N1,N1-diethyl-N4-(5,6,7,8-tetrahydroquinolin-4-yl)pentane-1,4-diamine

ID: ALA4217291

PubChem CID: 145972394

Max Phase: Preclinical

Molecular Formula: C18H31N3

Molecular Weight: 289.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)CCCC(C)Nc1ccnc2c1CCCC2

Standard InChI:  InChI=1S/C18H31N3/c1-4-21(5-2)14-8-9-15(3)20-18-12-13-19-17-11-7-6-10-16(17)18/h12-13,15H,4-11,14H2,1-3H3,(H,19,20)

Standard InChI Key:  MOVIASWXDGPRKI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   10.7388   -5.4589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4484   -5.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4456   -4.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7370   -3.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0307   -5.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0303   -4.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3243   -3.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6141   -4.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6145   -5.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3251   -5.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7350   -3.0043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4416   -2.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1504   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8571   -2.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5658   -2.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2725   -2.5869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9812   -2.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2704   -1.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9771   -1.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9832   -3.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4396   -1.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  4 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 17 20  1  0
 12 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4217291

   ---

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: 289.47

Molecular Weight (Monoisotopic): 289.2518

AlogP: 3.88

#Rotatable Bonds: 8

Polar Surface Area: 28.16

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.36

CX LogP: 3.28

CX LogD: -0.87

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: -0.97

References

1. Konstantinović J, Videnović M, Orsini S, Bogojević K, D'Alessandro S, Scaccabarozzi D, Terzić Jovanović N, Gradoni L, Basilico N, Šolaja BA..  (2018)  Novel Aminoquinoline Derivatives Significantly Reduce Parasite Load in Leishmania infantum Infected Mice.,  9  (7): [PMID:30034591] [10.1021/acsmedchemlett.8b00053]

Source

Source(1):

• Scientific Literature