Structure

Physi-Chem Properties

Molecular Weight:  780.47
Volume:  778.173
LogP:  2.57
LogD:  2.553
LogS:  -4.769
# Rotatable Bonds:  6
TPSA:  207.99
# H-Bond Aceptor:  13
# H-Bond Donor:  8
# Rings:  8
# Heavy Atoms:  13

MedChem Properties

QED Drug-Likeness Score:  0.143
Synthetic Accessibility Score:  7.259
Fsp3:  0.952
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.848
MDCK Permeability:  2.569494790805038e-05
Pgp-inhibitor:  0.361
Pgp-substrate:  0.473
Human Intestinal Absorption (HIA):  0.903
20% Bioavailability (F20%):  0.081
30% Bioavailability (F30%):  0.983

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.016
Plasma Protein Binding (PPB):  72.5514144897461%
Volume Distribution (VD):  0.463
Pgp-substrate:  9.53958797454834%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.851
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.512
CYP2C9-inhibitor:  0.004
CYP2C9-substrate:  0.01
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.077
CYP3A4-inhibitor:  0.326
CYP3A4-substrate:  0.075

ADMET: Excretion

Clearance (CL):  0.897
Half-life (T1/2):  0.757

ADMET: Toxicity

hERG Blockers:  0.154
Human Hepatotoxicity (H-HT):  0.438
Drug-inuced Liver Injury (DILI):  0.005
AMES Toxicity:  0.069
Rat Oral Acute Toxicity:  0.118
Maximum Recommended Daily Dose:  0.403
Skin Sensitization:  0.032
Carcinogencity:  0.027
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.983

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

  Natural Product: NPC195116

Natural Product ID:  NPC195116
Common Name*:   KYWSCMDFVARMPN-LCSVLAELSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  KYWSCMDFVARMPN-LCSVLAELSA-N
Standard InCHI:  InChI=1S/C42H68O13/c1-21-28(46)33(55-34-31(49)30(48)29(47)22(18-43)53-34)32(50)35(52-21)54-27-10-11-37(4)23(38(27,5)19-44)8-12-39(6)24(37)9-13-42-25-16-36(2,3)14-15-41(25,20-51-42)26(45)17-40(39,42)7/h9,13,21-35,43-50H,8,10-12,14-20H2,1-7H3/t21-,22-,23-,24-,25-,26-,27+,28+,29-,30+,31-,32-,33+,34+,35+,37+,38+,39-,40+,41-,42+/m1/s1
SMILES:  OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O[C@@H]([C@@H]2O)C)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3C=C[C@]34[C@@]2(C)C[C@H]([C@@]2([C@H]4CC(C)(C)CC2)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3613719
PubChem CID:   107793
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0002049] Terpene glycosides
          • [CHEMONTID:0001580] Triterpene glycosides
            • [CHEMONTID:0002358] Triterpene saponins

*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
NPO29401 Bupleurum chinense Species Apiaceae Eukaryota roots n.a. n.a. PMID[26259802]
NPO29401 Bupleurum chinense Species Apiaceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO29401 Bupleurum chinense Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3107 Bupleurum falcatum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9247 Bupleurum smithii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1484 Bupleurum scorzonerifolium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29401 Bupleurum chinense Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3107 Bupleurum falcatum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9247 Bupleurum smithii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1484 Bupleurum scorzonerifolium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3107 Bupleurum falcatum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1484 Bupleurum scorzonerifolium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29401 Bupleurum chinense Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9247 Bupleurum smithii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1484 Bupleurum scorzonerifolium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29401 Bupleurum chinense Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO3107 Bupleurum falcatum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9247 Bupleurum smithii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29401 Bupleurum chinense Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3107 Bupleurum falcatum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1484 Bupleurum scorzonerifolium Species Apiaceae 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
NPT81 Cell Line A549 Homo sapiens IC50 = 30820.0 nM PMID[514011]
NPT65 Cell Line HepG2 Homo sapiens IC50 = 4880.0 nM PMID[514011]
NPT1872 Cell Line Bcap37 Homo sapiens IC50 = 10670.0 nM PMID[514011]
NPT83 Cell Line MCF7 Homo sapiens IC50 = 7680.0 nM PMID[514011]
NPT165 Cell Line HeLa Homo sapiens IC50 = 10000.0 nM PMID[514012]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 9610.0 nM PMID[514011]
NPT2 Others Unspecified IC50 = 50000.0 nM PMID[514012]
NPT26812 SINGLE PROTEIN Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 Mus musculus Inhibition = 10.0 % PMID[514012]
NPT26513 SINGLE PROTEIN Sarcoplasmic/endoplasmic reticulum calcium ATPase 2 Mus musculus Inhibition = 18.0 % PMID[514012]

