Structure

Physi-Chem Properties

Molecular Weight:  822.48
Volume:  818.918
LogP:  3.059
LogD:  2.784
LogS:  -4.862
# Rotatable Bonds:  8
TPSA:  214.06
# H-Bond Aceptor:  14
# H-Bond Donor:  7
# Rings:  8
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.112
Synthetic Accessibility Score:  7.317
Fsp3:  0.932
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:  -5.624
MDCK Permeability:  3.905967969330959e-05
Pgp-inhibitor:  0.798
Pgp-substrate:  0.966
Human Intestinal Absorption (HIA):  0.853
20% Bioavailability (F20%):  0.037
30% Bioavailability (F30%):  0.96

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.012
Plasma Protein Binding (PPB):  70.2339096069336%
Volume Distribution (VD):  0.561
Pgp-substrate:  10.518310546875%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.721
CYP2C19-inhibitor:  0.002
CYP2C19-substrate:  0.41
CYP2C9-inhibitor:  0.007
CYP2C9-substrate:  0.008
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.067
CYP3A4-inhibitor:  0.362
CYP3A4-substrate:  0.114

ADMET: Excretion

Clearance (CL):  0.901
Half-life (T1/2):  0.742

ADMET: Toxicity

hERG Blockers:  0.262
Human Hepatotoxicity (H-HT):  0.298
Drug-inuced Liver Injury (DILI):  0.009
AMES Toxicity:  0.075
Rat Oral Acute Toxicity:  0.103
Maximum Recommended Daily Dose:  0.531
Skin Sensitization:  0.032
Carcinogencity:  0.043
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.979

Download Data

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

  Natural Product: NPC40133

Natural Product ID:  NPC40133
Common Name*:   WDWZBAMDKXKRBA-YBZZVAQVSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  WDWZBAMDKXKRBA-YBZZVAQVSA-N
Standard InCHI:  InChI=1S/C44H70O14/c1-22-30(48)35(58-36-33(51)32(50)31(49)24(56-36)19-53-23(2)46)34(52)37(55-22)57-29-11-12-39(5)25(40(29,6)20-45)9-13-41(7)26(39)10-14-44-27-17-38(3,4)15-16-43(27,21-54-44)28(47)18-42(41,44)8/h10,14,22,24-37,45,47-52H,9,11-13,15-21H2,1-8H3/t22-,24-,25-,26-,27-,28-,29+,30+,31-,32+,33-,34-,35+,36+,37+,39+,40+,41-,42+,43-,44+/m1/s1
SMILES:  OC[C@]1(C)[C@H](CC[C@]2([C@H]1CC[C@@]1([C@@H]2C=C[C@]23[C@@]1(C)C[C@@H](O)[C@@]1([C@H]3CC(CC1)(C)C)CO2)C)C)O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@H]1O)O[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3613726
PubChem CID:   21637630
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]
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[HerDing]
NPO1484 Bupleurum scorzonerifolium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29401 Bupleurum chinense Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
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]
NPO29401 Bupleurum chinense Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
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[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 = 15270.0 nM PMID[475839]
NPT65 Cell Line HepG2 Homo sapiens IC50 = 8290.0 nM PMID[475839]
NPT1872 Cell Line Bcap37 Homo sapiens IC50 = 17670.0 nM PMID[475839]
NPT83 Cell Line MCF7 Homo sapiens IC50 = 9980.0 nM PMID[475839]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 7590.0 nM PMID[475839]

