Methyl-(E)-3-(3-(4-hydroxyphenyl)-3-oxoprop-1-en-1-yl)-benzoate

ID: ALA4520508

PubChem CID: 155542211

Max Phase: Preclinical

Molecular Formula: C17H14O4

Molecular Weight: 282.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1cccc(/C=C/C(=O)c2ccc(O)cc2)c1

Standard InChI:  InChI=1S/C17H14O4/c1-21-17(20)14-4-2-3-12(11-14)5-10-16(19)13-6-8-15(18)9-7-13/h2-11,18H,1H3/b10-5+

Standard InChI Key:  ZZCQHDGFTSZZOY-BJMVGYQFSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    9.8461   -4.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8450   -4.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5530   -5.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2627   -4.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2599   -4.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5513   -3.6688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9711   -5.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9723   -6.1214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6781   -4.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6768   -4.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3839   -3.6676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0899   -4.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7965   -3.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7956   -2.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0823   -2.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3786   -2.8531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0781   -1.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7837   -1.2123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3684   -1.2195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3642   -0.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1383   -3.6692    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
 15 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
  1 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4520508

   ---

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: 282.30

Molecular Weight (Monoisotopic): 282.0892

AlogP: 3.07

#Rotatable Bonds: 4

Polar Surface Area: 63.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.87

CX Basic pKa: ┄

CX LogP: 3.59

CX LogD: 3.47

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.53

Np Likeness Score: 0.22

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