4-{[3,5,5-Trimethylcyclohex-2-en-1-ylidene]amino}butanoicacid

ID: ALA2283218

PubChem CID: 76334485

Max Phase: Preclinical

Molecular Formula: C13H21NO2

Molecular Weight: 223.32

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H21NO2/c1-10-7-11(9-13(2,3)8-10)14-6-4-5-12(15)16/h7H,4-6,8-9H2,1-3H3,(H,15,16)/b14-11-

Standard InChI Key:  VHHKAMMFHOSQJC-KAMYIIQDSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    5.0374  -27.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0415  -26.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3251  -27.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8058  -24.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3892  -25.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5601  -25.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1476  -25.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6350  -24.5641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5604  -26.7142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0475  -25.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6334  -25.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8677  -26.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2823  -25.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8718  -25.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3226  -25.9963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1073  -25.9931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  4  8  1  0
  7  9  2  0
  8 10  2  0
 10 11  1  0
 10 14  1  0
 11  2  1  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
  7 15  1  0
 13 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283218

   4-[(3,5,5-Trimethylcyclohex-2-en-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: 223.32

Molecular Weight (Monoisotopic): 223.1572

AlogP: 3.06

#Rotatable Bonds: 4

Polar Surface Area: 49.66

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.77

CX Basic pKa: 7.65

CX LogP: 0.14

CX LogD: -0.01

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.74

Np Likeness Score: 0.54

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