Structure

Physi-Chem Properties

Molecular Weight:  1018.53
Volume:  984.226
LogP:  1.515
LogD:  1.857
LogS:  -2.966
# Rotatable Bonds:  14
TPSA:  330.51
# H-Bond Aceptor:  21
# H-Bond Donor:  11
# Rings:  8
# Heavy Atoms:  21

MedChem Properties

QED Drug-Likeness Score:  0.084
Synthetic Accessibility Score:  6.674
Fsp3:  0.96
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  2
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.252
MDCK Permeability:  0.00020565530576277524
Pgp-inhibitor:  0.038
Pgp-substrate:  0.828
Human Intestinal Absorption (HIA):  0.97
20% Bioavailability (F20%):  0.051
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.019
Plasma Protein Binding (PPB):  68.86192321777344%
Volume Distribution (VD):  0.305
Pgp-substrate:  10.599469184875488%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.892
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.313
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.014
CYP2D6-inhibitor:  0.002
CYP2D6-substrate:  0.043
CYP3A4-inhibitor:  0.029
CYP3A4-substrate:  0.008

ADMET: Excretion

Clearance (CL):  0.531
Half-life (T1/2):  0.68

ADMET: Toxicity

hERG Blockers:  0.312
Human Hepatotoxicity (H-HT):  0.201
Drug-inuced Liver Injury (DILI):  0.009
AMES Toxicity:  0.076
Rat Oral Acute Toxicity:  0.061
Maximum Recommended Daily Dose:  0.004
Skin Sensitization:  0.155
Carcinogencity:  0.012
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.219

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

  Natural Product: NPC469827

Natural Product ID:  NPC469827
Common Name*:   Acankoreoside L
IUPAC Name:   (1R,3aS,5aR,5bR,7aR,8S,9R,11aR,11bR,13aR,13bR)-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)-1,1-dimethoxypropan-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 L
Standard InCHIKey:  JOSLCWKHJSEGSM-SOLBIWBZSA-N
Standard InCHI:  InChI=1S/C50H82O21/c1-21(40(64-7)65-8)23-11-16-50(18-17-47(4)24(30(23)50)9-10-27-46(3)14-13-29(52)49(6,44(61)62)28(46)12-15-48(27,47)5)45(63)71-43-37(59)34(56)32(54)26(69-43)20-66-41-38(60)35(57)39(25(19-51)68-41)70-42-36(58)33(55)31(53)22(2)67-42/h21-43,51-60H,9-20H2,1-8H3,(H,61,62)/t21-,22-,23-,24+,25-,26-,27+,28+,29+,30+,31-,32-,33+,34+,35-,36+,37-,38-,39-,41-,42+,43+,46+,47+,48+,49-,50-/m0/s1
SMILES:  COC([C@H]([C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@H]([C@@]1(C)C(=O)O)O)C(=O)O[C@H]1O[C@@H](CO[C@H]2O[C@@H](CO)[C@@H]([C@H]([C@@H]2O)O)O[C@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O)C)OC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1209884
PubChem CID:   49862822
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 = 3.53 pg/ml PMID[495928]
NPT2 Others Unspecified Activity = 3.71 pg/ml PMID[495928]
NPT2 Others Unspecified Activity = 6.07 pg/ml PMID[495928]
NPT2 Others Unspecified Activity = 20.68 pg/ml PMID[495928]
NPT2 Others Unspecified Activity = 45.06 pg/ml PMID[495928]
NPT2 Others Unspecified Activity = 74.47 pg/ml PMID[495928]

