ethyl 2-methyl-1,3-dioxoisoindolin-5-yl (6-aminopyridin-3-yl)methylphosphonate hydrochloride

ID: ALA3604629

Chembl Id: CHEMBL3604629

PubChem CID: 122185889

Max Phase: Preclinical

Molecular Formula: C17H19ClN3O5P

Molecular Weight: 375.32

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCOP(=O)(Cc1ccc(N)nc1)Oc1ccc2c(c1)C(=O)N(C)C2=O.Cl

Standard InChI:  InChI=1S/C17H18N3O5P.ClH/c1-3-24-26(23,10-11-4-7-15(18)19-9-11)25-12-5-6-13-14(8-12)17(22)20(2)16(13)21;/h4-9H,3,10H2,1-2H3,(H2,18,19);1H

Standard InChI Key:  BTWIROQFURGVEX-UHFFFAOYSA-N

Associated Targets(Human)

TPSD1 Tbio Tryptase (330 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
F2 Tclin Thrombin (11687 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PRSS1 Tclin Trypsin (2137 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: 375.32Molecular Weight (Monoisotopic): 375.0984AlogP: 2.70#Rotatable Bonds: 6
Polar Surface Area: 111.82Molecular Species: NEUTRALHBA: 7HBD: 1
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 6.52CX LogP: 1.04CX LogD: 0.98
Aromatic Rings: 2Heavy Atoms: 26QED Weighted: 0.61Np Likeness Score: -0.13

References

1. Aoyama H, Ijuin R, Kato JY, Urushiyama S, Tetsuhashi M, Hashimoto Y, Yokomatsu T..  (2015)  Discovery of non-competitive thrombin inhibitor derived from competitive tryptase inhibitor skeleton: Shift in molecular recognition resulted from skeletal conversion of carboxylate into phosphonate.,  25  (17): [PMID:26122211] [10.1016/j.bmcl.2015.06.039]

Source