1-(3-((dimethylamino)methyl)-4-hydroxy-4-(3-hydroxyphenyl)piperidin-1-yl)-3-(4-(trifluoromethyl)phenyl)propan-1-one

ID: ALA5275442

Chembl Id: CHEMBL5275442

Max Phase: Preclinical

Molecular Formula: C24H29F3N2O3

Molecular Weight: 450.50

Associated Items:

Names and Identifiers

Canonical SMILES:  CN(C)CC1CN(C(=O)CCc2ccc(C(F)(F)F)cc2)CCC1(O)c1cccc(O)c1

Standard InChI:  InChI=1S/C24H29F3N2O3/c1-28(2)15-20-16-29(13-12-23(20,32)19-4-3-5-21(30)14-19)22(31)11-8-17-6-9-18(10-7-17)24(25,26)27/h3-7,9-10,14,20,30,32H,8,11-13,15-16H2,1-2H3

Standard InChI Key:  VRXBTBPWBHNAMD-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA5275442

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Associated Targets(Human)

OPRD1 Tclin Delta opioid receptor (15096 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Oprm1 Mu opioid receptor (6060 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: 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: 450.50Molecular Weight (Monoisotopic): 450.2130AlogP: 3.64#Rotatable Bonds: 6
Polar Surface Area: 64.01Molecular Species: BASEHBA: 4HBD: 2
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 9.46CX Basic pKa: 8.66CX LogP: 2.89CX LogD: 1.87
Aromatic Rings: 2Heavy Atoms: 32QED Weighted: 0.71Np Likeness Score: -0.39

References

1. Huang H, Li X, Xie P, Li X, Xu X, Qian Y, Yuan C, Meng X, Chai J, Chen J, Liu J, Wang W, Li W, Wang Y, Fu W, Liu J..  (2021)  Discovery, Structure-Activity Relationship, and Mechanistic Studies of 1-((3R,4S)-3-((Dimethylamino)methyl)-4-hydroxy-4-(3-methoxyphenyl)piperidin-1-yl)-2-(2,4,5-trifluorophenyl)ethan-1-one as a Novel Potent Analgesic.,  64  (13.0): [PMID:34152138] [10.1021/acs.jmedchem.1c00722]

Source