ID: ALA572098

Max Phase: Preclinical

Molecular Formula: C22H24F3N5O2

Molecular Weight: 447.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(NCCC1CC1)c1ccc(N2CCN(C(=O)c3ccccc3C(F)(F)F)CC2)nn1

Standard InChI:  InChI=1S/C22H24F3N5O2/c23-22(24,25)17-4-2-1-3-16(17)21(32)30-13-11-29(12-14-30)19-8-7-18(27-28-19)20(31)26-10-9-15-5-6-15/h1-4,7-8,15H,5-6,9-14H2,(H,26,31)

Standard InChI Key:  OCXBYYNZEUUCEO-UHFFFAOYSA-N

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

Properties

Molecular Weight: 447.46

Molecular Weight (Monoisotopic): 447.1882

AlogP: 2.99

#Rotatable Bonds: 6

Polar Surface Area: 78.43

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 1.61

CX LogP: 2.89

CX LogD: 2.89

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.74

Np Likeness Score: -1.92

References

1. Li CS, Belair L, Guay J, Murgasva R, Sturkenboom W, Ramtohul YK, Zhang L, Huang Z..  (2009)  Thiazole analog as stearoyl-CoA desaturase 1 inhibitor.,  19  (17): [PMID:19632834] [10.1016/j.bmcl.2009.07.015]

2. Léger S, Black WC, Deschenes D, Dolman S, Falgueyret JP, Gagnon M, Guiral S, Huang Z, Guay J, Leblanc Y, Li CS, Massé F, Oballa R, Zhang L..  (2010)  Synthesis and biological activity of a potent and orally bioavailable SCD inhibitor (MF-438).,  20  (2): [PMID:20004097] [10.1016/j.bmcl.2009.11.111]

3. Zhang Z, Sun S, Kodumuru V, Hou D, Liu S, Chakka N, Sviridov S, Chowdhury S, McLaren DG, Ratkay LG, Khakh K, Cheng X, Gschwend HW, Kamboj R, Fu J, Winther MD..  (2013)  Discovery of piperazin-1-ylpyridazine-based potent and selective stearoyl-CoA desaturase-1 inhibitors for the treatment of obesity and metabolic syndrome.,  56  (2): [PMID:23245208] [10.1021/jm301661h]

Source

Source(1):

• Scientific Literature