ID: ALA1160446

Max Phase: Preclinical

Molecular Formula: C33H35N4O6P

Molecular Weight: 614.64

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)NC(c1ccc(C(=N)N)cc1)P(=O)(Oc1ccccc1)Oc1ccccc1

Standard InChI:  InChI=1S/C33H35N4O6P/c1-23(2)29(36-33(39)41-22-24-12-6-3-7-13-24)31(38)37-32(26-20-18-25(19-21-26)30(34)35)44(40,42-27-14-8-4-9-15-27)43-28-16-10-5-11-17-28/h3-21,23,29,32H,22H2,1-2H3,(H3,34,35)(H,36,39)(H,37,38)/t29-,32?/m0/s1

Standard InChI Key:  STFUWKPSBLWGRE-QGFKTNLFSA-N

Associated Targets(Human)

Granzyme A 67 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Tryptase 330 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Granzyme K 36 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Trypsin I 1205 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

Properties

Molecular Weight: 614.64Molecular Weight (Monoisotopic): 614.2294AlogP: 6.39#Rotatable Bonds: 13
Polar Surface Area: 152.83Molecular Species: BASEHBA: 7HBD: 4
#RO5 Violations: 2HBA (Lipinski): 10HBD (Lipinski): 5#RO5 Violations (Lipinski): 2
CX Acidic pKa: 11.81CX Basic pKa: 11.22CX LogP: 5.47CX LogD: 3.58
Aromatic Rings: 4Heavy Atoms: 44QED Weighted: 0.08Np Likeness Score: -0.25

References

1. Jackson DS, Fraser SA, Ni LM, Kam CM, Winkler U, Johnson DA, Froelich CJ, Hudig D, Powers JC..  (1998)  Synthesis and evaluation of diphenyl phosphonate esters as inhibitors of the trypsin-like granzymes A and K and mast cell tryptase.,  41  (13): [PMID:9632362] [10.1021/jm970543s]

Source