N-(4-methylphenyl)imidodicarbonimidic diamide

ID: ALA291064

Chembl Id: CHEMBL291064

Cas Number: 15233-33-7

PubChem CID: 2730263

Max Phase: Preclinical

Molecular Formula: C9H13N5

Molecular Weight: 191.24

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: 4-Methyl-Phenyl Biguanide | N-(4-Methylphenyl)Imidodicarbonimidic Diamide | 15233-33-7|1-(diaminomethylidene)-2-(4-methylphenyl)guanidine|4-Methyl-Phenyl biguanide|CHEMBL291064|N-(4-methylphenyl)imidodicarbonimidic diamide|1-(p-tolyl)biguanide|a-p-Tolyl-biguanid|N-(p-tolyl)biguanide|1-carbamimidamido-N-(4-methylphenyl)methanimidamide|MLS000769486|SCHEMBL650677|SCHEMBL19038561|DTXSID60369640|ILEIGUXOYKZHRK-UHFFFAOYSA-N|HMS2788H23|BDBM50053630|AKOS002225119|AKOS003663140|PD129713|SMR000434199|EN30Show More

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

Alternative Forms

Associated Targets(Human)

HTR3A Tclin Serotonin 3 (5-HT3) receptor (617 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GNAS Tbio Guanine nucleotide-binding protein G(s), subunit alpha (103405 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SNCA Tchem Alpha-synuclein (10960 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TAAR1 Tclin 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
Taar1 Trace amine-associated receptor 1 (1619 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Taar5 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

Calculated 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: HBA (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]