Structure

Physi-Chem Properties

Molecular Weight:  974.51
Volume:  940.844
LogP:  0.882
LogD:  1.117
LogS:  -2.864
# Rotatable Bonds:  11
TPSA:  332.28
# H-Bond Aceptor:  20
# H-Bond Donor:  12
# Rings:  8
# Heavy Atoms:  20

MedChem Properties

QED Drug-Likeness Score:  0.12
Synthetic Accessibility Score:  6.557
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:  -6.094
MDCK Permeability:  0.00010966797708533704
Pgp-inhibitor:  0.022
Pgp-substrate:  0.035
Human Intestinal Absorption (HIA):  0.939
20% Bioavailability (F20%):  0.457
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.009
Plasma Protein Binding (PPB):  78.57744598388672%
Volume Distribution (VD):  0.288
Pgp-substrate:  8.893636703491211%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.726
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.223
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.041
CYP2D6-inhibitor:  0.002
CYP2D6-substrate:  0.056
CYP3A4-inhibitor:  0.039
CYP3A4-substrate:  0.006

ADMET: Excretion

Clearance (CL):  0.445
Half-life (T1/2):  0.719

ADMET: Toxicity

hERG Blockers:  0.297
Human Hepatotoxicity (H-HT):  0.093
Drug-inuced Liver Injury (DILI):  0.014
AMES Toxicity:  0.088
Rat Oral Acute Toxicity:  0.028
Maximum Recommended Daily Dose:  0.003
Skin Sensitization:  0.471
Carcinogencity:  0.007
Eye Corrosion:  0.003
Eye Irritation:  0.013
Respiratory Toxicity:  0.049

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

  Natural Product: NPC469824

Natural Product ID:  NPC469824
Common Name*:   Acankoreoside O
IUPAC Name:   (1R,3aR,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-1,9-dihydroxy-5a,5b,8,11a-tetramethyl-1-propan-2-yl-3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-tetradecahydro-2H-cyclopenta[a]chrysene-8-carboxylic acid
Synonyms:   acankoreoside O
Standard InCHIKey:  BZRWJRGQIADLAA-MBOOPRKDSA-N
Standard InCHI:  InChI=1S/C48H78O20/c1-20(2)48(62)17-16-47(15-14-44(5)22(37(47)48)8-9-25-43(4)12-11-27(50)46(7,41(59)60)26(43)10-13-45(25,44)6)42(61)68-40-34(57)31(54)29(52)24(66-40)19-63-38-35(58)32(55)36(23(18-49)65-38)67-39-33(56)30(53)28(51)21(3)64-39/h20-40,49-58,62H,8-19H2,1-7H3,(H,59,60)/t21-,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@@]5([C@@H]([C@H]4[C@](CC3)(O)C(C)C)CC[C@H]3[C@@]5(C)CC[C@@H]4[C@]3(C)CC[C@H]([C@@]4(C)C(=O)O)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:   CHEMBL1209881
PubChem CID:   49862819
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 = 1.81 pg/ml PMID[529749]
NPT2 Others Unspecified Activity = 1.68 pg/ml PMID[529749]
NPT2 Others Unspecified Activity = 2.44 pg/ml PMID[529749]
NPT2 Others Unspecified Activity = 13.89 pg/ml PMID[529749]
NPT2 Others Unspecified Activity = 11.82 pg/ml PMID[529749]
NPT2 Others Unspecified Activity = 16.3 pg/ml PMID[529749]

