Structure

Physi-Chem Properties

Molecular Weight:  778.41
Volume:  770.314
LogP:  2.909
LogD:  2.393
LogS:  -4.75
# Rotatable Bonds:  6
TPSA:  229.74
# H-Bond Aceptor:  14
# H-Bond Donor:  7
# Rings:  7
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.193
Synthetic Accessibility Score:  5.839
Fsp3:  0.878
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:  -6.134
MDCK Permeability:  1.3914051123720128e-05
Pgp-inhibitor:  0.206
Pgp-substrate:  0.46
Human Intestinal Absorption (HIA):  0.911
20% Bioavailability (F20%):  0.019
30% Bioavailability (F30%):  0.822

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.25
Plasma Protein Binding (PPB):  77.29966735839844%
Volume Distribution (VD):  0.452
Pgp-substrate:  9.878654479980469%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.977
CYP2C19-inhibitor:  0.002
CYP2C19-substrate:  0.322
CYP2C9-inhibitor:  0.004
CYP2C9-substrate:  0.02
CYP2D6-inhibitor:  0.012
CYP2D6-substrate:  0.029
CYP3A4-inhibitor:  0.069
CYP3A4-substrate:  0.017

ADMET: Excretion

Clearance (CL):  0.992
Half-life (T1/2):  0.529

ADMET: Toxicity

hERG Blockers:  0.015
Human Hepatotoxicity (H-HT):  0.196
Drug-inuced Liver Injury (DILI):  0.004
AMES Toxicity:  0.092
Rat Oral Acute Toxicity:  0.068
Maximum Recommended Daily Dose:  0.76
Skin Sensitization:  0.021
Carcinogencity:  0.042
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.966

Download Data

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

  Natural Product: NPC471965

Natural Product ID:  NPC471965
Common Name*:   DTMJARJUCFBMFR-ZHGMGIEYSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  DTMJARJUCFBMFR-ZHGMGIEYSA-N
Standard InCHI:  InChI=1S/C41H62O14/c1-36(2)23-8-11-41(7)31(21(42)16-19-20-17-38(4,35(50)51)13-12-37(20,3)14-15-40(19,41)6)39(23,5)10-9-24(36)53-34-30(27(46)26(45)29(54-34)32(48)49)55-33-28(47)25(44)22(43)18-52-33/h16,20,22-31,33-34,43-47H,8-15,17-18H2,1-7H3,(H,48,49)(H,50,51)/t20-,22-,23-,24-,25-,26-,27-,28+,29-,30+,31+,33-,34-,37+,38-,39-,40+,41+/m0/s1
SMILES:  O=C1C=C2[C@@H]3C[C@](C)(CC[C@]3(C)CC[C@]2([C@]2([C@H]1[C@@]1(C)CC[C@@H](C([C@@H]1CC2)(C)C)O[C@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O[C@@H]1OC[C@@H]([C@@H]([C@H]1O)O)O)O)O)C)C)C(=O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3314504
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
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 IC50 = 85100.0 nM PMID[451015]
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 Inhibition > 50.0 % PMID[451015]

