(S)-tert-Butyl 2-(4-Amino-3-((4-hydroxyphenoxy)methyl)benzamido)-4-phenylbutanoate

ID: ALA3819534

PubChem CID: 90371448

Max Phase: Preclinical

Molecular Formula: C28H32N2O5

Molecular Weight: 476.57

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)[C@H](CCc1ccccc1)NC(=O)c1ccc(N)c(COc2ccc(O)cc2)c1

Standard InChI:  InChI=1S/C28H32N2O5/c1-28(2,3)35-27(33)25(16-9-19-7-5-4-6-8-19)30-26(32)20-10-15-24(29)21(17-20)18-34-23-13-11-22(31)12-14-23/h4-8,10-15,17,25,31H,9,16,18,29H2,1-3H3,(H,30,32)/t25-/m0/s1

Standard InChI Key:  JKHZORJVGAWVMY-VWLOTQADSA-N

Molfile:  

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M  END

Associated Targets(non-human)

Tlr4 Toll-like receptor 4 (808 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

Biocomponents

Calculated Properties

Molecular Weight: 476.57Molecular Weight (Monoisotopic): 476.2311AlogP: 4.63#Rotatable Bonds: 9
Polar Surface Area: 110.88Molecular Species: NEUTRALHBA: 6HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 9.91CX Basic pKa: 2.31CX LogP: 4.83CX LogD: 4.83
Aromatic Rings: 3Heavy Atoms: 35QED Weighted: 0.31Np Likeness Score: -0.28

References

1. Morin MD, Wang Y, Jones BT, Su L, Surakattula MM, Berger M, Huang H, Beutler EK, Zhang H, Beutler B, Boger DL..  (2016)  Discovery and Structure-Activity Relationships of the Neoseptins: A New Class of Toll-like Receptor-4 (TLR4) Agonists.,  59  (10): [PMID:27050713] [10.1021/acs.jmedchem.6b00177]

Source