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: NPC177191

*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
NPT1166 Individual Protein Angiotensin-converting enzyme Homo sapiens IC50 = 18700.0 nM PMID[505330]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Hit score = 0.1041 n.a. PMID[505331]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Hit score = 0.1086 n.a. PMID[505331]

☑ 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 NPC177191 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
0.8545 High Similarity NPC200550
0.8545 High Similarity NPC155156
0.7455 Intermediate Similarity NPC329263
0.6984 Remote Similarity NPC278209
0.6964 Remote Similarity NPC198301
0.6957 Remote Similarity NPC81647
0.6912 Remote Similarity NPC325534
0.6875 Remote Similarity NPC11433
0.6875 Remote Similarity NPC302003
0.6875 Remote Similarity NPC245346
0.6769 Remote Similarity NPC268927
0.6769 Remote Similarity NPC64250
0.6769 Remote Similarity NPC276928
0.6667 Remote Similarity NPC17244
0.6667 Remote Similarity NPC143722
0.6567 Remote Similarity NPC322206
0.6557 Remote Similarity NPC273330
0.6557 Remote Similarity NPC125736
0.6557 Remote Similarity NPC137958
0.6515 Remote Similarity NPC321536
0.6486 Remote Similarity NPC320221
0.6452 Remote Similarity NPC202525
0.6429 Remote Similarity NPC168375
0.6429 Remote Similarity NPC121517
0.6429 Remote Similarity NPC326992
0.6389 Remote Similarity NPC322274
0.6364 Remote Similarity NPC18188
0.6349 Remote Similarity NPC245768
0.6308 Remote Similarity NPC325985
0.6271 Remote Similarity NPC118459
0.6271 Remote Similarity NPC327698
0.625 Remote Similarity NPC321118
0.625 Remote Similarity NPC316889
0.6234 Remote Similarity NPC315780
0.623 Remote Similarity NPC140872
0.623 Remote Similarity NPC93081
0.6207 Remote Similarity NPC167986
0.6207 Remote Similarity NPC291186
0.6197 Remote Similarity NPC287693
0.6184 Remote Similarity NPC327272
0.6182 Remote Similarity NPC216443
0.6164 Remote Similarity NPC133183
0.6154 Remote Similarity NPC327831
0.6154 Remote Similarity NPC2801
0.6129 Remote Similarity NPC324825
0.6129 Remote Similarity NPC112890
0.6129 Remote Similarity NPC316231
0.6119 Remote Similarity NPC176164
0.6119 Remote Similarity NPC189301
0.6111 Remote Similarity NPC135539
0.6111 Remote Similarity NPC221764
0.6111 Remote Similarity NPC196359
0.6111 Remote Similarity NPC78312
0.6102 Remote Similarity NPC132307
0.6102 Remote Similarity NPC325097
0.6102 Remote Similarity NPC126925
0.6094 Remote Similarity NPC197087
0.6094 Remote Similarity NPC190184
0.6087 Remote Similarity NPC118429
0.6066 Remote Similarity NPC136159
0.6061 Remote Similarity NPC38463
0.6056 Remote Similarity NPC278881
0.6056 Remote Similarity NPC174304
0.6056 Remote Similarity NPC325597
0.6029 Remote Similarity NPC327748
0.6029 Remote Similarity NPC317143
0.6029 Remote Similarity NPC320598
0.6029 Remote Similarity NPC321468
0.6029 Remote Similarity NPC316826
0.6029 Remote Similarity NPC254541
0.6027 Remote Similarity NPC107224
0.6 Remote Similarity NPC285322
0.6 Remote Similarity NPC208793
0.597 Remote Similarity NPC318260
0.597 Remote Similarity NPC283786
0.597 Remote Similarity NPC317147
0.5968 Remote Similarity NPC153370
0.5946 Remote Similarity NPC15864
0.5942 Remote Similarity NPC329564
0.5942 Remote Similarity NPC327170
0.5921 Remote Similarity NPC185084
0.5915 Remote Similarity NPC226453
0.5915 Remote Similarity NPC315744
0.5915 Remote Similarity NPC289691
0.5915 Remote Similarity NPC103130
0.5909 Remote Similarity NPC322573
0.5909 Remote Similarity NPC10915
0.5902 Remote Similarity NPC49952
0.5902 Remote Similarity NPC297220
0.5902 Remote Similarity NPC213876
0.5902 Remote Similarity NPC136476
0.5902 Remote Similarity NPC185755
0.5873 Remote Similarity NPC43204
0.5873 Remote Similarity NPC162620
0.5873 Remote Similarity NPC174246
0.5873 Remote Similarity NPC226027
0.5873 Remote Similarity NPC328378
0.5873 Remote Similarity NPC245027
0.5873 Remote Similarity NPC84636
0.5873 Remote Similarity NPC62045
0.5862 Remote Similarity NPC237525
0.5862 Remote Similarity NPC66043
0.5862 Remote Similarity NPC326212
0.5862 Remote Similarity NPC53449
0.5811 Remote Similarity NPC319046
0.5789 Remote Similarity NPC328457
0.5781 Remote Similarity NPC27359
0.5781 Remote Similarity NPC198398
0.5781 Remote Similarity NPC295832
0.5781 Remote Similarity NPC315977
0.5765 Remote Similarity NPC469363
0.5758 Remote Similarity NPC183845
0.5758 Remote Similarity NPC279661
0.5753 Remote Similarity NPC327985
0.5733 Remote Similarity NPC126779
0.5714 Remote Similarity NPC229838
0.5714 Remote Similarity NPC321419
0.5714 Remote Similarity NPC116709
0.5714 Remote Similarity NPC327542
0.5714 Remote Similarity NPC21290
0.5714 Remote Similarity NPC272614
0.5663 Remote Similarity NPC84128
0.5663 Remote Similarity NPC53858
0.5645 Remote Similarity NPC309658
0.5625 Remote Similarity NPC193989
0.5625 Remote Similarity NPC170739
0.5625 Remote Similarity NPC152451
0.5625 Remote Similarity NPC59867
0.5625 Remote Similarity NPC270805
0.5625 Remote Similarity NPC93888
0.5614 Remote Similarity NPC63621
0.5606 Remote Similarity NPC329495
0.5606 Remote Similarity NPC8488
0.5606 Remote Similarity NPC333075
0.5606 Remote Similarity NPC263065
0.5606 Remote Similarity NPC189178
0.5606 Remote Similarity NPC35816
0.5606 Remote Similarity NPC274499
0.5606 Remote Similarity NPC325180

