Structure

Physi-Chem Properties

Molecular Weight:  898.44
Volume:  889.864
LogP:  3.211
LogD:  2.076
LogS:  -4.745
# Rotatable Bonds:  8
TPSA:  243.4
# H-Bond Aceptor:  16
# H-Bond Donor:  3
# Rings:  8
# Heavy Atoms:  16

MedChem Properties

QED Drug-Likeness Score:  0.27
Synthetic Accessibility Score:  7.863
Fsp3:  0.833
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:  -5.349
MDCK Permeability:  0.00024732816382311285
Pgp-inhibitor:  0.995
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.083
20% Bioavailability (F20%):  0.143
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.138
Plasma Protein Binding (PPB):  46.597625732421875%
Volume Distribution (VD):  0.488
Pgp-substrate:  28.063753128051758%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.03
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.11
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.016
CYP2D6-inhibitor:  0.01
CYP2D6-substrate:  0.037
CYP3A4-inhibitor:  0.455
CYP3A4-substrate:  0.661

ADMET: Excretion

Clearance (CL):  2.743
Half-life (T1/2):  0.064

ADMET: Toxicity

hERG Blockers:  0.496
Human Hepatotoxicity (H-HT):  0.135
Drug-inuced Liver Injury (DILI):  0.545
AMES Toxicity:  0.061
Rat Oral Acute Toxicity:  0.615
Maximum Recommended Daily Dose:  0.985
Skin Sensitization:  0.194
Carcinogencity:  0.247
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.991

Download Data

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

  Natural Product: NPC320475

Natural Product ID:  NPC320475
Common Name*:   QXMAJVQEKGGOPK-KKYZHVJBSA-N
IUPAC Name:   n.a.
Synonyms:   Rel-Biexcisusin E
Standard InCHIKey:  QXMAJVQEKGGOPK-KKYZHVJBSA-N
Standard InCHI:  InChI=1S/C48H66O16/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/h25-26,28,30-39,54,56-57H,11-20H2,1-10H3/t25-,26-,28-,30-,31-,32-,33-,34-,35-,36+,37+,38-,39-,44+,45+,46-,47-,48-/m0/s1
SMILES:  CC(=O)OC1CC2CC3(C1C4(C(CC(C(C4C(=O)C3)(C)C)OC(=O)C)O)C)C(=O)OC5(CCC2=O)C6CC(C7C8(C(CC(C(C8C(CC7(C6)C5=O)O)(C)C)OC(=O)C)O)C)OC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1941088
PubChem CID:   57403477
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[480827]

