Structure

Physi-Chem Properties

Molecular Weight:  990.5
Volume:  949.634
LogP:  0.181
LogD:  1.14
LogS:  -2.856
# Rotatable Bonds:  12
TPSA:  352.51
# H-Bond Aceptor:  21
# H-Bond Donor:  13
# Rings:  8
# Heavy Atoms:  21

MedChem Properties

QED Drug-Likeness Score:  0.102
Synthetic Accessibility Score:  6.583
Fsp3:  0.958
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.482
MDCK Permeability:  0.00019746353791560978
Pgp-inhibitor:  0.005
Pgp-substrate:  0.782
Human Intestinal Absorption (HIA):  0.987
20% Bioavailability (F20%):  0.705
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.131
Plasma Protein Binding (PPB):  59.10597229003906%
Volume Distribution (VD):  0.294
Pgp-substrate:  11.922069549560547%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.607
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.228
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.018
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.038
CYP3A4-inhibitor:  0.041
CYP3A4-substrate:  0.005

ADMET: Excretion

Clearance (CL):  0.554
Half-life (T1/2):  0.695

ADMET: Toxicity

hERG Blockers:  0.252
Human Hepatotoxicity (H-HT):  0.209
Drug-inuced Liver Injury (DILI):  0.01
AMES Toxicity:  0.083
Rat Oral Acute Toxicity:  0.056
Maximum Recommended Daily Dose:  0.005
Skin Sensitization:  0.063
Carcinogencity:  0.01
Eye Corrosion:  0.003
Eye Irritation:  0.009
Respiratory Toxicity:  0.244

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

  Natural Product: NPC469826

Natural Product ID:  NPC469826
Common Name*:   Acankoreoside K
IUPAC Name:   (1R,3aS,5aR,5bR,7aR,8S,9R,11aR,11bR,13aR,13bS)-3a-[(2R,3S,4R,5R,6S)-6-[[(2S,3S,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-1-[(2S)-1,2-dihydroxypropan-2-yl]-9-hydroxy-5a,5b,8,11a-tetramethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-8-carboxylic acid
Synonyms:   Acankoreoside K
Standard InCHIKey:  VFRSAFYCGDBOSF-SKPDGRRWSA-N
Standard InCHI:  InChI=1S/C48H78O21/c1-20-29(52)31(54)34(57)39(65-20)68-37-23(17-49)66-38(36(59)33(37)56)64-18-24-30(53)32(55)35(58)40(67-24)69-42(62)48-14-9-22(46(5,63)19-50)28(48)21-7-8-25-43(2)12-11-27(51)47(6,41(60)61)26(43)10-13-45(25,4)44(21,3)15-16-48/h20-40,49-59,63H,7-19H2,1-6H3,(H,60,61)/t20-,21+,22+,23-,24-,25+,26+,27+,28-,29-,30-,31+,32+,33-,34+,35-,36-,37-,38-,39+,40+,43+,44+,45+,46+,47-,48-/m0/s1
SMILES:  OC[C@@H]1O[C@H](OC[C@@H]2O[C@H](OC(=O)[C@@]34CC[C@H]([C@@H]4[C@@H]4[C@](CC3)(C)[C@]3(C)CC[C@@H]5[C@]([C@H]3CC4)(C)CC[C@H]([C@@]5(C)C(=O)O)O)[C@@](CO)(O)C)[C@H]([C@@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O[C@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1209883
PubChem CID:   49862821
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0002049] Terpene glycosides
          • [CHEMONTID:0001580] Triterpene glycosides
            • [CHEMONTID:0002358] Triterpene saponins

*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
NPO29834 Acanthopanax koreanum n.a. n.a. n.a. n.a. n.a. n.a. PMID[20621475]
NPO29834 Acanthopanax koreanum n.a. n.a. n.a. steamed leaves n.a. n.a. PMID[20932756]
NPO29834 Acanthopanax koreanum n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]

