(S)-isopropyl 2-(((S)-((((R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)(4-((S)-4-cyclopentyl-3-oxo-2-((3-phenylpropyl)amino)butyl)phenoxy)phosphoryl)amino)propanoate

ID: ALA4853566

Chembl Id: CHEMBL4853566

PubChem CID: 164611250

Max Phase: Preclinical

Molecular Formula: C39H54N7O6P

Molecular Weight: 747.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)OC(=O)[C@H](C)N[P@](=O)(CO[C@H](C)Cn1cnc2c(N)ncnc21)Oc1ccc(C[C@H](NCCCc2ccccc2)C(=O)CC2CCCC2)cc1

Standard InChI:  InChI=1S/C39H54N7O6P/c1-27(2)51-39(48)29(4)45-53(49,26-50-28(3)23-46-25-44-36-37(40)42-24-43-38(36)46)52-33-18-16-32(17-19-33)21-34(35(47)22-31-13-8-9-14-31)41-20-10-15-30-11-6-5-7-12-30/h5-7,11-12,16-19,24-25,27-29,31,34,41H,8-10,13-15,20-23,26H2,1-4H3,(H,45,49)(H2,40,42,43)/t28-,29+,34+,53+/m1/s1

Standard InChI Key:  FUCKNLOKSQOISR-BRNDBFICSA-N

Alternative Forms

1. Parent:

   

   ALA4853566

   ---

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: 747.88

Molecular Weight (Monoisotopic): 747.3873

AlogP: 6.26

#Rotatable Bonds: 21

Polar Surface Area: 172.58

Molecular Species: BASE

HBA: 12

HBD: 3

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.36

CX Basic pKa: 8.66

CX LogP: 5.96

CX LogD: 4.69

Aromatic Rings: 4

Heavy Atoms: 53

QED Weighted: 0.05

Np Likeness Score: -0.29

References

1. Kalčic F, Zgarbová M, Hodek J, Chalupský K, Dračínský M, Dvořáková A, Strmeň T, Šebestík J, Baszczyňski O, Weber J, Mertlíková-Kaiserová H, Janeba Z..  (2021)  Discovery of Modified Amidate (ProTide) Prodrugs of Tenofovir with Enhanced Antiviral Properties.,  64  (22.0): [PMID:34713696] [10.1021/acs.jmedchem.1c01444]

Source

Source(1):

• Scientific Literature