(E)-N-(2-(1H-imidazol-1-yl)-2-phenylethyl)-3-(2-(trifluoromethyl)styryl)benzamide

ID: ALA4060725

PubChem CID: 132576473

Max Phase: Preclinical

Molecular Formula: C27H22F3N3O

Molecular Weight: 461.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCC(c1ccccc1)n1ccnc1)c1cccc(/C=C/c2ccccc2C(F)(F)F)c1

Standard InChI:  InChI=1S/C27H22F3N3O/c28-27(29,30)24-12-5-4-8-21(24)14-13-20-7-6-11-23(17-20)26(34)32-18-25(33-16-15-31-19-33)22-9-2-1-3-10-22/h1-17,19,25H,18H2,(H,32,34)/b14-13+

Standard InChI Key:  FONOZGFFOBMRFY-BUHFOSPRSA-N

Molfile:  

     RDKit          2D

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   11.1295   -9.3065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   12.8449  -12.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8426  -11.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6489  -10.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3572  -10.1564    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9417  -10.1546    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.6443   -9.7444    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 14 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4060725

   ---

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: 461.49

Molecular Weight (Monoisotopic): 461.1715

AlogP: 6.09

#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: 5.96

CX LogD: 5.90

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.34

Np Likeness Score: -1.10

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