Structure

Physi-Chem Properties

Molecular Weight:  883.29
Volume:  842.046
LogP:  1.652
LogD:  1.04
LogS:  -3.917
# Rotatable Bonds:  14
TPSA:  272.98
# H-Bond Aceptor:  20
# H-Bond Donor:  2
# Rings:  6
# Heavy Atoms:  20

MedChem Properties

QED Drug-Likeness Score:  0.279
Synthetic Accessibility Score:  7.674
Fsp3:  0.558
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.238
MDCK Permeability:  0.00012304820120334625
Pgp-inhibitor:  0.998
Pgp-substrate:  0.055
Human Intestinal Absorption (HIA):  0.897
20% Bioavailability (F20%):  0.998
30% Bioavailability (F30%):  0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.056
Plasma Protein Binding (PPB):  32.41448974609375%
Volume Distribution (VD):  1.315
Pgp-substrate:  23.122283935546875%

ADMET: Metabolism

CYP1A2-inhibitor:  0.06
CYP1A2-substrate:  0.015
CYP2C19-inhibitor:  0.032
CYP2C19-substrate:  0.054
CYP2C9-inhibitor:  0.011
CYP2C9-substrate:  0.006
CYP2D6-inhibitor:  0.96
CYP2D6-substrate:  0.023
CYP3A4-inhibitor:  0.775
CYP3A4-substrate:  0.253

ADMET: Excretion

Clearance (CL):  2.377
Half-life (T1/2):  0.561

ADMET: Toxicity

hERG Blockers:  0.07
Human Hepatotoxicity (H-HT):  0.933
Drug-inuced Liver Injury (DILI):  0.975
AMES Toxicity:  0.04
Rat Oral Acute Toxicity:  0.023
Maximum Recommended Daily Dose:  0.007
Skin Sensitization:  0.091
Carcinogencity:  0.119
Eye Corrosion:  0.003
Eye Irritation:  0.033
Respiratory Toxicity:  0.018

Download Data

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

  Natural Product: NPC237702

Natural Product ID:  NPC237702
Common Name*:   Wilfornine B
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  VMWSZLNWXFHOTG-UDTLMCMUSA-N
Standard InCHI:  InChI=1S/C43H49NO19/c1-21(45)55-20-42-34(59-24(4)48)30(57-22(2)46)29-32(50)43(42)41(8,54)33(31(58-23(3)47)35(42)60-25(5)49)61-38(53)39(6,62-36(51)26-13-10-9-11-14-26)17-16-28-27(15-12-18-44-28)37(52)56-19-40(29,7)63-43/h9-15,18,29-35,50,54H,16-17,19-20H2,1-8H3/t29-,30-,31+,32-,33+,34-,35+,39-,40+,41+,42-,43+/m1/s1
SMILES:  CC(=O)OC[C@@]12[C@@H]([C@@H]([C@@H]3[C@H]([C@@]42[C@](C)([C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)[C@@](C)(CCc1c(cccn1)C(=O)OC[C@]3(C)O4)OC(=O)c1ccccc1)O)O)OC(=O)C)OC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL525210
PubChem CID:   44584748
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001283] Terpene lactones

*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
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. DOI[10.1016/0031-9422(90)85349-K]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. DOI[10.1186/1471-2202-6-1]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[10579865]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. leaf n.a. PMID[10716597]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[10757718]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[11374948]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[11561442]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[12579877]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[1375626]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[1375626]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[1602302]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[1602302]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[16864458]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota roots n.a. n.a. PMID[16989518]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[17250858]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[17265278]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[1823717]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. leaf n.a. PMID[1823717]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[18554602]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. bark n.a. PMID[18996177]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[21486005]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota root n.a. n.a. PMID[21486005]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[21514608]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota dried roots purchased from Sichuan Neautus Traditional Chinese Medicine Co. Ltd. (Chengdu, P.R. China) n.a. PMID[22148431]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota leaves n.a. n.a. PMID[23268606]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[23852638]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[24549173]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[24963543]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[25237706]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. bark n.a. PMID[2534610]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[2816380]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota Leaves n.a. n.a. PMID[29355322]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota Leaves n.a. n.a. PMID[31556299]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[7102323]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[7304185]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[8699928]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[8722541]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. Database[Article]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ 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
NPT927 Cell Line PBMC Homo sapiens Inhibition = -6.0 % PMID[496109]
NPT927 Cell Line PBMC Homo sapiens Inhibition = -3.0 % PMID[496109]
NPT927 Cell Line PBMC Homo sapiens Inhibition = -23.0 % PMID[496109]
NPT927 Cell Line PBMC Homo sapiens Inhibition = 22.0 % PMID[496109]
NPT927 Cell Line PBMC Homo sapiens Inhibition = 100.0 % PMID[496109]
NPT927 Cell Line PBMC Homo sapiens Inhibition = 7.0 % PMID[496109]

