Ethyl (S)-2-((tert-butoxycarbonyl)amino)-4-carbamoylpent-4-enoate

ID: ALA5280873

Chembl Id: CHEMBL5280873

Max Phase: Preclinical

Molecular Formula: C13H22N2O5

Molecular Weight: 286.33

Associated Items:

Names and Identifiers

Canonical SMILES:  C=C(C[C@H](NC(=O)OC(C)(C)C)C(=O)OCC)C(N)=O

Standard InChI:  InChI=1S/C13H22N2O5/c1-6-19-11(17)9(7-8(2)10(14)16)15-12(18)20-13(3,4)5/h9H,2,6-7H2,1,3-5H3,(H2,14,16)(H,15,18)/t9-/m0/s1

Standard InChI Key:  ZNMBOMMMNVULFX-VIFPVBQESA-N

Alternative Forms

  1. Parent:

    ALA5280873

    ---

Associated Targets(Human)

MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-BR-3 (5175 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF-10A (2462 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: 286.33Molecular Weight (Monoisotopic): 286.1529AlogP: 0.87#Rotatable Bonds: 6
Polar Surface Area: 107.72Molecular Species: NEUTRALHBA: 5HBD: 2
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 13.39CX Basic pKa: CX LogP: 0.71CX LogD: 0.71
Aromatic Rings: Heavy Atoms: 20QED Weighted: 0.56Np Likeness Score: -0.31

References

1. Khan MIH, Mahdi F, Penfornis P, Akins NS, Hossain MI, Kim SJ, Sulochana SP, Adam AT, Tran TD, Tan C, Paolo Claudio P, Paris JJ, Le HV..  (2023)  Synthesis and biological evaluation of tert-butyl ester and ethyl ester prodrugs of L-γ-methyleneglutamic acid amides for cancer.,  78  [PMID:36603398] [10.1016/j.bmc.2022.117137]

Source