Structure

Physi-Chem Properties

Molecular Weight:  958.48
Volume:  920.911
LogP:  0.564
LogD:  1.092
LogS:  -2.904
# Rotatable Bonds:  11
TPSA:  329.12
# H-Bond Aceptor:  20
# H-Bond Donor:  11
# Rings:  8
# Heavy Atoms:  20

MedChem Properties

QED Drug-Likeness Score:  0.118
Synthetic Accessibility Score:  6.408
Fsp3:  0.936
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:  -6.303
MDCK Permeability:  0.0001452374563086778
Pgp-inhibitor:  0.081
Pgp-substrate:  0.933
Human Intestinal Absorption (HIA):  0.969
20% Bioavailability (F20%):  0.281
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.038
Plasma Protein Binding (PPB):  73.6898193359375%
Volume Distribution (VD):  0.334
Pgp-substrate:  11.183320045471191%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.757
CYP2C19-inhibitor:  0.002
CYP2C19-substrate:  0.338
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.034
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.058
CYP3A4-inhibitor:  0.034
CYP3A4-substrate:  0.007

ADMET: Excretion

Clearance (CL):  0.67
Half-life (T1/2):  0.671

ADMET: Toxicity

hERG Blockers:  0.272
Human Hepatotoxicity (H-HT):  0.196
Drug-inuced Liver Injury (DILI):  0.018
AMES Toxicity:  0.09
Rat Oral Acute Toxicity:  0.072
Maximum Recommended Daily Dose:  0.009
Skin Sensitization:  0.078
Carcinogencity:  0.016
Eye Corrosion:  0.003
Eye Irritation:  0.009
Respiratory Toxicity:  0.369

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

  Natural Product: NPC469825

Natural Product ID:  NPC469825
Common Name*:   Acankoreosides J
IUPAC Name:   (1R,3aS,5aR,5bR,7aR,8S,9R,11aR,11bR,13aR,13bS)-1-acetyl-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-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:   Acankoreosides J
Standard InCHIKey:  VVORHJGZEJOPHP-PZGJQPMXSA-N
Standard InCHI:  InChI=1S/C47H74O20/c1-19(49)21-9-14-47(16-15-44(4)22(28(21)47)7-8-25-43(3)12-11-27(50)46(6,41(59)60)26(43)10-13-45(25,44)5)42(61)67-40-35(57)32(54)30(52)24(65-40)18-62-38-36(58)33(55)37(23(17-48)64-38)66-39-34(56)31(53)29(51)20(2)63-39/h20-40,48,50-58H,7-18H2,1-6H3,(H,59,60)/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-/m0/s1
SMILES:  CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(C4C6CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C(=O)O)O)C)C(=O)C)O)O)O)CO)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1209882
PubChem CID:   49862820
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0002049] Terpene glycosides
          • [CHEMONTID:0001755] Diterpene glycosides

*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 = 2.75 pg/ml PMID[542429]
NPT2 Others Unspecified "" Activity = 3.78 pg/ml PMID[542429]
NPT2 Others Unspecified "" Activity = 4.36 pg/ml PMID[542429]
NPT2 Others Unspecified "" Activity = 15.78 pg/ml PMID[542429]
NPT2 Others Unspecified "" Activity = 16.14 pg/ml PMID[542429]
NPT2 Others Unspecified "" Activity = 28.27 pg/ml PMID[542429]

