Structure

Physi-Chem Properties

Molecular Weight:  954.48
Volume:  926.781
LogP:  2.567
LogD:  1.046
LogS:  -3.071
# Rotatable Bonds:  8
TPSA:  308.89
# H-Bond Aceptor:  19
# H-Bond Donor:  10
# Rings:  8
# Heavy Atoms:  19

MedChem Properties

QED Drug-Likeness Score:  0.121
Synthetic Accessibility Score:  6.503
Fsp3:  0.896
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:  -6.364
MDCK Permeability:  4.008250471088104e-05
Pgp-inhibitor:  0.61
Pgp-substrate:  0.011
Human Intestinal Absorption (HIA):  0.981
20% Bioavailability (F20%):  0.897
30% Bioavailability (F30%):  0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.117
Plasma Protein Binding (PPB):  77.6817398071289%
Volume Distribution (VD):  0.246
Pgp-substrate:  16.70650291442871%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.1
CYP2C19-inhibitor:  0.003
CYP2C19-substrate:  0.091
CYP2C9-inhibitor:  0.002
CYP2C9-substrate:  0.041
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.056
CYP3A4-inhibitor:  0.022
CYP3A4-substrate:  0.003

ADMET: Excretion

Clearance (CL):  0.398
Half-life (T1/2):  0.823

ADMET: Toxicity

hERG Blockers:  0.021
Human Hepatotoxicity (H-HT):  0.225
Drug-inuced Liver Injury (DILI):  0.808
AMES Toxicity:  0.178
Rat Oral Acute Toxicity:  0.299
Maximum Recommended Daily Dose:  0.011
Skin Sensitization:  0.042
Carcinogencity:  0.015
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.891

Download Data

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

  Natural Product: NPC471963

Natural Product ID:  NPC471963
Common Name*:   PDSBBERBJSPJMP-JNPZOHSNSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  PDSBBERBJSPJMP-JNPZOHSNSA-N
Standard InCHI:  InChI=1S/C48H74O19/c1-19-26(50)27(51)32(56)40(62-19)64-25-18-43(2,3)17-21-20-16-22(49)37-46(7)12-11-24(44(4,5)23(46)10-13-48(37,9)47(20,8)15-14-45(21,25)6)63-42-36(31(55)30(54)35(66-42)39(60)61)67-41-33(57)28(52)29(53)34(65-41)38(58)59/h16,19,21,23-37,40-42,50-57H,10-15,17-18H2,1-9H3,(H,58,59)(H,60,61)/t19-,21-,23-,24-,25+,26-,27+,28-,29-,30-,31-,32+,33+,34-,35-,36+,37+,40-,41-,42+,45+,46-,47+,48+/m0/s1
SMILES:  CC1C(C(C(C(O1)OC2CC(CC3C2(CCC4(C3=CC(=O)C5C4(CCC6C5(CCC(C6(C)C)OC7C(C(C(C(O7)C(=O)O)O)O)OC8C(C(C(C(O8)C(=O)O)O)O)O)C)C)C)C)(C)C)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3314500
PubChem CID:   n.a.
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
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. root n.a. PMID[16441081]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[16675659]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. root n.a. PMID[22074222]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[22074222]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. rhizome n.a. PMID[23867078]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. root n.a. PMID[23867078]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[24479468]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota roots n.a. n.a. PMID[24957203]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[25445757]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[25744461]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[26841168]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[32196343]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7154 Glycyrrhiza uralensis Species Fabaceae 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
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 39600.0 nM PMID[506278]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 47.5 % PMID[506278]

