N-[(exo)-9-[2-(1,3-benzothiazol-2-yl)ethyl]-9-azabicyclo[3.3.1]nonan-3-yl]-3,4,5-trimethoxy-benzamide

ID: ALA4637775

Chembl Id: CHEMBL4637775

PubChem CID: 156011905

Max Phase: Preclinical

Molecular Formula: C27H33N3O4S

Molecular Weight: 495.65

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)N[C@@H]2C[C@H]3CCC[C@@H](C2)N3CCc2nc3ccccc3s2)cc(OC)c1OC

Standard InChI:  InChI=1S/C27H33N3O4S/c1-32-22-13-17(14-23(33-2)26(22)34-3)27(31)28-18-15-19-7-6-8-20(16-18)30(19)12-11-25-29-21-9-4-5-10-24(21)35-25/h4-5,9-10,13-14,18-20H,6-8,11-12,15-16H2,1-3H3,(H,28,31)/t18-,19-,20+

Standard InChI Key:  AFTDZOGTGOFYRJ-OWZKRDHZSA-N

Alternative Forms

  1. Parent:

    ALA4637775

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Associated Targets(Human)

CXCR6 Tchem C-X-C chemokine receptor type 6 (264 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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: 495.65Molecular Weight (Monoisotopic): 495.2192AlogP: 4.68#Rotatable Bonds: 8
Polar Surface Area: 72.92Molecular Species: BASEHBA: 7HBD: 1
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 8.83CX LogP: 3.75CX LogD: 2.30
Aromatic Rings: 3Heavy Atoms: 35QED Weighted: 0.49Np Likeness Score: -1.14

References

1. Peddibhotla S, Hershberger PM, Jason Kirby R, Sugarman E, Maloney PR, Hampton Sessions E, Divlianska D, Morfa CJ, Terry D, Pinkerton AB, Smith LH, Malany S..  (2020)  Discovery of small molecule antagonists of chemokine receptor CXCR6 that arrest tumor growth in SK-HEP-1 mouse xenografts as a model of hepatocellular carcinoma.,  30  (4): [PMID:31882297] [10.1016/j.bmcl.2019.126899]

Source