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

ID: ALA1208861

PubChem CID: 9620816

Max Phase: Preclinical

Molecular Formula: C18H12Cl2N2O2

Molecular Weight: 359.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1ccc(Cl)c(Cl)c1)c1cc2ccccc2cc1O

Standard InChI:  InChI=1S/C18H12Cl2N2O2/c19-15-6-5-11(7-16(15)20)10-21-22-18(24)14-8-12-3-1-2-4-13(12)9-17(14)23/h1-10,23H,(H,22,24)/b21-10+

Standard InChI Key:  XPNXXSSRJRBGNH-UFFVCSGVSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    5.1486    1.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1474    0.2977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8622   -0.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8604    1.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5758    1.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5766    0.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2919   -0.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0069    0.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0021    1.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2862    1.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7141    1.5524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4310    1.1443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7091    2.3774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1430    1.5611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8600    1.1530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5719    1.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2870    1.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9985    1.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9939    2.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2719    2.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5634    2.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7230   -0.1041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7053    2.8181    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.7153    1.1660    0.0000 Cl  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
  8 22  1  0
 19 23  1  0
  9 11  1  0
 18 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1208861

   N-[(E)-(3,4-dichlorophenyl)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: 359.21

Molecular Weight (Monoisotopic): 358.0276

AlogP: 4.62

#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: 0.86

CX LogP: 5.51

CX LogD: 5.36

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.53

Np Likeness Score: -1.37

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