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

ID: ALA2289074

PubChem CID: 76334739

Max Phase: Preclinical

Molecular Formula: C21H19ClN2OS

Molecular Weight: 382.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(c2cccc(Cl)c2)C(=O)N(C(C)(C)c2nc3ccccc3s2)C1

Standard InChI:  InChI=1S/C21H19ClN2OS/c1-13-12-24(19(25)18(13)14-7-6-8-15(22)11-14)21(2,3)20-23-16-9-4-5-10-17(16)26-20/h4-11H,12H2,1-3H3

Standard InChI Key:  VETWOMXJWHRNFM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   28.8039   -3.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8030   -4.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7320   -3.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7279   -4.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5038   -4.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9875   -3.8574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5105   -3.1940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0222   -4.6723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3157   -4.2650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6105   -4.6765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6143   -5.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3290   -5.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0312   -5.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7524   -5.2946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2168   -3.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0361   -3.0971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9122   -2.4007    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.5361   -1.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2317   -2.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9520   -1.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9781   -1.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2778   -0.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5603   -1.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0733   -2.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3361   -6.7165    0.0000 Cl  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
  5  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  6 15  2  0
  7  2  1  0
  2 16  1  0
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 19 18  1  0
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 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
  4 25  1  0
 13 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289074

   1-[2-(1,3-benzothiazol-2-yl)propan-2-yl]-4-(3-chlorophenyl)-3-methyl-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: 382.92

Molecular Weight (Monoisotopic): 382.0907

AlogP: 5.50

#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: 13.92

CX Basic pKa: 1.46

CX LogP: 5.25

CX LogD: 5.25

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.60

Np Likeness Score: -1.00

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