Natural Product: ENC002030

NPs Basic Information

Download MOL File
Name
cyclo(L-Phe-trans-4-hydroxy-L-Pro)
Molecular Formula C14H16N2O3
IUPAC Name*
(3S,7R,8aS)-3-benzyl-7-hydroxy-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
SMILES
C1[C@H](CN2[C@@H]1C(=O)N[C@H](C2=O)CC3=CC=CC=C3)O
InChI
InChI=1S/C14H16N2O3/c17-10-7-12-13(18)15-11(14(19)16(12)8-10)6-9-4-2-1-3-5-9/h1-5,10-12,17H,6-8H2,(H,15,18)/t10-,11+,12+/m1/s1
InChIKey
PYQJYHACQOBZLF-WOPDTQHZSA-N
Synonyms
cyclo(L-Phe-trans-4-hydroxy-L-Pro); 118477-06-8; Cyclo(L-phenylalanyl-trans-4-hydroxy-L-proline); (3S,7R,8aS)-3-benzyl-7-hydroxy-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione; L-Phe-trans-4-hydroxy-L-Pro; CHEMBL3740025; SCHEMBL13657922; BDBM163707; ZINC82047600; AKOS032948256; (4R)-4-Hydroxycyclo(L-Pro-L-Phe-); Cyclo L-OH-Pro-L-Phe (Fr. 1-4); Cyclo-(L-phenylalanyl-4R-hydroxy-L-proline)
CAS NA
PubChem CID 10467786
ChEMBL ID CHEMBL3740025
*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: Alpha amino acids and der

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: 260.29 ALogp: 0.4
HBD: 2 HBA: 3
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 69.6 Aromatic Rings: 3
Heavy Atoms: 19 QED Weighted: 0.793

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.209 MDCK Permeability: 0.00001710
Pgp-inhibitor: 0.001 Pgp-substrate: 0.195
Human Intestinal Absorption (HIA): 0.09 20% Bioavailability (F20%): 0.747
30% Bioavailability (F30%): 0.937

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.242 Plasma Protein Binding (PPB): 21.57%
Volume Distribution (VD): 0.614 Fu: 68.09%

ADMET: Metabolism

CYP1A2-inhibitor: 0.026 CYP1A2-substrate: 0.073
CYP2C19-inhibitor: 0.088 CYP2C19-substrate: 0.556
CYP2C9-inhibitor: 0.062 CYP2C9-substrate: 0.521
CYP2D6-inhibitor: 0.007 CYP2D6-substrate: 0.267
CYP3A4-inhibitor: 0.076 CYP3A4-substrate: 0.381

ADMET: Excretion

Clearance (CL): 4.012 Half-life (T1/2): 0.619

ADMET: Toxicity

hERG Blockers: 0.037 Human Hepatotoxicity (H-HT): 0.935
Drug-inuced Liver Injury (DILI): 0.695 AMES Toxicity: 0.025
Rat Oral Acute Toxicity: 0.298 Maximum Recommended Daily Dose: 0.934
Skin Sensitization: 0.162 Carcinogencity: 0.177
Eye Corrosion: 0.003 Eye Irritation: 0.019
Respiratory Toxicity: 0.119
*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
ENC005847 1.000 D05EPM 0.371
ENC005969 0.706 D06BYV 0.348
ENC005971 0.683 D05OIS 0.328
ENC005484 0.683 D03RZV 0.324
ENC005481 0.532 D0Z9NZ 0.320
ENC005972 0.516 D0R1BD 0.315
ENC005846 0.516 D07RGW 0.307
ENC001910 0.516 D0U5RT 0.303
ENC003591 0.500 D08EOD 0.301
ENC005997 0.494 D07HOF 0.300
*Note: the compound similarity was calculated by RDKIT.