ID: ALA491942

Max Phase: Preclinical

Molecular Formula: C25H27F6N2O2PS

Molecular Weight: 419.57

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  COc1ccc(-c2c3ccc(=[N+](C)C)cc-3sc3cc(N(C)C)ccc23)cc1OC.F[P-](F)(F)(F)(F)F

Standard InChI:  InChI=1S/C25H27N2O2S.F6P/c1-26(2)17-8-10-19-23(14-17)30-24-15-18(27(3)4)9-11-20(24)25(19)16-7-12-21(28-5)22(13-16)29-6;1-7(2,3,4,5)6/h7-15H,1-6H3;/q+1;-1

Standard InChI Key:  DEODTGUEIALCPH-UHFFFAOYSA-N

Associated Targets(Human)

P-glycoprotein 1 14716 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

P-glycoprotein 3 492 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: 419.57Molecular Weight (Monoisotopic): 419.1788AlogP: 4.79#Rotatable Bonds: 4
Polar Surface Area: 24.71Molecular Species: NEUTRALHBA: 4HBD: 0
#RO5 Violations: 0HBA (Lipinski): 4HBD (Lipinski): 0#RO5 Violations (Lipinski): 0
CX Acidic pKa: CX Basic pKa: 3.40CX LogP: 0.65CX LogD: 0.65
Aromatic Rings: 2Heavy Atoms: 30QED Weighted: 0.35Np Likeness Score: -0.48

References

1. Gannon MK, Holt JJ, Bennett SM, Wetzel BR, Loo TW, Bartlett MC, Clarke DM, Sawada GA, Higgins JW, Tombline G, Raub TJ, Detty MR..  (2009)  Rhodamine inhibitors of P-glycoprotein: an amide/thioamide "switch" for ATPase activity.,  52  (10): [PMID:19402665] [10.1021/jm900253g]

Source