Structure

Physi-Chem Properties

Molecular Weight:  883.29
Volume:  842.046
LogP:  1.621
LogD:  1.172
LogS:  -3.749
# 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:  7.62
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:  -5.252
MDCK Permeability:  0.0001379478635499254
Pgp-inhibitor:  0.998
Pgp-substrate:  0.024
Human Intestinal Absorption (HIA):  0.911
20% Bioavailability (F20%):  0.997
30% Bioavailability (F30%):  0.989

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.06
Plasma Protein Binding (PPB):  30.92054557800293%
Volume Distribution (VD):  1.324
Pgp-substrate:  22.911460876464844%

ADMET: Metabolism

CYP1A2-inhibitor:  0.062
CYP1A2-substrate:  0.013
CYP2C19-inhibitor:  0.033
CYP2C19-substrate:  0.055
CYP2C9-inhibitor:  0.015
CYP2C9-substrate:  0.007
CYP2D6-inhibitor:  0.956
CYP2D6-substrate:  0.022
CYP3A4-inhibitor:  0.733
CYP3A4-substrate:  0.241

ADMET: Excretion

Clearance (CL):  2.569
Half-life (T1/2):  0.542

ADMET: Toxicity

hERG Blockers:  0.081
Human Hepatotoxicity (H-HT):  0.967
Drug-inuced Liver Injury (DILI):  0.973
AMES Toxicity:  0.049
Rat Oral Acute Toxicity:  0.083
Maximum Recommended Daily Dose:  0.008
Skin Sensitization:  0.139
Carcinogencity:  0.064
Eye Corrosion:  0.003
Eye Irritation:  0.02
Respiratory Toxicity:  0.018

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

  Natural Product: NPC292416

Natural Product ID:  NPC292416
Common Name*:   XQDBHSNYTFRCNJ-UDTLMCMUSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  XQDBHSNYTFRCNJ-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(58-23(3)47)43(42)41(8,54)33(31(35(42)60-25(5)49)61-36(50)26-13-10-9-11-14-26)62-38(52)39(6,53)17-16-28-27(15-12-18-44-28)37(51)56-19-40(29,7)63-43/h9-15,18,29-35,53-54H,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](OC(=O)C)[C@@H](OC(=O)c3ccccc3)[C@H]3[C@]([C@@]42O[C@@]([C@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)[C@H]4OC(=O)C)(C)COC(=O)c1cccnc1CC[C@@](C(=O)O3)(C)O)(C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL525628
PubChem CID:   14313856
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 = 2.0 % PMID[460956]
NPT927 Cell Line PBMC Homo sapiens Inhibition = -6.0 % PMID[460956]
NPT927 Cell Line PBMC Homo sapiens Inhibition = 8.0 % PMID[460956]
NPT927 Cell Line PBMC Homo sapiens Inhibition = 35.0 % PMID[460956]
NPT927 Cell Line PBMC Homo sapiens Inhibition = 50.0 % PMID[460956]
NPT927 Cell Line PBMC Homo sapiens Inhibition = 4.0 % PMID[460956]

