Dextramycine
C₁₁H₁₂Cl₂N₂O₅·323.130 g/mol·CID 92099
IUPAC: 2,2-dichloro-N-[(1S,2S)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
Also known as: 134-90-7, L-(+)-Threo-chloramphenicol, L-threo-Chloramphenicol, (+)-Chloramphenicol, L-threo-Chloroamphenicol (+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
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-/m0/s1
Isomers8 compounds with formula C₁₁H₁₂Cl₂N₂O₅
2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
CID 5959 · 323.1 g/mol
2,2-dichloro-N-[1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
CID 298 · 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