Structure

Physi-Chem Properties

Molecular Weight:  747.24
Volume:  696.643
LogP:  1.021
LogD:  0.366
LogS:  -3.243
# Rotatable Bonds:  8
TPSA:  267.91
# H-Bond Aceptor:  18
# H-Bond Donor:  5
# Rings:  6
# Heavy Atoms:  18

MedChem Properties

QED Drug-Likeness Score:  0.184
Synthetic Accessibility Score:  7.73
Fsp3:  0.6
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.894
MDCK Permeability:  0.00010784362530102953
Pgp-inhibitor:  0.128
Pgp-substrate:  0.992
Human Intestinal Absorption (HIA):  0.943
20% Bioavailability (F20%):  0.999
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.084
Plasma Protein Binding (PPB):  57.42975616455078%
Volume Distribution (VD):  0.689
Pgp-substrate:  18.245710372924805%

ADMET: Metabolism

CYP1A2-inhibitor:  0.024
CYP1A2-substrate:  0.044
CYP2C19-inhibitor:  0.013
CYP2C19-substrate:  0.06
CYP2C9-inhibitor:  0.002
CYP2C9-substrate:  0.008
CYP2D6-inhibitor:  0.011
CYP2D6-substrate:  0.038
CYP3A4-inhibitor:  0.601
CYP3A4-substrate:  0.188

ADMET: Excretion

Clearance (CL):  2.56
Half-life (T1/2):  0.804

ADMET: Toxicity

hERG Blockers:  0.116
Human Hepatotoxicity (H-HT):  0.792
Drug-inuced Liver Injury (DILI):  0.926
AMES Toxicity:  0.025
Rat Oral Acute Toxicity:  0.112
Maximum Recommended Daily Dose:  0.057
Skin Sensitization:  0.06
Carcinogencity:  0.457
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.882

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

  Natural Product: NPC471978

Natural Product ID:  NPC471978
Common Name*:   HGMLQEJTURHNRT-XYFWFBGBSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  HGMLQEJTURHNRT-XYFWFBGBSA-N
Standard InCHI:  InChI=1S/C35H41NO17/c1-16(38)49-23-21-26(50-17(2)39)35-33(5,46)27(22(40)24(41)34(35,14-37)25(23)42)51-30(45)31(3,52-28(43)18-9-12-47-13-18)10-8-20-19(7-6-11-36-20)29(44)48-15-32(21,4)53-35/h6-7,9,11-13,21-27,37,40-42,46H,8,10,14-15H2,1-5H3/t21-,22-,23-,24+,25-,26-,27+,31+,32+,33+,34+,35+/m1/s1
SMILES:  OC[C@]12[C@@H](O)[C@@H](O)[C@H]3[C@]([C@@]42O[C@@]([C@H]([C@H]([C@H]1O)OC(=O)C)[C@H]4OC(=O)C)(C)COC(=O)c1cccnc1CC[C@](C(=O)O3)(C)OC(=O)c1ccoc1)(C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3314702
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001283] Terpene lactones

*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
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. DOI[10.1016/0031-9422(90)85349-K]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. DOI[10.1186/1471-2202-6-1]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[10579865]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. leaf n.a. PMID[10716597]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[10757718]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[11374948]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[11561442]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[12579877]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[1375626]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[1375626]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[1602302]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[1602302]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[16864458]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota roots n.a. n.a. PMID[16989518]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[17250858]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[17265278]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[1823717]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. leaf n.a. PMID[1823717]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[18554602]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. bark n.a. PMID[18996177]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota root n.a. n.a. PMID[21486005]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[21486005]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[21514608]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota dried roots purchased from Sichuan Neautus Traditional Chinese Medicine Co. Ltd. (Chengdu, P.R. China) n.a. PMID[22148431]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota leaves n.a. n.a. PMID[23268606]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[23852638]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[24549173]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[24963543]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[25237706]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. bark n.a. PMID[2534610]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[2816380]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota Leaves n.a. n.a. PMID[29355322]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota Leaves n.a. n.a. PMID[31556299]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[7102323]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[7304185]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[8699928]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[8722541]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. Database[Article]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13661 Tripterygium wilfordii Species Celastraceae 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
NPT927 Cell Line PBMC Homo sapiens IC50 = 8670.0 nM PMID[570789]
NPT927 Cell Line PBMC Homo sapiens IC50 > 100000.0 nM PMID[570789]

