NPs Basic Information

Name
Clindamycin
Molecular Formula C18H33ClN2O5S
IUPAC Name*
(2S,4R)-N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide
SMILES
CCC[C@@H]1C[C@H](N(C1)C)C(=O)N[C@@H]([C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)SC)O)O)O)[C@H](C)Cl
InChI
InChI=1S/C18H33ClN2O5S/c1-5-6-10-7-11(21(3)8-10)17(25)20-12(9(2)19)16-14(23)13(22)15(24)18(26-16)27-4/h9-16,18,22-24H,5-8H2,1-4H3,(H,20,25)/t9-,10+,11-,12+,13-,14+,15+,16+,18+/m0/s1
InChIKey
KDLRVYVGXIQJDK-AWPVFWJPSA-N
Synonyms
clindamycin; 18323-44-9; Chlolincocin; Clinimycin; Dalacine; Dalacin C; Sobelin; Clindamycin hydrochloride; Antirobe; 7(S)-Chloro-7-deoxylincomycin; 7-Chlorolincomycin; 7-Chloro-7-deoxylincomycin; U 21251; U-21251; U-21,251; Clindamycine; Klimicin; ClindaDerm; 3U02EL437C; Klindan 300; 7-Deoxy-7(S)-chlorolincomycin; Clindamycine [French]; Clindamycine [INN-French]; Clindamycinum [INN-Latin]; Clindamicina [INN-Spanish]; 7-CDL; (2S,4R)-N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide; L-threo-a-D-galacto-Octopyranoside, methyl7-chloro-6,7,8-trideoxy-6-[[[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio-; methyl 7-chloro-6,7,8-trideoxy-6-{[(4R)-1-methyl-4-propyl-L-prolyl]amino}-1-thio-L-threo-alpha-D-galacto-octopyranoside; Clindamicina; Clindamycinum; (2S,4R)-N-((1S,2S)-2-chloro-1-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)propyl)-1-methyl-4-propylpyrrolidine-2-carboxamide; CLDM; UNII-3U02EL437C; Clindamycin [USAN:INN:BAN]; SR-05000001477; HSDB 3037; Clindamycin,(S); (2S,4R)-N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyl-tetrahydropyran-2-yl]propyl]-1-methyl-4-propyl-pyrrolidine-2-carboxamide; EINECS 242-209-1; NSC305832; CLINDAMYCIN [MI]; 58207-19-5; CLINDAMYCIN [INN]; Clindamycin (USAN/INN); CLINDAMYCIN [HSDB]; CLINDAMYCIN [USAN]; CLINDAMYCIN [VANDF]; SCHEMBL3154; CHEMBL1753; CLINDAMYCIN [MART.]; CLINDA & IL-12; CLINDAMYCIN [WHO-DD]; BIDD:GT0418; Clindamycin & Interleukin 12; CLINDAMYCIN [GREEN BOOK]; DTXSID2022836; GTPL10607; HMS2089A05; HMS2089N16; HY-B1455; L-THREO-.ALPHA.-D-GALACTO-OCTOPYRANOSIDE, METHYL 7-CHLORO-6,7,8-TRIDEOXY-6-(((1-METHYL-4-PROPYL-2-PYRROLIDINYL)CARBONYL)AMINO)-1-THIO-, (2S-TRANS)-; Methyl 7-chloro-6,7,8-trideoxy-6-(1-methyl-trans-4-propyl-L-2-pyrrolidinecarboxamido)-1-thio-L-threo-.alpha.-D-galacto-octopyranoside; ZINC4038341; AKOS037515852; AM84752; CCG-268941; CS-11147; L-threo-.alpha.-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-[[[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio-; L-threo-alpha-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-(((1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-, (2S-trans)-; Clindamycin 1000 microg/mL in Acetonitrile; CS-0013163; C06914; D00277; AB01275425-01; AB01275425_02; 323C449; A831786; EN300-19736038; SR-05000001477-1; CLINDAMYCIN PHOSPHATE IMPURITY E [EP IMPURITY]; (2S,4R)-N-[(1S,2S)-2-chloranyl-1-[(2R,3R,4S,5R,6R)-6-methylsulfanyl-3,4,5-tris(oxidanyl)oxan-2-yl]propyl]-1-methyl-4-propyl-pyrrolidine-2-carboxamide; (2S,4R)-N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide; (2S,4R)-N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylthio)-2-oxanyl]propyl]-1-methyl-4-propyl-2-pyrrolidinecarboxamide; L-threo-?-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-[[[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio-; L-threo-alpha-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-((((2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-; L-threo-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-(1-methyl-4-propyl-L-2-pyrrolidinecarboxamido)-1-thio-, trans-alpha-; methyl 7-chloro-6,7,8-trideoxy-6-({[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl}amino)-1-thio-L-threo-alpha-D-galacto-octopyranoside
CAS 18323-44-9
PubChem CID 446598
ChEMBL ID CHEMBL1753
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organic acids and derivat
      • Class: Carboxylic acids and deri
        • Subclass: Amino acids, peptides, an
          • Direct Parent: Proline and derivatives

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: 425.0 ALogp: 2.2
HBD: 4 HBA: 7
Rotatable Bonds: 7 Lipinski's rule of five: Accepted
Polar Surface Area: 128.0 Aromatic Rings: 2
Heavy Atoms: 27 QED Weighted: 0.448

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.393 MDCK Permeability: 0.00001820
Pgp-inhibitor: 0.974 Pgp-substrate: 0.979
Human Intestinal Absorption (HIA): 0.857 20% Bioavailability (F20%): 0.003
30% Bioavailability (F30%): 0.009

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.082 Plasma Protein Binding (PPB): 90.99%
Volume Distribution (VD): 0.767 Fu: 2.86%

ADMET: Metabolism

CYP1A2-inhibitor: 0.068 CYP1A2-substrate: 0.272
CYP2C19-inhibitor: 0.039 CYP2C19-substrate: 0.893
CYP2C9-inhibitor: 0.012 CYP2C9-substrate: 0.155
CYP2D6-inhibitor: 0.011 CYP2D6-substrate: 0.395
CYP3A4-inhibitor: 0.008 CYP3A4-substrate: 0.301

ADMET: Excretion

Clearance (CL): 2.208 Half-life (T1/2): 0.862

ADMET: Toxicity

hERG Blockers: 0.046 Human Hepatotoxicity (H-HT): 0.902
Drug-inuced Liver Injury (DILI): 0.387 AMES Toxicity: 0.079
Rat Oral Acute Toxicity: 0.488 Maximum Recommended Daily Dose: 0.023
Skin Sensitization: 0.148 Carcinogencity: 0.111
Eye Corrosion: 0.003 Eye Irritation: 0.012
Respiratory Toxicity: 0.902
*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
ENC002431 0.272 D0R0ZL 1.000
ENC005771 0.258 D0Q0EX 0.870
ENC004407 0.252 D05ZYM 0.233
ENC003055 0.247 D0P2IW 0.222
ENC001214 0.247 D0M4WA 0.222
ENC001062 0.239 D0HR8Z 0.217
ENC003068 0.239 D09MPU 0.217
ENC003707 0.238 D0I8RR 0.214
ENC003582 0.238 D0PI3Z 0.214
ENC003177 0.237 D0H3KI 0.212
*Note: the compound similarity was calculated by RDKIT.