☑ 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
NPT2 Others Unspecified Activity = 2.78 pg/ml PMID[575375]
NPT2 Others Unspecified Activity = 3.2 pg/ml PMID[575375]
NPT2 Others Unspecified Activity = 3.66 pg/ml PMID[575375]
NPT2 Others Unspecified Activity = 16.69 pg/ml PMID[575375]
NPT2 Others Unspecified Activity = 20.24 pg/ml PMID[575375]
NPT2 Others Unspecified Activity = 21.57 pg/ml PMID[575375]

☑ 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 NPC469826 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
0.9706 High Similarity NPC469824
0.9697 High Similarity NPC469827
0.951 High Similarity NPC469825
0.932 High Similarity NPC228190
0.932 High Similarity NPC236753
0.9252 High Similarity NPC179429
0.9231 High Similarity NPC470622
0.9126 High Similarity NPC126753
0.9126 High Similarity NPC203974
0.9091 High Similarity NPC472273
0.9057 High Similarity NPC157571
0.9038 High Similarity NPC207693
0.8972 High Similarity NPC146563
0.8952 High Similarity NPC22709
0.8952 High Similarity NPC87393
0.8932 High Similarity NPC267637
0.8868 High Similarity NPC66513
0.8868 High Similarity NPC471431
0.8846 High Similarity NPC158367
0.8846 High Similarity NPC119628
0.8846 High Similarity NPC158051
0.8846 High Similarity NPC273189
0.8846 High Similarity NPC184805
0.8824 High Similarity NPC477172
0.8807 High Similarity NPC469820
0.8807 High Similarity NPC469823
0.8807 High Similarity NPC137414
0.8785 High Similarity NPC91838
0.8785 High Similarity NPC275668
0.8785 High Similarity NPC1876
0.8785 High Similarity NPC204392
0.8785 High Similarity NPC11035
0.8785 High Similarity NPC240734
0.8762 High Similarity NPC40716
0.8762 High Similarity NPC475630
0.8762 High Similarity NPC475234
0.8762 High Similarity NPC471430
0.8762 High Similarity NPC138219
0.875 High Similarity NPC470478
0.8738 High Similarity NPC80191
0.8738 High Similarity NPC80640
0.8738 High Similarity NPC310031
0.8716 High Similarity NPC54395
0.8716 High Similarity NPC79193
0.8716 High Similarity NPC477465
0.8713 High Similarity NPC470591
0.8704 High Similarity NPC477489
0.8704 High Similarity NPC477492
0.87 High Similarity NPC94582
0.87 High Similarity NPC57964
0.8679 High Similarity NPC475319
0.8679 High Similarity NPC473688
0.8679 High Similarity NPC471626
0.8679 High Similarity NPC202898
0.8679 High Similarity NPC231566
0.8679 High Similarity NPC92890
0.8679 High Similarity NPC262567
0.8667 High Similarity NPC215408
0.8654 High Similarity NPC107385
0.8654 High Similarity NPC34562
0.8649 High Similarity NPC469822
0.8614 High Similarity NPC238796
0.8614 High Similarity NPC237071
0.8614 High Similarity NPC203434
0.8598 High Similarity NPC273002
0.8598 High Similarity NPC92297
0.8598 High Similarity NPC94086
0.8598 High Similarity NPC473817
0.8598 High Similarity NPC51947
0.8598 High Similarity NPC473844
0.8598 High Similarity NPC233433
0.8598 High Similarity NPC220836
0.8571 High Similarity NPC470167
0.8559 High Similarity NPC156651
0.8558 High Similarity NPC470172
0.8558 High Similarity NPC471254
0.8545 High Similarity NPC469821
0.8544 High Similarity NPC80417
0.8544 High Similarity NPC20028
0.8532 High Similarity NPC470543
0.8529 High Similarity NPC210157
0.8515 High Similarity NPC215570
0.8505 High Similarity NPC88744
0.8505 High Similarity NPC472079
0.8476 Intermediate Similarity NPC473406
0.8476 Intermediate Similarity NPC471253
0.8462 Intermediate Similarity NPC476838
0.8462 Intermediate Similarity NPC475574
0.8462 Intermediate Similarity NPC476839
0.8448 Intermediate Similarity NPC273962
0.8447 Intermediate Similarity NPC209798
0.8447 Intermediate Similarity NPC471375
0.8447 Intermediate Similarity NPC471374
0.844 Intermediate Similarity NPC473062
0.844 Intermediate Similarity NPC272242
0.8431 Intermediate Similarity NPC296936
0.8426 Intermediate Similarity NPC91583
0.8426 Intermediate Similarity NPC208333
0.8426 Intermediate Similarity NPC227879
0.8426 Intermediate Similarity NPC240125
0.8416 Intermediate Similarity NPC191915
0.8416 Intermediate Similarity NPC305418
