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muramyl dipeptide

Structure via PubChem · Public domain (PubChem)

EntityQ259464· pop 11· linked from 19 articles

muramyl dipeptide

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Also known as α/β-muramyl dipeptide

chemical compound (group of stereoisomers)

Chemical data

Formula
C19H32N4O11
Molecular weight
492.5 g/mol
IUPAC name
(4R)-4-[[(2S)-2-[[(2R)-2-[(3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxypropanoyl]amino]propanoyl]amino]-5-amino-5-oxopentanoic acid
SMILES
C[C@@H](C(=O)N[C@H](CCC(=O)O)C(=O)N)NC(=O)[C@@H](C)O[C@H]1[C@@H]([C@H](OC([C@@H]1NC(=O)C)O)CO)O
InChIKey
BSOQXXWZTUDTEL-QAQREVAFSA-N
XLogP
-3.7
Polar surface area
247 Ų
H-bond donors
8
H-bond acceptors
11
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 1
Molecule type
Small molecule
Indications
HIV infection

via ChEMBL · EBI

Wikidata facts

Subclass of
glycopeptide
Mass
492.206758
Show 3 more facts
chemical formula
C₁₉H₃₂N₄O₁₁
canonical SMILES
CC(C(=O)NC(CCC(=O)O)C(=O)N)NC(=O)C(C)OC1C(C(OC(C1O)CO)O)NC(=O)C
isomeric SMILES
C[C@@H](C(=O)N[C@H](CCC(=O)O)C(=O)N)NC(=O)[C@@H](C)O[C@H]1[C@@H]([C@H](OC([C@@H]1NC(=O)C)O)CO)O
Sources (4)

via Wikidata · CC0