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

ID: ALA2289087

PubChem CID: 76334740

Max Phase: Preclinical

Molecular Formula: C20H18N2OS

Molecular Weight: 334.44

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H18N2OS/c1-20(2,19-21-16-10-6-7-11-17(16)24-19)22-13-12-15(18(22)23)14-8-4-3-5-9-14/h3-12H,13H2,1-2H3

Standard InChI Key:  AMUZSLDZCOGPDB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   38.0200  -14.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3143  -14.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3133  -14.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2423  -13.6037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2382  -14.4209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0141  -14.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4979  -14.0187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0208  -13.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5326  -14.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8260  -14.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1209  -14.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1246  -15.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8394  -16.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5416  -15.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2627  -15.4559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.7271  -13.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5465  -13.2583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.4226  -12.5619    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   38.0465  -12.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7420  -12.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4624  -12.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4884  -11.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7882  -10.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0706  -11.2199    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
 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
 18 16  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289087

   1-[2-(1,3-benzothiazol-2-yl)propan-2-yl]-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: 334.44

Molecular Weight (Monoisotopic): 334.1140

AlogP: 4.46

#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: 13.82

CX Basic pKa: 1.46

CX LogP: 4.41

CX LogD: 4.41

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.71

Np Likeness Score: -0.61

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