Structure

Physi-Chem Properties

Molecular Weight:  637.25
Volume:  632.526
LogP:  2.9
LogD:  1.967
LogS:  -3.993
# Rotatable Bonds:  12
TPSA:  167.78
# H-Bond Aceptor:  12
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  12

MedChem Properties

QED Drug-Likeness Score:  0.247
Synthetic Accessibility Score:  5.981
Fsp3:  0.5
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:  -5.461
MDCK Permeability:  5.947845784248784e-05
Pgp-inhibitor:  0.997
Pgp-substrate:  0.027
Human Intestinal Absorption (HIA):  0.351
20% Bioavailability (F20%):  0.967
30% Bioavailability (F30%):  0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.738
Plasma Protein Binding (PPB):  65.59156036376953%
Volume Distribution (VD):  1.315
Pgp-substrate:  34.771156311035156%

ADMET: Metabolism

CYP1A2-inhibitor:  0.127
CYP1A2-substrate:  0.075
CYP2C19-inhibitor:  0.073
CYP2C19-substrate:  0.08
CYP2C9-inhibitor:  0.243
CYP2C9-substrate:  0.004
CYP2D6-inhibitor:  0.084
CYP2D6-substrate:  0.019
CYP3A4-inhibitor:  0.816
CYP3A4-substrate:  0.382

ADMET: Excretion

Clearance (CL):  6.215
Half-life (T1/2):  0.434

ADMET: Toxicity

hERG Blockers:  0.362
Human Hepatotoxicity (H-HT):  0.816
Drug-inuced Liver Injury (DILI):  0.978
AMES Toxicity:  0.053
Rat Oral Acute Toxicity:  0.384
Maximum Recommended Daily Dose:  0.111
Skin Sensitization:  0.234
Carcinogencity:  0.488
Eye Corrosion:  0.003
Eye Irritation:  0.011
Respiratory Toxicity:  0.968

Download Data

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

  Natural Product: NPC294579

Natural Product ID:  NPC294579
Common Name*:   Triptersinin D
IUPAC Name:   n.a.
Synonyms:   Triptersinin D
Standard InCHIKey:  NNKJYMDNJZVRFF-UDQGFCAVSA-N
Standard InCHI:  InChI=1S/C34H39NO11/c1-20(36)42-19-33-24(44-25(38)14-13-22-10-7-6-8-11-22)15-16-32(5,41)34(33)28(39)26(31(3,4)46-34)27(43-21(2)37)29(33)45-30(40)23-12-9-17-35-18-23/h6-14,17-18,24,26-29,39,41H,15-16,19H2,1-5H3/b14-13-/t24-,26+,27+,28+,29+,32-,33-,34-/m0/s1
SMILES:  CC(=O)OC[C@]12[C@H](CC[C@@](C)([C@]32[C@@H]([C@@H]([C@H]([C@H]1OC(=O)c1cccnc1)OC(=O)C)C(C)(C)O3)O)O)OC(=O)/C=Cc1ccccc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2335693
PubChem CID:   71524357
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. 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. 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]
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
NPT179 Cell Line A2780 Homo sapiens IC50 > 1000.0 nM PMID[484691]
NPT180 Cell Line HCT-8 Homo sapiens IC50 > 1000.0 nM PMID[484691]
NPT547 Cell Line BGC-823 Homo sapiens IC50 > 1000.0 nM PMID[484691]
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 1000.0 nM PMID[484691]
NPT81 Cell Line A549 Homo sapiens IC50 > 1000.0 nM PMID[484691]