☑ 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 NPC471963 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 NPC471962
1.0 High Similarity NPC247315
0.9912 High Similarity NPC262199
0.9912 High Similarity NPC471961
0.9912 High Similarity NPC202666
0.9912 High Similarity NPC471964
0.9912 High Similarity NPC14617
0.9825 High Similarity NPC471965
0.9825 High Similarity NPC162574
0.9741 High Similarity NPC285091
0.9737 High Similarity NPC31838
0.9737 High Similarity NPC86222
0.9737 High Similarity NPC62725
0.9737 High Similarity NPC11242
0.9737 High Similarity NPC301449
0.9737 High Similarity NPC104372
0.9737 High Similarity NPC64715
0.9737 High Similarity NPC22956
0.9737 High Similarity NPC222580
0.9737 High Similarity NPC297263
0.9737 High Similarity NPC159309
0.9737 High Similarity NPC171544
0.9737 High Similarity NPC114484
0.9737 High Similarity NPC223301
0.9652 High Similarity NPC80986
0.9652 High Similarity NPC187290
0.9652 High Similarity NPC213952
0.9652 High Similarity NPC10607
0.9652 High Similarity NPC475591
0.9652 High Similarity NPC21691
0.9652 High Similarity NPC236870
0.9652 High Similarity NPC4749
0.9649 High Similarity NPC118440
0.9649 High Similarity NPC236657
0.9573 High Similarity NPC181066
0.9573 High Similarity NPC469947
0.9569 High Similarity NPC258617
0.9569 High Similarity NPC44716
0.9569 High Similarity NPC235405
0.9569 High Similarity NPC302543
0.9569 High Similarity NPC283417
0.9569 High Similarity NPC281148
0.9569 High Similarity NPC200049
0.9569 High Similarity NPC30735
0.9569 High Similarity NPC2370
0.9569 High Similarity NPC257211
0.9565 High Similarity NPC302887
0.9565 High Similarity NPC187618
0.9561 High Similarity NPC192791
0.9561 High Similarity NPC39211
0.9561 High Similarity NPC180550
0.9561 High Similarity NPC472949
0.9561 High Similarity NPC309780
0.9561 High Similarity NPC469945
0.9561 High Similarity NPC475171
0.9561 High Similarity NPC114441
0.9561 High Similarity NPC157868
0.9561 High Similarity NPC35405
0.9561 High Similarity NPC6377
0.9561 High Similarity NPC214484
0.9561 High Similarity NPC208381
0.9561 High Similarity NPC473884
0.9561 High Similarity NPC11551
0.9487 High Similarity NPC33068
0.9487 High Similarity NPC160452
0.9487 High Similarity NPC470477
0.9483 High Similarity NPC235438
0.9483 High Similarity NPC313110
0.9483 High Similarity NPC107966
0.9483 High Similarity NPC131469
0.9483 High Similarity NPC249848
0.9483 High Similarity NPC40775
0.9474 High Similarity NPC109588
0.9474 High Similarity NPC286347
0.9407 High Similarity NPC475368
0.9407 High Similarity NPC284449
0.9407 High Similarity NPC470218
0.9397 High Similarity NPC242840
0.9397 High Similarity NPC75417
0.9397 High Similarity NPC31193
0.9391 High Similarity NPC473401
0.9386 High Similarity NPC224121
0.9339 High Similarity NPC476776
0.9333 High Similarity NPC82380
0.9333 High Similarity NPC47995
0.9333 High Similarity NPC88311
0.9333 High Similarity NPC9470
0.9333 High Similarity NPC477196
0.9333 High Similarity NPC115656
0.9333 High Similarity NPC472267
0.9333 High Similarity NPC97918
0.9333 High Similarity NPC273878
0.9333 High Similarity NPC1314
0.9333 High Similarity NPC141600
0.9333 High Similarity NPC265841
0.9333 High Similarity NPC252657
0.9333 High Similarity NPC11577
0.9333 High Similarity NPC305793
