Structure

Physi-Chem Properties

Molecular Weight:  814.54
Volume:  891.827
LogP:  8.744
LogD:  5.93
LogS:  -4.412
# Rotatable Bonds:  17
TPSA:  141.36
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  8

MedChem Properties

QED Drug-Likeness Score:  0.056
Synthetic Accessibility Score:  5.683
Fsp3:  0.667
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:  -5.282
MDCK Permeability:  1.6994486941257492e-05
Pgp-inhibitor:  0.78
Pgp-substrate:  0.005
Human Intestinal Absorption (HIA):  0.036
20% Bioavailability (F20%):  0.998
30% Bioavailability (F30%):  0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.247
Plasma Protein Binding (PPB):  98.53174591064453%
Volume Distribution (VD):  1.214
Pgp-substrate:  1.768722414970398%

ADMET: Metabolism

CYP1A2-inhibitor:  0.045
CYP1A2-substrate:  0.174
CYP2C19-inhibitor:  0.388
CYP2C19-substrate:  0.781
CYP2C9-inhibitor:  0.683
CYP2C9-substrate:  0.977
CYP2D6-inhibitor:  0.868
CYP2D6-substrate:  0.145
CYP3A4-inhibitor:  0.934
CYP3A4-substrate:  0.734

ADMET: Excretion

Clearance (CL):  7.859
Half-life (T1/2):  0.399

ADMET: Toxicity

hERG Blockers:  0.828
Human Hepatotoxicity (H-HT):  0.449
Drug-inuced Liver Injury (DILI):  0.026
AMES Toxicity:  0.008
Rat Oral Acute Toxicity:  0.074
Maximum Recommended Daily Dose:  0.958
Skin Sensitization:  0.92
Carcinogencity:  0.044
Eye Corrosion:  0.003
Eye Irritation:  0.118
Respiratory Toxicity:  0.93

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

  Natural Product: NPC472939

Natural Product ID:  NPC472939
Common Name*:   MWKCVDOKQBMXSE-BVTKDRHKSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  MWKCVDOKQBMXSE-BVTKDRHKSA-N
Standard InCHI:  InChI=1S/C51H74O8/c1-32(2)13-11-14-33(3)15-12-16-35(18-19-36-29-37(52)20-21-40(36)53)46(57)59-31-51(10,58)44(56)22-17-34(4)38-23-28-50(9)45-39(24-27-49(38,50)8)48(7)26-25-43(55)47(5,6)42(48)30-41(45)54/h13,15,18,20-21,29,34,38,42,44,52-53,56,58H,11-12,14,16-17,19,22-28,30-31H2,1-10H3/b33-15+,35-18-/t34-,38-,42+,44+,48-,49-,50+,51-/m1/s1
SMILES:  C/C(=CCC/C(=C/Cc1cc(O)ccc1O)/C(=O)OC[C@]([C@H](CC[C@H]([C@H]1CC[C@@]2([C@]1(C)CCC1=C2C(=O)C[C@@H]2[C@]1(C)CCC(=O)C2(C)C)C)C)O)(O)C)/CCC=C(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3594157
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO33020 ganoderma leucocontextum Species Ganodermataceae Eukaryota fruiting bodies Tibetan n.a. PMID[26287401]

☑ 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
NPT1088 Individual Protein 3-hydroxy-3-methylglutaryl-coenzyme A reductase Sus scrofa IC50 > 100000.0 nM PMID[533150]
NPT462 Individual Protein Sucrase-isomaltase Rattus norvegicus IC50 = 18500.0 nM PMID[533150]
NPT111 Cell Line K562 Homo sapiens IC50 = 10700.0 nM PMID[533150]
NPT306 Cell Line PC-3 Homo sapiens IC50 = 10800.0 nM PMID[533150]
NPT2 Others Unspecified IC50 = 5900.0 nM PMID[533150]
NPT2 Others Unspecified IC50 = 9300.0 nM PMID[533150]
NPT671 Individual Protein Acidic alpha-glucosidase Rattus norvegicus IC50 = 16200.0 nM PMID[533150]

