chloramphenicol
C₁₁H₁₂Cl₂N₂O₅·323.130 g/mol·CID 5959
IUPAC: 2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
Also known as: 56-75-7, Chlornitromycin, Levomycetin, Chloroamphenicol, Alficetyn (+14 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
323.130g/mol
Exact Mass
322.012327Da
Monoisotopic Mass
322.012327Da
XLogP
1.1
Polar Surface Area
115.0Ų
Complexity
342
Formal Charge
0
H-Bond Donors
3
H-Bond Acceptors
5
Rotatable Bonds
5
Heavy Atoms
20
Stereo Centers
2
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✓ 323.1 g/mol
MW ≤ 500
✓ 1.1
LogP ≤ 5
✓ 3
H-bond donors ≤ 5
✓ 5
H-bond acceptors ≤ 10
Passes all rules — good oral bioavailability predicted
GHS Hazard Classification
Danger
Hazards
H317May cause an allergic skin reactionH318Causes serious eye damageH350May cause cancerH351Suspected of causing cancerH360May damage fertility or the unborn childH361Suspected of damaging fertility or the unborn childH341Suspected of causing genetic defectsH372Causes damage to organs through prolonged or repeated exposureH400Very toxic to aquatic lifeH410Very toxic to aquatic life with long lasting effects
Source: PubChem GHS Classification. Always consult the SDS for handling.
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C11H12Cl2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9-/m1/s1
Isomers8 compounds with formula C₁₁H₁₂Cl₂N₂O₅
2,2-dichloro-N-[1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
CID 298 · 323.1 g/mol
2,2-dichloro-N-[(1S,2S)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
CID 92099 · 323.1 g/mol
2,2-dichloro-N-[(1R,2S)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
CID 146033 · 323.1 g/mol
2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(3-nitrophenyl)propan-2-yl]acetamide
CID 16212183 · 323.1 g/mol
2,2-dichloro-N-[(1S,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
CID 146034 · 323.1 g/mol
2-(dichloromethoxymethyl)-3-hydroxy-3-(4-nitrophenyl)propanamide
CID 177925 · 323.1 g/mol
2,2-dichloro-N-[(1R,2R)-1-deuterio-1,3-dihydroxy-1-(2,3,5,6-tetradeuterio-4-nitrophenyl)propan-2-yl]acetamide
CID 71312380 · 328.2 g/mol
2,2-dichloro-N-[1-deuterio-1,3-dihydroxy-1-(2,3,5,6-tetradeuterio-4-nitrophenyl)propan-2-yl]acetamide
CID 117064930 · 328.2 g/mol