3,4-Dichloro-N-[(2-chloroquinolin-3-yl)methyl]-Nmethylaniline

ID: ALA2261247

PubChem CID: 71595377

Max Phase: Preclinical

Molecular Formula: C17H13Cl3N2

Molecular Weight: 351.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(Cc1cc2ccccc2nc1Cl)c1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C17H13Cl3N2/c1-22(13-6-7-14(18)15(19)9-13)10-12-8-11-4-2-3-5-16(11)21-17(12)20/h2-9H,10H2,1H3

Standard InChI Key:  XEMFTFBKBVSAMY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   12.9320  -30.3335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9309  -31.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6456  -31.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6438  -29.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3592  -30.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3600  -31.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0753  -31.5677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7904  -31.1529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7856  -30.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0696  -29.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4976  -29.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2144  -30.3142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9265  -29.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6412  -30.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3526  -29.8928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3480  -29.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6260  -28.6589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9175  -29.0775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5064  -31.5626    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.0694  -30.3013    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.0594  -28.6491    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.2195  -31.1392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  8 19  1  0
 15 20  1  0
 16 21  1  0
 12 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2261247

   3,4-dichloro-N-[(2-chloro-3-quinolyl)methyl]-N-methyl-aniline

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: 351.66

Molecular Weight (Monoisotopic): 350.0144

AlogP: 5.83

#Rotatable Bonds: 3

Polar Surface Area: 16.13

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.60

CX LogP: 6.00

CX LogD: 6.00

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.55

Np Likeness Score: -1.58

References

1. Kumar S, Bawa S, Drabu S, Panda BP.  (2011)  Design and synthesis of 2-chloroquinoline derivatives as non-azoles antimycotic agents,  20  (8): [10.1007/s00044-010-9463-6]

Source

Source(1):

• Scientific Literature