ID: ALA5206746

Max Phase: Preclinical

Molecular Formula: C21H20N4O3S

Molecular Weight: 408.48

Representations

Canonical SMILES:  Cc1ccc(NC(=O)N2CCC[C@H]2c2ncc(-c3ccccc3)s2)c([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C21H20N4O3S/c1-14-9-10-16(18(12-14)25(27)28)23-21(26)24-11-5-8-17(24)20-22-13-19(29-20)15-6-3-2-4-7-15/h2-4,6-7,9-10,12-13,17H,5,8,11H2,1H3,(H,23,26)/t17-/m0/s1

Standard InChI Key:  FGDPMXRJRHRZPX-KRWDZBQOSA-N

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

Properties

Molecular Weight: 408.48

Molecular Weight (Monoisotopic): 408.1256

AlogP: 5.40

#Rotatable Bonds: 4

Polar Surface Area: 88.37

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.75

CX Basic pKa: 2.06

CX LogP: 4.50

CX LogD: 4.50

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -1.70

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