0.9333 High Similarity NPC470912
0.9333 High Similarity NPC244296
0.9333 High Similarity NPC107536
0.9333 High Similarity NPC252289
0.9333 High Similarity NPC269484
0.9333 High Similarity NPC280029
0.9333 High Similarity NPC470518
0.9322 High Similarity NPC23275
0.931 High Similarity NPC294112
0.9298 High Similarity NPC37134
0.9298 High Similarity NPC291903
0.9262 High Similarity NPC476779
0.9256 High Similarity NPC476775
0.9256 High Similarity NPC476780
0.9256 High Similarity NPC476774
0.9256 High Similarity NPC271610
0.9256 High Similarity NPC477197
0.925 High Similarity NPC477194
0.925 High Similarity NPC477075
0.925 High Similarity NPC477192
0.925 High Similarity NPC477078
0.925 High Similarity NPC477191
0.925 High Similarity NPC470475
0.925 High Similarity NPC475281
0.925 High Similarity NPC477193
0.925 High Similarity NPC329923
0.9237 High Similarity NPC478066
0.9217 High Similarity NPC475119
0.9217 High Similarity NPC473824
0.9217 High Similarity NPC300419
0.9211 High Similarity NPC164389
0.9211 High Similarity NPC475486
0.9187 High Similarity NPC476778
0.9187 High Similarity NPC476777
0.918 High Similarity NPC312650
0.918 High Similarity NPC277212
0.918 High Similarity NPC178264
0.918 High Similarity NPC30279
0.918 High Similarity NPC71391
0.918 High Similarity NPC192765
0.918 High Similarity NPC473918
0.918 High Similarity NPC477195
0.918 High Similarity NPC46823
0.9174 High Similarity NPC470913
0.9174 High Similarity NPC477076
0.9174 High Similarity NPC477077
0.9174 High Similarity NPC477079
0.916 High Similarity NPC177820
0.916 High Similarity NPC30188
0.9153 High Similarity NPC275343
0.9138 High Similarity NPC232237
0.9138 High Similarity NPC105800
0.913 High Similarity NPC51465
0.913 High Similarity NPC26626
0.913 High Similarity NPC288205
0.913 High Similarity NPC75287
0.913 High Similarity NPC476992
0.913 High Similarity NPC305267
0.9113 High Similarity NPC279915
0.9113 High Similarity NPC110700
0.9106 High Similarity NPC225791
0.9098 High Similarity NPC301639
0.9098 High Similarity NPC173435
0.9098 High Similarity NPC262796
0.9098 High Similarity NPC45346
0.9098 High Similarity NPC25998
0.9098 High Similarity NPC478065
0.9098 High Similarity NPC478155
0.9098 High Similarity NPC329993
0.9098 High Similarity NPC475377
0.9098 High Similarity NPC172374
0.9098 High Similarity NPC264566
0.9098 High Similarity NPC475167
0.9098 High Similarity NPC476074
0.9098 High Similarity NPC134914
0.9098 High Similarity NPC478064
0.9091 High Similarity NPC470476
0.906 High Similarity NPC207738
0.906 High Similarity NPC51564
0.906 High Similarity NPC135849
0.906 High Similarity NPC25663
0.9052 High Similarity NPC473452
0.9052 High Similarity NPC104137
0.9052 High Similarity NPC471580
0.9052 High Similarity NPC475514
0.9052 High Similarity NPC309223
0.9052 High Similarity NPC102505
0.9052 High Similarity NPC470876
0.9052 High Similarity NPC8524
0.9052 High Similarity NPC323359
0.9052 High Similarity NPC191827
0.9052 High Similarity NPC69811
0.9052 High Similarity NPC309433
0.9052 High Similarity NPC33012
0.9052 High Similarity NPC85154
0.9052 High Similarity NPC123522
0.9052 High Similarity NPC286457
0.9052 High Similarity NPC220160
0.9052 High Similarity NPC475209
0.9035 High Similarity NPC101744
0.9035 High Similarity NPC104400
0.9035 High Similarity NPC324875