☑ 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 NPC320475 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
1.0 High Similarity NPC321661
0.99 High Similarity NPC316930
0.9216 High Similarity NPC327093
0.8431 Intermediate Similarity NPC62407
0.8431 Intermediate Similarity NPC287354
0.8246 Intermediate Similarity NPC324253
0.819 Intermediate Similarity NPC476294
0.8058 Intermediate Similarity NPC476189
0.8053 Intermediate Similarity NPC97002
0.8039 Intermediate Similarity NPC476296
0.802 Intermediate Similarity NPC236459
0.8018 Intermediate Similarity NPC236753
0.8018 Intermediate Similarity NPC228190
0.8 Intermediate Similarity NPC179429
0.8 Intermediate Similarity NPC203974
0.7909 Intermediate Similarity NPC50535
0.7885 Intermediate Similarity NPC472147
0.7885 Intermediate Similarity NPC472148
0.7876 Intermediate Similarity NPC469824
0.7864 Intermediate Similarity NPC77756
0.7838 Intermediate Similarity NPC251824
0.7838 Intermediate Similarity NPC86852
0.783 Intermediate Similarity NPC235109
0.783 Intermediate Similarity NPC163685
0.7822 Intermediate Similarity NPC248216
0.7818 Intermediate Similarity NPC88469
0.7818 Intermediate Similarity NPC47281
0.781 Intermediate Similarity NPC470423
0.7807 Intermediate Similarity NPC477489
0.7788 Intermediate Similarity NPC52756
0.7768 Intermediate Similarity NPC472079
0.7767 Intermediate Similarity NPC471459
0.7767 Intermediate Similarity NPC67653
0.7759 Intermediate Similarity NPC475490
0.7748 Intermediate Similarity NPC28791
0.7736 Intermediate Similarity NPC82633
0.7736 Intermediate Similarity NPC305808
0.7736 Intermediate Similarity NPC470031
0.7723 Intermediate Similarity NPC477445
0.7723 Intermediate Similarity NPC62572
0.7706 Intermediate Similarity NPC477172
0.77 Intermediate Similarity NPC327451
0.7699 Intermediate Similarity NPC208333
0.7699 Intermediate Similarity NPC227879
0.7699 Intermediate Similarity NPC469825
0.7692 Intermediate Similarity NPC475211
0.7692 Intermediate Similarity NPC88337
0.7692 Intermediate Similarity NPC477444
0.7692 Intermediate Similarity NPC477442
0.7692 Intermediate Similarity NPC477433
0.7685 Intermediate Similarity NPC472144
0.7679 Intermediate Similarity NPC201908
0.7679 Intermediate Similarity NPC176949
0.767 Intermediate Similarity NPC191221
0.7664 Intermediate Similarity NPC476728
0.7664 Intermediate Similarity NPC116683
0.7652 Intermediate Similarity NPC477492
0.7647 Intermediate Similarity NPC83242
0.7647 Intermediate Similarity NPC476727
0.7647 Intermediate Similarity NPC472272
0.7647 Intermediate Similarity NPC476726
0.7642 Intermediate Similarity NPC477495
0.7642 Intermediate Similarity NPC470424
0.7636 Intermediate Similarity NPC470172
0.7624 Intermediate Similarity NPC105895
0.7624 Intermediate Similarity NPC473299
0.7611 Intermediate Similarity NPC469826
0.76 Intermediate Similarity NPC30583
0.76 Intermediate Similarity NPC289486
0.76 Intermediate Similarity NPC328007
0.76 Intermediate Similarity NPC61107
0.7596 Intermediate Similarity NPC61688
0.7596 Intermediate Similarity NPC477443
0.7596 Intermediate Similarity NPC477440
0.7593 Intermediate Similarity NPC471241
0.7593 Intermediate Similarity NPC472145
0.7589 Intermediate Similarity NPC306776
0.7568 Intermediate Similarity NPC471253
0.7568 Intermediate Similarity NPC34562
0.7568 Intermediate Similarity NPC473406
0.7565 Intermediate Similarity NPC470281
0.7565 Intermediate Similarity NPC473062
0.7549 Intermediate Similarity NPC473350
0.7547 Intermediate Similarity NPC161035
0.7545 Intermediate Similarity NPC253886
0.7545 Intermediate Similarity NPC121218
0.7545 Intermediate Similarity NPC295276
0.7524 Intermediate Similarity NPC185529
0.7524 Intermediate Similarity NPC472146
0.7523 Intermediate Similarity NPC474724
0.7521 Intermediate Similarity NPC470115
0.7521 Intermediate Similarity NPC470116
0.75 Intermediate Similarity NPC29705
0.75 Intermediate Similarity NPC477614
0.75 Intermediate Similarity NPC40608
0.75 Intermediate Similarity NPC73515
0.75 Intermediate Similarity NPC226491
0.75 Intermediate Similarity NPC131104
0.75 Intermediate Similarity NPC476071
