Structure

Physi-Chem Properties

Molecular Weight:  684.42
Volume:  738.667
LogP:  6.682
LogD:  5.618
LogS:  -5.438
# Rotatable Bonds:  18
TPSA:  133.25
# H-Bond Aceptor:  9
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.138
Synthetic Accessibility Score:  5.419
Fsp3:  0.65
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.892
MDCK Permeability:  1.1010612070094794e-05
Pgp-inhibitor:  0.999
Pgp-substrate:  0.837
Human Intestinal Absorption (HIA):  0.108
20% Bioavailability (F20%):  0.007
30% Bioavailability (F30%):  0.938

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.003
Plasma Protein Binding (PPB):  91.61646270751953%
Volume Distribution (VD):  1.634
Pgp-substrate:  2.975837469100952%

ADMET: Metabolism

CYP1A2-inhibitor:  0.043
CYP1A2-substrate:  0.873
CYP2C19-inhibitor:  0.581
CYP2C19-substrate:  0.865
CYP2C9-inhibitor:  0.888
CYP2C9-substrate:  0.035
CYP2D6-inhibitor:  0.062
CYP2D6-substrate:  0.066
CYP3A4-inhibitor:  0.942
CYP3A4-substrate:  0.917

ADMET: Excretion

Clearance (CL):  2.688
Half-life (T1/2):  0.034

ADMET: Toxicity

hERG Blockers:  0.002
Human Hepatotoxicity (H-HT):  0.999
Drug-inuced Liver Injury (DILI):  0.988
AMES Toxicity:  0.021
Rat Oral Acute Toxicity:  0.653
Maximum Recommended Daily Dose:  0.381
Skin Sensitization:  0.104
Carcinogencity:  0.004
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.161

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

  Natural Product: NPC472198

Natural Product ID:  NPC472198
Common Name*:   SPFOIKXVBVXZRQ-DIGRDZFJSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  SPFOIKXVBVXZRQ-DIGRDZFJSA-N
Standard InCHI:  InChI=1S/C47H84O16/c1-14-23(2)15-24(3)16-30(9)45(63-47-44(58)43(57)42(56)36(62-47)22-60-34(13)49)31(10)19-28(7)38(52)26(5)17-25(4)37(51)27(6)18-29(8)39(53)33(12)46(59)61-21-35(50)41(55)40(54)32(11)20-48/h17-19,23-24,26-27,30-33,35-45,47-48,50-58H,14-16,20-22H2,1-13H3/b25-17+,28-19+,29-18+/t23-,24-,26-,27-,30-,31-,32+,33+,35+,36+,37+,38-,39+,40+,41+,42+,43-,44-,45+,47-/m0/s1
SMILES:  CCC(C)CC(C)CC(C)C(C(C)C=C(C)C(C(C)C=C(C)C(C(C)C=C(C)C(C(C)C(=O)OCC(C(C(C(C)CO)O)O)O)O)O)O)OC1C(C(C(C(O1)COC(=O)C)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3344128
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001552] Sesterterpenoids

*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
NPO33169 bionectria ochroleuca Species Bionectriaceae Eukaryota n.a. n.a. n.a. PMID[25302529]

☑ 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
NPT20 Organism Candida albicans Candida albicans IC50 = 24100.0 nM PMID[450082]
NPT20 Organism Candida albicans Candida albicans IC50 = 1500.0 nM PMID[450082]
NPT20 Organism Candida albicans Candida albicans Ratio = 0.25 n.a. PMID[450082]
NPT20 Organism Candida albicans Candida albicans MIC=>80 = 50.0 uM PMID[450082]
NPT20 Organism Candida albicans Candida albicans MIC=>80 = 1.25 uM PMID[450082]
NPT20 Organism Candida albicans Candida albicans Ratio = 0.03 n.a. PMID[450082]
NPT20 Organism Candida albicans Candida albicans FICI = 0.28 n.a. PMID[450082]