☑ 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 NPC294579 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 NPC144779
0.9948 High Similarity NPC6981
0.9846 High Similarity NPC301368
0.9846 High Similarity NPC84815
0.9747 High Similarity NPC471980
0.9744 High Similarity NPC475408
0.9744 High Similarity NPC471014
0.9697 High Similarity NPC127720
0.9697 High Similarity NPC127026
0.9692 High Similarity NPC470306
0.9643 High Similarity NPC471016
0.9641 High Similarity NPC4421
0.96 High Similarity NPC328154
0.9594 High Similarity NPC62367
0.9554 High Similarity NPC471977
0.9554 High Similarity NPC470486
0.9554 High Similarity NPC475644
0.9554 High Similarity NPC471190
0.9545 High Similarity NPC216428
0.9538 High Similarity NPC472553
0.9505 High Similarity NPC476110
0.9505 High Similarity NPC477787
0.9505 High Similarity NPC228377
0.9505 High Similarity NPC475631
0.9505 High Similarity NPC87152
0.9505 High Similarity NPC328186
0.9505 High Similarity NPC122968
0.9505 High Similarity NPC475600
0.9505 High Similarity NPC211920
0.9502 High Similarity NPC477902
0.9495 High Similarity NPC212768
0.9495 High Similarity NPC473089
0.9495 High Similarity NPC158020
0.9495 High Similarity NPC6576
0.9495 High Similarity NPC473115
0.9495 High Similarity NPC75600
0.9492 High Similarity NPC477909
0.9492 High Similarity NPC477907
0.9492 High Similarity NPC42678
0.9461 High Similarity NPC96801
0.9461 High Similarity NPC150698
0.9455 High Similarity NPC473506
0.945 High Similarity NPC477912
0.9447 High Similarity NPC472555
0.9415 High Similarity NPC30456
0.9409 High Similarity NPC124029
0.9406 High Similarity NPC473850
0.9406 High Similarity NPC475498
0.9406 High Similarity NPC475137
0.9394 High Similarity NPC477910
0.9385 High Similarity NPC48042
0.9385 High Similarity NPC472550
0.9385 High Similarity NPC304179
0.9369 High Similarity NPC237702
0.9366 High Similarity NPC473689
0.9366 High Similarity NPC475303
0.9366 High Similarity NPC316841
0.9366 High Similarity NPC292416
0.9366 High Similarity NPC475596
0.9356 High Similarity NPC57797
0.9356 High Similarity NPC76565
0.9356 High Similarity NPC250807
0.9347 High Similarity NPC206343
0.9347 High Similarity NPC477908
0.9343 High Similarity NPC319128
0.9333 High Similarity NPC63041
0.932 High Similarity NPC319880
0.932 High Similarity NPC244839
0.932 High Similarity NPC320324
0.9307 High Similarity NPC477911
0.9307 High Similarity NPC477788
0.9268 High Similarity NPC475362
0.9265 High Similarity NPC148860
0.9257 High Similarity NPC477903
0.9246 High Similarity NPC228331
0.9231 High Similarity NPC475406
0.9231 High Similarity NPC327769
0.922 High Similarity NPC146824
0.922 High Similarity NPC475601
0.9187 High Similarity NPC38959
0.9187 High Similarity NPC327904
0.9179 High Similarity NPC477906
0.915 High Similarity NPC264674
0.9139 High Similarity NPC170751
0.9135 High Similarity NPC469748
0.9057 High Similarity NPC253482
0.9029 High Similarity NPC477899
0.9029 High Similarity NPC477900
0.9024 High Similarity NPC235364
0.8957 High Similarity NPC35208
0.8957 High Similarity NPC475426
0.8937 High Similarity NPC26881
0.893 High Similarity NPC475648
0.8927 High Similarity NPC477901
0.8861 High Similarity NPC476467
0.8768 High Similarity NPC91125
0.8716 High Similarity NPC148896
0.8716 High Similarity NPC180668
0.8716 High Similarity NPC471013
0.87 High Similarity NPC289086
0.8676 High Similarity NPC475533
0.8673 High Similarity NPC285411
0.8673 High Similarity NPC14116
0.8636 High Similarity NPC324619
0.8636 High Similarity NPC475315
0.8632 High Similarity NPC311196
0.8632 High Similarity NPC134384
0.8585 High Similarity NPC280473
0.8585 High Similarity NPC323551