☑ 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 NPC40133 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 NPC49413
1.0 High Similarity NPC290608
1.0 High Similarity NPC473128
1.0 High Similarity NPC44298
0.9904 High Similarity NPC473125
0.9615 High Similarity NPC285253
0.9615 High Similarity NPC221110
0.9615 High Similarity NPC180459
0.9615 High Similarity NPC195116
0.9519 High Similarity NPC38376
0.9519 High Similarity NPC80210
0.9434 High Similarity NPC157474
0.9434 High Similarity NPC110494
0.9346 High Similarity NPC476305
0.9048 High Similarity NPC203354
0.9048 High Similarity NPC110656
0.9048 High Similarity NPC173583
0.9048 High Similarity NPC473127
0.9018 High Similarity NPC470914
0.8952 High Similarity NPC473123
0.8952 High Similarity NPC473124
0.8938 High Similarity NPC473130
0.8879 High Similarity NPC281939
0.8839 High Similarity NPC473405
0.8796 High Similarity NPC38217
0.8796 High Similarity NPC472988
0.8785 High Similarity NPC470763
0.8785 High Similarity NPC470767
0.8774 High Similarity NPC162354
0.8772 High Similarity NPC135369
0.8761 High Similarity NPC470515
0.8761 High Similarity NPC471548
0.8739 High Similarity NPC473159
0.8729 High Similarity NPC220838
0.8729 High Similarity NPC45606
0.8716 High Similarity NPC157530
0.8716 High Similarity NPC125361
0.8716 High Similarity NPC473328
0.8716 High Similarity NPC154085
0.8716 High Similarity NPC473318
0.8716 High Similarity NPC250089
0.8716 High Similarity NPC43976
0.8716 High Similarity NPC14630
0.8716 High Similarity NPC28844
0.8716 High Similarity NPC51925
0.8716 High Similarity NPC296761
0.8704 High Similarity NPC234160
0.8692 High Similarity NPC470768
0.8684 High Similarity NPC469756
0.8684 High Similarity NPC236973
0.8684 High Similarity NPC30483
0.8684 High Similarity NPC32177
0.8684 High Similarity NPC292467
0.8684 High Similarity NPC55532
0.8684 High Similarity NPC470915
0.8684 High Similarity NPC470517
0.8684 High Similarity NPC470897
0.8684 High Similarity NPC470911
0.8636 High Similarity NPC474589
0.8636 High Similarity NPC270667
0.8636 High Similarity NPC90856
0.8636 High Similarity NPC164194
0.8636 High Similarity NPC65155
0.8636 High Similarity NPC279554
0.8636 High Similarity NPC29069
0.8636 High Similarity NPC127056
0.8636 High Similarity NPC475296
0.8636 High Similarity NPC56713
0.8636 High Similarity NPC170974
0.8636 High Similarity NPC191439
0.8636 High Similarity NPC136877
0.8636 High Similarity NPC59804
0.8636 High Similarity NPC103627
0.8636 High Similarity NPC174679
0.8624 High Similarity NPC472896
0.8624 High Similarity NPC472897
0.8621 High Similarity NPC264336
0.8611 High Similarity NPC473199
0.8609 High Similarity NPC475629
0.8609 High Similarity NPC475556
0.8609 High Similarity NPC72260
0.8596 High Similarity NPC475899
0.8585 High Similarity NPC263756
0.8585 High Similarity NPC280991
0.8585 High Similarity NPC117714
0.8584 High Similarity NPC146652
0.8583 High Similarity NPC300655
0.8583 High Similarity NPC311178
0.8583 High Similarity NPC43589
0.8583 High Similarity NPC222951
0.8571 High Similarity NPC189884
0.8571 High Similarity NPC138334
0.8571 High Similarity NPC47063
0.8571 High Similarity NPC204458
0.8559 High Similarity NPC473481
0.8559 High Similarity NPC297950
0.8559 High Similarity NPC297208
0.8559 High Similarity NPC114188
0.8559 High Similarity NPC108748
0.8559 High Similarity NPC30397
0.8559 High Similarity NPC472987
0.8559 High Similarity NPC164419
0.8559 High Similarity NPC211798
0.8559 High Similarity NPC65167
0.8559 High Similarity NPC473021
0.8559 High Similarity NPC179434