☑ 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 NPC472939 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
0.9789 High Similarity NPC472938
0.9789 High Similarity NPC472936
0.9789 High Similarity NPC472937
0.8533 High Similarity NPC25491
0.8514 High Similarity NPC470616
0.8514 High Similarity NPC470617
0.8456 Intermediate Similarity NPC304110
0.8456 Intermediate Similarity NPC27518
0.8446 Intermediate Similarity NPC248287
0.8446 Intermediate Similarity NPC139243
0.8446 Intermediate Similarity NPC116742
0.8446 Intermediate Similarity NPC234548
0.8421 Intermediate Similarity NPC8102
0.8421 Intermediate Similarity NPC66894
0.8411 Intermediate Similarity NPC26045
0.8378 Intermediate Similarity NPC22676
0.8378 Intermediate Similarity NPC216940
0.8378 Intermediate Similarity NPC475482
0.8378 Intermediate Similarity NPC198621
0.8344 Intermediate Similarity NPC235557
0.8311 Intermediate Similarity NPC249817
0.8272 Intermediate Similarity NPC161151
0.8269 Intermediate Similarity NPC77310
0.8255 Intermediate Similarity NPC471152
0.8243 Intermediate Similarity NPC173569
0.8243 Intermediate Similarity NPC477874
0.8235 Intermediate Similarity NPC53520
0.8224 Intermediate Similarity NPC469447
0.8224 Intermediate Similarity NPC310621
0.8224 Intermediate Similarity NPC252133
0.8224 Intermediate Similarity NPC477873
0.8212 Intermediate Similarity NPC472801
0.8182 Intermediate Similarity NPC320734
0.8176 Intermediate Similarity NPC11266
0.8165 Intermediate Similarity NPC205392
0.8165 Intermediate Similarity NPC105942
0.8158 Intermediate Similarity NPC35212
0.8129 Intermediate Similarity NPC470330
0.8108 Intermediate Similarity NPC475457
0.8108 Intermediate Similarity NPC18982
0.8108 Intermediate Similarity NPC475346
0.8108 Intermediate Similarity NPC475627
0.8105 Intermediate Similarity NPC204644
0.8101 Intermediate Similarity NPC473773
0.8101 Intermediate Similarity NPC475579
0.8092 Intermediate Similarity NPC172311
0.8092 Intermediate Similarity NPC473612
0.8089 Intermediate Similarity NPC208785
0.8089 Intermediate Similarity NPC470618
0.8089 Intermediate Similarity NPC145527
0.8089 Intermediate Similarity NPC470619
0.8082 Intermediate Similarity NPC131684
0.8052 Intermediate Similarity NPC477207
0.8049 Intermediate Similarity NPC471861
0.8047 Intermediate Similarity NPC475613
0.8038 Intermediate Similarity NPC475311
0.8038 Intermediate Similarity NPC118033
0.8038 Intermediate Similarity NPC473680
0.8038 Intermediate Similarity NPC473579
0.8038 Intermediate Similarity NPC475454
0.8026 Intermediate Similarity NPC155192
0.8026 Intermediate Similarity NPC271494
0.8026 Intermediate Similarity NPC473591
0.8025 Intermediate Similarity NPC477206
0.8025 Intermediate Similarity NPC279442
0.8025 Intermediate Similarity NPC314795
0.8025 Intermediate Similarity NPC473719
0.8 Intermediate Similarity NPC103910
0.8 Intermediate Similarity NPC280717
0.8 Intermediate Similarity NPC271607
0.8 Intermediate Similarity NPC279463
0.7988 Intermediate Similarity NPC471850
0.7987 Intermediate Similarity NPC203486
0.7986 Intermediate Similarity NPC474532
0.7963 Intermediate Similarity NPC29552
0.7961 Intermediate Similarity NPC182249
0.7937 Intermediate Similarity NPC474533
0.7937 Intermediate Similarity NPC257847
0.7937 Intermediate Similarity NPC474534
0.7933 Intermediate Similarity NPC471913
0.7933 Intermediate Similarity NPC194970
0.7933 Intermediate Similarity NPC27394
0.7931 Intermediate Similarity NPC137416
0.7927 Intermediate Similarity NPC471858
0.7922 Intermediate Similarity NPC257003
0.7922 Intermediate Similarity NPC471444
0.7919 Intermediate Similarity NPC251549
0.7911 Intermediate Similarity NPC292206
0.7911 Intermediate Similarity NPC298647
0.7911 Intermediate Similarity NPC273358
0.7908 Intermediate Similarity NPC471875
0.7898 Intermediate Similarity NPC120536
0.7898 Intermediate Similarity NPC471970
0.7895 Intermediate Similarity NPC118366
0.7888 Intermediate Similarity NPC474621
0.7888 Intermediate Similarity NPC474622
0.7885 Intermediate Similarity NPC19862
0.7885 Intermediate Similarity NPC473602
0.7885 Intermediate Similarity NPC235195