☑ 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 NPC469827 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
0.9697 High Similarity NPC469826
0.96 High Similarity NPC469825
0.9412 High Similarity NPC469824
0.9231 High Similarity NPC146563
0.9118 High Similarity NPC207693
0.9057 High Similarity NPC137414
0.9057 High Similarity NPC469823
0.9057 High Similarity NPC469820
0.9038 High Similarity NPC204392
0.9038 High Similarity NPC240734
0.9038 High Similarity NPC91838
0.9038 High Similarity NPC275668
0.9038 High Similarity NPC11035
0.9038 High Similarity NPC1876
0.9029 High Similarity NPC22709
0.9029 High Similarity NPC236753
0.9029 High Similarity NPC228190
0.901 High Similarity NPC267637
0.9 High Similarity NPC80191
0.9 High Similarity NPC310031
0.898 High Similarity NPC472273
0.898 High Similarity NPC470591
0.8972 High Similarity NPC179429
0.8962 High Similarity NPC54395
0.8942 High Similarity NPC470622
0.8922 High Similarity NPC184805
0.8922 High Similarity NPC273189
0.89 High Similarity NPC477172
0.8889 High Similarity NPC469822
0.8846 High Similarity NPC473844
0.8846 High Similarity NPC51947
0.8835 High Similarity NPC126753
0.8835 High Similarity NPC203974
0.8835 High Similarity NPC471430
0.8812 High Similarity NPC80640
0.88 High Similarity NPC20028
0.8796 High Similarity NPC156651
0.8788 High Similarity NPC210157
0.8785 High Similarity NPC469821
0.8776 High Similarity NPC94582
0.8776 High Similarity NPC57964
0.8774 High Similarity NPC470543
0.8774 High Similarity NPC157571
0.875 High Similarity NPC88744
0.875 High Similarity NPC472079
0.8687 High Similarity NPC238796
0.8687 High Similarity NPC203434
0.8687 High Similarity NPC237071
0.8687 High Similarity NPC296936
0.8667 High Similarity NPC91583
0.8667 High Similarity NPC240125
0.8667 High Similarity NPC87393
0.8654 High Similarity NPC287269
0.8649 High Similarity NPC470478
0.8614 High Similarity NPC41843
0.8614 High Similarity NPC80417
0.8586 High Similarity NPC215570
0.8585 High Similarity NPC471431
0.8585 High Similarity NPC66513
0.8571 High Similarity NPC92890
0.8571 High Similarity NPC202898
0.8571 High Similarity NPC137004
0.8571 High Similarity NPC475319
0.8571 High Similarity NPC172838
0.8558 High Similarity NPC158367
0.8558 High Similarity NPC119628
0.8558 High Similarity NPC158051
0.8558 High Similarity NPC215408
0.8544 High Similarity NPC107385
0.8529 High Similarity NPC476839
0.8529 High Similarity NPC475574
0.8529 High Similarity NPC476838
0.8515 High Similarity NPC471375
0.8515 High Similarity NPC471374
0.8515 High Similarity NPC209798
0.8505 High Similarity NPC272242
0.8491 Intermediate Similarity NPC473817
0.8491 Intermediate Similarity NPC220836
0.8491 Intermediate Similarity NPC233433
0.8491 Intermediate Similarity NPC92297
0.8491 Intermediate Similarity NPC94086
0.8491 Intermediate Similarity NPC273002
0.8485 Intermediate Similarity NPC191915
0.8485 Intermediate Similarity NPC151214
0.8485 Intermediate Similarity NPC305418
0.8476 Intermediate Similarity NPC475234
0.8476 Intermediate Similarity NPC40716
0.8476 Intermediate Similarity NPC138219
0.8476 Intermediate Similarity NPC475630
0.8462 Intermediate Similarity NPC470167
0.8454 Intermediate Similarity NPC131466
0.8447 Intermediate Similarity NPC470172
0.844 Intermediate Similarity NPC477465
0.844 Intermediate Similarity NPC164389
0.844 Intermediate Similarity NPC79193
0.844 Intermediate Similarity NPC475486
0.8438 Intermediate Similarity NPC252714
0.8431 Intermediate Similarity NPC471428
0.8431 Intermediate Similarity NPC471427
0.8431 Intermediate Similarity NPC51579
0.8431 Intermediate Similarity NPC471426
0.8426 Intermediate Similarity NPC243572
0.8426 Intermediate Similarity NPC477492
0.8426 Intermediate Similarity NPC477489
0.8396 Intermediate Similarity NPC471626
0.8396 Intermediate Similarity NPC231566