☑ 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 NPC469825 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
0.96 High Similarity NPC469827
0.951 High Similarity NPC469826
0.9238 High Similarity NPC469824
0.8962 High Similarity NPC470622
0.8889 High Similarity NPC146563
0.8868 High Similarity NPC236753
0.8868 High Similarity NPC228190
0.8846 High Similarity NPC267637
0.8835 High Similarity NPC310031
0.8835 High Similarity NPC80191
0.8818 High Similarity NPC179429
0.8812 High Similarity NPC472273
0.8774 High Similarity NPC207693
0.8762 High Similarity NPC184805
0.8762 High Similarity NPC273189
0.8738 High Similarity NPC477172
0.8727 High Similarity NPC469820
0.8727 High Similarity NPC137414
0.8727 High Similarity NPC469823
0.8704 High Similarity NPC240734
0.8704 High Similarity NPC275668
0.8704 High Similarity NPC91838
0.8704 High Similarity NPC1876
0.8704 High Similarity NPC204392
0.8704 High Similarity NPC11035
0.8692 High Similarity NPC87393
0.8692 High Similarity NPC22709
0.8679 High Similarity NPC126753
0.8679 High Similarity NPC203974
0.8679 High Similarity NPC471430
0.8654 High Similarity NPC80640
0.8641 High Similarity NPC20028
0.8636 High Similarity NPC54395
0.8627 High Similarity NPC470591
0.8624 High Similarity NPC157571
0.8611 High Similarity NPC66513
0.8598 High Similarity NPC472079
0.8598 High Similarity NPC92890
0.8598 High Similarity NPC202898
0.8598 High Similarity NPC475319
0.8585 High Similarity NPC215408
0.8571 High Similarity NPC107385
0.8571 High Similarity NPC469822
0.8519 High Similarity NPC273002
0.8519 High Similarity NPC233433
0.8519 High Similarity NPC473844
0.8519 High Similarity NPC220836
0.8519 High Similarity NPC94086
0.8519 High Similarity NPC51947
0.8519 High Similarity NPC92297
0.8519 High Similarity NPC473817
0.8509 High Similarity NPC470478
0.8491 Intermediate Similarity NPC470167
0.8482 Intermediate Similarity NPC156651
0.8476 Intermediate Similarity NPC470172
0.8468 Intermediate Similarity NPC469821
0.8462 Intermediate Similarity NPC80417
0.8462 Intermediate Similarity NPC41843
0.8455 Intermediate Similarity NPC477489
0.8455 Intermediate Similarity NPC477492
0.8455 Intermediate Similarity NPC470543
0.8447 Intermediate Similarity NPC210157
0.844 Intermediate Similarity NPC471431
0.8431 Intermediate Similarity NPC94582
0.8431 Intermediate Similarity NPC57964
0.8426 Intermediate Similarity NPC88744
0.8411 Intermediate Similarity NPC158051
0.8411 Intermediate Similarity NPC158367
0.8411 Intermediate Similarity NPC119628
0.8396 Intermediate Similarity NPC34562
0.8396 Intermediate Similarity NPC473406
0.835 Intermediate Similarity NPC296936
0.835 Intermediate Similarity NPC203434
0.835 Intermediate Similarity NPC238796
0.835 Intermediate Similarity NPC237071
0.8349 Intermediate Similarity NPC91583
0.8349 Intermediate Similarity NPC240125
0.8333 Intermediate Similarity NPC287269
0.8333 Intermediate Similarity NPC138219
0.8333 Intermediate Similarity NPC40716
0.8333 Intermediate Similarity NPC475630
0.8333 Intermediate Similarity NPC475234
0.8304 Intermediate Similarity NPC477465
0.8304 Intermediate Similarity NPC79193
0.8302 Intermediate Similarity NPC471254
0.8257 Intermediate Similarity NPC262567
0.8257 Intermediate Similarity NPC471626
0.8257 Intermediate Similarity NPC231566
0.8257 Intermediate Similarity NPC473688
0.8252 Intermediate Similarity NPC215570
0.8235 Intermediate Similarity NPC137004
0.8235 Intermediate Similarity NPC172838
0.8224 Intermediate Similarity NPC471253
0.822 Intermediate Similarity NPC273962
0.8214 Intermediate Similarity NPC73986
0.8208 Intermediate Similarity NPC476839
0.8208 Intermediate Similarity NPC475574
0.8208 Intermediate Similarity NPC476838
0.8198 Intermediate Similarity NPC473062
0.8198 Intermediate Similarity NPC272242
0.819 Intermediate Similarity NPC471375
0.819 Intermediate Similarity NPC471374
0.819 Intermediate Similarity NPC209798
