1-(2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)propan-2-yl)-4-methyl-3-phenyl-1H-pyrrol-2(5H)-one

ID: ALA2289098

PubChem CID: 76316568

Max Phase: Preclinical

Molecular Formula: C20H18ClF3N2O

Molecular Weight: 394.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(c2ccccc2)C(=O)N(C(C)(C)c2ncc(C(F)(F)F)cc2Cl)C1

Standard InChI:  InChI=1S/C20H18ClF3N2O/c1-12-11-26(18(27)16(12)13-7-5-4-6-8-13)19(2,3)17-15(21)9-14(10-25-17)20(22,23)24/h4-10H,11H2,1-3H3

Standard InChI Key:  JINGGNZUYYNLEZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   30.0050   -3.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0040   -4.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9330   -3.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9289   -4.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7048   -4.3139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1886   -3.6552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7115   -2.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2744   -2.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2232   -4.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5167   -4.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8115   -4.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8153   -5.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5300   -5.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2322   -5.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9534   -5.0924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4178   -2.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2315   -2.9625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6443   -2.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2418   -1.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4222   -1.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0131   -2.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1959   -2.2474    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.6546   -0.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4718   -0.8499    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.2503   -0.1376    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.0562   -0.1321    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  4  1  0
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  5 10  1  0
 10 11  2  0
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 12 13  2  0
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  6 16  2  0
  7  2  1  0
  2 17  1  0
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 18 19  1  0
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 21 22  2  0
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 20 24  1  0
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 24 26  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289098

   1-[2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]propan-2-yl]-3-methyl-4-phenyl-2H-pyrrol-5-one

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: 394.82

Molecular Weight (Monoisotopic): 394.1060

AlogP: 5.30

#Rotatable Bonds: 3

Polar Surface Area: 33.20

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.94

CX Basic pKa: 1.15

CX LogP: 4.78

CX LogD: 4.78

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.71

Np Likeness Score: -0.83

References

1. IKEGUCHI M, SAWAKI M, YOSHII H, MAEDA K, MORISHIMA Y.  (2000)  Synthesis and Herbicidal Activity of 1-Arylalkyl-3-pyrrolin-2-one Derivatives,  25  (2): [10.1584/jpestics.25.107]

Source

Source(1):

• Scientific Literature