Structure

Physi-Chem Properties

Molecular Weight:  599.25
Volume:  612.258
LogP:  4.912
LogD:  3.516
LogS:  -3.699
# Rotatable Bonds:  9
TPSA:  121.25
# H-Bond Aceptor:  9
# H-Bond Donor:  1
# Rings:  6
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.302
Synthetic Accessibility Score:  5.526
Fsp3:  0.429
Lipinski Rule-of-5:  Accepted
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:  -5.129
MDCK Permeability:  3.1198174838209525e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.988
30% Bioavailability (F30%):  0.984

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.069
Plasma Protein Binding (PPB):  97.01175689697266%
Volume Distribution (VD):  1.662
Pgp-substrate:  4.401270389556885%

ADMET: Metabolism

CYP1A2-inhibitor:  0.263
CYP1A2-substrate:  0.079
CYP2C19-inhibitor:  0.603
CYP2C19-substrate:  0.086
CYP2C9-inhibitor:  0.89
CYP2C9-substrate:  0.125
CYP2D6-inhibitor:  0.731
CYP2D6-substrate:  0.071
CYP3A4-inhibitor:  0.89
CYP3A4-substrate:  0.417

ADMET: Excretion

Clearance (CL):  11.984
Half-life (T1/2):  0.21

ADMET: Toxicity

hERG Blockers:  0.935
Human Hepatotoxicity (H-HT):  0.4
Drug-inuced Liver Injury (DILI):  0.977
AMES Toxicity:  0.006
Rat Oral Acute Toxicity:  0.058
Maximum Recommended Daily Dose:  0.667
Skin Sensitization:  0.49
Carcinogencity:  0.289
Eye Corrosion:  0.003
Eye Irritation:  0.037
Respiratory Toxicity:  0.957

Download Data

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

  Natural Product: NPC127720

Natural Product ID:  NPC127720
Common Name*:   Regelidine
IUPAC Name:   n.a.
Synonyms:   Regelidine
Standard InCHIKey:  MZSHQEJWMYSZEP-IMIUDZSCSA-N
Standard InCHI:  InChI=1S/C35H37NO8/c1-32(2)25-20-27(42-30(38)23-14-9-6-10-15-23)34(4)26(41-29(37)22-12-7-5-8-13-22)17-18-33(3,40)35(34,44-32)28(25)43-31(39)24-16-11-19-36-21-24/h5-16,19,21,25-28,40H,17-18,20H2,1-4H3/t25-,26+,27+,28-,33+,34+,35+/m1/s1
SMILES:  O=C(c1ccccc1)O[C@H]1C[C@@H]2[C@H]([C@]3([C@@]1(C)[C@H](CC[C@]3(C)O)OC(=O)c1ccccc1)OC2(C)C)OC(=O)c1cccnc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1951083
PubChem CID:   13968328
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids
          • [CHEMONTID:0002051] Agarofurans

*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. root n.a. PMID[1602302]
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[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]
NPO2348 Tripterygium regelii Species Celastraceae Eukaryota n.a. bark n.a. PMID[20167482]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota root n.a. n.a. PMID[21486005]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root 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]
NPO2348 Tripterygium regelii Species Celastraceae Eukaryota n.a. stem n.a. PMID[27113553]
NPO2348 Tripterygium regelii Species Celastraceae Eukaryota n.a. root n.a. PMID[2801129]
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. root n.a. Database[Article]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2348 Tripterygium regelii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2348 Tripterygium regelii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2348 Tripterygium regelii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2348 Tripterygium regelii 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
NPT1141 Organism Human herpesvirus 2 Human herpesvirus 2 Inhibition = 31.7 % PMID[479075]