☑ 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 NPC195116 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 NPC180459
1.0 High Similarity NPC221110
1.0 High Similarity NPC285253
0.99 High Similarity NPC38376
0.99 High Similarity NPC80210
0.9804 High Similarity NPC110494
0.9804 High Similarity NPC157474
0.9709 High Similarity NPC476305
0.9615 High Similarity NPC44298
0.9615 High Similarity NPC40133
0.9615 High Similarity NPC290608
0.9615 High Similarity NPC49413
0.9615 High Similarity NPC473128
0.9519 High Similarity NPC473125
0.9406 High Similarity NPC473127
0.9406 High Similarity NPC110656
0.9406 High Similarity NPC203354
0.9307 High Similarity NPC473123
0.9307 High Similarity NPC473124
0.9223 High Similarity NPC281939
0.9118 High Similarity NPC162354
0.9048 High Similarity NPC157530
0.9048 High Similarity NPC250089
0.9048 High Similarity NPC28844
0.9048 High Similarity NPC473318
0.9048 High Similarity NPC14630
0.9048 High Similarity NPC473328
0.8962 High Similarity NPC65155
0.8962 High Similarity NPC170974
0.8962 High Similarity NPC103627
0.8962 High Similarity NPC191439
0.8952 High Similarity NPC472897
0.8952 High Similarity NPC472896
0.8922 High Similarity NPC117714
0.8922 High Similarity NPC263756
0.8919 High Similarity NPC473130
0.8879 High Similarity NPC473021
0.8879 High Similarity NPC472987
0.8857 High Similarity NPC33053
0.8857 High Similarity NPC231340
0.8835 High Similarity NPC213674
0.8835 High Similarity NPC76497
0.8835 High Similarity NPC30289
0.8835 High Similarity NPC256133
0.8796 High Similarity NPC231797
0.8785 High Similarity NPC472717
0.8774 High Similarity NPC235824
0.875 High Similarity NPC131479
0.875 High Similarity NPC472252
0.875 High Similarity NPC114874
0.875 High Similarity NPC245280
0.875 High Similarity NPC189852
0.875 High Similarity NPC120123
0.875 High Similarity NPC155010
0.875 High Similarity NPC123796
0.875 High Similarity NPC211879
0.875 High Similarity NPC473020
0.875 High Similarity NPC31907
0.875 High Similarity NPC286969
0.875 High Similarity NPC8039
0.875 High Similarity NPC16520
0.875 High Similarity NPC157659
0.8704 High Similarity NPC208189
0.8704 High Similarity NPC472715
0.8704 High Similarity NPC65034
0.8692 High Similarity NPC472901
0.8667 High Similarity NPC473734
0.8667 High Similarity NPC54521
0.8667 High Similarity NPC148603
0.8667 High Similarity NPC471435
0.8667 High Similarity NPC221562
0.8667 High Similarity NPC173583
0.8667 High Similarity NPC273879
0.8667 High Similarity NPC471434
0.8667 High Similarity NPC470885
0.8667 High Similarity NPC187400
0.8667 High Similarity NPC93352
0.8667 High Similarity NPC165033
0.8667 High Similarity NPC57065
0.8667 High Similarity NPC109792
0.8667 High Similarity NPC230948
0.8661 High Similarity NPC470914
0.8654 High Similarity NPC288694
0.8654 High Similarity NPC312553
0.8654 High Similarity NPC159036
0.8649 High Similarity NPC476690
0.8649 High Similarity NPC100048
0.8649 High Similarity NPC20979
0.8641 High Similarity NPC473790
0.8641 High Similarity NPC64348
0.8627 High Similarity NPC240372
0.8624 High Similarity NPC472716
0.8624 High Similarity NPC216595
0.8624 High Similarity NPC475354
0.8624 High Similarity NPC473567
0.8598 High Similarity NPC220427
0.8585 High Similarity NPC208594
0.8585 High Similarity NPC152584
0.8585 High Similarity NPC470512
0.8585 High Similarity NPC472898
0.8585 High Similarity NPC69737
0.8585 High Similarity NPC472900
0.8585 High Similarity NPC269627
0.8585 High Similarity NPC160816
0.8585 High Similarity NPC138057
0.8585 High Similarity NPC208477