0.8182 Intermediate Similarity NPC227879
0.8182 Intermediate Similarity NPC208333
0.8174 Intermediate Similarity NPC25663
0.8174 Intermediate Similarity NPC51564
0.8174 Intermediate Similarity NPC135849
0.8155 Intermediate Similarity NPC151214
0.8155 Intermediate Similarity NPC191915
0.8155 Intermediate Similarity NPC305418
0.8142 Intermediate Similarity NPC164389
0.8142 Intermediate Similarity NPC475486
0.8125 Intermediate Similarity NPC243572
0.8119 Intermediate Similarity NPC131466
0.8113 Intermediate Similarity NPC471428
0.8113 Intermediate Similarity NPC471426
0.8113 Intermediate Similarity NPC51579
0.8113 Intermediate Similarity NPC471427
0.8103 Intermediate Similarity NPC476991
0.81 Intermediate Similarity NPC252714
0.8087 Intermediate Similarity NPC105800
0.8087 Intermediate Similarity NPC232237
0.807 Intermediate Similarity NPC305267
0.807 Intermediate Similarity NPC26626
0.807 Intermediate Similarity NPC288205
0.807 Intermediate Similarity NPC51465
0.807 Intermediate Similarity NPC37134
0.807 Intermediate Similarity NPC472718
0.807 Intermediate Similarity NPC291903
0.807 Intermediate Similarity NPC75287
0.807 Intermediate Similarity NPC476992
0.8053 Intermediate Similarity NPC477074
0.8053 Intermediate Similarity NPC102619
0.8039 Intermediate Similarity NPC65550
0.8037 Intermediate Similarity NPC472081
0.8037 Intermediate Similarity NPC108227
0.8037 Intermediate Similarity NPC476512
0.8036 Intermediate Similarity NPC274833
0.8034 Intermediate Similarity NPC475182
0.8017 Intermediate Similarity NPC207738
0.8 Intermediate Similarity NPC475514
0.8 Intermediate Similarity NPC123522
0.8 Intermediate Similarity NPC473452
0.8 Intermediate Similarity NPC252056
0.8 Intermediate Similarity NPC139271
0.8 Intermediate Similarity NPC473824
0.8 Intermediate Similarity NPC475119
0.8 Intermediate Similarity NPC102505
0.8 Intermediate Similarity NPC309223
0.8 Intermediate Similarity NPC104137
0.8 Intermediate Similarity NPC193785
0.8 Intermediate Similarity NPC121453
0.8 Intermediate Similarity NPC191827
0.8 Intermediate Similarity NPC477252
0.8 Intermediate Similarity NPC470876
0.8 Intermediate Similarity NPC286457
0.8 Intermediate Similarity NPC304011
0.8 Intermediate Similarity NPC85154
0.8 Intermediate Similarity NPC220160
0.8 Intermediate Similarity NPC8524
0.8 Intermediate Similarity NPC475209
0.8 Intermediate Similarity NPC300419
0.8 Intermediate Similarity NPC33012
0.8 Intermediate Similarity NPC471580
0.8 Intermediate Similarity NPC323359
0.8 Intermediate Similarity NPC69811
0.7983 Intermediate Similarity NPC248202
0.7981 Intermediate Similarity NPC475436
0.7981 Intermediate Similarity NPC217205
0.7981 Intermediate Similarity NPC179859
0.7981 Intermediate Similarity NPC174024
0.7981 Intermediate Similarity NPC131693
0.7981 Intermediate Similarity NPC253268
0.7981 Intermediate Similarity NPC473851
0.7981 Intermediate Similarity NPC312678
0.7981 Intermediate Similarity NPC291547
0.7981 Intermediate Similarity NPC291203
0.7966 Intermediate Similarity NPC162574
0.7965 Intermediate Similarity NPC475504
0.7965 Intermediate Similarity NPC101744
0.7965 Intermediate Similarity NPC79718
0.7965 Intermediate Similarity NPC109079
0.7965 Intermediate Similarity NPC102439
0.7965 Intermediate Similarity NPC292677
0.7965 Intermediate Similarity NPC471383
0.7965 Intermediate Similarity NPC139044
0.7965 Intermediate Similarity NPC257468
0.7965 Intermediate Similarity NPC472719
0.7965 Intermediate Similarity NPC473373
0.7965 Intermediate Similarity NPC324875
0.7965 Intermediate Similarity NPC80843
0.7965 Intermediate Similarity NPC276093
0.7965 Intermediate Similarity NPC477253
0.7965 Intermediate Similarity NPC475516
0.7965 Intermediate Similarity NPC1046
0.7965 Intermediate Similarity NPC10320
0.7965 Intermediate Similarity NPC104400
0.7965 Intermediate Similarity NPC104071
0.7965 Intermediate Similarity NPC469946

