Natural Product: ENC002951

NPs Basic Information

Download MOL File
Name
3-Deoxo-4b-deoxypaxilline
Molecular Formula C27H35NO2
IUPAC Name*
2-[(1S,2S,5S,7S,11R,14S)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-9,16(24),17,19,21-pentaen-7-yl]propan-2-ol
SMILES
C[C@]12CC[C@H]3C(=CC[C@H](O3)C(C)(C)O)[C@@H]1CC[C@@H]4[C@@]2(C5=C(C4)C6=CC=CC=C6N5)C
InChI
InChI=1S/C27H35NO2/c1-25(2,29)23-12-10-18-20-11-9-16-15-19-17-7-5-6-8-21(17)28-24(19)27(16,4)26(20,3)14-13-22(18)30-23/h5-8,10,16,20,22-23,28-29H,9,11-15H2,1-4H3/t16-,20-,22-,23-,26-,27+/m0/s1
InChIKey
FDYCJJJTQUSEOV-HEPDKZGESA-N
Synonyms
3-Deoxo-4b-deoxypaxilline; CHEMBL2408950; CHEBI:181374; 12-Demethyl-11,12-dehydropaspaline; C20534; 2-[(1S,2S,5S,7S,11R,14S)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-9,16(24),17,19,21-pentaen-7-yl]propan-2-ol
CAS NA
PubChem CID 71745335
ChEMBL ID CHEMBL2408950
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Naphthopyrans
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Naphthopyrans

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: 405.6 ALogp: 5.2
HBD: 2 HBA: 2
Rotatable Bonds: 1 Lipinski's rule of five: Rejected
Polar Surface Area: 45.2 Aromatic Rings: 6
Heavy Atoms: 30 QED Weighted: 0.588

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.689 MDCK Permeability: 0.00002270
Pgp-inhibitor: 0.985 Pgp-substrate: 0.233
Human Intestinal Absorption (HIA): 0.004 20% Bioavailability (F20%): 0.445
30% Bioavailability (F30%): 0.064

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.441 Plasma Protein Binding (PPB): 95.49%
Volume Distribution (VD): 1.626 Fu: 2.33%

ADMET: Metabolism

CYP1A2-inhibitor: 0.35 CYP1A2-substrate: 0.72
CYP2C19-inhibitor: 0.273 CYP2C19-substrate: 0.779
CYP2C9-inhibitor: 0.454 CYP2C9-substrate: 0.093
CYP2D6-inhibitor: 0.662 CYP2D6-substrate: 0.451
CYP3A4-inhibitor: 0.947 CYP3A4-substrate: 0.654

ADMET: Excretion

Clearance (CL): 7.947 Half-life (T1/2): 0.023

ADMET: Toxicity

hERG Blockers: 0.366 Human Hepatotoxicity (H-HT): 0.212
Drug-inuced Liver Injury (DILI): 0.041 AMES Toxicity: 0.008
Rat Oral Acute Toxicity: 0.959 Maximum Recommended Daily Dose: 0.962
Skin Sensitization: 0.161 Carcinogencity: 0.85
Eye Corrosion: 0.029 Eye Irritation: 0.051
Respiratory Toxicity: 0.986
*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
ENC002279 0.773 D0H4JM 0.301
ENC005989 0.773 D01JGV 0.290
ENC003172 0.773 D0U7GP 0.290
ENC005406 0.703 D02STN 0.260
ENC000857 0.654 D08QKJ 0.254
ENC004710 0.642 D0U3GL 0.248
ENC003933 0.613 D0K0KH 0.248
ENC005990 0.611 D06CNP 0.244
ENC005405 0.607 D05MQK 0.243
ENC005988 0.595 D0J1ML 0.240
*Note: the compound similarity was calculated by RDKIT.