(3-((4-(Aminomethyl)pyridin-2-yl)oxy)phenyl)(3,4-dihydroisoquinolin-2(1H)-yl)methanone

ID: ALA4066192

PubChem CID: 122516179

Max Phase: Preclinical

Molecular Formula: C22H21N3O2

Molecular Weight: 359.43

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  NCc1ccnc(Oc2cccc(C(=O)N3CCc4ccccc4C3)c2)c1

Standard InChI:  InChI=1S/C22H21N3O2/c23-14-16-8-10-24-21(12-16)27-20-7-3-6-18(13-20)22(26)25-11-9-17-4-1-2-5-19(17)15-25/h1-8,10,12-13H,9,11,14-15,23H2

Standard InChI Key:  MAPGRQSVGRBDGP-UHFFFAOYSA-N

Molfile:  

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   21.5229   -7.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8145   -6.7265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

  1. Parent:

    ALA4066192

    ---

Associated Targets(Human)

LOXL2 Tchem Lysyl oxidase homolog 2 (834 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LOX Tchem Lysyl oxidase (75 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: 359.43Molecular Weight (Monoisotopic): 359.1634AlogP: 3.53#Rotatable Bonds: 4
Polar Surface Area: 68.45Molecular Species: BASEHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 8.96CX LogP: 3.04CX LogD: 1.48
Aromatic Rings: 3Heavy Atoms: 27QED Weighted: 0.77Np Likeness Score: -1.47

References

1. Rowbottom MW, Bain G, Calderon I, Lasof T, Lonergan D, Lai A, Huang F, Darlington J, Prodanovich P, Santini AM, King CD, Goulet L, Shannon KE, Ma GL, Nguyen K, MacKenna DA, Evans JF, Hutchinson JH..  (2017)  Identification of 4-(Aminomethyl)-6-(trifluoromethyl)-2-(phenoxy)pyridine Derivatives as Potent, Selective, and Orally Efficacious Inhibitors of the Copper-Dependent Amine Oxidase, Lysyl Oxidase-Like 2 (LOXL2).,  60  (10): [PMID:28471663] [10.1021/acs.jmedchem.7b00345]

Source