Diallyl-[4-(2,3-dihydro-imidazo[2,1-a]isoquinolin-5-yl)-benzyl]-amine

ID: ALA80647

PubChem CID: 10021121

Max Phase: Preclinical

Molecular Formula: C24H25N3

Molecular Weight: 355.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCN(CC=C)Cc1ccc(C2=Cc3ccccc3C3=NCCN23)cc1

Standard InChI:  InChI=1S/C24H25N3/c1-3-14-26(15-4-2)18-19-9-11-20(12-10-19)23-17-21-7-5-6-8-22(21)24-25-13-16-27(23)24/h3-12,17H,1-2,13-16,18H2

Standard InChI Key:  WANZUOVFWFGQCV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    0.6042   -1.4167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0875   -1.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6375   -0.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1250   -0.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4250   -1.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0875   -2.3167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4083   -0.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5292   -1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5292   -0.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1250   -1.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -0.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    1.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0250   -0.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1250   -2.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500   -0.4042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0292   -0.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4292   -0.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1250   -0.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292   -1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9583   -1.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9208   -0.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0250   -0.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2875    0.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4708   -1.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4583   -0.7667    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  8  2  0
 10  8  1  0
 11  1  1  0
 12 24  1  0
 13 25  1  0
 14 13  2  0
 15 12  2  0
 16 11  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 10  2  0
 21  9  1  0
 22  5  1  0
 23  7  1  0
 24 17  1  0
 25 17  1  0
 26 22  2  0
 27 23  2  0
 16  6  1  0
  7  5  2  0
 19 21  2  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA80647

   Diallyl-[4-(2,3-dihydro-imidazo[2,1-a]isoquinolin-5-yl)-benzyl]-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: 355.49

Molecular Weight (Monoisotopic): 355.2048

AlogP: 4.43

#Rotatable Bonds: 7

Polar Surface Area: 18.84

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.14

CX LogP: 4.46

CX LogD: 3.51

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.68

Np Likeness Score: -0.66

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