0.8559 High Similarity NPC235841
0.8545 High Similarity NPC237503
0.8545 High Similarity NPC306746
0.8545 High Similarity NPC167383
0.8545 High Similarity NPC40728
0.8545 High Similarity NPC57362
0.8545 High Similarity NPC204407
0.8534 High Similarity NPC120390
0.8534 High Similarity NPC231518
0.8534 High Similarity NPC475219
0.8534 High Similarity NPC475590
0.8534 High Similarity NPC474908
0.8534 High Similarity NPC314535
0.8534 High Similarity NPC475419
0.8534 High Similarity NPC40749
0.8534 High Similarity NPC173555
0.8532 High Similarity NPC231340
0.8532 High Similarity NPC33053
0.8522 High Similarity NPC329905
0.8522 High Similarity NPC477464
0.8522 High Similarity NPC122971
0.8512 High Similarity NPC322904
0.8512 High Similarity NPC319719
0.8512 High Similarity NPC475177
0.8512 High Similarity NPC233223
0.8512 High Similarity NPC183816
0.8512 High Similarity NPC196874
0.8512 High Similarity NPC324933
0.8512 High Similarity NPC473679
0.8512 High Similarity NPC475444
0.8509 High Similarity NPC471547
0.8509 High Similarity NPC93883
0.8505 High Similarity NPC213674
0.8505 High Similarity NPC76497
0.8505 High Similarity NPC256133
0.8505 High Similarity NPC30289
0.8491 Intermediate Similarity NPC219285
0.8491 Intermediate Similarity NPC477968
0.8491 Intermediate Similarity NPC228251
0.8491 Intermediate Similarity NPC161527
0.8491 Intermediate Similarity NPC477972
0.8491 Intermediate Similarity NPC477971
0.8491 Intermediate Similarity NPC20113
0.8482 Intermediate Similarity NPC257468
0.8482 Intermediate Similarity NPC292677
0.8482 Intermediate Similarity NPC128925
0.8482 Intermediate Similarity NPC80843
0.8482 Intermediate Similarity NPC139894
0.8482 Intermediate Similarity NPC139044
0.8482 Intermediate Similarity NPC104071
0.8482 Intermediate Similarity NPC469946
0.8482 Intermediate Similarity NPC324875
0.8482 Intermediate Similarity NPC471383
0.8482 Intermediate Similarity NPC276093
0.8482 Intermediate Similarity NPC231797
0.8482 Intermediate Similarity NPC104400
0.8482 Intermediate Similarity NPC10320
0.8482 Intermediate Similarity NPC79718
0.8482 Intermediate Similarity NPC109079
0.8482 Intermediate Similarity NPC46388
0.8482 Intermediate Similarity NPC1046
0.8482 Intermediate Similarity NPC102439
0.8482 Intermediate Similarity NPC37739
0.8482 Intermediate Similarity NPC473383
0.8482 Intermediate Similarity NPC475516
0.8482 Intermediate Similarity NPC256798
0.8482 Intermediate Similarity NPC475504
0.8482 Intermediate Similarity NPC101744
0.8482 Intermediate Similarity NPC473373
0.8476 Intermediate Similarity NPC125551
0.8476 Intermediate Similarity NPC309503
0.8476 Intermediate Similarity NPC96597
0.8476 Intermediate Similarity NPC91197
0.8476 Intermediate Similarity NPC155319
0.8476 Intermediate Similarity NPC239547
0.8468 Intermediate Similarity NPC274507
0.8468 Intermediate Similarity NPC476883
0.8468 Intermediate Similarity NPC476882
0.8468 Intermediate Similarity NPC102914
0.8468 Intermediate Similarity NPC75747
0.8468 Intermediate Similarity NPC199457
0.8468 Intermediate Similarity NPC269095
0.8468 Intermediate Similarity NPC476884
0.8468 Intermediate Similarity NPC476885
0.8468 Intermediate Similarity NPC108709
0.8468 Intermediate Similarity NPC472717
0.8468 Intermediate Similarity NPC68419
0.8468 Intermediate Similarity NPC476886
0.8468 Intermediate Similarity NPC476881
0.8468 Intermediate Similarity NPC476880
0.8468 Intermediate Similarity NPC7870
0.8468 Intermediate Similarity NPC78046
0.8468 Intermediate Similarity NPC476887
0.8468 Intermediate Similarity NPC110139

