4-(3-(guanidinomethyl)phenoxy)butyl methanesulfonate

ID: ALA3291023

Chembl Id: CHEMBL3291023

PubChem CID: 86298527

Max Phase: Preclinical

Molecular Formula: C13H21N3O4S

Molecular Weight: 315.39

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)OCCCCOc1cccc(CNC(=N)N)c1

Standard InChI:  InChI=1S/C13H21N3O4S/c1-21(17,18)20-8-3-2-7-19-12-6-4-5-11(9-12)10-16-13(14)15/h4-6,9H,2-3,7-8,10H2,1H3,(H4,14,15,16)

Standard InChI Key:  RHOHKPLNPSKULL-UHFFFAOYSA-N

Associated Targets(Human)

SLC6A2 Tclin Norepinephrine transporter (10102 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SIMA (97 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-N-SH (1499 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: 315.39Molecular Weight (Monoisotopic): 315.1253AlogP: 0.80#Rotatable Bonds: 9
Polar Surface Area: 114.50Molecular Species: BASEHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 11.96CX LogP: 0.43CX LogD: -1.98
Aromatic Rings: 1Heavy Atoms: 21QED Weighted: 0.27Np Likeness Score: -0.63

References

1. Hampel T, Bruns M, Bayer M, Handgretinger R, Bruchelt G, Brückner R..  (2014)  Synthesis and biological effects of new hybrid compounds composed of benzylguanidines and the alkylating group of busulfan on neuroblastoma cells.,  24  (12): [PMID:24814532] [10.1016/j.bmcl.2014.04.030]

Source