Structure

Physi-Chem Properties

Molecular Weight:  348.19
Volume:  350.372
LogP:  2.039
LogD:  2.418
LogS:  -3.48
# Rotatable Bonds:  1
TPSA:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.63
Synthetic Accessibility Score:  6.129
Fsp3:  0.85
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.474
MDCK Permeability:  7.506372185162036e-06
Pgp-inhibitor:  0.053
Pgp-substrate:  0.935
Human Intestinal Absorption (HIA):  0.055
20% Bioavailability (F20%):  0.826
30% Bioavailability (F30%):  0.957

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.846
Plasma Protein Binding (PPB):  66.22021484375%
Volume Distribution (VD):  1.222
Pgp-substrate:  21.725255966186523%

ADMET: Metabolism

CYP1A2-inhibitor:  0.009
CYP1A2-substrate:  0.665
CYP2C19-inhibitor:  0.031
CYP2C19-substrate:  0.58
CYP2C9-inhibitor:  0.057
CYP2C9-substrate:  0.031
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.061
CYP3A4-inhibitor:  0.895
CYP3A4-substrate:  0.302

ADMET: Excretion

Clearance (CL):  3.535
Half-life (T1/2):  0.518

ADMET: Toxicity

hERG Blockers:  0.024
Human Hepatotoxicity (H-HT):  0.694
Drug-inuced Liver Injury (DILI):  0.024
AMES Toxicity:  0.044
Rat Oral Acute Toxicity:  0.144
Maximum Recommended Daily Dose:  0.935
Skin Sensitization:  0.395
Carcinogencity:  0.564
Eye Corrosion:  0.004
Eye Irritation:  0.021
Respiratory Toxicity:  0.932

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

  Natural Product: NPC472826

Natural Product ID:  NPC472826
Common Name*:   RMWYNGTXQIWPHK-PLVGNCAQSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  RMWYNGTXQIWPHK-PLVGNCAQSA-N
Standard InCHI:  InChI=1S/C20H28O5/c1-17-6-7-20(24)14(8-16(22)25-20)13(17)4-5-18-9-12(2-3-15(17)18)19(23,10-18)11-21/h8,12-13,15,21,23-24H,2-7,9-11H2,1H3/t12-,13+,15-,17+,18-,19-,20+/m0/s1
SMILES:  CC12CCC3(C(=CC(=O)O3)C1CCC45C2CCC(C4)C(C5)(CO)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3586294
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001283] Terpene lactones
          • [CHEMONTID:0001538] Diterpene 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
NPO32576 tricalysia fruticosa Species Rubiaceae Eukaryota Twigs n.a. n.a. PMID[26052978]

☑ 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
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 100000.0 nM PMID[450481]
NPT113 Cell Line RAW264.7 Mus musculus Survival > 90.0 % PMID[450481]

