3-((4-(2-methoxyphenyl)-1-piperazinyl)methyl)-6-(3-phenyl-2-propenoyl)-2(3H)-benzoxazolone

ID: ALA249961

PubChem CID: 24744903

Max Phase: Preclinical

Molecular Formula: C28H27N3O4

Molecular Weight: 469.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1N1CCN(Cn2c(=O)oc3cc(C(=O)/C=C/c4ccccc4)ccc32)CC1

Standard InChI:  InChI=1S/C28H27N3O4/c1-34-26-10-6-5-9-23(26)30-17-15-29(16-18-30)20-31-24-13-12-22(19-27(24)35-28(31)33)25(32)14-11-21-7-3-2-4-8-21/h2-14,19H,15-18,20H2,1H3/b14-11+

Standard InChI Key:  WHMVFCRGXWVXNO-SDNWHVSQSA-N

Molfile:  

     RDKit          2D

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   10.0919   -7.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3531   -6.8066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8036   -6.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.2247   -6.5818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  8  9  1  0
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  2  3  1  0
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 15 13  1  0
 25 28  1  0
  1  2  2  0
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 31 32  1  0
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 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA249961

   3-[[4-(2-methoxyphenyl)piperazin-1-yl]methyl]-6-[(E)-3-phenylprop-2-enoyl]-1,3-benzoxazol-2-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: 469.54

Molecular Weight (Monoisotopic): 469.2002

AlogP: 4.28

#Rotatable Bonds: 7

Polar Surface Area: 67.92

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.04

CX LogP: 4.82

CX LogD: 4.82

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.30

Np Likeness Score: -1.12

References

1. Ivanova Y, Momekov G, Petrov O, Karaivanova M, Kalcheva V..  (2007)  Cytotoxic Mannich bases of 6-(3-aryl-2-propenoyl)-2(3H)-benzoxazolones.,  42  (11): [PMID:17459529] [10.1016/j.ejmech.2007.02.019]

Source

Source(1):

• Scientific Literature