☑ 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 NPC472198 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
0.977 High Similarity NPC472199
0.9326 High Similarity NPC472197
0.8913 High Similarity NPC159698
0.8804 High Similarity NPC238090
0.8804 High Similarity NPC320089
0.8804 High Similarity NPC472196
0.8804 High Similarity NPC472195
0.8778 High Similarity NPC137368
0.8298 Intermediate Similarity NPC9447
0.8222 Intermediate Similarity NPC69469
0.8191 Intermediate Similarity NPC313670
0.8144 Intermediate Similarity NPC54731
0.8043 Intermediate Similarity NPC477747
0.8043 Intermediate Similarity NPC477746
0.8039 Intermediate Similarity NPC476740
0.8039 Intermediate Similarity NPC476738
0.8 Intermediate Similarity NPC21693
0.8 Intermediate Similarity NPC236649
0.7981 Intermediate Similarity NPC313668
0.7981 Intermediate Similarity NPC315836
0.7959 Intermediate Similarity NPC306041
0.7957 Intermediate Similarity NPC311163
0.7941 Intermediate Similarity NPC470768
0.7941 Intermediate Similarity NPC470519
0.7941 Intermediate Similarity NPC469869
0.7941 Intermediate Similarity NPC231271
0.7925 Intermediate Similarity NPC174836
0.7921 Intermediate Similarity NPC201191
0.7917 Intermediate Similarity NPC235051
0.7905 Intermediate Similarity NPC83005
0.7879 Intermediate Similarity NPC476612
0.7879 Intermediate Similarity NPC476613
0.7879 Intermediate Similarity NPC40812
0.7872 Intermediate Similarity NPC477959
0.7872 Intermediate Similarity NPC86005
0.7872 Intermediate Similarity NPC475037
0.7865 Intermediate Similarity NPC133377
0.7864 Intermediate Similarity NPC315070
0.785 Intermediate Similarity NPC264153
0.7849 Intermediate Similarity NPC471494
0.7843 Intermediate Similarity NPC475367
0.7843 Intermediate Similarity NPC474581
0.7843 Intermediate Similarity NPC309398
0.7843 Intermediate Similarity NPC473816
0.7835 Intermediate Similarity NPC478036
0.7835 Intermediate Similarity NPC478037
0.7826 Intermediate Similarity NPC473500
0.7826 Intermediate Similarity NPC156089
0.7826 Intermediate Similarity NPC470313
0.7826 Intermediate Similarity NPC38295
0.7822 Intermediate Similarity NPC20673
0.7822 Intermediate Similarity NPC154132
0.7822 Intermediate Similarity NPC475655
0.7822 Intermediate Similarity NPC57586
0.7822 Intermediate Similarity NPC475157
0.7822 Intermediate Similarity NPC476611
0.7822 Intermediate Similarity NPC471637
0.7822 Intermediate Similarity NPC98859
0.7822 Intermediate Similarity NPC4637
0.7822 Intermediate Similarity NPC2313
0.7812 Intermediate Similarity NPC202886
0.7812 Intermediate Similarity NPC473311
0.78 Intermediate Similarity NPC203627
0.7778 Intermediate Similarity NPC165332
0.7778 Intermediate Similarity NPC474297
0.7778 Intermediate Similarity NPC195645
0.7778 Intermediate Similarity NPC181145
0.7778 Intermediate Similarity NPC180722
0.7778 Intermediate Similarity NPC321728
0.7755 Intermediate Similarity NPC256368
0.7753 Intermediate Similarity NPC110813
0.7745 Intermediate Similarity NPC313569
0.7745 Intermediate Similarity NPC223834
0.7742 Intermediate Similarity NPC266718
0.7732 Intermediate Similarity NPC477749
0.7727 Intermediate Similarity NPC475309
0.7723 Intermediate Similarity NPC473146
0.7723 Intermediate Similarity NPC469871
0.7723 Intermediate Similarity NPC469870
0.7723 Intermediate Similarity NPC244878
0.7717 Intermediate Similarity NPC477385
0.7717 Intermediate Similarity NPC477390
0.7714 Intermediate Similarity NPC219900
0.7714 Intermediate Similarity NPC392
0.7714 Intermediate Similarity NPC177524
0.7714 Intermediate Similarity NPC193765
0.7708 Intermediate Similarity NPC477748
0.77 Intermediate Similarity NPC472290
0.7692 Intermediate Similarity NPC470763
0.7692 Intermediate Similarity NPC163362
0.7692 Intermediate Similarity NPC127295
0.7692 Intermediate Similarity NPC470767
0.7685 Intermediate Similarity NPC311592
0.7685 Intermediate Similarity NPC474410
0.7685 Intermediate Similarity NPC75167
0.7685 Intermediate Similarity NPC293658
0.7677 Intermediate Similarity NPC469543
0.7677 Intermediate Similarity NPC108141
0.7677 Intermediate Similarity NPC36954
