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

ID: ALA2289076

PubChem CID: 76320283

Max Phase: Preclinical

Molecular Formula: C21H19FN2OS

Molecular Weight: 366.46

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H19FN2OS/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:  MOEDIIHKYLMJGA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   22.0435   -4.2510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3378   -3.8424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3368   -4.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2658   -3.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2617   -4.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0376   -4.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5214   -3.8409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0443   -3.1774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5561   -4.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8495   -4.2484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1444   -4.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1481   -5.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8629   -5.8828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5651   -5.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2862   -5.2781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7506   -3.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5700   -3.0806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4461   -2.3842    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.0700   -1.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7655   -2.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4859   -1.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5119   -1.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8117   -0.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0941   -1.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6072   -2.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8699   -6.7000    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
  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
 16 17  2  0
 17 20  1  0
 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:

   

   ALA2289076

   1-[2-(1,3-benzothiazol-2-yl)propan-2-yl]-4-(3-fluorophenyl)-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: 366.46

Molecular Weight (Monoisotopic): 366.1202

AlogP: 4.99

#Rotatable Bonds: 3

Polar Surface Area: 33.20

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.90

CX Basic pKa: 1.46

CX LogP: 4.79

CX LogD: 4.79

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: -1.06

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