3-[(10-Oxo-9,10-dihydrophenanthrene-9-ylidene)amino]benzoicacid

ID: ALA2283226

PubChem CID: 76320006

Max Phase: Preclinical

Molecular Formula: C21H13NO3

Molecular Weight: 327.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cccc(/N=C2\C(=O)c3ccccc3-c3ccccc32)c1

Standard InChI:  InChI=1S/C21H13NO3/c23-20-18-11-4-2-9-16(18)15-8-1-3-10-17(15)19(20)22-14-7-5-6-13(12-14)21(24)25/h1-12H,(H,24,25)/b22-19-

Standard InChI Key:  HBIYALDQOLEBCK-QOCHGBHMSA-N

Molfile:  

     RDKit          2D

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   10.2089   -8.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9287   -9.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6459   -8.7325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6431   -7.8968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9269   -7.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3610   -7.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3578   -6.6512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4946   -7.4877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0772   -7.8924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7795   -7.9009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7836   -8.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3532   -7.8928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0654   -7.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0676   -6.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3582   -6.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6452   -6.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6465   -7.4844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0643   -9.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3524   -8.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6391   -9.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6365   -9.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3531  -10.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0635   -9.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4990   -9.1355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  1  9  1  0
  7 10  1  0
  9 11  2  0
 11 14  1  0
 11 12  1  0
 13 20  1  0
 19 12  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
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 17 18  2  0
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 19 20  2  0
 20 21  1  0
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 22 23  1  0
 23 24  2  0
 24 19  1  0
 12 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283226

   3-[(10-Oxophenanthren-9-ylidene)amino]benzoic 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: 327.34

Molecular Weight (Monoisotopic): 327.0895

AlogP: 4.37

#Rotatable Bonds: 2

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: 4.59

CX Basic pKa: ┄

CX LogP: 4.74

CX LogD: 2.00

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.76

Np Likeness Score: -0.45

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