Natural Product: NPC19576

Natural Product ID:  NPC19576
Common Name:   Pyroglutamic Acid
IUPAC Name:   (2S)-5-oxopyrrolidine-2-carboxylic acid
Synonyms:   Pidolic Acid
Molecular Formula:   C5H7NO3
Standard InCHIKey:  ODHCTXKNWHHXJC-VKHMYHEASA-N
Standard InCHI:  InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m0/s1
Canonical SMILES:  OC(=O)[C@@H]1CCC(=N1)O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO4011 Chlamydomonas reinhardtii Species Chlamydomonadaceae Eukaryota PMID[25515814]
NPO10000 Rehmanniae radix praeparata NA NA NA TCMSP*
NPO29692 Isatidis folium NA NA NA TCMSP*
NPO5812 Indigo naturalis NA NA NA TCMSP*
NPO2997 Aloe africana Species Xanthorrhoeaceae Eukaryota TM-MC*
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota TM-MC*
NPO14763 Aloe ferox Species Asphodelaceae Eukaryota TM-MC*
NPO2837 Aloe spicata Species Asphodelaceae Eukaryota TM-MC*
NPO1756 Cremastra appendiculata Species Orchidaceae Eukaryota TM-MC*
NPO4554 Isatis tinctoria Species Brassicaceae Eukaryota TM-MC*
NPO28265 Morus alba Species Moraceae Eukaryota TM-MC*
NPO17553 Pleione bulbocodioides Species Orchidaceae Eukaryota TM-MC*
NPO12875 Pleione yunnanensis Species Orchidaceae Eukaryota TM-MC*
NPO29463 Pogostemon cablin Species Lamiaceae Eukaryota TM-MC*
NPO9069 Persicaria tinctoria Species Polygonaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition = 67 % 17045703
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 0.69 17045703
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 0.75 17045703
NPT483 Individual Protein Prelamin-A/C Homo sapiens Potency = 5.6 nM PubChem BioAssay data set
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency 13459.1 nM PubChem BioAssay data set
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency 19011.5 nM PubChem BioAssay data set
NPT154 Individual Protein Mothers against decapentaplegic homolog 3 Homo sapiens Potency 35481.3 nM PubChem BioAssay data set
NPT445 Individual Protein Peripheral myelin protein 22 Rattus norvegicus Potency 405.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 16.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 5309.1 nM PubChem BioAssay data set
NPT474 Organism Plasmodium berghei Plasmodium berghei Survival = 0 % 23851117
NPT2 Others Unspecified Potency 12.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 84.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 2391.4 nM PubChem BioAssay data set
NPT2 Others Unspecified AC50 3981.1 nM PubChem BioAssay data set
NPT2 Others Unspecified AC50 2238.7 nM PubChem BioAssay data set

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC19576 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC29950
0.86 High Similarity NPC327239
0.8302 Intermediate Similarity NPC322573
0.8269 Intermediate Similarity NPC189178
0.8269 Intermediate Similarity NPC263065
0.8148 Intermediate Similarity NPC325985
0.8148 Intermediate Similarity NPC38463
0.7925 Intermediate Similarity NPC190184
0.7925 Intermediate Similarity NPC197087
0.7719 Intermediate Similarity NPC321536
0.7586 Intermediate Similarity NPC143722
0.7407 Intermediate Similarity NPC322946
0.7333 Intermediate Similarity NPC327252
0.7213 Intermediate Similarity NPC289691
0.7143 Intermediate Similarity NPC118524
0.7097 Intermediate Similarity NPC325597
0.7097 Intermediate Similarity NPC174304
0.6909 Remote Similarity NPC137958
0.6909 Remote Similarity NPC273330
0.6833 Remote Similarity NPC254541
0.6833 Remote Similarity NPC321468
0.6833 Remote Similarity NPC316826
0.6833 Remote Similarity NPC327748
0.6833 Remote Similarity NPC320598
0.6833 Remote Similarity NPC317143
0.678 Remote Similarity NPC317147
0.678 Remote Similarity NPC318260
0.6769 Remote Similarity NPC319046
0.6721 Remote Similarity NPC327170
0.6721 Remote Similarity NPC329564
0.6667 Remote Similarity NPC189301
0.6667 Remote Similarity NPC126779
0.6667 Remote Similarity NPC176164
0.6604 Remote Similarity NPC327698
0.6604 Remote Similarity NPC118459
0.66 Remote Similarity NPC33721
0.6545 Remote Similarity NPC227850
0.6481 Remote Similarity NPC297220
0.6441 Remote Similarity NPC2801
0.6429 Remote Similarity NPC328378
0.6383 Remote Similarity NPC145895
0.6349 Remote Similarity NPC477644
0.6275 Remote Similarity NPC327250
0.6271 Remote Similarity NPC321118
0.6271 Remote Similarity NPC316889
0.625 Remote Similarity NPC93081
0.625 Remote Similarity NPC153370
0.625 Remote Similarity NPC59867
0.625 Remote Similarity NPC140872
0.6182 Remote Similarity NPC306238
0.6182 Remote Similarity NPC248970
0.6167 Remote Similarity NPC327831
0.6164 Remote Similarity NPC314680
0.6154 Remote Similarity NPC57420
0.6154 Remote Similarity NPC145658
0.614 Remote Similarity NPC84636
0.614 Remote Similarity NPC21142
0.614 Remote Similarity NPC162620
0.614 Remote Similarity NPC112890
0.614 Remote Similarity NPC226027
0.614 Remote Similarity NPC43204
0.614 Remote Similarity NPC316231
0.614 Remote Similarity NPC174246
0.614 Remote Similarity NPC245027
0.614 Remote Similarity NPC324825
0.614 Remote Similarity NPC62045
0.6042 Remote Similarity NPC260324
0.6034 Remote Similarity NPC319110
0.6034 Remote Similarity NPC329181
0.6032 Remote Similarity NPC473599
0.6 Remote Similarity NPC329263
0.597 Remote Similarity NPC325534
0.5938 Remote Similarity NPC68974
0.5921 Remote Similarity NPC475542
0.5873 Remote Similarity NPC245346
0.5873 Remote Similarity NPC11433
0.5873 Remote Similarity NPC302003
0.5857 Remote Similarity NPC477642
0.5849 Remote Similarity NPC168375
0.5849 Remote Similarity NPC121517
0.5849 Remote Similarity NPC326992
0.5833 Remote Similarity NPC329495
0.5806 Remote Similarity NPC313263
0.5775 Remote Similarity NPC328457
0.5763 Remote Similarity NPC319175
0.5738 Remote Similarity NPC183845
0.5738 Remote Similarity NPC279661
0.5735 Remote Similarity NPC470108
0.5732 Remote Similarity NPC193386
0.5714 Remote Similarity NPC278209
0.5694 Remote Similarity NPC315897
0.5694 Remote Similarity NPC320865
0.5694 Remote Similarity NPC477641
0.5694 Remote Similarity NPC477643
0.5692 Remote Similarity NPC321419
0.5672 Remote Similarity NPC88898
0.5672 Remote Similarity NPC106216
0.5667 Remote Similarity NPC200550
0.5667 Remote Similarity NPC155156
0.5652 Remote Similarity NPC470109
0.5636 Remote Similarity NPC291186
0.5636 Remote Similarity NPC167986
0.5636 Remote Similarity NPC276294
0.5634 Remote Similarity NPC478256
0.5606 Remote Similarity NPC118429