0.767 Intermediate Similarity NPC197736
0.7664 Intermediate Similarity NPC31839
0.7664 Intermediate Similarity NPC297945
0.7664 Intermediate Similarity NPC126897
0.766 Intermediate Similarity NPC475034
0.766 Intermediate Similarity NPC470124
0.7653 Intermediate Similarity NPC61201
0.7653 Intermediate Similarity NPC471483
0.7647 Intermediate Similarity NPC154127
0.7647 Intermediate Similarity NPC198992
0.7642 Intermediate Similarity NPC118225
0.7642 Intermediate Similarity NPC40728
0.7636 Intermediate Similarity NPC471547
0.7629 Intermediate Similarity NPC6414
0.7629 Intermediate Similarity NPC303451
0.7624 Intermediate Similarity NPC70733
0.7624 Intermediate Similarity NPC83895
0.7624 Intermediate Similarity NPC187761
0.7624 Intermediate Similarity NPC477928
0.7624 Intermediate Similarity NPC472015
0.7624 Intermediate Similarity NPC56071
0.7624 Intermediate Similarity NPC308567
0.7624 Intermediate Similarity NPC261377
0.7624 Intermediate Similarity NPC255592
0.7624 Intermediate Similarity NPC475653
0.7624 Intermediate Similarity NPC151093
0.7619 Intermediate Similarity NPC472390
0.7619 Intermediate Similarity NPC293512
0.7615 Intermediate Similarity NPC472274
0.7615 Intermediate Similarity NPC475486
0.7615 Intermediate Similarity NPC164389
0.7604 Intermediate Similarity NPC248312
0.7604 Intermediate Similarity NPC201046
0.76 Intermediate Similarity NPC475540
0.76 Intermediate Similarity NPC475375
0.76 Intermediate Similarity NPC475164
0.76 Intermediate Similarity NPC475241
0.76 Intermediate Similarity NPC476066
0.76 Intermediate Similarity NPC143446
0.76 Intermediate Similarity NPC473765
0.76 Intermediate Similarity NPC475525
0.76 Intermediate Similarity NPC288350
0.76 Intermediate Similarity NPC173329
0.76 Intermediate Similarity NPC473605
0.76 Intermediate Similarity NPC241911
0.76 Intermediate Similarity NPC475593
0.7596 Intermediate Similarity NPC220964
0.7596 Intermediate Similarity NPC474917
0.7596 Intermediate Similarity NPC475676
0.7593 Intermediate Similarity NPC48249
0.7593 Intermediate Similarity NPC80843
0.7593 Intermediate Similarity NPC1046
0.7579 Intermediate Similarity NPC208473
0.7576 Intermediate Similarity NPC71589
0.7576 Intermediate Similarity NPC178949
0.7576 Intermediate Similarity NPC5418
0.7576 Intermediate Similarity NPC96736
0.7573 Intermediate Similarity NPC473596
0.7573 Intermediate Similarity NPC471599
0.7573 Intermediate Similarity NPC195510
0.7573 Intermediate Similarity NPC13171
0.757 Intermediate Similarity NPC274507
0.757 Intermediate Similarity NPC242611
0.7568 Intermediate Similarity NPC234522
0.7553 Intermediate Similarity NPC475035
0.7551 Intermediate Similarity NPC302584
0.7549 Intermediate Similarity NPC64348
0.7549 Intermediate Similarity NPC306344
0.7549 Intermediate Similarity NPC22149
0.7549 Intermediate Similarity NPC255677
0.7547 Intermediate Similarity NPC295389
0.7547 Intermediate Similarity NPC217921
0.7547 Intermediate Similarity NPC128795
0.7547 Intermediate Similarity NPC473807
0.7547 Intermediate Similarity NPC135015
0.7547 Intermediate Similarity NPC48548
0.7547 Intermediate Similarity NPC475960
0.7545 Intermediate Similarity NPC291903
0.7545 Intermediate Similarity NPC26626
0.7545 Intermediate Similarity NPC288205
0.7545 Intermediate Similarity NPC37134
0.7545 Intermediate Similarity NPC75287
0.7545 Intermediate Similarity NPC476992
0.7545 Intermediate Similarity NPC305267
0.7545 Intermediate Similarity NPC51465
0.7526 Intermediate Similarity NPC478110
0.7525 Intermediate Similarity NPC263674
0.7525 Intermediate Similarity NPC304445
0.7525 Intermediate Similarity NPC236580
0.7525 Intermediate Similarity NPC125551
0.7525 Intermediate Similarity NPC120299
0.7525 Intermediate Similarity NPC239547
0.7525 Intermediate Similarity NPC155319
0.7525 Intermediate Similarity NPC96597
0.7525 Intermediate Similarity NPC309503
0.7525 Intermediate Similarity NPC58267
0.7525 Intermediate Similarity NPC91197
0.7525 Intermediate Similarity NPC278506
0.7525 Intermediate Similarity NPC475332
0.7525 Intermediate Similarity NPC261372
0.7524 Intermediate Similarity NPC472749

