N-[3,5-Bis(trifluoromethyl)benzyl]-2-(4-fluorophenyl)-4-(6-methoxy-3,4-dihydrospiro[[2]benzopyran-1,4'-piperidin]-1'-yl)butanamide

ID: ALA3588870

Chembl Id: CHEMBL3588870

PubChem CID: 122181152

Max Phase: Preclinical

Molecular Formula: C33H33F7N2O3

Molecular Weight: 638.62

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)CCOC21CCN(CCC(C(=O)NCc2cc(C(F)(F)F)cc(C(F)(F)F)c2)c2ccc(F)cc2)CC1

Standard InChI:  InChI=1S/C33H33F7N2O3/c1-44-27-6-7-29-23(18-27)9-15-45-31(29)10-13-42(14-11-31)12-8-28(22-2-4-26(34)5-3-22)30(43)41-20-21-16-24(32(35,36)37)19-25(17-21)33(38,39)40/h2-7,16-19,28H,8-15,20H2,1H3,(H,41,43)

Standard InChI Key:  ADRICAJEEHMWMJ-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA3588870

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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: 638.62Molecular Weight (Monoisotopic): 638.2379AlogP: 7.23#Rotatable Bonds: 8
Polar Surface Area: 50.80Molecular Species: BASEHBA: 4HBD: 1
#RO5 Violations: 2HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski): 2
CX Acidic pKa: 12.98CX Basic pKa: 9.31CX LogP: 6.40CX LogD: 4.50
Aromatic Rings: 3Heavy Atoms: 45QED Weighted: 0.26Np Likeness Score: -0.75

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