(1S,2R,3S,4S,5R,6R)-2-Amino-3-[(3,4-dichlorophenyl)-sulfanylmethyl]-4-hydroxy-bicyclo[3.1.0]hexane-2,6-dicarboxylic Acid Hydrochloride

ID: ALA4748699

Chembl Id: CHEMBL4748699

PubChem CID: 69669939

Max Phase: Preclinical

Molecular Formula: C15H16Cl3NO5S

Molecular Weight: 392.26

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  Cl.N[C@]1(C(=O)O)[C@@H]2[C@@H](C(=O)O)[C@@H]2[C@H](O)[C@H]1CSc1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C15H15Cl2NO5S.ClH/c16-7-2-1-5(3-8(7)17)24-4-6-12(19)9-10(13(20)21)11(9)15(6,18)14(22)23;/h1-3,6,9-12,19H,4,18H2,(H,20,21)(H,22,23);1H/t6-,9+,10+,11+,12-,15+;/m1./s1

Standard InChI Key:  ZLKYWAAELANRRF-JPWNOPPSSA-N

Associated Targets(Human)

GRM2 Tchem Metabotropic glutamate receptor 2 (3206 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GRM3 Tchem Metabotropic glutamate receptor 3 (732 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: 392.26Molecular Weight (Monoisotopic): 391.0048AlogP: 1.81#Rotatable Bonds: 5
Polar Surface Area: 120.85Molecular Species: ZWITTERIONHBA: 5HBD: 4
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 5#RO5 Violations (Lipinski):
CX Acidic pKa: 1.65CX Basic pKa: 9.54CX LogP: -0.80CX LogD: -4.00
Aromatic Rings: 1Heavy Atoms: 24QED Weighted: 0.56Np Likeness Score: 0.10

References

1. Chappell MD,Li R,Smith SC,Dressman BA,Tromiczak EG,Tripp AE,Blanco MJ,Vetman T,Quimby SJ,Matt J,Britton TC,Fivush AM,Schkeryantz JM,Mayhugh D,Erickson JA,Bures MG,Jaramillo C,Carpintero M,Diego JE,Barberis M,Garcia-Cerrada S,Soriano JF,Antonysamy S,Atwell S,MacEwan I,Condon B,Sougias C,Wang J,Zhang A,Conners K,Groshong C,Wasserman SR,Koss JW,Witkin JM,Li X,Overshiner C,Wafford KA,Seidel W,Wang XS,Heinz BA,Swanson S,Catlow JT,Bedwell DW,Monn JA,Mitch CH,Ornstein PL.  (2016)  Discovery of (1S,2R,3S,4S,5R,6R)-2-Amino-3-[(3,4-difluorophenyl)sulfanylmethyl]-4-hydroxy-bicyclo[3.1.0]hexane-2,6-dicarboxylic Acid Hydrochloride (LY3020371·HCl): A Potent, Metabotropic Glutamate 2/3 Receptor Antagonist with Antidepressant-Like Activity.,  59  (24.0): [PMID:28002967] [10.1021/acs.jmedchem.6b01119]

Source