N-(4-(2-cyano-1H-pyrrol-1-yl)-1-(4-methylpiperidin-1-yl)-1-oxobutan-2-yl)-1H-indole-7-sulfonamide

ID: ALA3942284

Chembl Id: CHEMBL3942284

PubChem CID: 66883409

Max Phase: Preclinical

Molecular Formula: C23H27N5O3S

Molecular Weight: 453.57

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC1CCN(C(=O)C(CCn2cccc2C#N)NS(=O)(=O)c2cccc3cc[nH]c23)CC1

Standard InChI:  InChI=1S/C23H27N5O3S/c1-17-8-13-28(14-9-17)23(29)20(10-15-27-12-3-5-19(27)16-24)26-32(30,31)21-6-2-4-18-7-11-25-22(18)21/h2-7,11-12,17,20,25-26H,8-10,13-15H2,1H3

Standard InChI Key:  GBVLJBAWHKWOMX-UHFFFAOYSA-N

Associated Targets(Human)

CCR10 Tchem C-C chemokine receptor type 10 (178 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Ccr10 C-C chemokine receptor type 10 (13 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: 453.57Molecular Weight (Monoisotopic): 453.1835AlogP: 2.84#Rotatable Bonds: 7
Polar Surface Area: 110.99Molecular Species: NEUTRALHBA: 5HBD: 2
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 9.85CX Basic pKa: CX LogP: 2.31CX LogD: 2.31
Aromatic Rings: 3Heavy Atoms: 32QED Weighted: 0.57Np Likeness Score: -1.23

References

1. Abeywardane A, Caviness G, Choi Y, Cogan D, Gao A, Goldberg D, Heim-Riether A, Jeanfavre D, Klein E, Kowalski JA, Mao W, Miller C, Moss N, Ramsden P, Raymond E, Skow D, Smith-Keenan L, Snow RJ, Wu F, Wu JP, Yu Y..  (2016)  N-Arylsulfonyl-α-amino carboxamides are potent and selective inhibitors of the chemokine receptor CCR10 that show efficacy in the murine DNFB model of contact hypersensitivity.,  26  (21): [PMID:27692854] [10.1016/j.bmcl.2016.09.047]

Source