(S)-3-(2-(2',4'-dimethoxybiphenyl-3-ylsulfonamido)-3-oxo-3-(4-pivaloylpiperazin-1-yl)propyl)benzimidamide

ID: ALA5180406

Chembl Id: CHEMBL5180406

PubChem CID: 168276737

Max Phase: Preclinical

Molecular Formula: C33H41N5O6S

Molecular Weight: 635.79

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cccc(S(=O)(=O)N[C@@H](Cc3cccc(C(=N)N)c3)C(=O)N3CCN(C(=O)C(C)(C)C)CC3)c2)c(OC)c1

Standard InChI:  InChI=1S/C33H41N5O6S/c1-33(2,3)32(40)38-16-14-37(15-17-38)31(39)28(19-22-8-6-10-24(18-22)30(34)35)36-45(41,42)26-11-7-9-23(20-26)27-13-12-25(43-4)21-29(27)44-5/h6-13,18,20-21,28,36H,14-17,19H2,1-5H3,(H3,34,35)/t28-/m0/s1

Standard InChI Key:  PQZAIIPXTKASNQ-NDEPHWFRSA-N

Alternative Forms

  1. Parent:

    ALA5180406

    ---

Associated Targets(Human)

ST14 Tchem Matriptase (677 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
F10 Tclin Coagulation factor X (9693 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

F2 Thrombin (1630 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: 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: 635.79Molecular Weight (Monoisotopic): 635.2778AlogP: 3.26#Rotatable Bonds: 10
Polar Surface Area: 155.12Molecular Species: BASEHBA: 7HBD: 3
#RO5 Violations: 1HBA (Lipinski): 11HBD (Lipinski): 4#RO5 Violations (Lipinski): 2
CX Acidic pKa: 10.02CX Basic pKa: 11.47CX LogP: 2.90CX LogD: 0.99
Aromatic Rings: 3Heavy Atoms: 45QED Weighted: 0.23Np Likeness Score: -0.97

References

1. Pilgram O, Keils A, Benary GE, Müller J, Merkl S, Ngaha S, Huber S, Chevillard F, Harbig A, Magdolen V, Heine A, Böttcher-Friebertshäuser E, Steinmetzer T..  (2022)  Improving the selectivity of 3-amidinophenylalanine-derived matriptase inhibitors.,  238  [PMID:35635944] [10.1016/j.ejmech.2022.114437]

Source