☑ 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 NPC292416 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 NPC473689
0.9951 High Similarity NPC320324
0.9951 High Similarity NPC244839
0.9951 High Similarity NPC319880
0.9903 High Similarity NPC237702
0.9855 High Similarity NPC475406
0.9853 High Similarity NPC146824
0.9853 High Similarity NPC477787
0.9853 High Similarity NPC122968
0.9853 High Similarity NPC228377
0.9853 High Similarity NPC328186
0.9808 High Similarity NPC327904
0.9808 High Similarity NPC38959
0.9805 High Similarity NPC475362
0.9756 High Similarity NPC87152
0.9756 High Similarity NPC476110
0.9756 High Similarity NPC475600
0.9756 High Similarity NPC475631
0.971 High Similarity NPC316841
0.9709 High Similarity NPC471977
0.9709 High Similarity NPC475644
0.9709 High Similarity NPC470486
0.9709 High Similarity NPC471190
0.9706 High Similarity NPC57797
0.9706 High Similarity NPC250807
0.9668 High Similarity NPC253482
0.9659 High Similarity NPC473850
0.9657 High Similarity NPC477788
0.9615 High Similarity NPC475303
0.9615 High Similarity NPC475596
0.9612 High Similarity NPC473506
0.961 High Similarity NPC76565
0.9569 High Similarity NPC30456
0.9563 High Similarity NPC475137
0.9563 High Similarity NPC328154
0.9563 High Similarity NPC475498
0.9533 High Similarity NPC475648
0.951 High Similarity NPC84815
0.951 High Similarity NPC301368
0.9479 High Similarity NPC327769
0.9412 High Similarity NPC6981
0.9412 High Similarity NPC471016
0.9387 High Similarity NPC35208
0.9372 High Similarity NPC127026
0.9372 High Similarity NPC127720
0.9366 High Similarity NPC144779
0.9366 High Similarity NPC294579
0.9363 High Similarity NPC470306
0.9327 High Similarity NPC471980
0.9324 High Similarity NPC477912
0.9317 High Similarity NPC471014
0.9317 High Similarity NPC475408
0.9314 High Similarity NPC4421
0.9296 High Similarity NPC170751
0.9272 High Similarity NPC62367
0.9245 High Similarity NPC150698
0.9245 High Similarity NPC96801
0.9227 High Similarity NPC216428
0.9206 High Similarity NPC475426
0.9194 High Similarity NPC475601
0.9179 High Similarity NPC158020
0.9179 High Similarity NPC6576
0.9179 High Similarity NPC212768
0.9179 High Similarity NPC473115
0.9179 High Similarity NPC473089
0.9179 High Similarity NPC75600
0.9175 High Similarity NPC477907
0.9175 High Similarity NPC477909
0.9175 High Similarity NPC42678
0.9147 High Similarity NPC148860
0.9104 High Similarity NPC211920
0.91 High Similarity NPC477902
0.9034 High Similarity NPC319128
0.9029 High Similarity NPC472553
0.9023 High Similarity NPC469748
0.9014 High Similarity NPC124029
0.9005 High Similarity NPC477911
0.899 High Similarity NPC477910
0.8957 High Similarity NPC477903
0.8952 High Similarity NPC472555
0.8942 High Similarity NPC228331
0.8938 High Similarity NPC13603
0.8894 High Similarity NPC53255
0.8894 High Similarity NPC85879
0.8883 High Similarity NPC48042
0.8883 High Similarity NPC472550
0.8883 High Similarity NPC304179
0.8857 High Similarity NPC477908
0.8857 High Similarity NPC206343
0.8852 High Similarity NPC264674
0.8811 High Similarity NPC326930
0.8811 High Similarity NPC475301
0.8802 High Similarity NPC477906
0.8745 High Similarity NPC471978
0.8744 High Similarity NPC477899
0.8744 High Similarity NPC477900
0.8744 High Similarity NPC63041
0.8738 High Similarity NPC235364
0.8664 High Similarity NPC328928
0.8658 High Similarity NPC473833
0.8657 High Similarity NPC26881
0.8645 High Similarity NPC477901
0.8632 High Similarity NPC471979
0.8584 High Similarity NPC475533
0.8578 High Similarity NPC14116
0.8578 High Similarity NPC285411
0.8546 High Similarity NPC324619
0.8546 High Similarity NPC475315
0.8539 High Similarity NPC311196