☑ 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 NPC469824 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 NPC469826
0.9533 High Similarity NPC179429
0.9412 High Similarity NPC469827
0.9238 High Similarity NPC228190
0.9238 High Similarity NPC469825
0.9238 High Similarity NPC236753
0.9151 High Similarity NPC470622
0.9048 High Similarity NPC203974
0.9029 High Similarity NPC310031
0.9029 High Similarity NPC80191
0.8991 High Similarity NPC79193
0.8981 High Similarity NPC157571
0.8981 High Similarity NPC477492
0.8981 High Similarity NPC477489
0.8962 High Similarity NPC207693
0.8962 High Similarity NPC475319
0.8962 High Similarity NPC202898
0.8962 High Similarity NPC92890
0.8952 High Similarity NPC215408
0.8942 High Similarity NPC107385
0.8932 High Similarity NPC477172
0.8879 High Similarity NPC92297
0.8879 High Similarity NPC233433
0.8879 High Similarity NPC473817
0.8879 High Similarity NPC22709
0.8879 High Similarity NPC220836
0.8879 High Similarity NPC273002
0.8879 High Similarity NPC94086
0.8879 High Similarity NPC87393
0.8868 High Similarity NPC126753
0.8857 High Similarity NPC470167
0.8857 High Similarity NPC267637
0.8846 High Similarity NPC470172
0.8835 High Similarity NPC20028
0.8824 High Similarity NPC470591
0.8824 High Similarity NPC472273
0.8796 High Similarity NPC66513
0.8774 High Similarity NPC184805
0.8774 High Similarity NPC273189
0.8762 High Similarity NPC473406
0.8762 High Similarity NPC471253
0.8727 High Similarity NPC146563
0.8716 High Similarity NPC473062
0.8707 High Similarity NPC273962
0.8692 High Similarity NPC471430
0.8684 High Similarity NPC470478
0.8667 High Similarity NPC80640
0.8661 High Similarity NPC156651
0.8649 High Similarity NPC477465
0.8641 High Similarity NPC210157
0.8627 High Similarity NPC215570
0.8624 High Similarity NPC471431
0.8611 High Similarity NPC472079
0.8598 High Similarity NPC119628
0.8598 High Similarity NPC158367
0.8598 High Similarity NPC158051
0.8585 High Similarity NPC34562
0.8571 High Similarity NPC469820
0.8571 High Similarity NPC475574
0.8571 High Similarity NPC469823
0.8571 High Similarity NPC476839
0.8571 High Similarity NPC476838
0.8571 High Similarity NPC137414
0.8545 High Similarity NPC11035
0.8545 High Similarity NPC1876
0.8545 High Similarity NPC240734
0.8545 High Similarity NPC204392
0.8545 High Similarity NPC91838
0.8545 High Similarity NPC275668
0.8544 High Similarity NPC296936
0.8532 High Similarity NPC208333
0.8532 High Similarity NPC227879
0.8519 High Similarity NPC138219
0.8519 High Similarity NPC475234
0.8519 High Similarity NPC475630
0.8519 High Similarity NPC40716
0.8491 Intermediate Similarity NPC471254
0.8482 Intermediate Similarity NPC54395
0.8476 Intermediate Similarity NPC41843
0.8476 Intermediate Similarity NPC80417
0.8462 Intermediate Similarity NPC471241
0.8447 Intermediate Similarity NPC94582
0.8447 Intermediate Similarity NPC57964
0.844 Intermediate Similarity NPC473688
0.844 Intermediate Similarity NPC231566
0.844 Intermediate Similarity NPC471626
0.844 Intermediate Similarity NPC262567
0.8431 Intermediate Similarity NPC137004
0.8431 Intermediate Similarity NPC172838
0.8421 Intermediate Similarity NPC469822
0.8396 Intermediate Similarity NPC472081
0.8396 Intermediate Similarity NPC178853
0.8396 Intermediate Similarity NPC476512
0.8396 Intermediate Similarity NPC108227
0.8393 Intermediate Similarity NPC102619
0.8365 Intermediate Similarity NPC237071
0.8365 Intermediate Similarity NPC238796
0.8365 Intermediate Similarity NPC139271
0.8365 Intermediate Similarity NPC203434
0.8365 Intermediate Similarity NPC304011
0.8364 Intermediate Similarity NPC473844
0.8364 Intermediate Similarity NPC51947
0.8319 Intermediate Similarity NPC469821
0.8318 Intermediate Similarity NPC114700
0.8318 Intermediate Similarity NPC134967
0.8318 Intermediate Similarity NPC470029
