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

ID: ALA5190729

Chembl Id: CHEMBL5190729

PubChem CID: 168280423

Max Phase: Preclinical

Molecular Formula: C20H18N4O3S

Molecular Weight: 394.46

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1[N+](=O)[O-])N1CCC[C@H]1c1ncc(-c2ccccc2)s1

Standard InChI:  InChI=1S/C20H18N4O3S/c25-20(22-15-9-4-5-10-16(15)24(26)27)23-12-6-11-17(23)19-21-13-18(28-19)14-7-2-1-3-8-14/h1-5,7-10,13,17H,6,11-12H2,(H,22,25)/t17-/m0/s1

Standard InChI Key:  IXFSXRIIHRAKFQ-KRWDZBQOSA-N

Alternative Forms

1. Parent:

   

   ALA5190729

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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: 394.46

Molecular Weight (Monoisotopic): 394.1100

AlogP: 5.09

#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: 10.64

CX Basic pKa: 2.06

CX LogP: 3.98

CX LogD: 3.98

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.49

Np Likeness Score: -1.62

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