2-chloro-7-hydroxy-1-(2'-hydroxy-3'-methoxybiphenyl-4-yl)-5-oxo-4,5-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile

ID: ALA2408231

Chembl Id: CHEMBL2408231

PubChem CID: 67052905

Max Phase: Preclinical

Molecular Formula: C21H14ClN3O4

Molecular Weight: 407.81

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cccc(-c2ccc(-n3c(Cl)cc4[nH]c(=O)c(C#N)c(O)c43)cc2)c1O

Standard InChI:  InChI=1S/C21H14ClN3O4/c1-29-16-4-2-3-13(19(16)26)11-5-7-12(8-6-11)25-17(22)9-15-18(25)20(27)14(10-23)21(28)24-15/h2-9,26H,1H3,(H2,24,27,28)

Standard InChI Key:  ZOEXVPCZLDRGIV-UHFFFAOYSA-N

Associated Targets(Human)

PRKAA2 Tchem AMPK alpha2/beta2/gamma3 (24 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PRKAA2 Tchem AMPK alpha2/beta2/gamma1 (80 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PRKAB2 Tchem AMPK alpha1/beta2/gamma1 (35 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PRKAA2 Tchem AMPK alpha2/beta1/gamma1 (210 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PRKAB1 Tchem AMPK alpha1/beta1/gamma3 (5 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PRKAG2 Tchem AMPK alpha1/beta1/gamma2 (16 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PRKAG1 Tchem AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1 (619 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Blood (1764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasma (6361 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: 407.81Molecular Weight (Monoisotopic): 407.0673AlogP: 3.93#Rotatable Bonds: 3
Polar Surface Area: 111.27Molecular Species: ACIDHBA: 6HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 6.02CX Basic pKa: CX LogP: 3.04CX LogD: 1.66
Aromatic Rings: 4Heavy Atoms: 29QED Weighted: 0.48Np Likeness Score: -0.64

References

1. Mirguet O, Sautet S, Clément CA, Toum J, Donche F, Marques C, Rondet E, Pizzonero M, Beaufils B, Dudit Y, Huet P, Trottet L, Grondin P, Brusq JM, Boursier E, Saintillan Y, Nicodeme E..  (2013)  Discovery of Pyridones As Oral AMPK Direct Activators.,  (7): [PMID:24900722] [10.1021/ml400157g]

Source