0.8559 High Similarity NPC10904
0.8558 High Similarity NPC238278
0.8544 High Similarity NPC41724
0.8544 High Similarity NPC51008
0.8529 High Similarity NPC472752
0.8527 High Similarity NPC471015
0.8512 High Similarity NPC213143
0.8462 Intermediate Similarity NPC30570
0.8454 Intermediate Similarity NPC165837
0.8421 Intermediate Similarity NPC162812
0.8407 Intermediate Similarity NPC85879
0.8407 Intermediate Similarity NPC53255
0.8407 Intermediate Similarity NPC475301
0.8407 Intermediate Similarity NPC326930
0.8406 Intermediate Similarity NPC292517
0.8404 Intermediate Similarity NPC233727
0.837 Intermediate Similarity NPC13603
0.8296 Intermediate Similarity NPC476090
0.8293 Intermediate Similarity NPC309498
0.8268 Intermediate Similarity NPC328928
0.8268 Intermediate Similarity NPC471978
0.8261 Intermediate Similarity NPC473833
0.8252 Intermediate Similarity NPC475835
0.8208 Intermediate Similarity NPC187494
0.8199 Intermediate Similarity NPC62844
0.8199 Intermediate Similarity NPC193361
0.8182 Intermediate Similarity NPC470189
0.8182 Intermediate Similarity NPC40919
0.8137 Intermediate Similarity NPC470279
0.8125 Intermediate Similarity NPC470190
0.8122 Intermediate Similarity NPC319556
0.8085 Intermediate Similarity NPC471979
0.8028 Intermediate Similarity NPC207531
0.7951 Intermediate Similarity NPC324245
0.7951 Intermediate Similarity NPC320748
0.7931 Intermediate Similarity NPC103230
0.7926 Intermediate Similarity NPC253314
0.7923 Intermediate Similarity NPC32451
0.7874 Intermediate Similarity NPC79223
0.7837 Intermediate Similarity NPC328559
0.7816 Intermediate Similarity NPC329024
0.7804 Intermediate Similarity NPC111732
0.7768 Intermediate Similarity NPC471004
0.7763 Intermediate Similarity NPC37473
0.7736 Intermediate Similarity NPC156044
0.7706 Intermediate Similarity NPC141385
0.7692 Intermediate Similarity NPC317672
0.7692 Intermediate Similarity NPC59033
0.765 Intermediate Similarity NPC317010
0.7642 Intermediate Similarity NPC25442
0.7642 Intermediate Similarity NPC12944
0.7476 Intermediate Similarity NPC44354
0.7418 Intermediate Similarity NPC155792
0.7389 Intermediate Similarity NPC471997
0.7358 Intermediate Similarity NPC107287
0.7343 Intermediate Similarity NPC325775
0.7343 Intermediate Similarity NPC328798
0.7321 Intermediate Similarity NPC140311
0.7317 Intermediate Similarity NPC327373
0.7294 Intermediate Similarity NPC470280
0.7264 Intermediate Similarity NPC109922
0.7257 Intermediate Similarity NPC106593
0.7257 Intermediate Similarity NPC107123
0.7243 Intermediate Similarity NPC50997
0.7243 Intermediate Similarity NPC160127
0.7238 Intermediate Similarity NPC476516
0.7236 Intermediate Similarity NPC477975
0.7227 Intermediate Similarity NPC314834
0.7225 Intermediate Similarity NPC327699
0.7225 Intermediate Similarity NPC473667
0.7222 Intermediate Similarity NPC475223
0.7217 Intermediate Similarity NPC135950
0.7198 Intermediate Similarity NPC207851
0.7198 Intermediate Similarity NPC70155
0.7189 Intermediate Similarity NPC246983
0.7189 Intermediate Similarity NPC475448
0.7178 Intermediate Similarity NPC249614
0.7168 Intermediate Similarity NPC54066
0.7163 Intermediate Similarity NPC103361
0.7156 Intermediate Similarity NPC127647
0.715 Intermediate Similarity NPC112741
0.715 Intermediate Similarity NPC325093
0.715 Intermediate Similarity NPC322043
0.7149 Intermediate Similarity NPC473441
0.7149 Intermediate Similarity NPC131273
0.7137 Intermediate Similarity NPC183537
0.7136 Intermediate Similarity NPC146724
0.7136 Intermediate Similarity NPC198205
0.7136 Intermediate Similarity NPC21483
0.713 Intermediate Similarity NPC317752
0.7123 Intermediate Similarity NPC471546

