Structure

Physi-Chem Properties

Molecular Weight:  900.45
Volume:  892.5
LogP:  3.331
LogD:  2.819
LogS:  -4.562
# Rotatable Bonds:  8
TPSA:  246.56
# H-Bond Aceptor:  16
# H-Bond Donor:  4
# Rings:  8
# Heavy Atoms:  16

MedChem Properties

QED Drug-Likeness Score:  0.234
Synthetic Accessibility Score:  7.892
Fsp3:  0.854
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:  -5.341
MDCK Permeability:  0.00029337749583646655
Pgp-inhibitor:  0.992
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.193
20% Bioavailability (F20%):  0.055
30% Bioavailability (F30%):  0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.142
Plasma Protein Binding (PPB):  40.939666748046875%
Volume Distribution (VD):  0.572
Pgp-substrate:  21.49417495727539%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.033
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.173
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.017
CYP2D6-inhibitor:  0.007
CYP2D6-substrate:  0.034
CYP3A4-inhibitor:  0.471
CYP3A4-substrate:  0.669

ADMET: Excretion

Clearance (CL):  2.612
Half-life (T1/2):  0.113

ADMET: Toxicity

hERG Blockers:  0.724
Human Hepatotoxicity (H-HT):  0.193
Drug-inuced Liver Injury (DILI):  0.385
AMES Toxicity:  0.055
Rat Oral Acute Toxicity:  0.71
Maximum Recommended Daily Dose:  0.993
Skin Sensitization:  0.42
Carcinogencity:  0.085
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.987

Download Data

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

  Natural Product: NPC316930

Natural Product ID:  NPC316930
Common Name*:   HBLYPVGCCIWEHX-XTETYGSLSA-N
IUPAC Name:   n.a.
Synonyms:   Rel-Biexcisusin C
Standard InCHIKey:  HBLYPVGCCIWEHX-XTETYGSLSA-N
Standard InCHI:  InChI=1S/C48H68O16/c1-21(49)60-30-13-25-17-47(20-29(55)37-43(7,8)35(63-24(4)52)16-33(57)45(37,10)39(30)47)41(59)64-48(12-11-27(25)53)26-14-31(61-22(2)50)38-44(9)32(56)15-34(62-23(3)51)42(5,6)36(44)28(54)19-46(38,18-26)40(48)58/h25-26,28-39,54-57H,11-20H2,1-10H3/t25-,26-,28-,29-,30-,31-,32-,33-,34-,35-,36+,37+,38-,39-,44+,45+,46-,47-,48-/m0/s1
SMILES:  CC(=O)O[C@H]1C[C@H](O)[C@@]2([C@@H](C1(C)C)[C@@H](O)C[C@]13[C@H]2[C@@H](OC(=O)C)C[C@@H](C1)[C@]1(C3=O)CCC(=O)[C@@H]2C[C@]3(C(=O)O1)C[C@H](O)[C@H]1[C@@]([C@@H]3[C@H](C2)OC(=O)C)(C)[C@@H](O)C[C@@H](C1(C)C)OC(=O)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1941086
PubChem CID:   57399961
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
NPO26913 Isodon excisus Species Lamiaceae Eukaryota n.a. whole plant n.a. PMID[10896056]
NPO26913 Isodon excisus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[11374970]
NPO26913 Isodon excisus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[17338565]
NPO26913 Isodon excisus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[21273070]
NPO26913 Isodon excisus Species Lamiaceae Eukaryota n.a. aerial part n.a. PMID[22066578]
NPO26913 Isodon excisus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ 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
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 50000.0 nM PMID[535966]