  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 NPC472198 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
0.8298 Intermediate Similarity NPD7983 Approved
0.8 Intermediate Similarity NPD6698 Approved
0.8 Intermediate Similarity NPD46 Approved
0.78 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD7839 Suspended
0.7714 Intermediate Similarity NPD6686 Approved
0.7664 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7629 Intermediate Similarity NPD7838 Discovery
0.7522 Intermediate Similarity NPD8516 Approved
0.7522 Intermediate Similarity NPD8515 Approved
0.7522 Intermediate Similarity NPD8513 Phase 3
0.7522 Intermediate Similarity NPD8517 Approved
0.7368 Intermediate Similarity NPD8444 Approved
0.7328 Intermediate Similarity NPD8299 Approved
0.7328 Intermediate Similarity NPD8341 Approved
0.7328 Intermediate Similarity NPD8342 Approved
0.7328 Intermediate Similarity NPD8340 Approved
0.73 Intermediate Similarity NPD5779 Approved
0.73 Intermediate Similarity NPD5778 Approved
0.7203 Intermediate Similarity NPD8448 Approved
0.713 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7119 Intermediate Similarity NPD8451 Approved
0.7094 Intermediate Similarity NPD7829 Approved
0.7094 Intermediate Similarity NPD7830 Approved
0.7094 Intermediate Similarity NPD8328 Phase 3
0.7018 Intermediate Similarity NPD8137 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.6972 Remote Similarity NPD6412 Phase 2
0.697 Remote Similarity NPD4250 Approved
0.697 Remote Similarity NPD4251 Approved
0.6947 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6937 Remote Similarity NPD6371 Approved
0.6917 Remote Similarity NPD8074 Phase 3
0.6907 Remote Similarity NPD7154 Phase 3
0.6903 Remote Similarity NPD8133 Approved
0.6885 Remote Similarity NPD8392 Approved
0.6885 Remote Similarity NPD8391 Approved
0.6885 Remote Similarity NPD8390 Approved
0.6869 Remote Similarity NPD4249 Approved
0.6863 Remote Similarity NPD7637 Suspended
0.6832 Remote Similarity NPD6101 Approved
0.6832 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6822 Remote Similarity NPD5344 Discontinued
0.681 Remote Similarity NPD7641 Discontinued
0.6807 Remote Similarity NPD7642 Approved
0.6803 Remote Similarity NPD7319 Approved
0.6792 Remote Similarity NPD4225 Approved
0.678 Remote Similarity NPD8033 Approved
0.678 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6771 Remote Similarity NPD4819 Approved
0.6771 Remote Similarity NPD4821 Approved
0.6771 Remote Similarity NPD4822 Approved
0.6771 Remote Similarity NPD4820 Approved
0.6737 Remote Similarity NPD4268 Approved
0.6737 Remote Similarity NPD4271 Approved
0.6723 Remote Similarity NPD8080 Discontinued
0.6699 Remote Similarity NPD6411 Approved
0.6695 Remote Similarity NPD8377 Approved
0.6695 Remote Similarity NPD8294 Approved
0.6694 Remote Similarity NPD7507 Approved
0.6694 Remote Similarity NPD8273 Phase 1
0.6667 Remote Similarity NPD7327 Approved
0.6667 Remote Similarity NPD7328 Approved
0.6667 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6639 Remote Similarity NPD8378 Approved
