Structure

Physi-Chem Properties

Molecular Weight:  334.21
Volume:  350.138
LogP:  1.876
LogD:  1.802
LogS:  -2.832
# Rotatable Bonds:  0
TPSA:  77.76
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.593
Synthetic Accessibility Score:  6.113
Fsp3:  0.85
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.477
MDCK Permeability:  1.3583206055045594e-05
Pgp-inhibitor:  0.002
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.007
20% Bioavailability (F20%):  0.883
30% Bioavailability (F30%):  0.175

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.416
Plasma Protein Binding (PPB):  42.22480010986328%
Volume Distribution (VD):  1.123
Pgp-substrate:  66.48822784423828%

ADMET: Metabolism

CYP1A2-inhibitor:  0.009
CYP1A2-substrate:  0.273
CYP2C19-inhibitor:  0.011
CYP2C19-substrate:  0.717
CYP2C9-inhibitor:  0.017
CYP2C9-substrate:  0.065
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.145
CYP3A4-inhibitor:  0.276
CYP3A4-substrate:  0.163

ADMET: Excretion

Clearance (CL):  7.634
Half-life (T1/2):  0.099

ADMET: Toxicity

hERG Blockers:  0.02
Human Hepatotoxicity (H-HT):  0.353
Drug-inuced Liver Injury (DILI):  0.035
AMES Toxicity:  0.026
Rat Oral Acute Toxicity:  0.967
Maximum Recommended Daily Dose:  0.979
Skin Sensitization:  0.274
Carcinogencity:  0.709
Eye Corrosion:  0.06
Eye Irritation:  0.033
Respiratory Toxicity:  0.986

Download Data

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

  Natural Product: NPC100313

Natural Product ID:  NPC100313
Common Name*:   Tenuifolin E
IUPAC Name:   n.a.
Synonyms:   Tenuifolin E
Standard InCHIKey:  WSZHSVSVZWABOB-ANWSMTEOSA-N
Standard InCHI:  InChI=1S/C20H30O4/c1-10-11-7-12(21)16-19(4)6-5-14(23)18(2,3)15(19)13(22)9-20(16,8-11)17(10)24/h11-12,14-17,21,23-24H,1,5-9H2,2-4H3/t11-,12+,14+,15-,16+,17-,19-,20+/m1/s1
SMILES:  C=C1[C@@H]2C[C@@H]([C@H]3[C@]4(C)CC[C@@H](C(C)(C)[C@H]4C(=O)C[C@]3(C2)[C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2334478
PubChem CID:   71579052
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0003782] Kaurane diterpenoids

*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
NPO33364 isodon tenuifolius Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[23327668]
NPO33364 isodon tenuifolius Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[25375202]

☑ 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 > 25000.0 nM PMID[517929]
NPT660 Cell Line SW480 Homo sapiens IC50 > 10000.0 nM PMID[517929]
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000.0 nM PMID[517929]
NPT81 Cell Line A549 Homo sapiens IC50 > 10000.0 nM PMID[517929]
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000.0 nM PMID[517929]
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000.0 nM PMID[517929]