☑ 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 NPC316930 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
0.99 High Similarity NPC320475
0.99 High Similarity NPC321661
0.9307 High Similarity NPC327093
0.8333 Intermediate Similarity NPC62407
0.8333 Intermediate Similarity NPC287354
0.8319 Intermediate Similarity NPC324253
0.8137 Intermediate Similarity NPC476189
0.8125 Intermediate Similarity NPC97002
0.81 Intermediate Similarity NPC236459
0.8095 Intermediate Similarity NPC476294
0.8091 Intermediate Similarity NPC228190
0.8091 Intermediate Similarity NPC236753
0.8073 Intermediate Similarity NPC203974
0.807 Intermediate Similarity NPC179429
0.7982 Intermediate Similarity NPC50535
0.7961 Intermediate Similarity NPC472148
0.7961 Intermediate Similarity NPC472147
0.7946 Intermediate Similarity NPC469824
0.7941 Intermediate Similarity NPC77756
0.7941 Intermediate Similarity NPC476296
0.7909 Intermediate Similarity NPC251824
0.7909 Intermediate Similarity NPC86852
0.7905 Intermediate Similarity NPC163685
0.7905 Intermediate Similarity NPC235109
0.79 Intermediate Similarity NPC248216
0.789 Intermediate Similarity NPC88469
0.789 Intermediate Similarity NPC47281
0.7885 Intermediate Similarity NPC470423
0.7876 Intermediate Similarity NPC477489
0.7864 Intermediate Similarity NPC52756
0.7838 Intermediate Similarity NPC472079
0.7818 Intermediate Similarity NPC28791
0.781 Intermediate Similarity NPC82633
0.781 Intermediate Similarity NPC305808
0.781 Intermediate Similarity NPC470031
0.78 Intermediate Similarity NPC62572
0.78 Intermediate Similarity NPC477445
0.7778 Intermediate Similarity NPC327451
0.7778 Intermediate Similarity NPC477172
0.7768 Intermediate Similarity NPC469825
0.7768 Intermediate Similarity NPC227879
0.7768 Intermediate Similarity NPC208333
0.7767 Intermediate Similarity NPC477444
0.7767 Intermediate Similarity NPC477442
0.7767 Intermediate Similarity NPC477433
0.7757 Intermediate Similarity NPC472144
0.7745 Intermediate Similarity NPC191221
0.7736 Intermediate Similarity NPC116683
0.7736 Intermediate Similarity NPC476728
0.7723 Intermediate Similarity NPC472272
0.7723 Intermediate Similarity NPC476726
0.7723 Intermediate Similarity NPC83242
0.7723 Intermediate Similarity NPC476727
0.7719 Intermediate Similarity NPC477492
0.7714 Intermediate Similarity NPC477495
0.7714 Intermediate Similarity NPC470424
0.7706 Intermediate Similarity NPC470172
0.77 Intermediate Similarity NPC473299
0.77 Intermediate Similarity NPC105895
0.7679 Intermediate Similarity NPC469826
0.7677 Intermediate Similarity NPC289486
0.7677 Intermediate Similarity NPC61107
0.7677 Intermediate Similarity NPC30583
0.7677 Intermediate Similarity NPC328007
0.7672 Intermediate Similarity NPC475490
0.767 Intermediate Similarity NPC67653
0.767 Intermediate Similarity NPC477443
0.767 Intermediate Similarity NPC477440
0.767 Intermediate Similarity NPC61688
0.767 Intermediate Similarity NPC471459
0.7664 Intermediate Similarity NPC472145
0.7664 Intermediate Similarity NPC471241
0.7658 Intermediate Similarity NPC306776
0.7636 Intermediate Similarity NPC473406
0.7636 Intermediate Similarity NPC34562
0.7636 Intermediate Similarity NPC471253
0.7632 Intermediate Similarity NPC473062
0.7632 Intermediate Similarity NPC470281
0.7624 Intermediate Similarity NPC473350
0.7619 Intermediate Similarity NPC161035
0.7615 Intermediate Similarity NPC295276
0.7615 Intermediate Similarity NPC253886
0.7615 Intermediate Similarity NPC121218
0.7596 Intermediate Similarity NPC88337
0.7596 Intermediate Similarity NPC472146
0.7596 Intermediate Similarity NPC185529
0.7596 Intermediate Similarity NPC475211
0.7593 Intermediate Similarity NPC474724
0.7589 Intermediate Similarity NPC176949
0.7589 Intermediate Similarity NPC201908
0.7586 Intermediate Similarity NPC470115
0.7586 Intermediate Similarity NPC470116
0.7576 Intermediate Similarity NPC476071
0.7576 Intermediate Similarity NPC73515
0.7573 Intermediate Similarity NPC477614
0.7573 Intermediate Similarity NPC226491
0.7568 Intermediate Similarity NPC29705
0.7565 Intermediate Similarity NPC40608
0.7549 Intermediate Similarity NPC120395