0.8318 Intermediate Similarity NPC310138
0.8304 Intermediate Similarity NPC243572
0.8304 Intermediate Similarity NPC470543
0.8273 Intermediate Similarity NPC88744
0.8257 Intermediate Similarity NPC166079
0.8257 Intermediate Similarity NPC306776
0.8241 Intermediate Similarity NPC476837
0.8241 Intermediate Similarity NPC97260
0.8241 Intermediate Similarity NPC139181
0.8235 Intermediate Similarity NPC65550
0.823 Intermediate Similarity NPC97002
0.8214 Intermediate Similarity NPC272242
0.8208 Intermediate Similarity NPC209798
0.8208 Intermediate Similarity NPC471375
0.8208 Intermediate Similarity NPC471374
0.8198 Intermediate Similarity NPC240125
0.8198 Intermediate Similarity NPC91583
0.819 Intermediate Similarity NPC116683
0.819 Intermediate Similarity NPC121453
0.8182 Intermediate Similarity NPC287269
0.8173 Intermediate Similarity NPC309866
0.8173 Intermediate Similarity NPC305418
0.8173 Intermediate Similarity NPC475436
0.8173 Intermediate Similarity NPC174024
0.8173 Intermediate Similarity NPC312678
0.8173 Intermediate Similarity NPC179859
0.8173 Intermediate Similarity NPC291547
0.8173 Intermediate Similarity NPC131693
0.8173 Intermediate Similarity NPC252253
0.8173 Intermediate Similarity NPC253268
0.8173 Intermediate Similarity NPC151214
0.8173 Intermediate Similarity NPC45959
0.8173 Intermediate Similarity NPC473851
0.8173 Intermediate Similarity NPC191915
0.8173 Intermediate Similarity NPC217205
0.8173 Intermediate Similarity NPC291203
0.8165 Intermediate Similarity NPC100078
0.8165 Intermediate Similarity NPC327093
0.8165 Intermediate Similarity NPC88469
0.8155 Intermediate Similarity NPC204881
0.8155 Intermediate Similarity NPC473830
0.8148 Intermediate Similarity NPC213528
0.8148 Intermediate Similarity NPC244969
0.8137 Intermediate Similarity NPC131466
0.8136 Intermediate Similarity NPC156789
0.8131 Intermediate Similarity NPC471427
0.8131 Intermediate Similarity NPC51579
0.8131 Intermediate Similarity NPC471428
0.8131 Intermediate Similarity NPC471426
0.8125 Intermediate Similarity NPC106760
0.812 Intermediate Similarity NPC473645
0.812 Intermediate Similarity NPC108072
0.8115 Intermediate Similarity NPC477493
0.8113 Intermediate Similarity NPC477223
0.8113 Intermediate Similarity NPC307534
0.8113 Intermediate Similarity NPC274200
0.8113 Intermediate Similarity NPC476112
0.8113 Intermediate Similarity NPC477222
0.8103 Intermediate Similarity NPC105800
0.8103 Intermediate Similarity NPC232237
0.8095 Intermediate Similarity NPC6295
0.8095 Intermediate Similarity NPC19400
0.8095 Intermediate Similarity NPC107188
0.8095 Intermediate Similarity NPC473610
0.8095 Intermediate Similarity NPC107962
0.8095 Intermediate Similarity NPC475351
0.8095 Intermediate Similarity NPC474399
0.8095 Intermediate Similarity NPC473727
0.8095 Intermediate Similarity NPC211354
0.8095 Intermediate Similarity NPC92196
0.8095 Intermediate Similarity NPC206003
0.8087 Intermediate Similarity NPC475490
0.8087 Intermediate Similarity NPC229752
0.8087 Intermediate Similarity NPC291903
0.8087 Intermediate Similarity NPC472718
0.8087 Intermediate Similarity NPC37134
0.8087 Intermediate Similarity NPC88945
0.8083 Intermediate Similarity NPC104427
0.8077 Intermediate Similarity NPC297348
0.8077 Intermediate Similarity NPC473726
0.8077 Intermediate Similarity NPC249204
0.8077 Intermediate Similarity NPC477547
0.8077 Intermediate Similarity NPC250393
0.8077 Intermediate Similarity NPC234352
0.8077 Intermediate Similarity NPC149400
0.8077 Intermediate Similarity NPC325828
0.8077 Intermediate Similarity NPC48339
0.8077 Intermediate Similarity NPC477451
0.8077 Intermediate Similarity NPC177834
0.8077 Intermediate Similarity NPC144790
0.8077 Intermediate Similarity NPC141769
0.8077 Intermediate Similarity NPC476189
0.8077 Intermediate Similarity NPC88962
0.807 Intermediate Similarity NPC477074