0.8416 Intermediate Similarity NPC151214
0.8411 Intermediate Similarity NPC287269
0.8384 Intermediate Similarity NPC131466
0.8365 Intermediate Similarity NPC471428
0.8365 Intermediate Similarity NPC471426
0.8365 Intermediate Similarity NPC51579
0.8365 Intermediate Similarity NPC41843
0.8365 Intermediate Similarity NPC471427
0.8317 Intermediate Similarity NPC172838
0.8317 Intermediate Similarity NPC137004
0.8288 Intermediate Similarity NPC477074
0.8288 Intermediate Similarity NPC102619
0.8286 Intermediate Similarity NPC472081
0.8286 Intermediate Similarity NPC108227
0.8286 Intermediate Similarity NPC476512
0.8252 Intermediate Similarity NPC252056
0.8252 Intermediate Similarity NPC139271
0.8252 Intermediate Similarity NPC304011
0.8246 Intermediate Similarity NPC25663
0.8246 Intermediate Similarity NPC135849
0.8246 Intermediate Similarity NPC51564
0.8218 Intermediate Similarity NPC229801
0.8218 Intermediate Similarity NPC210759
0.8218 Intermediate Similarity NPC307167
0.8214 Intermediate Similarity NPC164389
0.8214 Intermediate Similarity NPC475486
0.8208 Intermediate Similarity NPC310138
0.8208 Intermediate Similarity NPC470029
0.8208 Intermediate Similarity NPC134967
0.8208 Intermediate Similarity NPC114700
0.8198 Intermediate Similarity NPC243572
0.8182 Intermediate Similarity NPC43912
0.8182 Intermediate Similarity NPC252714
0.8182 Intermediate Similarity NPC140446
0.8174 Intermediate Similarity NPC142151
0.8174 Intermediate Similarity NPC473645
0.8174 Intermediate Similarity NPC37860
0.8174 Intermediate Similarity NPC144644
0.8174 Intermediate Similarity NPC476991
0.8174 Intermediate Similarity NPC267694
0.8174 Intermediate Similarity NPC153673
0.8174 Intermediate Similarity NPC110385
0.8173 Intermediate Similarity NPC471241
0.8165 Intermediate Similarity NPC224414
0.8158 Intermediate Similarity NPC105800
0.8158 Intermediate Similarity NPC232237
0.8155 Intermediate Similarity NPC477494
0.8142 Intermediate Similarity NPC476992
0.8142 Intermediate Similarity NPC75287
0.8142 Intermediate Similarity NPC288205
0.8142 Intermediate Similarity NPC51465
0.8142 Intermediate Similarity NPC472718
0.8142 Intermediate Similarity NPC291903
0.8142 Intermediate Similarity NPC26626
0.8142 Intermediate Similarity NPC37134
0.8142 Intermediate Similarity NPC305267
0.8137 Intermediate Similarity NPC470623
0.8137 Intermediate Similarity NPC18724
0.8137 Intermediate Similarity NPC224003
0.8137 Intermediate Similarity NPC171741
0.8137 Intermediate Similarity NPC323231
0.8131 Intermediate Similarity NPC97260
0.8131 Intermediate Similarity NPC139181
0.8131 Intermediate Similarity NPC476837
0.8125 Intermediate Similarity NPC73986
0.812 Intermediate Similarity NPC30735
0.812 Intermediate Similarity NPC235405
0.812 Intermediate Similarity NPC281148
0.8119 Intermediate Similarity NPC65550
0.8113 Intermediate Similarity NPC178853
0.8108 Intermediate Similarity NPC477073
0.8108 Intermediate Similarity NPC274833
0.8103 Intermediate Similarity NPC11242
0.8103 Intermediate Similarity NPC222580
0.8103 Intermediate Similarity NPC171544
0.8103 Intermediate Similarity NPC275225
0.8103 Intermediate Similarity NPC31838
0.8103 Intermediate Similarity NPC293031
0.8103 Intermediate Similarity NPC51099
0.8103 Intermediate Similarity NPC62725
0.8103 Intermediate Similarity NPC68767
0.8103 Intermediate Similarity NPC64715
0.8103 Intermediate Similarity NPC223301
0.8103 Intermediate Similarity NPC159309
0.8103 Intermediate Similarity NPC297263
0.8103 Intermediate Similarity NPC104372
0.8103 Intermediate Similarity NPC114484
0.8103 Intermediate Similarity NPC86222
0.8103 Intermediate Similarity NPC301449
0.8103 Intermediate Similarity NPC22956
0.8087 Intermediate Similarity NPC471577
0.8087 Intermediate Similarity NPC207738
0.8077 Intermediate Similarity NPC121453
0.8077 Intermediate Similarity NPC475785
0.8077 Intermediate Similarity NPC475765
0.8077 Intermediate Similarity NPC193785
0.807 Intermediate Similarity NPC475209
0.807 Intermediate Similarity NPC33012

