(S)-N1-(4-aminophenyl)-N3-(1-(benzo[d]thiazol-5-yl(methyl)amino)-1-oxo-3-phenylpropan-2-yl)isophthalamide

ID: ALA5197964

Chembl Id: CHEMBL5197964

PubChem CID: 168289326

Max Phase: Preclinical

Molecular Formula: C31H27N5O3S

Molecular Weight: 549.66

Names and Identifiers

Canonical SMILES:  CN(C(=O)[C@H](Cc1ccccc1)NC(=O)c1cccc(C(=O)Nc2ccc(N)cc2)c1)c1ccc2scnc2c1

Standard InChI:  InChI=1S/C31H27N5O3S/c1-36(25-14-15-28-26(18-25)33-19-40-28)31(39)27(16-20-6-3-2-4-7-20)35-30(38)22-9-5-8-21(17-22)29(37)34-24-12-10-23(32)11-13-24/h2-15,17-19,27H,16,32H2,1H3,(H,34,37)(H,35,38)/t27-/m0/s1

Standard InChI Key:  LECIOQVPQIKZAF-MHZLTWQESA-N

Alternative Forms

1. Parent:

   

   ALA5197964

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 549.66

Molecular Weight (Monoisotopic): 549.1835

AlogP: 5.13

#Rotatable Bonds: 8

Polar Surface Area: 117.42

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.83

CX Basic pKa: 3.79

CX LogP: 4.45

CX LogD: 4.45

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.23

Np Likeness Score: -1.31

References

1. Xu S, Sun L, Dick A, Zalloum WA, Huang T, Meuser ME, Zhang X, Tao Y, Cherukupalli S, Ding D, Ding X, Gao S, Jiang X, Kang D, De Clercq E, Pannecouque C, Cocklin S, Liu X, Zhan P..  (2022)  Design, synthesis, and mechanistic investigations of phenylalanine derivatives containing a benzothiazole moiety as HIV-1 capsid inhibitors with improved metabolic stability.,  227  [PMID:34653770] [10.1016/j.ejmech.2021.113903]

Source

Source(1):

• Scientific Literature