tert-Butyl N-[(2S)-1-[(2S,4R)-2-{[1-(diphenoxyphosphoryl)-2-methylpropyl]carbamoyl}-4-hydroxypyrrolidin-1-yl]-3,3-dimethyl-1-oxobutan-2-yl]carbamate

ID: ALA5193418

Chembl Id: CHEMBL5193418

PubChem CID: 168289506

Max Phase: Preclinical

Molecular Formula: C32H46N3O8P

Molecular Weight: 631.71

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)C(NC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)(C)C)P(=O)(Oc1ccccc1)Oc1ccccc1

Standard InChI:  InChI=1S/C32H46N3O8P/c1-21(2)28(44(40,42-23-15-11-9-12-16-23)43-24-17-13-10-14-18-24)34-27(37)25-19-22(36)20-35(25)29(38)26(31(3,4)5)33-30(39)41-32(6,7)8/h9-18,21-22,25-26,28,36H,19-20H2,1-8H3,(H,33,39)(H,34,37)/t22-,25+,26-,28?/m1/s1

Standard InChI Key:  OPVSQJNPLWLKDU-KUZLDLFVSA-N

Alternative Forms

  1. Parent:

    ALA5193418

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Associated Targets(Human)

ELANE Tclin Leukocyte elastase (8173 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEp-2 (3859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

htrA Probable periplasmic serine endoprotease DegP-like (58 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: 631.71Molecular Weight (Monoisotopic): 631.3023AlogP: 5.34#Rotatable Bonds: 10
Polar Surface Area: 143.50Molecular Species: NEUTRALHBA: 8HBD: 3
#RO5 Violations: 2HBA (Lipinski): 11HBD (Lipinski): 3#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.74CX Basic pKa: CX LogP: 4.71CX LogD: 4.71
Aromatic Rings: 2Heavy Atoms: 44QED Weighted: 0.30Np Likeness Score: -0.07

References

1. Hwang J, Strange N, Mazraani R, Phillips MJ, Gamble AB, Huston WM, Tyndall JDA..  (2022)  Design, synthesis and biological evaluation of P2-modified proline analogues targeting the HtrA serine protease in Chlamydia.,  230  [PMID:35007862] [10.1016/j.ejmech.2021.114064]

Source