  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 NPC294579 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
0.8259 Intermediate Similarity NPD8468 Phase 2
0.8051 Intermediate Similarity NPD8304 Clinical (unspecified phase)
0.7981 Intermediate Similarity NPD7396 Approved
0.7633 Intermediate Similarity NPD5975 Clinical (unspecified phase)
0.7523 Intermediate Similarity NPD3794 Approved
0.7523 Intermediate Similarity NPD3795 Approved
0.7513 Intermediate Similarity NPD820 Phase 3
0.7512 Intermediate Similarity NPD7927 Clinical (unspecified phase)
0.7435 Intermediate Similarity NPD5891 Approved
0.736 Intermediate Similarity NPD6635 Approved
0.7302 Intermediate Similarity NPD5721 Clinical (unspecified phase)
0.7206 Intermediate Similarity NPD5751 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD1483 Discontinued
0.7202 Intermediate Similarity NPD7010 Phase 3
0.7168 Intermediate Similarity NPD3280 Approved
0.7163 Intermediate Similarity NPD6661 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD7069 Discontinued
0.715 Intermediate Similarity NPD9271 Approved
0.7143 Intermediate Similarity NPD7234 Approved
0.7143 Intermediate Similarity NPD7233 Approved
0.7117 Intermediate Similarity NPD4417 Approved
0.7111 Intermediate Similarity NPD8326 Phase 3
0.7111 Intermediate Similarity NPD8325 Phase 3
0.7111 Intermediate Similarity NPD8327 Clinical (unspecified phase)
0.7109 Intermediate Similarity NPD8063 Discontinued
0.7107 Intermediate Similarity NPD6026 Approved
0.7104 Intermediate Similarity NPD6529 Discontinued
0.7094 Intermediate Similarity NPD485 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD3947 Discontinued
0.7067 Intermediate Similarity NPD3389 Approved
0.7067 Intermediate Similarity NPD3394 Approved
0.7067 Intermediate Similarity NPD3393 Approved
0.7059 Intermediate Similarity NPD2510 Approved
0.7059 Intermediate Similarity NPD2509 Approved
0.7046 Intermediate Similarity NPD7885 Phase 2
0.7046 Intermediate Similarity NPD7886 Phase 2
0.7 Intermediate Similarity NPD6987 Phase 1
0.7 Intermediate Similarity NPD2831 Approved
0.6991 Remote Similarity NPD8485 Approved
0.6986 Remote Similarity NPD6477 Clinical (unspecified phase)
0.6959 Remote Similarity NPD7777 Approved
0.6959 Remote Similarity NPD7778 Approved
0.6959 Remote Similarity NPD9075 Approved
0.6959 Remote Similarity NPD53 Approved
0.6959 Remote Similarity NPD9074 Approved
0.6955 Remote Similarity NPD2121 Clinical (unspecified phase)
0.6951 Remote Similarity NPD4506 Discontinued
0.6935 Remote Similarity NPD7708 Approved
0.693 Remote Similarity NPD6361 Phase 2
0.693 Remote Similarity NPD7878 Phase 2
0.6913 Remote Similarity NPD4301 Approved
0.69 Remote Similarity NPD6770 Approved
0.6898 Remote Similarity NPD4427 Phase 2
0.6895 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6892 Remote Similarity NPD7803 Approved
0.6889 Remote Similarity NPD5475 Discontinued
0.6881 Remote Similarity NPD4987 Clinical (unspecified phase)
0.6875 Remote Similarity NPD6642 Approved
0.6875 Remote Similarity NPD6641 Approved
0.687 Remote Similarity NPD8479 Phase 2
0.6869 Remote Similarity NPD8435 Approved
0.6869 Remote Similarity NPD8360 Approved
0.6869 Remote Similarity NPD8361 Approved
0.6858 Remote Similarity NPD6657 Clinical (unspecified phase)