0.8585 High Similarity NPC194842
0.8585 High Similarity NPC127801
0.8585 High Similarity NPC472899
0.8585 High Similarity NPC173859
0.8571 High Similarity NPC213190
0.8571 High Similarity NPC473129
0.8571 High Similarity NPC10366
0.8571 High Similarity NPC99627
0.8571 High Similarity NPC16573
0.8558 High Similarity NPC21568
0.8558 High Similarity NPC4831
0.8558 High Similarity NPC309425
0.8558 High Similarity NPC285231
0.8558 High Similarity NPC472023
0.8558 High Similarity NPC88000
0.8558 High Similarity NPC129372
0.8558 High Similarity NPC160734
0.8558 High Similarity NPC47566
0.8532 High Similarity NPC13190
0.8529 High Similarity NPC90583
0.8515 High Similarity NPC305160
0.8505 High Similarity NPC190395
0.8505 High Similarity NPC78034
0.8505 High Similarity NPC257964
0.8505 High Similarity NPC208650
0.8505 High Similarity NPC63368
0.8505 High Similarity NPC181467
0.8505 High Similarity NPC14946
0.85 High Similarity NPC289361
0.8491 Intermediate Similarity NPC475365
0.8491 Intermediate Similarity NPC75608
0.8482 Intermediate Similarity NPC473405
0.8476 Intermediate Similarity NPC37207
0.8476 Intermediate Similarity NPC272015
0.8476 Intermediate Similarity NPC136816
0.8462 Intermediate Similarity NPC473200
0.8462 Intermediate Similarity NPC7341
0.8455 Intermediate Similarity NPC112274
0.8431 Intermediate Similarity NPC100892
0.8431 Intermediate Similarity NPC477970
0.8431 Intermediate Similarity NPC477969
0.8431 Intermediate Similarity NPC135224
0.8426 Intermediate Similarity NPC472988
0.8426 Intermediate Similarity NPC126147
0.8426 Intermediate Similarity NPC159005
0.8426 Intermediate Similarity NPC180183
0.8426 Intermediate Similarity NPC6931
0.8426 Intermediate Similarity NPC246124
0.8426 Intermediate Similarity NPC38217
0.8421 Intermediate Similarity NPC135369
0.8416 Intermediate Similarity NPC474792
0.8416 Intermediate Similarity NPC91654
0.8416 Intermediate Similarity NPC67398
0.8411 Intermediate Similarity NPC470767
0.8411 Intermediate Similarity NPC242748
0.8411 Intermediate Similarity NPC470763
0.8411 Intermediate Similarity NPC309448
0.8407 Intermediate Similarity NPC471548
0.8407 Intermediate Similarity NPC470515
0.84 Intermediate Similarity NPC77796
0.84 Intermediate Similarity NPC92885
0.84 Intermediate Similarity NPC474249
0.84 Intermediate Similarity NPC261990
0.84 Intermediate Similarity NPC476226
0.8396 Intermediate Similarity NPC471887
0.8396 Intermediate Similarity NPC471885
0.8396 Intermediate Similarity NPC473198
0.8396 Intermediate Similarity NPC471886
0.8396 Intermediate Similarity NPC471888
0.839 Intermediate Similarity NPC220838
0.839 Intermediate Similarity NPC45606
0.8378 Intermediate Similarity NPC469347
0.8378 Intermediate Similarity NPC473159
0.8378 Intermediate Similarity NPC51154
0.8378 Intermediate Similarity NPC469348
0.8365 Intermediate Similarity NPC280825
0.8365 Intermediate Similarity NPC234287
0.8365 Intermediate Similarity NPC312325
0.8364 Intermediate Similarity NPC197231
0.8349 Intermediate Similarity NPC51925
0.8349 Intermediate Similarity NPC43976
0.8349 Intermediate Similarity NPC125361
0.8349 Intermediate Similarity NPC154085
0.8349 Intermediate Similarity NPC476835
0.8349 Intermediate Similarity NPC296761
0.8349 Intermediate Similarity NPC302057
0.8333 Intermediate Similarity NPC470911
0.8333 Intermediate Similarity NPC189513
0.8333 Intermediate Similarity NPC470517
0.8333 Intermediate Similarity NPC55532
0.8333 Intermediate Similarity NPC234160
0.8333 Intermediate Similarity NPC32177
0.8333 Intermediate Similarity NPC30483
0.8333 Intermediate Similarity NPC470915