0.75 Intermediate Similarity NPC3032
0.75 Intermediate Similarity NPC473319
0.7478 Intermediate Similarity NPC470622
0.7477 Intermediate Similarity NPC244969
0.7477 Intermediate Similarity NPC471254
0.7477 Intermediate Similarity NPC206878
0.7477 Intermediate Similarity NPC309127
0.7477 Intermediate Similarity NPC310031
0.7477 Intermediate Similarity NPC170615
0.7477 Intermediate Similarity NPC80191
0.7477 Intermediate Similarity NPC247877
0.7477 Intermediate Similarity NPC213528
0.7476 Intermediate Similarity NPC120395
0.7456 Intermediate Similarity NPC202898
0.7456 Intermediate Similarity NPC475319
0.7456 Intermediate Similarity NPC92890
0.7456 Intermediate Similarity NPC94529
0.7455 Intermediate Similarity NPC293866
0.7455 Intermediate Similarity NPC20028
0.7451 Intermediate Similarity NPC473336
0.7451 Intermediate Similarity NPC219535
0.7451 Intermediate Similarity NPC471044
0.7451 Intermediate Similarity NPC237938
0.7451 Intermediate Similarity NPC50438
0.7434 Intermediate Similarity NPC166079
0.7434 Intermediate Similarity NPC295366
0.7434 Intermediate Similarity NPC215408
0.7434 Intermediate Similarity NPC196528
0.7431 Intermediate Similarity NPC472273
0.7431 Intermediate Similarity NPC470632
0.7411 Intermediate Similarity NPC225238
0.7411 Intermediate Similarity NPC469985
0.7404 Intermediate Similarity NPC470920
0.74 Intermediate Similarity NPC261616
0.7398 Intermediate Similarity NPC169818
0.7391 Intermediate Similarity NPC233433
0.7391 Intermediate Similarity NPC220836
0.7391 Intermediate Similarity NPC92297
0.7391 Intermediate Similarity NPC94086
0.7391 Intermediate Similarity NPC273002
0.7391 Intermediate Similarity NPC473817
0.7387 Intermediate Similarity NPC298266
0.7387 Intermediate Similarity NPC259654
0.7379 Intermediate Similarity NPC266651
0.7377 Intermediate Similarity NPC65858
0.7373 Intermediate Similarity NPC477465
0.7368 Intermediate Similarity NPC126753
0.7364 Intermediate Similarity NPC89099
0.7364 Intermediate Similarity NPC38471
0.7364 Intermediate Similarity NPC253995
0.7364 Intermediate Similarity NPC28864
0.7364 Intermediate Similarity NPC20479
0.7364 Intermediate Similarity NPC38296
0.7364 Intermediate Similarity NPC98837
0.7364 Intermediate Similarity NPC162459
0.7358 Intermediate Similarity NPC470114
0.735 Intermediate Similarity NPC280782
0.7345 Intermediate Similarity NPC469827
0.7345 Intermediate Similarity NPC84928
0.7345 Intermediate Similarity NPC310586
0.7345 Intermediate Similarity NPC98603
0.7345 Intermediate Similarity NPC100078
0.7339 Intermediate Similarity NPC273962
0.7333 Intermediate Similarity NPC90676
0.7327 Intermediate Similarity NPC280781
0.7327 Intermediate Similarity NPC48756
0.7321 Intermediate Similarity NPC275990
0.7317 Intermediate Similarity NPC267822
0.7317 Intermediate Similarity NPC135038
0.7317 Intermediate Similarity NPC43252
0.7308 Intermediate Similarity NPC302111
0.7308 Intermediate Similarity NPC477441
0.7304 Intermediate Similarity NPC211224
0.73 Intermediate Similarity NPC472310
0.73 Intermediate Similarity NPC201276
0.73 Intermediate Similarity NPC80891
0.73 Intermediate Similarity NPC220379
0.73 Intermediate Similarity NPC320144
0.73 Intermediate Similarity NPC476176
0.7297 Intermediate Similarity NPC41843
0.7295 Intermediate Similarity NPC470478
0.729 Intermediate Similarity NPC216137
0.7288 Intermediate Similarity NPC202889
0.7282 Intermediate Similarity NPC477434
0.7282 Intermediate Similarity NPC34984
0.7282 Intermediate Similarity NPC25037
0.7281 Intermediate Similarity NPC475571
0.7281 Intermediate Similarity NPC37600
0.7281 Intermediate Similarity NPC278628
0.7281 Intermediate Similarity NPC231530
0.7281 Intermediate Similarity NPC222833
0.7273 Intermediate Similarity NPC74466
0.7273 Intermediate Similarity NPC10864
0.7265 Intermediate Similarity NPC115303
0.7264 Intermediate Similarity NPC24705
0.7264 Intermediate Similarity NPC200580
0.7264 Intermediate Similarity NPC56962
0.7257 Intermediate Similarity NPC107385
0.7257 Intermediate Similarity NPC266
0.7257 Intermediate Similarity NPC216114
0.7255 Intermediate Similarity NPC317066

