NPs Basic Information

Name
Chloramphenicol
Molecular Formula C11H12Cl2N2O5
IUPAC Name*
2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
SMILES
C1=CC(=CC=C1[C@H]([C@@H](CO)NC(=O)C(Cl)Cl)O)[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
InChIKey
WIIZWVCIJKGZOK-RKDXNWHRSA-N
Synonyms
chloramphenicol; 56-75-7; Chloromycetin; Chlornitromycin; Levomycetin; Chloroamphenicol; Halomycetin; Levomicetina; Chlorocid; Globenicol; Alficetyn; Chloramex; Chlorocol; Detreomycin; Oleomycetin; Fenicol; Amphenicol; Aquamycetin; Chloramficin; Chloramfilin; Chloroptic; Cloramicol; D-Chloramphenicol; Econochlor; Enteromycetin; Juvamycetin; Leukomycin; Novomycetin; Ophthochlor; Sificetina; Amphicol; Mychel; Chloramphenicolum; Chloronitrin; Ciplamycetin; Detreomycine; Intramycetin; Laevomycetinum; Levomitsetin; Mediamycetine; Micochlorine; Novophenicol; Stanomycetin; Synthomycetin; Amseclor; Anacetin; Austracil; Austracol; Biocetin; Biophenicol; Chemicetin; Chemicetina; Chlomycol; Chloramsaar; Chlorasol; Chloricol; Chlorocaps; Chlorocide; Chlorovules; Cidocetine; Cloramficin; Cloramidina; Clorocyn; Cloromisan; Clorosintex; Comycetin; Cylphenicol; Doctamicina; Embacetin; Erbaplast; Farmicetina; Hortfenicol; Isicetin; Ismicetina; Isophenicol; Kemicetina; Kemicetine; Leukomyan; Loromisin; Mastiphen; Medichol; Micloretin; Micoclorina; Microcetina; Rivomycin; Ambofen; Catilan; Chlomin; Desphen; Emetren; Enicol; Ertilen; Glorous; Kamaver; Klorita; Isopto fenicol; Chlora-tabs; Chlorocidin C; Chloroject L; Normimycin V; Chlorocid S; Klorocid S; Mychel-Vet; Chloramfenikol; Cloramfenicol; Novochlorocap; Sintomicetina; Chloromax; Oftalent; Otachron; Pantovernil; Pentamycetin; Quemicetina; Romphenil; Ronphenil; Septicol; Chloro-25 vetag; Mycinol; Opclor; Otophen; Paraxin; Sintomicetine R; Sno-Phenicol; Chlorocidin C tetran; Chlorofair; Cloroamfenicolo; Optomycin; D-(-)-Chloramphenicol; Chloromycetny; Dextromycetin; Synthomycetine; Treomicetina; Tevcocin; Tifomycine; Unimycetin; Veticol; Viceton; Tiromycetin; Leukamycin; Loromisan; Tifomycin; D-(-)-threo-Chloramphenicol; Tega-Cetin; 2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide; I 337A; U-6062; NCI-C55709; NSC 3069; D-threo-Chloramphenicol; 2,2-dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide; D(-)-threo-Chloramphenicol; D-(-)-threo-1-p-Nitrophenyl-2-dichloroacetylamino-1,3-propanediol; CAF; Cloramfen; Ak-chlor; CHEBI:17698; NSC3069; NSC-3069; D-(-)-2,2-Dichloro-N-(beta-hydroxy-alpha-(hydroxymethyl)-p-nitrophenylethyl)acetamide; D-(-)-threo-1-p-Nitrophenyl-2-dichloracetamido-1,3-propanediol; Acetamide, 2,2-dichloro-N-(2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl)-, (R-(R*,R*))-; Chloramphenicol (Chloromycetin); 125440-98-4; Cloramfenicolo; Syntomycin; D-(-)-threo-2-Dichloroacetamido-1-p-nitrophenyl-1,3-propanediol; D-(-)-threo-1-(4-Nitrophenyl)-2-dichloroacetamido-1,3-propanediol; D-threo-(1R,2R)-1-p-Nitrophenyl-2-dichloroacetamido-1,3-propanediol; Chloramphenicol-[ring-3,5-3H]; Acetamide, 2,2-dichloro-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-, [R-(R*,R*)]-; 66974FR9Q1; NCGC00091011-05; CAF (pharmaceutical); DSSTox_CID_265; Chloramfenikol [Czech]; Chloromycetny [Polish]; Cloramfenicolo [DCIT]; D-threo-N-(1,1'-Dihydroxy-1-p-nitrophenylisopropyl)dichloroacetamide; 