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Compounds
ALA3353322

(S)-3-((2R,3R,4R,5S,6R)-6-(hydroxymethyl)-5-(phosphonooxy)-3-((R)-3-(tetradecanoyloxy)tetradecanamido)-4-((R)-3-(tetradecanoyloxy)tetradecanoyloxy)tetrahydro-2H-pyran-2-yloxy)-2-((R)-3-(tetradecanoyloxy)tetradecanamido)propanoic acid

ID: ALA3353322

Chembl Id: CHEMBL3353322

PubChem CID: 11159260

Max Phase: Preclinical

Molecular Formula: C93H175N2O19P

Molecular Weight: 1656.39

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)N[C@H]1[C@H](OC[C@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)C(=O)O)O[C@H](CO)[C@@H](OP(=O)(O)O)[C@@H]1OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC

Standard InChI: InChI=1S/C93H175N2O19P/c1-7-13-19-25-31-37-40-46-52-58-64-70-85(99)109-78(67-61-55-49-43-34-28-22-16-10-4)73-83(97)94-81(92(103)104)77-108-93-89(95-84(98)74-79(68-62-56-50-44-35-29-23-17-11-5)110-86(100)71-65-59-53-47-41-38-32-26-20-14-8-2)91(90(82(76-96)112-93)114-115(105,106)107)113-88(102)75-80(69-63-57-51-45-36-30-24-18-12-6)111-87(101)72-66-60-54-48-42-39-33-27-21-15-9-3/h78-82,89-91,93,96H,7-77H2,1-6H3,(H,94,97)(H,95,98)(H,103,104)(H2,105,106,107)/t78-,79-,80-,81+,82-,89-,90-,91-,93-/m1/s1

Standard InChI Key: QTHYXMCLORBLCV-KFEXPQLESA-N

Alternative Forms

Parent:

ALA3353322
(2S)-3-[(2R,3R,4R,5S,6R)-6-(hydroxymethyl)-5-phosphonooxy-3-[[(3R)-3-tetradecanoyloxytetradecanoyl]amino]-4-[(3R)-3-tetradecanoyloxytetradecanoyl]oxyoxan-2-yl]oxy-2-[[(3R)-3-tetradecanoyloxytetradecanoyl]amino]propanoic acid

Associated Targets(Human)

TLR4 Tchem Toll-like receptor 4/MD-2 (56 Activities)

Discover Target: TLR4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Molecule Features

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 1656.39	Molecular Weight (Monoisotopic): 1655.2527	AlogP: ┄	#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. Khalaf JK, Bowen WS, Bazin HG, Ryter KT, Livesay MT, Ward JR, Evans JT, Johnson DA.. (2015) Characterization of TRIF selectivity in the AGP class of lipid A mimetics: role of secondary lipid chains., 25 (3): [PMID:25553892] [10.1016/j.bmcl.2014.12.024]

Source

Source(1):

Scientific Literature