☑ 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 NPC237702 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
0.9951 High Similarity NPC244839
0.9951 High Similarity NPC319880
0.9951 High Similarity NPC320324
0.9903 High Similarity NPC473689
0.9903 High Similarity NPC292416
0.9809 High Similarity NPC327904
0.9809 High Similarity NPC38959
0.9806 High Similarity NPC475362
0.9761 High Similarity NPC475406
0.9757 High Similarity NPC122968
0.9757 High Similarity NPC146824
0.9757 High Similarity NPC328186
0.9757 High Similarity NPC477787
0.9757 High Similarity NPC228377
0.971 High Similarity NPC470486
0.971 High Similarity NPC471977
0.971 High Similarity NPC475644
0.971 High Similarity NPC471190
0.967 High Similarity NPC253482
0.9662 High Similarity NPC475600
0.9662 High Similarity NPC476110
0.9662 High Similarity NPC87152
0.9662 High Similarity NPC475631
0.966 High Similarity NPC473850
0.9617 High Similarity NPC316841
0.9614 High Similarity NPC473506
0.9612 High Similarity NPC250807
0.9612 High Similarity NPC57797
0.9571 High Similarity NPC30456
0.9565 High Similarity NPC475498
0.9565 High Similarity NPC475137
0.9563 High Similarity NPC477788
0.9535 High Similarity NPC475648
0.9524 High Similarity NPC475303
0.9524 High Similarity NPC475596
0.9517 High Similarity NPC76565
0.9471 High Similarity NPC328154
0.9417 High Similarity NPC301368
0.9417 High Similarity NPC84815
0.939 High Similarity NPC35208
0.939 High Similarity NPC327769
0.9369 High Similarity NPC144779
0.9369 High Similarity NPC294579
0.934 High Similarity NPC96801
0.934 High Similarity NPC150698
0.933 High Similarity NPC471980
0.932 High Similarity NPC471014
0.932 High Similarity NPC471016
0.932 High Similarity NPC475408
0.932 High Similarity NPC6981
0.9299 High Similarity NPC170751
0.9282 High Similarity NPC127720
0.9282 High Similarity NPC127026
0.9272 High Similarity NPC470306
0.9234 High Similarity NPC477912
0.9223 High Similarity NPC4421
0.9198 High Similarity NPC475601
0.9183 High Similarity NPC62367
0.9151 High Similarity NPC148860
0.9139 High Similarity NPC216428
0.912 High Similarity NPC475426
0.9108 High Similarity NPC211920
0.9104 High Similarity NPC477902
0.9091 High Similarity NPC158020
0.9091 High Similarity NPC6576
0.9091 High Similarity NPC75600
0.9091 High Similarity NPC473089
0.9091 High Similarity NPC473115
0.9091 High Similarity NPC212768
0.9087 High Similarity NPC477909
0.9087 High Similarity NPC477907
0.9087 High Similarity NPC42678
0.9038 High Similarity NPC319128
0.9028 High Similarity NPC469748
0.9019 High Similarity NPC124029
0.8995 High Similarity NPC477910
0.8947 High Similarity NPC228331
0.8943 High Similarity NPC13603
0.8942 High Similarity NPC472553
0.892 High Similarity NPC477911
0.8899 High Similarity NPC53255
0.8899 High Similarity NPC85879
0.8873 High Similarity NPC477903
0.8868 High Similarity NPC472555
0.8831 High Similarity NPC471978
0.8816 High Similarity NPC326930
0.8816 High Similarity NPC475301
0.8807 High Similarity NPC477906
0.8798 High Similarity NPC48042
0.8798 High Similarity NPC304179
0.8798 High Similarity NPC472550
0.8774 High Similarity NPC206343
0.8774 High Similarity NPC477908
0.8768 High Similarity NPC264674
0.875 High Similarity NPC63041
0.867 High Similarity NPC328928
0.8664 High Similarity NPC473833
0.8664 High Similarity NPC477899
0.8664 High Similarity NPC477900
0.8657 High Similarity NPC235364
0.8638 High Similarity NPC471979
0.859 High Similarity NPC475533
0.8578 High Similarity NPC26881
0.8565 High Similarity NPC477901
0.8553 High Similarity NPC324619
0.8553 High Similarity NPC475315
0.8545 High Similarity NPC311196
0.8545 High Similarity NPC134384
0.85 High Similarity NPC14116
