(E)-3-(3-(3-Hydroxyphenyl)-3-oxoprop-1-en-1-yl)benzonitrile

ID: ALA4549234

PubChem CID: 25979540

Max Phase: Preclinical

Molecular Formula: C16H11NO2

Molecular Weight: 249.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cccc(/C=C/C(=O)c2cccc(O)c2)c1

Standard InChI:  InChI=1S/C16H11NO2/c17-11-13-4-1-3-12(9-13)7-8-16(19)14-5-2-6-15(18)10-14/h1-10,18H/b8-7+

Standard InChI Key:  UMGRFDAQRPQSJU-BQYQJAHWSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   10.0112   -3.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0101   -4.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7181   -5.0668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4278   -4.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4250   -3.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7164   -3.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1361   -5.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1374   -5.8820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8432   -4.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8419   -3.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5490   -3.4282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2550   -3.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9615   -3.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9607   -2.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2474   -2.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5437   -2.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2450   -1.3853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2408   -0.5681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7139   -2.6122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 17 18  3  0
 15 17  1  0
  6 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4549234

   3-[(E)-3-(3-hydroxyphenyl)-3-oxoprop-1-enyl]benzonitrile

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 249.27

Molecular Weight (Monoisotopic): 249.0790

AlogP: 3.16

#Rotatable Bonds: 3

Polar Surface Area: 61.09

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.73

CX Basic pKa: ┄

CX LogP: 3.44

CX LogD: 3.42

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.67

Np Likeness Score: -0.40

References

1. Yang S, Shergalis A, Lu D, Kyani A, Liu Z, Ljungman M, Neamati N..  (2019)  Design, Synthesis, and Biological Evaluation of Novel Allosteric Protein Disulfide Isomerase Inhibitors.,  62  (7): [PMID:30759340] [10.1021/acs.jmedchem.8b01951]

Source

Source(1):

• Scientific Literature