4-{[1,3,3-Trimethylbicyclo[2.2.1]heptan-2-ylidene]amino}butanoicacid

ID: ALA2283212

PubChem CID: 76323670

Max Phase: Preclinical

Molecular Formula: C14H23NO2

Molecular Weight: 237.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC12CCC(C1)C(C)(C)/C2=N\CCCC(=O)O

Standard InChI:  InChI=1S/C14H23NO2/c1-13(2)10-6-7-14(3,9-10)12(13)15-8-4-5-11(16)17/h10H,4-9H2,1-3H3,(H,16,17)/b15-12+

Standard InChI Key:  AAUDBCJOIMDPGU-NTCAYCPXSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   11.8958  -17.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6125  -17.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9005  -16.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7893  -15.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3768  -16.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5518  -16.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1392  -17.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6143  -15.9895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3142  -17.4171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5521  -18.1314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0268  -16.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0216  -18.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8469  -18.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2617  -17.4158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8510  -16.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3041  -17.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3477  -16.0385    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  1  0
  7 10  2  0
  8 11  2  0
 11  2  1  0
 11 15  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 12 16  1  0
 15 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283212

   4-[(1,3,3-Trimethyl-2-bicyclo[2.2.1]heptanylidene)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: 237.34

Molecular Weight (Monoisotopic): 237.1729

AlogP: 3.14

#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: 4.72

CX Basic pKa: 7.22

CX LogP: 1.08

CX LogD: 0.75

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.76

Np Likeness Score: 1.29

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