ID: ALA291064

Max Phase: Preclinical

Molecular Formula: C9H13N5

Molecular Weight: 191.24

Molecule Type: Small molecule

Associated Items:

Representations

Synonyms (2): 4-Methyl-Phenyl Biguanide | N-(4-Methylphenyl)Imidodicarbonimidic Diamide
Synonyms from Alternative Forms(2):

    Canonical SMILES:  Cc1ccc(NC(=N)N=C(N)N)cc1

    Standard InChI:  InChI=1S/C9H13N5/c1-6-2-4-7(5-3-6)13-9(12)14-8(10)11/h2-5H,1H3,(H6,10,11,12,13,14)

    Standard InChI Key:  ILEIGUXOYKZHRK-UHFFFAOYSA-N

    Associated Targets(Human)

    Serotonin 3 (5-HT3) receptor 617 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Guanine nucleotide-binding protein G(s), subunit alpha 103405 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Alpha-synuclein 10960 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Trace amine-associated receptor 1 1397 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Associated Targets(non-human)

    Plasmodium falciparum 966862 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Trace amine-associated receptor 1 1619 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Trace amine-associated receptor 5 41 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: 191.24Molecular Weight (Monoisotopic): 191.1171AlogP: 0.62#Rotatable Bonds: 1
    Polar Surface Area: 100.28Molecular Species: BASEHBA: 1HBD: 4
    #RO5 Violations: 0HBA (Lipinski): 5HBD (Lipinski): 6#RO5 Violations (Lipinski): 1
    CX Acidic pKa: CX Basic pKa: 10.16CX LogP: 0.80CX LogD: -1.78
    Aromatic Rings: 1Heavy Atoms: 14QED Weighted: 0.39Np Likeness Score: -0.81

    References

    1. Dukat M, Choi YN, Teitler M, Du Pre A, Herrick-Davis K, Smith C, Glennon RA..  (2001)  The binding of arylguanidines at 5-HT(3) serotonin receptors: a structure-affinity investigation.,  11  (12): [PMID:11412989] [10.1016/s0960-894x(01)00291-8]
    2. Dukat M, Abdel-Rahman AA, Ismaiel AM, Ingher S, Teitler M, Gyermek L, Glennon RA..  (1996)  Structure-activity relationships for the binding of arylpiperazines and arylbiguanides at 5-HT3 serotonin receptors.,  39  (20): [PMID:8831767] [10.1021/jm9603936]
    3. PubChem BioAssay data set, 
    4. Tonelli M, Espinoza S, Gainetdinov RR, Cichero E..  (2017)  Novel biguanide-based derivatives scouted as TAAR1 agonists: Synthesis, biological evaluation, ADME prediction and molecular docking studies.,  127  [PMID:27823885] [10.1016/j.ejmech.2016.10.058]