  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 NPC195116 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
0.8261 Intermediate Similarity NPD8294 Approved
0.8261 Intermediate Similarity NPD8377 Approved
0.819 Intermediate Similarity NPD8296 Approved
0.819 Intermediate Similarity NPD8378 Approved
0.819 Intermediate Similarity NPD8380 Approved
0.819 Intermediate Similarity NPD8379 Approved
0.819 Intermediate Similarity NPD8033 Approved
0.819 Intermediate Similarity NPD8335 Approved
0.8087 Intermediate Similarity NPD7328 Approved
0.8087 Intermediate Similarity NPD7327 Approved
0.8017 Intermediate Similarity NPD7516 Approved
0.7881 Intermediate Similarity NPD7503 Approved
0.7739 Intermediate Similarity NPD8133 Approved
0.748 Intermediate Similarity NPD7507 Approved
0.7459 Intermediate Similarity NPD8328 Phase 3
0.7456 Intermediate Similarity NPD6686 Approved
0.7438 Intermediate Similarity NPD8516 Approved
0.7438 Intermediate Similarity NPD8515 Approved
0.7438 Intermediate Similarity NPD8517 Approved
0.7438 Intermediate Similarity NPD8513 Phase 3
0.7395 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD8171 Discontinued
0.7302 Intermediate Similarity NPD7319 Approved
0.7217 Intermediate Similarity NPD6412 Phase 2
0.7129 Intermediate Similarity NPD7645 Phase 2
0.6975 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6953 Remote Similarity NPD7736 Approved
0.6903 Remote Similarity NPD7638 Approved
0.6842 Remote Similarity NPD7640 Approved
0.6842 Remote Similarity NPD7639 Approved
0.6825 Remote Similarity NPD6370 Approved
0.6807 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6752 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6742 Remote Similarity NPD8449 Approved
0.6731 Remote Similarity NPD7525 Registered
0.6723 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6692 Remote Similarity NPD8450 Suspended
0.6667 Remote Similarity NPD6054 Approved
0.6638 Remote Similarity NPD5344 Discontinued
0.6615 Remote Similarity NPD8074 Phase 3
0.6615 Remote Similarity NPD8293 Discontinued
0.6612 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6609 Remote Similarity NPD4225 Approved
0.6596 Remote Similarity NPD7625 Phase 1
0.656 Remote Similarity NPD7115 Discovery
0.6549 Remote Similarity NPD7748 Approved
0.6535 Remote Similarity NPD6059 Approved
0.6522 Remote Similarity NPD7902 Approved
0.6484 Remote Similarity NPD6015 Approved
0.6484 Remote Similarity NPD6016 Approved
0.6466 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6462 Remote Similarity NPD7492 Approved
0.6455 Remote Similarity NPD7524 Approved
0.6434 Remote Similarity NPD5988 Approved
0.6415 Remote Similarity NPD6928 Phase 2
0.6412 Remote Similarity NPD6616 Approved
0.6385 Remote Similarity NPD6067 Discontinued
0.6372 Remote Similarity NPD7515 Phase 2
0.6371 Remote Similarity NPD8297 Approved
0.6371 Remote Similarity NPD6882 Approved
0.6364 Remote Similarity NPD7078 Approved
0.6364 Remote Similarity NPD5954 Clinical (unspecified phase)
