N-(2-chlorophenyl)-4-(3-(quinolin-2-yl)-1,2,4-oxadiazol-5-yl)piperazine-1-carboxamide

ID: ALA1823591

Chembl Id: CHEMBL1823591

PubChem CID: 44629236

Max Phase: Preclinical

Molecular Formula: C22H19ClN6O2

Molecular Weight: 434.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1Cl)N1CCN(c2nc(-c3ccc4ccccc4n3)no2)CC1

Standard InChI:  InChI=1S/C22H19ClN6O2/c23-16-6-2-4-8-18(16)25-21(30)28-11-13-29(14-12-28)22-26-20(27-31-22)19-10-9-15-5-1-3-7-17(15)24-19/h1-10H,11-14H2,(H,25,30)

Standard InChI Key:  GYNUQDKANQWZSX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1823591

   N-(2-chlorophenyl)-4-(3-quinolin-2-yl-1,2,4-oxadiazol-5-yl)piperazine-1-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 434.89

Molecular Weight (Monoisotopic): 434.1258

AlogP: 4.29

#Rotatable Bonds: 3

Polar Surface Area: 87.39

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.06

CX Basic pKa: ┄

CX LogP: 5.30

CX LogD: 5.30

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.52

Np Likeness Score: -2.02

References

1. Ontoria JM, Bufi LL, Torrisi C, Bresciani A, Giomini C, Rowley M, Serafini S, Bin H, Hao W, Steinkühler C, Jones P..  (2011)  Identification of a series of 4-[3-(quinolin-2-yl)-1,2,4-oxadiazol-5-yl]piperazinyl ureas as potent smoothened antagonist hedgehog pathway inhibitors.,  21  (18): [PMID:21803580] [10.1016/j.bmcl.2011.07.031]

Source

Source(1):

• Scientific Literature