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

ID: ALA1822468

Chembl Id: CHEMBL1822468

PubChem CID: 53387030

Max Phase: Preclinical

Molecular Formula: C22H24F2N6O2

Molecular Weight: 442.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC1CCC(F)(F)CC1)N1CCN(c2nc(-c3ccc4ccccc4n3)no2)CC1

Standard InChI:  InChI=1S/C22H24F2N6O2/c23-22(24)9-7-16(8-10-22)25-20(31)29-11-13-30(14-12-29)21-27-19(28-32-21)18-6-5-15-3-1-2-4-17(15)26-18/h1-6,16H,7-14H2,(H,25,31)

Standard InChI Key:  PEMTWAKHOMWYRY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1822468

   N-(4,4-difluorocyclohexyl)-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: 442.47

Molecular Weight (Monoisotopic): 442.1929

AlogP: 3.69

#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: ┄

CX Basic pKa: ┄

CX LogP: 4.03

CX LogD: 4.03

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.67

Np Likeness Score: -1.53

References

1. Muraglia E, Ontoria JM, Branca D, Dessole G, Bresciani A, Fonsi M, Giuliano C, Llauger Bufi L, Monteagudo E, Palumbi MC, Torrisi C, Rowley M, Steinkühler C, Jones P..  (2011)  N-(2-alkylaminoethyl)-4-(1,2,4-oxadiazol-5-yl)piperazine-1-carboxamides as highly potent smoothened antagonists.,  21  (18): [PMID:21802943] [10.1016/j.bmcl.2011.07.030]

2. 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