N'-(3,4-dimethylbenzylidene)-3-hydroxy-2-naphthohydrazide

ID: ALA1208865

PubChem CID: 49862032

Max Phase: Preclinical

Molecular Formula: C20H18N2O2

Molecular Weight: 318.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(/C=N/NC(=O)c2cc3ccccc3cc2O)cc1C

Standard InChI:  InChI=1S/C20H18N2O2/c1-13-7-8-15(9-14(13)2)12-21-22-20(24)18-10-16-5-3-4-6-17(16)11-19(18)23/h3-12,23H,1-2H3,(H,22,24)/b21-12+

Standard InChI Key:  CBYVYJBFBDHTBL-CIAFOILYSA-N

Molfile:  

     RDKit          2D

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    6.3944   -6.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3932   -7.5398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1081   -7.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1063   -6.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8216   -6.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8224   -7.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5377   -7.9466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2527   -7.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2480   -6.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5321   -6.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9599   -6.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6769   -6.6932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9549   -5.4601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3888   -6.2764    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1058   -6.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8177   -6.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5329   -6.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2443   -6.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2398   -5.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5178   -5.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8093   -5.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9512   -5.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9611   -6.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9688   -7.9416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
 11 12  1  0
  5  6  1  0
 11 13  2  0
  3  6  2  0
 12 14  1  0
  6  7  1  0
 14 15  2  0
  1  2  2  0
 15 16  1  0
  7  8  2  0
 16 17  2  0
  5  4  2  0
 17 18  1  0
  8  9  1  0
 18 19  2  0
  4  1  1  0
 19 20  1  0
  9 10  2  0
 20 21  2  0
 21 16  1  0
 10  5  1  0
 19 22  1  0
 18 23  1  0
  9 11  1  0
  8 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1208865

   N-[(E)-(3,4-dimethylphenyl)methylideneamino]-3-hydroxynaphthalene-2-carboxamide

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: 318.38

Molecular Weight (Monoisotopic): 318.1368

AlogP: 3.93

#Rotatable Bonds: 3

Polar Surface Area: 61.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.80

CX Basic pKa: 2.07

CX LogP: 5.33

CX LogD: 5.18

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.57

Np Likeness Score: -1.20

References

1. Lee S, Jung KY, Park J, Cho JH, Kim YC, Chang S..  (2010)  Synthesis of potent chemical inhibitors of dynamin GTPase.,  20  (16): [PMID:20621477] [10.1016/j.bmcl.2010.06.092]

Source

Source(1):

• Scientific Literature