0.6639 Remote Similarity NPD8296 Approved
0.6639 Remote Similarity NPD8335 Approved
0.6639 Remote Similarity NPD8380 Approved
0.6639 Remote Similarity NPD8379 Approved
0.6633 Remote Similarity NPD4270 Approved
0.6633 Remote Similarity NPD4269 Approved
0.661 Remote Similarity NPD7516 Approved
0.6602 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6566 Remote Similarity NPD5362 Discontinued
0.6535 Remote Similarity NPD5786 Approved
0.65 Remote Similarity NPD7503 Approved
0.6436 Remote Similarity NPD5363 Approved
0.6429 Remote Similarity NPD4252 Approved
0.6422 Remote Similarity NPD7640 Approved
0.6422 Remote Similarity NPD7639 Approved
0.6422 Remote Similarity NPD6648 Approved
0.6415 Remote Similarity NPD5282 Discontinued
0.64 Remote Similarity NPD5331 Approved
0.64 Remote Similarity NPD5332 Approved
0.64 Remote Similarity NPD6110 Phase 1
0.6371 Remote Similarity NPD8293 Discontinued
0.6364 Remote Similarity NPD4790 Discontinued
0.6364 Remote Similarity NPD5369 Approved
0.6357 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6348 Remote Similarity NPD6421 Discontinued
0.633 Remote Similarity NPD7638 Approved
0.632 Remote Similarity NPD7736 Approved
0.6311 Remote Similarity NPD7524 Approved
0.6308 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6306 Remote Similarity NPD8086 Approved
0.6306 Remote Similarity NPD8138 Approved
0.6306 Remote Similarity NPD8082 Approved
0.6306 Remote Similarity NPD8139 Approved
0.6306 Remote Similarity NPD8085 Approved
0.6306 Remote Similarity NPD8083 Approved
0.6306 Remote Similarity NPD8084 Approved
0.63 Remote Similarity NPD6435 Approved
0.6286 Remote Similarity NPD5785 Approved
0.6283 Remote Similarity NPD8393 Approved
0.6275 Remote Similarity NPD6082 Clinical (unspecified phase)
0.625 Remote Similarity NPD8275 Approved
0.625 Remote Similarity NPD8276 Approved
0.6226 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6224 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6204 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6195 Remote Similarity NPD8081 Approved
0.619 Remote Similarity NPD5370 Suspended
0.6179 Remote Similarity NPD6370 Approved
0.6176 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6174 Remote Similarity NPD5345 Clinical (unspecified phase)
0.617 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6167 Remote Similarity NPD7500 Approved
0.6167 Remote Similarity NPD7115 Discovery
0.6154 Remote Similarity NPD8415 Approved
0.6117 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6102 Remote Similarity NPD6053 Discontinued
0.61 Remote Similarity NPD5368 Approved
0.6098 Remote Similarity NPD8268 Approved
0.6098 Remote Similarity NPD8266 Approved
0.6098 Remote Similarity NPD8267 Approved
0.6098 Remote Similarity NPD8269 Approved
0.6087 Remote Similarity NPD8140 Approved
0.6087 Remote Similarity NPD8307 Discontinued
0.608 Remote Similarity NPD7492 Approved
0.6078 Remote Similarity NPD6695 Phase 3
0.6071 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6063 Remote Similarity NPD8336 Approved
0.6063 Remote Similarity NPD8337 Approved
