Structure

Physi-Chem Properties

Molecular Weight:  828.49
Volume:  821.606
LogP:  3.09
LogD:  3.429
LogS:  -3.375
# Rotatable Bonds:  9
TPSA:  234.29
# H-Bond Aceptor:  15
# H-Bond Donor:  8
# Rings:  7
# Heavy Atoms:  15

MedChem Properties

QED Drug-Likeness Score:  0.128
Synthetic Accessibility Score:  6.124
Fsp3:  0.977
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:  -5.353
MDCK Permeability:  0.00011290481052128598
Pgp-inhibitor:  0.998
Pgp-substrate:  0.767
Human Intestinal Absorption (HIA):  0.081
20% Bioavailability (F20%):  0.025
30% Bioavailability (F30%):  0.896

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.037
Plasma Protein Binding (PPB):  49.80961608886719%
Volume Distribution (VD):  0.31
Pgp-substrate:  14.000495910644531%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.098
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.431
CYP2C9-inhibitor:  0.004
CYP2C9-substrate:  0.013
CYP2D6-inhibitor:  0.011
CYP2D6-substrate:  0.084
CYP3A4-inhibitor:  0.055
CYP3A4-substrate:  0.114

ADMET: Excretion

Clearance (CL):  0.859
Half-life (T1/2):  0.655

ADMET: Toxicity

hERG Blockers:  0.47
Human Hepatotoxicity (H-HT):  0.165
Drug-inuced Liver Injury (DILI):  0.021
AMES Toxicity:  0.077
Rat Oral Acute Toxicity:  0.249
Maximum Recommended Daily Dose:  0.326
Skin Sensitization:  0.922
Carcinogencity:  0.019
Eye Corrosion:  0.003
Eye Irritation:  0.009
Respiratory Toxicity:  0.951

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

  Natural Product: NPC203434

Natural Product ID:  NPC203434
Common Name*:   Ginsenoside R2
IUPAC Name:   [(2R,3S,4S,5R,6R)-6-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-17-[(2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methyl acetate
Synonyms:   Ginsenoside R2; Vina-Ginsenoside R2
Standard InCHIKey:  URPKGNJHPFKECW-MCQXXECASA-N
Standard InCHI:  InChI=1S/C43H72O15/c1-20(44)53-19-25-31(49)32(50)34(57-36-33(51)30(48)23(46)18-54-36)37(56-25)55-24-17-42(8)26(40(6)13-11-27(47)38(2,3)35(24)40)16-22(45)29-21(10-14-41(29,42)7)43(9)15-12-28(58-43)39(4,5)52/h21-37,45-52H,10-19H2,1-9H3/t21-,22+,23+,24-,25+,26+,27-,28-,29-,30-,31+,32-,33+,34+,35-,36-,37+,40+,41+,42+,43-/m0/s1
SMILES:  CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O[C@H]2C[C@]3(C)[C@H](C[C@H]([C@@H]4[C@H](CC[C@@]34C)[C@]3(C)CC[C@@H](C(C)(C)O)O3)O)[C@@]3(C)CC[C@@H](C(C)(C)[C@H]23)O)O1)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL448234
PubChem CID:   44593678
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
NPO25128 Panax vietnamensis Species Araliaceae Eukaryota n.a. Vietnamese n.a. PMID[11325227]
NPO28005 Panax japonicus Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[12350149]
NPO28005 Panax japonicus Species Araliaceae Eukaryota Roots n.a. n.a. PMID[28006911]
NPO28005 Panax japonicus Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[28202328]
NPO28005 Panax japonicus Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28005 Panax japonicus Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25128 Panax vietnamensis Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28005 Panax japonicus Species Araliaceae 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
NPT993 Cell Line Hepatocyte Mus musculus Survival = 43.2 % PMID[455591]
NPT993 Cell Line Hepatocyte Mus musculus Survival = 72.9 % PMID[455591]
NPT993 Cell Line Hepatocyte Mus musculus Survival = 51.7 % PMID[455591]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 44.7 % PMID[455591]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 143.8 % PMID[455591]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 72.9 % PMID[455591]
NPT993 Cell Line Hepatocyte Mus musculus Activity = 19.0 % PMID[455591]
NPT993 Cell Line Hepatocyte Mus musculus Activity = 61.3 % PMID[455591]
NPT993 Cell Line Hepatocyte Mus musculus Activity = 31.1 % PMID[455591]
NPT993 Cell Line Hepatocyte Mus musculus IC50 = 63200.0 nM PMID[455591]
NPT136 Cell Line SK-N-SH Homo sapiens Activity = 97.0 % PMID[455592]

