Ethyl (S)-2-((ten-butoxycarbonyl)amino)-4-(cyclopropylcarbamoyl)pent-4-enoate

ID: ALA5279685

Chembl Id: CHEMBL5279685

Max Phase: Preclinical

Molecular Formula: C16H26N2O5

Molecular Weight: 326.39

Associated Items:

Names and Identifiers

Canonical SMILES:  C=C(C[C@H](NC(=O)OC(C)(C)C)C(=O)OCC)C(=O)NC1CC1

Standard InChI:  InChI=1S/C16H26N2O5/c1-6-22-14(20)12(18-15(21)23-16(3,4)5)9-10(2)13(19)17-11-7-8-11/h11-12H,2,6-9H2,1,3-5H3,(H,17,19)(H,18,21)/t12-/m0/s1

Standard InChI Key:  XYWYMDRDTOPGQH-LBPRGKRZSA-N

Alternative Forms

  1. Parent:

    ALA5279685

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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: 326.39Molecular Weight (Monoisotopic): 326.1842AlogP: 1.67#Rotatable Bonds: 7
Polar Surface Area: 93.73Molecular Species: NEUTRALHBA: 5HBD: 2
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 13.44CX Basic pKa: CX LogP: 1.40CX LogD: 1.40
Aromatic Rings: Heavy Atoms: 23QED Weighted: 0.55Np Likeness Score: -0.56

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