☑ 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 NPC472826 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
0.9583 High Similarity NPC472819
0.957 High Similarity NPC231751
0.9485 High Similarity NPC472818
0.9388 High Similarity NPC472820
0.9082 High Similarity NPC472821
0.89 High Similarity NPC186668
0.8878 High Similarity NPC268829
0.8878 High Similarity NPC222875
0.8878 High Similarity NPC25177
0.8878 High Similarity NPC295110
0.8878 High Similarity NPC247701
0.8866 High Similarity NPC181147
0.87 High Similarity NPC97487
0.87 High Similarity NPC189588
0.87 High Similarity NPC10232
0.87 High Similarity NPC160583
0.87 High Similarity NPC196471
0.87 High Similarity NPC187302
0.8641 High Similarity NPC475030
0.8632 High Similarity NPC329842
0.8614 High Similarity NPC200861
0.8585 High Similarity NPC84949
0.8585 High Similarity NPC69576
0.8585 High Similarity NPC471633
0.8585 High Similarity NPC31354
0.8529 High Similarity NPC119855
0.8529 High Similarity NPC220217
0.8505 High Similarity NPC193382
0.8505 High Similarity NPC99620
0.8505 High Similarity NPC5311
0.8505 High Similarity NPC310341
0.8505 High Similarity NPC199428
0.8454 Intermediate Similarity NPC201725
0.8431 Intermediate Similarity NPC472822
0.8426 Intermediate Similarity NPC87250
0.8426 Intermediate Similarity NPC471355
0.8426 Intermediate Similarity NPC93883
0.8426 Intermediate Similarity NPC50305
0.8426 Intermediate Similarity NPC157376
0.8426 Intermediate Similarity NPC99728
0.8426 Intermediate Similarity NPC471353
0.8426 Intermediate Similarity NPC474418
0.8426 Intermediate Similarity NPC473852
0.8426 Intermediate Similarity NPC77319
0.8426 Intermediate Similarity NPC27507
0.8426 Intermediate Similarity NPC243196
0.8426 Intermediate Similarity NPC471354
0.8426 Intermediate Similarity NPC244402
0.8426 Intermediate Similarity NPC152615
0.8426 Intermediate Similarity NPC84987
0.8426 Intermediate Similarity NPC142066
0.8426 Intermediate Similarity NPC309034
0.8426 Intermediate Similarity NPC471351
0.8426 Intermediate Similarity NPC34390
0.8426 Intermediate Similarity NPC196429
0.8426 Intermediate Similarity NPC158344
0.8426 Intermediate Similarity NPC290693
0.8416 Intermediate Similarity NPC472815
0.8367 Intermediate Similarity NPC472441
0.8351 Intermediate Similarity NPC472303
0.8349 Intermediate Similarity NPC83287
0.8333 Intermediate Similarity NPC112009
0.8288 Intermediate Similarity NPC40749
0.828 Intermediate Similarity NPC474693
0.8273 Intermediate Similarity NPC32177
0.8273 Intermediate Similarity NPC292467
0.8273 Intermediate Similarity NPC470897
0.8273 Intermediate Similarity NPC55532
0.8273 Intermediate Similarity NPC30483
0.8273 Intermediate Similarity NPC44899
0.8273 Intermediate Similarity NPC469756
0.8273 Intermediate Similarity NPC29639
0.8273 Intermediate Similarity NPC5883
0.8273 Intermediate Similarity NPC236973
0.8273 Intermediate Similarity NPC329905
0.8273 Intermediate Similarity NPC304260
0.8257 Intermediate Similarity NPC203862
0.8247 Intermediate Similarity NPC472811
0.8247 Intermediate Similarity NPC289479
0.8218 Intermediate Similarity NPC251680
0.8218 Intermediate Similarity NPC201406
0.8218 Intermediate Similarity NPC476767
0.82 Intermediate Similarity NPC210337
0.8198 Intermediate Similarity NPC474466
0.8198 Intermediate Similarity NPC475556
0.8198 Intermediate Similarity NPC475136
0.8198 Intermediate Similarity NPC475629
0.8198 Intermediate Similarity NPC72260
0.8191 Intermediate Similarity NPC474694
0.8191 Intermediate Similarity NPC475860
0.8191 Intermediate Similarity NPC473659
0.819 Intermediate Similarity NPC472825
0.8165 Intermediate Similarity NPC196931
0.8163 Intermediate Similarity NPC53555
0.8163 Intermediate Similarity NPC472812
0.8155 Intermediate Similarity NPC281378
0.8155 Intermediate Similarity NPC171014
0.8155 Intermediate Similarity NPC180204
0.8144 Intermediate Similarity NPC302280
0.8144 Intermediate Similarity NPC78973
0.8125 Intermediate Similarity NPC472809
0.8125 Intermediate Similarity NPC475590