0.7547 Intermediate Similarity NPC247877
0.7547 Intermediate Similarity NPC206878
0.7547 Intermediate Similarity NPC309127
0.7545 Intermediate Similarity NPC80191
0.7545 Intermediate Similarity NPC310031
0.7545 Intermediate Similarity NPC170615
0.7545 Intermediate Similarity NPC213528
0.7545 Intermediate Similarity NPC471254
0.7545 Intermediate Similarity NPC244969
0.7544 Intermediate Similarity NPC470622
0.7525 Intermediate Similarity NPC473336
0.7525 Intermediate Similarity NPC471044
0.7525 Intermediate Similarity NPC237938
0.7525 Intermediate Similarity NPC219535
0.7525 Intermediate Similarity NPC50438
0.7523 Intermediate Similarity NPC20028
0.7522 Intermediate Similarity NPC202898
0.7522 Intermediate Similarity NPC475319
0.7522 Intermediate Similarity NPC94529
0.7522 Intermediate Similarity NPC92890
0.75 Intermediate Similarity NPC470632
0.75 Intermediate Similarity NPC215408
0.75 Intermediate Similarity NPC166079
0.75 Intermediate Similarity NPC295366
0.75 Intermediate Similarity NPC472273
0.75 Intermediate Similarity NPC196528
0.7477 Intermediate Similarity NPC225238
0.7477 Intermediate Similarity NPC469985
0.7476 Intermediate Similarity NPC470920
0.7475 Intermediate Similarity NPC261616
0.7459 Intermediate Similarity NPC169818
0.7456 Intermediate Similarity NPC233433
0.7456 Intermediate Similarity NPC473817
0.7456 Intermediate Similarity NPC92297
0.7456 Intermediate Similarity NPC94086
0.7456 Intermediate Similarity NPC273002
0.7456 Intermediate Similarity NPC220836
0.7455 Intermediate Similarity NPC259654
0.7455 Intermediate Similarity NPC298266
0.7451 Intermediate Similarity NPC266651
0.7438 Intermediate Similarity NPC65858
0.7436 Intermediate Similarity NPC477465
0.7434 Intermediate Similarity NPC126753
0.7431 Intermediate Similarity NPC162459
0.7431 Intermediate Similarity NPC38471
0.7431 Intermediate Similarity NPC38296
0.7431 Intermediate Similarity NPC98837
0.7431 Intermediate Similarity NPC20479
0.7431 Intermediate Similarity NPC253995
0.7431 Intermediate Similarity NPC28864
0.7429 Intermediate Similarity NPC470114
0.7414 Intermediate Similarity NPC280782
0.7411 Intermediate Similarity NPC310586
0.7411 Intermediate Similarity NPC469827
0.7411 Intermediate Similarity NPC100078
0.7404 Intermediate Similarity NPC473319
0.7404 Intermediate Similarity NPC131104
0.7404 Intermediate Similarity NPC90676
0.7404 Intermediate Similarity NPC3032
0.74 Intermediate Similarity NPC48756
0.74 Intermediate Similarity NPC280781
0.7398 Intermediate Similarity NPC273962
0.7387 Intermediate Similarity NPC275990
0.7379 Intermediate Similarity NPC302111
0.7379 Intermediate Similarity NPC477441
0.7377 Intermediate Similarity NPC267822
0.7377 Intermediate Similarity NPC43252
0.7377 Intermediate Similarity NPC135038
0.7374 Intermediate Similarity NPC220379
0.7374 Intermediate Similarity NPC320144
0.7374 Intermediate Similarity NPC80891
0.7374 Intermediate Similarity NPC472310
0.7374 Intermediate Similarity NPC476176
0.7374 Intermediate Similarity NPC201276
0.7368 Intermediate Similarity NPC211224
0.7364 Intermediate Similarity NPC41843
0.7364 Intermediate Similarity NPC293866
0.7358 Intermediate Similarity NPC216137
0.7355 Intermediate Similarity NPC470478
0.7353 Intermediate Similarity NPC34984
0.7353 Intermediate Similarity NPC25037
0.7353 Intermediate Similarity NPC477434
0.735 Intermediate Similarity NPC202889
0.7345 Intermediate Similarity NPC231530
0.7345 Intermediate Similarity NPC475571
0.7345 Intermediate Similarity NPC278628
0.7345 Intermediate Similarity NPC37600
0.7339 Intermediate Similarity NPC74466
0.7333 Intermediate Similarity NPC56962
0.7333 Intermediate Similarity NPC200580
0.7333 Intermediate Similarity NPC24705
0.7327 Intermediate Similarity NPC317066
0.7327 Intermediate Similarity NPC268040
0.7321 Intermediate Similarity NPC266
0.7321 Intermediate Similarity NPC107385
0.7315 Intermediate Similarity NPC215570
0.7308 Intermediate Similarity NPC263802
0.7308 Intermediate Similarity NPC239938
0.7304 Intermediate Similarity NPC87393
0.73 Intermediate Similarity NPC474714
0.7297 Intermediate Similarity NPC477051