☑ 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 NPC471965 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9912 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 NPC471962
0.9825 High Similarity NPC471963
0.9825 High Similarity NPC247315
0.9739 High Similarity NPC285091
0.9732 High Similarity NPC114441
0.9732 High Similarity NPC180550
0.9732 High Similarity NPC473884
0.9732 High Similarity NPC475171
0.9732 High Similarity NPC309780
0.9732 High Similarity NPC214484
0.9732 High Similarity NPC469945
0.9732 High Similarity NPC157868
0.9732 High Similarity NPC35405
0.9732 High Similarity NPC11551
0.9732 High Similarity NPC472949
0.9732 High Similarity NPC6377
0.9732 High Similarity NPC208381
0.9732 High Similarity NPC39211
0.9649 High Similarity NPC162574
0.9643 High Similarity NPC286347
0.9561 High Similarity NPC22956
0.9561 High Similarity NPC301449
0.9561 High Similarity NPC31838
0.9561 High Similarity NPC64715
0.9561 High Similarity NPC242840
0.9561 High Similarity NPC11242
0.9561 High Similarity NPC171544
0.9561 High Similarity NPC222580
0.9561 High Similarity NPC114484
0.9561 High Similarity NPC62725
0.9561 High Similarity NPC31193
0.9561 High Similarity NPC159309
0.9561 High Similarity NPC75417
0.9561 High Similarity NPC223301
0.9561 High Similarity NPC104372
0.9561 High Similarity NPC297263
0.9561 High Similarity NPC86222
0.9554 High Similarity NPC224121
0.9478 High Similarity NPC4749
0.9478 High Similarity NPC249848
0.9478 High Similarity NPC236870
0.9478 High Similarity NPC213952
0.9478 High Similarity NPC21691
0.9478 High Similarity NPC475591
0.9478 High Similarity NPC10607
0.9478 High Similarity NPC187290
0.9478 High Similarity NPC235438
0.9478 High Similarity NPC40775
0.9478 High Similarity NPC107966
0.9478 High Similarity NPC80986
0.9474 High Similarity NPC294112
0.9474 High Similarity NPC236657
0.9474 High Similarity NPC118440
0.9402 High Similarity NPC181066
0.9402 High Similarity NPC469947
0.9397 High Similarity NPC235405
0.9397 High Similarity NPC281148
0.9397 High Similarity NPC44716
0.9397 High Similarity NPC30735
0.9397 High Similarity NPC257211
0.9397 High Similarity NPC2370
0.9397 High Similarity NPC258617
0.9397 High Similarity NPC283417
0.9397 High Similarity NPC200049
0.9397 High Similarity NPC302543
0.9391 High Similarity NPC302887
0.9391 High Similarity NPC187618
0.9386 High Similarity NPC192791
0.9328 High Similarity NPC477196
0.9316 High Similarity NPC160452
0.9316 High Similarity NPC33068
0.9316 High Similarity NPC177820
0.9316 High Similarity NPC30188
0.9316 High Similarity NPC470477
0.931 High Similarity NPC275343
0.931 High Similarity NPC313110
0.931 High Similarity NPC131469
0.9298 High Similarity NPC109588
0.925 High Similarity NPC477197
0.9244 High Similarity NPC477078
0.9244 High Similarity NPC477192
0.9244 High Similarity NPC477193
0.9244 High Similarity NPC477194
0.9244 High Similarity NPC475281
0.9244 High Similarity NPC477191
0.9244 High Similarity NPC477075
0.9244 High Similarity NPC329923
0.9237 High Similarity NPC470218
0.9237 High Similarity NPC475368
0.9237 High Similarity NPC284449
0.9231 High Similarity NPC478066
0.9217 High Similarity NPC473401
0.9211 High Similarity NPC309433
0.9196 High Similarity NPC471967
0.9196 High Similarity NPC1046