  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 NPC40133 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
0.8609 High Similarity NPD8377 Approved
0.8609 High Similarity NPD8294 Approved
0.8534 High Similarity NPD8296 Approved
0.8534 High Similarity NPD8378 Approved
0.8534 High Similarity NPD8033 Approved
0.8534 High Similarity NPD8335 Approved
0.8534 High Similarity NPD8380 Approved
0.8534 High Similarity NPD8379 Approved
0.8435 Intermediate Similarity NPD7328 Approved
0.8435 Intermediate Similarity NPD7327 Approved
0.8362 Intermediate Similarity NPD7516 Approved
0.822 Intermediate Similarity NPD7503 Approved
0.8087 Intermediate Similarity NPD8133 Approved
0.7807 Intermediate Similarity NPD6686 Approved
0.7805 Intermediate Similarity NPD7507 Approved
0.7787 Intermediate Similarity NPD8328 Phase 3
0.7769 Intermediate Similarity NPD8513 Phase 3
0.7769 Intermediate Similarity NPD8515 Approved
0.7769 Intermediate Similarity NPD8516 Approved
0.7769 Intermediate Similarity NPD8517 Approved
0.7739 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7731 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD7319 Approved
0.7311 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7266 Intermediate Similarity NPD7736 Approved
0.7265 Intermediate Similarity NPD6412 Phase 2
0.7257 Intermediate Similarity NPD7638 Approved
0.7193 Intermediate Similarity NPD7639 Approved
0.7193 Intermediate Similarity NPD7640 Approved
0.7143 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD8171 Discontinued
0.7059 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.6983 Remote Similarity NPD5344 Discontinued
0.6957 Remote Similarity NPD4225 Approved
0.6942 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6923 Remote Similarity NPD8293 Discontinued
0.6923 Remote Similarity NPD8074 Phase 3
0.6903 Remote Similarity NPD7748 Approved
0.688 Remote Similarity NPD7115 Discovery
0.6879 Remote Similarity NPD7625 Phase 1
0.6875 Remote Similarity NPD6370 Approved
0.687 Remote Similarity NPD7902 Approved
0.6857 Remote Similarity NPD7645 Phase 2
0.681 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6807 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6769 Remote Similarity NPD7492 Approved
0.6726 Remote Similarity NPD7515 Phase 2
0.6719 Remote Similarity NPD6054 Approved
0.6718 Remote Similarity NPD6616 Approved
0.6694 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6694 Remote Similarity NPD6882 Approved
0.6694 Remote Similarity NPD8297 Approved
0.6667 Remote Similarity NPD7078 Approved
0.6639 Remote Similarity NPD7632 Discontinued
0.6614 Remote Similarity NPD6009 Approved
0.661 Remote Similarity NPD6648 Approved
0.6609 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6609 Remote Similarity NPD7900 Approved
0.6589 Remote Similarity NPD6319 Approved
0.6589 Remote Similarity NPD6059 Approved
0.6544 Remote Similarity NPD8449 Approved
0.6538 Remote Similarity NPD6015 Approved
0.6538 Remote Similarity NPD6921 Approved
0.6538 Remote Similarity NPD6016 Approved
0.6508 Remote Similarity NPD4632 Approved
0.6496 Remote Similarity NPD8450 Suspended
0.6491 Remote Similarity NPD7838 Discovery
0.6489 Remote Similarity NPD5988 Approved
0.6481 Remote Similarity NPD7525 Registered
0.6439 Remote Similarity NPD6067 Discontinued
0.6435 Remote Similarity NPD8035 Phase 2
0.6435 Remote Similarity NPD8034 Phase 2
0.6404 Remote Similarity NPD6051 Approved
0.6396 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6371 Remote Similarity NPD6899 Approved
0.6371 Remote Similarity NPD6881 Approved
0.6349 Remote Similarity NPD6649 Approved
0.6349 Remote Similarity NPD8130 Phase 1
0.6349 Remote Similarity NPD6650 Approved
0.6348 Remote Similarity NPD46 Approved
0.6348 Remote Similarity NPD6698 Approved
0.6341 Remote Similarity NPD5739 Approved
0.6341 Remote Similarity NPD6675 Approved
0.6341 Remote Similarity NPD6402 Approved
0.6341 Remote Similarity NPD7128 Approved
0.632 Remote Similarity NPD6373 Approved
0.632 Remote Similarity NPD6372 Approved
0.6306 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6306 Remote Similarity NPD3669 Approved
0.629 Remote Similarity NPD5697 Approved
0.627 Remote Similarity NPD7102 Approved
0.627 Remote Similarity NPD7290 Approved
0.627 Remote Similarity NPD6883 Approved
0.624 Remote Similarity NPD7320 Approved
0.6239 Remote Similarity NPD6399 Phase 3
0.6228 Remote Similarity NPD7524 Approved
0.6222 Remote Similarity NPD8451 Approved
0.622 Remote Similarity NPD6847 Approved
0.622 Remote Similarity NPD6617 Approved
