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

ID: ALA80165

PubChem CID: 10060780

Max Phase: Preclinical

Molecular Formula: C15H12N2S

Molecular Weight: 252.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C1=C(c2cccs2)N2CCN=C2c2ccccc21

Standard InChI:  InChI=1S/C15H12N2S/c1-2-5-12-11(4-1)10-13(14-6-3-9-18-14)17-8-7-16-15(12)17/h1-6,9-10H,7-8H2

Standard InChI Key:  IGSMEDIYXRMEEB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 21  0  0  0  0  0  0  0  0999 V2000
    3.2917   -4.6917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7750   -4.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3250   -4.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8125   -3.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542   -4.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542   -3.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7750   -5.5917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2792   -4.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9417   -3.2417    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3917   -4.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -3.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8125   -3.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8125   -4.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8125   -5.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7292   -4.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7667   -3.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2167   -4.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2292   -4.0417    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  3  1  0
  7  2  2  0
  8  4  1  0
  9  6  1  0
 10  6  2  0
 11  9  1  0
 12 10  1  0
 13  1  1  0
 14 13  1  0
 15  5  1  0
 16  8  1  0
 17 15  2  0
 18 16  2  0
 14  7  1  0
  8  5  2  0
 11 12  2  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA80165

   5-Thiophen-2-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: 252.34

Molecular Weight (Monoisotopic): 252.0721

AlogP: 3.32

#Rotatable Bonds: 1

Polar Surface Area: 15.60

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.49

CX LogP: 2.97

CX LogD: 2.92

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.76

Np Likeness Score: -0.75

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