  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 NPC469825 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
0.8667 High Similarity NPD8170 Clinical (unspecified phase)
0.8053 Intermediate Similarity NPD8133 Approved
0.7885 Intermediate Similarity NPD8171 Discontinued
0.7845 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.775 Intermediate Similarity NPD8328 Phase 3
0.7544 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD6114 Approved
0.72 Intermediate Similarity NPD6118 Approved
0.72 Intermediate Similarity NPD6115 Approved
0.72 Intermediate Similarity NPD6697 Approved
0.7167 Intermediate Similarity NPD6940 Discontinued
0.7165 Intermediate Similarity NPD7319 Approved
0.71 Intermediate Similarity NPD6116 Phase 1
0.7087 Intermediate Similarity NPD7736 Approved
0.7073 Intermediate Similarity NPD8294 Approved
0.7073 Intermediate Similarity NPD8377 Approved
0.7063 Intermediate Similarity NPD7507 Approved
0.7016 Intermediate Similarity NPD8380 Approved
0.7016 Intermediate Similarity NPD8335 Approved
0.7016 Intermediate Similarity NPD8379 Approved
0.7016 Intermediate Similarity NPD8296 Approved
0.7016 Intermediate Similarity NPD8378 Approved
0.7 Intermediate Similarity NPD6117 Approved
0.6923 Remote Similarity NPD6412 Phase 2
0.688 Remote Similarity NPD8033 Approved
0.6875 Remote Similarity NPD8293 Discontinued
0.6818 Remote Similarity NPD8034 Phase 2
0.6818 Remote Similarity NPD8035 Phase 2
0.68 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6733 Remote Similarity NPD3703 Phase 2
0.6731 Remote Similarity NPD6928 Phase 2
0.6723 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6698 Remote Similarity NPD3669 Approved
0.6698 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6693 Remote Similarity NPD6370 Approved
0.6667 Remote Similarity NPD1780 Approved
0.6667 Remote Similarity NPD1779 Approved
0.664 Remote Similarity NPD7328 Approved
0.664 Remote Similarity NPD7327 Approved
0.6614 Remote Similarity NPD8515 Approved
0.6614 Remote Similarity NPD8516 Approved
0.6614 Remote Similarity NPD8517 Approved
0.6614 Remote Similarity NPD8513 Phase 3
0.66 Remote Similarity NPD4809 Clinical (unspecified phase)
0.66 Remote Similarity NPD4808 Clinical (unspecified phase)
0.66 Remote Similarity NPD6081 Approved
0.6589 Remote Similarity NPD7492 Approved
0.6587 Remote Similarity NPD7516 Approved
0.6583 Remote Similarity NPD6686 Approved
0.6574 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6538 Remote Similarity NPD6616 Approved
0.6535 Remote Similarity NPD6059 Approved
0.6535 Remote Similarity NPD6054 Approved
0.6535 Remote Similarity NPD6319 Approved
0.6489 Remote Similarity NPD7078 Approved
0.6471 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6471 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6441 Remote Similarity NPD8084 Approved
0.6441 Remote Similarity NPD8086 Approved
0.6441 Remote Similarity NPD8138 Approved
0.6441 Remote Similarity NPD8082 Approved
0.6441 Remote Similarity NPD8083 Approved
0.6441 Remote Similarity NPD8085 Approved
0.6441 Remote Similarity NPD8139 Approved
0.6417 Remote Similarity NPD8393 Approved
0.6408 Remote Similarity NPD3702 Approved
0.64 Remote Similarity NPD3699 Clinical (unspecified phase)
0.64 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6387 Remote Similarity NPD8275 Approved
0.6387 Remote Similarity NPD8276 Approved
0.6371 Remote Similarity NPD8297 Approved
0.6371 Remote Similarity NPD6882 Approved
0.6357 Remote Similarity NPD7503 Approved
0.6357 Remote Similarity NPD6015 Approved
0.6357 Remote Similarity NPD6016 Approved
0.6356 Remote Similarity NPD1700 Approved
0.6333 Remote Similarity NPD8081 Approved
0.6321 Remote Similarity NPD7329 Approved
0.6308 Remote Similarity NPD5988 Approved
0.6299 Remote Similarity NPD6009 Approved
0.6275 Remote Similarity NPD5777 Approved
0.6261 Remote Similarity NPD7748 Approved
0.6239 Remote Similarity NPD7902 Approved
0.6238 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6231 Remote Similarity NPD6921 Approved
0.619 Remote Similarity NPD4632 Approved
0.6176 Remote Similarity NPD4789 Approved
0.6176 Remote Similarity NPD4245 Approved
0.6176 Remote Similarity NPD4244 Approved
0.6172 Remote Similarity NPD7115 Discovery
0.6154 Remote Similarity NPD1810 Approved
0.6154 Remote Similarity NPD1811 Approved