☑ 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 NPC471978 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
0.9785 High Similarity NPC471979
0.9526 High Similarity NPC13603
0.9524 High Similarity NPC471015
0.9487 High Similarity NPC473833
0.9483 High Similarity NPC53255
0.9483 High Similarity NPC85879
0.9399 High Similarity NPC475301
0.9399 High Similarity NPC326930
0.9389 High Similarity NPC180668
0.9389 High Similarity NPC148896
0.9389 High Similarity NPC471013
0.9227 High Similarity NPC10904
0.9181 High Similarity NPC475533
0.9163 High Similarity NPC328928
0.9142 High Similarity NPC324619
0.9142 High Similarity NPC475315
0.8831 High Similarity NPC237702
0.8821 High Similarity NPC475362
0.8803 High Similarity NPC253482
0.8788 High Similarity NPC319880
0.8788 High Similarity NPC244839
0.8788 High Similarity NPC320324
0.8777 High Similarity NPC146824
0.8745 High Similarity NPC473689
0.8745 High Similarity NPC292416
0.8712 High Similarity NPC35208
0.8692 High Similarity NPC475648
0.869 High Similarity NPC473850
0.8675 High Similarity NPC327904
0.8675 High Similarity NPC38959
0.8646 High Similarity NPC57797
0.8646 High Similarity NPC250807
0.8632 High Similarity NPC475406
0.8632 High Similarity NPC475426
0.8615 High Similarity NPC228377
0.8615 High Similarity NPC328186
0.8615 High Similarity NPC477787
0.8615 High Similarity NPC122968
0.8609 High Similarity NPC475137
0.8609 High Similarity NPC475498
0.8578 High Similarity NPC470486
0.8578 High Similarity NPC471190
0.8578 High Similarity NPC471977
0.8578 High Similarity NPC475644
0.8565 High Similarity NPC76565
0.8547 High Similarity NPC469748
0.8534 High Similarity NPC87152
0.8534 High Similarity NPC475600
0.8534 High Similarity NPC476110
0.8534 High Similarity NPC475601
0.8534 High Similarity NPC475631
0.8504 High Similarity NPC96801
0.8504 High Similarity NPC316841
0.8504 High Similarity NPC150698
0.8491 Intermediate Similarity NPC473506
0.8468 Intermediate Similarity NPC30456
0.8442 Intermediate Similarity NPC477788
0.8426 Intermediate Similarity NPC475596
0.8426 Intermediate Similarity NPC475303
0.8412 Intermediate Similarity NPC148860
0.8397 Intermediate Similarity NPC327769
0.8384 Intermediate Similarity NPC475408
0.8384 Intermediate Similarity NPC471016
0.8384 Intermediate Similarity NPC471014
0.8369 Intermediate Similarity NPC328154
0.8369 Intermediate Similarity NPC477902
0.8341 Intermediate Similarity NPC470306
0.8319 Intermediate Similarity NPC477912
0.8319 Intermediate Similarity NPC170751
0.8312 Intermediate Similarity NPC301368
0.8312 Intermediate Similarity NPC84815
0.8298 Intermediate Similarity NPC211920
0.8298 Intermediate Similarity NPC124029
0.8268 Intermediate Similarity NPC144779
0.8268 Intermediate Similarity NPC294579
0.8248 Intermediate Similarity NPC471980
0.8225 Intermediate Similarity NPC6981
0.8205 Intermediate Similarity NPC127720
0.8205 Intermediate Similarity NPC127026
0.8193 Intermediate Similarity NPC477906
0.819 Intermediate Similarity NPC62367
0.8182 Intermediate Similarity NPC477910
0.8159 Intermediate Similarity NPC471004
0.8155 Intermediate Similarity NPC216428
0.8139 Intermediate Similarity NPC4421
0.8139 Intermediate Similarity NPC319128
0.8128 Intermediate Similarity NPC477911
0.8103 Intermediate Similarity NPC477907
0.8103 Intermediate Similarity NPC42678
0.8103 Intermediate Similarity NPC477909
0.8085 Intermediate Similarity NPC477903
0.806 Intermediate Similarity NPC264674
0.806 Intermediate Similarity NPC228331
0.8059 Intermediate Similarity NPC477899
0.8059 Intermediate Similarity NPC477900
0.8052 Intermediate Similarity NPC472553
0.8051 Intermediate Similarity NPC235364
0.8034 Intermediate Similarity NPC158020
0.8034 Intermediate Similarity NPC473089
0.8034 Intermediate Similarity NPC473115
0.8034 Intermediate Similarity NPC6576
0.8034 Intermediate Similarity NPC75600
0.8034 Intermediate Similarity NPC212768
0.8 Intermediate Similarity NPC472555