0.6854 Remote Similarity NPD6257 Clinical (unspecified phase)
0.6854 Remote Similarity NPD6791 Phase 2
0.6851 Remote Similarity NPD5801 Clinical (unspecified phase)
0.6847 Remote Similarity NPD6323 Clinical (unspecified phase)
0.6847 Remote Similarity NPD5088 Discontinued
0.6839 Remote Similarity NPD107 Approved
0.6837 Remote Similarity NPD2336 Approved
0.683 Remote Similarity NPD7947 Clinical (unspecified phase)
0.6827 Remote Similarity NPD7955 Approved
0.6827 Remote Similarity NPD7956 Approved
0.6816 Remote Similarity NPD4901 Clinical (unspecified phase)
0.6816 Remote Similarity NPD6525 Clinical (unspecified phase)
0.6812 Remote Similarity NPD4989 Phase 2
0.6806 Remote Similarity NPD4376 Phase 3
0.6798 Remote Similarity NPD7707 Approved
0.6791 Remote Similarity NPD6281 Approved
0.6777 Remote Similarity NPD7414 Clinical (unspecified phase)
0.6776 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6776 Remote Similarity NPD8020 Approved
0.6776 Remote Similarity NPD8021 Approved
0.677 Remote Similarity NPD4900 Clinical (unspecified phase)
0.6769 Remote Similarity NPD5490 Discontinued
0.6761 Remote Similarity NPD4889 Approved
0.6757 Remote Similarity NPD7187 Phase 2
0.6749 Remote Similarity NPD2511 Approved
0.6742 Remote Similarity NPD4396 Clinical (unspecified phase)
0.6741 Remote Similarity NPD7957 Phase 1
0.6741 Remote Similarity NPD6732 Clinical (unspecified phase)
0.6741 Remote Similarity NPD7958 Clinical (unspecified phase)
0.6739 Remote Similarity NPD8000 Clinical (unspecified phase)
0.6736 Remote Similarity NPD7417 Discontinued
0.6723 Remote Similarity NPD8289 Discontinued
0.6721 Remote Similarity NPD7967 Discontinued
0.6714 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6712 Remote Similarity NPD2307 Discontinued
0.6712 Remote Similarity NPD7061 Clinical (unspecified phase)
0.6709 Remote Similarity NPD8052 Clinical (unspecified phase)
0.6698 Remote Similarity NPD4948 Discontinued
0.6697 Remote Similarity NPD4528 Approved
0.6697 Remote Similarity NPD4526 Approved
0.6697 Remote Similarity NPD4529 Approved
0.6696 Remote Similarity NPD5901 Discontinued
0.6696 Remote Similarity NPD6262 Clinical (unspecified phase)
0.6695 Remote Similarity NPD6298 Discontinued
0.6681 Remote Similarity NPD7404 Approved
0.668 Remote Similarity NPD8409 Suspended
0.6667 Remote Similarity NPD7470 Discontinued
0.6667 Remote Similarity NPD4862 Clinical (unspecified phase)
0.6653 Remote Similarity NPD8091 Phase 3
0.6652 Remote Similarity NPD8112 Clinical (unspecified phase)
0.6651 Remote Similarity NPD3921 Approved
0.6651 Remote Similarity NPD3922 Approved
0.6651 Remote Similarity NPD3923 Approved
0.6651 Remote Similarity NPD3924 Approved
0.665 Remote Similarity NPD2581 Approved
0.665 Remote Similarity NPD2582 Approved
0.6649 Remote Similarity NPD2896 Discontinued
0.664 Remote Similarity NPD7862 Clinical (unspecified phase)
0.6639 Remote Similarity NPD8412 Phase 1
0.6639 Remote Similarity NPD5022 Discontinued
0.6638 Remote Similarity NPD7395 Discontinued
0.6638 Remote Similarity NPD5866 Approved
0.6637 Remote Similarity NPD3371 Approved
0.6637 Remote Similarity NPD7562 Approved
0.6623 Remote Similarity NPD7998 Clinical (unspecified phase)
0.6611 Remote Similarity NPD8372 Clinical (unspecified phase)
0.6611 Remote Similarity NPD6962 Phase 2