☑ 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 NPC127720 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 NPC127026
0.9949 High Similarity NPC471980
0.9848 High Similarity NPC301368
0.9848 High Similarity NPC84815
0.9797 High Similarity NPC75600
0.9797 High Similarity NPC158020
0.9797 High Similarity NPC6576
0.9797 High Similarity NPC473115
0.9797 High Similarity NPC473089
0.9797 High Similarity NPC212768
0.9746 High Similarity NPC6981
0.9697 High Similarity NPC294579
0.9697 High Similarity NPC144779
0.9657 High Similarity NPC475596
0.9657 High Similarity NPC316841
0.9657 High Similarity NPC475303
0.9646 High Similarity NPC471016
0.9645 High Similarity NPC4421
0.961 High Similarity NPC30456
0.9604 High Similarity NPC328154
0.9598 High Similarity NPC62367
0.9596 High Similarity NPC470306
0.955 High Similarity NPC216428
0.9548 High Similarity NPC471014
0.9548 High Similarity NPC475408
0.9517 High Similarity NPC475406
0.951 High Similarity NPC477787
0.951 High Similarity NPC475631
0.951 High Similarity NPC328186
0.951 High Similarity NPC122968
0.951 High Similarity NPC87152
0.951 High Similarity NPC475600
0.951 High Similarity NPC228377
0.951 High Similarity NPC476110
0.951 High Similarity NPC211920
0.9507 High Similarity NPC477902
0.9497 High Similarity NPC477909
0.9497 High Similarity NPC477907
0.9497 High Similarity NPC42678
0.9471 High Similarity NPC327904
0.9471 High Similarity NPC38959
0.9463 High Similarity NPC470486
0.9463 High Similarity NPC471190
0.9463 High Similarity NPC475644
0.9463 High Similarity NPC471977
0.9455 High Similarity NPC477912
0.9455 High Similarity NPC477903
0.9423 High Similarity NPC327769
0.9415 High Similarity NPC124029
0.9372 High Similarity NPC473689
0.9372 High Similarity NPC96801
0.9372 High Similarity NPC292416
0.9372 High Similarity NPC150698
0.9366 High Similarity NPC473506
0.9363 High Similarity NPC57797
0.9363 High Similarity NPC250807
0.9363 High Similarity NPC76565
0.9347 High Similarity NPC472553
0.9327 High Similarity NPC320324
0.9327 High Similarity NPC319880
0.9327 High Similarity NPC244839
0.9317 High Similarity NPC475498
0.9317 High Similarity NPC473850
0.9317 High Similarity NPC475137
0.9314 High Similarity NPC477788
0.9282 High Similarity NPC237702
0.9272 High Similarity NPC148860
0.9261 High Similarity NPC472555
0.9227 High Similarity NPC146824
0.9227 High Similarity NPC475601
0.9223 High Similarity NPC477899
0.9223 High Similarity NPC477900
0.9206 High Similarity NPC475648
0.9196 High Similarity NPC472550
0.9196 High Similarity NPC304179
0.9196 High Similarity NPC48042
0.9187 High Similarity NPC477906
0.9183 High Similarity NPC475362
0.9163 High Similarity NPC206343
0.9163 High Similarity NPC477908
0.9158 High Similarity NPC264674
0.9158 High Similarity NPC319128
0.9126 High Similarity NPC477911
0.9126 High Similarity NPC235364
0.9113 High Similarity NPC477910
0.9065 High Similarity NPC253482
0.9064 High Similarity NPC228331
0.9057 High Similarity NPC170751
0.9052 High Similarity NPC469748
0.905 High Similarity NPC63041
0.9038 High Similarity NPC26881
0.9029 High Similarity NPC477901
0.8967 High Similarity NPC475426
0.8967 High Similarity NPC35208
0.8957 High Similarity NPC91125
0.878 High Similarity NPC476467
0.8685 High Similarity NPC14116
0.8685 High Similarity NPC285411
0.8645 High Similarity NPC134384
0.8645 High Similarity NPC311196
0.8604 High Similarity NPC475533
0.8599 High Similarity NPC323551
0.8599 High Similarity NPC280473
0.8571 High Similarity NPC238278
0.8565 High Similarity NPC475315
0.8565 High Similarity NPC324619
0.8559 High Similarity NPC180668
0.8559 High Similarity NPC471013
0.8559 High Similarity NPC148896
