(6aR,9R)-N-cycloheptyl-9-(pyrrolidine-1-carbonyl)-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-7(4H)-carboxamide

ID: ALA1809029

Chembl Id: CHEMBL1809029

PubChem CID: 56667009

Max Phase: Preclinical

Molecular Formula: C27H34N4O2

Molecular Weight: 446.60

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C([C@@H]1C=C2c3cccc4[nH]cc(c34)C[C@H]2N(C(=O)NC2CCCCCC2)C1)N1CCCC1

Standard InChI:  InChI=1S/C27H34N4O2/c32-26(30-12-5-6-13-30)19-14-22-21-10-7-11-23-25(21)18(16-28-23)15-24(22)31(17-19)27(33)29-20-8-3-1-2-4-9-20/h7,10-11,14,16,19-20,24,28H,1-6,8-9,12-13,15,17H2,(H,29,33)/t19-,24-/m1/s1

Standard InChI Key:  QKYAHULHYHXUAH-NTKDMRAZSA-N

Associated Targets(Human)

CXCR3 Tchem C-X-C chemokine receptor type 3 (2736 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Cxcr3 C-X-C chemokine receptor type 3 (96 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: 446.60Molecular Weight (Monoisotopic): 446.2682AlogP: 4.46#Rotatable Bonds: 2
Polar Surface Area: 68.44Molecular Species: NEUTRALHBA: 2HBD: 2
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 3.33CX LogD: 3.33
Aromatic Rings: 2Heavy Atoms: 33QED Weighted: 0.67Np Likeness Score: -0.07

References

1. Thoma G, Baenteli R, Lewis I, Jones D, Kovarik J, Streiff MB, Zerwes HG..  (2011)  Special ergolines efficiently inhibit the chemokine receptor CXCR3 in blood.,  21  (16): [PMID:21764306] [10.1016/j.bmcl.2011.06.070]

Source