(S)-N-(2-Amino-1-(4-(hydroxymethyl)thiazol-2-yl)ethyl)-5-(3-fluoro-4-(trifluoromethyl)phenyl)-3-methyl-1H-pyrrole-2-carboxamide

ID: ALA5276576

Chembl Id: CHEMBL5276576

Max Phase: Preclinical

Molecular Formula: C19H18F4N4O2S

Molecular Weight: 442.44

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2ccc(C(F)(F)F)c(F)c2)[nH]c1C(=O)N[C@@H](CN)c1nc(CO)cs1

Standard InChI:  InChI=1S/C19H18F4N4O2S/c1-9-4-14(10-2-3-12(13(20)5-10)19(21,22)23)26-16(9)17(29)27-15(6-24)18-25-11(7-28)8-30-18/h2-5,8,15,26,28H,6-7,24H2,1H3,(H,27,29)/t15-/m0/s1

Standard InChI Key:  DDARDFGMRMQOSP-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA5276576

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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: 442.44

Molecular Weight (Monoisotopic): 442.1087

AlogP: 3.53

#Rotatable Bonds: 6

Polar Surface Area: 104.03

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.85

CX Basic pKa: 8.36

CX LogP: 2.33

CX LogD: 1.33

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.44

Np Likeness Score: -1.11

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