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

ID: ALA2289084

PubChem CID: 76327475

Max Phase: Preclinical

Molecular Formula: C25H22N2OS

Molecular Weight: 398.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(c2cccc3ccccc23)C(=O)N(C(C)(C)c2nc3ccccc3s2)C1

Standard InChI:  InChI=1S/C25H22N2OS/c1-16-15-27(25(2,3)24-26-20-13-6-7-14-21(20)29-24)23(28)22(16)19-12-8-10-17-9-4-5-11-18(17)19/h4-14H,15H2,1-3H3

Standard InChI Key:  FGABSHQJMNONQR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.7618  -27.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.2942  -26.2178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   14.5745  -25.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2893  -28.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5885  -29.0160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5940  -29.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2995  -30.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0010  -29.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9920  -29.0037    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:

   

   ALA2289084

   1-[2-(1,3-benzothiazol-2-yl)propan-2-yl]-3-methyl-4-naphthalen-1-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: 398.53

Molecular Weight (Monoisotopic): 398.1453

AlogP: 6.00

#Rotatable Bonds: 3

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: 13.89

CX Basic pKa: 1.46

CX LogP: 5.64

CX LogD: 5.64

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.42

Np Likeness Score: -0.69

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