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC19576 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
1.0 High Similarity NPD61 Approved
1.0 High Similarity NPD8846 Approved
1.0 High Similarity NPD8847 Approved
0.8269 Intermediate Similarity NPD9205 Approved
0.8269 Intermediate Similarity NPD9204 Approved
0.7925 Intermediate Similarity NPD8785 Approved
0.7857 Intermediate Similarity NPD9433 Approved
0.7458 Intermediate Similarity NPD574 Approved
0.7407 Intermediate Similarity NPD9441 Phase 2
0.7333 Intermediate Similarity NPD575 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD348 Approved
0.6909 Remote Similarity NPD8872 Phase 3
0.6909 Remote Similarity NPD8871 Approved
0.6875 Remote Similarity NPD886 Clinical (unspecified phase)
0.6875 Remote Similarity NPD1429 Clinical (unspecified phase)
0.6769 Remote Similarity NPD337 Discontinued
0.6769 Remote Similarity NPD4241 Registered
0.6667 Remote Similarity NPD4242 Approved
0.6667 Remote Similarity NPD8851 Phase 1
0.66 Remote Similarity NPD8576 Approved
0.6552 Remote Similarity NPD9419 Clinical (unspecified phase)
0.6471 Remote Similarity NPD2262 Clinical (unspecified phase)
0.6377 Remote Similarity NPD6944 Clinical (unspecified phase)
0.6364 Remote Similarity NPD8842 Clinical (unspecified phase)
0.6296 Remote Similarity NPD9658 Clinical (unspecified phase)
0.6269 Remote Similarity NPD322 Phase 1
0.6267 Remote Similarity NPD1448 Clinical (unspecified phase)
0.625 Remote Similarity NPD8809 Approved
0.625 Remote Similarity NPD8808 Approved
0.625 Remote Similarity NPD8577 Discontinued
0.625 Remote Similarity NPD8614 Approved
0.6182 Remote Similarity NPD8870 Approved
0.6143 Remote Similarity NPD1147 Phase 2
0.614 Remote Similarity NPD9200 Approved
0.614 Remote Similarity NPD9016 Clinical (unspecified phase)
0.614 Remote Similarity NPD9018 Approved
0.614 Remote Similarity NPD9044 Approved
0.614 Remote Similarity NPD9017 Approved
0.597 Remote Similarity NPD8952 Approved
0.5965 Remote Similarity NPD9214 Phase 3
0.5965 Remote Similarity NPD9213 Approved
0.5946 Remote Similarity NPD3160 Suspended
0.5897 Remote Similarity NPD9577 Approved
0.5873 Remote Similarity NPD8865 Approved
0.5818 Remote Similarity NPD8869 Approved
0.5763 Remote Similarity NPD329 Discontinued
0.5694 Remote Similarity NPD1825 Clinical (unspecified phase)
0.5694 Remote Similarity NPD2256 Clinical (unspecified phase)
0.5652 Remote Similarity NPD2263 Discontinued
0.5641 Remote Similarity NPD1125 Discovery
0.5636 Remote Similarity NPD8804 Approved
0.5636 Remote Similarity NPD8805 Approved
0.5616 Remote Similarity NPD9109 Discontinued
0.5616 Remote Similarity NPD366 Approved
0.5606 Remote Similarity NPD9014 Approved

Structure

External Identifiers

PubChem CID   7405
ChEMBL   CHEMBL397976
ZINC  

Physicochemical Properties

Molecular Weight:  129.04
ALogP:  -0.7317
MLogP:  1.57
XLogP:  -0.647
# Rotatable Bonds:  3
Polar Surface Area:  69.89
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  9

Download Data

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