0.6148 Remote Similarity NPD6402 Approved
0.6148 Remote Similarity NPD5739 Approved
0.6148 Remote Similarity NPD6675 Approved
0.6148 Remote Similarity NPD7128 Approved
0.6139 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6139 Remote Similarity NPD5360 Phase 3
0.6134 Remote Similarity NPD8418 Phase 2
0.6129 Remote Similarity NPD6373 Approved
0.6129 Remote Similarity NPD6372 Approved
0.61 Remote Similarity NPD4224 Phase 2
0.6098 Remote Similarity NPD8140 Approved
0.6098 Remote Similarity NPD8307 Discontinued
0.6087 Remote Similarity NPD7515 Phase 2
0.6078 Remote Similarity NPD3698 Phase 2
0.6075 Remote Similarity NPD4802 Phase 2
0.6075 Remote Similarity NPD4238 Approved
0.6074 Remote Similarity NPD8336 Approved
0.6074 Remote Similarity NPD8337 Approved
0.6074 Remote Similarity NPD6033 Approved
0.6068 Remote Similarity NPD7991 Discontinued
0.605 Remote Similarity NPD7638 Approved
0.6048 Remote Similarity NPD7320 Approved
0.6048 Remote Similarity NPD6881 Approved
0.6048 Remote Similarity NPD6899 Approved
0.6034 Remote Similarity NPD6399 Phase 3
0.6032 Remote Similarity NPD8130 Phase 1
0.6032 Remote Similarity NPD6650 Approved
0.6032 Remote Similarity NPD6649 Approved
0.6019 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6015 Remote Similarity NPD6067 Discontinued
0.6 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6 Remote Similarity NPD7640 Approved
0.6 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6 Remote Similarity NPD8306 Approved
0.6 Remote Similarity NPD8305 Approved
0.6 Remote Similarity NPD7639 Approved
0.5983 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5983 Remote Similarity NPD7900 Approved
0.5968 Remote Similarity NPD5701 Approved
0.5968 Remote Similarity NPD5697 Approved
0.5952 Remote Similarity NPD7102 Approved
0.5952 Remote Similarity NPD7290 Approved
0.5952 Remote Similarity NPD8087 Discontinued
0.5952 Remote Similarity NPD4634 Approved
0.5952 Remote Similarity NPD6883 Approved
0.5926 Remote Similarity NPD3671 Phase 1
0.592 Remote Similarity NPD8174 Phase 2
0.5906 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5906 Remote Similarity NPD6617 Approved
0.5906 Remote Similarity NPD6847 Approved
0.5906 Remote Similarity NPD6869 Approved
0.5902 Remote Similarity NPD7632 Discontinued
0.59 Remote Similarity NPD7909 Approved
0.5899 Remote Similarity NPD8338 Approved
0.5896 Remote Similarity NPD7604 Phase 2
0.5887 Remote Similarity NPD6920 Discontinued
0.5873 Remote Similarity NPD6013 Approved
0.5873 Remote Similarity NPD6012 Approved
0.5873 Remote Similarity NPD6014 Approved
0.5865 Remote Similarity NPD2686 Approved
0.5865 Remote Similarity NPD2687 Approved
0.5865 Remote Similarity NPD2254 Approved
0.5865 Remote Similarity NPD5983 Phase 2
0.5827 Remote Similarity NPD5955 Clinical (unspecified phase)
0.581 Remote Similarity NPD4758 Discontinued
0.5809 Remote Similarity NPD6336 Discontinued
0.5802 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5794 Remote Similarity NPD6011 Approved
0.5789 Remote Similarity NPD8347 Approved
0.5789 Remote Similarity NPD8345 Approved
0.5789 Remote Similarity NPD8346 Approved
0.5781 Remote Similarity NPD6401 Clinical (unspecified phase)
0.578 Remote Similarity NPD5364 Discontinued
0.5776 Remote Similarity NPD5328 Approved
0.5772 Remote Similarity NPD8300 Approved
0.5772 Remote Similarity NPD8301 Approved
0.5766 Remote Similarity NPD8074 Phase 3
0.576 Remote Similarity NPD6008 Approved
0.5755 Remote Similarity NPD3181 Approved
0.5746 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5745 Remote Similarity NPD8450 Suspended
0.5704 Remote Similarity NPD8080 Discontinued
0.5702 Remote Similarity NPD6083 Phase 2
0.5702 Remote Similarity NPD6084 Phase 2
0.5702 Remote Similarity NPD4755 Approved
0.5692 Remote Similarity NPD8298 Phase 2
0.5678 Remote Similarity NPD6079 Approved
0.5674 Remote Similarity NPD8449 Approved
0.5656 Remote Similarity NPD5696 Approved
0.563 Remote Similarity NPD8444 Approved
0.5614 Remote Similarity NPD4786 Approved
0.561 Remote Similarity NPD4700 Approved
0.561 Remote Similarity NPD4696 Approved
0.561 Remote Similarity NPD5285 Approved
0.561 Remote Similarity NPD5286 Approved
0.5606 Remote Similarity NPD6274 Approved
0.56 Remote Similarity NPD7625 Phase 1

  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