2-(4-Fluoro-phenoxy)-N-(4-methoxy-benzyl)-nicotinamide

ID: ALA170122

PubChem CID: 9884857

Max Phase: Preclinical

Molecular Formula: C20H17FN2O3

Molecular Weight: 352.37

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  COc1ccc(CNC(=O)c2cccnc2Oc2ccc(F)cc2)cc1

Standard InChI:  InChI=1S/C20H17FN2O3/c1-25-16-8-4-14(5-9-16)13-23-19(24)18-3-2-12-22-20(18)26-17-10-6-15(21)7-11-17/h2-12H,13H2,1H3,(H,23,24)

Standard InChI Key:  RBRAFPFLOPELES-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -0.2583   -1.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542   -1.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2625   -2.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7792   -1.3375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7833   -2.2500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542   -0.4417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2667   -2.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2917   -1.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2667   -4.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8167   -1.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542   -1.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2667   -4.6417    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7875   -3.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8167   -1.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3417   -2.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542   -1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792   -2.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2958   -1.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792   -2.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2958   -1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

Associated Targets(non-human)

Pde4d Phosphodiesterase 4 (578 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 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: 352.37Molecular Weight (Monoisotopic): 352.1223AlogP: 3.95#Rotatable Bonds: 6
Polar Surface Area: 60.45Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 12.94CX Basic pKa: 1.71CX LogP: 3.63CX LogD: 3.63
Aromatic Rings: 3Heavy Atoms: 26QED Weighted: 0.73Np Likeness Score: -1.60

References

1. Vinick FJ, Saccomano NA, Koe BK, Nielsen JA, Williams IH, Thadeio PF, Jung S, Meltz M, Johnson J, Lebel LA..  (1991)  Nicotinamide ethers: novel inhibitors of calcium-independent phosphodiesterase and [3H]rolipram binding.,  34  (1): [PMID:1825116] [10.1021/jm00105a015]

Source