0.8558 High Similarity NPC41724
0.8558 High Similarity NPC51008
0.8529 High Similarity NPC289086
0.8525 High Similarity NPC213143
0.8489 Intermediate Similarity NPC10904
0.8476 Intermediate Similarity NPC30570
0.8454 Intermediate Similarity NPC472752
0.8436 Intermediate Similarity NPC162812
0.8421 Intermediate Similarity NPC53255
0.8421 Intermediate Similarity NPC326930
0.8421 Intermediate Similarity NPC85879
0.8421 Intermediate Similarity NPC475301
0.8421 Intermediate Similarity NPC292517
0.8419 Intermediate Similarity NPC233727
0.8384 Intermediate Similarity NPC13603
0.8377 Intermediate Similarity NPC471015
0.8362 Intermediate Similarity NPC328928
0.8357 Intermediate Similarity NPC475835
0.8294 Intermediate Similarity NPC165837
0.8276 Intermediate Similarity NPC473833
0.823 Intermediate Similarity NPC476090
0.8224 Intermediate Similarity NPC187494
0.8216 Intermediate Similarity NPC193361
0.8216 Intermediate Similarity NPC62844
0.8205 Intermediate Similarity NPC471978
0.8199 Intermediate Similarity NPC40919
0.8199 Intermediate Similarity NPC470189
0.8178 Intermediate Similarity NPC471979
0.8155 Intermediate Similarity NPC470279
0.8143 Intermediate Similarity NPC470190
0.814 Intermediate Similarity NPC319556
0.8048 Intermediate Similarity NPC309498
0.8047 Intermediate Similarity NPC207531
0.8039 Intermediate Similarity NPC103230
0.7864 Intermediate Similarity NPC253314
0.7788 Intermediate Similarity NPC471004
0.7742 Intermediate Similarity NPC111732
0.7714 Intermediate Similarity NPC324245
0.7714 Intermediate Similarity NPC320748
0.7689 Intermediate Similarity NPC32451
0.7689 Intermediate Similarity NPC328559
0.7642 Intermediate Similarity NPC79223
0.7583 Intermediate Similarity NPC329024
0.7554 Intermediate Similarity NPC37473
0.7512 Intermediate Similarity NPC156044
0.75 Intermediate Similarity NPC44354
0.75 Intermediate Similarity NPC140311
0.7489 Intermediate Similarity NPC141385
0.7465 Intermediate Similarity NPC59033
0.7465 Intermediate Similarity NPC317672
0.7434 Intermediate Similarity NPC106593
0.7419 Intermediate Similarity NPC12944
0.7419 Intermediate Similarity NPC25442
0.7416 Intermediate Similarity NPC327699
0.7415 Intermediate Similarity NPC317010
0.7401 Intermediate Similarity NPC473667
0.7361 Intermediate Similarity NPC155792
0.733 Intermediate Similarity NPC471997
0.7318 Intermediate Similarity NPC470280
0.7296 Intermediate Similarity NPC70155
0.728 Intermediate Similarity NPC107123
0.7252 Intermediate Similarity NPC314834
0.7248 Intermediate Similarity NPC475223
0.7241 Intermediate Similarity NPC30171
0.7232 Intermediate Similarity NPC317752
0.7231 Intermediate Similarity NPC183537
0.7215 Intermediate Similarity NPC246983
0.7215 Intermediate Similarity NPC475448
0.721 Intermediate Similarity NPC473781
0.721 Intermediate Similarity NPC35390
0.721 Intermediate Similarity NPC470631
0.7209 Intermediate Similarity NPC215892
0.7209 Intermediate Similarity NPC321072
0.7209 Intermediate Similarity NPC191193
0.7209 Intermediate Similarity NPC109922
0.7209 Intermediate Similarity NPC242662
0.7208 Intermediate Similarity NPC107287
0.72 Intermediate Similarity NPC274842
0.7197 Intermediate Similarity NPC15406
0.719 Intermediate Similarity NPC476516
0.7189 Intermediate Similarity NPC50997
0.7189 Intermediate Similarity NPC160127
0.7188 Intermediate Similarity NPC318299
0.7185 Intermediate Similarity NPC210296
0.7179 Intermediate Similarity NPC475316
0.7179 Intermediate Similarity NPC233334
0.7179 Intermediate Similarity NPC473486
0.7176 Intermediate Similarity NPC208553
0.7176 Intermediate Similarity NPC181964
0.7176 Intermediate Similarity NPC471606
0.7167 Intermediate Similarity NPC24019

