Natural Product: ENC003936

NPs Basic Information

Download MOL File
Name
(1S,3S,4R,5S,8R,9S,10R,11R,14S,16R,18R)-5-benzyl-9,10-dihydroxy-3,12,14-trimethyl-2-methylidene-19-oxa-6-azapentacyclo[14.2.1.04,8.08,18.011,17]nonadec-12-en-7-one
Molecular Formula C28H35NO4
IUPAC Name*
(1S,3S,4R,5S,8R,9S,10R,11R,14S,16R,18R)-5-benzyl-9,10-dihydroxy-3,12,14-trimethyl-2-methylidene-19-oxa-6-azapentacyclo[14.2.1.04,8.08,18.011,17]nonadec-12-en-7-one
SMILES
C[C@H]1C[C@@H]2C3[C@@H]([C@H]([C@H]([C@]45[C@@H]3[C@H](O2)C(=C)[C@H]([C@H]4[C@@H](NC5=O)CC6=CC=CC=C6)C)O)O)C(=C1)C
InChI
InChI=1S/C28H35NO4/c1-13-10-14(2)20-21-19(11-13)33-25-16(4)15(3)22-18(12-17-8-6-5-7-9-17)29-27(32)28(22,23(21)25)26(31)24(20)30/h5-10,13,15,18-26,30-31H,4,11-12H2,1-3H3,(H,29,32)/t13-,15-,18+,19-,20+,21?,22+,23+,24-,25-,26-,28-/m1/s1
InChIKey
MLMRFXVBCDFIAD-LTMHNWRYSA-N
Synonyms
Phomopchalasin B
CAS NA
PubChem CID 139591043
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Azaspirodecane derivative
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Azaspirodecane derivative

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: 449.6 ALogp: 2.3
HBD: 3 HBA: 4
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 78.8 Aromatic Rings: 6
Heavy Atoms: 33 QED Weighted: 0.602

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.239 MDCK Permeability: 0.00004380
Pgp-inhibitor: 0.05 Pgp-substrate: 0.995
Human Intestinal Absorption (HIA): 0.057 20% Bioavailability (F20%): 0.05
30% Bioavailability (F30%): 0.805

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.113 Plasma Protein Binding (PPB): 86.93%
Volume Distribution (VD): 1.531 Fu: 7.03%

ADMET: Metabolism

CYP1A2-inhibitor: 0.085 CYP1A2-substrate: 0.127
CYP2C19-inhibitor: 0.096 CYP2C19-substrate: 0.57
CYP2C9-inhibitor: 0.145 CYP2C9-substrate: 0.039
CYP2D6-inhibitor: 0.015 CYP2D6-substrate: 0.179
CYP3A4-inhibitor: 0.847 CYP3A4-substrate: 0.317

ADMET: Excretion

Clearance (CL): 10.443 Half-life (T1/2): 0.188

ADMET: Toxicity

hERG Blockers: 0.423 Human Hepatotoxicity (H-HT): 0.769
Drug-inuced Liver Injury (DILI): 0.772 AMES Toxicity: 0.035
Rat Oral Acute Toxicity: 0.709 Maximum Recommended Daily Dose: 0.944
Skin Sensitization: 0.13 Carcinogencity: 0.091
Eye Corrosion: 0.003 Eye Irritation: 0.009
Respiratory Toxicity: 0.974
*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
ENC003956 0.784 D0SP3D 0.223
ENC005128 0.752 D09NNH 0.222
ENC006060 0.696 D0V3ZA 0.222
ENC004543 0.643 D0R1BD 0.220
ENC003937 0.619 D0IN7I 0.217
ENC005127 0.596 D0M6VK 0.217
ENC005759 0.553 D05ZJG 0.217
ENC003955 0.534 D06CWH 0.217
ENC006133 0.521 D08UMH 0.216
ENC005760 0.521 D0I2VK 0.216
*Note: the compound similarity was calculated by RDKIT.