0.8396 Intermediate Similarity NPC473688
0.8396 Intermediate Similarity NPC262567
0.8378 Intermediate Similarity NPC105800
0.8378 Intermediate Similarity NPC232237
0.8367 Intermediate Similarity NPC65550
0.8365 Intermediate Similarity NPC473406
0.8365 Intermediate Similarity NPC34562
0.8364 Intermediate Similarity NPC476992
0.8364 Intermediate Similarity NPC288205
0.8364 Intermediate Similarity NPC26626
0.8364 Intermediate Similarity NPC37134
0.8364 Intermediate Similarity NPC291903
0.8364 Intermediate Similarity NPC75287
0.8364 Intermediate Similarity NPC51465
0.8364 Intermediate Similarity NPC305267
0.835 Intermediate Similarity NPC108227
0.835 Intermediate Similarity NPC472081
0.835 Intermediate Similarity NPC476512
0.8349 Intermediate Similarity NPC102619
0.8349 Intermediate Similarity NPC73986
0.8349 Intermediate Similarity NPC477074
0.8348 Intermediate Similarity NPC273962
0.8317 Intermediate Similarity NPC252056
0.8317 Intermediate Similarity NPC304011
0.8317 Intermediate Similarity NPC139271
0.8317 Intermediate Similarity NPC121453
0.8304 Intermediate Similarity NPC207738
0.83 Intermediate Similarity NPC131693
0.83 Intermediate Similarity NPC253268
0.83 Intermediate Similarity NPC217205
0.83 Intermediate Similarity NPC291203
0.83 Intermediate Similarity NPC179859
0.83 Intermediate Similarity NPC475436
0.83 Intermediate Similarity NPC473851
0.83 Intermediate Similarity NPC312678
0.83 Intermediate Similarity NPC174024
0.83 Intermediate Similarity NPC291547
0.8288 Intermediate Similarity NPC8524
0.8288 Intermediate Similarity NPC191827
0.8288 Intermediate Similarity NPC85154
0.8288 Intermediate Similarity NPC309223
0.8288 Intermediate Similarity NPC104137
0.8288 Intermediate Similarity NPC475209
0.8288 Intermediate Similarity NPC473824
0.8288 Intermediate Similarity NPC102505
0.8288 Intermediate Similarity NPC286457
0.8288 Intermediate Similarity NPC323359
0.8288 Intermediate Similarity NPC123522
0.8288 Intermediate Similarity NPC475514
0.8288 Intermediate Similarity NPC220160
0.8288 Intermediate Similarity NPC470876
0.8288 Intermediate Similarity NPC33012
0.8288 Intermediate Similarity NPC475119
0.8288 Intermediate Similarity NPC69811
0.8288 Intermediate Similarity NPC300419
0.8288 Intermediate Similarity NPC473452
0.8283 Intermediate Similarity NPC473830
0.8283 Intermediate Similarity NPC229801
0.8283 Intermediate Similarity NPC307167
0.8283 Intermediate Similarity NPC210759
0.8283 Intermediate Similarity NPC204881
0.8269 Intermediate Similarity NPC134967
0.8269 Intermediate Similarity NPC470029
0.8269 Intermediate Similarity NPC114700
0.8269 Intermediate Similarity NPC471254
0.8269 Intermediate Similarity NPC310138
0.8269 Intermediate Similarity NPC94919
0.8257 Intermediate Similarity NPC324875
0.8257 Intermediate Similarity NPC79718
0.8257 Intermediate Similarity NPC257468
0.8257 Intermediate Similarity NPC475516
0.8257 Intermediate Similarity NPC469946
0.8257 Intermediate Similarity NPC292677
0.8257 Intermediate Similarity NPC471383
0.8257 Intermediate Similarity NPC473373
0.8257 Intermediate Similarity NPC109079
0.8257 Intermediate Similarity NPC80843
0.8257 Intermediate Similarity NPC104071
0.8257 Intermediate Similarity NPC10320
0.8257 Intermediate Similarity NPC475504
0.8257 Intermediate Similarity NPC1046
0.8257 Intermediate Similarity NPC102439
0.8257 Intermediate Similarity NPC276093
0.8257 Intermediate Similarity NPC104400
0.8257 Intermediate Similarity NPC139044
0.8257 Intermediate Similarity NPC101744
0.8247 Intermediate Similarity NPC140446
0.8247 Intermediate Similarity NPC43912
0.8235 Intermediate Similarity NPC307534
0.8235 Intermediate Similarity NPC476112
0.823 Intermediate Similarity NPC142151
0.823 Intermediate Similarity NPC153673
0.823 Intermediate Similarity NPC144644
0.823 Intermediate Similarity NPC110385

