3-(1,1-Dioxidothiomorpholino)phenyl 4-(3-phenoxybenzyl)piperazine-1-carboxylate

ID: ALA4560909

PubChem CID: 118679455

Max Phase: Preclinical

Molecular Formula: C28H31N3O5S

Molecular Weight: 521.64

Molecule Type: Unknown

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  O=C(Oc1cccc(N2CCS(=O)(=O)CC2)c1)N1CCN(Cc2cccc(Oc3ccccc3)c2)CC1

Standard InChI:  InChI=1S/C28H31N3O5S/c32-28(36-27-11-5-7-24(21-27)30-16-18-37(33,34)19-17-30)31-14-12-29(13-15-31)22-23-6-4-10-26(20-23)35-25-8-2-1-3-9-25/h1-11,20-21H,12-19,22H2

Standard InChI Key:  JJCIPCINBUBZSR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 37 41  0  0  0  0  0  0  0  0999 V2000
   46.1053  -28.8576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.2881  -28.8576    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   45.6967  -29.5653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.7538  -26.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7526  -27.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4607  -28.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1703  -27.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1675  -26.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4589  -26.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8787  -28.0411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.0446  -28.0421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.3372  -27.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3378  -26.8158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.6292  -28.0410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.8757  -28.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5800  -29.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2901  -28.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5813  -27.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9245  -27.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2186  -28.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2138  -28.8487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.9210  -29.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6331  -28.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5042  -29.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7984  -28.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8048  -28.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0998  -27.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3893  -28.0188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3881  -28.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0937  -29.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6800  -29.2480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9727  -28.8387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9778  -28.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2714  -27.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5623  -28.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5640  -28.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2711  -29.2478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  7 10  1  0
  5 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 10 15  1  0
 10 18  1  0
 15 16  1  0
 16  2  1  0
  2 17  1  0
 17 18  1  0
 14 19  1  0
 14 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 29 31  1  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 32  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4560909

    ---

Associated Targets(Human)

FAAH Tchem Anandamide amidohydrolase (3465 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MGLL Tchem Monoglyceride lipase (1909 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CNR2 Tchem Cannabinoid CB2 receptor (16942 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Faah Anandamide amidohydrolase (3907 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cnr1 Cannabinoid CB1 receptor (3458 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cnr2 Cannabinoid CB2 receptor (721 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cnr2 Cannabinoid CB2 receptor (862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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: 521.64Molecular Weight (Monoisotopic): 521.1984AlogP: 4.03#Rotatable Bonds: 6
Polar Surface Area: 79.39Molecular Species: NEUTRALHBA: 7HBD:
#RO5 Violations: 1HBA (Lipinski): 8HBD (Lipinski): #RO5 Violations (Lipinski): 1
CX Acidic pKa: CX Basic pKa: 6.31CX LogP: 3.53CX LogD: 3.50
Aromatic Rings: 3Heavy Atoms: 37QED Weighted: 0.48Np Likeness Score: -1.42

References

1. Lamani M, Malamas MS, Farah SI, Shukla VG, Almeida MF, Weerts CM, Anderson J, Wood JT, Farizatto KLG, Bahr BA, Makriyannis A..  (2019)  Piperidine and piperazine inhibitors of fatty acid amide hydrolase targeting excitotoxic pathology.,  27  (23): [PMID:31629610] [10.1016/j.bmc.2019.115096]

Source