  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 NPC127720 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
0.8194 Intermediate Similarity NPD8468 Phase 2
0.8071 Intermediate Similarity NPD8304 Clinical (unspecified phase)
0.7915 Intermediate Similarity NPD7396 Approved
0.7778 Intermediate Similarity NPD7927 Clinical (unspecified phase)
0.7656 Intermediate Similarity NPD5975 Clinical (unspecified phase)
0.7545 Intermediate Similarity NPD3794 Approved
0.7545 Intermediate Similarity NPD3795 Approved
0.7382 Intermediate Similarity NPD5891 Approved
0.736 Intermediate Similarity NPD820 Phase 3
0.7306 Intermediate Similarity NPD7010 Phase 3
0.7265 Intermediate Similarity NPD7069 Discontinued
0.7248 Intermediate Similarity NPD5721 Clinical (unspecified phase)
0.7227 Intermediate Similarity NPD1483 Discontinued
0.7214 Intermediate Similarity NPD6635 Approved
0.7193 Intermediate Similarity NPD3280 Approved
0.7189 Intermediate Similarity NPD6661 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD8485 Approved
0.717 Intermediate Similarity NPD7233 Approved
0.717 Intermediate Similarity NPD7234 Approved
0.7143 Intermediate Similarity NPD7885 Phase 2
0.7143 Intermediate Similarity NPD7886 Phase 2
0.713 Intermediate Similarity NPD6529 Discontinued
0.7104 Intermediate Similarity NPD3947 Discontinued
0.7104 Intermediate Similarity NPD6987 Phase 1
0.7097 Intermediate Similarity NPD7708 Approved
0.7093 Intermediate Similarity NPD3393 Approved
0.7093 Intermediate Similarity NPD3389 Approved
0.7093 Intermediate Similarity NPD3394 Approved
0.7085 Intermediate Similarity NPD2509 Approved
0.7085 Intermediate Similarity NPD2510 Approved
0.7078 Intermediate Similarity NPD8486 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD4417 Approved
0.7067 Intermediate Similarity NPD5751 Clinical (unspecified phase)
0.7061 Intermediate Similarity NPD8327 Clinical (unspecified phase)
0.7061 Intermediate Similarity NPD8326 Phase 3
0.7061 Intermediate Similarity NPD8325 Phase 3
0.7052 Intermediate Similarity NPD7803 Approved
0.7039 Intermediate Similarity NPD485 Clinical (unspecified phase)
0.7014 Intermediate Similarity NPD7187 Phase 2
0.7013 Intermediate Similarity NPD4301 Approved
0.7005 Intermediate Similarity NPD9271 Approved
0.7 Intermediate Similarity NPD6770 Approved
0.6991 Remote Similarity NPD5475 Discontinued
0.6988 Remote Similarity NPD7956 Approved
0.6988 Remote Similarity NPD7955 Approved
0.6986 Remote Similarity NPD7777 Approved
0.6986 Remote Similarity NPD7778 Approved
0.6986 Remote Similarity NPD4987 Clinical (unspecified phase)
0.6986 Remote Similarity NPD53 Approved
0.6982 Remote Similarity NPD2121 Clinical (unspecified phase)
0.6978 Remote Similarity NPD4506 Discontinued
0.6977 Remote Similarity NPD8063 Discontinued
0.6963 Remote Similarity NPD6791 Phase 2
0.6957 Remote Similarity NPD7878 Phase 2
0.6951 Remote Similarity NPD6323 Clinical (unspecified phase)
0.6949 Remote Similarity NPD5801 Clinical (unspecified phase)
0.6937 Remote Similarity NPD6477 Clinical (unspecified phase)
0.6933 Remote Similarity NPD7947 Clinical (unspecified phase)
0.6913 Remote Similarity NPD4989 Phase 2
0.6912 Remote Similarity NPD4376 Phase 3
0.6911 Remote Similarity NPD6525 Clinical (unspecified phase)
0.6901 Remote Similarity NPD7417 Discontinued
