4-(2,3-Dihydro-imidazo[2,1-a]isoquinolin-5-yl)-phenol

ID: ALA81715

PubChem CID: 135503537

Max Phase: Preclinical

Molecular Formula: C17H14N2O

Molecular Weight: 262.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(C2=Cc3ccccc3C3=NCCN23)cc1

Standard InChI:  InChI=1S/C17H14N2O/c20-14-7-5-12(6-8-14)16-11-13-3-1-2-4-15(13)17-18-9-10-19(16)17/h1-8,11,20H,9-10H2

Standard InChI Key:  SLBRKSWFKKEJBR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
    6.5792   -2.8125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0667   -3.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6167   -2.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1042   -1.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5542   -2.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0667   -3.7167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5667   -2.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2167   -2.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5125   -2.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5042   -1.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1042   -3.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1042   -3.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4042   -2.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1042   -1.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1125   -2.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0042   -2.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0167   -3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0542   -1.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5042   -2.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5250   -2.1625    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 11  1  0
 13 14  1  0
 14 10  2  0
 15  9  1  0
 16 13  1  0
 17  5  1  0
 18  7  1  0
 19 17  2  0
 20 18  2  0
 12  6  1  0
  7  5  2  0
 13 15  2  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA81715

   ---

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: 262.31

Molecular Weight (Monoisotopic): 262.1106

AlogP: 2.97

#Rotatable Bonds: 1

Polar Surface Area: 35.83

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.98

CX Basic pKa: 7.19

CX LogP: 2.65

CX LogD: 2.54

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.86

Np Likeness Score: 0.10

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