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

ID: ALA2289066

PubChem CID: 76309333

Max Phase: Preclinical

Molecular Formula: C21H20N2O2S

Molecular Weight: 364.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(c2ccccc2O)C(=O)N(C(C)(C)c2nc3ccccc3s2)C1

Standard InChI:  InChI=1S/C21H20N2O2S/c1-13-12-23(19(25)18(13)14-8-4-6-10-16(14)24)21(2,3)20-22-15-9-5-7-11-17(15)26-20/h4-11,24H,12H2,1-3H3

Standard InChI Key:  XHJFMKZNRGRQNQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.3157  -16.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3147  -17.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2437  -15.8159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2396  -16.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0155  -16.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4993  -16.2309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0222  -15.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5339  -17.0457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8274  -16.6384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1222  -17.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1260  -17.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8407  -18.2728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5429  -17.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2641  -17.6681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7285  -15.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5479  -15.4705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4240  -14.7741    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.0479  -14.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7434  -14.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4638  -14.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4898  -13.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7895  -13.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0720  -13.4321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5851  -15.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2547  -18.2604    0.0000 O   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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 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
 18 16  1  0
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 20 21  1  0
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 22 23  1  0
 23 24  2  0
 24 19  1  0
  4 25  1  0
 14 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289066

   1-[2-(1,3-benzothiazol-2-yl)propan-2-yl]-4-(2-hydroxyphenyl)-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: 364.47

Molecular Weight (Monoisotopic): 364.1245

AlogP: 4.55

#Rotatable Bonds: 3

Polar Surface Area: 53.43

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.77

CX Basic pKa: 1.46

CX LogP: 4.35

CX LogD: 4.33

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.74

Np Likeness Score: -0.46

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