0.7881 Intermediate Similarity NPC472804
0.7877 Intermediate Similarity NPC471930
0.7877 Intermediate Similarity NPC471929
0.7877 Intermediate Similarity NPC471935
0.7875 Intermediate Similarity NPC471176
0.7871 Intermediate Similarity NPC474300
0.7867 Intermediate Similarity NPC472591
0.7862 Intermediate Similarity NPC116292
0.7862 Intermediate Similarity NPC267469
0.7862 Intermediate Similarity NPC179128
0.7862 Intermediate Similarity NPC35160
0.7862 Intermediate Similarity NPC327962
0.7862 Intermediate Similarity NPC87630
0.7862 Intermediate Similarity NPC162569
0.7862 Intermediate Similarity NPC265413
0.7862 Intermediate Similarity NPC10154
0.7857 Intermediate Similarity NPC220496
0.7857 Intermediate Similarity NPC37992
0.7857 Intermediate Similarity NPC202428
0.7857 Intermediate Similarity NPC147542
0.7857 Intermediate Similarity NPC34012
0.7857 Intermediate Similarity NPC241349
0.7857 Intermediate Similarity NPC266545
0.7857 Intermediate Similarity NPC3218
0.7857 Intermediate Similarity NPC32749
0.7857 Intermediate Similarity NPC42262
0.7857 Intermediate Similarity NPC327916
0.7852 Intermediate Similarity NPC258073
0.7848 Intermediate Similarity NPC325032
0.7848 Intermediate Similarity NPC477483
0.7848 Intermediate Similarity NPC96930
0.7848 Intermediate Similarity NPC32017
0.7847 Intermediate Similarity NPC327070
0.7844 Intermediate Similarity NPC200726
0.7843 Intermediate Similarity NPC472547
0.784 Intermediate Similarity NPC472807
0.7838 Intermediate Similarity NPC475138
0.7838 Intermediate Similarity NPC288290
0.7838 Intermediate Similarity NPC86257
0.7838 Intermediate Similarity NPC30174
0.7829 Intermediate Similarity NPC194847
0.7829 Intermediate Similarity NPC476699
0.7829 Intermediate Similarity NPC21797
0.7821 Intermediate Similarity NPC96903
0.7821 Intermediate Similarity NPC200471
0.7821 Intermediate Similarity NPC472575
0.7821 Intermediate Similarity NPC472572
0.7821 Intermediate Similarity NPC470157
0.7821 Intermediate Similarity NPC473088
0.7821 Intermediate Similarity NPC476973
0.7821 Intermediate Similarity NPC174982
0.7821 Intermediate Similarity NPC472571
0.7821 Intermediate Similarity NPC21873
0.7821 Intermediate Similarity NPC476473
0.7821 Intermediate Similarity NPC29704
0.7821 Intermediate Similarity NPC471104
0.7821 Intermediate Similarity NPC472568
0.7821 Intermediate Similarity NPC158663
0.7821 Intermediate Similarity NPC171525
0.7821 Intermediate Similarity NPC474599
0.7821 Intermediate Similarity NPC472556
0.7821 Intermediate Similarity NPC469349
0.7821 Intermediate Similarity NPC184817
0.7821 Intermediate Similarity NPC470159
0.7821 Intermediate Similarity NPC70403
0.7821 Intermediate Similarity NPC202391
0.7821 Intermediate Similarity NPC296659
0.7821 Intermediate Similarity NPC177940
0.7812 Intermediate Similarity NPC475890
0.7799 Intermediate Similarity NPC46549
0.7799 Intermediate Similarity NPC264229
0.7799 Intermediate Similarity NPC253591
0.7799 Intermediate Similarity NPC132810
0.7798 Intermediate Similarity NPC471860
0.7798 Intermediate Similarity NPC177362
0.7792 Intermediate Similarity NPC216312
0.7792 Intermediate Similarity NPC29771
0.7792 Intermediate Similarity NPC476477
0.7792 Intermediate Similarity NPC118080
0.7792 Intermediate Similarity NPC291599
0.7792 Intermediate Similarity NPC256463
0.7792 Intermediate Similarity NPC41481
0.7792 Intermediate Similarity NPC471862
0.7792 Intermediate Similarity NPC299405
0.7792 Intermediate Similarity NPC306835
0.7792 Intermediate Similarity NPC27377
0.7792 Intermediate Similarity NPC79372
0.7792 Intermediate Similarity NPC97947
0.7792 Intermediate Similarity NPC111422
0.7792 Intermediate Similarity NPC471602
0.7792 Intermediate Similarity NPC87448
0.7792 Intermediate Similarity NPC16912
0.7792 Intermediate Similarity NPC472576
0.7791 Intermediate Similarity NPC469507
0.7778 Intermediate Similarity NPC477592
0.7771 Intermediate Similarity NPC312393
0.7771 Intermediate Similarity NPC474935
0.7771 Intermediate Similarity NPC469856
0.7771 Intermediate Similarity NPC469854
0.7763 Intermediate Similarity NPC43353
0.7763 Intermediate Similarity NPC472372