☑ 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 NPC100313 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
0.9655 High Similarity NPC280804
0.9643 High Similarity NPC472495
0.9412 High Similarity NPC472497
0.9318 High Similarity NPC472496
0.9186 High Similarity NPC153604
0.9167 High Similarity NPC472498
0.9032 High Similarity NPC121218
0.9032 High Similarity NPC253886
0.9 High Similarity NPC191094
0.9 High Similarity NPC302008
0.8989 High Similarity NPC476168
0.8901 High Similarity NPC84018
0.8901 High Similarity NPC138245
0.8901 High Similarity NPC231060
0.8889 High Similarity NPC181594
0.8889 High Similarity NPC144739
0.8876 High Similarity NPC80401
0.8842 High Similarity NPC266
0.8837 High Similarity NPC146683
0.883 High Similarity NPC295276
0.8791 High Similarity NPC153775
0.8791 High Similarity NPC289539
0.8791 High Similarity NPC129004
0.8791 High Similarity NPC111524
0.8791 High Similarity NPC91772
0.8791 High Similarity NPC104371
0.8791 High Similarity NPC292374
0.8791 High Similarity NPC29247
0.8791 High Similarity NPC261333
0.8791 High Similarity NPC101233
0.8791 High Similarity NPC215271
0.8778 High Similarity NPC299185
0.875 High Similarity NPC47281
0.875 High Similarity NPC4643
0.875 High Similarity NPC259009
0.875 High Similarity NPC174619
0.8737 High Similarity NPC170615
0.8721 High Similarity NPC118800
0.871 High Similarity NPC190554
0.8696 High Similarity NPC98639
0.8681 High Similarity NPC244356
0.8681 High Similarity NPC224060
0.8681 High Similarity NPC59170
0.8667 High Similarity NPC180849
0.8667 High Similarity NPC470378
0.8667 High Similarity NPC261994
0.8667 High Similarity NPC149761
0.866 High Similarity NPC37600
0.866 High Similarity NPC50535
0.8646 High Similarity NPC469985
0.8636 High Similarity NPC472738
0.8605 High Similarity NPC46881
0.8602 High Similarity NPC264979
0.8602 High Similarity NPC135548
0.8602 High Similarity NPC140242
0.8602 High Similarity NPC200054
0.8602 High Similarity NPC29410
0.8571 High Similarity NPC198242
0.8571 High Similarity NPC211403
0.8571 High Similarity NPC278106
0.8526 High Similarity NPC15390
0.8526 High Similarity NPC127408
0.8526 High Similarity NPC154072
0.8526 High Similarity NPC291785
0.8523 High Similarity NPC292553
0.8523 High Similarity NPC471034
0.8523 High Similarity NPC190704
0.8511 High Similarity NPC10864
0.8495 Intermediate Similarity NPC29112
0.8478 Intermediate Similarity NPC59350
0.8471 Intermediate Similarity NPC24504
0.8469 Intermediate Similarity NPC48733
0.8469 Intermediate Similarity NPC202167
0.8469 Intermediate Similarity NPC28791
0.8469 Intermediate Similarity NPC260268
0.8469 Intermediate Similarity NPC171137
0.8469 Intermediate Similarity NPC152695
0.8469 Intermediate Similarity NPC296945
0.8469 Intermediate Similarity NPC476027
0.8469 Intermediate Similarity NPC295366
0.8469 Intermediate Similarity NPC85829
0.8469 Intermediate Similarity NPC302607
0.8469 Intermediate Similarity NPC319077
0.8469 Intermediate Similarity NPC97202
0.8469 Intermediate Similarity NPC214264
0.8469 Intermediate Similarity NPC50692
0.8469 Intermediate Similarity NPC150531
0.8469 Intermediate Similarity NPC49958
0.8462 Intermediate Similarity NPC46758
0.8438 Intermediate Similarity NPC39683
0.8421 Intermediate Similarity NPC28864
0.8421 Intermediate Similarity NPC89099
0.8421 Intermediate Similarity NPC471038
0.8421 Intermediate Similarity NPC38471
0.8421 Intermediate Similarity NPC20479
0.8421 Intermediate Similarity NPC98837
0.8421 Intermediate Similarity NPC162459
0.8421 Intermediate Similarity NPC38296
0.8409 Intermediate Similarity NPC475745
0.8409 Intermediate Similarity NPC474482
0.8404 Intermediate Similarity NPC234564
0.8391 Intermediate Similarity NPC145143
0.8391 Intermediate Similarity NPC110780
0.8391 Intermediate Similarity NPC170985
0.8387 Intermediate Similarity NPC470386