  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 NPC177191 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
0.6912 Remote Similarity NPD8952 Approved
0.6875 Remote Similarity NPD8865 Approved
0.6667 Remote Similarity NPD9230 Discontinued
0.6557 Remote Similarity NPD8871 Approved
0.6557 Remote Similarity NPD8872 Phase 3
0.6364 Remote Similarity NPD9433 Approved
0.6364 Remote Similarity NPD8623 Phase 1
0.6349 Remote Similarity NPD8851 Phase 1
0.625 Remote Similarity NPD9451 Clinical (unspecified phase)
0.623 Remote Similarity NPD8809 Approved
0.623 Remote Similarity NPD8808 Approved
0.6207 Remote Similarity NPD8804 Approved
0.6207 Remote Similarity NPD8805 Approved
0.6197 Remote Similarity NPD9442 Clinical (unspecified phase)
0.6129 Remote Similarity NPD9044 Approved
0.6111 Remote Similarity NPD1429 Clinical (unspecified phase)
0.6111 Remote Similarity NPD8868 Approved
0.6102 Remote Similarity NPD8798 Approved
0.6094 Remote Similarity NPD8785 Approved
0.6087 Remote Similarity NPD9014 Approved
0.6066 Remote Similarity NPD399 Approved
0.6066 Remote Similarity NPD400 Approved
0.6066 Remote Similarity NPD398 Approved
0.6061 Remote Similarity NPD9659 Approved
0.6056 Remote Similarity NPD348 Approved
0.6034 Remote Similarity NPD1433 Approved
0.6034 Remote Similarity NPD334 Phase 3
0.6034 Remote Similarity NPD1437 Approved
0.6 Remote Similarity NPD8610 Approved
0.6 Remote Similarity NPD5382 Phase 2
0.597 Remote Similarity NPD9425 Approved
0.5968 Remote Similarity NPD8614 Approved
0.5942 Remote Similarity NPD902 Approved
0.5921 Remote Similarity NPD9432 Discontinued
0.5915 Remote Similarity NPD9046 Phase 3
0.5915 Remote Similarity NPD9047 Approved
0.5915 Remote Similarity NPD9045 Approved
0.5915 Remote Similarity NPD9048 Approved
0.5902 Remote Similarity NPD8982 Approved
0.589 Remote Similarity NPD886 Clinical (unspecified phase)
0.589 Remote Similarity NPD9233 Phase 3
0.589 Remote Similarity NPD9232 Phase 2
0.589 Remote Similarity NPD9231 Phase 3
0.5882 Remote Similarity NPD8848 Approved
0.5873 Remote Similarity NPD9016 Clinical (unspecified phase)
0.5873 Remote Similarity NPD9017 Approved
0.5873 Remote Similarity NPD9018 Approved
0.5867 Remote Similarity NPD2220 Clinical (unspecified phase)
0.5862 Remote Similarity NPD331 Approved
0.5862 Remote Similarity NPD335 Approved
0.5857 Remote Similarity NPD3192 Approved
0.5857 Remote Similarity NPD3193 Approved
0.5854 Remote Similarity NPD1125 Discovery
0.5844 Remote Similarity NPD366 Approved
0.5844 Remote Similarity NPD9217 Clinical (unspecified phase)
0.5833 Remote Similarity NPD2260 Approved
0.5833 Remote Similarity NPD2261 Phase 3
0.5811 Remote Similarity NPD9452 Clinical (unspecified phase)
0.5811 Remote Similarity NPD337 Discontinued
0.5811 Remote Similarity NPD4241 Registered
0.5781 Remote Similarity NPD9225 Phase 3
0.5781 Remote Similarity NPD9226 Approved
0.5733 Remote Similarity NPD4242 Approved
0.5714 Remote Similarity NPD8211 Approved
0.5714 Remote Similarity NPD8210 Phase 3
0.5692 Remote Similarity NPD2692 Approved
0.5692 Remote Similarity NPD2693 Approved
0.569 Remote Similarity NPD1436 Approved
0.569 Remote Similarity NPD1438 Approved
0.569 Remote Similarity NPD1435 Approved
0.569 Remote Similarity NPD1434 Approved
0.5679 Remote Similarity NPD617 Approved
0.5645 Remote Similarity NPD8801 Approved
0.5634 Remote Similarity NPD574 Approved
0.5625 Remote Similarity NPD9021 Approved
0.5625 Remote Similarity NPD8802 Approved
0.5625 Remote Similarity NPD8624 Approved
0.5625 Remote Similarity NPD8803 Clinical (unspecified phase)
0.5606 Remote Similarity NPD9205 Approved
0.5606 Remote Similarity NPD9660 Approved
0.5606 Remote Similarity NPD9204 Approved

  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