3-[2-(2-Chlorocyclohexylidene)hydrazinyl]quinoxalin-2(1H)-one

ID: ALA601513

PubChem CID: 46229554

Max Phase: Preclinical

Molecular Formula: C14H15ClN4O

Molecular Weight: 290.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]c2ccccc2nc1N/N=C1\CCCCC1Cl

Standard InChI:  InChI=1S/C14H15ClN4O/c15-9-5-1-2-6-10(9)18-19-13-14(20)17-12-8-4-3-7-11(12)16-13/h3-4,7-9H,1-2,5-6H2,(H,16,19)(H,17,20)/b18-10+

Standard InChI Key:  XAQYDJIPIYOSPQ-VCHYOVAHSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   10.6346  -21.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6335  -22.3489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3479  -22.7615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3461  -21.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0611  -21.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0599  -22.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7765  -22.7660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4987  -22.3530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4999  -21.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7789  -21.1008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2150  -21.1099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2116  -22.7673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9269  -22.3570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6399  -22.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6331  -23.5969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3419  -24.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0596  -23.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0639  -22.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3505  -22.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3531  -21.5354    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  9 10  1  0
  5  6  1  0
  9 11  2  0
  8 12  1  0
  2  3  1  0
 12 13  1  0
  3  6  2  0
 13 14  2  0
 14 15  1  0
  1  2  2  0
  5  4  2  0
  4  1  1  0
  5 10  1  0
  6  7  1  0
 14 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  7  8  2  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA601513

   3-[(2E)-2-(2-chlorocyclohexylidene)hydrazinyl]-1H-quinoxalin-2-one

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: 290.75

Molecular Weight (Monoisotopic): 290.0934

AlogP: 2.87

#Rotatable Bonds: 2

Polar Surface Area: 70.14

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.89

CX Basic pKa: 1.68

CX LogP: 2.87

CX LogD: 2.87

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.66

Np Likeness Score: -0.88

References

1. Ajani OO, Obafemi CA, Nwinyi OC, Akinpelu DA..  (2010)  Microwave assisted synthesis and antimicrobial activity of 2-quinoxalinone-3-hydrazone derivatives.,  18  (1): [PMID:19948407] [10.1016/j.bmc.2009.10.064]

Source

Source(1):

• Scientific Literature