☑ 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 NPC203434 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 NPC238796
1.0 High Similarity NPC237071
0.9667 High Similarity NPC57964
0.9667 High Similarity NPC94582
0.957 High Similarity NPC472081
0.957 High Similarity NPC475574
0.957 High Similarity NPC476512
0.957 High Similarity NPC108227
0.9551 High Similarity NPC307167
0.9551 High Similarity NPC229801
0.9551 High Similarity NPC210759
0.9468 High Similarity NPC114700
0.9468 High Similarity NPC310138
0.9468 High Similarity NPC470029
0.9468 High Similarity NPC134967
0.9368 High Similarity NPC139181
0.9368 High Similarity NPC476837
0.9368 High Similarity NPC97260
0.9348 High Similarity NPC296936
0.9341 High Similarity NPC305418
0.9341 High Similarity NPC45959
0.9341 High Similarity NPC151214
0.9341 High Similarity NPC191915
0.9341 High Similarity NPC252253
0.9326 High Similarity NPC131466
0.9326 High Similarity NPC82955
0.9247 High Similarity NPC470591
0.9231 High Similarity NPC88962
0.9231 High Similarity NPC144790
0.9231 High Similarity NPC149400
0.9158 High Similarity NPC476839
0.9158 High Similarity NPC476838
0.914 High Similarity NPC252056
0.914 High Similarity NPC142264
0.914 High Similarity NPC476510
0.914 High Similarity NPC139271
0.914 High Similarity NPC304011
0.913 High Similarity NPC24960
0.913 High Similarity NPC179859
0.913 High Similarity NPC291547
0.913 High Similarity NPC475436
0.913 High Similarity NPC253268
0.913 High Similarity NPC312678
0.913 High Similarity NPC473851
0.913 High Similarity NPC131693
0.913 High Similarity NPC473774
0.913 High Similarity NPC174024
0.9101 High Similarity NPC140446
0.9101 High Similarity NPC43912
0.9053 High Similarity NPC470030
0.9043 High Similarity NPC233649
0.9043 High Similarity NPC210157
0.9043 High Similarity NPC470028
0.9043 High Similarity NPC477222
0.9043 High Similarity NPC477223
0.9032 High Similarity NPC474399
0.9022 High Similarity NPC234352
0.9022 High Similarity NPC477547
0.9022 High Similarity NPC167644
0.9022 High Similarity NPC325828
0.9022 High Similarity NPC297348
0.9022 High Similarity NPC249204
0.9022 High Similarity NPC477451
0.9022 High Similarity NPC250393
0.9022 High Similarity NPC48339
0.9022 High Similarity NPC311246
0.9022 High Similarity NPC177834
0.9022 High Similarity NPC141769
0.9011 High Similarity NPC65550
0.9011 High Similarity NPC473542
0.8947 High Similarity NPC209798
0.8947 High Similarity NPC471375
0.8947 High Similarity NPC471374
0.8936 High Similarity NPC121453
0.8936 High Similarity NPC156377
0.8925 High Similarity NPC471464
0.8925 High Similarity NPC294686
0.8925 High Similarity NPC477224
0.8925 High Similarity NPC175
0.8925 High Similarity NPC264101
0.8925 High Similarity NPC291203
0.8925 High Similarity NPC309866
0.8925 High Similarity NPC217205
0.8925 High Similarity NPC222731
0.8925 High Similarity NPC3538
0.8925 High Similarity NPC113500
0.8913 High Similarity NPC5632
0.8913 High Similarity NPC473830
0.8913 High Similarity NPC204881
0.8913 High Similarity NPC149966
0.8876 High Similarity NPC290612
0.8854 High Similarity NPC51579
0.8854 High Similarity NPC471426
0.8854 High Similarity NPC471427
0.8854 High Similarity NPC471428
0.8842 High Similarity NPC475207
0.8842 High Similarity NPC274200
0.8842 High Similarity NPC476112
0.8842 High Similarity NPC307534
