N-benzylquinolin-2-amine

ID: ALA201720

PubChem CID: 12225375

Max Phase: Preclinical

Molecular Formula: C16H14N2

Molecular Weight: 234.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(CNc2ccc3ccccc3n2)cc1

Standard InChI:  InChI=1S/C16H14N2/c1-2-6-13(7-3-1)12-17-16-11-10-14-8-4-5-9-15(14)18-16/h1-11H,12H2,(H,17,18)

Standard InChI Key:  PBQZDVLJNWXNFO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    1.0611    2.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0599    1.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7747    0.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7729    2.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4883    2.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4891    1.3185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2044    0.9075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9194    1.3223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9146    2.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1987    2.5595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6355    0.9126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3483    1.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3451    2.1528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0588    2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0560    3.3904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3394    3.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6241    3.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6305    2.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0
  4  1  2  0
  9 10  1  0
 10  5  2  0
  8 11  1  0
  2  3  2  0
 11 12  1  0
  5  6  1  0
 12 13  1  0
  3  6  1  0
 13 14  2  0
  6  7  2  0
 14 15  1  0
  1  2  1  0
 15 16  2  0
  7  8  1  0
 16 17  1  0
  5  4  1  0
 17 18  2  0
 18 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA201720

   N-benzylquinolin-2-amine

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: 234.30

Molecular Weight (Monoisotopic): 234.1157

AlogP: 3.85

#Rotatable Bonds: 3

Polar Surface Area: 24.92

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.92

CX LogP: 3.92

CX LogD: 3.91

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.74

Np Likeness Score: -1.18

References

1. Inglis SR, Jones RK, Booker GW, Pyke SM..  (2006)  Synthesis of N-benzylated-2-aminoquinolines as ligands for the Tec SH3 domain.,  16  (2): [PMID:16260132] [10.1016/j.bmcl.2005.09.073]

2. Saari R, Törmä JC, Nevalainen T..  (2011)  Microwave-assisted synthesis of quinoline, isoquinoline, quinoxaline and quinazoline derivatives as CB2 receptor agonists.,  19  (2): [PMID:21215643] [10.1016/j.bmc.2010.11.059]

Source

Source(1):

• Scientific Literature