((R)-5-Methyl-1-((S)-2-(3-methylpyrazine-2-carboxamido)-3-phenylpropanamido)butyl)boronic acid

ID: ALA3794075

Chembl Id: CHEMBL3794075

PubChem CID: 127027248

Max Phase: Preclinical

Molecular Formula: C20H27BN4O4

Molecular Weight: 398.27

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1cnc(C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](CC(C)C)B(O)O)cn1

Standard InChI:  InChI=1S/C20H27BN4O4/c1-13(2)9-18(21(28)29)25-19(26)16(10-15-7-5-4-6-8-15)24-20(27)17-12-22-14(3)11-23-17/h4-8,11-13,16,18,28-29H,9-10H2,1-3H3,(H,24,27)(H,25,26)/t16-,18-/m0/s1

Standard InChI Key:  CQOIHWMNOOWNQE-WMZOPIPTSA-N

Alternative Forms

  1. Parent:

    ALA3794075

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Associated Targets(Human)

PSMB5 Tclin Proteasome Macropain subunit MB1 (2451 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: 398.27Molecular Weight (Monoisotopic): 398.2125AlogP: #Rotatable Bonds:
Polar Surface Area: Molecular Species: HBA: HBD:
#RO5 Violations: HBA (Lipinski): HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: CX LogD:
Aromatic Rings: Heavy Atoms: QED Weighted: Np Likeness Score:

References

1. Lei M, Feng H, Wang C, Li H, Shi J, Wang J, Liu Z, Chen S, Hu S, Zhu Y..  (2016)  3D-QSAR-aided design, synthesis, in vitro and in vivo evaluation of dipeptidyl boronic acid proteasome inhibitors and mechanism studies.,  24  (11): [PMID:27117691] [10.1016/j.bmc.2016.04.025]

Source