Molecule

Chloramphenicol; (1S,2S)-form

AlkaPlorer ID: AK292272

Synonym: (-)-threo-form

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

Structure

SMILES: O=[N+]([O-])C1=CC=C(C(O)C(CO)N=C(O)C(Cl)Cl)C=C1

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)

InChIKey: WIIZWVCIJKGZOK-UHFFFAOYSA-N

Reference

Biosynthesis of the dichloroacetyl component of chloramphenicol in Streptomyces venezuelae ISP5230: genes required for halogenation

PubChem CID: 298

CAS: 134-90-7

LOTUS: LTS0254503

{

NPAtlas: NPA016373

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Arthrobacter sp.	Arthrobacter	Micrococcaceae	Micrococcales	Actinomycetes	Actinomycetota	None	Bacteria
Nocardia sp.	Nocardia	Nocardiaceae	Mycobacteriales	Actinomycetes	Actinomycetota	None	Bacteria
None	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria
Streptomyces purpureus	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria
Streptomyces omiyaensis	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria
Corynebacterium sp.	Corynebacterium	Corynebacteriaceae	Mycobacteriales	Actinomycetes	Actinomycetota	None	Bacteria
Streptosporangium sp.	Streptosporangium	Streptosporangiaceae	Streptosporangiales	Actinomycetes	Actinomycetota	None	Bacteria
None	Micromonospora	Micromonosporaceae	Micromonosporales	Actinomycetes	Actinomycetota	None	Bacteria
None	Lunatia	Naticidae	Littorinimorpha	Gastropoda	Mollusca	Metazoa	Eukaryota
Streptomyces venezuelae	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria

Properties Information

Molecule Weight: 323.13199999999995

TPSA？: 116.19

MolLogP？: 1.7493

Number of H-Donors: 3

Number of H-Acceptors: 5

RingCount: 1

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Acinetobacter baumannii	Acinetobacter baumannii	MIC	10000.0	nM	10.6019/CHEMBL4513141
Candida albicans	Candida albicans	MIC	10000.0	nM	10.6019/CHEMBL4513141
Cryptococcus neoformans	Cryptococcus neoformans	MIC	10000.0	nM	10.6019/CHEMBL4513141
Escherichia coli	Escherichia coli	MIC	10000.0	nM	10.6019/CHEMBL4513141
Homo sapiens	Chromobox protein homolog 1	Potency	79432.8	nM	None
Homo sapiens	Geminin	Potency	259.3	nM	None
Homo sapiens	Geminin	Potency	13335.9	nM	None
Homo sapiens	Geminin	Potency	14581.0	nM	None
Homo sapiens	HEK293	CC50	10000.0	nM	10.6019/CHEMBL4513141
Homo sapiens	Prelamin-A/C	Potency	7943.3	nM	None
Homo sapiens	Survival motor neuron protein	Potency	3162.3	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	16360.1	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	29092.9	nM	None
Klebsiella pneumoniae	Klebsiella pneumoniae	MIC	10000.0	nM	10.6019/CHEMBL4513141
Plasmodium falciparum	Plasmodium falciparum	Potency	18526.0	nM	None
Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	10000.0	nM	10.6019/CHEMBL4513141
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	19952.62	nM	10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	20000.0	nM	10.6019/CHEMBL4651402
Staphylococcus aureus	Staphylococcus aureus	MIC	10000.0	nM	10.6019/CHEMBL4513141
None	NON-PROTEIN TARGET	Potency	1.1	nM	None
None	Unchecked	IC50	2553.0	nM	None
None	Unchecked	IC50	3020.0	nM	None
None	Unchecked	IC50	5120.0	nM	None
None	Unchecked	IC50	9170.0	nM	None
None	Unchecked	IC50	9670.0	nM	None
None	Unchecked	IC50	10120.0	nM	None
None	Unchecked	Potency	5623.4	nM	None