  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 NPC472939 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
0.8158 Intermediate Similarity NPD8166 Discontinued
0.7818 Intermediate Similarity NPD8127 Discontinued
0.7733 Intermediate Similarity NPD6663 Approved
0.7707 Intermediate Similarity NPD7236 Approved
0.7703 Intermediate Similarity NPD5736 Approved
0.76 Intermediate Similarity NPD8150 Discontinued
0.7578 Intermediate Similarity NPD7239 Suspended
0.7517 Intermediate Similarity NPD2932 Approved
0.7468 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD6273 Approved
0.7443 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7401 Intermediate Similarity NPD8434 Phase 2
0.7397 Intermediate Similarity NPD3019 Approved
0.7389 Intermediate Similarity NPD5762 Approved
0.7389 Intermediate Similarity NPD5763 Approved
0.7378 Intermediate Similarity NPD7028 Phase 2
0.7312 Intermediate Similarity NPD6190 Approved
0.729 Intermediate Similarity NPD6355 Discontinued
0.7284 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD8032 Phase 2
0.7244 Intermediate Similarity NPD6653 Approved
0.7238 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7232 Intermediate Similarity NPD8313 Approved
0.7232 Intermediate Similarity NPD8312 Approved
0.7222 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD3094 Phase 2
0.7215 Intermediate Similarity NPD2935 Discontinued
0.7212 Intermediate Similarity NPD7458 Discontinued
0.7212 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD3268 Approved
0.7184 Intermediate Similarity NPD7799 Discontinued
0.717 Intermediate Similarity NPD7266 Discontinued
0.716 Intermediate Similarity NPD7057 Phase 3
0.716 Intermediate Similarity NPD7058 Phase 2
0.7152 Intermediate Similarity NPD3299 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4628 Phase 3
0.7119 Intermediate Similarity NPD7685 Pre-registration
0.7115 Intermediate Similarity NPD4140 Approved
0.7103 Intermediate Similarity NPD2629 Approved
0.7101 Intermediate Similarity NPD5402 Approved
0.7067 Intermediate Similarity NPD3092 Approved
0.7055 Intermediate Similarity NPD3300 Phase 2
0.7045 Intermediate Similarity NPD5844 Phase 1
0.7037 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD7003 Approved
0.7037 Intermediate Similarity NPD4110 Phase 3
0.7037 Intermediate Similarity NPD7982 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD3091 Approved
0.7022 Intermediate Similarity NPD6764 Approved
0.7022 Intermediate Similarity NPD6765 Approved
0.7006 Intermediate Similarity NPD4060 Phase 1
0.7006 Intermediate Similarity NPD3226 Approved
0.7 Intermediate Similarity NPD7457 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6099 Approved
0.7 Intermediate Similarity NPD3023 Approved
0.7 Intermediate Similarity NPD3026 Approved
0.7 Intermediate Similarity NPD6100 Approved
0.6993 Remote Similarity NPD2797 Approved
0.6989 Remote Similarity NPD7228 Approved
0.6987 Remote Similarity NPD7985 Registered
0.6982 Remote Similarity NPD37 Approved
0.698 Remote Similarity NPD3025 Approved
0.698 Remote Similarity NPD3024 Approved
0.6977 Remote Similarity NPD6234 Discontinued
