NPs Basic Information

Name
Cyclo(L-Phe-L-Pro)
Molecular Formula C14H16N2O2
IUPAC Name*
(3S,8aS)-3-benzyl-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
SMILES
C1C[C@H]2C(=O)N[C@H](C(=O)N2C1)CC3=CC=CC=C3
InChI
InChI=1S/C14H16N2O2/c17-13-12-7-4-8-16(12)14(18)11(15-13)9-10-5-2-1-3-6-10/h1-3,5-6,11-12H,4,7-9H2,(H,15,17)/t11-,12-/m0/s1
InChIKey
QZBUWPVZSXDWSB-RYUDHWBXSA-N
Synonyms
Cyclo(L-Phe-L-Pro); 3705-26-8; Cyclo(-Phe-Pro); Cyclo-L-phenylalanyl-L-proline; (3S,8aS)-3-Benzylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione; CHEBI:69440; (3S,8aS)-3-benzyl-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione; KUC100417N; (3S-trans)-3-Benzylhexahydropyrrolo(1,2-a)pyrazine-1,4-dione; MFCD00038604; Cyclo(Pro-Phe); Cyclo(L-Phe-L-Pro-); MLS001208545; CHEMBL512845; cyclo(L-phenylalanyl-L-prolyl); SCHEMBL2019443; BDBM163710; DTXSID101316106; HMS2843P17; (3S,8aS)-3-Benzyl-hexahydro-pyrrolo[1,2-a]pyrazine-1,4-dione; EX-A3331; ZINC1557594; Cyclo L-Pro-L-Phe (Fr. 2-2); AC6021; Diketopiperazine cyclo(D-Pro-D-Phe); AKOS000739487; AS-56632; SMR000504521; 3-Benzyl-hexahydro-pyrrolo[1,2-a]pyrazine-1,4-dione; Q27104973; rel-(3R,8aR)-3-benzylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione; (3S,8Ar)-3-benzyl-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione; pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-3-(phenylmethyl)-, (3S,8aS)-
CAS 3705-26-8
PubChem CID 443440
ChEMBL ID CHEMBL512845
*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: 244.29 ALogp: 1.4
HBD: 1 HBA: 2
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 49.4 Aromatic Rings: 3
Heavy Atoms: 18 QED Weighted: 0.847

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.694 MDCK Permeability: 0.00005270
Pgp-inhibitor: 0.001 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.018 20% Bioavailability (F20%): 0.065
30% Bioavailability (F30%): 0.05

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.701 Plasma Protein Binding (PPB): 47.96%
Volume Distribution (VD): 0.577 Fu: 44.41%

ADMET: Metabolism

CYP1A2-inhibitor: 0.037 CYP1A2-substrate: 0.121
CYP2C19-inhibitor: 0.338 CYP2C19-substrate: 0.496
CYP2C9-inhibitor: 0.086 CYP2C9-substrate: 0.75
CYP2D6-inhibitor: 0.011 CYP2D6-substrate: 0.446
CYP3A4-inhibitor: 0.174 CYP3A4-substrate: 0.283

ADMET: Excretion

Clearance (CL): 6.155 Half-life (T1/2): 0.74

ADMET: Toxicity

hERG Blockers: 0.019 Human Hepatotoxicity (H-HT): 0.751
Drug-inuced Liver Injury (DILI): 0.187 AMES Toxicity: 0.016
Rat Oral Acute Toxicity: 0.726 Maximum Recommended Daily Dose: 0.316
Skin Sensitization: 0.214 Carcinogencity: 0.133
Eye Corrosion: 0.003 Eye Irritation: 0.018
Respiratory Toxicity: 0.041
*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
ENC005971 1.000 D05EPM 0.382
ENC005484 1.000 D06BYV 0.358
ENC005206 0.683 D03RZV 0.333
ENC005847 0.683 D0Z9NZ 0.329
ENC005092 0.683 D04GKO 0.317
ENC005408 0.683 D05OIS 0.316
ENC000867 0.683 D0I0DL 0.315
ENC000975 0.662 D0N5HJ 0.315
ENC003217 0.662 D07RGW 0.315
ENC005969 0.606 D02DMQ 0.313
*Note: the compound similarity was calculated by RDKIT.