(S)-(2-(2H-1,2,3-triazol-2-yl)phenyl)(4,4-difluoro-3-(quinolin-2-yloxy)piperidin-1-yl)methanone

ID: ALA3394848

Chembl Id: CHEMBL3394848

PubChem CID: 77107594

Max Phase: Preclinical

Molecular Formula: C23H19F2N5O2

Molecular Weight: 435.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccccc1-n1nccn1)N1CCC(F)(F)[C@@H](Oc2ccc3ccccc3n2)C1

Standard InChI:  InChI=1S/C23H19F2N5O2/c24-23(25)11-14-29(22(31)17-6-2-4-8-19(17)30-26-12-13-27-30)15-20(23)32-21-10-9-16-5-1-3-7-18(16)28-21/h1-10,12-13,20H,11,14-15H2/t20-/m0/s1

Standard InChI Key:  VCYRJXZNOOUBSE-FQEVSTJZSA-N

Alternative Forms

1. Parent:

   

   ALA3394848

   [(3S)-4,4-difluoro-3-quinolin-2-yloxypiperidin-1-yl]-[2-(triazol-2-yl)phenyl]methanone

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: 435.43

Molecular Weight (Monoisotopic): 435.1507

AlogP: 3.74

#Rotatable Bonds: 4

Polar Surface Area: 73.14

Molecular Species: NEUTRAL

HBA: 6

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 2.22

CX LogP: 3.72

CX LogD: 3.72

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.49

Np Likeness Score: -1.03

References

1. Raheem IT, Breslin MJ, Bruno J, Cabalu TD, Cooke A, Cox CD, Cui D, Garson S, Gotter AL, Fox SV, Harrell CM, Kuduk SD, Lemaire W, Prueksaritanont T, Renger JJ, Stump C, Tannenbaum PL, Williams PD, Winrow CJ, Coleman PJ..  (2015)  Discovery of piperidine ethers as selective orexin receptor antagonists (SORAs) inspired by filorexant.,  25  (3): [PMID:25577040] [10.1016/j.bmcl.2014.12.056]

2. Stump CA, Cooke AJ, Bruno J, Cabalu TD, Gotter AL, Harell CM, Kuduk SD, McDonald TP, O'Brien J, Renger JJ, Williams PD, Winrow CJ, Coleman PJ..  (2016)  Discovery of highly potent and selective orexin 1 receptor antagonists (1-SORAs) suitable for in vivo interrogation of orexin 1 receptor pharmacology.,  26  (23): [PMID:27818110] [10.1016/j.bmcl.2016.10.019]

Source

Source(1):

• Scientific Literature