  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 NPC469824 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
0.8857 High Similarity NPD8170 Clinical (unspecified phase)
0.823 Intermediate Similarity NPD8133 Approved
0.8077 Intermediate Similarity NPD8171 Discontinued
0.8017 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7769 Intermediate Similarity NPD8328 Phase 3
0.76 Intermediate Similarity NPD7319 Approved
0.75 Intermediate Similarity NPD7507 Approved
0.7414 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD7736 Approved
0.7377 Intermediate Similarity NPD8294 Approved
0.7377 Intermediate Similarity NPD8377 Approved
0.7317 Intermediate Similarity NPD8380 Approved
0.7317 Intermediate Similarity NPD8379 Approved
0.7317 Intermediate Similarity NPD8296 Approved
0.7317 Intermediate Similarity NPD8335 Approved
0.7317 Intermediate Similarity NPD8378 Approved
0.7177 Intermediate Similarity NPD8033 Approved
0.7165 Intermediate Similarity NPD8293 Discontinued
0.7059 Intermediate Similarity NPD6114 Approved
0.7059 Intermediate Similarity NPD6697 Approved
0.7059 Intermediate Similarity NPD6115 Approved
0.7059 Intermediate Similarity NPD6118 Approved
0.7049 Intermediate Similarity NPD6940 Discontinued
0.6984 Remote Similarity NPD6370 Approved
0.6961 Remote Similarity NPD6116 Phase 1
0.6957 Remote Similarity NPD1700 Approved
0.6949 Remote Similarity NPD6412 Phase 2
0.6935 Remote Similarity NPD7327 Approved
0.6935 Remote Similarity NPD7328 Approved
0.6923 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6923 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6928 Phase 2
0.6905 Remote Similarity NPD8513 Phase 3
0.6905 Remote Similarity NPD8515 Approved
0.6905 Remote Similarity NPD8516 Approved
0.6905 Remote Similarity NPD8517 Approved
0.6891 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6887 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6887 Remote Similarity NPD3669 Approved
0.688 Remote Similarity NPD7516 Approved
0.6875 Remote Similarity NPD7492 Approved
0.6863 Remote Similarity NPD6117 Approved
0.6857 Remote Similarity NPD1780 Approved
0.6857 Remote Similarity NPD1779 Approved
0.6847 Remote Similarity NPD8034 Phase 2
0.6847 Remote Similarity NPD8035 Phase 2
0.6825 Remote Similarity NPD6054 Approved
0.6825 Remote Similarity NPD6319 Approved
0.6825 Remote Similarity NPD6059 Approved
0.6822 Remote Similarity NPD6616 Approved
0.6769 Remote Similarity NPD7078 Approved
0.6765 Remote Similarity NPD3702 Approved
0.6667 Remote Similarity NPD8297 Approved
0.6667 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6882 Approved
0.6641 Remote Similarity NPD6015 Approved
0.6641 Remote Similarity NPD7503 Approved
0.6641 Remote Similarity NPD6016 Approved
0.661 Remote Similarity NPD8139 Approved
0.661 Remote Similarity NPD8086 Approved
0.661 Remote Similarity NPD8085 Approved
0.661 Remote Similarity NPD8083 Approved
0.661 Remote Similarity NPD8138 Approved
0.661 Remote Similarity NPD8084 Approved
0.661 Remote Similarity NPD8082 Approved
0.6602 Remote Similarity NPD3703 Phase 2
0.6589 Remote Similarity NPD5988 Approved
0.6587 Remote Similarity NPD6009 Approved
0.6583 Remote Similarity NPD8393 Approved
0.6557 Remote Similarity NPD6372 Approved
0.6557 Remote Similarity NPD6373 Approved
0.6555 Remote Similarity NPD8275 Approved
0.6555 Remote Similarity NPD8276 Approved
0.6509 Remote Similarity NPD7329 Approved
0.65 Remote Similarity NPD8081 Approved
0.648 Remote Similarity NPD4632 Approved
0.6475 Remote Similarity NPD6686 Approved
0.6455 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6452 Remote Similarity NPD6649 Approved
0.6452 Remote Similarity NPD6650 Approved
0.6446 Remote Similarity NPD6675 Approved
0.6446 Remote Similarity NPD7128 Approved
0.6446 Remote Similarity NPD6402 Approved
0.6446 Remote Similarity NPD5739 Approved
0.6385 Remote Similarity NPD6921 Approved
0.6343 Remote Similarity NPD6033 Approved
0.6341 Remote Similarity NPD6899 Approved
0.6341 Remote Similarity NPD6881 Approved
0.6341 Remote Similarity NPD7320 Approved
0.632 Remote Similarity NPD8130 Phase 1
0.6311 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6311 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6311 Remote Similarity NPD5777 Approved
0.6275 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6262 Remote Similarity NPD4238 Approved
0.6262 Remote Similarity NPD4802 Phase 2
0.626 Remote Similarity NPD8307 Discontinued
0.626 Remote Similarity NPD8140 Approved
0.626 Remote Similarity NPD5697 Approved