0.8387 Intermediate Similarity NPC111015
0.8387 Intermediate Similarity NPC64006
0.8387 Intermediate Similarity NPC470385
0.8384 Intermediate Similarity NPC475060
0.8384 Intermediate Similarity NPC251824
0.8384 Intermediate Similarity NPC83744
0.8384 Intermediate Similarity NPC86852
0.8384 Intermediate Similarity NPC220229
0.8372 Intermediate Similarity NPC164999
0.8372 Intermediate Similarity NPC47149
0.8367 Intermediate Similarity NPC209502
0.8367 Intermediate Similarity NPC204833
0.8353 Intermediate Similarity NPC472500
0.8353 Intermediate Similarity NPC472499
0.8353 Intermediate Similarity NPC475
0.8353 Intermediate Similarity NPC472502
0.8351 Intermediate Similarity NPC272472
0.8333 Intermediate Similarity NPC218383
0.8333 Intermediate Similarity NPC55503
0.8333 Intermediate Similarity NPC470388
0.8333 Intermediate Similarity NPC293866
0.8333 Intermediate Similarity NPC165895
0.8333 Intermediate Similarity NPC156324
0.8333 Intermediate Similarity NPC57469
0.8316 Intermediate Similarity NPC170978
0.8315 Intermediate Similarity NPC102292
0.83 Intermediate Similarity NPC217201
0.83 Intermediate Similarity NPC329417
0.8298 Intermediate Similarity NPC470232
0.8298 Intermediate Similarity NPC472485
0.8295 Intermediate Similarity NPC291320
0.8295 Intermediate Similarity NPC471036
0.8295 Intermediate Similarity NPC475726
0.8295 Intermediate Similarity NPC472743
0.8283 Intermediate Similarity NPC149047
0.828 Intermediate Similarity NPC294263
0.828 Intermediate Similarity NPC82138
0.8276 Intermediate Similarity NPC164210
0.8265 Intermediate Similarity NPC87927
0.8256 Intermediate Similarity NPC476316
0.8247 Intermediate Similarity NPC471790
0.8247 Intermediate Similarity NPC289148
0.8247 Intermediate Similarity NPC46848
0.8247 Intermediate Similarity NPC252614
0.8247 Intermediate Similarity NPC163963
0.8247 Intermediate Similarity NPC52899
0.8242 Intermediate Similarity NPC193360
0.8242 Intermediate Similarity NPC474719
0.8242 Intermediate Similarity NPC160304
0.8242 Intermediate Similarity NPC16377
0.8235 Intermediate Similarity NPC138502
0.8222 Intermediate Similarity NPC34190
0.8218 Intermediate Similarity NPC11710
0.8211 Intermediate Similarity NPC49371
0.8211 Intermediate Similarity NPC329910
0.8211 Intermediate Similarity NPC470387
0.8211 Intermediate Similarity NPC13949
0.8202 Intermediate Similarity NPC263974
0.8202 Intermediate Similarity NPC256567
0.82 Intermediate Similarity NPC471246
0.82 Intermediate Similarity NPC477916
0.8191 Intermediate Similarity NPC475118
0.8182 Intermediate Similarity NPC477858
0.8182 Intermediate Similarity NPC29705
0.8182 Intermediate Similarity NPC13149
0.8172 Intermediate Similarity NPC198054
0.8172 Intermediate Similarity NPC250753
0.8163 Intermediate Similarity NPC246736
0.8163 Intermediate Similarity NPC309388
0.8163 Intermediate Similarity NPC286519
0.8163 Intermediate Similarity NPC214946
0.8163 Intermediate Similarity NPC475803
0.8163 Intermediate Similarity NPC477915
0.8163 Intermediate Similarity NPC275990
0.8163 Intermediate Similarity NPC88203
0.8163 Intermediate Similarity NPC304832
0.8163 Intermediate Similarity NPC76866
0.8163 Intermediate Similarity NPC148628
0.8161 Intermediate Similarity NPC78545
0.8161 Intermediate Similarity NPC71535
0.8155 Intermediate Similarity NPC40608
0.8144 Intermediate Similarity NPC287676
0.8144 Intermediate Similarity NPC41971
0.8144 Intermediate Similarity NPC37047
0.8144 Intermediate Similarity NPC180733
0.814 Intermediate Similarity NPC477817
0.814 Intermediate Similarity NPC477819
0.8125 Intermediate Similarity NPC190080
0.8125 Intermediate Similarity NPC18509
0.8125 Intermediate Similarity NPC111187
0.8119 Intermediate Similarity NPC211224
0.8118 Intermediate Similarity NPC38141
0.8111 Intermediate Similarity NPC76518
0.8105 Intermediate Similarity NPC470229
0.8105 Intermediate Similarity NPC41070