0.8539 High Similarity NPC134384
0.85 High Similarity NPC91125
0.8491 Intermediate Similarity NPC476467
0.8468 Intermediate Similarity NPC238278
0.8423 Intermediate Similarity NPC213143
0.8362 Intermediate Similarity NPC471015
0.8349 Intermediate Similarity NPC472752
0.8318 Intermediate Similarity NPC233727
0.8318 Intermediate Similarity NPC323551
0.8318 Intermediate Similarity NPC280473
0.8297 Intermediate Similarity NPC148896
0.8297 Intermediate Similarity NPC180668
0.8297 Intermediate Similarity NPC471013
0.8297 Intermediate Similarity NPC476090
0.8279 Intermediate Similarity NPC51008
0.8279 Intermediate Similarity NPC41724
0.8246 Intermediate Similarity NPC289086
0.8155 Intermediate Similarity NPC10904
0.8128 Intermediate Similarity NPC187494
0.8119 Intermediate Similarity NPC30570
0.8102 Intermediate Similarity NPC470189
0.8102 Intermediate Similarity NPC40919
0.8082 Intermediate Similarity NPC162812
0.8065 Intermediate Similarity NPC292517
0.8047 Intermediate Similarity NPC470190
0.8045 Intermediate Similarity NPC319556
0.8028 Intermediate Similarity NPC165837
0.8 Intermediate Similarity NPC475835
0.7972 Intermediate Similarity NPC470279
0.7955 Intermediate Similarity NPC207531
0.7955 Intermediate Similarity NPC193361
0.7955 Intermediate Similarity NPC62844
0.7788 Intermediate Similarity NPC309498
0.7699 Intermediate Similarity NPC253314
0.7689 Intermediate Similarity NPC103230
0.7629 Intermediate Similarity NPC471004
0.7627 Intermediate Similarity NPC37473
0.7578 Intermediate Similarity NPC111732
0.7535 Intermediate Similarity NPC109922
0.7523 Intermediate Similarity NPC328559
0.7523 Intermediate Similarity NPC32451
0.7521 Intermediate Similarity NPC70155
0.7489 Intermediate Similarity NPC314834
0.7465 Intermediate Similarity NPC324245
0.7465 Intermediate Similarity NPC320748
0.7446 Intermediate Similarity NPC235885
0.7427 Intermediate Similarity NPC107123
0.7424 Intermediate Similarity NPC140311
0.7399 Intermediate Similarity NPC470280
0.7397 Intermediate Similarity NPC79223
0.7385 Intermediate Similarity NPC149708
0.7379 Intermediate Similarity NPC249614
0.7377 Intermediate Similarity NPC183537
0.7371 Intermediate Similarity NPC141428
0.7359 Intermediate Similarity NPC106593
0.7354 Intermediate Similarity NPC315545
0.7354 Intermediate Similarity NPC156044
0.7354 Intermediate Similarity NPC314297
0.7352 Intermediate Similarity NPC123395
0.7344 Intermediate Similarity NPC15406
0.7343 Intermediate Similarity NPC191310
0.7339 Intermediate Similarity NPC329024
0.7336 Intermediate Similarity NPC141385
0.7336 Intermediate Similarity NPC476516
0.7333 Intermediate Similarity NPC471997
0.7333 Intermediate Similarity NPC210296
0.7331 Intermediate Similarity NPC233334
0.7328 Intermediate Similarity NPC473667
0.7319 Intermediate Similarity NPC24019
0.7317 Intermediate Similarity NPC131273
0.7317 Intermediate Similarity NPC473441
0.7314 Intermediate Similarity NPC124313
0.7313 Intermediate Similarity NPC317752
0.7311 Intermediate Similarity NPC207851
0.7311 Intermediate Similarity NPC108342
0.7309 Intermediate Similarity NPC313796
0.7309 Intermediate Similarity NPC313345
0.7309 Intermediate Similarity NPC314855
0.7309 Intermediate Similarity NPC315638
0.7308 Intermediate Similarity NPC57690
0.7306 Intermediate Similarity NPC317672
0.7306 Intermediate Similarity NPC77878
0.7292 Intermediate Similarity NPC471583
0.7292 Intermediate Similarity NPC471782
0.728 Intermediate Similarity NPC189903
0.728 Intermediate Similarity NPC182907
0.7269 Intermediate Similarity NPC318299
0.7269 Intermediate Similarity NPC90875
0.7265 Intermediate Similarity NPC25442
0.7265 Intermediate Similarity NPC477043
0.7265 Intermediate Similarity NPC12944

