4-methyl-3-phenyl-1-(2-(thiazolo[5,4-b]pyridin-2-yl)propan-2-yl)-1H-pyrrol-2(5H)-one

ID: ALA2289093

PubChem CID: 76313045

Max Phase: Preclinical

Molecular Formula: C20H19N3OS

Molecular Weight: 349.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(c2ccccc2)C(=O)N(C(C)(C)c2nc3cccnc3s2)C1

Standard InChI:  InChI=1S/C20H19N3OS/c1-13-12-23(18(24)16(13)14-8-5-4-6-9-14)20(2,3)19-22-15-10-7-11-21-17(15)25-19/h4-11H,12H2,1-3H3

Standard InChI Key:  RPSKRWTVUSXLSG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   36.5053   -8.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7996   -8.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7986   -9.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7277   -8.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7235   -8.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4995   -9.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9832   -8.5583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5061   -7.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0690   -7.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0179   -9.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3113   -8.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6062   -9.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6099  -10.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3247  -10.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0269  -10.1864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7480   -9.9956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2124   -7.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0318   -7.7980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9079   -7.1016    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.5318   -6.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2273   -7.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9477   -6.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9737   -5.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2735   -5.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5560   -5.7596    0.0000 N   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
  4  9  1  0
  5 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  6 16  2  0
  7  2  1  0
  2 17  1  0
 17 18  2  0
 18 21  1  0
 20 19  1  0
 19 17  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289093

   3-methyl-4-phenyl-1-[2-([1,3]thiazolo[5,4-b]pyridin-2-yl)propan-2-yl]-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: 349.46

Molecular Weight (Monoisotopic): 349.1249

AlogP: 4.24

#Rotatable Bonds: 3

Polar Surface Area: 46.09

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.93

CX Basic pKa: 0.37

CX LogP: 3.80

CX LogD: 3.80

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.71

Np Likeness Score: -0.78

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