0.6966 Remote Similarity NPD7094 Approved
0.6966 Remote Similarity NPD6858 Approved
0.6964 Remote Similarity NPD4380 Phase 2
0.6959 Remote Similarity NPD4966 Approved
0.6959 Remote Similarity NPD4965 Approved
0.6959 Remote Similarity NPD4967 Phase 2
0.6957 Remote Similarity NPD6002 Phase 3
0.6957 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6957 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6957 Remote Similarity NPD6005 Phase 3
0.6957 Remote Similarity NPD2346 Discontinued
0.6957 Remote Similarity NPD6004 Phase 3
0.6948 Remote Similarity NPD5647 Approved
0.6943 Remote Similarity NPD7961 Discontinued
0.6943 Remote Similarity NPD6233 Phase 2
0.6941 Remote Similarity NPD7819 Suspended
0.6923 Remote Similarity NPD7095 Approved
0.6919 Remote Similarity NPD7075 Discontinued
0.6913 Remote Similarity NPD7741 Discontinued
0.6901 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6899 Remote Similarity NPD3620 Phase 2
0.6899 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6897 Remote Similarity NPD7199 Phase 2
0.6894 Remote Similarity NPD2438 Suspended
0.689 Remote Similarity NPD7910 Clinical (unspecified phase)
0.6887 Remote Similarity NPD3496 Discontinued
0.6883 Remote Similarity NPD3266 Approved
0.6883 Remote Similarity NPD3267 Approved
0.6879 Remote Similarity NPD3764 Approved
0.6879 Remote Similarity NPD6798 Discontinued
0.6875 Remote Similarity NPD7097 Phase 1
0.6871 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6868 Remote Similarity NPD6784 Approved
0.6868 Remote Similarity NPD6785 Approved
0.686 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6855 Remote Similarity NPD5735 Approved
0.6854 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6842 Remote Similarity NPD8455 Phase 2
0.6839 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6836 Remote Similarity NPD7473 Discontinued
0.6833 Remote Similarity NPD6559 Discontinued
0.6832 Remote Similarity NPD7033 Discontinued
0.6829 Remote Similarity NPD3750 Approved
0.6821 Remote Similarity NPD3095 Discontinued
0.6795 Remote Similarity NPD2861 Phase 2
0.6792 Remote Similarity NPD7966 Clinical (unspecified phase)
0.679 Remote Similarity NPD5406 Approved
0.679 Remote Similarity NPD5405 Approved
0.679 Remote Similarity NPD5408 Approved
0.679 Remote Similarity NPD5404 Approved
0.6786 Remote Similarity NPD5403 Approved
0.6774 Remote Similarity NPD1470 Approved
0.6772 Remote Similarity NPD7699 Phase 2
0.6772 Remote Similarity NPD7700 Phase 2
0.6772 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6771 Remote Similarity NPD7435 Discontinued
0.6758 Remote Similarity NPD5035 Approved
0.6748 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6744 Remote Similarity NPD5760 Phase 2
0.6744 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6744 Remote Similarity NPD5761 Phase 2
0.674 Remote Similarity NPD8368 Discontinued
0.6736 Remote Similarity NPD8320 Phase 1
0.6736 Remote Similarity NPD8319 Approved
0.6735 Remote Similarity NPD7635 Approved
0.6732 Remote Similarity NPD1201 Approved
0.6728 Remote Similarity NPD4308 Phase 3
