(E)-N-(2-(4-Chlorophenyl)-2-(1H-imidazol-1-yl)ethyl)-4-(3,4-dimethoxystyryl)benzamide

ID: ALA4080128

PubChem CID: 137646382

Max Phase: Preclinical

Molecular Formula: C28H26ClN3O3

Molecular Weight: 487.99

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/c2ccc(C(=O)NCC(c3ccc(Cl)cc3)n3ccnc3)cc2)cc1OC

Standard InChI:  InChI=1S/C28H26ClN3O3/c1-34-26-14-7-21(17-27(26)35-2)4-3-20-5-8-23(9-6-20)28(33)31-18-25(32-16-15-30-19-32)22-10-12-24(29)13-11-22/h3-17,19,25H,18H2,1-2H3,(H,31,33)/b4-3+

Standard InChI Key:  YTZLMGTUQRYYSO-ONEGZZNKSA-N

Molfile:  

     RDKit          2D

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    8.1583   -3.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1583   -4.6952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4492   -5.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.9864   -4.6952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   12.4046   -3.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8176   -2.2442    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4954   -4.6949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4954   -6.3299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4080128

   ---

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: 487.99

Molecular Weight (Monoisotopic): 487.1663

AlogP: 5.74

#Rotatable Bonds: 9

Polar Surface Area: 65.38

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.71

CX LogP: 5.37

CX LogD: 5.31

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.31

Np Likeness Score: -0.91

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