0.7983 Intermediate Similarity NPC26881
0.7975 Intermediate Similarity NPC238278
0.7966 Intermediate Similarity NPC477901
0.7944 Intermediate Similarity NPC107123
0.7934 Intermediate Similarity NPC213143
0.7922 Intermediate Similarity NPC48042
0.7922 Intermediate Similarity NPC304179
0.7922 Intermediate Similarity NPC472550
0.7915 Intermediate Similarity NPC477908
0.7915 Intermediate Similarity NPC206343
0.7879 Intermediate Similarity NPC63041
0.7851 Intermediate Similarity NPC91125
0.7833 Intermediate Similarity NPC233727
0.781 Intermediate Similarity NPC134384
0.781 Intermediate Similarity NPC311196
0.7769 Intermediate Similarity NPC14116
0.7769 Intermediate Similarity NPC285411
0.7669 Intermediate Similarity NPC476467
0.7647 Intermediate Similarity NPC30570
0.7617 Intermediate Similarity NPC472752
0.7615 Intermediate Similarity NPC162812
0.7595 Intermediate Similarity NPC292517
0.7588 Intermediate Similarity NPC478045
0.7583 Intermediate Similarity NPC187494
0.757 Intermediate Similarity NPC119134
0.7562 Intermediate Similarity NPC253314
0.7521 Intermediate Similarity NPC280473
0.7521 Intermediate Similarity NPC289086
0.7521 Intermediate Similarity NPC323551
0.75 Intermediate Similarity NPC134637
0.749 Intermediate Similarity NPC41724
0.749 Intermediate Similarity NPC51008
0.7441 Intermediate Similarity NPC188400
0.7438 Intermediate Similarity NPC319556
0.7427 Intermediate Similarity NPC193361
0.7427 Intermediate Similarity NPC62844
0.7412 Intermediate Similarity NPC476090
0.7406 Intermediate Similarity NPC470189
0.7406 Intermediate Similarity NPC40919
0.7355 Intermediate Similarity NPC207531
0.7353 Intermediate Similarity NPC470190
0.7344 Intermediate Similarity NPC165837
0.7338 Intermediate Similarity NPC191489
0.7336 Intermediate Similarity NPC183537
0.7311 Intermediate Similarity NPC475835
0.7305 Intermediate Similarity NPC15406
0.7293 Intermediate Similarity NPC315634
0.7293 Intermediate Similarity NPC88923
0.7293 Intermediate Similarity NPC100734
0.7277 Intermediate Similarity NPC470279
0.7276 Intermediate Similarity NPC124313
0.7269 Intermediate Similarity NPC77878
0.7235 Intermediate Similarity NPC284685
0.7233 Intermediate Similarity NPC90875
0.7224 Intermediate Similarity NPC314270
0.7216 Intermediate Similarity NPC166722
0.7211 Intermediate Similarity NPC24019
0.7201 Intermediate Similarity NPC470042
0.7198 Intermediate Similarity NPC207283
0.7198 Intermediate Similarity NPC84164
0.7189 Intermediate Similarity NPC97746
0.7181 Intermediate Similarity NPC58209
0.7176 Intermediate Similarity NPC189903
0.7176 Intermediate Similarity NPC182907
0.7172 Intermediate Similarity NPC146976
0.7166 Intermediate Similarity NPC54066
0.716 Intermediate Similarity NPC210296
0.7154 Intermediate Similarity NPC233334
0.7137 Intermediate Similarity NPC108342
0.7137 Intermediate Similarity NPC302807
0.7132 Intermediate Similarity NPC258048
0.7131 Intermediate Similarity NPC236668
0.7126 Intermediate Similarity NPC298436
0.7121 Intermediate Similarity NPC168922
0.712 Intermediate Similarity NPC235885
0.7117 Intermediate Similarity NPC195788
0.7117 Intermediate Similarity NPC237901
0.7115 Intermediate Similarity NPC217176
0.7113 Intermediate Similarity NPC317572
0.7105 Intermediate Similarity NPC472436
0.7105 Intermediate Similarity NPC129897
0.7104 Intermediate Similarity NPC75179
0.7101 Intermediate Similarity NPC155792
0.7088 Intermediate Similarity NPC1608
0.7085 Intermediate Similarity NPC473822
0.7076 Intermediate Similarity NPC314222
0.7076 Intermediate Similarity NPC196449
0.7076 Intermediate Similarity NPC260909
0.7059 Intermediate Similarity NPC22481
0.7059 Intermediate Similarity NPC96584
0.7059 Intermediate Similarity NPC255800
0.7049 Intermediate Similarity NPC220337
0.7047 Intermediate Similarity NPC316065
0.7047 Intermediate Similarity NPC289905
0.704 Intermediate Similarity NPC122463
0.7036 Intermediate Similarity NPC246381

