1-(3-Ethynylazulen-1-ylmethyl)-4-(2-methoxyphenyl)piperazine

ID: ALA2207632

PubChem CID: 71461481

Max Phase: Preclinical

Molecular Formula: C24H24N2O

Molecular Weight: 356.47

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  C#Cc1cc(CN2CCN(c3ccccc3OC)CC2)c2cccccc1-2

Standard InChI:  InChI=1S/C24H24N2O/c1-3-19-17-20(22-10-6-4-5-9-21(19)22)18-25-13-15-26(16-14-25)23-11-7-8-12-24(23)27-2/h1,4-12,17H,13-16,18H2,2H3

Standard InChI Key:  HNCOLMVXXZHGHT-UHFFFAOYSA-N

Molfile:  

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    1.6568   -4.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7187   -5.7824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2279   -6.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0547   -6.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3968   -5.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5773   -5.8022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7194   -5.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7973   -3.3320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5213   -3.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2273   -3.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2178   -2.4848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4969   -2.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9247   -2.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3545   -2.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3412   -1.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6144   -0.8114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9098   -1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6597   -3.2881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3811   -3.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8163   -6.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Associated Targets(Human)

HRH4 Tchem Histamine H4 receptor (3997 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HRH3 Tclin Histamine H3 receptor (10389 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HRH2 Tclin Histamine H2 receptor (5428 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HRH1 Tclin Histamine H1 receptor (7573 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD4 Tchem Dopamine D4 receptor (7907 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD3 Tclin Dopamine D3 receptor (14368 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD2 Tclin Dopamine D2 receptor (23596 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

HTR2A Serotonin 2a (5-HT2a) receptor (150 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD1 Dopamine D1 receptor (376 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: 356.47Molecular Weight (Monoisotopic): 356.1889AlogP: 4.10#Rotatable Bonds: 4
Polar Surface Area: 15.71Molecular Species: NEUTRALHBA: 3HBD:
#RO5 Violations: HBA (Lipinski): 3HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 7.95CX LogP: 4.64CX LogD: 3.98
Aromatic Rings: 1Heavy Atoms: 27QED Weighted: 0.65Np Likeness Score: -1.11

References

1. Löber S, Hübner H, Buschauer A, Sanna F, Argiolas A, Melis MR, Gmeiner P..  (2012)  Novel azulene derivatives for the treatment of erectile dysfunction.,  22  (23): [PMID:23099096] [10.1016/j.bmcl.2012.09.064]

Source