2,2-Dichloro-N-((1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl)acetamide; Chlorbiotic (Veterinary); Chloramphenicol 100 microg/mL in Ethyl acetate; Cloroamfenicolo [Italian]; DSSTox_RID_75473; Chloramphenicol crystalline; DSSTox_GSID_20265; Elase-Chloromycetin; Gloveticol; Mycochlorin; Ocuphenicol; Sintomicetin; Tyfomycine; Chlorocin; Halcetin; Levocin; Levoplast; Levosin; Levovetin; Myclocin; Soluthor; Chloramphenicol, d-; Chloroptic S.O.P.; Cloramfenicol [INN-Spanish]; Chloramphenicolum [INN-Latin]; Ophtochlor; Synthomycine; Tevcosin; Opelor; D(-)-threo-2-Dichloroacetamido-1-p-nitrophenyl-1,3-propanediol; (-)-chloramphenicol; Acetamide, 2,2-dichloro-N-((1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl)-; Econochlor (TN); Amphicol (TN); Ophthocort (Salt/Mix); ACETAMIDE, 2,2-DICHLORO-N-[(1R,2R)-2-HYDROXY-1-(HYDROXYMETHYL)-2-(4-NITROPHENYL)ETHYL]-; SMR000471851; Chloromyxin (Salt/Mix); Chloromycetin (TN); CCRIS 3922; HSDB 3027; SR-01000761450; EINECS 200-287-4; Elase-Chloromycetin (Salt/Mix); BRN 2225532; chioramphenicol; Chloramphenicole; AI3-25003; UNII-66974FR9Q1; CAS-56-75-7; NCGC00094620-01; Thiamphenicol,(S); 2,2-DICHLORO-N-((1R,2R)-2-HYDROXY-1-(HYDROXYMETHYL)-2-(4-NITROPHENYL)ETHYL)ACETAMIDE; 2787-09-9; D-(-)-threo-2,2-Dichloro-N-(.beta.-hydroxy-.alpha.-(hydroxymethyl))-p-nitrophenethylacetamide; D-(-)-threo-2,2-Dichloro-N-[.beta.-hydroxy-.alpha.-(hydroxymethyl)]-p-nitrophenethylacetamide; Chloramphenicol [USP:INN:BAN:JAN]; Chloramphenicol,(S); MFCD00078159; Prestwick3_000031; CHEMBL130; Epitope ID:114066; Pork muscle-Chloramphenicol; CHLORAMPHENICOL [MI]; SCHEMBL16111; BSPBio_000121; CHLORAMPHENICOL [INN]; CHLORAMPHENICOL [JAN]; WLN: WNR DYQY1QMVYGG; 4-13-00-02742 (Beilstein Handbook Reference); MLS001055372; MLS001066397; MLS001332385; MLS001332386; MLS002222155; BIDD:GT0145; CHLORAMPHENICOL [HSDB]; CHLORAMPHENICOL [IARC]; DivK1c_000544; CHLORAMPHENICOL [VANDF]; BPBio1_000135; CHLORAMPHENICOL [MART.]; CHLORAMPHENICOLUM [HPUS]; CHLORAMPHENICOL [USP-RS]; CHLORAMPHENICOL [WHO-DD]; CHLORAMPHENICOL [WHO-IP]; D-(-)-threo-1-(p-Nitrophenyl)-2-(dichloroacetylamino)-1,3-propanediol; D-(-)-threo-N-Dichloroacetyl-1-p-nitrophenyl-2-amino-1,3-propanediol; DTXSID7020265; BDBM23447; Chloramphenicol, gamma-irradiated; GTPL10901; HMS501L06; KBio1_000544; NINDS_000544; Chloramphenicol (JP17/USP/INN); HMS2090M15; HMS2095G03; HMS2269N06; HMS3712G03; ZINC113382; Chloramphenicol, >=98% (HPLC); Acetamide, 2,2-dichloro-N-(.beta.-hydroxy-.alpha.-(hydroxymethyl)-p-nitrophenethyl)-, D-(-)-threo-; Acetamide, 2,2-dichloro-N-[.beta.-hydroxy-.alpha.-(hydroxymethyl)-p-nitrophenethyl]-, D-threo-(-)-; BCP12150; D-(-)-threo-2,2-Dichloro-N-(.beta.-hydroxy-.alpha.-(hydroxymethyl)-p-nitrophenyl-ethyl)acetamide; D-threo-N-Dichloroacetyl-1-p-nitrophenyl-2-amino-1,3-propanediol; HY-B0239; RKL10087; CHLORAMPHENICOL [GREEN BOOK]; Tox21_111306; Tox21_400061; CHLORAMPHENICOL [ORANGE BOOK]; D-(-)-threo-2-Dichloroacetamido-1-(4-nitrophenyl)-1,3-propanediol; s1677; CHLORAMPHENICOL [EP MONOGRAPH]; AKOS005111001; Chloramphenicol for peak identification; Porcine muscle-Chloramphenicol (blank); CCG-220031; CHLORAMPHENICOL [USP MONOGRAPH]; DB00446; CHLORAMPHENICOLUM [WHO-IP