  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 NPC292416 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
0.8502 High Similarity NPD8468 Phase 2
0.7905 Intermediate Similarity NPD5975 Clinical (unspecified phase)
0.7794 Intermediate Similarity NPD8304 Clinical (unspecified phase)
0.7613 Intermediate Similarity NPD7927 Clinical (unspecified phase)
0.758 Intermediate Similarity NPD7396 Approved
0.7545 Intermediate Similarity NPD3794 Approved
0.7545 Intermediate Similarity NPD3795 Approved
0.7532 Intermediate Similarity NPD5891 Approved
0.75 Intermediate Similarity NPD6987 Phase 1
0.7489 Intermediate Similarity NPD5721 Clinical (unspecified phase)
0.7431 Intermediate Similarity NPD6661 Clinical (unspecified phase)
0.7375 Intermediate Similarity NPD1483 Discontinued
0.7342 Intermediate Similarity NPD3947 Discontinued
0.7319 Intermediate Similarity NPD5801 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD4417 Approved
0.7269 Intermediate Similarity NPD7069 Discontinued
0.7256 Intermediate Similarity NPD7233 Approved
0.7256 Intermediate Similarity NPD7234 Approved
0.7249 Intermediate Similarity NPD3389 Approved
0.7249 Intermediate Similarity NPD3394 Approved
0.7249 Intermediate Similarity NPD3393 Approved
0.7244 Intermediate Similarity NPD2509 Approved
0.7244 Intermediate Similarity NPD2510 Approved
0.724 Intermediate Similarity NPD7708 Approved
0.7212 Intermediate Similarity NPD4506 Discontinued
0.7198 Intermediate Similarity NPD3280 Approved
0.7194 Intermediate Similarity NPD7803 Approved
0.7156 Intermediate Similarity NPD7010 Phase 3
0.7155 Intermediate Similarity NPD6770 Approved
0.7143 Intermediate Similarity NPD2121 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD8326 Phase 3
0.7143 Intermediate Similarity NPD8327 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD8325 Phase 3
0.7131 Intermediate Similarity NPD7955 Approved
0.7131 Intermediate Similarity NPD7956 Approved
0.7118 Intermediate Similarity NPD6657 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD6323 Clinical (unspecified phase)
0.7108 Intermediate Similarity NPD820 Phase 3
0.7072 Intermediate Similarity NPD7778 Approved
0.7072 Intermediate Similarity NPD7777 Approved
0.7072 Intermediate Similarity NPD53 Approved
0.7072 Intermediate Similarity NPD4987 Clinical (unspecified phase)
0.7061 Intermediate Similarity NPD6529 Discontinued
0.7048 Intermediate Similarity NPD485 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD7878 Phase 2
0.7014 Intermediate Similarity NPD4427 Phase 2
0.7004 Intermediate Similarity NPD6732 Clinical (unspecified phase)
0.7004 Intermediate Similarity NPD4901 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5475 Discontinued
0.6988 Remote Similarity NPD6525 Clinical (unspecified phase)
0.6986 Remote Similarity NPD8063 Discontinued
0.6983 Remote Similarity NPD7707 Approved
0.698 Remote Similarity NPD7417 Discontinued
0.6979 Remote Similarity NPD8479 Phase 2
0.6971 Remote Similarity NPD6635 Approved
0.696 Remote Similarity NPD5901 Discontinued
0.6957 Remote Similarity NPD4900 Clinical (unspecified phase)
0.6955 Remote Similarity NPD2336 Approved
0.6951 Remote Similarity NPD8485 Approved
0.6947 Remote Similarity NPD8467 Approved
0.6947 Remote Similarity NPD8465 Approved