0.8125 Intermediate Similarity NPC474908
0.8125 Intermediate Similarity NPC314535
0.8125 Intermediate Similarity NPC475419
0.8125 Intermediate Similarity NPC472810
0.8125 Intermediate Similarity NPC173555
0.8125 Intermediate Similarity NPC475219
0.8125 Intermediate Similarity NPC120390
0.8125 Intermediate Similarity NPC231518
0.8119 Intermediate Similarity NPC218107
0.8105 Intermediate Similarity NPC131813
0.81 Intermediate Similarity NPC88009
0.8095 Intermediate Similarity NPC79298
0.8095 Intermediate Similarity NPC471205
0.8095 Intermediate Similarity NPC43063
0.8081 Intermediate Similarity NPC324078
0.8081 Intermediate Similarity NPC470255
0.8081 Intermediate Similarity NPC469697
0.8053 Intermediate Similarity NPC264336
0.8053 Intermediate Similarity NPC193893
0.8053 Intermediate Similarity NPC115349
0.8053 Intermediate Similarity NPC474423
0.8053 Intermediate Similarity NPC74259
0.8041 Intermediate Similarity NPC470734
0.8039 Intermediate Similarity NPC38855
0.8039 Intermediate Similarity NPC473510
0.8039 Intermediate Similarity NPC230546
0.8039 Intermediate Similarity NPC324841
0.802 Intermediate Similarity NPC477719
0.802 Intermediate Similarity NPC477718
0.8019 Intermediate Similarity NPC88701
0.8019 Intermediate Similarity NPC38948
0.8018 Intermediate Similarity NPC218093
0.8 Intermediate Similarity NPC473251
0.8 Intermediate Similarity NPC474013
0.8 Intermediate Similarity NPC42586
0.8 Intermediate Similarity NPC295843
0.8 Intermediate Similarity NPC329435
0.7982 Intermediate Similarity NPC308262
0.7982 Intermediate Similarity NPC208193
0.7982 Intermediate Similarity NPC27363
0.7982 Intermediate Similarity NPC117445
0.7981 Intermediate Similarity NPC45897
0.798 Intermediate Similarity NPC476304
0.798 Intermediate Similarity NPC38232
0.7979 Intermediate Similarity NPC311070
0.7979 Intermediate Similarity NPC476927
0.7961 Intermediate Similarity NPC11974
0.7946 Intermediate Similarity NPC291820
0.7946 Intermediate Similarity NPC153085
0.7946 Intermediate Similarity NPC268326
0.7946 Intermediate Similarity NPC81222
0.7944 Intermediate Similarity NPC75389
0.7944 Intermediate Similarity NPC206618
0.7941 Intermediate Similarity NPC275086
0.7941 Intermediate Similarity NPC325229
0.7925 Intermediate Similarity NPC122816
0.7925 Intermediate Similarity NPC255387
0.7925 Intermediate Similarity NPC131665
0.7921 Intermediate Similarity NPC473153
0.7921 Intermediate Similarity NPC162346
0.7917 Intermediate Similarity NPC175145
0.7917 Intermediate Similarity NPC475069
0.79 Intermediate Similarity NPC104925
0.79 Intermediate Similarity NPC298973
0.79 Intermediate Similarity NPC105490
0.79 Intermediate Similarity NPC476186
0.789 Intermediate Similarity NPC470063
0.7879 Intermediate Similarity NPC234335
0.7879 Intermediate Similarity NPC110923
0.7879 Intermediate Similarity NPC177641
0.7879 Intermediate Similarity NPC74296
0.7876 Intermediate Similarity NPC107607
0.7872 Intermediate Similarity NPC2524
0.787 Intermediate Similarity NPC177047
0.787 Intermediate Similarity NPC103491
0.7864 Intermediate Similarity NPC477716
0.7864 Intermediate Similarity NPC477721
0.7857 Intermediate Similarity NPC262858
0.7857 Intermediate Similarity NPC472240
0.7857 Intermediate Similarity NPC82876
0.7857 Intermediate Similarity NPC473647
0.785 Intermediate Similarity NPC275060
0.785 Intermediate Similarity NPC304276
0.785 Intermediate Similarity NPC137462
0.7849 Intermediate Similarity NPC10636
0.7845 Intermediate Similarity NPC250556
0.7845 Intermediate Similarity NPC469750
0.7843 Intermediate Similarity NPC51499
0.7843 Intermediate Similarity NPC476893
0.7838 Intermediate Similarity NPC469794
0.7838 Intermediate Similarity NPC106228
0.7838 Intermediate Similarity NPC138372
0.7838 Intermediate Similarity NPC72772
0.7835 Intermediate Similarity NPC166857
0.783 Intermediate Similarity NPC51719
0.7822 Intermediate Similarity NPC276110
0.781 Intermediate Similarity NPC297617
0.781 Intermediate Similarity NPC473523