  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 NPC469827 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
0.8641 High Similarity NPD8170 Clinical (unspecified phase)
0.8349 Intermediate Similarity NPD8133 Approved
0.82 Intermediate Similarity NPD8171 Discontinued
0.7965 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7712 Intermediate Similarity NPD8328 Phase 3
0.7658 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6114 Approved
0.75 Intermediate Similarity NPD6118 Approved
0.75 Intermediate Similarity NPD6115 Approved
0.75 Intermediate Similarity NPD6697 Approved
0.7414 Intermediate Similarity NPD6940 Discontinued
0.7396 Intermediate Similarity NPD6116 Phase 1
0.7311 Intermediate Similarity NPD8294 Approved
0.7311 Intermediate Similarity NPD8377 Approved
0.7292 Intermediate Similarity NPD6117 Approved
0.7258 Intermediate Similarity NPD7319 Approved
0.725 Intermediate Similarity NPD8335 Approved
0.725 Intermediate Similarity NPD8379 Approved
0.725 Intermediate Similarity NPD8380 Approved
0.725 Intermediate Similarity NPD8378 Approved
0.725 Intermediate Similarity NPD8296 Approved
0.7154 Intermediate Similarity NPD7507 Approved
0.7107 Intermediate Similarity NPD8033 Approved
0.7083 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD8034 Phase 2
0.7075 Intermediate Similarity NPD8035 Phase 2
0.704 Intermediate Similarity NPD7736 Approved
0.7018 Intermediate Similarity NPD6412 Phase 2
0.7 Intermediate Similarity NPD6928 Phase 2
0.6961 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6961 Remote Similarity NPD3669 Approved
0.686 Remote Similarity NPD7328 Approved
0.686 Remote Similarity NPD7327 Approved
0.6827 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6825 Remote Similarity NPD8293 Discontinued
0.681 Remote Similarity NPD6686 Approved
0.6803 Remote Similarity NPD7516 Approved
0.6765 Remote Similarity NPD1779 Approved
0.6765 Remote Similarity NPD1780 Approved
0.6701 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6701 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6694 Remote Similarity NPD8515 Approved
0.6694 Remote Similarity NPD8516 Approved
0.6694 Remote Similarity NPD8517 Approved
0.6694 Remote Similarity NPD8513 Phase 3
0.6667 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3703 Phase 2
0.664 Remote Similarity NPD6370 Approved
0.656 Remote Similarity NPD7503 Approved
0.6535 Remote Similarity NPD7492 Approved
0.65 Remote Similarity NPD3702 Approved
0.6495 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6495 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6495 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6484 Remote Similarity NPD6616 Approved
0.648 Remote Similarity NPD6059 Approved
0.648 Remote Similarity NPD6054 Approved
0.648 Remote Similarity NPD6319 Approved
0.6435 Remote Similarity NPD1700 Approved
0.6434 Remote Similarity NPD7078 Approved
0.641 Remote Similarity NPD4057 Clinical (unspecified phase)
0.641 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6408 Remote Similarity NPD7329 Approved
0.64 Remote Similarity NPD1811 Approved
0.64 Remote Similarity NPD1810 Approved
0.6379 Remote Similarity NPD8138 Approved
0.6379 Remote Similarity NPD8139 Approved
0.6379 Remote Similarity NPD8085 Approved
0.6379 Remote Similarity NPD8082 Approved
0.6379 Remote Similarity NPD8084 Approved
0.6379 Remote Similarity NPD8083 Approved
0.6379 Remote Similarity NPD8086 Approved
0.6364 Remote Similarity NPD6081 Approved
0.6364 Remote Similarity NPD5777 Approved
0.6356 Remote Similarity NPD8393 Approved
0.6348 Remote Similarity NPD8418 Phase 2
0.6339 Remote Similarity NPD7748 Approved
0.6325 Remote Similarity NPD8275 Approved
0.6325 Remote Similarity NPD8276 Approved
0.6316 Remote Similarity NPD7902 Approved
0.6311 Remote Similarity NPD6882 Approved
0.6311 Remote Similarity NPD8297 Approved
0.6299 Remote Similarity NPD6015 Approved
0.6299 Remote Similarity NPD6016 Approved
0.6283 Remote Similarity NPD7991 Discontinued
0.6271 Remote Similarity NPD8081 Approved
0.6263 Remote Similarity NPD4789 Approved
0.6263 Remote Similarity NPD4244 Approved
0.6263 Remote Similarity NPD4245 Approved
0.6263 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6261 Remote Similarity NPD7638 Approved
0.625 Remote Similarity NPD5988 Approved
0.624 Remote Similarity NPD7115 Discovery
0.624 Remote Similarity NPD6009 Approved
