1-(3,5-Diiodo-benzyl)-1,2,3,4-tetrahydro-isoquinoline-6,7-diol

ID: ALA122757

PubChem CID: 10051943

Max Phase: Preclinical

Molecular Formula: C16H15I2NO2

Molecular Weight: 507.11

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Oc1cc2c(cc1O)C(Cc1cc(I)cc(I)c1)NCC2

Standard InChI:  InChI=1S/C16H15I2NO2/c17-11-3-9(4-12(18)7-11)5-14-13-8-16(21)15(20)6-10(13)1-2-19-14/h3-4,6-8,14,19-21H,1-2,5H2

Standard InChI Key:  PDQNCKWPRIQWGX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -0.1708   -0.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6875   -0.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542   -0.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1708    0.5833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2083   -0.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6875    0.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2083    0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -0.0167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -1.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625   -0.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9167   -1.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042   -2.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9167   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -1.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3917   -0.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7250   -0.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4292   -0.9125    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.4000   -2.7167    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792    0.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7875    0.7375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542    0.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  1  1  0
  5  2  1  0
  6  4  2  0
  7  6  1  0
  8  3  1  0
  9 10  1  0
 10  3  1  0
 11 13  1  0
 12 14  1  0
 13 15  2  0
 14  9  2  0
 15  9  1  0
 16  5  1  0
 17 13  1  0
 18 12  1  0
 19 21  1  0
 20  7  1  0
 21  4  1  0
  8 19  1  0
  7  5  2  0
 12 11  2  0
M  END

Associated Targets(Human)

ADRB2 Tclin Beta-2 adrenergic receptor (11824 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TBXA2R Tclin Thromboxane A2 receptor (5717 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRB1 Tclin Beta-1 adrenergic receptor (6630 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRB1 Tclin Adrenergic receptor beta; ADRB1 & ADRB2 (240 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 507.11Molecular Weight (Monoisotopic): 506.9192AlogP: 3.74#Rotatable Bonds: 2
Polar Surface Area: 52.49Molecular Species: BASEHBA: 3HBD: 3
#RO5 Violations: 1HBA (Lipinski): 3HBD (Lipinski): 3#RO5 Violations (Lipinski): 1
CX Acidic pKa: 9.52CX Basic pKa: 8.50CX LogP: 4.58CX LogD: 3.65
Aromatic Rings: 2Heavy Atoms: 21QED Weighted: 0.43Np Likeness Score: 0.98

References

1. De Los Angeles JE, Nikulin VI, Shams G, Konkar AA, Mehta R, Feller DR, Miller DD..  (1996)  Iodinated analogs of trimetoquinol as highly potent and selective beta 2-adrenoceptor ligands.,  39  (19): [PMID:8809159] [10.1021/jm960208o]

Source