0.69 Remote Similarity NPD8112 Clinical (unspecified phase)
0.6897 Remote Similarity NPD8479 Phase 2
0.6886 Remote Similarity NPD6657 Clinical (unspecified phase)
0.6883 Remote Similarity NPD7395 Discontinued
0.6881 Remote Similarity NPD6026 Approved
0.688 Remote Similarity NPD8091 Phase 3
0.6878 Remote Similarity NPD5088 Discontinued
0.6875 Remote Similarity NPD2831 Approved
0.6866 Remote Similarity NPD2336 Approved
0.6853 Remote Similarity NPD7404 Approved
0.6844 Remote Similarity NPD7957 Phase 1
0.6844 Remote Similarity NPD7958 Clinical (unspecified phase)
0.684 Remote Similarity NPD8000 Clinical (unspecified phase)
0.6822 Remote Similarity NPD8289 Discontinued
0.682 Remote Similarity NPD8361 Approved
0.682 Remote Similarity NPD8435 Approved
0.682 Remote Similarity NPD8360 Approved
0.6818 Remote Similarity NPD9074 Approved
0.6818 Remote Similarity NPD9075 Approved
0.6807 Remote Similarity NPD8052 Clinical (unspecified phase)
0.6806 Remote Similarity NPD6257 Clinical (unspecified phase)
0.6806 Remote Similarity NPD4948 Discontinued
0.6804 Remote Similarity NPD6361 Phase 2
0.68 Remote Similarity NPD5901 Discontinued
0.6798 Remote Similarity NPD7998 Clinical (unspecified phase)
0.6784 Remote Similarity NPD7191 Phase 2
0.6773 Remote Similarity NPD4427 Phase 2
0.6771 Remote Similarity NPD8248 Clinical (unspecified phase)
0.677 Remote Similarity NPD6732 Clinical (unspecified phase)
0.677 Remote Similarity NPD4862 Clinical (unspecified phase)
0.6769 Remote Similarity NPD7470 Discontinued
0.6753 Remote Similarity NPD7707 Approved
0.6745 Remote Similarity NPD6642 Approved
0.6745 Remote Similarity NPD6641 Approved
0.6743 Remote Similarity NPD6281 Approved
0.6742 Remote Similarity NPD2307 Discontinued
0.6742 Remote Similarity NPD7061 Clinical (unspecified phase)
0.674 Remote Similarity NPD7562 Approved
0.6739 Remote Similarity NPD5866 Approved
0.6735 Remote Similarity NPD8412 Phase 1
0.6734 Remote Similarity NPD8350 Clinical (unspecified phase)
0.6732 Remote Similarity NPD7862 Clinical (unspecified phase)
0.6731 Remote Similarity NPD6446 Discontinued
0.6729 Remote Similarity NPD7414 Clinical (unspecified phase)
0.6728 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6724 Remote Similarity NPD5490 Discontinued
0.6713 Remote Similarity NPD4889 Approved
0.6708 Remote Similarity NPD6962 Phase 2
0.6701 Remote Similarity NPD107 Approved
0.6699 Remote Similarity NPD2511 Approved
0.6695 Remote Similarity NPD8356 Approved
0.6694 Remote Similarity NPD6790 Phase 1
0.6681 Remote Similarity NPD7426 Phase 1
0.6679 Remote Similarity NPD8465 Approved
0.6679 Remote Similarity NPD8467 Approved
0.6679 Remote Similarity NPD8466 Approved
0.6667 Remote Similarity NPD5022 Discontinued
0.6667 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6226 Phase 3
0.6652 Remote Similarity NPD6262 Clinical (unspecified phase)
0.6651 Remote Similarity NPD8021 Approved
0.6651 Remote Similarity NPD8020 Approved
0.6641 Remote Similarity NPD8363 Approved
0.6641 Remote Similarity NPD8364 Approved
0.664 Remote Similarity NPD5482 Discontinued
0.6639 Remote Similarity NPD5805 Approved
0.6639 Remote Similarity NPD7688 Phase 1
0.6639 Remote Similarity NPD8409 Suspended
0.6638 Remote Similarity NPD7571 Clinical (unspecified phase)
0.6637 Remote Similarity NPD5003 Discontinued