0.6947 Remote Similarity NPD6477 Clinical (unspecified phase)
0.6947 Remote Similarity NPD8466 Approved
0.6942 Remote Similarity NPD4373 Phase 2
0.6939 Remote Similarity NPD7886 Phase 2
0.6939 Remote Similarity NPD7885 Phase 2
0.6933 Remote Similarity NPD3925 Approved
0.6929 Remote Similarity NPD6962 Phase 2
0.6916 Remote Similarity NPD6642 Approved
0.6916 Remote Similarity NPD6641 Approved
0.689 Remote Similarity NPD8091 Phase 3
0.6878 Remote Similarity NPD4301 Approved
0.6872 Remote Similarity NPD7187 Phase 2
0.6867 Remote Similarity NPD7571 Clinical (unspecified phase)
0.6858 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6853 Remote Similarity NPD5482 Discontinued
0.6851 Remote Similarity NPD4989 Phase 2
0.6842 Remote Similarity NPD8426 Approved
0.6842 Remote Similarity NPD6790 Phase 1
0.6842 Remote Similarity NPD8460 Approved
0.6842 Remote Similarity NPD8459 Approved
0.6842 Remote Similarity NPD8425 Approved
0.6837 Remote Similarity NPD5751 Clinical (unspecified phase)
0.6833 Remote Similarity NPD8361 Approved
0.6833 Remote Similarity NPD8360 Approved
0.6833 Remote Similarity NPD5640 Discontinued
0.6833 Remote Similarity NPD8289 Discontinued
0.6833 Remote Similarity NPD8435 Approved
0.683 Remote Similarity NPD7061 Clinical (unspecified phase)
0.683 Remote Similarity NPD2307 Discontinued
0.6824 Remote Similarity NPD5866 Approved
0.6818 Remote Similarity NPD8427 Approved
0.6818 Remote Similarity NPD4952 Phase 3
0.6818 Remote Similarity NPD4948 Discontinued
0.6818 Remote Similarity NPD8428 Approved
0.6818 Remote Similarity NPD8429 Approved
0.6818 Remote Similarity NPD8052 Clinical (unspecified phase)
0.6818 Remote Similarity NPD5022 Discontinued
0.6815 Remote Similarity NPD6716 Phase 1
0.6812 Remote Similarity NPD2831 Approved
0.681 Remote Similarity NPD5088 Discontinued
0.6809 Remote Similarity NPD7862 Clinical (unspecified phase)
0.68 Remote Similarity NPD5003 Discontinued
0.6797 Remote Similarity NPD7947 Clinical (unspecified phase)
0.6793 Remote Similarity NPD7404 Approved
0.679 Remote Similarity NPD7688 Phase 1
0.6789 Remote Similarity NPD5805 Approved
0.6784 Remote Similarity NPD4396 Clinical (unspecified phase)
0.6784 Remote Similarity NPD4600 Approved
0.6784 Remote Similarity NPD4601 Approved
0.6784 Remote Similarity NPD8248 Clinical (unspecified phase)
0.6783 Remote Similarity NPD7001 Phase 3
0.6783 Remote Similarity NPD4862 Clinical (unspecified phase)
0.6781 Remote Similarity NPD7470 Discontinued
0.678 Remote Similarity NPD8000 Clinical (unspecified phase)
0.678 Remote Similarity NPD3326 Clinical (unspecified phase)
0.6778 Remote Similarity NPD6995 Phase 1
0.6778 Remote Similarity NPD8356 Approved
0.6771 Remote Similarity NPD4376 Phase 3
0.6771 Remote Similarity NPD3922 Approved
0.6771 Remote Similarity NPD3924 Approved
0.6771 Remote Similarity NPD3923 Approved
0.6771 Remote Similarity NPD3921 Approved
0.6766 Remote Similarity NPD8112 Clinical (unspecified phase)
0.6765 Remote Similarity NPD9271 Approved
0.676 Remote Similarity NPD5483 Clinical (unspecified phase)
0.6757 Remote Similarity NPD6281 Approved
0.6751 Remote Similarity NPD7395 Discontinued
0.6748 Remote Similarity NPD3006 Discontinued
0.6742 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6741 Remote Similarity NPD4526 Approved
