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(4-bromo-3-hydroxyphenyl)(4-(3-(5-(trifluoromethyl)pyridin-2-yloxy)benzyl)piperidin-1-yl)methanone ID: ALA5172052
PubChem CID: 168270806
Max Phase: Preclinical
Molecular Formula: C25H22BrF3N2O3
Molecular Weight: 535.36
Associated Items:
Names and Identifiers Canonical SMILES: O=C(c1ccc(Br)c(O)c1)N1CCC(Cc2cccc(Oc3ccc(C(F)(F)F)cn3)c2)CC1
Standard InChI: InChI=1S/C25H22BrF3N2O3/c26-21-6-4-18(14-22(21)32)24(33)31-10-8-16(9-11-31)12-17-2-1-3-20(13-17)34-23-7-5-19(15-30-23)25(27,28)29/h1-7,13-16,32H,8-12H2
Standard InChI Key: YAWGHJXIPROUDS-UHFFFAOYSA-N
Molfile:
RDKit 2D
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-1.0661 0.8266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.4898 -0.8206 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-3.2019 -0.4087 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.1966 0.4136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
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-4.6216 0.4146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-4.6196 -0.4121 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.9077 -0.8202 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
-5.3342 0.8256 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-5.3347 1.6482 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0
-6.0464 0.4139 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0
-6.0496 1.2376 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0
0.3629 -0.8196 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.0748 -0.4071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.7821 -0.8207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.4917 -0.4118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.4947 0.4110 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
1.7818 0.8234 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.0660 0.4128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.2081 0.8208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.9195 0.4079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.2099 1.6434 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.9126 -0.4128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.6232 -0.8256 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.3376 -0.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.3367 0.4110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.6254 0.8200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.6211 -1.6482 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
6.0496 -0.8277 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0
1 2 2 0
2 3 1 0
3 4 2 0
4 5 1 0
5 6 2 0
6 1 1 0
2 7 1 0
7 8 1 0
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11 14 1 0
14 15 1 0
14 16 1 0
14 17 1 0
4 18 1 0
18 19 1 0
19 20 1 0
20 21 1 0
21 22 1 0
22 23 1 0
19 24 1 0
23 24 1 0
22 25 1 0
25 26 1 0
25 27 2 0
26 28 2 0
28 29 1 0
29 30 2 0
30 31 1 0
31 32 2 0
32 26 1 0
29 33 1 0
30 34 1 0
M END Associated Targets(Human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: Topical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: No
Drug Indications MESH ID MESH Heading EFO IDs EFO Terms Max Phase for Indication References
Mechanisms of Action Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References
Calculated Properties Molecular Weight: 535.36Molecular Weight (Monoisotopic): 534.0766AlogP: 6.46#Rotatable Bonds: 5Polar Surface Area: 62.66Molecular Species: NEUTRALHBA: 4HBD: 1#RO5 Violations: 2HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski): 2CX Acidic pKa: 7.44CX Basic pKa: 0.80CX LogP: 6.21CX LogD: 5.93Aromatic Rings: 3Heavy Atoms: 34QED Weighted: 0.41Np Likeness Score: -1.28
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 ]