N-(3-chlorophenyl)-2-(5-(4-chlorophenyl)isoxazol-3-yl)-2-oxoacetohydrazonoyl cyanide

ID: ALA4093887

PubChem CID: 137656098

Max Phase: Preclinical

Molecular Formula: C18H10Cl2N4O2

Molecular Weight: 385.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#C/C(=N\Nc1cccc(Cl)c1)C(=O)c1cc(-c2ccc(Cl)cc2)on1

Standard InChI:  InChI=1S/C18H10Cl2N4O2/c19-12-6-4-11(5-7-12)17-9-15(24-26-17)18(25)16(10-21)23-22-14-3-1-2-13(20)8-14/h1-9,22H/b23-16+

Standard InChI Key:  DKZIBEPCWDPRMI-XQNSMLJCSA-N

Molfile:  

     RDKit          2D

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    8.3562  -18.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3551  -19.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0672  -20.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7769  -19.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7741  -18.8867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0655  -18.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0630  -17.6560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7695  -17.2453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7671  -16.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4777  -16.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4752  -15.1878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1907  -16.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2756  -17.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0796  -17.4021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4902  -16.6890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9374  -16.0793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0508  -16.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3419  -15.6099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4177  -18.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9335  -18.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2675  -19.5669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0854  -19.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5683  -18.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2316  -18.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6429  -20.1220    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.4208  -20.3957    0.0000 Cl  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
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
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 13 14  2  0
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 15 16  1  0
 16 12  2  0
 17 18  3  0
  9 17  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 14 19  1  0
  2 25  1  0
 22 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4093887

   ---

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: 385.21

Molecular Weight (Monoisotopic): 384.0181

AlogP: 4.82

#Rotatable Bonds: 5

Polar Surface Area: 91.28

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.86

CX Basic pKa: ┄

CX LogP: 5.64

CX LogD: 3.97

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.39

Np Likeness Score: -1.79

References

1. Ye N, Zhu Y, Liu Z, Mei FC, Chen H, Wang P, Cheng X, Zhou J..  (2017)  Identification of novel 2-(benzo[d]isoxazol-3-yl)-2-oxo-N-phenylacetohydrazonoyl cyanide analoguesas potent EPAC antagonists.,  134  [PMID:28399451] [10.1016/j.ejmech.2017.04.001]

Source

Source(1):

• Scientific Literature