(1-{1-[3-(2-Bromo-ethoxy)-4-chloro-1-oxo-1H-isochromen-7-ylcarbamoyl]-ethylcarbamoyl}-ethyl)-carbamic acid tert-butyl ester

ID: ALA3143434

PubChem CID: 10325495

Max Phase: Preclinical

Molecular Formula: C22H27BrClN3O7

Molecular Weight: 560.83

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)OC(C)(C)C)C(=O)N[C@@H](C)C(=O)Nc1ccc2c(Cl)c(OCCBr)oc(=O)c2c1

Standard InChI:  InChI=1S/C22H27BrClN3O7/c1-11(25-17(28)12(2)26-21(31)34-22(3,4)5)18(29)27-13-6-7-14-15(10-13)19(30)33-20(16(14)24)32-9-8-23/h6-7,10-12H,8-9H2,1-5H3,(H,25,28)(H,26,31)(H,27,29)/t11-,12-/m0/s1

Standard InChI Key:  FJSNZYZEOSCEOL-RYUDHWBXSA-N

Molfile:  

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   -4.7000   -1.1733    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Associated Targets(Human)

ELANE Tclin Leukocyte elastase (8173 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CTRC Tchem Chymotrypsin C (381 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CTSG Tchem Cathepsin G (2304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

CELA2A Elastase 2A (403 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: 560.83Molecular Weight (Monoisotopic): 559.0721AlogP: 3.58#Rotatable Bonds: 8
Polar Surface Area: 135.97Molecular Species: NEUTRALHBA: 7HBD: 3
#RO5 Violations: 1HBA (Lipinski): 10HBD (Lipinski): 3#RO5 Violations (Lipinski): 1
CX Acidic pKa: 11.76CX Basic pKa: CX LogP: 3.14CX LogD: 3.14
Aromatic Rings: 2Heavy Atoms: 34QED Weighted: 0.42Np Likeness Score: -0.73

References

1. Kerrigan JE, Oleksyszyn J, Kam CM, Selzler J, Powers JC..  (1995)  Mechanism-based isocoumarin inhibitors for human leukocyte elastase. Effect of the 7-amino substituent and 3-alkoxy group in 3-alkoxy-7-amino-4-chloroisocoumarins on inhibitory potency.,  38  (3): [PMID:7853347] [10.1021/jm00003a017]

Source