  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 NPC472826 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
0.8349 Intermediate Similarity NPD7327 Approved
0.8349 Intermediate Similarity NPD7328 Approved
0.8273 Intermediate Similarity NPD7516 Approved
0.8218 Intermediate Similarity NPD7640 Approved
0.8218 Intermediate Similarity NPD7639 Approved
0.8198 Intermediate Similarity NPD8377 Approved
0.8198 Intermediate Similarity NPD8294 Approved
0.8125 Intermediate Similarity NPD8033 Approved
0.8125 Intermediate Similarity NPD8335 Approved
0.8125 Intermediate Similarity NPD8378 Approved
0.8125 Intermediate Similarity NPD8380 Approved
0.8125 Intermediate Similarity NPD8296 Approved
0.8125 Intermediate Similarity NPD8379 Approved
0.8119 Intermediate Similarity NPD7638 Approved
0.7845 Intermediate Similarity NPD7507 Approved
0.7677 Intermediate Similarity NPD6051 Approved
0.7647 Intermediate Similarity NPD7319 Approved
0.7596 Intermediate Similarity NPD4225 Approved
0.7547 Intermediate Similarity NPD7632 Discontinued
0.75 Intermediate Similarity NPD7503 Approved
0.75 Intermediate Similarity NPD6083 Phase 2
0.75 Intermediate Similarity NPD6084 Phase 2
0.7456 Intermediate Similarity NPD7115 Discovery
0.7364 Intermediate Similarity NPD7320 Approved
0.7353 Intermediate Similarity NPD5693 Phase 1
0.7339 Intermediate Similarity NPD7128 Approved
0.7339 Intermediate Similarity NPD5739 Approved
0.7339 Intermediate Similarity NPD6675 Approved
0.7339 Intermediate Similarity NPD6402 Approved
0.7308 Intermediate Similarity NPD5695 Phase 3
0.7292 Intermediate Similarity NPD7525 Registered
0.7273 Intermediate Similarity NPD5701 Approved
0.7273 Intermediate Similarity NPD5697 Approved
0.7264 Intermediate Similarity NPD5696 Approved
0.7257 Intermediate Similarity NPD6882 Approved
0.7207 Intermediate Similarity NPD6899 Approved
0.7207 Intermediate Similarity NPD6686 Approved
0.7207 Intermediate Similarity NPD6881 Approved
0.7207 Intermediate Similarity NPD6011 Approved
0.7188 Intermediate Similarity NPD4195 Approved
0.7157 Intermediate Similarity NPD4753 Phase 2
0.7143 Intermediate Similarity NPD6373 Approved
0.7143 Intermediate Similarity NPD6012 Approved
0.7143 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6372 Approved
0.7143 Intermediate Similarity NPD6014 Approved
0.7143 Intermediate Similarity NPD6013 Approved
0.7143 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD4202 Approved
0.7105 Intermediate Similarity NPD8297 Approved
0.708 Intermediate Similarity NPD7102 Approved
0.708 Intermediate Similarity NPD7290 Approved
0.708 Intermediate Similarity NPD6883 Approved
0.7064 Intermediate Similarity NPD5211 Phase 2
0.7059 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD6903 Approved
0.7053 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD4632 Approved
0.703 Intermediate Similarity NPD7146 Approved
0.703 Intermediate Similarity NPD7521 Approved
0.703 Intermediate Similarity NPD7334 Approved
0.703 Intermediate Similarity NPD6684 Approved