0.883 High Similarity NPC473067
0.883 High Similarity NPC107188
0.883 High Similarity NPC19400
0.883 High Similarity NPC206003
0.883 High Similarity NPC477494
0.883 High Similarity NPC473065
0.883 High Similarity NPC475351
0.883 High Similarity NPC473064
0.883 High Similarity NPC473610
0.883 High Similarity NPC211354
0.883 High Similarity NPC473727
0.883 High Similarity NPC92196
0.883 High Similarity NPC6295
0.883 High Similarity NPC107962
0.8817 High Similarity NPC172838
0.8817 High Similarity NPC137004
0.8817 High Similarity NPC473726
0.8804 High Similarity NPC279329
0.8791 High Similarity NPC281004
0.8778 High Similarity NPC155531
0.8778 High Similarity NPC471411
0.8778 High Similarity NPC477283
0.8778 High Similarity NPC215968
0.8778 High Similarity NPC471410
0.875 High Similarity NPC473518
0.875 High Similarity NPC292775
0.875 High Similarity NPC473616
0.8737 High Similarity NPC470865
0.8737 High Similarity NPC232037
0.8737 High Similarity NPC132080
0.8737 High Similarity NPC475625
0.8737 High Similarity NPC30856
0.8737 High Similarity NPC160426
0.8737 High Similarity NPC287483
0.8737 High Similarity NPC116756
0.8737 High Similarity NPC128572
0.8737 High Similarity NPC284104
0.8737 High Similarity NPC470864
0.8737 High Similarity NPC473601
0.8737 High Similarity NPC195297
0.8737 High Similarity NPC103616
0.8737 High Similarity NPC98018
0.8737 High Similarity NPC470863
0.8737 High Similarity NPC475643
0.8737 High Similarity NPC84111
0.8737 High Similarity NPC97700
0.8737 High Similarity NPC470866
0.8737 High Similarity NPC184617
0.871 High Similarity NPC36372
0.871 High Similarity NPC293609
0.87 High Similarity NPC203974
0.8696 High Similarity NPC473472
0.8696 High Similarity NPC102725
0.8696 High Similarity NPC20822
0.8687 High Similarity NPC469827
0.8652 High Similarity NPC111582
0.8652 High Similarity NPC477285
0.8646 High Similarity NPC51520
0.8646 High Similarity NPC470862
0.8646 High Similarity NPC472273
0.8646 High Similarity NPC232611
0.8646 High Similarity NPC83137
0.8646 High Similarity NPC303069
0.8646 High Similarity NPC470861
0.8646 High Similarity NPC115165
0.8632 High Similarity NPC21897
0.8617 High Similarity NPC122083
0.8617 High Similarity NPC224003
0.8617 High Similarity NPC171741
0.8617 High Similarity NPC211845
0.8617 High Similarity NPC323231
0.8617 High Similarity NPC470623
0.8617 High Similarity NPC18724
0.8617 High Similarity NPC256104
0.8617 High Similarity NPC277774
0.8617 High Similarity NPC182740
0.8614 High Similarity NPC472988
0.8614 High Similarity NPC469826
0.8614 High Similarity NPC38217
0.8602 High Similarity NPC223143
0.8571 High Similarity NPC477172
0.8557 High Similarity NPC291548
0.8557 High Similarity NPC473638
0.8556 High Similarity NPC18953
0.8539 High Similarity NPC286719
0.8539 High Similarity NPC477286
0.8529 High Similarity NPC43976
0.8529 High Similarity NPC236753
0.8529 High Similarity NPC228190
0.8529 High Similarity NPC125361
0.8529 High Similarity NPC296761
0.8529 High Similarity NPC51925
0.8529 High Similarity NPC154085
0.8526 High Similarity NPC267238
0.8526 High Similarity NPC253611
0.8526 High Similarity NPC148593
0.8526 High Similarity NPC471373
0.8526 High Similarity NPC30687
0.8526 High Similarity NPC77717
0.8526 High Similarity NPC473503
0.8515 High Similarity NPC234160