0.622 Remote Similarity NPD6869 Approved
0.6195 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6194 Remote Similarity NPD7604 Phase 2
0.619 Remote Similarity NPD6014 Approved
0.619 Remote Similarity NPD6012 Approved
0.619 Remote Similarity NPD6013 Approved
0.6182 Remote Similarity NPD6928 Phase 2
0.6176 Remote Similarity NPD8448 Approved
0.6165 Remote Similarity NPD5983 Phase 2
0.616 Remote Similarity NPD5701 Approved
0.6159 Remote Similarity NPD8391 Approved
0.6159 Remote Similarity NPD8390 Approved
0.6159 Remote Similarity NPD8392 Approved
0.6154 Remote Similarity NPD7637 Suspended
0.6131 Remote Similarity NPD6033 Approved
0.6111 Remote Similarity NPD6011 Approved
0.6106 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6103 Remote Similarity NPD6336 Discontinued
0.608 Remote Similarity NPD6008 Approved
0.6075 Remote Similarity NPD1811 Approved
0.6075 Remote Similarity NPD1810 Approved
0.6074 Remote Similarity NPD7829 Approved
0.6074 Remote Similarity NPD7830 Approved
0.6047 Remote Similarity NPD6053 Discontinued
0.6033 Remote Similarity NPD6084 Phase 2
0.6033 Remote Similarity NPD6083 Phase 2
0.6032 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6029 Remote Similarity NPD8342 Approved
0.6029 Remote Similarity NPD8340 Approved
0.6029 Remote Similarity NPD8299 Approved
0.6029 Remote Similarity NPD8341 Approved
0.6018 Remote Similarity NPD6695 Phase 3
0.6017 Remote Similarity NPD7983 Approved
0.6017 Remote Similarity NPD6411 Approved
0.6016 Remote Similarity NPD4634 Approved
0.6016 Remote Similarity NPD4159 Approved
0.6012 Remote Similarity NPD7799 Discontinued
0.6 Remote Similarity NPD5125 Phase 3
0.6 Remote Similarity NPD5126 Approved
0.5976 Remote Similarity NPD8470 Clinical (unspecified phase)
0.5969 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5968 Remote Similarity NPD5211 Phase 2
0.5966 Remote Similarity NPD5778 Approved
0.5966 Remote Similarity NPD5779 Approved
0.5948 Remote Similarity NPD3573 Approved
0.5948 Remote Similarity NPD4751 Clinical (unspecified phase)
0.5948 Remote Similarity NPD7750 Discontinued
0.5943 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5935 Remote Similarity NPD5285 Approved
0.5935 Remote Similarity NPD5286 Approved
0.5935 Remote Similarity NPD4696 Approved
0.5932 Remote Similarity NPD3168 Discontinued
0.5926 Remote Similarity NPD8444 Approved
0.5913 Remote Similarity NPD1694 Approved
0.5909 Remote Similarity NPD6940 Discontinued
0.5903 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5902 Remote Similarity NPD4755 Approved
0.5897 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5896 Remote Similarity NPD7101 Approved
0.5896 Remote Similarity NPD7100 Approved
0.5891 Remote Similarity NPD6371 Approved
0.5887 Remote Similarity NPD7260 Phase 2
0.5882 Remote Similarity NPD6079 Approved
0.5873 Remote Similarity NPD5141 Approved
0.5872 Remote Similarity NPD6942 Approved
0.5872 Remote Similarity NPD7339 Approved
0.5862 Remote Similarity NPD3618 Phase 1
0.5847 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5847 Remote Similarity NPD6101 Approved
0.5847 Remote Similarity NPD5328 Approved
0.584 Remote Similarity NPD5225 Approved
0.584 Remote Similarity NPD4633 Approved
0.584 Remote Similarity NPD5226 Approved
0.584 Remote Similarity NPD5224 Approved
0.5833 Remote Similarity NPD4202 Approved
0.5826 Remote Similarity NPD4786 Approved
0.5823 Remote Similarity NPD8455 Phase 2
0.5821 Remote Similarity NPD6335 Approved
0.5818 Remote Similarity NPD7228 Approved
0.5818 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5816 Remote Similarity NPD5956 Approved
0.5812 Remote Similarity NPD4250 Approved
0.5812 Remote Similarity NPD4251 Approved
0.5806 Remote Similarity NPD4700 Approved
0.5794 Remote Similarity NPD5175 Approved
0.5794 Remote Similarity NPD2686 Approved
0.5794 Remote Similarity NPD5174 Approved
0.5794 Remote Similarity NPD2687 Approved
0.5794 Remote Similarity NPD2254 Approved
0.5789 Remote Similarity NPD6274 Approved
0.5789 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5789 Remote Similarity NPD3667 Approved
0.5772 Remote Similarity NPD7266 Discontinued
0.5764 Remote Similarity NPD8415 Approved
0.576 Remote Similarity NPD5223 Approved
0.5752 Remote Similarity NPD7332 Phase 2
0.5752 Remote Similarity NPD6931 Approved
0.5752 Remote Similarity NPD7514 Phase 3
0.5752 Remote Similarity NPD6930 Phase 2
0.5746 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5746 Remote Similarity NPD6317 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