(E)-4-(4-Decylphenyl)-4-oxobut-2-enoic Acid

ID: ALA5181358

PubChem CID: 168277474

Max Phase: Preclinical

Molecular Formula: C20H28O3

Molecular Weight: 316.44

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCc1ccc(C(=O)/C=C/C(=O)O)cc1

Standard InChI:  InChI=1S/C20H28O3/c1-2-3-4-5-6-7-8-9-10-17-11-13-18(14-12-17)19(21)15-16-20(22)23/h11-16H,2-10H2,1H3,(H,22,23)/b16-15+

Standard InChI Key:  JUPJCBTVUSVPIG-FOCLMDBBSA-N

Molfile:  

 
     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
   -0.7132    2.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013    3.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7131    2.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7131    2.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031    1.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7132    2.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278    3.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278    4.1278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    2.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    3.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5717    2.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2864    3.3026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5717    2.0648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279    1.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279    0.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1425    0.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1425   -0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571   -0.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571   -1.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5718   -2.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5718   -2.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2864   -3.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2864   -4.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  6 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5181358

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 316.44

Molecular Weight (Monoisotopic): 316.2038

AlogP: 5.19

#Rotatable Bonds: 12

Polar Surface Area: 54.37

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.26

CX Basic pKa: ┄

CX LogP: 6.23

CX LogD: 2.79

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.33

Np Likeness Score: 0.27

References

1. Kudo Y, Endo S, Fujita M, Ota A, Kamatari YO, Tanaka Y, Ishikawa T, Ikeda H, Okada T, Toyooka N, Fujimoto N, Matsunaga T, Ikari A..  (2022)  Discovery and Structure-Based Optimization of Novel Atg4B Inhibitors for the Treatment of Castration-Resistant Prostate Cancer.,  65  (6.0): [PMID:35244402] [10.1021/acs.jmedchem.1c02113]

Source

Source(1):

• Scientific Literature