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

ID: ALA431400

PubChem CID: 10470867

Max Phase: Preclinical

Molecular Formula: C18H13F3N2

Molecular Weight: 314.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1cccc(C2=Cc3ccccc3C3=NCCN23)c1

Standard InChI:  InChI=1S/C18H13F3N2/c19-18(20,21)14-6-3-5-13(10-14)16-11-12-4-1-2-7-15(12)17-22-8-9-23(16)17/h1-7,10-11H,8-9H2

Standard InChI Key:  WAPIGQCOZADHIY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    1.7875   -1.9125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2750   -2.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8167   -1.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042   -1.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6167   -2.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7542   -1.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2750   -2.8167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7750   -1.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4167   -1.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167   -1.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167   -1.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8917   -2.8375    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917   -2.9500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375   -2.4625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.3042   -2.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3042   -2.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7125   -0.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2250   -2.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2625   -0.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125   -1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3042   -0.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2875   -1.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2708   -1.2625    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 10  1  0
  6  2  1  0
  7  2  2  0
  8  4  1  0
  9  3  1  0
 10 11  1  0
 11  9  2  0
 12  5  1  0
 13  5  1  0
 14  5  1  0
 15  1  1  0
 16 15  1  0
 17  9  1  0
 18  6  1  0
 19  8  1  0
 20 21  1  0
 21 17  2  0
 22 18  2  0
 23 19  2  0
  7 16  1  0
  6  8  2  0
 10 20  2  0
 23 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA431400

   5-(3-Trifluoromethyl-phenyl)-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: 314.31

Molecular Weight (Monoisotopic): 314.1031

AlogP: 4.28

#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: 7.10

CX LogP: 3.94

CX LogD: 3.76

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.77

Np Likeness Score: -0.71

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