  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 NPC316930 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
0.7411 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7304 Intermediate Similarity NPD6373 Approved
0.7304 Intermediate Similarity NPD6372 Approved
0.7273 Intermediate Similarity NPD6114 Approved
0.7273 Intermediate Similarity NPD6697 Approved
0.7273 Intermediate Similarity NPD6118 Approved
0.7273 Intermediate Similarity NPD6115 Approved
0.7193 Intermediate Similarity NPD6675 Approved
0.7193 Intermediate Similarity NPD7128 Approved
0.7193 Intermediate Similarity NPD6402 Approved
0.7193 Intermediate Similarity NPD5739 Approved
0.7179 Intermediate Similarity NPD6650 Approved
0.7179 Intermediate Similarity NPD6649 Approved
0.7172 Intermediate Similarity NPD6116 Phase 1
0.7143 Intermediate Similarity NPD1700 Approved
0.7119 Intermediate Similarity NPD8297 Approved
0.7071 Intermediate Similarity NPD6117 Approved
0.7069 Intermediate Similarity NPD7320 Approved
0.7069 Intermediate Similarity NPD6899 Approved
0.7069 Intermediate Similarity NPD6881 Approved
0.7037 Intermediate Similarity NPD8034 Phase 2
0.7037 Intermediate Similarity NPD8035 Phase 2
0.7034 Intermediate Similarity NPD8130 Phase 1
0.6983 Remote Similarity NPD5697 Approved
0.6983 Remote Similarity NPD5701 Approved
0.6975 Remote Similarity NPD6882 Approved
0.697 Remote Similarity NPD3703 Phase 2
0.6949 Remote Similarity NPD7102 Approved
0.6949 Remote Similarity NPD6883 Approved
0.6949 Remote Similarity NPD7290 Approved
0.6891 Remote Similarity NPD6869 Approved
0.6891 Remote Similarity NPD6617 Approved
0.6891 Remote Similarity NPD6847 Approved
0.6885 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6875 Remote Similarity NPD7736 Approved
0.6869 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6864 Remote Similarity NPD6013 Approved
0.6864 Remote Similarity NPD6012 Approved
0.6864 Remote Similarity NPD6014 Approved
0.6855 Remote Similarity NPD6319 Approved
0.6825 Remote Similarity NPD8328 Phase 3
0.68 Remote Similarity NPD3702 Approved
0.678 Remote Similarity NPD5345 Clinical (unspecified phase)
0.678 Remote Similarity NPD6011 Approved
0.6777 Remote Similarity NPD8133 Approved
0.675 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6081 Approved
0.6667 Remote Similarity NPD5696 Approved
0.6667 Remote Similarity NPD8293 Discontinued
0.6667 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5777 Approved
0.6667 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6641 Remote Similarity NPD7492 Approved
0.6639 Remote Similarity NPD4632 Approved
0.6636 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6613 Remote Similarity NPD6009 Approved
0.6589 Remote Similarity NPD6616 Approved
0.6587 Remote Similarity NPD6059 Approved
0.6587 Remote Similarity NPD6054 Approved
0.6579 Remote Similarity NPD4755 Approved
0.6579 Remote Similarity NPD6084 Phase 2
0.6579 Remote Similarity NPD6083 Phase 2
0.6566 Remote Similarity NPD4244 Approved
0.6566 Remote Similarity NPD4245 Approved
