N1,N1-diethyl-N3-(5,6,7,8-tetrahydroquinolin-4-yl)propane-1,3-diamine

ID: ALA4202579

PubChem CID: 145978434

Max Phase: Preclinical

Molecular Formula: C16H27N3

Molecular Weight: 261.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)CCCNc1ccnc2c1CCCC2

Standard InChI:  InChI=1S/C16H27N3/c1-3-19(4-2)13-7-11-17-16-10-12-18-15-9-6-5-8-14(15)16/h10,12H,3-9,11,13H2,1-2H3,(H,17,18)

Standard InChI Key:  INXYWILXKUVOFP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    3.3387   -5.1039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0483   -4.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0455   -3.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3369   -3.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6306   -4.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6302   -3.8754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9241   -3.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2140   -3.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2144   -4.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9250   -5.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3348   -2.6494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0415   -2.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7502   -2.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4569   -2.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1657   -2.6423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724   -2.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1677   -3.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5811   -2.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4610   -3.8699    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
 15 17  1  0
 16 18  1  0
 17 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4202579

   ---

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: 261.41

Molecular Weight (Monoisotopic): 261.2205

AlogP: 3.10

#Rotatable Bonds: 7

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: 10.03

CX LogP: 2.35

CX LogD: -1.47

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.76

Np Likeness Score: -1.28

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