Structure

Physi-Chem Properties

MedChem Properties

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

ADMET: Distribution

ADMET: Metabolism

ADMET: Excretion

ADMET: Toxicity

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC37681

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT19 Organism Escherichia coli Escherichia coli MIC = 16.0 ug.mL-1 PMID[572588]
NPT19 Organism Escherichia coli Escherichia coli MIC = 8.0 ug.mL-1 PMID[572588]
NPT173 Organism Klebsiella pneumoniae Klebsiella pneumoniae MIC = 32.0 ug.mL-1 PMID[572588]
NPT1033 Organism Enterobacter cloacae Enterobacter cloacae MIC = 16.0 ug.mL-1 PMID[572588]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC = 64.0 ug.mL-1 PMID[572588]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 256.0 ug.mL-1 PMID[572588]
NPT19 Organism Escherichia coli Escherichia coli IC50 = 3500.0 nM PMID[572588]
NPT27 Others Unspecified CL < 3.0 uL.min-1.(10^6cells)-1 PMID[572589]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available 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 NPC37681 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
0.9296 High Similarity NPC55274
0.8169 Intermediate Similarity NPC315744
0.7262 Intermediate Similarity NPC314466
0.7179 Intermediate Similarity NPC472579
0.6892 Remote Similarity NPC327748
0.6892 Remote Similarity NPC321468
0.6883 Remote Similarity NPC41429
0.6875 Remote Similarity NPC478256
0.68 Remote Similarity NPC329564
0.68 Remote Similarity NPC327170
0.6667 Remote Similarity NPC316826
0.6667 Remote Similarity NPC254541
0.6667 Remote Similarity NPC317143
0.6667 Remote Similarity NPC320598
0.6627 Remote Similarity NPC43219
0.6622 Remote Similarity NPC317147
0.6582 Remote Similarity NPC470108
0.6548 Remote Similarity NPC86064
0.6533 Remote Similarity NPC189301
0.6533 Remote Similarity NPC176164
0.6506 Remote Similarity NPC315897
0.65 Remote Similarity NPC470109
0.6447 Remote Similarity NPC321536
0.6438 Remote Similarity NPC321118
0.6438 Remote Similarity NPC316889
0.6429 Remote Similarity NPC476248
0.642 Remote Similarity NPC470110
0.64 Remote Similarity NPC318260
0.6383 Remote Similarity NPC477729
0.6322 Remote Similarity NPC316242
0.6282 Remote Similarity NPC314510
0.6265 Remote Similarity NPC476285
0.6264 Remote Similarity NPC155670
0.6264 Remote Similarity NPC145748
0.6264 Remote Similarity NPC95478
0.625 Remote Similarity NPC315131
0.625 Remote Similarity NPC315535
0.625 Remote Similarity NPC478017
0.6222 Remote Similarity NPC84128
0.6222 Remote Similarity NPC53858
0.6196 Remote Similarity NPC227051
0.6154 Remote Similarity NPC143722
0.6154 Remote Similarity NPC68974
0.6136 Remote Similarity NPC191774
0.6104 Remote Similarity NPC190385
0.6092 Remote Similarity NPC476130
0.6092 Remote Similarity NPC476324
0.6071 Remote Similarity NPC476291
0.6053 Remote Similarity NPC325985
0.6053 Remote Similarity NPC38463
0.6047 Remote Similarity NPC138435
0.6024 Remote Similarity NPC107224
0.6024 Remote Similarity NPC195165
0.5979 Remote Similarity NPC474576
0.5978 Remote Similarity NPC477730
0.5974 Remote Similarity NPC278209
0.5957 Remote Similarity NPC469363
0.5952 Remote Similarity NPC473985
0.5952 Remote Similarity NPC28348
0.5952 Remote Similarity NPC474298
0.5952 Remote Similarity NPC474299
0.5952 Remote Similarity NPC475808
0.5946 Remote Similarity NPC322946
0.5938 Remote Similarity NPC275715
0.5938 Remote Similarity NPC193386
0.593 Remote Similarity NPC141325
0.5929 Remote Similarity NPC477237
0.5921 Remote Similarity NPC322573
0.5918 Remote Similarity NPC62263
0.5918 Remote Similarity NPC471098
0.5918 Remote Similarity NPC270005
0.5918 Remote Similarity NPC208537
0.5918 Remote Similarity NPC173763
0.5905 Remote Similarity NPC128303
0.5897 Remote Similarity NPC472578
0.589 Remote Similarity NPC80350
0.589 Remote Similarity NPC328378
0.5876 Remote Similarity NPC474593
0.5876 Remote Similarity NPC475801
0.5867 Remote Similarity NPC137327
0.5867 Remote Similarity NPC329495
0.5854 Remote Similarity NPC325597
0.5854 Remote Similarity NPC174304
0.5849 Remote Similarity NPC241394
0.5843 Remote Similarity NPC472594
0.5833 Remote Similarity NPC319046
0.5826 Remote Similarity NPC477238
0.5814 Remote Similarity NPC477200
0.5795 Remote Similarity NPC472595
0.5765 Remote Similarity NPC126779
0.5765 Remote Similarity NPC193280
0.5765 Remote Similarity NPC314273
0.5765 Remote Similarity NPC268922
0.5761 Remote Similarity NPC470783
0.5761 Remote Similarity NPC219340
0.575 Remote Similarity NPC471129
0.5747 Remote Similarity NPC185084
0.5732 Remote Similarity NPC289691
0.5732 Remote Similarity NPC145658
0.5729 Remote Similarity NPC477728
0.5728 Remote Similarity NPC220234
0.5714 Remote Similarity NPC78312
0.5714 Remote Similarity NPC327831
0.5714 Remote Similarity NPC221764
0.5714 Remote Similarity NPC118524
0.5714 Remote Similarity NPC135539
0.5714 Remote Similarity NPC196359
0.5698 Remote Similarity NPC473710
0.5698 Remote Similarity NPC475694
0.5694 Remote Similarity NPC297220
0.5686 Remote Similarity NPC473597
0.5679 Remote Similarity NPC477644
0.5676 Remote Similarity NPC245027
0.5676 Remote Similarity NPC162620
0.5676 Remote Similarity NPC62045
0.5663 Remote Similarity NPC472609
0.5658 Remote Similarity NPC197087
0.5658 Remote Similarity NPC474322
0.5658 Remote Similarity NPC190184
0.5647 Remote Similarity NPC471418
0.5632 Remote Similarity NPC476694
0.5632 Remote Similarity NPC476695
0.5632 Remote Similarity NPC476696
0.5632 Remote Similarity NPC328457
0.5625 Remote Similarity NPC216415
0.5625 Remote Similarity NPC476537
0.5625 Remote Similarity NPC473599
0.5618 Remote Similarity NPC327272
0.5614 Remote Similarity NPC209734
0.561 Remote Similarity NPC22774
0.561 Remote Similarity NPC145627
0.561 Remote Similarity NPC150680
0.561 Remote Similarity NPC218150
0.561 Remote Similarity NPC327252
0.561 Remote Similarity NPC69669
0.561 Remote Similarity NPC2432
0.561 Remote Similarity NPC306462
0.56 Remote Similarity NPC328646
0.56 Remote Similarity NPC315237
0.56 Remote Similarity NPC327239

