1-(2-(benzo[b]thiophen-3-yl)propan-2-yl)-4-methyl-3-phenyl-1H-pyrrol-2(5H)-one

ID: ALA2289095

PubChem CID: 76327477

Max Phase: Preclinical

Molecular Formula: C22H21NOS

Molecular Weight: 347.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(c2ccccc2)C(=O)N(C(C)(C)c2csc3ccccc23)C1

Standard InChI:  InChI=1S/C22H21NOS/c1-15-13-23(21(24)20(15)16-9-5-4-6-10-16)22(2,3)18-14-25-19-12-8-7-11-17(18)19/h4-12,14H,13H2,1-3H3

Standard InChI Key:  KZDVHICYWXIVJC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    5.7534   -8.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0476   -7.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0466   -8.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9757   -7.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9715   -8.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7475   -8.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2312   -7.8196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7542   -7.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3170   -6.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2659   -8.6344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5593   -8.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8542   -8.6386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8579   -9.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5727   -9.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2749   -9.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960   -9.2568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4601   -7.1180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9326   -5.8879    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2489   -6.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5663   -6.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2723   -7.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7804   -7.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5825   -7.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8740   -6.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3640   -6.2754    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 21  1  0
 20 18  1  0
 18 19  1  0
 19 17  2  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:

   

   ALA2289095

   1-[2-(1-benzothiophen-3-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: 347.48

Molecular Weight (Monoisotopic): 347.1344

AlogP: 5.45

#Rotatable Bonds: 3

Polar Surface Area: 20.31

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.95

CX Basic pKa: ┄

CX LogP: 5.01

CX LogD: 5.01

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.62

Np Likeness Score: -0.52

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