(R)-N-(2-Amino-1-(5-(1,2-dihydroxyethyl)thiazol-2-yl)ethyl)-5-(3-fluoro-4-(trifluoromethyl)phenyl)-1H-pyrrole-2-carboxamide

ID: ALA5274572

Chembl Id: CHEMBL5274572

Max Phase: Preclinical

Molecular Formula: C19H18F4N4O3S

Molecular Weight: 458.44

Names and Identifiers

Canonical SMILES:  NC[C@@H](NC(=O)c1ccc(-c2ccc(C(F)(F)F)c(F)c2)[nH]1)c1ncc(C(O)CO)s1

Standard InChI:  InChI=1S/C19H18F4N4O3S/c20-11-5-9(1-2-10(11)19(21,22)23)12-3-4-13(26-12)17(30)27-14(6-24)18-25-7-16(31-18)15(29)8-28/h1-5,7,14-15,26,28-29H,6,8,24H2,(H,27,30)/t14-,15?/m1/s1

Standard InChI Key:  NLPRYNNWYGPREL-GICMACPYSA-N

Alternative Forms

1. Parent:

   

   ALA5274572

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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: 458.44

Molecular Weight (Monoisotopic): 458.1036

AlogP: 2.75

#Rotatable Bonds: 7

Polar Surface Area: 124.26

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.72

CX Basic pKa: 8.36

CX LogP: 1.24

CX LogD: 0.24

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.35

Np Likeness Score: -0.63

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