  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 NPC100313 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
0.8163 Intermediate Similarity NPD5211 Phase 2
0.8125 Intermediate Similarity NPD4755 Approved
0.8 Intermediate Similarity NPD3703 Phase 2
0.8 Intermediate Similarity NPD5141 Approved
0.7959 Intermediate Similarity NPD5286 Approved
0.7959 Intermediate Similarity NPD4700 Approved
0.7959 Intermediate Similarity NPD4696 Approved
0.7959 Intermediate Similarity NPD5285 Approved
0.7957 Intermediate Similarity NPD5328 Approved
0.7912 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7895 Intermediate Similarity NPD4202 Approved
0.7889 Intermediate Similarity NPD4788 Approved
0.7879 Intermediate Similarity NPD5223 Approved
0.7835 Intermediate Similarity NPD4697 Phase 3
0.7826 Intermediate Similarity NPD3618 Phase 1
0.78 Intermediate Similarity NPD5225 Approved
0.78 Intermediate Similarity NPD4633 Approved
0.78 Intermediate Similarity NPD5226 Approved
0.78 Intermediate Similarity NPD5224 Approved
0.7789 Intermediate Similarity NPD6079 Approved
0.7789 Intermediate Similarity NPD8034 Phase 2
0.7789 Intermediate Similarity NPD8035 Phase 2
0.7723 Intermediate Similarity NPD5175 Approved
0.7723 Intermediate Similarity NPD4754 Approved
0.7723 Intermediate Similarity NPD5174 Approved
0.7653 Intermediate Similarity NPD5221 Approved
0.7653 Intermediate Similarity NPD5222 Approved
0.7653 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD4634 Approved
0.7609 Intermediate Similarity NPD4786 Approved
0.7609 Intermediate Similarity NPD3666 Approved
0.7609 Intermediate Similarity NPD3665 Phase 1
0.7609 Intermediate Similarity NPD3133 Approved
0.7582 Intermediate Similarity NPD3667 Approved
0.7576 Intermediate Similarity NPD5173 Approved
0.7573 Intermediate Similarity NPD7128 Approved
0.7573 Intermediate Similarity NPD4767 Approved
0.7573 Intermediate Similarity NPD5739 Approved
0.7573 Intermediate Similarity NPD4768 Approved
0.7573 Intermediate Similarity NPD6675 Approved
0.7573 Intermediate Similarity NPD6402 Approved
0.7528 Intermediate Similarity NPD6115 Approved
0.7528 Intermediate Similarity NPD6697 Approved
0.7528 Intermediate Similarity NPD6114 Approved
0.7528 Intermediate Similarity NPD6118 Approved
0.7524 Intermediate Similarity NPD6372 Approved
0.7524 Intermediate Similarity NPD6373 Approved
0.75 Intermediate Similarity NPD5701 Approved
0.75 Intermediate Similarity NPD5697 Approved
0.7442 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7442 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7429 Intermediate Similarity NPD4729 Approved
0.7429 Intermediate Similarity NPD6899 Approved
0.7429 Intermediate Similarity NPD4730 Approved
0.7429 Intermediate Similarity NPD5128 Approved
0.7429 Intermediate Similarity NPD7320 Approved
0.7429 Intermediate Similarity NPD6881 Approved
0.7429 Intermediate Similarity NPD6011 Approved
0.7426 Intermediate Similarity NPD7639 Approved
0.7426 Intermediate Similarity NPD7640 Approved
0.7416 Intermediate Similarity NPD6116 Phase 1
0.7412 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7412 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7412 Intermediate Similarity NPD3698 Phase 2
0.7407 Intermediate Similarity NPD4632 Approved
0.7404 Intermediate Similarity NPD6008 Approved
0.7396 Intermediate Similarity NPD4753 Phase 2
0.7383 Intermediate Similarity NPD6650 Approved
0.7383 Intermediate Similarity NPD6649 Approved
0.7363 Intermediate Similarity NPD7525 Registered
0.7358 Intermediate Similarity NPD6012 Approved
0.7358 Intermediate Similarity NPD6014 Approved
0.7358 Intermediate Similarity NPD6013 Approved
0.7347 Intermediate Similarity NPD6399 Phase 3
0.7327 Intermediate Similarity NPD7638 Approved
0.7326 Intermediate Similarity NPD4244 Approved
0.7326 Intermediate Similarity NPD4245 Approved
0.7303 Intermediate Similarity NPD6117 Approved
0.729 Intermediate Similarity NPD5251 Approved
0.729 Intermediate Similarity NPD5169 Approved
0.729 Intermediate Similarity NPD5250 Approved
0.729 Intermediate Similarity NPD5135 Approved
0.729 Intermediate Similarity NPD5249 Phase 3
0.729 Intermediate Similarity NPD7102 Approved
0.729 Intermediate Similarity NPD5248 Approved
0.729 Intermediate Similarity NPD7290 Approved
0.729 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD5247 Approved
0.729 Intermediate Similarity NPD6883 Approved
0.7245 Intermediate Similarity NPD7515 Phase 2
0.7222 Intermediate Similarity NPD5127 Approved
0.7222 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD6869 Approved
0.7222 Intermediate Similarity NPD8130 Phase 1
0.7222 Intermediate Similarity NPD6847 Approved
