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

ID: ALA2289086

PubChem CID: 76320284

Max Phase: Preclinical

Molecular Formula: C22H22N2OS

Molecular Weight: 362.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC1=C(c2ccccc2)C(=O)N(C(C)(C)c2nc3ccccc3s2)C1

Standard InChI:  InChI=1S/C22H22N2OS/c1-4-15-14-24(20(25)19(15)16-10-6-5-7-11-16)22(2,3)21-23-17-12-8-9-13-18(17)26-21/h5-13H,4,14H2,1-3H3

Standard InChI Key:  HPQOOJOUVVIFGS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.6349  -20.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6339  -21.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5629  -20.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5588  -21.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3348  -21.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8185  -20.6635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3414  -20.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8532  -21.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1466  -21.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4415  -21.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452  -22.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1600  -22.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8622  -22.2915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5833  -22.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0477  -19.9620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8671  -19.9032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7432  -19.2068    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.3671  -18.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0626  -19.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7830  -18.7257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8090  -17.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1088  -17.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3913  -17.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9043  -19.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9938  -18.9526    0.0000 C   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
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 13 14  2  0
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  6 15  2  0
  7  2  1  0
  2 16  1  0
 16 17  2  0
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 19 18  1  0
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 20 21  1  0
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 23 24  2  0
 24 19  1  0
  4 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289086

   1-[2-(1,3-benzothiazol-2-yl)propan-2-yl]-3-ethyl-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: 362.50

Molecular Weight (Monoisotopic): 362.1453

AlogP: 5.24

#Rotatable Bonds: 4

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: 13.85

CX Basic pKa: 1.47

CX LogP: 5.09

CX LogD: 5.09

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.64

Np Likeness Score: -0.62

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