, Dutschman GE, Yang G, Krishnan P, Tanaka H, Baba M, Cheng YC..  (2007)  Comparison of the phosphorylation of 4'-ethynyl 2',3'-dihydro-3'-deoxythymidine with that of other anti-human immunodeficiency virus thymidine analogs.,  51  (5): [PMID:17353236] [10.1128/aac.01432-06]

Source

Source(1):

• Scientific Literature