0.85 High Similarity NPC285411
0.8498 Intermediate Similarity NPC476467
0.8475 Intermediate Similarity NPC238278
0.8443 Intermediate Similarity NPC472752
0.843 Intermediate Similarity NPC213143
0.8423 Intermediate Similarity NPC91125
0.8369 Intermediate Similarity NPC471015
0.8326 Intermediate Similarity NPC233727
0.8304 Intermediate Similarity NPC476090
0.8241 Intermediate Similarity NPC280473
0.8241 Intermediate Similarity NPC323551
0.8225 Intermediate Similarity NPC471013
0.8225 Intermediate Similarity NPC148896
0.8225 Intermediate Similarity NPC180668
0.8203 Intermediate Similarity NPC51008
0.8203 Intermediate Similarity NPC41724
0.8169 Intermediate Similarity NPC289086
0.8136 Intermediate Similarity NPC187494
0.8128 Intermediate Similarity NPC30570
0.8111 Intermediate Similarity NPC470189
0.8111 Intermediate Similarity NPC40919
0.8091 Intermediate Similarity NPC162812
0.8085 Intermediate Similarity NPC10904
0.8073 Intermediate Similarity NPC292517
0.8056 Intermediate Similarity NPC470190
0.8054 Intermediate Similarity NPC319556
0.7964 Intermediate Similarity NPC207531
0.7955 Intermediate Similarity NPC165837
0.7926 Intermediate Similarity NPC475835
0.7897 Intermediate Similarity NPC470279
0.7883 Intermediate Similarity NPC193361
0.7883 Intermediate Similarity NPC62844
0.7798 Intermediate Similarity NPC309498
0.7709 Intermediate Similarity NPC253314
0.7637 Intermediate Similarity NPC37473
0.7617 Intermediate Similarity NPC103230
0.7589 Intermediate Similarity NPC111732
0.7564 Intermediate Similarity NPC471004
0.7534 Intermediate Similarity NPC32451
0.7534 Intermediate Similarity NPC328559
0.7532 Intermediate Similarity NPC235885
0.75 Intermediate Similarity NPC314834
0.7477 Intermediate Similarity NPC324245
0.7477 Intermediate Similarity NPC320748
0.7465 Intermediate Similarity NPC109922
0.7458 Intermediate Similarity NPC70155
0.7409 Intermediate Similarity NPC79223
0.7397 Intermediate Similarity NPC149708
0.7382 Intermediate Similarity NPC141428
0.7366 Intermediate Similarity NPC314297
0.7366 Intermediate Similarity NPC156044
0.7366 Intermediate Similarity NPC107123
0.7366 Intermediate Similarity NPC315545
0.7359 Intermediate Similarity NPC140311
0.7352 Intermediate Similarity NPC329024
0.7348 Intermediate Similarity NPC141385
0.7347 Intermediate Similarity NPC476516
0.7346 Intermediate Similarity NPC471997
0.7333 Intermediate Similarity NPC470280
0.7328 Intermediate Similarity NPC473441
0.7328 Intermediate Similarity NPC2395
0.7328 Intermediate Similarity NPC131273
0.7324 Intermediate Similarity NPC207851
0.7321 Intermediate Similarity NPC315638
0.7321 Intermediate Similarity NPC313345
0.7321 Intermediate Similarity NPC314855
0.7321 Intermediate Similarity NPC313796
0.7319 Intermediate Similarity NPC57690
0.7318 Intermediate Similarity NPC317672
0.7317 Intermediate Similarity NPC183537
0.7308 Intermediate Similarity NPC249614
0.7303 Intermediate Similarity NPC471782
0.7303 Intermediate Similarity NPC471583
0.7296 Intermediate Similarity NPC106593
0.7285 Intermediate Similarity NPC123395
0.7284 Intermediate Similarity NPC15406
0.7277 Intermediate Similarity NPC477043
0.7277 Intermediate Similarity NPC12944
0.7277 Intermediate Similarity NPC25442
0.7273 Intermediate Similarity NPC210296
0.7273 Intermediate Similarity NPC191310
0.7269 Intermediate Similarity NPC233334
0.7265 Intermediate Similarity NPC473667
0.7264 Intermediate Similarity NPC317010
0.7261 Intermediate Similarity NPC278540
0.7257 Intermediate Similarity NPC24019
0.7254 Intermediate Similarity NPC124313
0.725 Intermediate Similarity NPC108342
0.7249 Intermediate Similarity NPC317752
0.7247 Intermediate Similarity NPC77878
0.724 Intermediate Similarity NPC59033

