ID: ALA496581

Max Phase: Preclinical

Molecular Formula: C24H28F3N3O5S2

Molecular Weight: 559.63

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  CN1CCC[C@H]1C(=O)N1CCC(NS(=O)(=O)c2cc(S(=O)(=O)c3ccccc3)ccc2C(F)(F)F)CC1

Standard InChI:  InChI=1S/C24H28F3N3O5S2/c1-29-13-5-8-21(29)23(31)30-14-11-17(12-15-30)28-37(34,35)22-16-19(9-10-20(22)24(25,26)27)36(32,33)18-6-3-2-4-7-18/h2-4,6-7,9-10,16-17,21,28H,5,8,11-15H2,1H3/t21-/m0/s1

Standard InChI Key:  KFRQUJGHHZKEBM-NRFANRHFSA-N

Associated Targets(Human)

Secreted frizzled-related protein 1 240 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Proto-oncogene protein Wnt-3 144 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: 559.63Molecular Weight (Monoisotopic): 559.1422AlogP: 2.90#Rotatable Bonds: 6
Polar Surface Area: 103.86Molecular Species: NEUTRALHBA: 6HBD: 1
#RO5 Violations: 1HBA (Lipinski): 8HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: 8.60CX Basic pKa: 7.93CX LogP: 1.94CX LogD: 1.60
Aromatic Rings: 2Heavy Atoms: 37QED Weighted: 0.58Np Likeness Score: -1.49

References

1. Moore WJ, Kern JC, Bhat R, Commons TJ, Fukayama S, Goljer I, Krishnamurthy G, Magolda RL, Nogle L, Pitts K, Stauffer B, Trybulski EJ, Welmaker GS, Wilson M, Bodine PV..  (2009)  Modulation of Wnt signaling through inhibition of secreted frizzled-related protein I (sFRP-1) with N-substituted piperidinyl diphenylsulfonyl sulfonamides.,  52  (1): [PMID:19072540] [10.1021/jm801144h]

Source