4-{[2-Oxo-1,2-dihydroacenaphthylene-1-ylidene]amino}butanoicacid

ID: ALA2283214

PubChem CID: 76334484

Max Phase: Preclinical

Molecular Formula: C16H13NO3

Molecular Weight: 267.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCC/N=C1/C(=O)c2cccc3cccc1c23

Standard InChI:  InChI=1S/C16H13NO3/c18-13(19)8-3-9-17-15-11-6-1-4-10-5-2-7-12(14(10)11)16(15)20/h1-2,4-7H,3,8-9H2,(H,18,19)/b17-15+

Standard InChI Key:  WYGGQRBHTRKTQL-BMRADRMJSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    5.2991  -20.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1229  -20.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4220  -21.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1380  -21.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1402  -22.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4265  -23.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7146  -22.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0008  -23.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2848  -22.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2826  -21.8006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9963  -21.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7123  -21.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0587  -19.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6426  -20.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8145  -20.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4027  -21.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8867  -19.9040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5746  -21.3338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8148  -22.0512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5868  -19.9355    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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  1 11  1  0
 11 12  1  0
  3 12  2  0
  7 12  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 13 17  1  0
 16 18  1  0
 16 19  2  0
 17  1  2  0
  2 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283214

   4-[(2-Oxoacenaphthylen-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: 267.28

Molecular Weight (Monoisotopic): 267.0895

AlogP: 2.69

#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: 4.12

CX Basic pKa: 3.40

CX LogP: 2.09

CX LogD: -0.65

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.87

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