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC37681 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
0.6629 Remote Similarity NPD3733 Clinical (unspecified phase)
0.6506 Remote Similarity NPD1825 Clinical (unspecified phase)
0.65 Remote Similarity NPD2263 Discontinued
0.6341 Remote Similarity NPD3724 Clinical (unspecified phase)
0.6333 Remote Similarity NPD4829 Discontinued
0.6316 Remote Similarity NPD9433 Approved
0.631 Remote Similarity NPD6944 Clinical (unspecified phase)
0.6296 Remote Similarity NPD1429 Clinical (unspecified phase)
0.625 Remote Similarity NPD7917 Clinical (unspecified phase)
0.625 Remote Similarity NPD7918 Clinical (unspecified phase)
0.6136 Remote Similarity NPD4278 Clinical (unspecified phase)
0.6118 Remote Similarity NPD1147 Phase 2
0.6104 Remote Similarity NPD9023 Clinical (unspecified phase)
0.6 Remote Similarity NPD6428 Approved
0.5979 Remote Similarity NPD4261 Phase 1
0.5962 Remote Similarity NPD8045 Clinical (unspecified phase)
0.5946 Remote Similarity NPD9441 Phase 2
0.5941 Remote Similarity NPD8038 Phase 2
0.5918 Remote Similarity NPD6699 Clinical (unspecified phase)
0.5904 Remote Similarity NPD886 Clinical (unspecified phase)
0.59 Remote Similarity NPD7841 Clinical (unspecified phase)
0.5876 Remote Similarity NPD3716 Discontinued
0.5854 Remote Similarity NPD1831 Phase 3
0.5854 Remote Similarity NPD348 Approved
0.5833 Remote Similarity NPD9451 Clinical (unspecified phase)
0.5833 Remote Similarity NPD337 Discontinued
0.5833 Remote Similarity NPD4241 Registered
0.5833 Remote Similarity NPD3177 Phase 3
0.5814 Remote Similarity NPD2262 Clinical (unspecified phase)
0.5806 Remote Similarity NPD7643 Phase 1
0.5789 Remote Similarity NPD7759 Phase 2
0.5789 Remote Similarity NPD7760 Phase 2
0.5778 Remote Similarity NPD3160 Suspended
0.5765 Remote Similarity NPD4242 Approved
0.575 Remote Similarity NPD9240 Approved
0.575 Remote Similarity NPD9239 Approved
0.5747 Remote Similarity NPD3187 Discontinued
0.5714 Remote Similarity NPD8868 Approved
0.5699 Remote Similarity NPD1125 Discovery
0.5699 Remote Similarity NPD2683 Discontinued
0.5699 Remote Similarity NPD1448 Clinical (unspecified phase)
0.5682 Remote Similarity NPD366 Approved
0.5679 Remote Similarity NPD574 Approved
0.5676 Remote Similarity NPD9018 Approved
0.567 Remote Similarity NPD4759 Clinical (unspecified phase)
0.5667 Remote Similarity NPD2689 Clinical (unspecified phase)
0.5658 Remote Similarity NPD8785 Approved
0.5644 Remote Similarity NPD8394 Approved
0.5636 Remote Similarity NPD1804 Phase 2
0.5636 Remote Similarity NPD1805 Phase 2
0.5616 Remote Similarity NPD379 Clinical (unspecified phase)
0.561 Remote Similarity NPD9027 Phase 3
0.561 Remote Similarity NPD9029 Phase 3
0.561 Remote Similarity NPD9026 Phase 2
0.561 Remote Similarity NPD9676 Phase 3
0.561 Remote Similarity NPD575 Clinical (unspecified phase)
0.561 Remote Similarity NPD9028 Phase 2

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data