(4-Chlorophenyl){2-[3-(hydroxymethyl)-1,4'-bipiperidin-1'-yl]-6,7-dimethoxyquinazolin-4-yl}methanone

ID: ALA463722

Chembl Id: CHEMBL463722

PubChem CID: 44581149

Max Phase: Preclinical

Molecular Formula: C28H33ClN4O4

Molecular Weight: 525.05

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cc2nc(N3CCC(N4CCCC(CO)C4)CC3)nc(C(=O)c3ccc(Cl)cc3)c2cc1OC

Standard InChI:  InChI=1S/C28H33ClN4O4/c1-36-24-14-22-23(15-25(24)37-2)30-28(31-26(22)27(35)19-5-7-20(29)8-6-19)32-12-9-21(10-13-32)33-11-3-4-18(16-33)17-34/h5-8,14-15,18,21,34H,3-4,9-13,16-17H2,1-2H3

Standard InChI Key:  JIKXTEAIZXRYTL-UHFFFAOYSA-N

Associated Targets(Human)

CCR4 Tclin C-C chemokine receptor type 4 (2819 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Ccr4 C-C chemokine receptor type 4 (52 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: 525.05Molecular Weight (Monoisotopic): 524.2190AlogP: 4.20#Rotatable Bonds: 7
Polar Surface Area: 88.02Molecular Species: BASEHBA: 8HBD: 1
#RO5 Violations: 1HBA (Lipinski): 8HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: CX Basic pKa: 8.69CX LogP: 4.19CX LogD: 2.89
Aromatic Rings: 3Heavy Atoms: 37QED Weighted: 0.46Np Likeness Score: -0.74

References

1. Yokoyama K, Ishikawa N, Igarashi S, Kawano N, Masuda N, Hamaguchi W, Yamasaki S, Koganemaru Y, Hattori K, Miyazaki T, Ogino S, Matsumoto Y, Takeuchi M, Ohta M..  (2009)  Potent and orally bioavailable CCR4 antagonists: Synthesis and structure-activity relationship study of 2-aminoquinazolines.,  17  (1): [PMID:19081254] [10.1016/j.bmc.2008.11.020]

Source