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(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2-carboxypropan-2-yloxyimino)acetyl]amino]-3-[(E)-3-(5,6-dihydroxybenzimidazol-1-yl)prop-1-enyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

HCID 178690652
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Basic information

CAS
141777-20-0
Standard SMILES
CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(/C=C/Cn3cnc4cc(O)c(O)cc43)CS[C@H]12)c1csc(N)n1)C(=O)O
InChIKey
FQDBAKKHBXATJA-QUSLUBEKSA-N
Molecular formula
C26H25N7O9S2
Average molar mass
643.7 g/mol
Monoisotopic mass
643.11551775

Names & identifiers

Preferred name
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2-carboxypropan-2-yloxyimino)acetyl]amino]-3-[(E)-3-(5,6-dihydroxybenzimidazol-1-yl)prop-1-enyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
IUPAC
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2-carboxypropan-2-yloxyimino)acetyl]amino]-3-[(E)-3-(5,6-dihydroxybenzimidazol-1-yl)prop-1-enyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
English name
7-(2-(2-aminothiazol-4-yl)-2- (1-carboxy-1-methylethoxyimino)acetamido)-3-(3-(5,6-dihydroxybenzimidazol-1-yl)propen-1-yl)-3-cephem-4-carboxylic acid
Molecular formula
C26H25N7O9S2
Molecular weight
643.65

Names & synonyms

7-(2-(2-aminothiazol-4-yl)-2- (1-carboxy-1-methylethoxyimino)acetamido)-3-(3-(5,6-dihydroxybenzimidazol-1-yl)propen-1-yl)-3-cephem-4-carboxylic acid

Database identifiers

CAS
141777-20-0
PubChem CID
15223124

Properties

Computed structural properties

XLogP
0.2
Topological polar surface area
296 Ų
Hydrogen bond donors
6
Hydrogen bond acceptors
15
Rotatable bonds
10
Heavy atoms
44
Formal charge
0
Complexity
1,290

Physicochemical properties

Density
1.777 · 1.777±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
pka
2.662 · 2.662±0.50(predicted)

Related reactions

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Compound notes

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