N-((2S,3R)-3-hydroxy-4-(N-isobutyl-4-methoxyphenylsulfonamido)-1-phenylbutan-2-yl)-2-(9H-purin-9-yl)acetamide

ID: ALA4525077

PubChem CID: 146000386

Max Phase: Preclinical

Molecular Formula: C28H34N6O5S

Molecular Weight: 566.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](Cc2ccccc2)NC(=O)Cn2cnc3cncnc32)cc1

Standard InChI:  InChI=1S/C28H34N6O5S/c1-20(2)15-34(40(37,38)23-11-9-22(39-3)10-12-23)16-26(35)24(13-21-7-5-4-6-8-21)32-27(36)17-33-19-31-25-14-29-18-30-28(25)33/h4-12,14,18-20,24,26,35H,13,15-17H2,1-3H3,(H,32,36)/t24-,26+/m0/s1

Standard InChI Key:  XAWZWCCXPPUERX-AZGAKELHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4525077

   ---

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: 566.68

Molecular Weight (Monoisotopic): 566.2311

AlogP: 2.27

#Rotatable Bonds: 13

Polar Surface Area: 139.54

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.09

CX Basic pKa: 2.21

CX LogP: 2.21

CX LogD: 2.21

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.25

Np Likeness Score: -0.91

References

1. Zhu M, Dong B, Zhang GN, Wang JX, Cen S, Wang YC..  (2019)  Synthesis and biological evaluation of new HIV-1 protease inhibitors with purine bases as P2-ligands.,  29  (12): [PMID:31014912] [10.1016/j.bmcl.2019.03.049]

Source

Source(1):

• Scientific Literature