  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 NPC469826 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
0.875 High Similarity NPD8170 Clinical (unspecified phase)
0.8288 Intermediate Similarity NPD8133 Approved
0.807 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7961 Intermediate Similarity NPD8171 Discontinued
0.7815 Intermediate Similarity NPD8328 Phase 3
0.75 Intermediate Similarity NPD7319 Approved
0.7456 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7398 Intermediate Similarity NPD7507 Approved
0.728 Intermediate Similarity NPD7736 Approved
0.7273 Intermediate Similarity NPD8294 Approved
0.7273 Intermediate Similarity NPD6114 Approved
0.7273 Intermediate Similarity NPD6697 Approved
0.7273 Intermediate Similarity NPD6115 Approved
0.7273 Intermediate Similarity NPD6118 Approved
0.7273 Intermediate Similarity NPD8377 Approved
0.7227 Intermediate Similarity NPD6940 Discontinued
0.7213 Intermediate Similarity NPD8378 Approved
0.7213 Intermediate Similarity NPD8380 Approved
0.7213 Intermediate Similarity NPD8379 Approved
0.7213 Intermediate Similarity NPD8296 Approved
0.7213 Intermediate Similarity NPD8335 Approved
0.7172 Intermediate Similarity NPD6116 Phase 1
0.7073 Intermediate Similarity NPD8033 Approved
0.7071 Intermediate Similarity NPD6117 Approved
0.7063 Intermediate Similarity NPD8293 Discontinued
0.6935 Remote Similarity NPD8517 Approved
0.6935 Remote Similarity NPD8516 Approved
0.6935 Remote Similarity NPD8515 Approved
0.6935 Remote Similarity NPD8513 Phase 3
0.6923 Remote Similarity NPD3669 Approved
0.6923 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6923 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6893 Remote Similarity NPD1780 Approved
0.6893 Remote Similarity NPD1779 Approved
0.6881 Remote Similarity NPD8035 Phase 2
0.6881 Remote Similarity NPD8034 Phase 2
0.688 Remote Similarity NPD6370 Approved
0.6869 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6838 Remote Similarity NPD6412 Phase 2
0.6829 Remote Similarity NPD7327 Approved
0.6829 Remote Similarity NPD7328 Approved
0.68 Remote Similarity NPD3703 Phase 2
0.6796 Remote Similarity NPD6928 Phase 2
0.6774 Remote Similarity NPD7516 Approved
0.6772 Remote Similarity NPD7492 Approved
0.672 Remote Similarity NPD6319 Approved
0.672 Remote Similarity NPD6054 Approved
0.672 Remote Similarity NPD6059 Approved
0.6719 Remote Similarity NPD6616 Approved
0.6696 Remote Similarity NPD1700 Approved
0.6667 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7078 Approved
0.6667 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6639 Remote Similarity NPD6686 Approved
0.6638 Remote Similarity NPD8083 Approved
0.6638 Remote Similarity NPD8139 Approved
0.6638 Remote Similarity NPD8082 Approved
0.6638 Remote Similarity NPD8138 Approved
0.6638 Remote Similarity NPD8085 Approved
0.6638 Remote Similarity NPD8086 Approved
0.6638 Remote Similarity NPD8084 Approved
0.6636 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6634 Remote Similarity NPD3702 Approved