LATIN]; D-threo-(-)-2,2-Dichloro-N-(beta-hydroxy-alpha-(hydroxymethyl)-p-nitrophenethyl)acetamide; IDI1_000544; SMP1_000065; NCGC00091011-01; NCGC00091011-02; NCGC00091011-03; NCGC00091011-04; NCGC00091011-06; NCGC00091011-08; NCGC00091011-09; NCGC00091011-20; Acetamide, 2,2-dichloro-N-(2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl)-, (theta-(theta,theta))-; Acetamide, 2,2-dichloro-N-(beta-hydroxy-alpha-(hydroxymethyl)-p-nitrophenethyl)-, D-(-)-threo-; AS-14683; NCI60_002620; OPHTHOCORT COMPONENT CHLORAMPHENICOL; Chloramphenicol, puriss., 98.0-102.0%; CHLOROMYXIN COMPONENT CHLORAMPHENICOL; AB00374860; Chloramphenicol 10 microg/mL in Acetonitrile; Chloramphenicol, tested according to Ph.Eur.; SW198497-2; CHLORAMPHENICOL COMPONENT OF OPHTHOCORT; C-3307; C00918; CHLORAMPHENICOL COMPONENT OF CHLOROMYXIN; D00104; AB00374860-13; AB00374860-14; AB00374860_15; Chloramphenicol, meets USP testing specifications; Q274515; Chloramphenicol, VETRANAL(TM), analytical standard; ELASE-CHLOROMYCETIN COMPONENT CHLORAMPHENICOL; SR-01000761450-2; SR-01000761450-3; SR-01000761450-5; BRD-K08111712-001-02-7; BRD-K08111712-001-16-7; CHLORAMPHENICOL COMPONENT OF ELASE-CHLOROMYCETIN; Chloramphenicol, Antibiotic for Culture Media Use Only; CHLOROPTIC-P S.O.P. COMPONENT CHLORAMPHENICOL; CHLORAMPHENICOL COMPONENT OF CHLOROPTIC-P S.O.P.; Z2065671241; Chloramphenicol, BioReagent, suitable for plant cell culture; Chloramphenicol, certified reference material, TraceCERT(R); CHLOROMYCETIN HYDROCORTISONE COMPONENT CHLORAMPHENICOL; CHLORAMPHENICOL COMPONENT OF CHLOROMYCETIN HYDROCORTISONE; Chloramphenicol, British Pharmacopoeia (BP) Reference Standard; Chloramphenicol, European Pharmacopoeia (EP) Reference Standard; Chloramphenicol, United States Pharmacopeia (USP) Reference Standard; D-threo-1-(p-Nitrophenyl)-2-(dichloroacetylamino)-1,3-propanediol; 2,2-Dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)-2-propyl]acetamide; Acetamide,2,2-dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-; Acetamide,2-dichloro-N-[.beta.-hydroxy-.alpha.-(hydroxymethyl)-p-nitrophenethyl]; Chloramphenicol, Biotechnology Performance Certified, suitable for plant cell culture; D-(-)-2,2-Dichloro-N-(.beta.-hydroxy-.alpha.-(hydroxymethyl)-p-nitrophenyl-ethyl)acetamide; 2,2-Dichloro-N-(2-hydroxy-1-(hydroxymethyl)-2-(4-(hydroxy(oxido)amino)phenyl)ethyl)acetamide, (1R, 2R)-; Acetamide, 2,2-dichloro-N-(2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl)-, (R*,R*)-(+-)-; Acetamide,2-dichloro-N-[.beta.-hydroxy-.alpha.-(hydroxymethyl)-p-nitrophenethyl]-, D-threo-(-)-; Acetamide,2-dichloro-N-[.beta.-hydroxy-.alpha.-(hydroxymethyl)-p-nitrophenethyl]-,D-(-)-threo-; Acetamide,2-dichloro-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-, [R-(R*,R*)]-; Chloramphenicol 10 microg/mL in Acetonitrile. Short expiry date due to chemical nature of component(s); D-(-)-threo-alpha, alpha-Dichloro-N-(beta-hydroxy-alpha-(hydroxymethyl)-p-nitrophenethyl)acetamide; D-THREO-(-)-2,2-DICHLORO-N-(.BETA.-HYDROXY-.ALPHA.-(HYDROXYMETHYL)-P-NITROPHENETHYL)ACETAMIDE
CAS 2787-09-9
PubChem CID 5959
ChEMBL ID CHEMBL130
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Benzenoids
      • Class: Benzene and substituted d
        • Subclass: Nitrobenzenes
          • Direct Parent: Nitrobenzenes

