5-(4-Cyclohexyl-phenyl)-2,3-dihydro-imidazo[2,1-a]isoquinoline

ID: ALA431005

PubChem CID: 9996624

Max Phase: Preclinical

Molecular Formula: C23H24N2

Molecular Weight: 328.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C1=C(c2ccc(C3CCCCC3)cc2)N2CCN=C2c2ccccc21

Standard InChI:  InChI=1S/C23H24N2/c1-2-6-17(7-3-1)18-10-12-19(13-11-18)22-16-20-8-4-5-9-21(20)23-24-14-15-25(22)23/h4-5,8-13,16-17H,1-3,6-7,14-15H2

Standard InChI Key:  YTQRDPJGFKPMHO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 29  0  0  0  0  0  0  0  0999 V2000
    2.9875   -4.5167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667   -4.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0167   -3.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5042   -3.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542   -4.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667   -5.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9750   -3.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6167   -3.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8125   -3.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9167   -4.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9125   -3.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5042   -3.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5167   -4.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5042   -4.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5042   -5.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4125   -3.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4250   -4.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4625   -3.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7125   -4.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7042   -3.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9125   -4.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9292   -3.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3042   -3.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3042   -4.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6125   -3.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  3  2  0
  5  2  1  0
  6  2  2  0
  7  4  1  0
  8  3  1  0
  9 12  1  0
 10  8  2  0
 11  8  1  0
 12 11  2  0
 13 10  1  0
 14  1  1  0
 15 14  1  0
 16  9  1  0
 17  5  1  0
 18  7  1  0
 19 16  1  0
 20 16  1  0
 21 17  2  0
 22 18  2  0
 23 20  1  0
 24 19  1  0
 25 23  1  0
  6 15  1  0
  5  7  2  0
 13  9  2  0
 22 21  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA431005

   5-(4-Cyclohexylphenyl)-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: 328.46

Molecular Weight (Monoisotopic): 328.1939

AlogP: 5.31

#Rotatable Bonds: 2

Polar Surface Area: 15.60

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 5.18

CX LogD: 4.98

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.73

Np Likeness Score: -0.17

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