0.6566 Remote Similarity NPD4789 Approved
0.6562 Remote Similarity NPD7604 Phase 2
0.6538 Remote Similarity NPD7078 Approved
0.6535 Remote Similarity NPD5983 Phase 2
0.6532 Remote Similarity NPD6274 Approved
0.6518 Remote Similarity NPD8171 Discontinued
0.6508 Remote Similarity NPD7100 Approved
0.6508 Remote Similarity NPD7101 Approved
0.6484 Remote Similarity NPD6370 Approved
0.6476 Remote Similarity NPD6928 Phase 2
0.6471 Remote Similarity NPD6008 Approved
0.6466 Remote Similarity NPD4700 Approved
0.6466 Remote Similarity NPD5286 Approved
0.6466 Remote Similarity NPD5285 Approved
0.6466 Remote Similarity NPD4696 Approved
0.6465 Remote Similarity NPD3698 Phase 2
0.6465 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6465 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6462 Remote Similarity NPD6336 Discontinued
0.6462 Remote Similarity NPD7507 Approved
0.6446 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6439 Remote Similarity NPD7319 Approved
0.6435 Remote Similarity NPD7902 Approved
0.6429 Remote Similarity NPD6335 Approved
0.6406 Remote Similarity NPD6015 Approved
0.6406 Remote Similarity NPD6016 Approved
0.6406 Remote Similarity NPD6908 Approved
0.6406 Remote Similarity NPD6909 Approved
0.6364 Remote Similarity NPD5360 Phase 3
0.6364 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6357 Remote Similarity NPD5988 Approved
0.6356 Remote Similarity NPD5224 Approved
0.6356 Remote Similarity NPD5211 Phase 2
0.6356 Remote Similarity NPD5226 Approved
0.6356 Remote Similarity NPD5225 Approved
0.6356 Remote Similarity NPD4633 Approved
0.6349 Remote Similarity NPD6317 Approved
0.6333 Remote Similarity NPD4768 Approved
0.6333 Remote Similarity NPD4767 Approved
0.6316 Remote Similarity NPD7748 Approved
0.6303 Remote Similarity NPD5174 Approved
0.6303 Remote Similarity NPD5175 Approved
0.6299 Remote Similarity NPD6314 Approved
0.6299 Remote Similarity NPD6313 Approved
0.6279 Remote Similarity NPD6921 Approved
0.6271 Remote Similarity NPD5223 Approved
0.6261 Remote Similarity NPD5695 Phase 3
0.626 Remote Similarity NPD4634 Approved
0.625 Remote Similarity NPD4057 Clinical (unspecified phase)
0.625 Remote Similarity NPD5141 Approved
0.625 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6239 Remote Similarity NPD7638 Approved
0.623 Remote Similarity NPD4730 Approved
0.623 Remote Similarity NPD4729 Approved
0.6228 Remote Similarity NPD6399 Phase 3
0.6186 Remote Similarity NPD7639 Approved
0.6186 Remote Similarity NPD8418 Phase 2
0.6186 Remote Similarity NPD7640 Approved
0.6174 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6174 Remote Similarity NPD7900 Approved
0.6167 Remote Similarity NPD4754 Approved
0.6162 Remote Similarity NPD4224 Phase 2
0.6154 Remote Similarity NPD8380 Approved
0.6154 Remote Similarity NPD8335 Approved
0.6154 Remote Similarity NPD8379 Approved
0.6154 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6154 Remote Similarity NPD8378 Approved
0.6154 Remote Similarity NPD8296 Approved
0.614 Remote Similarity NPD7515 Phase 2
