1-Phenyl-2-(1H-imidazol-1-yl)ethyl hexa-2,4-dienoate hydrochloride

ID: ALA4076115

PubChem CID: 137651844

Max Phase: Preclinical

Molecular Formula: C17H19ClN2O2

Molecular Weight: 282.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C/C=C/C(=O)OC(Cn1ccnc1)c1ccccc1.Cl

Standard InChI:  InChI=1S/C17H18N2O2.ClH/c1-2-3-5-10-17(20)21-16(13-19-12-11-18-14-19)15-8-6-4-7-9-15;/h2-12,14,16H,13H2,1H3;1H/b3-2+,10-5+;

Standard InChI Key:  YKTYTPREQBOWPM-DXEPSLFJSA-N

Molfile:  

     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
   12.1362  -10.5895    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.9071   -8.1903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6189   -8.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9071   -7.3653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1913   -8.6028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1913   -9.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9071   -9.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2375  -11.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4946  -11.9346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3196  -11.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5726  -11.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9071  -10.6653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4754   -9.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7638   -9.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0479   -9.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0479  -10.6653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7638  -11.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4754  -10.6653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3340   -8.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0478   -8.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7630   -8.1939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4767   -8.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  4  2  0
  2  5  1  0
  6  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  8 12  1  0
  7 12  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 18  2  0
  6 13  1  0
  5  6  1  0
  3 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
M  END

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: 282.34

Molecular Weight (Monoisotopic): 282.1368

AlogP: 3.30

#Rotatable Bonds: 6

Polar Surface Area: 44.12

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.77

CX LogP: 3.52

CX LogD: 3.45

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.46

Np Likeness Score: -0.02

References

1. Doğan İS, Saraç S, Sari S, Kart D, Eşsiz Gökhan Ş, Vural İ, Dalkara S..  (2017)  New azole derivatives showing antimicrobial effects and their mechanism of antifungal activity by molecular modeling studies.,  130  [PMID:28242548] [10.1016/j.ejmech.2017.02.035]

Source

Source(1):

• Scientific Literature