1-(2-(4-tert-butylthiazol-2-yl)propan-2-yl)-4-methyl-3-phenyl-1H-pyrrol-2(5H)-one

ID: ALA2289089

PubChem CID: 76313043

Max Phase: Preclinical

Molecular Formula: C21H26N2OS

Molecular Weight: 354.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(c2ccccc2)C(=O)N(C(C)(C)c2nc(C(C)(C)C)cs2)C1

Standard InChI:  InChI=1S/C21H26N2OS/c1-14-12-23(18(24)17(14)15-10-8-7-9-11-15)21(5,6)19-22-16(13-25-19)20(2,3)4/h7-11,13H,12H2,1-6H3

Standard InChI Key:  SYMQKVNXGMLZBF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   23.9379  -14.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2322  -14.3132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2312  -15.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1602  -13.8968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1561  -14.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9320  -14.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4158  -14.3117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9387  -13.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5016  -13.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4504  -15.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7439  -14.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0388  -15.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0425  -15.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7573  -16.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4595  -15.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1806  -15.7489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6450  -13.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4644  -13.5514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3405  -12.8550    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.9644  -12.3272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6599  -12.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4067  -12.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0676  -12.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4925  -11.6151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1861  -12.1874    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
  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  1  0
 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289089

   1-[2-(4-tert-butyl-1,3-thiazol-2-yl)propan-2-yl]-3-methyl-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: 354.52

Molecular Weight (Monoisotopic): 354.1766

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: 13.93

CX Basic pKa: 1.70

CX LogP: 5.10

CX LogD: 5.10

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.78

Np Likeness Score: -0.66

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