N'-benzylidene-2-((4-chloro-2-methylphenyl)amino)butanehydrazide

ID: ALA4470707

PubChem CID: 155534626

Max Phase: Preclinical

Molecular Formula: C18H20ClN3O

Molecular Weight: 329.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(Nc1ccc(Cl)cc1C)C(=O)N/N=C/c1ccccc1

Standard InChI:  InChI=1S/C18H20ClN3O/c1-3-16(21-17-10-9-15(19)11-13(17)2)18(23)22-20-12-14-7-5-4-6-8-14/h4-12,16,21H,3H2,1-2H3,(H,22,23)/b20-12+

Standard InChI Key:  XIOTYXFQWOQXIT-UDWIEESQSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   28.4395   -3.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4540   -4.5433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7456   -4.9740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0178   -4.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9966   -3.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7067   -3.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1442   -3.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8679   -3.6800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5728   -3.2513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2817   -3.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9797   -3.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3137   -4.4492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7096   -3.5694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9477   -2.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4074   -3.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1361   -3.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8336   -3.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8020   -2.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0672   -1.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3727   -2.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2178   -1.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4993   -1.8123    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   34.1662   -4.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  5  6  2  0
  1  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  0
 11 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 14 21  1  0
 18 22  1  0
 16 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4470707

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 329.83

Molecular Weight (Monoisotopic): 329.1295

AlogP: 3.99

#Rotatable Bonds: 6

Polar Surface Area: 53.49

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.67

CX Basic pKa: 2.03

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.62

Np Likeness Score: -1.78

References

1. Zou Y, Hu Y, Ge S, Zheng Y, Li Y, Liu W, Guo W, Zhang Y, Xu Q, Lai Y..  (2019)  Effective Virtual Screening Strategy toward heme-containing proteins: Identification of novel IDO1 inhibitors.,  184  [PMID:31610376] [10.1016/j.ejmech.2019.111750]

Source

Source(1):

• Scientific Literature