  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 NPC471963 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
0.9912 High Similarity NPD8328 Phase 3
0.9217 High Similarity NPD8295 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD7736 Approved
0.8291 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.811 Intermediate Similarity NPD8293 Discontinued
0.7937 Intermediate Similarity NPD6370 Approved
0.7869 Intermediate Similarity NPD8133 Approved
0.7846 Intermediate Similarity NPD7319 Approved
0.7815 Intermediate Similarity NPD6412 Phase 2
0.7812 Intermediate Similarity NPD7492 Approved
0.7778 Intermediate Similarity NPD6059 Approved
0.7778 Intermediate Similarity NPD6054 Approved
0.7778 Intermediate Similarity NPD6319 Approved
0.7752 Intermediate Similarity NPD7507 Approved
0.7752 Intermediate Similarity NPD6616 Approved
0.7739 Intermediate Similarity NPD7902 Approved
0.7717 Intermediate Similarity NPD8517 Approved
0.7717 Intermediate Similarity NPD8515 Approved
0.7717 Intermediate Similarity NPD8513 Phase 3
0.7717 Intermediate Similarity NPD8516 Approved
0.7692 Intermediate Similarity NPD7078 Approved
0.7642 Intermediate Similarity NPD8297 Approved
0.7642 Intermediate Similarity NPD6882 Approved
0.7638 Intermediate Similarity NPD8377 Approved
0.7638 Intermediate Similarity NPD8294 Approved
0.7632 Intermediate Similarity NPD7748 Approved
0.7603 Intermediate Similarity NPD6686 Approved
0.7578 Intermediate Similarity NPD8335 Approved
0.7578 Intermediate Similarity NPD8379 Approved
0.7578 Intermediate Similarity NPD8380 Approved
0.7578 Intermediate Similarity NPD8378 Approved
0.7578 Intermediate Similarity NPD6015 Approved
0.7578 Intermediate Similarity NPD8296 Approved
0.7578 Intermediate Similarity NPD6016 Approved
0.7541 Intermediate Similarity NPD6372 Approved
0.7541 Intermediate Similarity NPD6373 Approved
0.754 Intermediate Similarity NPD6009 Approved
0.7519 Intermediate Similarity NPD5988 Approved
0.7478 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7478 Intermediate Similarity NPD7900 Approved
0.7459 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7456 Intermediate Similarity NPD7515 Phase 2
0.7442 Intermediate Similarity NPD8033 Approved
0.7438 Intermediate Similarity NPD6402 Approved
0.7438 Intermediate Similarity NPD5739 Approved
0.7438 Intermediate Similarity NPD6675 Approved
0.7438 Intermediate Similarity NPD7128 Approved
0.7419 Intermediate Similarity NPD6650 Approved
0.7419 Intermediate Similarity NPD6649 Approved
0.7317 Intermediate Similarity NPD6899 Approved
0.7317 Intermediate Similarity NPD7320 Approved
0.7317 Intermediate Similarity NPD6881 Approved
0.7302 Intermediate Similarity NPD4632 Approved
0.728 Intermediate Similarity NPD8130 Phase 1
0.7239 Intermediate Similarity NPD6033 Approved
0.7236 Intermediate Similarity NPD5697 Approved
0.7236 Intermediate Similarity NPD5701 Approved
0.7213 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD7328 Approved
0.7209 Intermediate Similarity NPD7327 Approved
0.72 Intermediate Similarity NPD7102 Approved
0.72 Intermediate Similarity NPD7290 Approved
0.72 Intermediate Similarity NPD6883 Approved
0.7154 Intermediate Similarity NPD7516 Approved
0.7143 Intermediate Similarity NPD6617 Approved
0.7143 Intermediate Similarity NPD6869 Approved
0.7143 Intermediate Similarity NPD6847 Approved
0.712 Intermediate Similarity NPD6013 Approved
0.712 Intermediate Similarity NPD6014 Approved
0.712 Intermediate Similarity NPD6012 Approved
0.7068 Intermediate Similarity NPD7604 Phase 2
0.7063 Intermediate Similarity NPD4634 Approved
0.7045 Intermediate Similarity NPD7503 Approved
0.7045 Intermediate Similarity NPD5983 Phase 2
0.704 Intermediate Similarity NPD6011 Approved
0.7008 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7115 Discovery
0.6963 Remote Similarity NPD6336 Discontinued
0.6917 Remote Similarity NPD6921 Approved
0.686 Remote Similarity NPD6083 Phase 2
0.686 Remote Similarity NPD4755 Approved
0.686 Remote Similarity NPD6084 Phase 2
0.6815 Remote Similarity NPD6067 Discontinued
0.6803 Remote Similarity NPD7638 Approved
0.6794 Remote Similarity NPD6274 Approved
0.6788 Remote Similarity NPD8074 Phase 3
0.6777 Remote Similarity NPD4697 Phase 3
0.6767 Remote Similarity NPD7101 Approved
0.6767 Remote Similarity NPD7100 Approved
0.6748 Remote Similarity NPD5285 Approved
0.6748 Remote Similarity NPD5286 Approved
0.6748 Remote Similarity NPD4700 Approved
0.6748 Remote Similarity NPD4696 Approved
0.6748 Remote Similarity NPD7640 Approved
0.6748 Remote Similarity NPD7639 Approved
0.6746 Remote Similarity NPD6008 Approved
