7-Methoxy-3-[4-(pyridin-3-yl)butyl]-2,3,4,5-tetrahydro-1H-3-benzazepin-1-ol

ID: ALA4521578

PubChem CID: 155542668

Max Phase: Preclinical

Molecular Formula: C20H26N2O2

Molecular Weight: 326.44

Molecule Type: Unknown

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)CCN(CCCCc1cccnc1)CC2O

Standard InChI:  InChI=1S/C20H26N2O2/c1-24-18-7-8-19-17(13-18)9-12-22(15-20(19)23)11-3-2-5-16-6-4-10-21-14-16/h4,6-8,10,13-14,20,23H,2-3,5,9,11-12,15H2,1H3

Standard InChI Key:  ZCYQYCKSXORVQC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.7267   -2.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7255   -3.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4336   -4.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4318   -2.4637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1452   -3.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1404   -2.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7814   -2.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7952   -4.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5859   -2.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5982   -4.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9472   -3.2600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5907   -1.5534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7644   -3.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1666   -2.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9838   -2.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3987   -3.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2158   -3.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6275   -3.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4439   -3.9272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8469   -3.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4276   -2.5090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6126   -2.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0175   -4.1001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3101   -3.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  5  2  0
  6  4  2  0
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  7 12  1  0
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 15 16  1  0
 16 17  1  0
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 18 19  1  0
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  2 23  1  0
 23 24  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4521578

    ---

Associated Targets(Human)

GRIN2B Tclin Glutamate [NMDA] receptor subunit epsilon 2 (467 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

SIGMAR1 Sigma-1 receptor (3326 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Tmem97 Sigma intracellular receptor 2 (922 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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: 326.44Molecular Weight (Monoisotopic): 326.1994AlogP: 3.00#Rotatable Bonds: 6
Polar Surface Area: 45.59Molecular Species: BASEHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 8.96CX LogP: 2.85CX LogD: 1.28
Aromatic Rings: 2Heavy Atoms: 24QED Weighted: 0.83Np Likeness Score: -0.29

References

1. Wagner M, Schepmann D, Ametamey SM, Wünsch B..  (2019)  Modification of the 4-phenylbutyl side chain of potent 3-benzazepine-based GluN2B receptor antagonists.,  27  (16): [PMID:31255496] [10.1016/j.bmc.2019.06.035]

Source