(S)-N-(2-isopropylphenyl)-2-(5-phenylthiazol-2-yl)pyrrolidine-1-carboxamide

ID: ALA5189961

Chembl Id: CHEMBL5189961

PubChem CID: 168281165

Max Phase: Preclinical

Molecular Formula: C23H25N3OS

Molecular Weight: 391.54

Names and Identifiers

Canonical SMILES:  CC(C)c1ccccc1NC(=O)N1CCC[C@H]1c1ncc(-c2ccccc2)s1

Standard InChI:  InChI=1S/C23H25N3OS/c1-16(2)18-11-6-7-12-19(18)25-23(27)26-14-8-13-20(26)22-24-15-21(28-22)17-9-4-3-5-10-17/h3-7,9-12,15-16,20H,8,13-14H2,1-2H3,(H,25,27)/t20-/m0/s1

Standard InChI Key:  OUEUEFKYNVJSPA-FQEVSTJZSA-N

Alternative Forms

1. Parent:

   

   ALA5189961

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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: 391.54

Molecular Weight (Monoisotopic): 391.1718

AlogP: 6.30

#Rotatable Bonds: 4

Polar Surface Area: 45.23

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.39

CX Basic pKa: 2.06

CX LogP: 5.29

CX LogD: 5.29

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.57

Np Likeness Score: -1.27

References

1. Qiao Y, Zhang Y, Qiao Z, He W, Chen Y, Song D, Wang G, Guo N, Shao L, Tian Z, Wang Q, Yan L, Qian H..  (2022)  Discovery of (S)-N-(3-isopropylphenyl)-2-(5-phenylthiazol-2-yl)pyrrolidine-1-carboxamide as potent and brain-penetrant TRPV1 antagonist.,  233  [PMID:35263708] [10.1016/j.ejmech.2022.114191]

Source

Source(1):

• Scientific Literature