(2S,2'S)-2,2'4-(2,2'-(2,5-dioxopiperazine-1,4-diyl)bis(acetyl))bis(azanediyl)) bis(3-(3,5-difluorophenyl)-N-(4-methoxyphenyl)-N-methylpropanamide)

ID: ALA5191897

Chembl Id: CHEMBL5191897

PubChem CID: 168284553

Max Phase: Preclinical

Molecular Formula: C42H42F4N6O8

Molecular Weight: 834.82

Names and Identifiers

Canonical SMILES:  COc1ccc(N(C)C(=O)[C@H](Cc2cc(F)cc(F)c2)NC(=O)CN2CC(=O)N(CC(=O)N[C@@H](Cc3cc(F)cc(F)c3)C(=O)N(C)c3ccc(OC)cc3)CC2=O)cc1

Standard InChI:  InChI=1S/C42H42F4N6O8/c1-49(31-5-9-33(59-3)10-6-31)41(57)35(17-25-13-27(43)19-28(44)14-25)47-37(53)21-51-23-40(56)52(24-39(51)55)22-38(54)48-36(18-26-15-29(45)20-30(46)16-26)42(58)50(2)32-7-11-34(60-4)12-8-32/h5-16,19-20,35-36H,17-18,21-24H2,1-4H3,(H,47,53)(H,48,54)/t35-,36-/m0/s1

Standard InChI Key:  UJYIJTTUEFWIID-ZPGRZCPFSA-N

Alternative Forms

1. Parent:

   

   ALA5191897

   ---

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: 834.82

Molecular Weight (Monoisotopic): 834.3000

AlogP: 3.01

#Rotatable Bonds: 16

Polar Surface Area: 157.90

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.45

CX Basic pKa: ┄

CX LogP: 2.28

CX LogD: 2.28

Aromatic Rings: 4

Heavy Atoms: 60

QED Weighted: 0.16

Np Likeness Score: -0.66

References

1. 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