4-{[1-(Naphthalen-2-yl)ethylidene]amino}butanoicacid

ID: ALA2283220

PubChem CID: 76334486

Max Phase: Preclinical

Molecular Formula: C16H17NO2

Molecular Weight: 255.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=N\CCCC(=O)O)c1ccc2ccccc2c1

Standard InChI:  InChI=1S/C16H17NO2/c1-12(17-10-4-7-16(18)19)14-9-8-13-5-2-3-6-15(13)11-14/h2-3,5-6,8-9,11H,4,7,10H2,1H3,(H,18,19)/b17-12+

Standard InChI Key:  AHGRRYGKJCPEMK-SFQUDFHCSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   19.1936  -24.9773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7768  -25.6889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9477  -25.6889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5352  -26.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0227  -24.9773    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9480  -27.1274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4352  -25.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7102  -26.4095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0227  -26.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2603  -25.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6673  -26.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4915  -26.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6651  -24.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4880  -24.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9015  -25.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7277  -25.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1412  -24.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7226  -24.2560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8978  -24.2601    0.0000 C   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
  4  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 12 15  2  0
 14 13  2  0
 13 10  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283220

   4-(1-Naphthalen-2-ylethylideneamino)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: 255.32

Molecular Weight (Monoisotopic): 255.1259

AlogP: 3.51

#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: 4.49

CX Basic pKa: 7.14

CX LogP: 0.44

CX LogD: 0.07

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.66

Np Likeness Score: -0.01

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