0.6741 Remote Similarity NPD4528 Approved
0.6741 Remote Similarity NPD4529 Approved
0.674 Remote Similarity NPD7000 Clinical (unspecified phase)
0.674 Remote Similarity NPD6999 Discontinued
0.6738 Remote Similarity NPD7998 Clinical (unspecified phase)
0.6736 Remote Similarity NPD6292 Clinical (unspecified phase)
0.6727 Remote Similarity NPD4889 Approved
0.6718 Remote Similarity NPD8364 Approved
0.6718 Remote Similarity NPD8363 Approved
0.6711 Remote Similarity NPD4602 Approved
0.671 Remote Similarity NPD7957 Phase 1
0.671 Remote Similarity NPD7958 Clinical (unspecified phase)
0.6695 Remote Similarity NPD4897 Phase 2
0.6694 Remote Similarity NPD7426 Phase 1
0.6682 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6681 Remote Similarity NPD3816 Phase 1
0.6681 Remote Similarity NPD3815 Phase 1
0.6667 Remote Similarity NPD6791 Phase 2
0.6667 Remote Similarity NPD4328 Approved
0.6667 Remote Similarity NPD7268 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8160 Phase 2
0.6667 Remote Similarity NPD6494 Phase 2
0.6667 Remote Similarity NPD8430 Approved
0.6667 Remote Similarity NPD3946 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2921 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5506 Approved
0.6667 Remote Similarity NPD8365 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5507 Approved
0.6667 Remote Similarity NPD5488 Discontinued
0.6667 Remote Similarity NPD6553 Clinical (unspecified phase)
0.6654 Remote Similarity NPD8101 Phase 3
0.6653 Remote Similarity NPD8372 Clinical (unspecified phase)
0.6652 Remote Similarity NPD6206 Phase 1
0.6652 Remote Similarity NPD7191 Phase 2
0.6651 Remote Similarity NPD1631 Approved
0.6651 Remote Similarity NPD5398 Clinical (unspecified phase)
0.6651 Remote Similarity NPD6026 Approved
0.6641 Remote Similarity NPD6228 Discontinued
0.6641 Remote Similarity NPD8463 Approved
0.664 Remote Similarity NPD7576 Discontinued
0.664 Remote Similarity NPD6276 Discontinued
0.664 Remote Similarity NPD7807 Clinical (unspecified phase)
0.6638 Remote Similarity NPD4500 Approved
0.6638 Remote Similarity NPD4501 Approved
0.6638 Remote Similarity NPD6479 Discontinued
0.6628 Remote Similarity NPD7169 Suspended
0.6624 Remote Similarity NPD5417 Clinical (unspecified phase)
0.6623 Remote Similarity NPD6176 Phase 1
0.6619 Remote Similarity NPD2582 Approved
0.6619 Remote Similarity NPD2581 Approved
0.6614 Remote Similarity NPD8102 Discontinued
0.6614 Remote Similarity NPD8412 Phase 1
0.6611 Remote Similarity NPD4429 Discontinued
0.6611 Remote Similarity NPD3354 Phase 2
0.6609 Remote Similarity NPD5429 Discontinued
0.6609 Remote Similarity NPD7562 Approved
0.6607 Remote Similarity NPD2564 Approved
0.6607 Remote Similarity NPD2565 Phase 2
0.6605 Remote Similarity NPD1573 Approved
0.6605 Remote Similarity NPD1575 Approved
0.6603 Remote Similarity NPD5450 Discontinued
0.6599 Remote Similarity NPD7558 Phase 2
0.6598 Remote Similarity NPD4086 Phase 1
0.6596 Remote Similarity NPD6262 Clinical (unspecified phase)
0.6595 Remote Similarity NPD7712 Clinical (unspecified phase)
0.6593 Remote Similarity NPD6361 Phase 2
0.6591 Remote Similarity NPD3178 Discontinued
0.6585 Remote Similarity NPD9074 Approved
0.6585 Remote Similarity NPD9075 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