3-(benzylamino)-1-(4-chlorophenyl)-2,2-difluoro-3-phenylpropan-1-one

ID: ALA4238315

PubChem CID: 145982734

Max Phase: Preclinical

Molecular Formula: C22H18ClF2NO

Molecular Weight: 385.84

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(Cl)cc1)C(F)(F)C(NCc1ccccc1)c1ccccc1

Standard InChI:  InChI=1S/C22H18ClF2NO/c23-19-13-11-18(12-14-19)21(27)22(24,25)20(17-9-5-2-6-10-17)26-15-16-7-3-1-4-8-16/h1-14,20,26H,15H2

Standard InChI Key:  CPQYYVZLOMJFSK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   28.2426  -10.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8337  -11.6775    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.4141  -10.9866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4129  -11.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1210  -12.2151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8306  -11.8057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.1192  -10.5778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7049  -12.2142    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   27.5340  -10.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5309   -9.7546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9494  -10.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6586  -10.9724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9463   -9.7493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6524   -9.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6494   -8.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3556   -8.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3529   -7.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6431   -6.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9346   -7.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9408   -8.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6586  -11.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3670  -12.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0741  -11.7830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0684  -10.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3594  -10.5594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

  1. Parent:

    ALA4238315

    ---

Associated Targets(Human)

GABRB2 Tclin Gamma-aminobutyric acid receptor subunit beta-1/beta-2 (14 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Gabrg2 GABA-A receptor; alpha-1/beta-2/gamma-2 (554 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 385.84Molecular Weight (Monoisotopic): 385.1045AlogP: 5.69#Rotatable Bonds: 7
Polar Surface Area: 29.10Molecular Species: NEUTRALHBA: 2HBD: 1
#RO5 Violations: 1HBA (Lipinski): 2HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: CX Basic pKa: 4.98CX LogP: 6.16CX LogD: 6.16
Aromatic Rings: 3Heavy Atoms: 27QED Weighted: 0.53Np Likeness Score: -0.91

References

1. Sowaileh MF, Salyer AE, Roy KK, John JP, Woods JR, Doerksen RJ, Hockerman GH, Colby DA..  (2018)  Agonists of the γ-aminobutyric acid type B (GABAB) receptor derived from β-hydroxy and β-amino difluoromethyl ketones.,  28  (16): [PMID:29657102] [10.1016/j.bmcl.2018.04.003]

Source