0.6139 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6129 Remote Similarity NPD5247 Approved
0.6129 Remote Similarity NPD5249 Phase 3
0.6129 Remote Similarity NPD5250 Approved
0.6129 Remote Similarity NPD5248 Approved
0.6129 Remote Similarity NPD5251 Approved
0.6121 Remote Similarity NPD5210 Approved
0.6121 Remote Similarity NPD4629 Approved
0.6119 Remote Similarity NPD6033 Approved
0.6098 Remote Similarity NPD5128 Approved
0.6083 Remote Similarity NPD7632 Discontinued
0.6077 Remote Similarity NPD8294 Approved
0.6077 Remote Similarity NPD8377 Approved
0.6068 Remote Similarity NPD4697 Phase 3
0.6061 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6047 Remote Similarity NPD7328 Approved
0.6047 Remote Similarity NPD7327 Approved
0.6031 Remote Similarity NPD8033 Approved
0.6019 Remote Similarity NPD4758 Discontinued
0.6016 Remote Similarity NPD6940 Discontinued
0.6016 Remote Similarity NPD6412 Phase 2
0.6016 Remote Similarity NPD6868 Approved
0.6 Remote Similarity NPD7516 Approved
0.6 Remote Similarity NPD4788 Approved
0.6 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5982 Remote Similarity NPD6098 Approved
0.5981 Remote Similarity NPD5364 Discontinued
0.5981 Remote Similarity NPD3671 Phase 1
0.5965 Remote Similarity NPD6673 Approved
0.5965 Remote Similarity NPD5328 Approved
0.5965 Remote Similarity NPD6904 Approved
0.5965 Remote Similarity NPD4753 Phase 2
0.5965 Remote Similarity NPD6080 Approved
0.5952 Remote Similarity NPD5217 Approved
0.5952 Remote Similarity NPD5215 Approved
0.5952 Remote Similarity NPD5216 Approved
0.5948 Remote Similarity NPD4202 Approved
0.5935 Remote Similarity NPD6920 Discontinued
0.5932 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5932 Remote Similarity NPD5222 Approved
0.5932 Remote Similarity NPD5221 Approved
0.5922 Remote Similarity NPD4787 Phase 1
0.592 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5882 Remote Similarity NPD5173 Approved
0.5877 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5877 Remote Similarity NPD6672 Approved
0.5877 Remote Similarity NPD5737 Approved
0.5873 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5873 Remote Similarity NPD5169 Approved
0.5873 Remote Similarity NPD5135 Approved
0.5862 Remote Similarity NPD6079 Approved
0.5847 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5847 Remote Similarity NPD7991 Discontinued
0.5846 Remote Similarity NPD7115 Discovery
0.5833 Remote Similarity NPD4802 Phase 2
0.5833 Remote Similarity NPD4238 Approved
0.5827 Remote Similarity NPD5127 Approved
0.5781 Remote Similarity NPD6053 Discontinued
0.576 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5736 Remote Similarity NPD8298 Phase 2
0.5734 Remote Similarity NPD6333 Approved
0.5734 Remote Similarity NPD6334 Approved
0.5726 Remote Similarity NPD5693 Phase 1
0.5726 Remote Similarity NPD6050 Approved
0.5714 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5714 Remote Similarity NPD3669 Approved
0.5702 Remote Similarity NPD6409 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