(S)-2-(2-(4-((4-Aminophenyl)sulfonyl)-2-oxopiperazin-1-yl)acetamido)-N-(4-methoxyphenyl)-N-methyl-3-phenylpropanamide

ID: ALA4471665

Chembl Id: CHEMBL4471665

PubChem CID: 141759425

Max Phase: Preclinical

Molecular Formula: C29H33N5O6S

Molecular Weight: 579.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(N(C)C(=O)[C@H](Cc2ccccc2)NC(=O)CN2CCN(S(=O)(=O)c3ccc(N)cc3)CC2=O)cc1

Standard InChI:  InChI=1S/C29H33N5O6S/c1-32(23-10-12-24(40-2)13-11-23)29(37)26(18-21-6-4-3-5-7-21)31-27(35)19-33-16-17-34(20-28(33)36)41(38,39)25-14-8-22(30)9-15-25/h3-15,26H,16-20,30H2,1-2H3,(H,31,35)/t26-/m0/s1

Standard InChI Key:  REXBCEZWZOLFMN-SANMLTNESA-N

Alternative Forms

1. Parent:

   

   ALA4471665

   ---

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: 579.68

Molecular Weight (Monoisotopic): 579.2152

AlogP: 1.50

#Rotatable Bonds: 10

Polar Surface Area: 142.35

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.92

CX Basic pKa: 2.27

CX LogP: 0.88

CX LogD: 0.88

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.35

Np Likeness Score: -1.43

References

1. Sun L, Dick A, Meuser ME, Huang T, Zalloum WA, Chen CH, Cherukupalli S, Xu S, Ding X, Gao P, Kang D, De Clercq E, Pannecouque C, Cocklin S, Lee KH, Liu X, Zhan P..  (2020)  Design, Synthesis, and Mechanism Study of Benzenesulfonamide-Containing Phenylalanine Derivatives as Novel HIV-1 Capsid Inhibitors with Improved Antiviral Activities.,  63  (9): [PMID:32298111] [10.1021/acs.jmedchem.0c00015]

2. Zhang X, Sun L, Meuser ME, Zalloum WA, Xu S, Huang T, Cherukupalli S, Jiang X, Ding X, Tao Y, Kang D, De Clercq E, Pannecouque C, Dick A, Cocklin S, Liu X, Zhan P..  (2021)  Design, synthesis, and mechanism study of dimerized phenylalanine derivatives as novel HIV-1 capsid inhibitors.,  226  [PMID:34592608] [10.1016/j.ejmech.2021.113848]

Source

Source(1):

• Scientific Literature