2-Cyano-1-methyl-3-[4-(5-methyl-1H-imidazol-4-yl)butyl]guanidine

ID: ALA3220641

Chembl Id: CHEMBL3220641

PubChem CID: 12769844

Max Phase: Preclinical

Molecular Formula: C11H18N6

Molecular Weight: 234.31

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CN/C(=N/C#N)NCCCCc1nc[nH]c1C

Standard InChI:  InChI=1S/C11H18N6/c1-9-10(17-8-16-9)5-3-4-6-14-11(13-2)15-7-12/h8H,3-6H2,1-2H3,(H,16,17)(H2,13,14,15)

Standard InChI Key:  KJWJXDFLNPYZBC-UHFFFAOYSA-N

Associated Targets(Human)

HRH1 Tclin Histamine H1 receptor (7573 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HRH4 Tchem Histamine H4 receptor (3997 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HRH3 Tclin Histamine H3 receptor (10389 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HRH2 Tclin Histamine H2 receptor (5428 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

HRH2 Histamine H2 receptor (1693 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hrh2 Histamine H2 receptor (143 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

Calculated Properties

Molecular Weight: 234.31Molecular Weight (Monoisotopic): 234.1593AlogP: 0.69#Rotatable Bonds: 5
Polar Surface Area: 88.89Molecular Species: NEUTRALHBA: 3HBD: 3
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 7.22CX LogP: 0.38CX LogD: 0.18
Aromatic Rings: 1Heavy Atoms: 17QED Weighted: 0.30Np Likeness Score: -0.93

References

1. Geyer R, Igel P, Kaske M, Elz S, Buschauer A.  (2014)  Synthesis, SAR and selectivity of 2-acyl- and 2-cyano-1-hetarylalkyl-guanidines at the four histamine receptor subtypes: a bioisosteric approach,  (1): [10.1039/C3MD00245D]
2. Durant GJ, Emmett JC, Ganellin CR, Miles PD, Parsons ME, Prain HD, White GR..  (1977)  Cyanoguanidine-thiourea equivalence in the development of the histamine H2-receptor antagonist, cimetidine.,  20  (7): [PMID:17751] [10.1021/jm00217a007]

Source