0.661 Remote Similarity NPD8393 Approved
0.6581 Remote Similarity NPD8276 Approved
0.6581 Remote Similarity NPD8275 Approved
0.6557 Remote Similarity NPD6882 Approved
0.6557 Remote Similarity NPD8297 Approved
0.6538 Remote Similarity NPD7329 Approved
0.6535 Remote Similarity NPD6015 Approved
0.6535 Remote Similarity NPD7503 Approved
0.6535 Remote Similarity NPD6016 Approved
0.6525 Remote Similarity NPD8081 Approved
0.65 Remote Similarity NPD4809 Clinical (unspecified phase)
0.65 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6484 Remote Similarity NPD5988 Approved
0.648 Remote Similarity NPD6009 Approved
0.6465 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6417 Remote Similarity NPD8140 Approved
0.6417 Remote Similarity NPD8307 Discontinued
0.6406 Remote Similarity NPD6921 Approved
0.6373 Remote Similarity NPD1810 Approved
0.6373 Remote Similarity NPD1811 Approved
0.6371 Remote Similarity NPD4632 Approved
0.6333 Remote Similarity NPD6675 Approved
0.6333 Remote Similarity NPD7128 Approved
0.6333 Remote Similarity NPD5739 Approved
0.6333 Remote Similarity NPD6402 Approved
0.6311 Remote Similarity NPD8306 Approved
0.6311 Remote Similarity NPD8305 Approved
0.6311 Remote Similarity NPD6373 Approved
0.6311 Remote Similarity NPD6372 Approved
0.63 Remote Similarity NPD3699 Clinical (unspecified phase)
0.63 Remote Similarity NPD3700 Clinical (unspecified phase)
0.626 Remote Similarity NPD8087 Discontinued
0.6241 Remote Similarity NPD6033 Approved
0.623 Remote Similarity NPD6881 Approved
0.623 Remote Similarity NPD7320 Approved
0.623 Remote Similarity NPD6899 Approved
0.622 Remote Similarity NPD7115 Discovery
0.621 Remote Similarity NPD6649 Approved
0.621 Remote Similarity NPD6650 Approved
0.621 Remote Similarity NPD8130 Phase 1
0.62 Remote Similarity NPD5360 Phase 3
0.62 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6186 Remote Similarity NPD8418 Phase 2
0.6179 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6176 Remote Similarity NPD6081 Approved
0.6176 Remote Similarity NPD5777 Approved
0.6174 Remote Similarity NPD7748 Approved
0.6154 Remote Similarity NPD7902 Approved
0.6148 Remote Similarity NPD5701 Approved
0.6148 Remote Similarity NPD5697 Approved
0.6129 Remote Similarity NPD6883 Approved
0.6129 Remote Similarity NPD4634 Approved
0.6129 Remote Similarity NPD7102 Approved
0.6129 Remote Similarity NPD7290 Approved
0.6121 Remote Similarity NPD7991 Discontinued
0.6102 Remote Similarity NPD7638 Approved
0.6094 Remote Similarity NPD8137 Clinical (unspecified phase)
0.608 Remote Similarity NPD6847 Approved
0.608 Remote Similarity NPD6869 Approved
0.608 Remote Similarity NPD8413 Clinical (unspecified phase)
0.608 Remote Similarity NPD6617 Approved
0.6078 Remote Similarity NPD4245 Approved
0.6078 Remote Similarity NPD4244 Approved
0.6078 Remote Similarity NPD2686 Approved
0.6078 Remote Similarity NPD2687 Approved
0.6078 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6078 Remote Similarity NPD2254 Approved
0.6078 Remote Similarity NPD4789 Approved
