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

ID: ALA2289083

PubChem CID: 76309338

Max Phase: Preclinical

Molecular Formula: C23H22N2OS

Molecular Weight: 374.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(/C=C/c2ccccc2)C(=O)N(C(C)(C)c2nc3ccccc3s2)C1

Standard InChI:  InChI=1S/C23H22N2OS/c1-16-15-25(21(26)18(16)14-13-17-9-5-4-6-10-17)23(2,3)22-24-19-11-7-8-12-20(19)27-22/h4-14H,15H2,1-3H3/b14-13+

Standard InChI Key:  WLAGREJXTXDYJA-BUHFOSPRSA-N

Molfile:  

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    9.8278  -28.0315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.1116  -25.8340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9877  -25.1376    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4035  -28.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6949  -28.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9923  -28.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0009  -29.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7181  -29.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4178  -29.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2289083

   1-[2-(1,3-benzothiazol-2-yl)propan-2-yl]-3-methyl-4-[(E)-2-phenylethenyl]-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: 374.51

Molecular Weight (Monoisotopic): 374.1453

AlogP: 5.40

#Rotatable Bonds: 4

Polar Surface Area: 33.20

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.47

CX LogP: 5.12

CX LogD: 5.12

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.61

Np Likeness Score: -0.56

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