  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 NPC471978 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
0.7895 Intermediate Similarity NPD1483 Discontinued
0.7659 Intermediate Similarity NPD8468 Phase 2
0.75 Intermediate Similarity NPD6525 Clinical (unspecified phase)
0.7375 Intermediate Similarity NPD7069 Discontinued
0.7338 Intermediate Similarity NPD7708 Approved
0.7328 Intermediate Similarity NPD3925 Approved
0.7293 Intermediate Similarity NPD7803 Approved
0.7254 Intermediate Similarity NPD8404 Phase 2
0.7235 Intermediate Similarity NPD7956 Approved
0.7235 Intermediate Similarity NPD7955 Approved
0.7211 Intermediate Similarity NPD5801 Clinical (unspecified phase)
0.7194 Intermediate Similarity NPD4373 Phase 2
0.7166 Intermediate Similarity NPD8479 Phase 2
0.7117 Intermediate Similarity NPD8467 Approved
0.7117 Intermediate Similarity NPD8465 Approved
0.7117 Intermediate Similarity NPD8466 Approved
0.7116 Intermediate Similarity NPD7862 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD5482 Discontinued
0.7076 Intermediate Similarity NPD8460 Approved
0.7076 Intermediate Similarity NPD8459 Approved
0.7075 Intermediate Similarity NPD4952 Phase 3
0.7071 Intermediate Similarity NPD6477 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD5975 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD7886 Phase 2
0.7054 Intermediate Similarity NPD7885 Phase 2
0.7047 Intermediate Similarity NPD6962 Phase 2
0.7045 Intermediate Similarity NPD4989 Phase 2
0.7027 Intermediate Similarity NPD7417 Discontinued
0.7027 Intermediate Similarity NPD6790 Phase 1
0.7024 Intermediate Similarity NPD5640 Discontinued
0.7014 Intermediate Similarity NPD8426 Approved
0.7014 Intermediate Similarity NPD8425 Approved
0.7012 Intermediate Similarity NPD2831 Approved
0.7011 Intermediate Similarity NPD5483 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD5022 Discontinued
0.6993 Remote Similarity NPD8429 Approved
0.6993 Remote Similarity NPD8427 Approved
0.6993 Remote Similarity NPD8428 Approved
0.6976 Remote Similarity NPD3326 Clinical (unspecified phase)
0.6971 Remote Similarity NPD5922 Phase 3
0.6952 Remote Similarity NPD6531 Approved
0.6952 Remote Similarity NPD6530 Approved
0.6951 Remote Similarity NPD5866 Approved
0.6943 Remote Similarity NPD8304 Clinical (unspecified phase)
0.6941 Remote Similarity NPD8052 Clinical (unspecified phase)
0.6923 Remote Similarity NPD7571 Clinical (unspecified phase)
0.6917 Remote Similarity NPD4396 Clinical (unspecified phase)
0.6873 Remote Similarity NPD3006 Discontinued
0.6872 Remote Similarity NPD3946 Clinical (unspecified phase)
0.6867 Remote Similarity NPD4889 Approved
0.6858 Remote Similarity NPD2921 Clinical (unspecified phase)
0.6855 Remote Similarity NPD3795 Approved
0.6855 Remote Similarity NPD3794 Approved
0.685 Remote Similarity NPD5450 Discontinued
0.6836 Remote Similarity NPD8363 Approved
0.6836 Remote Similarity NPD8364 Approved