0.6728 Remote Similarity NPD2799 Discontinued
0.6728 Remote Similarity NPD7305 Phase 1
0.6725 Remote Similarity NPD7411 Suspended
0.6724 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6723 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6721 Remote Similarity NPD8407 Phase 2
0.6711 Remote Similarity NPD4059 Approved
0.6711 Remote Similarity NPD4626 Approved
0.6711 Remote Similarity NPD4198 Discontinued
0.6711 Remote Similarity NPD7115 Discovery
0.671 Remote Similarity NPD1283 Approved
0.6709 Remote Similarity NPD7008 Discontinued
0.6708 Remote Similarity NPD6353 Approved
0.6707 Remote Similarity NPD2424 Discontinued
0.6705 Remote Similarity NPD8438 Clinical (unspecified phase)
0.6704 Remote Similarity NPD6620 Discovery
0.6704 Remote Similarity NPD3751 Discontinued
0.6703 Remote Similarity NPD5034 Approved
0.6703 Remote Similarity NPD5026 Approved
0.6703 Remote Similarity NPD36 Approved
0.6703 Remote Similarity NPD5028 Approved
0.6703 Remote Similarity NPD4955 Approved
0.6703 Remote Similarity NPD4954 Approved
0.6702 Remote Similarity NPD6534 Approved
0.6702 Remote Similarity NPD6535 Approved
0.6687 Remote Similarity NPD2979 Phase 3
0.6686 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6686 Remote Similarity NPD6801 Discontinued
0.6685 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6685 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6684 Remote Similarity NPD7497 Discontinued
0.6667 Remote Similarity NPD8361 Approved
0.6667 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6232 Discontinued
0.6667 Remote Similarity NPD9493 Approved
0.6667 Remote Similarity NPD6599 Discontinued
0.6667 Remote Similarity NPD6362 Approved
0.6667 Remote Similarity NPD7446 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5401 Approved
0.6667 Remote Similarity NPD2313 Discontinued
0.6667 Remote Similarity NPD7768 Phase 2
0.6667 Remote Similarity NPD8360 Approved
0.6667 Remote Similarity NPD7422 Clinical (unspecified phase)
0.665 Remote Similarity NPD7875 Clinical (unspecified phase)
0.665 Remote Similarity NPD7874 Approved
0.6649 Remote Similarity NPD6213 Phase 3
0.6649 Remote Similarity NPD6212 Phase 3
0.6649 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6648 Remote Similarity NPD5494 Approved
0.6648 Remote Similarity NPD5030 Phase 2
0.6648 Remote Similarity NPD5039 Approved
0.6648 Remote Similarity NPD7240 Approved
0.6647 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6646 Remote Similarity NPD6832 Phase 2
0.6645 Remote Similarity NPD5585 Approved
0.6645 Remote Similarity NPD5691 Approved
0.6645 Remote Similarity NPD5327 Phase 3
0.6644 Remote Similarity NPD690 Clinical (unspecified phase)
0.6632 Remote Similarity NPD6823 Phase 2
0.663 Remote Similarity NPD7074 Phase 3
0.6624 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6624 Remote Similarity NPD2798 Approved
0.6624 Remote Similarity NPD4624 Approved
0.6615 Remote Similarity NPD6778 Approved
0.6615 Remote Similarity NPD6780 Approved
0.6615 Remote Similarity NPD6776 Approved
0.6615 Remote Similarity NPD6782 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