0.9196 High Similarity NPC80843
0.9174 High Similarity NPC476776
0.9174 High Similarity NPC477195
0.9167 High Similarity NPC470912
0.9167 High Similarity NPC477076
0.9167 High Similarity NPC305793
0.9167 High Similarity NPC82380
0.9167 High Similarity NPC9470
0.9167 High Similarity NPC252289
0.9167 High Similarity NPC477077
0.9167 High Similarity NPC115656
0.9167 High Similarity NPC1314
0.9167 High Similarity NPC265841
0.9167 High Similarity NPC107536
0.9167 High Similarity NPC244296
0.9167 High Similarity NPC252657
0.9167 High Similarity NPC273878
0.9167 High Similarity NPC477079
0.9167 High Similarity NPC97918
0.9167 High Similarity NPC470913
0.9167 High Similarity NPC269484
0.9167 High Similarity NPC11577
0.9167 High Similarity NPC472267
0.9167 High Similarity NPC88311
0.9167 High Similarity NPC47995
0.9167 High Similarity NPC141600
0.9167 High Similarity NPC280029
0.9167 High Similarity NPC470518
0.9153 High Similarity NPC469842
0.9153 High Similarity NPC23275
0.9153 High Similarity NPC469841
0.9123 High Similarity NPC291903
0.9123 High Similarity NPC37134
0.9115 High Similarity NPC475208
0.9115 High Similarity NPC62696
0.9115 High Similarity NPC238935
0.9115 High Similarity NPC293038
0.9107 High Similarity NPC31839
0.9098 High Similarity NPC476779
0.9091 High Similarity NPC301639
0.9091 High Similarity NPC271610
0.9091 High Similarity NPC173435
0.9091 High Similarity NPC476774
0.9091 High Similarity NPC172374
0.9091 High Similarity NPC478155
0.9091 High Similarity NPC476780
0.9091 High Similarity NPC262796
0.9091 High Similarity NPC45346
0.9091 High Similarity NPC25998
0.9091 High Similarity NPC478065
0.9091 High Similarity NPC329993
0.9091 High Similarity NPC475377
0.9091 High Similarity NPC264566
0.9091 High Similarity NPC475167
0.9091 High Similarity NPC476775
0.9091 High Similarity NPC476074
0.9091 High Similarity NPC134914
0.9091 High Similarity NPC478064
0.9083 High Similarity NPC470475
0.906 High Similarity NPC412
0.906 High Similarity NPC169727
0.906 High Similarity NPC47567
0.906 High Similarity NPC258815
0.906 High Similarity NPC194310
0.906 High Similarity NPC258789
0.906 High Similarity NPC241310
0.906 High Similarity NPC131841
0.9052 High Similarity NPC127530
0.9043 High Similarity NPC475119
0.9043 High Similarity NPC473824
0.9043 High Similarity NPC300419
0.9035 High Similarity NPC102088
0.9035 High Similarity NPC164389
0.9035 High Similarity NPC475486
0.9035 High Similarity NPC475633
0.9027 High Similarity NPC256798
0.9027 High Similarity NPC128925
0.9027 High Similarity NPC48249
0.9024 High Similarity NPC476777
0.9024 High Similarity NPC476778
0.9018 High Similarity NPC90856
0.9018 High Similarity NPC127056
0.9018 High Similarity NPC279554
0.9018 High Similarity NPC164194
0.9018 High Similarity NPC242611
0.9018 High Similarity NPC270667
0.9018 High Similarity NPC174679
0.9018 High Similarity NPC59804
0.9018 High Similarity NPC474589
0.9018 High Similarity NPC29069
0.9018 High Similarity NPC136877
0.9018 High Similarity NPC56713
0.9018 High Similarity NPC475296
0.9016 High Similarity NPC473918
0.9016 High Similarity NPC46823
0.9016 High Similarity NPC478154
0.9016 High Similarity NPC178264
0.9016 High Similarity NPC277212
0.9016 High Similarity NPC478153
0.9016 High Similarity NPC478150