  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 NPC203434 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
0.9022 High Similarity NPD8171 Discontinued
0.85 High Similarity NPD8170 Clinical (unspecified phase)
0.7928 Intermediate Similarity NPD8294 Approved
0.7928 Intermediate Similarity NPD8377 Approved
0.7912 Intermediate Similarity NPD6928 Phase 2
0.787 Intermediate Similarity NPD8133 Approved
0.7857 Intermediate Similarity NPD8296 Approved
0.7857 Intermediate Similarity NPD8033 Approved
0.7857 Intermediate Similarity NPD8335 Approved
0.7857 Intermediate Similarity NPD8380 Approved
0.7857 Intermediate Similarity NPD8379 Approved
0.7857 Intermediate Similarity NPD8378 Approved
0.7589 Intermediate Similarity NPD7328 Approved
0.7589 Intermediate Similarity NPD7327 Approved
0.7522 Intermediate Similarity NPD7516 Approved
0.7339 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD3669 Approved
0.7292 Intermediate Similarity NPD3670 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7191 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7507 Approved
0.7128 Intermediate Similarity NPD6697 Approved
0.7128 Intermediate Similarity NPD6115 Approved
0.7128 Intermediate Similarity NPD6118 Approved
0.7128 Intermediate Similarity NPD6114 Approved
0.7105 Intermediate Similarity NPD6940 Discontinued
0.7094 Intermediate Similarity NPD7503 Approved
0.7065 Intermediate Similarity NPD1810 Approved
0.7065 Intermediate Similarity NPD1811 Approved
0.7021 Intermediate Similarity NPD6116 Phase 1
0.7019 Intermediate Similarity NPD7991 Discontinued
0.6967 Remote Similarity NPD7319 Approved
0.6915 Remote Similarity NPD6117 Approved
0.6885 Remote Similarity NPD7736 Approved
0.6833 Remote Similarity NPD8328 Phase 3
0.6739 Remote Similarity NPD2254 Approved
0.6739 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6739 Remote Similarity NPD2686 Approved
0.6739 Remote Similarity NPD2687 Approved
0.6702 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6696 Remote Similarity NPD6412 Phase 2
0.6667 Remote Similarity NPD8293 Discontinued
0.6571 Remote Similarity NPD8034 Phase 2
0.6571 Remote Similarity NPD8035 Phase 2
0.6566 Remote Similarity NPD1780 Approved
0.6566 Remote Similarity NPD1779 Approved
0.6491 Remote Similarity NPD6686 Approved
0.6491 Remote Similarity NPD8174 Phase 2
0.6475 Remote Similarity NPD6370 Approved
0.6371 Remote Similarity NPD7492 Approved
0.632 Remote Similarity NPD6616 Approved
0.6316 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6316 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6311 Remote Similarity NPD6054 Approved
0.6311 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6311 Remote Similarity NPD6059 Approved
0.6289 Remote Similarity NPD3703 Phase 2
0.6289 Remote Similarity NPD3702 Approved
0.6279 Remote Similarity NPD8449 Approved
0.6277 Remote Similarity NPD7625 Phase 1
0.627 Remote Similarity NPD7078 Approved
0.6264 Remote Similarity NPD371 Approved
0.626 Remote Similarity NPD8515 Approved
0.626 Remote Similarity NPD8516 Approved
0.626 Remote Similarity NPD8517 Approved
0.626 Remote Similarity NPD8513 Phase 3
0.625 Remote Similarity NPD1700 Approved
0.6231 Remote Similarity NPD8450 Suspended
0.6228 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6228 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6216 Remote Similarity NPD7638 Approved
0.6211 Remote Similarity NPD4787 Phase 1
0.6207 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6161 Remote Similarity NPD7639 Approved
0.6161 Remote Similarity NPD7640 Approved
0.6139 Remote Similarity NPD7525 Registered
0.6134 Remote Similarity NPD6882 Approved
0.6134 Remote Similarity NPD8297 Approved
0.6129 Remote Similarity NPD6016 Approved