0.633 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6311 Remote Similarity NPD1810 Approved
0.6311 Remote Similarity NPD1811 Approved
0.6303 Remote Similarity NPD7632 Discontinued
0.6299 Remote Similarity NPD6009 Approved
0.6279 Remote Similarity NPD6319 Approved
0.6271 Remote Similarity NPD6648 Approved
0.6261 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6261 Remote Similarity NPD7900 Approved
0.6239 Remote Similarity NPD6695 Phase 3
0.6231 Remote Similarity NPD6921 Approved
0.6218 Remote Similarity NPD4159 Approved
0.619 Remote Similarity NPD4632 Approved
0.6183 Remote Similarity NPD5125 Phase 3
0.6183 Remote Similarity NPD5126 Approved
0.6161 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6161 Remote Similarity NPD7750 Discontinued
0.614 Remote Similarity NPD3168 Discontinued
0.614 Remote Similarity NPD7838 Discovery
0.6095 Remote Similarity NPD6942 Approved
0.6095 Remote Similarity NPD7339 Approved
0.6087 Remote Similarity NPD8034 Phase 2
0.6087 Remote Similarity NPD8035 Phase 2
0.6074 Remote Similarity NPD6033 Approved
0.6053 Remote Similarity NPD6051 Approved
0.6048 Remote Similarity NPD6881 Approved
0.6048 Remote Similarity NPD6899 Approved
0.6038 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6036 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6032 Remote Similarity NPD8130 Phase 1
0.6032 Remote Similarity NPD6650 Approved
0.6032 Remote Similarity NPD6649 Approved
0.6019 Remote Similarity NPD2686 Approved
0.6019 Remote Similarity NPD2687 Approved
0.6019 Remote Similarity NPD2254 Approved
0.6016 Remote Similarity NPD5739 Approved
0.6016 Remote Similarity NPD6675 Approved
0.6016 Remote Similarity NPD7128 Approved
0.6016 Remote Similarity NPD6402 Approved
0.6 Remote Similarity NPD6698 Approved
0.6 Remote Similarity NPD6372 Approved
0.6 Remote Similarity NPD46 Approved
0.6 Remote Similarity NPD6373 Approved
0.5968 Remote Similarity NPD5697 Approved
0.5963 Remote Similarity NPD7332 Phase 2
0.5963 Remote Similarity NPD6930 Phase 2
0.5963 Remote Similarity NPD6931 Approved
0.5963 Remote Similarity NPD7514 Phase 3
0.5952 Remote Similarity NPD6883 Approved
0.5952 Remote Similarity NPD7102 Approved
0.5952 Remote Similarity NPD7290 Approved
0.5952 Remote Similarity NPD4634 Approved
0.5946 Remote Similarity NPD3669 Approved
0.5946 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5943 Remote Similarity NPD8264 Approved
0.5926 Remote Similarity NPD8451 Approved
0.5922 Remote Similarity NPD4267 Clinical (unspecified phase)
0.592 Remote Similarity NPD7320 Approved
0.5906 Remote Similarity NPD6617 Approved
0.5906 Remote Similarity NPD6847 Approved
0.5906 Remote Similarity NPD6869 Approved
0.5902 Remote Similarity NPD5211 Phase 2
0.5897 Remote Similarity NPD6399 Phase 3
0.5896 Remote Similarity NPD7604 Phase 2
0.5888 Remote Similarity NPD6933 Approved
0.5882 Remote Similarity NPD8448 Approved
0.5873 Remote Similarity NPD6013 Approved
0.5873 Remote Similarity NPD6012 Approved
0.5873 Remote Similarity NPD6014 Approved