0.626 Remote Similarity NPD5701 Approved
0.624 Remote Similarity NPD7102 Approved
0.624 Remote Similarity NPD7290 Approved
0.624 Remote Similarity NPD4634 Approved
0.624 Remote Similarity NPD6883 Approved
0.6239 Remote Similarity NPD7991 Discontinued
0.6214 Remote Similarity NPD4244 Approved
0.6214 Remote Similarity NPD4245 Approved
0.6202 Remote Similarity NPD7115 Discovery
0.619 Remote Similarity NPD1810 Approved
0.619 Remote Similarity NPD6847 Approved
0.619 Remote Similarity NPD6869 Approved
0.619 Remote Similarity NPD6617 Approved
0.619 Remote Similarity NPD1811 Approved
0.6179 Remote Similarity NPD6008 Approved
0.6165 Remote Similarity NPD7604 Phase 2
0.616 Remote Similarity NPD8305 Approved
0.616 Remote Similarity NPD6014 Approved
0.616 Remote Similarity NPD6012 Approved
0.616 Remote Similarity NPD6013 Approved
0.616 Remote Similarity NPD8306 Approved
0.6136 Remote Similarity NPD5983 Phase 2
0.6134 Remote Similarity NPD7902 Approved
0.6117 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6117 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6117 Remote Similarity NPD3698 Phase 2
0.6111 Remote Similarity NPD8087 Discontinued
0.6083 Remote Similarity NPD7638 Approved
0.608 Remote Similarity NPD6011 Approved
0.6074 Remote Similarity NPD6336 Discontinued
0.6063 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6063 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6045 Remote Similarity NPD6067 Discontinued
0.6033 Remote Similarity NPD7640 Approved
0.6033 Remote Similarity NPD7639 Approved
0.6033 Remote Similarity NPD8418 Phase 2
0.6032 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6029 Remote Similarity NPD8074 Phase 3
0.6019 Remote Similarity NPD5360 Phase 3
0.6019 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6017 Remote Similarity NPD7748 Approved
0.6 Remote Similarity NPD4755 Approved
0.6 Remote Similarity NPD6081 Approved
0.5984 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5954 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5943 Remote Similarity NPD3181 Approved
0.594 Remote Similarity NPD8346 Approved
0.594 Remote Similarity NPD8347 Approved
0.594 Remote Similarity NPD8345 Approved
0.5935 Remote Similarity NPD7632 Discontinued
0.5932 Remote Similarity NPD6399 Phase 3
0.5905 Remote Similarity NPD2254 Approved
0.5905 Remote Similarity NPD2687 Approved
0.5905 Remote Similarity NPD2686 Approved
0.5905 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5905 Remote Similarity NPD4789 Approved
0.5902 Remote Similarity NPD5285 Approved
0.5902 Remote Similarity NPD5286 Approved
0.5902 Remote Similarity NPD4696 Approved
0.5902 Remote Similarity NPD4700 Approved
0.5887 Remote Similarity NPD8450 Suspended
0.5882 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5882 Remote Similarity NPD7900 Approved
0.5878 Remote Similarity NPD6274 Approved
0.5868 Remote Similarity NPD6084 Phase 2
0.5868 Remote Similarity NPD6083 Phase 2
0.5865 Remote Similarity NPD7101 Approved
0.5865 Remote Similarity NPD7100 Approved
0.5847 Remote Similarity NPD7515 Phase 2
0.5839 Remote Similarity NPD7625 Phase 1
0.5827 Remote Similarity NPD8174 Phase 2
0.5825 Remote Similarity NPD4224 Phase 2
0.5816 Remote Similarity NPD8449 Approved
0.5806 Remote Similarity NPD5226 Approved
0.5806 Remote Similarity NPD8300 Approved
0.5806 Remote Similarity NPD8301 Approved
0.5806 Remote Similarity NPD5225 Approved
0.5806 Remote Similarity NPD5224 Approved
0.5806 Remote Similarity NPD5211 Phase 2
0.5806 Remote Similarity NPD4633 Approved
0.5794 Remote Similarity NPD4767 Approved
0.5794 Remote Similarity NPD4768 Approved
0.5789 Remote Similarity NPD6335 Approved
0.5778 Remote Similarity NPD6908 Approved
0.5778 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5778 Remote Similarity NPD6909 Approved
0.5769 Remote Similarity NPD898 Approved
0.5769 Remote Similarity NPD896 Approved
0.5769 Remote Similarity NPD897 Approved
0.576 Remote Similarity NPD5175 Approved
0.576 Remote Similarity NPD5174 Approved
0.5755 Remote Similarity NPD8336 Approved
0.5755 Remote Similarity NPD8337 Approved
0.5755 Remote Similarity NPD4787 Phase 1
0.5748 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5735 Remote Similarity NPD8080 Discontinued
0.5728 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5726 Remote Similarity NPD5223 Approved
0.5714 Remote Similarity NPD5141 Approved
0.5714 Remote Similarity NPD6317 Approved
0.5703 Remote Similarity NPD4730 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