1-(2-(benzo[d]thiazol-2-yl)propan-2-yl)-3-phenyl-4-(trifluoromethyl)-1H-pyrrol-2(5H)-one

ID: ALA2285708

PubChem CID: 76323921

Max Phase: Preclinical

Molecular Formula: C21H17F3N2OS

Molecular Weight: 402.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(c1nc2ccccc2s1)N1CC(C(F)(F)F)=C(c2ccccc2)C1=O

Standard InChI:  InChI=1S/C21H17F3N2OS/c1-20(2,19-25-15-10-6-7-11-16(15)28-19)26-12-14(21(22,23)24)17(18(26)27)13-8-4-3-5-9-13/h3-11H,12H2,1-2H3

Standard InChI Key:  COPXAJZFAXDIMW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.2437  -20.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2396  -21.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0155  -21.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4993  -20.7749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0222  -20.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5339  -21.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8274  -21.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1222  -21.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1260  -22.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8407  -22.8168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5429  -22.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2641  -22.2121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7285  -20.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5479  -20.0146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4240  -19.3182    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.0479  -18.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7434  -19.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4638  -18.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4898  -18.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7895  -17.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0720  -17.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5851  -19.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6746  -19.0640    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.8368  -20.2049    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.8735  -19.4640    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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  4  5  2  0
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  6 15  2  0
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  2 16  1  0
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 24 19  1  0
  4 25  1  0
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 25 27  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2285708

   1-[2-(1,3-benzothiazol-2-yl)propan-2-yl]-4-phenyl-3-(trifluoromethyl)-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: 402.44

Molecular Weight (Monoisotopic): 402.1014

AlogP: 5.39

#Rotatable Bonds: 3

Polar Surface Area: 33.20

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.02

CX Basic pKa: 1.46

CX LogP: 5.01

CX LogD: 5.01

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.59

Np Likeness Score: -0.85

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