Natural Product: ENC004466

NPs Basic Information

Download MOL File
Name
Dirithromycin
Molecular Formula C42H78N2O14
IUPAC Name*
(1R,2R,3R,6R,7S,8S,9R,10R,12R,13S,15R,17S)-9-[(2S,3R,4S)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-3-ethyl-2,10-dihydroxy-7-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-15-(2-methoxyethoxymethyl)-2,6,8,10,12,17-hexamethyl-4,16-dioxa-14-azabicyclo[11.3.1]heptadecan-5-one
SMILES
CC[C@@H]1[C@@]([C@H]2[C@H]([C@H]([C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)O)(C)OC)C)O[C@H]4[C@@H]([C@H](CC(O4)C)N(C)C)O)(C)O)C)N[C@H](O2)COCCOC)C)(C)O
InChI
InChI=1S/C42H78N2O14/c1-15-29-42(10,49)37-24(4)32(43-30(56-37)21-52-17-16-50-13)22(2)19-40(8,48)36(58-39-33(45)28(44(11)12)18-23(3)53-39)25(5)34(26(6)38(47)55-29)57-31-20-41(9,51-14)35(46)27(7)54-31/h22-37,39,43,45-46,48-49H,15-21H2,1-14H3/t22-,23?,24+,25+,26-,27+,28+,29-,30-,31+,32+,33-,34+,35+,36-,37-,39+,40-,41-,42-/m1/s1
InChIKey
WLOHNSSYAXHWNR-BCPOCVISSA-N
Synonyms
Dirithromycin; D5495
CAS 62013-04-1
PubChem CID 164186513
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organic oxygen compounds
      • Class: Organooxygen compounds
        • Subclass: Carbohydrates and carbohy
          • Direct Parent: Aminoglycosides

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: 835.1 ALogp: 4.2
HBD: 5 HBA: 16
Rotatable Bonds: 12 Lipinski's rule of five: Rejected
Polar Surface Area: 196.0 Aromatic Rings: 4
Heavy Atoms: 58 QED Weighted: 0.142

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.536 MDCK Permeability: 0.00012092
Pgp-inhibitor: 1 Pgp-substrate: 0.731
Human Intestinal Absorption (HIA): 0.102 20% Bioavailability (F20%): 0.996
30% Bioavailability (F30%): 0.974

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.002 Plasma Protein Binding (PPB): 44.82%
Volume Distribution (VD): 0.457 Fu: 33.86%

ADMET: Metabolism

CYP1A2-inhibitor: 0.001 CYP1A2-substrate: 0.196
CYP2C19-inhibitor: 0.008 CYP2C19-substrate: 0.91
CYP2C9-inhibitor: 0.002 CYP2C9-substrate: 0.004
CYP2D6-inhibitor: 0.001 CYP2D6-substrate: 0.092
CYP3A4-inhibitor: 0.194 CYP3A4-substrate: 0.893

ADMET: Excretion

Clearance (CL): 3.772 Half-life (T1/2): 0.612

ADMET: Toxicity

hERG Blockers: 0.831 Human Hepatotoxicity (H-HT): 0.669
Drug-inuced Liver Injury (DILI): 0.96 AMES Toxicity: 0.323
Rat Oral Acute Toxicity: 0.047 Maximum Recommended Daily Dose: 0.006
Skin Sensitization: 0.092 Carcinogencity: 0.05
Eye Corrosion: 0.003 Eye Irritation: 0.006
Respiratory Toxicity: 0.835
*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
ENC004292 0.280 D06ZUP 1.000
ENC003639 0.279 D02YIZ 0.694
ENC004223 0.272 D03HJK 0.692
ENC003727 0.272 D0Z1ZM 0.672
ENC003730 0.270 D04JMQ 0.648
ENC003877 0.269 D0E4SI 0.605
ENC003236 0.269 D0TG7I 0.553
ENC003127 0.267 D0Q6OS 0.386
ENC003621 0.263 D06IGU 0.385
ENC004293 0.261 D0F5OR 0.376
*Note: the compound similarity was calculated by RDKIT.