(S)-N-(isoquinolin-5-yl)-2-(4-phenyl-thiazol-2-yl)pyrrolidine-1-carboxamide

ID: ALA5188200

Chembl Id: CHEMBL5188200

PubChem CID: 154636979

Max Phase: Preclinical

Molecular Formula: C23H20N4OS

Molecular Weight: 400.51

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc2cnccc12)N1CCC[C@H]1c1nc(-c2ccccc2)cs1

Standard InChI:  InChI=1S/C23H20N4OS/c28-23(26-19-9-4-8-17-14-24-12-11-18(17)19)27-13-5-10-21(27)22-25-20(15-29-22)16-6-2-1-3-7-16/h1-4,6-9,11-12,14-15,21H,5,10,13H2,(H,26,28)/t21-/m0/s1

Standard InChI Key:  XKTQOXSUQGKKLD-NRFANRHFSA-N

Alternative Forms

1. Parent:

   

   ALA5188200

   ---

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: 400.51

Molecular Weight (Monoisotopic): 400.1358

AlogP: 5.73

#Rotatable Bonds: 3

Polar Surface Area: 58.12

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.68

CX Basic pKa: 4.70

CX LogP: 4.20

CX LogD: 4.20

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: -1.42

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