0.5872 Remote Similarity NPD6929 Approved
0.587 Remote Similarity NPD8390 Approved
0.587 Remote Similarity NPD8392 Approved
0.587 Remote Similarity NPD8391 Approved
0.5868 Remote Similarity NPD5285 Approved
0.5868 Remote Similarity NPD4696 Approved
0.5868 Remote Similarity NPD5286 Approved
0.5865 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5865 Remote Similarity NPD5983 Phase 2
0.5862 Remote Similarity NPD8522 Clinical (unspecified phase)
0.585 Remote Similarity NPD6674 Discontinued
0.5841 Remote Similarity NPD7520 Clinical (unspecified phase)
0.584 Remote Similarity NPD5701 Approved
0.5833 Remote Similarity NPD6932 Approved
0.5833 Remote Similarity NPD4755 Approved
0.5812 Remote Similarity NPD6079 Approved
0.5812 Remote Similarity NPD7637 Suspended
0.5812 Remote Similarity NPD7087 Discontinued
0.5809 Remote Similarity NPD6336 Discontinued
0.5806 Remote Similarity NPD5141 Approved
0.5798 Remote Similarity NPD7991 Discontinued
0.5794 Remote Similarity NPD6011 Approved
0.5789 Remote Similarity NPD3618 Phase 1
0.5789 Remote Similarity NPD7741 Discontinued
0.578 Remote Similarity NPD7145 Approved
0.5778 Remote Similarity NPD7829 Approved
0.5778 Remote Similarity NPD7830 Approved
0.5776 Remote Similarity NPD5328 Approved
0.5772 Remote Similarity NPD5224 Approved
0.5772 Remote Similarity NPD5225 Approved
0.5772 Remote Similarity NPD4633 Approved
0.5772 Remote Similarity NPD5226 Approved
0.5767 Remote Similarity NPD7799 Discontinued
0.5766 Remote Similarity NPD6902 Approved
0.5763 Remote Similarity NPD4202 Approved
0.576 Remote Similarity NPD5357 Phase 1
0.576 Remote Similarity NPD6640 Phase 3
0.576 Remote Similarity NPD6008 Approved
0.5755 Remote Similarity NPD5956 Approved
0.5752 Remote Similarity NPD4786 Approved
0.5738 Remote Similarity NPD4700 Approved
0.5736 Remote Similarity NPD6430 Approved
0.5736 Remote Similarity NPD6429 Approved
0.5736 Remote Similarity NPD6053 Discontinued
0.5735 Remote Similarity NPD8342 Approved
0.5735 Remote Similarity NPD8299 Approved
0.5735 Remote Similarity NPD8340 Approved
0.5735 Remote Similarity NPD8341 Approved
0.5732 Remote Similarity NPD8470 Clinical (unspecified phase)
0.5726 Remote Similarity NPD5175 Approved
0.5726 Remote Similarity NPD5174 Approved
0.5714 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5714 Remote Similarity NPD3667 Approved
0.5702 Remote Similarity NPD6083 Phase 2
0.5702 Remote Similarity NPD6893 Approved
0.5702 Remote Similarity NPD6084 Phase 2
0.5701 Remote Similarity NPD6926 Approved
0.5701 Remote Similarity NPD4785 Approved
0.5701 Remote Similarity NPD4784 Approved
0.5701 Remote Similarity NPD6924 Approved
0.5691 Remote Similarity NPD5223 Approved
0.5688 Remote Similarity NPD5776 Phase 2
0.5688 Remote Similarity NPD6925 Approved
0.5678 Remote Similarity NPD7983 Approved
0.5678 Remote Similarity NPD6411 Approved
0.5676 Remote Similarity NPD7509 Discontinued
0.5669 Remote Similarity NPD4730 Approved
0.5669 Remote Similarity NPD4729 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