0.6834 Remote Similarity NPD7807 Clinical (unspecified phase)
0.6815 Remote Similarity NPD8091 Phase 3
0.6808 Remote Similarity NPD5891 Approved
0.6807 Remote Similarity NPD6361 Phase 2
0.6806 Remote Similarity NPD6716 Phase 1
0.6805 Remote Similarity NPD6874 Approved
0.6803 Remote Similarity NPD7396 Approved
0.6802 Remote Similarity NPD6262 Clinical (unspecified phase)
0.6797 Remote Similarity NPD6553 Clinical (unspecified phase)
0.6792 Remote Similarity NPD5488 Discontinued
0.679 Remote Similarity NPD5721 Clinical (unspecified phase)
0.6787 Remote Similarity NPD8365 Clinical (unspecified phase)
0.6782 Remote Similarity NPD5805 Approved
0.6779 Remote Similarity NPD8101 Phase 3
0.6773 Remote Similarity NPD8327 Clinical (unspecified phase)
0.6773 Remote Similarity NPD8326 Phase 3
0.6773 Remote Similarity NPD8325 Phase 3
0.6767 Remote Similarity NPD6276 Discontinued
0.6765 Remote Similarity NPD3922 Approved
0.6765 Remote Similarity NPD3924 Approved
0.6765 Remote Similarity NPD3923 Approved
0.6765 Remote Similarity NPD3921 Approved
0.676 Remote Similarity NPD4667 Clinical (unspecified phase)
0.6758 Remote Similarity NPD7426 Phase 1
0.6756 Remote Similarity NPD6825 Phase 1
0.6747 Remote Similarity NPD8489 Phase 1
0.6746 Remote Similarity NPD7395 Discontinued
0.6744 Remote Similarity NPD7589 Clinical (unspecified phase)
0.6739 Remote Similarity NPD7925 Phase 2
0.6739 Remote Similarity NPD7924 Phase 2
0.6732 Remote Similarity NPD7268 Clinical (unspecified phase)
0.6732 Remote Similarity NPD4328 Approved
0.6731 Remote Similarity NPD7558 Phase 2
0.6707 Remote Similarity NPD7927 Clinical (unspecified phase)
0.6707 Remote Similarity NPD7703 Clinical (unspecified phase)
0.6703 Remote Similarity NPD6228 Discontinued
0.6694 Remote Similarity NPD5513 Phase 2
0.6693 Remote Similarity NPD3263 Phase 3
0.6692 Remote Similarity NPD7031 Phase 1
0.6691 Remote Similarity NPD8461 Discontinued
0.669 Remote Similarity NPD3217 Phase 2
0.668 Remote Similarity NPD1926 Approved
0.6679 Remote Similarity NPD4369 Phase 2
0.6667 Remote Similarity NPD6257 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5147 Discontinued
0.6667 Remote Similarity NPD8100 Phase 3
0.6667 Remote Similarity NPD6987 Phase 1
0.6667 Remote Similarity NPD6494 Phase 2
0.6667 Remote Similarity NPD6298 Discontinued
0.6654 Remote Similarity NPD6974 Phase 3
0.6653 Remote Similarity NPD2509 Approved
0.6653 Remote Similarity NPD2510 Approved
0.6642 Remote Similarity NPD8370 Discontinued
0.663 Remote Similarity NPD7169 Suspended
0.6629 Remote Similarity NPD7967 Discontinued
0.6627 Remote Similarity NPD5293 Phase 2
0.6627 Remote Similarity NPD5417 Clinical (unspecified phase)
0.6617 Remote Similarity NPD3322 Phase 1
0.6617 Remote Similarity NPD8102 Discontinued
0.6616 Remote Similarity NPD7853 Phase 2
0.6614 Remote Similarity NPD4429 Discontinued
0.6614 Remote Similarity NPD5632 Approved
0.6614 Remote Similarity NPD3815 Phase 1
0.6614 Remote Similarity NPD3354 Phase 2