0.6077 Remote Similarity NPD8345 Approved
0.6077 Remote Similarity NPD8347 Approved
0.6077 Remote Similarity NPD8346 Approved
0.6061 Remote Similarity NPD7604 Phase 2
0.605 Remote Similarity NPD7639 Approved
0.605 Remote Similarity NPD7640 Approved
0.6048 Remote Similarity NPD6014 Approved
0.6048 Remote Similarity NPD6013 Approved
0.6048 Remote Similarity NPD6012 Approved
0.6045 Remote Similarity NPD8074 Phase 3
0.6031 Remote Similarity NPD5983 Phase 2
0.6 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6 Remote Similarity NPD7515 Phase 2
0.6 Remote Similarity NPD4224 Phase 2
0.5981 Remote Similarity NPD4238 Approved
0.5981 Remote Similarity NPD4802 Phase 2
0.598 Remote Similarity NPD3698 Phase 2
0.597 Remote Similarity NPD6336 Discontinued
0.5968 Remote Similarity NPD8174 Phase 2
0.5968 Remote Similarity NPD6011 Approved
0.5962 Remote Similarity NPD3181 Approved
0.5952 Remote Similarity NPD6401 Clinical (unspecified phase)
0.595 Remote Similarity NPD8301 Approved
0.595 Remote Similarity NPD8300 Approved
0.595 Remote Similarity NPD7632 Discontinued
0.5948 Remote Similarity NPD6399 Phase 3
0.594 Remote Similarity NPD6067 Discontinued
0.5935 Remote Similarity NPD6008 Approved
0.5909 Remote Similarity NPD8274 Clinical (unspecified phase)
0.59 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5897 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5897 Remote Similarity NPD7900 Approved
0.5882 Remote Similarity NPD4755 Approved
0.5865 Remote Similarity NPD4758 Discontinued
0.5865 Remote Similarity NPD8080 Discontinued
0.5833 Remote Similarity NPD3671 Phase 1
0.5833 Remote Similarity NPD5364 Discontinued
0.5826 Remote Similarity NPD5328 Approved
0.58 Remote Similarity NPD7909 Approved
0.5786 Remote Similarity NPD8450 Suspended
0.5785 Remote Similarity NPD5285 Approved
0.5785 Remote Similarity NPD4700 Approved
0.5785 Remote Similarity NPD4696 Approved
0.5785 Remote Similarity NPD5286 Approved
0.5784 Remote Similarity NPD896 Approved
0.5784 Remote Similarity NPD897 Approved
0.5784 Remote Similarity NPD898 Approved
0.5769 Remote Similarity NPD6274 Approved
0.5766 Remote Similarity NPD8337 Approved
0.5766 Remote Similarity NPD8336 Approved
0.576 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5758 Remote Similarity NPD7100 Approved
0.5758 Remote Similarity NPD7101 Approved
0.575 Remote Similarity NPD6083 Phase 2
0.575 Remote Similarity NPD6084 Phase 2
0.5743 Remote Similarity NPD7625 Phase 1
0.5736 Remote Similarity NPD8298 Phase 2
0.5726 Remote Similarity NPD6079 Approved
0.5726 Remote Similarity NPD6411 Approved
0.5714 Remote Similarity NPD8449 Approved
0.5693 Remote Similarity NPD8448 Approved
0.5691 Remote Similarity NPD5226 Approved
0.5691 Remote Similarity NPD5211 Phase 2
0.5691 Remote Similarity NPD4633 Approved
0.5691 Remote Similarity NPD5224 Approved
0.5691 Remote Similarity NPD5225 Approved
0.5683 Remote Similarity NPD8390 Approved
0.5683 Remote Similarity NPD8391 Approved
0.5683 Remote Similarity NPD8392 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