O-(3'-azido-2',3'-dideoxythymidin-5'-yl)-O'-(S-pivaloyl-2-thioethyl)-4-N-(2',3'-dideoxycytidine)phosphoramidate

ID: ALA4856158

Chembl Id: CHEMBL4856158

PubChem CID: 164610257

Max Phase: Preclinical

Molecular Formula: C26H37N8O10PS

Molecular Weight: 684.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cn([C@H]2C[C@H](N=[N+]=[N-])[C@@H](COP(=O)(Nc3ccn([C@H]4CC[C@@H](CO)O4)c(=O)n3)OCCSC(=O)C(C)(C)C)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C26H37N8O10PS/c1-15-12-34(25(39)29-22(15)36)21-11-17(30-32-27)18(44-21)14-42-45(40,41-9-10-46-23(37)26(2,3)4)31-19-7-8-33(24(38)28-19)20-6-5-16(13-35)43-20/h7-8,12,16-18,20-21,35H,5-6,9-11,13-14H2,1-4H3,(H,29,36,39)(H,28,31,38,40)/t16-,17-,18+,20+,21+,45?/m0/s1

Standard InChI Key:  LBSXAWZNKBZNDK-METPZSGQSA-N

Alternative Forms

1. Parent:

   

   ALA4856158

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 684.67

Molecular Weight (Monoisotopic): 684.2091

AlogP: 2.60

#Rotatable Bonds: 13

Polar Surface Area: 241.83

Molecular Species: NEUTRAL

HBA: 15

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.10

CX Basic pKa: ┄

CX LogP: 1.20

CX LogD: 1.08

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.09

Np Likeness Score: 0.41

References

1. Villard AL, Aubertin AM, Peyrottes S, Périgaud C..  (2021)  An original pronucleotide strategy for the simultaneous delivery of two bioactive drugs.,  216  [PMID:33711763] [10.1016/j.ejmech.2021.113315]

Source

Source(1):

• Scientific Literature