(E)-N-(2-(1H-imidazol-1-yl)-2-phenylethyl)-3-styrylbenzamide

ID: ALA4104362

PubChem CID: 132576474

Max Phase: Preclinical

Molecular Formula: C26H23N3O

Molecular Weight: 393.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCC(c1ccccc1)n1ccnc1)c1cccc(/C=C/c2ccccc2)c1

Standard InChI:  InChI=1S/C26H23N3O/c30-26(24-13-7-10-22(18-24)15-14-21-8-3-1-4-9-21)28-19-25(29-17-16-27-20-29)23-11-5-2-6-12-23/h1-18,20,25H,19H2,(H,28,30)/b15-14+

Standard InChI Key:  QADUAFROVPFOPY-CCEZHUSRSA-N

Molfile:  

     RDKit          2D

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   10.0111  -10.0783    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1938  -10.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.3108  -13.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0176  -13.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7264  -13.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7241  -12.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0168  -12.1513    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:

   

   ALA4104362

   ---

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: 393.49

Molecular Weight (Monoisotopic): 393.1841

AlogP: 5.07

#Rotatable Bonds: 7

Polar Surface Area: 46.92

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.71

CX LogP: 5.08

CX LogD: 5.02

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.45

Np Likeness Score: -0.88

References

1. Taban IM, Zhu J, DeLuca HF, Simons C..  (2017)  Synthesis, molecular modelling and CYP24A1 inhibitory activity of novel of (E)-N-(2-(1H-imidazol-1-yl)-2-(phenylethyl)-3/4-styrylbenzamides.,  25  (15): [PMID:28601511] [10.1016/j.bmc.2017.05.055]

2. Bruno, Robert D RD and Njar, Vincent C O VC.  2007-08-01  Targeting cytochrome P450 enzymes: a new approach in anti-cancer drug development.  [PMID:17544277]

3. Taban, Ismail M IM, Zhu, Jinge J, DeLuca, Hector F HF and Simons, Claire C.  2017-08-01  Synthesis, molecular modelling and CYP24A1 inhibitory activity of novel of (E)-N-(2-(1H-imidazol-1-yl)-2-(phenylethyl)-3/4-styrylbenzamides.  [PMID:28601511]

Source

Source(1):

• Scientific Literature