  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 NPC237702 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
0.8509 High Similarity NPD8468 Phase 2
0.783 Intermediate Similarity NPD5975 Clinical (unspecified phase)
0.7718 Intermediate Similarity NPD8304 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD3795 Approved
0.7556 Intermediate Similarity NPD3794 Approved
0.7545 Intermediate Similarity NPD7927 Clinical (unspecified phase)
0.7511 Intermediate Similarity NPD7396 Approved
0.75 Intermediate Similarity NPD5721 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD5891 Approved
0.7432 Intermediate Similarity NPD6987 Phase 1
0.7364 Intermediate Similarity NPD6661 Clinical (unspecified phase)
0.7314 Intermediate Similarity NPD1483 Discontinued
0.7277 Intermediate Similarity NPD3947 Discontinued
0.7257 Intermediate Similarity NPD5801 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD4417 Approved
0.721 Intermediate Similarity NPD3280 Approved
0.7205 Intermediate Similarity NPD7069 Discontinued
0.7189 Intermediate Similarity NPD7234 Approved
0.7189 Intermediate Similarity NPD7233 Approved
0.7186 Intermediate Similarity NPD3394 Approved
0.7186 Intermediate Similarity NPD3389 Approved
0.7186 Intermediate Similarity NPD3393 Approved
0.7183 Intermediate Similarity NPD7708 Approved
0.7181 Intermediate Similarity NPD2510 Approved
0.7181 Intermediate Similarity NPD2509 Approved
0.7155 Intermediate Similarity NPD8327 Clinical (unspecified phase)
0.7155 Intermediate Similarity NPD8326 Phase 3
0.7155 Intermediate Similarity NPD8325 Phase 3
0.7149 Intermediate Similarity NPD4506 Discontinued
0.7137 Intermediate Similarity NPD7803 Approved
0.7094 Intermediate Similarity NPD6770 Approved
0.7093 Intermediate Similarity NPD7010 Phase 3
0.7085 Intermediate Similarity NPD7778 Approved
0.7085 Intermediate Similarity NPD53 Approved
0.7085 Intermediate Similarity NPD7777 Approved
0.708 Intermediate Similarity NPD2121 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD7956 Approved
0.7075 Intermediate Similarity NPD7955 Approved
0.7069 Intermediate Similarity NPD7707 Approved
0.7056 Intermediate Similarity NPD6657 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD7878 Phase 2
0.7048 Intermediate Similarity NPD6323 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD4900 Clinical (unspecified phase)
0.704 Intermediate Similarity NPD8485 Approved
0.7039 Intermediate Similarity NPD820 Phase 3
0.7018 Intermediate Similarity NPD6732 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD4901 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD4987 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD8063 Discontinued
0.7 Intermediate Similarity NPD6529 Discontinued
0.6981 Remote Similarity NPD485 Clinical (unspecified phase)
0.696 Remote Similarity NPD6477 Clinical (unspecified phase)
0.6955 Remote Similarity NPD4373 Phase 2
0.6951 Remote Similarity NPD4427 Phase 2
0.6947 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6946 Remote Similarity NPD3925 Approved
0.6942 Remote Similarity NPD6962 Phase 2
0.694 Remote Similarity NPD5475 Discontinued
0.6932 Remote Similarity NPD6525 Clinical (unspecified phase)
0.693 Remote Similarity NPD6642 Approved
0.693 Remote Similarity NPD6641 Approved
