3-(3,5-Dichlorophenyl)-7-(piperidin-1-yl)quinolin-2-amine

ID: ALA5279286

Max Phase: Preclinical

Molecular Formula: C20H19Cl2N3

Molecular Weight: 372.30

Names and Identifiers

Canonical SMILES:  Nc1nc2cc(N3CCCCC3)ccc2cc1-c1cc(Cl)cc(Cl)c1

Standard InChI:  InChI=1S/C20H19Cl2N3/c21-15-8-14(9-16(22)11-15)18-10-13-4-5-17(12-19(13)24-20(18)23)25-6-2-1-3-7-25/h4-5,8-12H,1-3,6-7H2,(H2,23,24)

Standard InChI Key:  FHBAVYDUKBCGIC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   17.2710   -2.9344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2699   -3.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9779   -4.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9761   -2.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6848   -2.9308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6882   -3.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4005   -4.1634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1141   -3.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1107   -2.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3938   -2.5130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8229   -4.1568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5619   -4.1620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8171   -2.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5254   -2.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2313   -2.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2292   -1.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5153   -1.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8122   -1.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5099   -0.4711    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.9401   -2.9193    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.8543   -3.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1483   -4.1507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1435   -4.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8507   -5.3795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5628   -4.9733    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
  5 10  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  8 11  1  0
  2 12  1  0
  9 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
 17 19  1  0
 15 20  1  0
 12 21  1  0
 12 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5279286

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 372.30

Molecular Weight (Monoisotopic): 371.0956

AlogP: 5.78

#Rotatable Bonds: 2

Polar Surface Area: 42.15

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.63

CX LogP: 5.71

CX LogD: 5.29

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.62

Np Likeness Score: -1.07

References

1. Hammill JT, Sviripa VM, Kril LM, Ortiz D, Fargo CM, Kim HS, Chen Y, Rector J, Rice AL, Domagalska MA, Begley KL, Liu C, Rangnekar VM, Dujardin JC, Watt DS, Landfear SM, Guy RK..  (2021)  Amino-Substituted 3-Aryl- and 3-Heteroarylquinolines as Potential Antileishmanial Agents.,  64  (16.0): [PMID:34355566] [10.1021/acs.jmedchem.1c00813]

Source

Source(1):

• Scientific Literature