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 323.13 ALogp: 1.1
HBD: 3 HBA: 5
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 115.0 Aromatic Rings: 1
Heavy Atoms: 20 QED Weighted: 0.415

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.454 MDCK Permeability: 0.00293720
Pgp-inhibitor: 0.001 Pgp-substrate: 0.027
Human Intestinal Absorption (HIA): 0.012 20% Bioavailability (F20%): 0.001
30% Bioavailability (F30%): 0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.06 Plasma Protein Binding (PPB): 61.57%
Volume Distribution (VD): 0.674 Fu: 36.32%

ADMET: Metabolism

CYP1A2-inhibitor: 0.032 CYP1A2-substrate: 0.105
CYP2C19-inhibitor: 0.041 CYP2C19-substrate: 0.837
CYP2C9-inhibitor: 0.007 CYP2C9-substrate: 0.42
CYP2D6-inhibitor: 0.003 CYP2D6-substrate: 0.164
CYP3A4-inhibitor: 0.026 CYP3A4-substrate: 0.208

ADMET: Excretion

Clearance (CL): 5.116 Half-life (T1/2): 0.441

ADMET: Toxicity

hERG Blockers: 0.073 Human Hepatotoxicity (H-HT): 0.053
Drug-inuced Liver Injury (DILI): 0.055 AMES Toxicity: 0.438
Rat Oral Acute Toxicity: 0.04 Maximum Recommended Daily Dose: 0.016
Skin Sensitization: 0.42 Carcinogencity: 0.081
Eye Corrosion: 0.004 Eye Irritation: 0.174
Respiratory Toxicity: 0.831
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC000793 1.000 D0X6IU 1.000
ENC000034 0.361 D03YLZ 0.662
ENC002666 0.317 D05HFY 0.316
ENC006123 0.304 D0J9ZR 0.310
ENC001364 0.286 D02WAB 0.286
ENC005262 0.269 D01AJY 0.282
ENC005325 0.253 D0R1QE 0.274
ENC000129 0.239 D04VMT 0.263
ENC000006 0.239 D08HUC 0.256
ENC005811 0.237 D00LFB 0.244
*Note: the compound similarity was calculated by RDKIT.