0.6044 Remote Similarity NPD7909 Approved
0.6032 Remote Similarity NPD6616 Approved
0.6022 Remote Similarity NPD898 Approved
0.6022 Remote Similarity NPD897 Approved
0.6022 Remote Similarity NPD896 Approved
0.6022 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6019 Remote Similarity NPD6399 Phase 3
0.6016 Remote Similarity NPD6059 Approved
0.6016 Remote Similarity NPD6319 Approved
0.6016 Remote Similarity NPD6054 Approved
0.6 Remote Similarity NPD7750 Discontinued
0.6 Remote Similarity NPD7329 Approved
0.5984 Remote Similarity NPD7078 Approved
0.5983 Remote Similarity NPD8306 Approved
0.5983 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5983 Remote Similarity NPD8305 Approved
0.5981 Remote Similarity NPD3168 Discontinued
0.5932 Remote Similarity NPD8087 Discontinued
0.5922 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5922 Remote Similarity NPD3669 Approved
0.5918 Remote Similarity NPD8039 Approved
0.5905 Remote Similarity NPD6422 Discontinued
0.5902 Remote Similarity NPD7505 Discontinued
0.5889 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5888 Remote Similarity NPD1695 Approved
0.5882 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5878 Remote Similarity NPD8338 Approved
0.5877 Remote Similarity NPD7632 Discontinued
0.5876 Remote Similarity NPD3181 Approved
0.587 Remote Similarity NPD3197 Phase 1
0.5862 Remote Similarity NPD5048 Discontinued
0.5856 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5842 Remote Similarity NPD6929 Approved
0.584 Remote Similarity NPD6015 Approved
0.584 Remote Similarity NPD6016 Approved
0.5833 Remote Similarity NPD8297 Approved
0.5833 Remote Similarity NPD6430 Approved
0.5833 Remote Similarity NPD6882 Approved
0.5833 Remote Similarity NPD6429 Approved
0.5818 Remote Similarity NPD7748 Approved
0.5812 Remote Similarity NPD6685 Approved
0.5804 Remote Similarity NPD7902 Approved
0.5798 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5794 Remote Similarity NPD5988 Approved
0.5784 Remote Similarity NPD6930 Phase 2
0.5784 Remote Similarity NPD6931 Approved
0.5772 Remote Similarity NPD6009 Approved
0.5766 Remote Similarity NPD8384 Approved
0.5748 Remote Similarity NPD6067 Discontinued
0.5743 Remote Similarity NPD4238 Approved
0.5743 Remote Similarity NPD4802 Phase 2
0.5725 Remote Similarity NPD6914 Discontinued
0.5714 Remote Similarity NPD6921 Approved
0.5673 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5673 Remote Similarity NPD5209 Approved
0.5664 Remote Similarity NPD6084 Phase 2
0.5664 Remote Similarity NPD6083 Phase 2
0.5656 Remote Similarity NPD4632 Approved
0.5652 Remote Similarity NPD368 Approved
0.5644 Remote Similarity NPD4756 Discovery
0.5644 Remote Similarity NPD6925 Approved
0.5644 Remote Similarity NPD5776 Phase 2
0.5641 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5641 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5641 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5638 Remote Similarity NPD2685 Clinical (unspecified phase)

  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