4-(3,4-Dihydrospiro[[2]benzopyran-1,4'-piperidin]-1'-yl)-N-[3,5-bis(trifluoromethylbenzyl)]-2-(4-fluorophenyl)butanamide

ID: ALA3589845

Chembl Id: CHEMBL3589845

PubChem CID: 122181150

Max Phase: Preclinical

Molecular Formula: C32H31F7N2O2

Molecular Weight: 608.60

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(NCc1cc(C(F)(F)F)cc(C(F)(F)F)c1)C(CCN1CCC2(CC1)OCCc1ccccc12)c1ccc(F)cc1

Standard InChI:  InChI=1S/C32H31F7N2O2/c33-26-7-5-22(6-8-26)27(29(42)40-20-21-17-24(31(34,35)36)19-25(18-21)32(37,38)39)9-13-41-14-11-30(12-15-41)28-4-2-1-3-23(28)10-16-43-30/h1-8,17-19,27H,9-16,20H2,(H,40,42)

Standard InChI Key:  QHHGOEMDEWUDCB-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA3589845

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Associated Targets(Human)

CCR2 Tchem C-C chemokine receptor type 2 (5628 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Ccr2 C-C chemokine receptor type 2 (106 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: 608.60Molecular Weight (Monoisotopic): 608.2274AlogP: 7.22#Rotatable Bonds: 7
Polar Surface Area: 41.57Molecular Species: BASEHBA: 3HBD: 1
#RO5 Violations: 2HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski): 2
CX Acidic pKa: 12.98CX Basic pKa: 9.36CX LogP: 6.56CX LogD: 4.60
Aromatic Rings: 3Heavy Atoms: 43QED Weighted: 0.29Np Likeness Score: -0.87

References

1. Strunz AK, Zweemer AJ, Weiss C, Schepmann D, Junker A, Heitman LH, Koch M, Wünsch B..  (2015)  Synthesis and biological evaluation of spirocyclic antagonists of CCR2 (chemokine CC receptor subtype 2).,  23  (14): [PMID:25766632] [10.1016/j.bmc.2015.02.019]

Source