1-(2-Hydroxy-3-isopropylamino-propoxy)-5,6,7,8,9,9a-hexahydro-benzo[3,4]cyclobuta[1,2]cyclohepten-4b-ol

ID: ALA355038

PubChem CID: 44379252

Max Phase: Preclinical

Molecular Formula: C19H29NO3

Molecular Weight: 319.45

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)NCC(O)COc1cccc2c1[C@@H]1CCCCC[C@]21O

Standard InChI:  InChI=1S/C19H29NO3/c1-13(2)20-11-14(21)12-23-17-9-6-8-16-18(17)15-7-4-3-5-10-19(15,16)22/h6,8-9,13-15,20-22H,3-5,7,10-12H2,1-2H3/t14?,15-,19+/m0/s1

Standard InChI Key:  GMXOAHHIMFPHDD-DZNRSUDRSA-N

Molfile:  

     RDKit          2D

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    1.3167   -1.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9167   -0.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167   -0.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7917   -0.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8000    0.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9167   -1.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2833    0.3833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2458    0.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2792    0.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3792   -0.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2458   -0.2167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2792   -1.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2792   -0.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9667   -1.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7958    1.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3208    0.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9667   -0.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292   -0.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9167    0.0833    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  3  1  0
  5  4  2  0
  6  5  1  0
  1  7  1  1
  8 13  1  0
  9 11  1  0
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 22 14  1  0
 23 19  1  0
  3 24  1  1
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 22 23  1  0
 18 16  2  0
M  END

Associated Targets(Human)

ADRB1 Tclin Adrenergic receptor beta; ADRB1 & ADRB2 (240 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Cavia porcellus (23802 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: 319.45Molecular Weight (Monoisotopic): 319.2147AlogP: 2.67#Rotatable Bonds: 6
Polar Surface Area: 61.72Molecular Species: BASEHBA: 4HBD: 3
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 13.60CX Basic pKa: 9.67CX LogP: 2.52CX LogD: 0.29
Aromatic Rings: 1Heavy Atoms: 23QED Weighted: 0.75Np Likeness Score: 0.44

References

1. Carre MC, Youlassani A, Caubere P, Saint-Aubin-Floch A, Blanc M, Advenier C..  (1984)  Synthesis of a novel series of (aryloxy)propanolamines: new selective beta 2-blocking agents.,  27  (6): [PMID:6145801] [10.1021/jm00372a016]

Source