0.703 Intermediate Similarity NPD5330 Approved
0.703 Intermediate Similarity NPD6409 Approved
0.7018 Intermediate Similarity NPD8130 Phase 1
0.7018 Intermediate Similarity NPD6847 Approved
0.7018 Intermediate Similarity NPD6649 Approved
0.7018 Intermediate Similarity NPD6617 Approved
0.7018 Intermediate Similarity NPD6650 Approved
0.7018 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD6869 Approved
0.7009 Intermediate Similarity NPD4755 Approved
0.7009 Intermediate Similarity NPD6009 Approved
0.7 Intermediate Similarity NPD3665 Phase 1
0.7 Intermediate Similarity NPD3666 Approved
0.7 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD3133 Approved
0.6991 Remote Similarity NPD4061 Clinical (unspecified phase)
0.699 Remote Similarity NPD6673 Approved
0.699 Remote Similarity NPD6904 Approved
0.699 Remote Similarity NPD6080 Approved
0.697 Remote Similarity NPD4221 Approved
0.697 Remote Similarity NPD4223 Phase 3
0.6964 Remote Similarity NPD6412 Phase 2
0.6952 Remote Similarity NPD6399 Phase 3
0.6937 Remote Similarity NPD5141 Approved
0.6897 Remote Similarity NPD8133 Approved
0.6893 Remote Similarity NPD6672 Approved
0.6893 Remote Similarity NPD5737 Approved
0.6893 Remote Similarity NPD5208 Approved
0.6887 Remote Similarity NPD6001 Approved
0.6887 Remote Similarity NPD7748 Approved
0.6885 Remote Similarity NPD7492 Approved
0.6881 Remote Similarity NPD4700 Approved
0.6881 Remote Similarity NPD4696 Approved
0.6881 Remote Similarity NPD5286 Approved
0.6881 Remote Similarity NPD5285 Approved
0.6875 Remote Similarity NPD6008 Approved
0.6863 Remote Similarity NPD3618 Phase 1
0.6857 Remote Similarity NPD7515 Phase 2
0.6857 Remote Similarity NPD5284 Approved
0.6857 Remote Similarity NPD5281 Approved
0.6855 Remote Similarity NPD7736 Approved
0.6833 Remote Similarity NPD6319 Approved
0.6833 Remote Similarity NPD6059 Approved
0.6833 Remote Similarity NPD6054 Approved
0.6832 Remote Similarity NPD4197 Approved
0.6829 Remote Similarity NPD6616 Approved
0.6827 Remote Similarity NPD5328 Approved
0.6822 Remote Similarity NPD4629 Approved
0.6822 Remote Similarity NPD5210 Approved
0.6818 Remote Similarity NPD5223 Approved
0.681 Remote Similarity NPD6053 Discontinued
0.6809 Remote Similarity NPD4243 Approved
0.6796 Remote Similarity NPD7524 Approved
0.678 Remote Similarity NPD6274 Approved
0.6777 Remote Similarity NPD6016 Approved
0.6777 Remote Similarity NPD6015 Approved
0.6774 Remote Similarity NPD7078 Approved
0.6774 Remote Similarity NPD8293 Discontinued
0.6771 Remote Similarity NPD6942 Approved
0.6771 Remote Similarity NPD7339 Approved
0.6765 Remote Similarity NPD5329 Approved
0.6765 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6765 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6762 Remote Similarity NPD5692 Phase 3
0.6762 Remote Similarity NPD5207 Approved
0.6757 Remote Similarity NPD5224 Approved
0.6757 Remote Similarity NPD5226 Approved
0.6757 Remote Similarity NPD5225 Approved
0.6757 Remote Similarity NPD4633 Approved