0.6923 Remote Similarity NPD8435 Approved
0.6923 Remote Similarity NPD7417 Discontinued
0.692 Remote Similarity NPD8479 Phase 2
0.6905 Remote Similarity NPD6635 Approved
0.69 Remote Similarity NPD5901 Discontinued
0.6894 Remote Similarity NPD8466 Approved
0.6894 Remote Similarity NPD8465 Approved
0.6894 Remote Similarity NPD8467 Approved
0.6892 Remote Similarity NPD2336 Approved
0.6883 Remote Similarity NPD7886 Phase 2
0.6883 Remote Similarity NPD7885 Phase 2
0.6847 Remote Similarity NPD8361 Approved
0.6847 Remote Similarity NPD8360 Approved
0.6846 Remote Similarity NPD5640 Discontinued
0.6846 Remote Similarity NPD8289 Discontinued
0.6836 Remote Similarity NPD8091 Phase 3
0.6833 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6831 Remote Similarity NPD5022 Discontinued
0.6831 Remote Similarity NPD4952 Phase 3
0.6826 Remote Similarity NPD2831 Approved
0.6825 Remote Similarity NPD5088 Discontinued
0.682 Remote Similarity NPD4301 Approved
0.6812 Remote Similarity NPD7187 Phase 2
0.6809 Remote Similarity NPD7571 Clinical (unspecified phase)
0.6798 Remote Similarity NPD4600 Approved
0.6798 Remote Similarity NPD5482 Discontinued
0.6798 Remote Similarity NPD4601 Approved
0.6793 Remote Similarity NPD4989 Phase 2
0.6793 Remote Similarity NPD3326 Clinical (unspecified phase)
0.6793 Remote Similarity NPD8000 Clinical (unspecified phase)
0.6792 Remote Similarity NPD6995 Phase 1
0.6791 Remote Similarity NPD8425 Approved
0.6791 Remote Similarity NPD8426 Approved
0.6791 Remote Similarity NPD8459 Approved
0.6791 Remote Similarity NPD8460 Approved
0.6787 Remote Similarity NPD6790 Phase 1
0.6774 Remote Similarity NPD5751 Clinical (unspecified phase)
0.677 Remote Similarity NPD7061 Clinical (unspecified phase)
0.677 Remote Similarity NPD2307 Discontinued
0.6767 Remote Similarity NPD8427 Approved
0.6767 Remote Similarity NPD8428 Approved
0.6767 Remote Similarity NPD8429 Approved
0.6766 Remote Similarity NPD5866 Approved
0.6762 Remote Similarity NPD8052 Clinical (unspecified phase)
0.676 Remote Similarity NPD6716 Phase 1
0.6757 Remote Similarity NPD7862 Clinical (unspecified phase)
0.6757 Remote Similarity NPD4948 Discontinued
0.674 Remote Similarity NPD5003 Discontinued
0.6738 Remote Similarity NPD7947 Clinical (unspecified phase)
0.6736 Remote Similarity NPD7404 Approved
0.6735 Remote Similarity NPD7688 Phase 1
0.6734 Remote Similarity NPD5805 Approved
0.673 Remote Similarity NPD8364 Approved
0.673 Remote Similarity NPD8363 Approved
0.6725 Remote Similarity NPD4396 Clinical (unspecified phase)
0.6725 Remote Similarity NPD8248 Clinical (unspecified phase)
0.6724 Remote Similarity NPD4862 Clinical (unspecified phase)
0.6724 Remote Similarity NPD7001 Phase 3
0.6723 Remote Similarity NPD7470 Discontinued
0.6722 Remote Similarity NPD8356 Approved
0.6711 Remote Similarity NPD3922 Approved
0.6711 Remote Similarity NPD4376 Phase 3
0.6711 Remote Similarity NPD3923 Approved
0.6711 Remote Similarity NPD3921 Approved
0.6711 Remote Similarity NPD3924 Approved
0.6709 Remote Similarity NPD8112 Clinical (unspecified phase)
0.6708 Remote Similarity NPD7426 Phase 1
0.6706 Remote Similarity NPD5483 Clinical (unspecified phase)
0.6699 Remote Similarity NPD9271 Approved
0.6697 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6696 Remote Similarity NPD6281 Approved
