2-(2-Amino-6-hydroxy-9H-purin-9-yl)-N-((2S,3R)-3-hydroxy-4-(N-isobutyl-4-nitrophenylsulfonamido)-1-phenylbutan-2-yl)acetamide

ID: ALA4514317

PubChem CID: 146001148

Max Phase: Preclinical

Molecular Formula: C27H32N8O7S

Molecular Weight: 612.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)Cn1cnc2c(O)nc(N)nc21)S(=O)(=O)c1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C27H32N8O7S/c1-17(2)13-34(43(41,42)20-10-8-19(9-11-20)35(39)40)14-22(36)21(12-18-6-4-3-5-7-18)30-23(37)15-33-16-29-24-25(33)31-27(28)32-26(24)38/h3-11,16-17,21-22,36H,12-15H2,1-2H3,(H,30,37)(H3,28,31,32,38)/t21-,22+/m0/s1

Standard InChI Key:  ITDDPNDILNHDSU-FCHUYYIVSA-N

Molfile:  

 
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M  CHG  2  41   1  43  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4514317

   ---

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: 612.67

Molecular Weight (Monoisotopic): 612.2115

AlogP: 1.46

#Rotatable Bonds: 13

Polar Surface Area: 219.70

Molecular Species: NEUTRAL

HBA: 12

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.58

CX Basic pKa: 1.09

CX LogP: 2.44

CX LogD: 2.44

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.12

Np Likeness Score: -1.04

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