4-{[2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-ylidene]amino}butanoicacid

ID: ALA2283217

PubChem CID: 76312779

Max Phase: Preclinical

Molecular Formula: C14H21NO2

Molecular Weight: 235.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)C1CC=C(C)/C(=N/CCCC(=O)O)C1

Standard InChI:  InChI=1S/C14H21NO2/c1-10(2)12-7-6-11(3)13(9-12)15-8-4-5-14(16)17/h6,12H,1,4-5,7-9H2,2-3H3,(H,16,17)/b15-13+

Standard InChI Key:  YQLBTWHGPOIMPG-FYWRMAATSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   21.7174  -19.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3007  -20.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4716  -20.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0591  -21.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5465  -19.6928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4719  -21.8429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9590  -20.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5449  -21.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9539  -21.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7791  -21.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1939  -21.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7832  -20.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1944  -19.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5387  -22.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7137  -22.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9484  -23.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2341  -21.1249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  1  5  1  0
  4  6  2  0
  5  7  2  0
  7  8  1  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  9 14  1  0
 14 15  1  0
 14 16  2  0
  4 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283217

   4-[(2-Methyl-5-prop-1-en-2-ylcyclohex-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: 235.33

Molecular Weight (Monoisotopic): 235.1572

AlogP: 3.22

#Rotatable Bonds: 5

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: 4.42

CX Basic pKa: 7.51

CX LogP: 0.30

CX LogD: 0.10

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.59

Np Likeness Score: 1.02

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