0.6741 Remote Similarity NPD7625 Phase 1
0.6733 Remote Similarity NPD6695 Phase 3
0.6733 Remote Similarity NPD4788 Approved
0.6723 Remote Similarity NPD6317 Approved
0.6721 Remote Similarity NPD5988 Approved
0.6721 Remote Similarity NPD6370 Approved
0.6701 Remote Similarity NPD6933 Approved
0.6699 Remote Similarity NPD6098 Approved
0.6699 Remote Similarity NPD4689 Approved
0.6699 Remote Similarity NPD4690 Approved
0.6699 Remote Similarity NPD4693 Phase 3
0.6699 Remote Similarity NPD5205 Approved
0.6699 Remote Similarity NPD4688 Approved
0.6699 Remote Similarity NPD4138 Approved
0.6698 Remote Similarity NPD7637 Suspended
0.6698 Remote Similarity NPD5694 Approved
0.6698 Remote Similarity NPD8035 Phase 2
0.6698 Remote Similarity NPD6050 Approved
0.6698 Remote Similarity NPD8034 Phase 2
0.6698 Remote Similarity NPD6079 Approved
0.6697 Remote Similarity NPD7902 Approved
0.6696 Remote Similarity NPD5174 Approved
0.6696 Remote Similarity NPD4754 Approved
0.6696 Remote Similarity NPD5175 Approved
0.6667 Remote Similarity NPD4785 Approved
0.6667 Remote Similarity NPD5344 Discontinued
0.6667 Remote Similarity NPD6314 Approved
0.6667 Remote Similarity NPD6335 Approved
0.6667 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4159 Approved
0.6667 Remote Similarity NPD4784 Approved
0.6667 Remote Similarity NPD6313 Approved
0.6667 Remote Similarity NPD4786 Approved
0.6639 Remote Similarity NPD5983 Phase 2
0.6639 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6638 Remote Similarity NPD4634 Approved
0.6638 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6634 Remote Similarity NPD3667 Approved
0.6612 Remote Similarity NPD7100 Approved
0.6612 Remote Similarity NPD7101 Approved
0.6606 Remote Similarity NPD4697 Phase 3
0.6606 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6606 Remote Similarity NPD5222 Approved
0.6606 Remote Similarity NPD5221 Approved
0.6604 Remote Similarity NPD5785 Approved
0.66 Remote Similarity NPD4748 Discontinued
0.6598 Remote Similarity NPD4190 Phase 3
0.6598 Remote Similarity NPD5275 Approved
0.6579 Remote Similarity NPD4767 Approved
0.6579 Remote Similarity NPD4768 Approved
0.6569 Remote Similarity NPD5362 Discontinued
0.6545 Remote Similarity NPD5173 Approved
0.6538 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6538 Remote Similarity NPD5690 Phase 2
0.6538 Remote Similarity NPD5280 Approved
0.6538 Remote Similarity NPD4694 Approved
0.6532 Remote Similarity NPD7604 Phase 2
0.6504 Remote Similarity NPD6908 Approved
0.6504 Remote Similarity NPD6909 Approved
0.65 Remote Similarity NPD7645 Phase 2
0.6495 Remote Similarity NPD6924 Approved
0.6495 Remote Similarity NPD6926 Approved
0.6476 Remote Similarity NPD7750 Discontinued
0.6466 Remote Similarity NPD5128 Approved
0.6466 Remote Similarity NPD4729 Approved
0.6466 Remote Similarity NPD4730 Approved
0.6457 Remote Similarity NPD6033 Approved
0.6455 Remote Similarity NPD4792 Clinical (unspecified phase)

  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