5-Biphenyl-4-yl-2,3-dihydro-imidazo[2,1-a]isoquinoline

ID: ALA420943

PubChem CID: 10314059

Max Phase: Preclinical

Molecular Formula: C23H18N2

Molecular Weight: 322.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C1=C(c2ccc(-c3ccccc3)cc2)N2CCN=C2c2ccccc21

Standard InChI:  InChI=1S/C23H18N2/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/h1-13,16H,14-15H2

Standard InChI Key:  ODUACGSWQIDXJW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 29  0  0  0  0  0  0  0  0999 V2000
    3.4292   -5.2667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9125   -5.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4625   -4.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9500   -4.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4000   -5.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9125   -6.1750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4167   -4.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0625   -4.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2542   -4.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3542   -5.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3542   -4.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500   -4.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9542   -5.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542   -4.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9500   -5.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9500   -6.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8667   -5.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9042   -4.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1542   -5.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1500   -4.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3542   -5.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3667   -4.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7500   -4.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7500   -5.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0542   -4.6792    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  9  1  0
 15  1  1  0
 16 15  1  0
 17  5  1  0
 18  7  1  0
 19 14  1  0
 20 14  2  0
 21 17  2  0
 22 18  2  0
 23 20  1  0
 24 19  2  0
 25 23  2  0
  6 16  1  0
  5  7  2  0
 13  9  2  0
 22 21  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA420943

   5-Biphenyl-4-yl-2,3-dihydro-imidazo[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: 322.41

Molecular Weight (Monoisotopic): 322.1470

AlogP: 4.93

#Rotatable Bonds: 2

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: 7.13

CX LogP: 4.71

CX LogD: 4.52

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.65

Np Likeness Score: -0.20

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