  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 NPC471965 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
0.9381 High Similarity NPD8295 Clinical (unspecified phase)
0.8468 Intermediate Similarity NPD7736 Approved
0.8435 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.824 Intermediate Similarity NPD8293 Discontinued
0.8065 Intermediate Similarity NPD6370 Approved
0.7969 Intermediate Similarity NPD7319 Approved
0.7949 Intermediate Similarity NPD6412 Phase 2
0.7937 Intermediate Similarity NPD7492 Approved
0.7903 Intermediate Similarity NPD6319 Approved
0.7903 Intermediate Similarity NPD6059 Approved
0.7903 Intermediate Similarity NPD6054 Approved
0.7876 Intermediate Similarity NPD7902 Approved
0.7874 Intermediate Similarity NPD7507 Approved
0.7874 Intermediate Similarity NPD6616 Approved
0.7812 Intermediate Similarity NPD7078 Approved
0.7769 Intermediate Similarity NPD6882 Approved
0.7769 Intermediate Similarity NPD8297 Approved
0.7768 Intermediate Similarity NPD7748 Approved
0.7731 Intermediate Similarity NPD6686 Approved
0.7705 Intermediate Similarity NPD8133 Approved
0.7698 Intermediate Similarity NPD8513 Phase 3
0.7698 Intermediate Similarity NPD6015 Approved
0.7698 Intermediate Similarity NPD6016 Approved
0.7698 Intermediate Similarity NPD8517 Approved
0.7698 Intermediate Similarity NPD8515 Approved
0.7698 Intermediate Similarity NPD8516 Approved
0.7667 Intermediate Similarity NPD6372 Approved
0.7667 Intermediate Similarity NPD6373 Approved
0.7661 Intermediate Similarity NPD6009 Approved
0.7638 Intermediate Similarity NPD5988 Approved
0.7619 Intermediate Similarity NPD8294 Approved
0.7619 Intermediate Similarity NPD8377 Approved
0.7611 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7611 Intermediate Similarity NPD7900 Approved
0.7589 Intermediate Similarity NPD7515 Phase 2
0.7583 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7563 Intermediate Similarity NPD6402 Approved
0.7563 Intermediate Similarity NPD7128 Approved
0.7563 Intermediate Similarity NPD5739 Approved
0.7563 Intermediate Similarity NPD6675 Approved
0.7559 Intermediate Similarity NPD8379 Approved
0.7559 Intermediate Similarity NPD8296 Approved
0.7559 Intermediate Similarity NPD8378 Approved
0.7559 Intermediate Similarity NPD8380 Approved
0.7559 Intermediate Similarity NPD8335 Approved
0.7559 Intermediate Similarity NPD8033 Approved
0.7541 Intermediate Similarity NPD6650 Approved
0.7541 Intermediate Similarity NPD6649 Approved
0.7438 Intermediate Similarity NPD6881 Approved
0.7438 Intermediate Similarity NPD6899 Approved
0.7438 Intermediate Similarity NPD7320 Approved
0.7419 Intermediate Similarity NPD4632 Approved
0.7398 Intermediate Similarity NPD8130 Phase 1
0.7355 Intermediate Similarity NPD5697 Approved
0.7355 Intermediate Similarity NPD5701 Approved
0.7348 Intermediate Similarity NPD6033 Approved
0.7323 Intermediate Similarity NPD7327 Approved
0.7323 Intermediate Similarity NPD7328 Approved
0.7317 Intermediate Similarity NPD6883 Approved
0.7317 Intermediate Similarity NPD7102 Approved
0.7317 Intermediate Similarity NPD7290 Approved
0.7266 Intermediate Similarity NPD7516 Approved
0.7258 Intermediate Similarity NPD6617 Approved
0.7258 Intermediate Similarity NPD6869 Approved
0.7258 Intermediate Similarity NPD6847 Approved
0.7236 Intermediate Similarity NPD6014 Approved
0.7236 Intermediate Similarity NPD6013 Approved
0.7236 Intermediate Similarity NPD6012 Approved
0.719 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7177 Intermediate Similarity NPD4634 Approved
0.7176 Intermediate Similarity NPD7604 Phase 2
0.7154 Intermediate Similarity NPD5983 Phase 2
0.7154 Intermediate Similarity NPD7503 Approved
0.7154 Intermediate Similarity NPD6011 Approved
0.712 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7109 Intermediate Similarity NPD7115 Discovery
0.7068 Intermediate Similarity NPD6336 Discontinued
0.7023 Intermediate Similarity NPD6921 Approved
0.6984 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6975 Remote Similarity NPD4755 Approved
0.6975 Remote Similarity NPD6084 Phase 2
0.6975 Remote Similarity NPD6083 Phase 2
0.6917 Remote Similarity NPD6067 Discontinued
0.6917 Remote Similarity NPD7638 Approved
0.6899 Remote Similarity NPD6274 Approved
0.6891 Remote Similarity NPD4697 Phase 3
0.6889 Remote Similarity NPD8074 Phase 3
0.687 Remote Similarity NPD7100 Approved
0.687 Remote Similarity NPD7101 Approved
0.686 Remote Similarity NPD4700 Approved
0.686 Remote Similarity NPD5286 Approved
0.686 Remote Similarity NPD5285 Approved
0.686 Remote Similarity NPD7639 Approved
0.686 Remote Similarity NPD7640 Approved
0.686 Remote Similarity NPD4696 Approved
