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Ceftriaxone

Athanor · official

C18H18N8O7S3 · 554.6 g/mol

IUPAC name: 7-[[2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(2-methyl-5,6-dioxo-1H-1,2,4-triazin-3-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Also called Rocephin, third generation

Drugs
Open in Athanor
The structure of Ceftriaxone
Drawn from its SMILES with RDKit

Names and identifiers

IUPAC name
7-[[2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(2-methyl-5,6-dioxo-1H-1,2,4-triazin-3-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Synonyms
Rocephin, third generation, SCHEMBL5594993
+ 6 more

CHEMBL1741130, DTXSID60860960, NS00077528, NS00096425, 7-[2-(2-Amino-1,3-thiazol-4-yl)(methoxyimino)acetamido]-3-{[(6-hydroxy-2-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[2-(2-Amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-{[(6-hydroxy-2-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Molecular formula
C18H18N8O7S3
Empirical formula
C18H18N8O7S3
Molecular weight
554.6 g/mol
Exact mass
554.04606
CAS number
73384-59-5
PubChem CID
2657
Canonical SMILES
CN1C(=NC(=O)C(=O)N1)SCC2=C(N3C(C(C3=O)NC(=O)C(=NOC)C4=CSC(=N4)N)SC2)C(=O)O
Isomeric SMILES
CN1C(=NC(=O)C(=O)N1)SCC2=C(N3C(C(C3=O)NC(=O)C(=NOC)C4=CSC(=N4)N)SC2)C(=O)O
InChI
InChI=1S/C18H18N8O7S3/c1-25-18(22-12(28)13(29)23-25)36-4-6-3-34-15-9(14(30)26(15)10(6)16(31)32)21-11(27)8(24-33-2)7-5-35-17(19)20-7/h5,9,15H,3-4H2,1-2H3,(H2,19,20)(H,21,27)(H,23,29)(H,31,32)
InChIKey
VAAUVRVFOQPIGI-UHFFFAOYSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms
36
Rings
4
Aromatic rings
2
Fraction sp³ carbons (Fsp3)
0.33
H-bond donors
4
H-bond acceptors
13
Rotatable bonds
8
TPSA (Ų)
215 computed here · PubChem 288
Formal charge
0
XLogP3
-1.3 PubChem
Complexity
1110 PubChem
Stereocenters
0 defined, 2 undefinedCIP: C14: undefined · C36: undefined
Double-bond geometry
None specified
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C38.98%
  • H3.27%
  • N20.21%
  • O20.19%
  • S17.35%

Isotope pattern

100%554.04625%555.04818%556.0443.9%557.0451.3%558.043559.043

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
-1.61 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-1.96 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
4.11 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 554.59
  • log P ≤ 5 (Crippen): -1.61
  • H-bond donors ≤ 5: 4
  • H-bond acceptors ≤ 10: 13

Breaks 2 of the four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

No GHS hazard classification was found in the sources.

Safety data sheets on the supplier’s page: Mcule, Angel Pharmatech Ltd., Cooke Chemical Co., Ltd.

Always read the supplier’s safety data sheet before working with it.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  2. ·Literature on PubChem

Data last updated 2026-10-14.