  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 NPC320475 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
0.7391 Intermediate Similarity NPD6373 Approved
0.7391 Intermediate Similarity NPD6372 Approved
0.7345 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7265 Intermediate Similarity NPD6650 Approved
0.7265 Intermediate Similarity NPD6649 Approved
0.72 Intermediate Similarity NPD6114 Approved
0.72 Intermediate Similarity NPD6118 Approved
0.72 Intermediate Similarity NPD6115 Approved
0.72 Intermediate Similarity NPD6697 Approved
0.713 Intermediate Similarity NPD7128 Approved
0.713 Intermediate Similarity NPD6402 Approved
0.713 Intermediate Similarity NPD8034 Phase 2
0.713 Intermediate Similarity NPD6675 Approved
0.713 Intermediate Similarity NPD8035 Phase 2
0.713 Intermediate Similarity NPD5739 Approved
0.71 Intermediate Similarity NPD6116 Phase 1
0.708 Intermediate Similarity NPD1700 Approved
0.7059 Intermediate Similarity NPD8297 Approved
0.7009 Intermediate Similarity NPD7320 Approved
0.7009 Intermediate Similarity NPD6881 Approved
0.7009 Intermediate Similarity NPD6899 Approved
0.7 Intermediate Similarity NPD6117 Approved
0.6975 Remote Similarity NPD8130 Phase 1
0.6923 Remote Similarity NPD5697 Approved
0.6923 Remote Similarity NPD5701 Approved
0.6917 Remote Similarity NPD6882 Approved
0.69 Remote Similarity NPD3703 Phase 2
0.6891 Remote Similarity NPD7102 Approved
0.6891 Remote Similarity NPD6883 Approved
0.6891 Remote Similarity NPD7290 Approved
0.6833 Remote Similarity NPD6847 Approved
0.6833 Remote Similarity NPD6617 Approved
0.6833 Remote Similarity NPD6869 Approved
0.6829 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6822 Remote Similarity NPD7736 Approved
0.6807 Remote Similarity NPD6012 Approved
0.6807 Remote Similarity NPD6014 Approved
0.6807 Remote Similarity NPD6013 Approved
0.68 Remote Similarity NPD6113 Clinical (unspecified phase)
0.68 Remote Similarity NPD6319 Approved
0.6772 Remote Similarity NPD8328 Phase 3
0.6733 Remote Similarity NPD3702 Approved
0.6723 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6723 Remote Similarity NPD6011 Approved
0.6721 Remote Similarity NPD8133 Approved
0.6694 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6615 Remote Similarity NPD8293 Discontinued
0.6609 Remote Similarity NPD5696 Approved
0.66 Remote Similarity NPD4809 Clinical (unspecified phase)
0.66 Remote Similarity NPD4808 Clinical (unspecified phase)
0.66 Remote Similarity NPD6081 Approved
0.66 Remote Similarity NPD5777 Approved
0.6589 Remote Similarity NPD7492 Approved
0.6585 Remote Similarity NPD4632 Approved
0.6574 Remote Similarity NPD7520 Clinical (unspecified phase)
0.656 Remote Similarity NPD6009 Approved
0.6538 Remote Similarity NPD6616 Approved
0.6535 Remote Similarity NPD6059 Approved
0.6535 Remote Similarity NPD6054 Approved
0.6529 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6522 Remote Similarity NPD7902 Approved
0.6522 Remote Similarity NPD6084 Phase 2
0.6522 Remote Similarity NPD4755 Approved
0.6522 Remote Similarity NPD6083 Phase 2
0.6512 Remote Similarity NPD7604 Phase 2
0.65 Remote Similarity NPD4244 Approved
0.65 Remote Similarity NPD4789 Approved
0.65 Remote Similarity NPD4245 Approved
0.6489 Remote Similarity NPD7078 Approved
0.6484 Remote Similarity NPD5983 Phase 2
0.648 Remote Similarity NPD6274 Approved
0.646 Remote Similarity NPD8171 Discontinued
0.6457 Remote Similarity NPD7100 Approved
0.6457 Remote Similarity NPD7101 Approved
0.6434 Remote Similarity NPD6370 Approved
0.6417 Remote Similarity NPD6008 Approved
0.6415 Remote Similarity NPD6928 Phase 2
0.6412 Remote Similarity NPD6336 Discontinued
0.6412 Remote Similarity NPD7507 Approved
0.641 Remote Similarity NPD5286 Approved
0.641 Remote Similarity NPD5285 Approved
0.641 Remote Similarity NPD4696 Approved
0.641 Remote Similarity NPD4700 Approved
0.64 Remote Similarity NPD3698 Phase 2
0.64 Remote Similarity NPD3699 Clinical (unspecified phase)
0.64 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6391 Remote Similarity NPD7319 Approved
0.6378 Remote Similarity NPD6335 Approved
0.6357 Remote Similarity NPD6016 Approved
0.6357 Remote Similarity NPD6909 Approved
0.6357 Remote Similarity NPD6908 Approved
0.6357 Remote Similarity NPD6015 Approved
0.6316 Remote Similarity NPD6399 Phase 3
0.6308 Remote Similarity NPD5988 Approved
0.6303 Remote Similarity NPD5225 Approved
0.6303 Remote Similarity NPD5226 Approved
0.6303 Remote Similarity NPD4633 Approved
0.6303 Remote Similarity NPD5224 Approved
0.6303 Remote Similarity NPD5211 Phase 2
