4-{[2-Methyl-4-oxocyclohexa-2,5-dien-1-ylidene]amino}butanoicacid

ID: ALA2283219

PubChem CID: 76320004

Max Phase: Preclinical

Molecular Formula: C11H13NO3

Molecular Weight: 207.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=CC(=O)C=C/C1=N\CCCC(=O)O

Standard InChI:  InChI=1S/C11H13NO3/c1-8-7-9(13)4-5-10(8)12-6-2-3-11(14)15/h4-5,7H,2-3,6H2,1H3,(H,14,15)/b12-10+

Standard InChI Key:  DSCINKQIMPVTCC-ZRDIBKRKSA-N

Molfile:  

     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
   13.0957  -26.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8599  -23.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4433  -24.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6141  -24.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2016  -25.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6891  -23.9726    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6144  -26.1228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1015  -24.6870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6874  -25.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9218  -26.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3365  -25.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9258  -24.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3766  -25.4048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3311  -26.8294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3369  -23.9650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  2  6  1  0
  5  7  2  0
  6  8  2  0
  8  9  1  0
  8 12  1  0
  9  1  2  0
  1 10  1  0
 10 11  1  0
 11 12  2  0
  5 13  1  0
 10 14  2  0
 12 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283219

   4-[(2-Methyl-4-oxocyclohexa-2,5-dien-1-ylidene)amino]butanoic acid

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: 207.23

Molecular Weight (Monoisotopic): 207.0895

AlogP: 1.38

#Rotatable Bonds: 4

Polar Surface Area: 66.73

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.27

CX Basic pKa: 6.72

CX LogP: -0.56

CX LogD: -1.16

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.56

Np Likeness Score: 0.79

References

1. Bansal SK, Sinha BN, Khosa RL.  (2013)  -Amino butyric acid analogs as novel potent GABA-AT inhibitors: molecular docking, synthesis, and biological evaluation,  22  (1): [10.1007/s00044-012-0023-0]

Source

Source(1):

• Scientific Literature