0.6626 Remote Similarity NPD7807 Clinical (unspecified phase)
0.6624 Remote Similarity NPD6995 Phase 1
0.6623 Remote Similarity NPD4901 Clinical (unspecified phase)
0.6622 Remote Similarity NPD6479 Discontinued
0.6622 Remote Similarity NPD4396 Clinical (unspecified phase)
0.6614 Remote Similarity NPD7169 Suspended
0.6613 Remote Similarity NPD7967 Discontinued
0.6608 Remote Similarity NPD6176 Phase 1
0.6606 Remote Similarity NPD3924 Approved
0.6606 Remote Similarity NPD3922 Approved
0.6606 Remote Similarity NPD3923 Approved
0.6606 Remote Similarity NPD3921 Approved
0.6599 Remote Similarity NPD2896 Discontinued
0.6599 Remote Similarity NPD6716 Phase 1
0.6598 Remote Similarity NPD3006 Discontinued
0.6594 Remote Similarity NPD5429 Discontinued
0.659 Remote Similarity NPD8365 Clinical (unspecified phase)
0.6584 Remote Similarity NPD4373 Phase 2
0.6583 Remote Similarity NPD7268 Clinical (unspecified phase)
0.6583 Remote Similarity NPD8430 Approved
0.6582 Remote Similarity NPD6298 Discontinued
0.658 Remote Similarity NPD6204 Clinical (unspecified phase)
0.658 Remote Similarity NPD4900 Clinical (unspecified phase)
0.6579 Remote Similarity NPD8426 Approved
0.6579 Remote Similarity NPD8425 Approved
0.6579 Remote Similarity NPD8460 Approved
0.6579 Remote Similarity NPD8459 Approved
0.6577 Remote Similarity NPD4529 Approved
0.6577 Remote Similarity NPD4526 Approved
0.6577 Remote Similarity NPD4528 Approved
0.657 Remote Similarity NPD8372 Clinical (unspecified phase)
0.6569 Remote Similarity NPD3925 Approved
0.6568 Remote Similarity NPD6955 Clinical (unspecified phase)
0.6565 Remote Similarity NPD7467 Discontinued
0.6564 Remote Similarity NPD7673 Phase 3
0.656 Remote Similarity NPD6276 Discontinued
0.656 Remote Similarity NPD7424 Clinical (unspecified phase)
0.6559 Remote Similarity NPD7576 Discontinued
0.6558 Remote Similarity NPD5398 Clinical (unspecified phase)
0.6553 Remote Similarity NPD8427 Approved
0.6553 Remote Similarity NPD8429 Approved
0.6553 Remote Similarity NPD8428 Approved
0.6553 Remote Similarity NPD3326 Clinical (unspecified phase)
0.655 Remote Similarity NPD7001 Phase 3
0.6549 Remote Similarity NPD4601 Approved
0.6549 Remote Similarity NPD4600 Approved
0.6547 Remote Similarity NPD7944 Discontinued
0.6546 Remote Similarity NPD5483 Clinical (unspecified phase)
0.6546 Remote Similarity NPD7921 Approved
0.6542 Remote Similarity NPD5640 Discontinued
0.6538 Remote Similarity NPD7538 Clinical (unspecified phase)
0.6538 Remote Similarity NPD5417 Clinical (unspecified phase)
0.6532 Remote Similarity NPD6665 Discontinued
0.6531 Remote Similarity NPD7853 Phase 2
0.653 Remote Similarity NPD4375 Approved
0.6525 Remote Similarity NPD3354 Phase 2
0.6525 Remote Similarity NPD1926 Approved
0.6524 Remote Similarity NPD3815 Phase 1
0.6524 Remote Similarity NPD3816 Phase 1
0.6522 Remote Similarity NPD3371 Approved
0.6522 Remote Similarity NPD2581 Approved
0.6522 Remote Similarity NPD2582 Approved
0.6517 Remote Similarity NPD3813 Approved
0.6516 Remote Similarity NPD6494 Phase 2
0.6515 Remote Similarity NPD6553 Clinical (unspecified phase)
0.6515 Remote Similarity NPD7994 Phase 2
0.6513 Remote Similarity NPD4923 Phase 1
0.6508 Remote Similarity NPD8101 Phase 3

  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