0.6224 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6224 Remote Similarity NPD5360 Phase 3
0.6207 Remote Similarity NPD7639 Approved
0.6207 Remote Similarity NPD7640 Approved
0.6198 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6186 Remote Similarity NPD4224 Phase 2
0.6172 Remote Similarity NPD6921 Approved
0.6167 Remote Similarity NPD8307 Discontinued
0.6167 Remote Similarity NPD8140 Approved
0.6162 Remote Similarity NPD3698 Phase 2
0.6161 Remote Similarity NPD7515 Phase 2
0.6154 Remote Similarity NPD4238 Approved
0.6154 Remote Similarity NPD4802 Phase 2
0.6129 Remote Similarity NPD4632 Approved
0.6116 Remote Similarity NPD8174 Phase 2
0.6106 Remote Similarity NPD6399 Phase 3
0.6102 Remote Similarity NPD7632 Discontinued
0.61 Remote Similarity NPD2687 Approved
0.61 Remote Similarity NPD2254 Approved
0.61 Remote Similarity NPD2686 Approved
0.6098 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6083 Remote Similarity NPD6402 Approved
0.6083 Remote Similarity NPD7128 Approved
0.6083 Remote Similarity NPD5739 Approved
0.6083 Remote Similarity NPD6675 Approved
0.6082 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6077 Remote Similarity NPD6067 Discontinued
0.6066 Remote Similarity NPD6372 Approved
0.6066 Remote Similarity NPD6373 Approved
0.6066 Remote Similarity NPD8305 Approved
0.6066 Remote Similarity NPD8306 Approved
0.6053 Remote Similarity NPD7900 Approved
0.6053 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6016 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6016 Remote Similarity NPD8087 Discontinued
0.6015 Remote Similarity NPD6033 Approved
0.6 Remote Similarity NPD3671 Phase 1
0.5984 Remote Similarity NPD6881 Approved
0.5984 Remote Similarity NPD6899 Approved
0.5984 Remote Similarity NPD7320 Approved
0.5968 Remote Similarity NPD6650 Approved
0.5968 Remote Similarity NPD8130 Phase 1
0.5968 Remote Similarity NPD6649 Approved
0.5912 Remote Similarity NPD8450 Suspended
0.5902 Remote Similarity NPD5701 Approved
0.5902 Remote Similarity NPD5697 Approved
0.5887 Remote Similarity NPD7102 Approved
0.5887 Remote Similarity NPD7290 Approved
0.5887 Remote Similarity NPD4634 Approved
0.5887 Remote Similarity NPD6883 Approved
0.5882 Remote Similarity NPD4758 Discontinued
0.5859 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5849 Remote Similarity NPD5364 Discontinued
0.5846 Remote Similarity NPD8346 Approved
0.5846 Remote Similarity NPD8347 Approved
0.5846 Remote Similarity NPD8345 Approved
0.584 Remote Similarity NPD6847 Approved
0.584 Remote Similarity NPD6617 Approved
0.584 Remote Similarity NPD6869 Approved
0.5839 Remote Similarity NPD8449 Approved
0.5833 Remote Similarity NPD7604 Phase 2
0.5825 Remote Similarity NPD3181 Approved
0.5821 Remote Similarity NPD8074 Phase 3
0.5816 Remote Similarity NPD7909 Approved
0.5806 Remote Similarity NPD6013 Approved
0.5806 Remote Similarity NPD6014 Approved
0.5806 Remote Similarity NPD6012 Approved
0.5802 Remote Similarity NPD5983 Phase 2
0.5778 Remote Similarity NPD8336 Approved
0.5778 Remote Similarity NPD8337 Approved
0.5772 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5763 Remote Similarity NPD6083 Phase 2
0.5763 Remote Similarity NPD6084 Phase 2
0.5753 Remote Similarity NPD7625 Phase 1
0.5748 Remote Similarity NPD8298 Phase 2
0.5746 Remote Similarity NPD6336 Discontinued
0.5726 Remote Similarity NPD6011 Approved
0.5714 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4225 Approved
0.5702 Remote Similarity NPD8300 Approved
0.5702 Remote Similarity NPD8301 Approved
0.5702 Remote Similarity NPD5328 Approved
0.5691 Remote Similarity NPD6920 Discontinued
0.5691 Remote Similarity NPD6008 Approved
0.5682 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5676 Remote Similarity NPD4786 Approved
0.567 Remote Similarity NPD6123 Approved
0.5657 Remote Similarity NPD371 Approved
0.5644 Remote Similarity NPD896 Approved
0.5644 Remote Similarity NPD897 Approved
0.5644 Remote Similarity NPD898 Approved
0.5639 Remote Similarity NPD8080 Discontinued
0.5631 Remote Similarity NPD4787 Phase 1
0.563 Remote Similarity NPD4755 Approved
0.5614 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5612 Remote Similarity NPD8338 Approved
0.5603 Remote Similarity NPD6079 Approved
0.5603 Remote Similarity NPD7637 Suspended
0.5603 Remote Similarity NPD6411 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