(S)-N4-tert-butyl-N1-(2-(3,5-dimethoxybenzamido)ethyl)-2-(4-methylphenylsulfonamido)succinamide

ID: ALA4470048

Chembl Id: CHEMBL4470048

PubChem CID: 155534115

Max Phase: Preclinical

Molecular Formula: C26H36N4O7S

Molecular Weight: 548.66

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cc(OC)cc(C(=O)NCCNC(=O)[C@H](CC(=O)NC(C)(C)C)NS(=O)(=O)c2ccc(C)cc2)c1

Standard InChI:  InChI=1S/C26H36N4O7S/c1-17-7-9-21(10-8-17)38(34,35)30-22(16-23(31)29-26(2,3)4)25(33)28-12-11-27-24(32)18-13-19(36-5)15-20(14-18)37-6/h7-10,13-15,22,30H,11-12,16H2,1-6H3,(H,27,32)(H,28,33)(H,29,31)/t22-/m0/s1

Standard InChI Key:  VHIHNBOGWAAAMQ-QFIPXVFZSA-N

Alternative Forms

  1. Parent:

    ALA4470048

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Associated Targets(Human)

PSMB5 Tclin Proteasome Macropain subunit MB1 (2451 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PSMB8 Tclin Proteasome subunit beta type-8 (743 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Karpas-1106P (27 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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: 548.66Molecular Weight (Monoisotopic): 548.2305AlogP: 1.51#Rotatable Bonds: 12
Polar Surface Area: 151.93Molecular Species: NEUTRALHBA: 7HBD: 4
#RO5 Violations: 1HBA (Lipinski): 11HBD (Lipinski): 4#RO5 Violations (Lipinski): 2
CX Acidic pKa: 10.36CX Basic pKa: CX LogP: 1.17CX LogD: 1.17
Aromatic Rings: 2Heavy Atoms: 38QED Weighted: 0.29Np Likeness Score: -1.12

References

1. Zhan W, Visone J, Ouellette T, Harris JC, Wang R, Zhang H, Singh PK, Ginn J, Sukenick G, Wong TT, Okoro JI, Scales RM, Tumwebaze PK, Rosenthal PJ, Kafsack BFC, Cooper RA, Meinke PT, Kirkman LA, Lin G..  (2019)  Improvement of Asparagine Ethylenediamines as Anti-malarial Plasmodium-Selective Proteasome Inhibitors.,  62  (13): [PMID:31177777] [10.1021/acs.jmedchem.9b00363]

Source