Responsive image

Common name


Chloramphenicol

IUPAC name


2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide

SMILES


OC[C@@H](NC(=O)C(Cl)Cl)[C@H](O)C1=CC=C(C=C1)[N+]([O-])=O

Compound class


Anti-Bacterial Agents; Protein Synthesis Inhibitors; Anti-Acne Preparations; Antibiotics; Ophthalmologicals; Sensory Organs; Genito Urinary System and Sex Hormones; Antibacterials for Systemic Use; Antiinfectives for Systemic Use; Dermatologicals; Gynecological Antiinfectives and Antiseptics; Anti-Acne Preparations for Topical Use; Antiinfectives; Antiinfectives for Treatment of Acne; Antibacterials for Intramammary Use; Otologicals; Antibiotics for Topical Use; Ophthalmological and Otological Preparations; Amphenicols; Amphenicols for Intramammary Use; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP2C8 Inhibitors; Cytochrome P-450 CYP2C9 Inducers; Cytochrome P-450 CYP2C19 Inducers; Cytochrome P-450 CYP2C8 Inducers; CYP3A4 Inhibitors;

Therapeutic area


Used in treatment of cholera, as it destroys the vibrios and decreases the diarrhea. It is effective against tetracycline-resistant vibrios. It is also used in eye drops or ointment to treat bacterial conjunctivitis.

Common name


Chloramphenicol

IUPAC name


2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide

SMILES


OC[C@@H](NC(=O)C(Cl)Cl)[C@H](O)C1=CC=C(C=C1)[N+]([O-])=O

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

FORMULA


C11H12Cl2N2O5

Responsive image

Common name


Chloramphenicol

IUPAC name


2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide

Molecular weight


323.129

clogP


0.841

clogS


-2.410

HBond Acceptor


5

HBond Donor


3

Total Polar
Surface Area


121.37

Number of Rings


1

Rotatable Bond


6

Drug ID Common name Structure CAS SMILE Frequency
FDBF00003 formamide Responsive image C(=O)N 0.1240
FDBF00041 ethanol Responsive image CCO 0.1474
FDBF00043 N-(2-hydroxyethyl)formamide Responsive image C(CO)NC=O 0.0065
FDBF00151 propane-1,3-diol Responsive image C(O)CCO 0.0045
FDBF00779 nitrobenzene Responsive image O=N(=O)c1ccccc1 0.0134
FDBF00968 2,2-dichloroacetamide Responsive image ClC(Cl)C(=O)N 0.0003
FDBF00969 2,2-dichloro-N-methyl-acetamide Responsive image ClC(Cl)C(=O)NC 0.0007
FDBF00970 2,2-dichloro-N-(2-hydroxyethyl)acetamide Responsive image C(O)CNC(=O)C(Cl)Cl 0.0003
FDBF00971 dichloromethane Responsive image ClCCl 0.0045
9 , 1