2-[[(2R,6S)-2,6-dimethylmorpholin-4-yl]methyl]-7-(4-fluorophenyl)thieno[3,2-b]pyridine-5-carboxamide

ID: ALA4527834

Chembl Id: CHEMBL4527834

PubChem CID: 155545491

Max Phase: Preclinical

Molecular Formula: C21H22FN3O2S

Molecular Weight: 399.49

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@@H]1CN(Cc2cc3nc(C(N)=O)cc(-c4ccc(F)cc4)c3s2)C[C@H](C)O1

Standard InChI:  InChI=1S/C21H22FN3O2S/c1-12-9-25(10-13(2)27-12)11-16-7-18-20(28-16)17(8-19(24-18)21(23)26)14-3-5-15(22)6-4-14/h3-8,12-13H,9-11H2,1-2H3,(H2,23,26)/t12-,13+

Standard InChI Key:  CGOSJAXPXSHPEA-BETUJISGSA-N

Alternative Forms

  1. Parent:

    ALA4527834

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Associated Targets(Human)

GRM1 Tchem Metabotropic glutamate receptor 1 (2309 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GRM5 Tchem Metabotropic glutamate receptor 5 (5733 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GRM6 Tchem Metabotropic glutamate receptor 6 (361 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Grm2 Metabotropic glutamate receptor 2 (1326 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Grm3 Metabotropic glutamate receptor 3 (981 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Grm4 Metabotropic glutamate receptor 4 (663 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Grm7 Metabotropic glutamate receptor 7 (580 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Grm8 Metabotropic glutamate receptor 8 (169 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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: 399.49Molecular Weight (Monoisotopic): 399.1417AlogP: 3.81#Rotatable Bonds: 4
Polar Surface Area: 68.45Molecular Species: NEUTRALHBA: 5HBD: 1
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 7.31CX LogP: 3.73CX LogD: 3.47
Aromatic Rings: 3Heavy Atoms: 28QED Weighted: 0.72Np Likeness Score: -1.31

References

1. Childress ES, Wieting JM, Felts AS, Breiner MM, Long MF, Luscombe VB, Rodriguez AL, Cho HP, Blobaum AL, Niswender CM, Emmitte KA, Conn PJ, Lindsley CW..  (2018)  Discovery of Novel Central Nervous System Penetrant Metabotropic Glutamate Receptor Subtype 2 (mGlu2) Negative Allosteric Modulators (NAMs) Based on Functionalized Pyrazolo[1,5- a]pyrimidine-5-carboxamide and Thieno[3,2- b]pyridine-5-carboxamide Cores.,  62  (1): [PMID:30350962] [10.1021/acs.jmedchem.8b01266]

Source