2-(4-Fluorophenyl)-N-[3-fluoro-5-(trifluoromethyl)-benzyl]-4-(6-hydroxy-3,4-dihydrospiro[[2]benzopyran-1,4'-piperidin]-1'-yl)butanamide

ID: ALA3589951

Chembl Id: CHEMBL3589951

PubChem CID: 122181237

Max Phase: Preclinical

Molecular Formula: C31H31F5N2O3

Molecular Weight: 574.59

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(NCc1cc(F)cc(C(F)(F)F)c1)C(CCN1CCC2(CC1)OCCc1cc(O)ccc12)c1ccc(F)cc1

Standard InChI:  InChI=1S/C31H31F5N2O3/c32-24-3-1-21(2-4-24)27(29(40)37-19-20-15-23(31(34,35)36)18-25(33)16-20)7-11-38-12-9-30(10-13-38)28-6-5-26(39)17-22(28)8-14-41-30/h1-6,15-18,27,39H,7-14,19H2,(H,37,40)

Standard InChI Key:  PEAXKZJSQUEGLG-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA3589951

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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: 574.59Molecular Weight (Monoisotopic): 574.2255AlogP: 6.04#Rotatable Bonds: 7
Polar Surface Area: 61.80Molecular Species: BASEHBA: 4HBD: 2
#RO5 Violations: 2HBA (Lipinski): 5HBD (Lipinski): 2#RO5 Violations (Lipinski): 2
CX Acidic pKa: 9.73CX Basic pKa: 9.10CX LogP: 4.93CX LogD: 3.62
Aromatic Rings: 3Heavy Atoms: 41QED Weighted: 0.34Np Likeness Score: -0.70

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