(3aR,9bR)-2-(Benzofuran-5-ylsulfonyl)-5-methyl-3,3a,5,9btetrahydro-1H-pyrrolo[3,4-c][1,6]naphthyridin-4(2H)-one

ID: ALA4074873

Chembl Id: CHEMBL4074873

PubChem CID: 132547348

Max Phase: Preclinical

Molecular Formula: C19H17N3O4S

Molecular Weight: 383.43

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CN1C(=O)[C@@H]2CN(S(=O)(=O)c3ccc4occc4c3)C[C@@H]2c2cnccc21

Standard InChI:  InChI=1S/C19H17N3O4S/c1-21-17-4-6-20-9-14(17)15-10-22(11-16(15)19(21)23)27(24,25)13-2-3-18-12(8-13)5-7-26-18/h2-9,15-16H,10-11H2,1H3/t15-,16-/m1/s1

Standard InChI Key:  QODWZTUPLVMSQR-HZPDHXFCSA-N

Alternative Forms

  1. Parent:

    ALA4074873

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Associated Targets(Human)

GLRA3 Tchem Glycine receptor alpha-3/beta (286 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GLRA3 Tchem Glycine receptor subunit alpha-3 (44 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GLRA1 Tclin Glycine receptor subunit alpha-1 (392 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GLRA1 Tclin Glycine receptor (alpha-1/beta) (119 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Liver (8163 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Glra1 Glycine receptor subunit alpha-1 (2 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Glra3 Glycine receptor subunit alpha-3 (4 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: 383.43Molecular Weight (Monoisotopic): 383.0940AlogP: 2.21#Rotatable Bonds: 2
Polar Surface Area: 83.72Molecular Species: NEUTRALHBA: 5HBD:
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 4.50CX LogP: 0.58CX LogD: 0.58
Aromatic Rings: 3Heavy Atoms: 27QED Weighted: 0.68Np Likeness Score: -0.70

References

1. Bregman H, Simard JR, Andrews KL, Ayube S, Chen H, Gunaydin H, Guzman-Perez A, Hu J, Huang L, Huang X, Krolikowski PH, Lehto SG, Lewis RT, Michelsen K, Pegman P, Plant MH, Shaffer PL, Teffera Y, Yi S, Zhang M, Gingras J, DiMauro EF..  (2017)  The Discovery and Hit-to-Lead Optimization of Tricyclic Sulfonamides as Potent and Efficacious Potentiators of Glycine Receptors.,  60  (3): [PMID:28001399] [10.1021/acs.jmedchem.6b01496]
2. Sparling BA, DiMauro EF..  (2017)  Progress in the discovery of small molecule modulators of the Cys-loop superfamily receptors.,  27  (15): [PMID:28606760] [10.1016/j.bmcl.2017.04.073]
3. Cioffi CL..  (2018)  Modulation of Glycine-Mediated Spinal Neurotransmission for the Treatment of Chronic Pain.,  61  (7): [PMID:28876062] [10.1021/acs.jmedchem.7b00956]

Source