(S)-N-(2-amino-1-(5-((2,3-dihydroxypropoxy)methyl)thiazol-2-yl)ethyl)-5-(4-(trifluoromethyl)phenyl)-1H-pyrrole-2-carboxamide

ID: ALA5286844

Chembl Id: CHEMBL5286844

Max Phase: Preclinical

Molecular Formula: C21H23F3N4O4S

Molecular Weight: 484.50

Names and Identifiers

Canonical SMILES:  NC[C@H](NC(=O)c1ccc(-c2ccc(C(F)(F)F)cc2)[nH]1)c1ncc(COCC(O)CO)s1

Standard InChI:  InChI=1S/C21H23F3N4O4S/c22-21(23,24)13-3-1-12(2-4-13)16-5-6-17(27-16)19(31)28-18(7-25)20-26-8-15(33-20)11-32-10-14(30)9-29/h1-6,8,14,18,27,29-30H,7,9-11,25H2,(H,28,31)/t14?,18-/m0/s1

Standard InChI Key:  HEBSNCTVYVKXMJ-IBYPIGCZSA-N

Alternative Forms

1. Parent:

   

   ALA5286844

   ---

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: 484.50

Molecular Weight (Monoisotopic): 484.1392

AlogP: 2.46

#Rotatable Bonds: 10

Polar Surface Area: 133.49

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.11

CX Basic pKa: 8.36

CX LogP: 1.05

CX LogD: 0.05

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.30

Np Likeness Score: -0.78

References

1. Curreli F, Ahmed S, Benedict Victor SM, Iusupov IR, Spiridonov EA, Belov DS, Altieri A, Kurkin AV, Debnath AK..  (2021)  Design, synthesis, and antiviral activity of a series of CD4-mimetic small-molecule HIV-1 entry inhibitors.,  32  [PMID:33461144] [10.1016/j.bmc.2021.116000]

Source

Source(1):

• Scientific Literature