ID: ALA4218870

Max Phase: Preclinical

Molecular Formula: C25H28N4O6S

Molecular Weight: 512.59

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  CC(=O)N1CCC(NS(=O)(=O)c2ccc(OCc3cc(C)nc4ccccc34)cc2)(C(=O)NO)CC1

Standard InChI:  InChI=1S/C25H28N4O6S/c1-17-15-19(22-5-3-4-6-23(22)26-17)16-35-20-7-9-21(10-8-20)36(33,34)28-25(24(31)27-32)11-13-29(14-12-25)18(2)30/h3-10,15,28,32H,11-14,16H2,1-2H3,(H,27,31)

Standard InChI Key:  ATZNFIRSXJTLQA-UHFFFAOYSA-N

Associated Targets(Human)

ADAM17 3550 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

TK6 138 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: 512.59Molecular Weight (Monoisotopic): 512.1730AlogP: 2.29#Rotatable Bonds: 7
Polar Surface Area: 137.93Molecular Species: NEUTRALHBA: 7HBD: 3
#RO5 Violations: 1HBA (Lipinski): 10HBD (Lipinski): 3#RO5 Violations (Lipinski): 1
CX Acidic pKa: 8.68CX Basic pKa: 5.02CX LogP: 0.81CX LogD: 0.78
Aromatic Rings: 3Heavy Atoms: 36QED Weighted: 0.33Np Likeness Score: -1.15

References

1. Boiteau JG, Ouvry G, Arlabosse JM, Astri S, Beillard A, Bhurruth-Alcor Y, Bonnary L, Bouix-Peter C, Bouquet K, Bourotte M, Cardinaud I, Comino C, Deprez B, Duvert D, Féret A, Hacini-Rachinel F, Harris CS, Luzy AP, Mathieu A, Millois C, Orsini N, Pascau J, Pinto A, Piwnica D, Polge G, Reitz A, Reversé K, Rodeville N, Rossio P, Spiesse D, Tabet S, Taquet N, Tomas L, Vial E, Hennequin LF..  (2018)  Discovery and process development of a novel TACE inhibitor for the topical treatment of psoriasis.,  26  (4): [PMID:28818461] [10.1016/j.bmc.2017.07.054]

Source