1-methylcyclopropyl (1R,5S,9r)-9-((6-((2,6-difluorophenyl)amino)-5-fluoropyrimidin-4-yl)oxy)-3-oxa-7-azabicyclo[3.3.1]nonane-7-carboxylate

ID: ALA4169168

Chembl Id: CHEMBL4169168

PubChem CID: 145955539

Max Phase: Preclinical

Molecular Formula: C22H23F3N4O4

Molecular Weight: 464.44

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC1(OC(=O)N2C[C@H]3COC[C@@H](C2)[C@@H]3Oc2ncnc(Nc3c(F)cccc3F)c2F)CC1

Standard InChI:  InChI=1S/C22H23F3N4O4/c1-22(5-6-22)33-21(30)29-7-12-9-31-10-13(8-29)18(12)32-20-16(25)19(26-11-27-20)28-17-14(23)3-2-4-15(17)24/h2-4,11-13,18H,5-10H2,1H3,(H,26,27,28)/t12-,13+,18+

Standard InChI Key:  WPBWQZUJTCIISQ-MCBXIFIFSA-N

Alternative Forms

  1. Parent:

    ALA4169168

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Associated Targets(Human)

GPR119 Tclin Glucose-dependent insulinotropic receptor (4762 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Gpr119 Glucose-dependent insulinotropic receptor (559 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: 464.44Molecular Weight (Monoisotopic): 464.1671AlogP: 3.65#Rotatable Bonds: 5
Polar Surface Area: 85.81Molecular Species: NEUTRALHBA: 7HBD: 1
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 10.09CX Basic pKa: 2.45CX LogP: 3.34CX LogD: 3.34
Aromatic Rings: 2Heavy Atoms: 33QED Weighted: 0.72Np Likeness Score: -0.28

References

1. Neelamkavil SF, Stamford AW, Kowalski T, Biswas D, Boyle C, Chackalamannil S, Xia Y, Jayne C, Neustadt B, Hao J, Liu H, Dai X, Baker H, Hawes B, O'Neill K, Tang H, Greenlee WJ..  (2018)  Discovery of MK-8282 as a Potent G-Protein-Coupled Receptor 119 Agonist for the Treatment of Type 2 Diabetes.,  (5): [PMID:29795759] [10.1021/acsmedchemlett.8b00073]

Source