0.6695 Remote Similarity NPD7395 Discontinued
0.6694 Remote Similarity NPD3006 Discontinued
0.6681 Remote Similarity NPD6999 Discontinued
0.6681 Remote Similarity NPD7998 Clinical (unspecified phase)
0.6681 Remote Similarity NPD4529 Approved
0.6681 Remote Similarity NPD3946 Clinical (unspecified phase)
0.6681 Remote Similarity NPD4528 Approved
0.6681 Remote Similarity NPD4526 Approved
0.6681 Remote Similarity NPD7000 Clinical (unspecified phase)
0.668 Remote Similarity NPD4328 Approved
0.668 Remote Similarity NPD6292 Clinical (unspecified phase)
0.6679 Remote Similarity NPD8365 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8372 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8407 Phase 2
0.6667 Remote Similarity NPD6026 Approved
0.6667 Remote Similarity NPD4889 Approved
0.6654 Remote Similarity NPD6276 Discontinued
0.6653 Remote Similarity NPD7807 Clinical (unspecified phase)
0.6652 Remote Similarity NPD7957 Phase 1
0.6652 Remote Similarity NPD7958 Clinical (unspecified phase)
0.6652 Remote Similarity NPD4602 Approved
0.6639 Remote Similarity NPD4897 Phase 2
0.6624 Remote Similarity NPD3815 Phase 1
0.6624 Remote Similarity NPD3816 Phase 1
0.6614 Remote Similarity NPD5488 Discontinued
0.6614 Remote Similarity NPD2921 Clinical (unspecified phase)
0.6613 Remote Similarity NPD7558 Phase 2
0.6613 Remote Similarity NPD6494 Phase 2
0.6612 Remote Similarity NPD5507 Approved
0.6612 Remote Similarity NPD7268 Clinical (unspecified phase)
0.6612 Remote Similarity NPD6553 Clinical (unspecified phase)
0.6612 Remote Similarity NPD8430 Approved
0.6612 Remote Similarity NPD4086 Phase 1
0.6612 Remote Similarity NPD5506 Approved
0.6611 Remote Similarity NPD8160 Phase 2
0.661 Remote Similarity NPD6262 Clinical (unspecified phase)
0.6609 Remote Similarity NPD7712 Clinical (unspecified phase)
0.6607 Remote Similarity NPD6791 Phase 2
0.6602 Remote Similarity NPD8101 Phase 3
0.6596 Remote Similarity NPD8399 Phase 1
0.6596 Remote Similarity NPD7191 Phase 2
0.6596 Remote Similarity NPD8423 Phase 2
0.6594 Remote Similarity NPD6206 Phase 1
0.6591 Remote Similarity NPD5398 Clinical (unspecified phase)
0.659 Remote Similarity NPD6228 Discontinued
0.6589 Remote Similarity NPD1631 Approved
0.6589 Remote Similarity NPD8463 Approved
0.6587 Remote Similarity NPD7576 Discontinued
0.6583 Remote Similarity NPD8404 Phase 2
0.658 Remote Similarity NPD4501 Approved
0.658 Remote Similarity NPD6479 Discontinued
0.658 Remote Similarity NPD4500 Approved
0.6579 Remote Similarity NPD7944 Discontinued
0.6577 Remote Similarity NPD7169 Suspended
0.6569 Remote Similarity NPD5417 Clinical (unspecified phase)
0.6569 Remote Similarity NPD4667 Clinical (unspecified phase)
0.6567 Remote Similarity NPD6176 Phase 1
0.6562 Remote Similarity NPD8102 Discontinued
0.6561 Remote Similarity NPD8412 Phase 1
0.6557 Remote Similarity NPD2581 Approved
0.6557 Remote Similarity NPD2582 Approved
0.6556 Remote Similarity NPD4429 Discontinued
0.6556 Remote Similarity NPD3354 Phase 2
0.6553 Remote Similarity NPD7562 Approved
0.6553 Remote Similarity NPD5450 Discontinued
0.6553 Remote Similarity NPD5429 Discontinued
0.6549 Remote Similarity NPD2564 Approved
0.6549 Remote Similarity NPD2565 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