0.6855 Remote Similarity NPD6008 Approved
0.6842 Remote Similarity NPD8080 Discontinued
0.6838 Remote Similarity NPD8035 Phase 2
0.6838 Remote Similarity NPD8034 Phase 2
0.6838 Remote Similarity NPD6411 Approved
0.6825 Remote Similarity NPD4061 Clinical (unspecified phase)
0.681 Remote Similarity NPD5328 Approved
0.6794 Remote Similarity NPD6335 Approved
0.6783 Remote Similarity NPD3573 Approved
0.678 Remote Similarity NPD6399 Phase 3
0.6777 Remote Similarity NPD5696 Approved
0.6777 Remote Similarity NPD4225 Approved
0.6772 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6769 Remote Similarity NPD6868 Approved
0.6767 Remote Similarity NPD6908 Approved
0.6767 Remote Similarity NPD6909 Approved
0.675 Remote Similarity NPD5221 Approved
0.675 Remote Similarity NPD5220 Clinical (unspecified phase)
0.675 Remote Similarity NPD5222 Approved
0.6748 Remote Similarity NPD5225 Approved
0.6748 Remote Similarity NPD4633 Approved
0.6748 Remote Similarity NPD5224 Approved
0.6748 Remote Similarity NPD5211 Phase 2
0.6748 Remote Similarity NPD5226 Approved
0.6724 Remote Similarity NPD6672 Approved
0.6724 Remote Similarity NPD5737 Approved
0.672 Remote Similarity NPD4768 Approved
0.672 Remote Similarity NPD4767 Approved
0.6718 Remote Similarity NPD6317 Approved
0.6696 Remote Similarity NPD3618 Phase 1
0.6695 Remote Similarity NPD6079 Approved
0.6694 Remote Similarity NPD5174 Approved
0.6694 Remote Similarity NPD5175 Approved
0.6694 Remote Similarity NPD5173 Approved
0.6667 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5223 Approved
0.6667 Remote Similarity NPD6314 Approved
0.6667 Remote Similarity NPD5695 Phase 3
0.6667 Remote Similarity NPD6313 Approved
0.6667 Remote Similarity NPD6101 Approved
0.6642 Remote Similarity NPD8274 Clinical (unspecified phase)
0.664 Remote Similarity NPD5141 Approved
0.6619 Remote Similarity NPD5956 Approved
0.6614 Remote Similarity NPD4730 Approved
0.6614 Remote Similarity NPD4729 Approved
0.6594 Remote Similarity NPD8336 Approved
0.6594 Remote Similarity NPD8337 Approved
0.6581 Remote Similarity NPD7513 Clinical (unspecified phase)
0.656 Remote Similarity NPD4754 Approved
0.6555 Remote Similarity NPD7983 Approved
0.6535 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6519 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6518 Remote Similarity NPD7645 Phase 2
0.6512 Remote Similarity NPD5249 Phase 3
0.6512 Remote Similarity NPD5250 Approved
0.6512 Remote Similarity NPD5248 Approved
0.6512 Remote Similarity NPD5247 Approved
0.6512 Remote Similarity NPD5251 Approved
0.6503 Remote Similarity NPD7799 Discontinued
0.6503 Remote Similarity NPD8387 Clinical (unspecified phase)
0.65 Remote Similarity NPD5779 Approved
0.65 Remote Similarity NPD5778 Approved
0.6484 Remote Similarity NPD5128 Approved
0.6471 Remote Similarity NPD6698 Approved
0.6471 Remote Similarity NPD46 Approved
0.6466 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6458 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6454 Remote Similarity NPD7260 Phase 2
0.6446 Remote Similarity NPD5282 Discontinued
0.6434 Remote Similarity NPD8415 Approved
0.6423 Remote Similarity NPD7830 Approved
0.6423 Remote Similarity NPD7829 Approved
0.6418 Remote Similarity NPD7641 Discontinued
0.6414 Remote Similarity NPD6333 Approved
0.6414 Remote Similarity NPD6334 Approved
0.641 Remote Similarity NPD6684 Approved
0.641 Remote Similarity NPD7521 Approved
0.641 Remote Similarity NPD5330 Approved
0.641 Remote Similarity NPD7334 Approved
0.641 Remote Similarity NPD7146 Approved
0.641 Remote Similarity NPD6409 Approved
0.6408 Remote Similarity NPD8338 Approved
0.6406 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6387 Remote Similarity NPD6080 Approved
0.6387 Remote Similarity NPD6904 Approved
0.6387 Remote Similarity NPD6673 Approved
0.6387 Remote Similarity NPD4753 Phase 2
0.6377 Remote Similarity NPD8299 Approved
0.6377 Remote Similarity NPD8340 Approved
0.6377 Remote Similarity NPD8342 Approved
0.6377 Remote Similarity NPD8341 Approved
0.6371 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6364 Remote Similarity NPD8171 Discontinued
0.6364 Remote Similarity NPD4202 Approved
0.6349 Remote Similarity NPD7632 Discontinued
0.6343 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6336 Remote Similarity NPD5215 Approved
0.6336 Remote Similarity NPD5217 Approved
0.6336 Remote Similarity NPD5216 Approved
0.6331 Remote Similarity NPD8451 Approved
0.6303 Remote Similarity NPD6903 Approved
0.6286 Remote Similarity NPD8448 Approved
0.6271 Remote Similarity NPD3574 Clinical (unspecified phase)

  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