0.6741 Remote Similarity NPD8080 Discontinued
0.6723 Remote Similarity NPD8034 Phase 2
0.6723 Remote Similarity NPD6411 Approved
0.6723 Remote Similarity NPD8035 Phase 2
0.6719 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6695 Remote Similarity NPD5328 Approved
0.6692 Remote Similarity NPD6335 Approved
0.6667 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4225 Approved
0.6667 Remote Similarity NPD3573 Approved
0.6667 Remote Similarity NPD6868 Approved
0.6667 Remote Similarity NPD5696 Approved
0.6667 Remote Similarity NPD6908 Approved
0.6667 Remote Similarity NPD6399 Phase 3
0.6667 Remote Similarity NPD6909 Approved
0.664 Remote Similarity NPD4633 Approved
0.664 Remote Similarity NPD5211 Phase 2
0.664 Remote Similarity NPD5226 Approved
0.664 Remote Similarity NPD5225 Approved
0.664 Remote Similarity NPD5224 Approved
0.6639 Remote Similarity NPD5221 Approved
0.6639 Remote Similarity NPD5222 Approved
0.6639 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6617 Remote Similarity NPD6317 Approved
0.6614 Remote Similarity NPD4767 Approved
0.6614 Remote Similarity NPD4768 Approved
0.661 Remote Similarity NPD6672 Approved
0.661 Remote Similarity NPD5737 Approved
0.6587 Remote Similarity NPD5175 Approved
0.6587 Remote Similarity NPD5174 Approved
0.6585 Remote Similarity NPD5173 Approved
0.6583 Remote Similarity NPD6079 Approved
0.6581 Remote Similarity NPD3618 Phase 1
0.6567 Remote Similarity NPD6313 Approved
0.6567 Remote Similarity NPD6314 Approved
0.656 Remote Similarity NPD5223 Approved
0.6557 Remote Similarity NPD5695 Phase 3
0.6555 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6555 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6555 Remote Similarity NPD6101 Approved
0.6544 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6535 Remote Similarity NPD5141 Approved
0.6525 Remote Similarity NPD5956 Approved
0.6512 Remote Similarity NPD4730 Approved
0.6512 Remote Similarity NPD4729 Approved
0.65 Remote Similarity NPD8336 Approved
0.65 Remote Similarity NPD8337 Approved
0.6471 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6457 Remote Similarity NPD4754 Approved
0.6446 Remote Similarity NPD7983 Approved
0.6434 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6424 Remote Similarity NPD7799 Discontinued
0.6423 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6414 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6412 Remote Similarity NPD5251 Approved
0.6412 Remote Similarity NPD5248 Approved
0.6412 Remote Similarity NPD5247 Approved
0.6412 Remote Similarity NPD5249 Phase 3
0.6412 Remote Similarity NPD5250 Approved
0.6404 Remote Similarity NPD7645 Phase 2
0.6393 Remote Similarity NPD8171 Discontinued
0.6393 Remote Similarity NPD5779 Approved
0.6393 Remote Similarity NPD5778 Approved
0.6385 Remote Similarity NPD5128 Approved
0.637 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7260 Phase 2
0.6364 Remote Similarity NPD6698 Approved
0.6364 Remote Similarity NPD46 Approved
0.6356 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6345 Remote Similarity NPD8415 Approved
0.6341 Remote Similarity NPD5282 Discontinued
0.6331 Remote Similarity NPD7829 Approved
0.6331 Remote Similarity NPD7830 Approved
0.6327 Remote Similarity NPD6333 Approved
0.6327 Remote Similarity NPD6334 Approved
0.6324 Remote Similarity NPD7641 Discontinued
0.6319 Remote Similarity NPD8338 Approved
0.6312 Remote Similarity NPD8448 Approved
0.6308 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6303 Remote Similarity NPD7334 Approved
0.6303 Remote Similarity NPD7521 Approved
0.6303 Remote Similarity NPD6684 Approved
0.6303 Remote Similarity NPD7146 Approved
0.6303 Remote Similarity NPD5330 Approved
0.6303 Remote Similarity NPD6409 Approved
0.6294 Remote Similarity NPD8390 Approved
0.6294 Remote Similarity NPD8391 Approved
0.6294 Remote Similarity NPD8392 Approved
0.6286 Remote Similarity NPD8341 Approved
0.6286 Remote Similarity NPD8299 Approved
0.6286 Remote Similarity NPD8340 Approved
0.6286 Remote Similarity NPD8342 Approved
0.6281 Remote Similarity NPD6673 Approved
0.6281 Remote Similarity NPD4753 Phase 2
0.6281 Remote Similarity NPD6080 Approved
0.6281 Remote Similarity NPD6904 Approved
0.627 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6261 Remote Similarity NPD7329 Approved
0.626 Remote Similarity NPD4202 Approved
0.625 Remote Similarity NPD8137 Clinical (unspecified phase)
0.625 Remote Similarity NPD7632 Discontinued
0.6241 Remote Similarity NPD5215 Approved
0.6241 Remote Similarity NPD8451 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