0.6129 Remote Similarity NPD6015 Approved
0.6105 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6105 Remote Similarity NPD3699 Clinical (unspecified phase)
0.608 Remote Similarity NPD5988 Approved
0.6066 Remote Similarity NPD6009 Approved
0.6053 Remote Similarity NPD7632 Discontinued
0.6048 Remote Similarity NPD6319 Approved
0.6032 Remote Similarity NPD6067 Discontinued
0.6018 Remote Similarity NPD8418 Phase 2
0.6017 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6 Remote Similarity NPD5360 Phase 3
0.6 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5979 Remote Similarity NPD5777 Approved
0.5979 Remote Similarity NPD6081 Approved
0.595 Remote Similarity NPD4632 Approved
0.5932 Remote Similarity NPD7320 Approved
0.5917 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5913 Remote Similarity NPD8085 Approved
0.5913 Remote Similarity NPD8082 Approved
0.5913 Remote Similarity NPD8084 Approved
0.5913 Remote Similarity NPD8138 Approved
0.5913 Remote Similarity NPD8083 Approved
0.5913 Remote Similarity NPD8086 Approved
0.5913 Remote Similarity NPD8139 Approved
0.5897 Remote Similarity NPD7128 Approved
0.5897 Remote Similarity NPD6675 Approved
0.5897 Remote Similarity NPD5739 Approved
0.5897 Remote Similarity NPD6402 Approved
0.5882 Remote Similarity NPD6373 Approved
0.5882 Remote Similarity NPD6372 Approved
0.5876 Remote Similarity NPD4789 Approved
0.5876 Remote Similarity NPD4245 Approved
0.5876 Remote Similarity NPD4244 Approved
0.5862 Remote Similarity NPD8276 Approved
0.5862 Remote Similarity NPD8275 Approved
0.5856 Remote Similarity NPD7748 Approved
0.5847 Remote Similarity NPD7646 Clinical (unspecified phase)
0.5846 Remote Similarity NPD6033 Approved
0.5841 Remote Similarity NPD7902 Approved
0.5833 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5812 Remote Similarity NPD8081 Approved
0.5806 Remote Similarity NPD7115 Discovery
0.5798 Remote Similarity NPD6899 Approved
0.5798 Remote Similarity NPD6881 Approved
0.5789 Remote Similarity NPD4224 Phase 2
0.5785 Remote Similarity NPD6649 Approved
0.5785 Remote Similarity NPD6650 Approved
0.5785 Remote Similarity NPD8130 Phase 1
0.5773 Remote Similarity NPD3698 Phase 2
0.5766 Remote Similarity NPD6399 Phase 3
0.5763 Remote Similarity NPD6008 Approved
0.5763 Remote Similarity NPD8393 Approved
0.5761 Remote Similarity NPD6123 Approved
0.5748 Remote Similarity NPD6921 Approved
0.5741 Remote Similarity NPD7524 Approved
0.5728 Remote Similarity NPD7645 Phase 2
0.5714 Remote Similarity NPD5697 Approved
0.5714 Remote Similarity NPD5701 Approved
0.5714 Remote Similarity NPD8307 Discontinued
0.5714 Remote Similarity NPD8140 Approved
0.5702 Remote Similarity NPD7290 Approved
0.5702 Remote Similarity NPD7102 Approved
0.5702 Remote Similarity NPD6883 Approved
0.5684 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5676 Remote Similarity NPD7515 Phase 2
0.5667 Remote Similarity NPD2267 Suspended
0.5659 Remote Similarity NPD7604 Phase 2
0.5657 Remote Similarity NPD4758 Discontinued
0.5656 Remote Similarity NPD6869 Approved
0.5656 Remote Similarity NPD6617 Approved
0.5656 Remote Similarity NPD6847 Approved
0.5652 Remote Similarity NPD4225 Approved
0.5648 Remote Similarity NPD8308 Discontinued
0.5631 Remote Similarity NPD5364 Discontinued
0.5631 Remote Similarity NPD3671 Phase 1
0.5625 Remote Similarity NPD5983 Phase 2
0.562 Remote Similarity NPD8305 Approved
0.562 Remote Similarity NPD6014 Approved
0.562 Remote Similarity NPD8306 Approved
0.562 Remote Similarity NPD6012 Approved
0.562 Remote Similarity NPD6013 Approved
0.5607 Remote Similarity NPD7338 Clinical (unspecified phase)
0.56 Remote Similarity NPD7755 Approved
0.56 Remote Similarity NPD7754 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