ID: ALA230115

Max Phase: Preclinical

Molecular Formula: C5H9NO2

Molecular Weight: 115.13

Molecule Type: Small molecule

Associated Items:

Representations

Synonyms (1): (1S,2R)-2-(Aminomethyl)Cyclopropanecarboxylic Acid
Synonyms from Alternative Forms(1):

    Canonical SMILES:  NC[C@@H]1C[C@@H]1C(=O)O

    Standard InChI:  InChI=1S/C5H9NO2/c6-2-3-1-4(3)5(7)8/h3-4H,1-2,6H2,(H,7,8)/t3-,4-/m0/s1

    Standard InChI Key:  QUFMERRXRMSAPZ-IMJSIDKUSA-N

    Associated Targets(Human)

    GABA receptor rho-1 subunit 233 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    GABA receptor rho-2 subunit 11 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

    Properties

    Molecular Weight: 115.13Molecular Weight (Monoisotopic): 115.0633AlogP: -0.33#Rotatable Bonds: 2
    Polar Surface Area: 63.32Molecular Species: ZWITTERIONHBA: 2HBD: 2
    #RO5 Violations: 0HBA (Lipinski): 3HBD (Lipinski): 3#RO5 Violations (Lipinski): 0
    CX Acidic pKa: 4.25CX Basic pKa: 10.22CX LogP: -2.89CX LogD: -2.89
    Aromatic Rings: 0Heavy Atoms: 8QED Weighted: 0.52Np Likeness Score: 0.81

    References

    1. Chebib M, Johnston GA..  (2000)  GABA-Activated ligand gated ion channels: medicinal chemistry and molecular biology.,  43  (8): [PMID:10780899] [10.1021/jm9904349]
    2. Chebib M, Johnston GA..  (2000)  GABA-Activated ligand gated ion channels: medicinal chemistry and molecular biology.,  43  (8): [PMID:10780899] [10.1021/jm9904349]
    3. Madsen C, Jensen AA, Liljefors T, Kristiansen U, Nielsen B, Hansen CP, Larsen M, Ebert B, Bang-Andersen B, Krogsgaard-Larsen P, Frølund B..  (2007)  5-Substituted imidazole-4-acetic acid analogues: synthesis, modeling, and pharmacological characterization of a series of novel gamma-aminobutyric acid(C) receptor agonists.,  50  (17): [PMID:17655213] [10.1021/jm070447j]
    4. Kumar RJ, Chebib M, Hibbs DE, Kim HL, Johnston GA, Salam NK, Hanrahan JR..  (2008)  Novel gamma-aminobutyric acid rho1 receptor antagonists; synthesis, pharmacological activity and structure-activity relationships.,  51  (13): [PMID:18528996] [10.1021/jm7015842]
    5. Gavande N, Kim HL, Doddareddy MR, Johnston GA, Chebib M, Hanrahan JR..  (2013)  Design, Synthesis, and Pharmacological Evaluation of Fluorescent and Biotinylated Antagonists of ρ1 GABAC Receptors.,  (4): [PMID:24900684] [10.1021/ml300476v]

    Source