N'-(3,4-dihydroxybenzylidene)-2-naphthohydrazide

ID: ALA1208862

PubChem CID: 135936253

Max Phase: Preclinical

Molecular Formula: C18H14N2O3

Molecular Weight: 306.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1ccc(O)c(O)c1)c1ccc2ccccc2c1

Standard InChI:  InChI=1S/C18H14N2O3/c21-16-8-5-12(9-17(16)22)11-19-20-18(23)15-7-6-13-3-1-2-4-14(13)10-15/h1-11,21-22H,(H,20,23)/b19-11+

Standard InChI Key:  AYEDDKSSHXVWOY-YBFXNURJSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -4.9344   -3.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9355   -4.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2208   -5.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2226   -3.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5072   -3.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5065   -4.6019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7913   -5.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0762   -4.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0810   -3.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7969   -3.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3692   -3.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6522   -3.7596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3742   -2.5265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0597   -3.3427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7765   -3.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4885   -3.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2035   -3.7456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9150   -3.3294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9104   -2.5036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1884   -2.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4800   -2.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6217   -2.0859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6316   -3.7379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9 11  1  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
M  END

Alternative Forms

1. Parent:

   

   ALA1208862

   ---

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: 306.32

Molecular Weight (Monoisotopic): 306.1004

AlogP: 3.01

#Rotatable Bonds: 3

Polar Surface Area: 81.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.96

CX Basic pKa: 1.67

CX LogP: 3.35

CX LogD: 3.33

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.40

Np Likeness Score: -0.81

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