0.661 Remote Similarity NPD7269 Clinical (unspecified phase)
0.6605 Remote Similarity NPD7424 Clinical (unspecified phase)
0.6605 Remote Similarity NPD6241 Phase 1
0.6598 Remote Similarity NPD7807 Clinical (unspecified phase)
0.6598 Remote Similarity NPD6790 Phase 1
0.6596 Remote Similarity NPD6995 Phase 1
0.6596 Remote Similarity NPD8356 Approved
0.6592 Remote Similarity NPD8248 Clinical (unspecified phase)
0.6592 Remote Similarity NPD4600 Approved
0.6592 Remote Similarity NPD4601 Approved
0.6582 Remote Similarity NPD7426 Phase 1
0.6574 Remote Similarity NPD4375 Approved
0.6573 Remote Similarity NPD8350 Clinical (unspecified phase)
0.657 Remote Similarity NPD3006 Discontinued
0.6566 Remote Similarity NPD3813 Approved
0.6565 Remote Similarity NPD3815 Phase 1
0.6565 Remote Similarity NPD3816 Phase 1
0.6561 Remote Similarity NPD6226 Phase 3
0.656 Remote Similarity NPD2544 Clinical (unspecified phase)
0.6556 Remote Similarity NPD7558 Phase 2
0.6556 Remote Similarity NPD6494 Phase 2
0.6555 Remote Similarity NPD7474 Suspended
0.6555 Remote Similarity NPD6553 Clinical (unspecified phase)
0.6553 Remote Similarity NPD5147 Discontinued
0.655 Remote Similarity NPD8363 Approved
0.655 Remote Similarity NPD1270 Approved
0.655 Remote Similarity NPD8364 Approved
0.6546 Remote Similarity NPD5482 Discontinued
0.6545 Remote Similarity NPD4551 Phase 2
0.6543 Remote Similarity NPD5805 Approved
0.6542 Remote Similarity NPD7688 Phase 1
0.6542 Remote Similarity NPD3386 Phase 2
0.654 Remote Similarity NPD3925 Approved
0.6538 Remote Similarity NPD4174 Clinical (unspecified phase)
0.6538 Remote Similarity NPD6446 Discontinued
0.6537 Remote Similarity NPD7571 Clinical (unspecified phase)
0.6535 Remote Similarity NPD7191 Phase 2
0.6532 Remote Similarity NPD6206 Phase 1
0.6532 Remote Similarity NPD5003 Discontinued
0.6532 Remote Similarity NPD6276 Discontinued
0.6528 Remote Similarity NPD8407 Phase 2
0.6527 Remote Similarity NPD8467 Approved
0.6527 Remote Similarity NPD8466 Approved
0.6527 Remote Similarity NPD8465 Approved
0.6526 Remote Similarity NPD1620 Clinical (unspecified phase)
0.6524 Remote Similarity NPD3326 Clinical (unspecified phase)
0.6524 Remote Similarity NPD6739 Clinical (unspecified phase)
0.6522 Remote Similarity NPD7169 Suspended
0.6518 Remote Similarity NPD6219 Discontinued
0.6518 Remote Similarity NPD6479 Discontinued
0.6516 Remote Similarity NPD7944 Discontinued
0.6513 Remote Similarity NPD5640 Discontinued
0.6509 Remote Similarity NPD6375 Clinical (unspecified phase)
0.6509 Remote Similarity NPD5100 Phase 3
0.6509 Remote Similarity NPD4897 Phase 2
0.6507 Remote Similarity NPD6872 Clinical (unspecified phase)
0.6504 Remote Similarity NPD6716 Phase 1
0.6504 Remote Similarity NPD6176 Phase 1
0.65 Remote Similarity NPD6569 Phase 2
0.65 Remote Similarity NPD6665 Discontinued
0.65 Remote Similarity NPD8365 Clinical (unspecified phase)
0.6496 Remote Similarity NPD1926 Approved
0.6491 Remote Similarity NPD5429 Discontinued
0.6488 Remote Similarity NPD4373 Phase 2
0.6485 Remote Similarity NPD8430 Approved
0.6485 Remote Similarity NPD7268 Clinical (unspecified phase)
0.6485 Remote Similarity NPD4086 Phase 1
0.6483 Remote Similarity NPD5506 Approved
0.6483 Remote Similarity NPD5507 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