(3-hydroxyphenyl)(4-(3-(pyridin-2-yloxy)benzyl)piperidin-1-yl)methanone

ID: ALA5203586

PubChem CID: 168293185

Max Phase: Preclinical

Molecular Formula: C24H24N2O3

Molecular Weight: 388.47

Names and Identifiers

Canonical SMILES:  O=C(c1cccc(O)c1)N1CCC(Cc2cccc(Oc3ccccn3)c2)CC1

Standard InChI:  InChI=1S/C24H24N2O3/c27-21-7-4-6-20(17-21)24(28)26-13-10-18(11-14-26)15-19-5-3-8-22(16-19)29-23-9-1-2-12-25-23/h1-9,12,16-18,27H,10-11,13-15H2

Standard InChI Key:  DPVDZJYGQWZYEY-UHFFFAOYSA-N

Molfile:  

 
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   -2.8478   -0.8182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5616    0.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8519    1.6458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5546   -0.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2675    0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2630   -1.6458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA5203586

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 388.47

Molecular Weight (Monoisotopic): 388.1787

AlogP: 4.67

#Rotatable Bonds: 5

Polar Surface Area: 62.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.82

CX Basic pKa: 1.95

CX LogP: 4.56

CX LogD: 4.54

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.69

Np Likeness Score: -1.03

References

1. Bononi G, Di Stefano M, Poli G, Ortore G, Meier P, Masetto F, Caligiuri I, Rizzolio F, Macchia M, Chicca A, Avan A, Giovannetti E, Vagaggini C, Brai A, Dreassi E, Valoti M, Minutolo F, Granchi C, Gertsch J, Tuccinardi T..  (2022)  Reversible Monoacylglycerol Lipase Inhibitors: Discovery of a New Class of Benzylpiperidine Derivatives.,  65  (10.0): [PMID:35522977] [10.1021/acs.jmedchem.1c01806]

Source

Source(1):

• Scientific Literature