0.63 Remote Similarity NPD5361 Clinical (unspecified phase)
0.63 Remote Similarity NPD5360 Phase 3
0.6299 Remote Similarity NPD6317 Approved
0.6281 Remote Similarity NPD4767 Approved
0.6281 Remote Similarity NPD4768 Approved
0.6261 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6261 Remote Similarity NPD7748 Approved
0.6261 Remote Similarity NPD7900 Approved
0.625 Remote Similarity NPD5174 Approved
0.625 Remote Similarity NPD6313 Approved
0.625 Remote Similarity NPD6314 Approved
0.625 Remote Similarity NPD5175 Approved
0.6231 Remote Similarity NPD6921 Approved
0.6218 Remote Similarity NPD5223 Approved
0.621 Remote Similarity NPD4634 Approved
0.6207 Remote Similarity NPD5695 Phase 3
0.6198 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6198 Remote Similarity NPD5141 Approved
0.6198 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6186 Remote Similarity NPD7638 Approved
0.6179 Remote Similarity NPD4730 Approved
0.6179 Remote Similarity NPD4729 Approved
0.6154 Remote Similarity NPD4697 Phase 3
0.6134 Remote Similarity NPD7640 Approved
0.6134 Remote Similarity NPD8418 Phase 2
0.6134 Remote Similarity NPD7639 Approved
0.6116 Remote Similarity NPD4754 Approved
0.6107 Remote Similarity NPD8380 Approved
0.6107 Remote Similarity NPD8335 Approved
0.6107 Remote Similarity NPD8296 Approved
0.6107 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6107 Remote Similarity NPD8379 Approved
0.6107 Remote Similarity NPD8378 Approved
0.61 Remote Similarity NPD4224 Phase 2
0.6087 Remote Similarity NPD7515 Phase 2
0.608 Remote Similarity NPD5249 Phase 3
0.608 Remote Similarity NPD5250 Approved
0.608 Remote Similarity NPD5251 Approved
0.608 Remote Similarity NPD5248 Approved
0.608 Remote Similarity NPD5247 Approved
0.608 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6078 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6074 Remote Similarity NPD6033 Approved
0.6068 Remote Similarity NPD4629 Approved
0.6068 Remote Similarity NPD5210 Approved
0.6048 Remote Similarity NPD5128 Approved
0.6033 Remote Similarity NPD7632 Discontinued
0.6031 Remote Similarity NPD8377 Approved
0.6031 Remote Similarity NPD8294 Approved
0.6 Remote Similarity NPD7327 Approved
0.6 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6 Remote Similarity NPD7328 Approved
0.5985 Remote Similarity NPD8033 Approved
0.5969 Remote Similarity NPD6940 Discontinued
0.5969 Remote Similarity NPD6868 Approved
0.5968 Remote Similarity NPD6412 Phase 2
0.5962 Remote Similarity NPD4758 Discontinued
0.5954 Remote Similarity NPD7516 Approved
0.5946 Remote Similarity NPD4788 Approved
0.5929 Remote Similarity NPD6098 Approved
0.5926 Remote Similarity NPD5364 Discontinued
0.5926 Remote Similarity NPD3671 Phase 1
0.5913 Remote Similarity NPD6080 Approved
0.5913 Remote Similarity NPD6673 Approved
0.5913 Remote Similarity NPD4753 Phase 2
0.5913 Remote Similarity NPD6904 Approved
0.5913 Remote Similarity NPD5328 Approved
0.5906 Remote Similarity NPD5215 Approved
0.5906 Remote Similarity NPD5216 Approved
0.5906 Remote Similarity NPD5217 Approved
0.5897 Remote Similarity NPD4202 Approved
0.5887 Remote Similarity NPD6920 Discontinued
0.5882 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5882 Remote Similarity NPD5221 Approved
0.5882 Remote Similarity NPD5222 Approved
0.5873 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5865 Remote Similarity NPD4787 Phase 1
0.584 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5833 Remote Similarity NPD5173 Approved
0.5827 Remote Similarity NPD5169 Approved
0.5827 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5827 Remote Similarity NPD5135 Approved
0.5826 Remote Similarity NPD5737 Approved
0.5826 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5826 Remote Similarity NPD6672 Approved
0.5812 Remote Similarity NPD6079 Approved
0.5804 Remote Similarity NPD3669 Approved
0.5804 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5802 Remote Similarity NPD7115 Discovery
0.5798 Remote Similarity NPD7991 Discontinued
0.5798 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5781 Remote Similarity NPD5127 Approved
0.578 Remote Similarity NPD4802 Phase 2
0.578 Remote Similarity NPD4238 Approved
0.5736 Remote Similarity NPD6053 Discontinued
0.5694 Remote Similarity NPD6333 Approved
0.5694 Remote Similarity NPD6334 Approved
0.5692 Remote Similarity NPD8298 Phase 2
0.5678 Remote Similarity NPD6050 Approved
0.5678 Remote Similarity NPD5693 Phase 1
0.5652 Remote Similarity NPD7146 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