5-Naphthalen-1-yl-2,3-dihydro-imidazo[2,1-a]isoquinoline

ID: ALA432556

PubChem CID: 9971803

Max Phase: Preclinical

Molecular Formula: C21H16N2

Molecular Weight: 296.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C1=C(c2cccc3ccccc23)N2CCN=C2c2ccccc21

Standard InChI:  InChI=1S/C21H16N2/c1-3-9-17-15(6-1)8-5-11-19(17)20-14-16-7-2-4-10-18(16)21-22-12-13-23(20)21/h1-11,14H,12-13H2

Standard InChI Key:  SYOXVJRKJAQPGA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 27  0  0  0  0  0  0  0  0999 V2000
    4.1625   -5.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292   -6.1917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125   -6.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6500   -5.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6917   -5.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1000   -6.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125   -7.0917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1167   -5.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7167   -4.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6500   -6.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2500   -4.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6500   -7.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2000   -5.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5667   -6.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6042   -5.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2167   -4.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7292   -5.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7542   -4.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2750   -3.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -6.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0667   -5.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417   -3.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7750   -3.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  2  0
  5  1  1  0
  6  8  2  0
  7  3  2  0
  8  4  1  0
  9  5  1  0
 10  2  1  0
 11  9  1  0
 12 10  1  0
 13  5  2  0
 14  6  1  0
 15  8  1  0
 16  9  2  0
 17 13  1  0
 18 17  2  0
 19 11  2  0
 20 21  1  0
 21 15  2  0
 22 16  1  0
 23 22  2  0
  6  3  1  0
  7 12  1  0
 11 18  1  0
 19 23  1  0
 20 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA432556

   5-Naphthalen-1-yl-2,3-dihydroimidazo[2,1-a]isoquinoline

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: 296.37

Molecular Weight (Monoisotopic): 296.1313

AlogP: 4.41

#Rotatable Bonds: 1

Polar Surface Area: 15.60

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.03

CX LogP: 4.05

CX LogD: 3.90

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.65

Np Likeness Score: -0.16

References

1. Houlihan WJ, Munder PG, Handley DA, Cheon SH, Parrino VA..  (1995)  Antitumor activity of 5-aryl-2,3-dihydroimidazo[2,1-a]isoquinolines.,  38  (2): [PMID:7830265] [10.1021/jm00002a004]

Source

Source(1):

• Scientific Literature