0.7222 Intermediate Similarity NPD5217 Approved
0.7222 Intermediate Similarity NPD6617 Approved
0.7222 Intermediate Similarity NPD5216 Approved
0.7222 Intermediate Similarity NPD5215 Approved
0.7207 Intermediate Similarity NPD6009 Approved
0.7204 Intermediate Similarity NPD4221 Approved
0.7204 Intermediate Similarity NPD4223 Phase 3
0.72 Intermediate Similarity NPD4629 Approved
0.72 Intermediate Similarity NPD5210 Approved
0.7156 Intermediate Similarity NPD8297 Approved
0.7156 Intermediate Similarity NPD6882 Approved
0.7083 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7902 Approved
0.7053 Intermediate Similarity NPD3668 Phase 3
0.7053 Intermediate Similarity NPD4197 Approved
0.7027 Intermediate Similarity NPD5167 Approved
0.7018 Intermediate Similarity NPD6319 Approved
0.7018 Intermediate Similarity NPD6059 Approved
0.7018 Intermediate Similarity NPD6054 Approved
0.701 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.6979 Remote Similarity NPD5329 Approved
0.6964 Remote Similarity NPD6274 Approved
0.6957 Remote Similarity NPD5983 Phase 2
0.6957 Remote Similarity NPD6016 Approved
0.6957 Remote Similarity NPD6015 Approved
0.6952 Remote Similarity NPD7632 Discontinued
0.6944 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6944 Remote Similarity NPD5168 Approved
0.6941 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6937 Remote Similarity NPD8133 Approved
0.6932 Remote Similarity NPD4789 Approved
0.6931 Remote Similarity NPD7748 Approved
0.6923 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6907 Remote Similarity NPD5279 Phase 3
0.6907 Remote Similarity NPD4689 Approved
0.6907 Remote Similarity NPD4693 Phase 3
0.6907 Remote Similarity NPD4138 Approved
0.6907 Remote Similarity NPD4690 Approved
0.6907 Remote Similarity NPD5205 Approved
0.6907 Remote Similarity NPD4688 Approved
0.6903 Remote Similarity NPD6317 Approved
0.69 Remote Similarity NPD5281 Approved
0.69 Remote Similarity NPD5284 Approved
0.6897 Remote Similarity NPD5360 Phase 3
0.6897 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6897 Remote Similarity NPD5988 Approved
0.6897 Remote Similarity NPD6370 Approved
0.6893 Remote Similarity NPD6083 Phase 2
0.6893 Remote Similarity NPD6084 Phase 2
0.6864 Remote Similarity NPD7507 Approved
0.6852 Remote Similarity NPD6412 Phase 2
0.6842 Remote Similarity NPD6313 Approved
0.6842 Remote Similarity NPD6314 Approved
0.6842 Remote Similarity NPD6335 Approved
0.6838 Remote Similarity NPD7604 Phase 2
0.6827 Remote Similarity NPD5696 Approved
0.681 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6783 Remote Similarity NPD7100 Approved
0.6783 Remote Similarity NPD7101 Approved
0.678 Remote Similarity NPD7492 Approved
0.6774 Remote Similarity NPD3671 Phase 1
0.6768 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6765 Remote Similarity NPD7900 Approved
0.6765 Remote Similarity NPD7901 Clinical (unspecified phase)
0.675 Remote Similarity NPD7736 Approved
0.6737 Remote Similarity NPD4692 Approved
0.6737 Remote Similarity NPD4139 Approved
0.6735 Remote Similarity NPD4694 Approved
0.6735 Remote Similarity NPD6409 Approved
0.6735 Remote Similarity NPD5330 Approved
0.6735 Remote Similarity NPD6684 Approved
0.6735 Remote Similarity NPD5690 Phase 2
0.6735 Remote Similarity NPD5280 Approved
0.6735 Remote Similarity NPD7521 Approved
0.6735 Remote Similarity NPD7334 Approved
0.6735 Remote Similarity NPD7146 Approved
0.6723 Remote Similarity NPD6616 Approved
0.6723 Remote Similarity NPD6336 Discontinued
0.6699 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6699 Remote Similarity NPD5695 Phase 3
0.6694 Remote Similarity NPD7319 Approved
0.6667 Remote Similarity NPD8293 Discontinued
0.6667 Remote Similarity NPD6908 Approved
0.6667 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4758 Discontinued
0.6667 Remote Similarity NPD4224 Phase 2
0.6667 Remote Similarity NPD7078 Approved
0.6667 Remote Similarity NPD6909 Approved
0.663 Remote Similarity NPD7339 Approved
0.663 Remote Similarity NPD6942 Approved
0.663 Remote Similarity NPD3702 Approved
0.6612 Remote Similarity NPD6033 Approved
0.6609 Remote Similarity NPD7115 Discovery
0.66 Remote Similarity NPD6903 Approved
0.6596 Remote Similarity NPD3617 Approved
0.6566 Remote Similarity NPD4519 Discontinued
0.6566 Remote Similarity NPD4623 Approved
0.6531 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6526 Remote Similarity NPD6929 Approved
0.6526 Remote Similarity NPD7645 Phase 2
0.6526 Remote Similarity NPD4195 Approved
0.6522 Remote Similarity NPD6868 Approved
0.6484 Remote Similarity NPD5777 Approved
0.6484 Remote Similarity NPD6081 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