0.6614 Remote Similarity NPD3816 Phase 1
0.6613 Remote Similarity NPD5429 Discontinued
0.6612 Remote Similarity NPD5512 Phase 3
0.6605 Remote Similarity NPD7859 Phase 2
0.6604 Remote Similarity NPD7025 Clinical (unspecified phase)
0.6602 Remote Similarity NPD7907 Approved
0.6602 Remote Similarity NPD4086 Phase 1
0.6599 Remote Similarity NPD3947 Discontinued
0.659 Remote Similarity NPD8067 Phase 3
0.6586 Remote Similarity NPD7467 Discontinued
0.6583 Remote Similarity NPD7673 Phase 3
0.6581 Remote Similarity NPD4926 Clinical (unspecified phase)
0.6581 Remote Similarity NPD5532 Phase 2
0.6578 Remote Similarity NPD6963 Approved
0.6578 Remote Similarity NPD6964 Approved
0.6576 Remote Similarity NPD8356 Approved
0.6574 Remote Similarity NPD4417 Approved
0.6574 Remote Similarity NPD5416 Discontinued
0.6574 Remote Similarity NPD6567 Clinical (unspecified phase)
0.6573 Remote Similarity NPD6732 Clinical (unspecified phase)
0.6568 Remote Similarity NPD6503 Clinical (unspecified phase)
0.6565 Remote Similarity NPD7797 Approved
0.6565 Remote Similarity NPD7796 Approved
0.6562 Remote Similarity NPD7180 Phase 3
0.6562 Remote Similarity NPD3280 Approved
0.6561 Remote Similarity NPD7416 Clinical (unspecified phase)
0.6557 Remote Similarity NPD8442 Discontinued
0.6556 Remote Similarity NPD6569 Phase 2
0.6556 Remote Similarity NPD8350 Clinical (unspecified phase)
0.655 Remote Similarity NPD7547 Clinical (unspecified phase)
0.6549 Remote Similarity NPD6198 Phase 1
0.6545 Remote Similarity NPD8279 Clinical (unspecified phase)
0.6538 Remote Similarity NPD3259 Approved
0.6537 Remote Similarity NPD4923 Phase 1
0.6534 Remote Similarity NPD5726 Clinical (unspecified phase)
0.6531 Remote Similarity NPD6661 Clinical (unspecified phase)
0.6527 Remote Similarity NPD8434 Phase 2
0.6522 Remote Similarity NPD5867 Clinical (unspecified phase)
0.652 Remote Similarity NPD8463 Approved
0.652 Remote Similarity NPD8421 Discontinued
0.6519 Remote Similarity NPD8358 Approved
0.6512 Remote Similarity NPD8357 Approved
0.6506 Remote Similarity NPD3507 Phase 2
0.6498 Remote Similarity NPD6242 Discontinued
0.6496 Remote Similarity NPD4897 Phase 2
0.6496 Remote Similarity NPD7538 Clinical (unspecified phase)
0.6496 Remote Similarity NPD8492 Approved
0.6494 Remote Similarity NPD4506 Discontinued
0.6493 Remote Similarity NPD7022 Phase 2
0.649 Remote Similarity NPD7777 Approved
0.649 Remote Similarity NPD53 Approved
0.649 Remote Similarity NPD7778 Approved
0.6489 Remote Similarity NPD7689 Approved
0.6489 Remote Similarity NPD5479 Discontinued
0.6489 Remote Similarity NPD4898 Clinical (unspecified phase)
0.6486 Remote Similarity NPD8310 Clinical (unspecified phase)
0.6484 Remote Similarity NPD6568 Discontinued
0.6484 Remote Similarity NPD2011 Clinical (unspecified phase)
0.6484 Remote Similarity NPD7878 Phase 2
0.6484 Remote Similarity NPD5857 Phase 3
0.6479 Remote Similarity NPD8017 Clinical (unspecified phase)
0.6479 Remote Similarity NPD8016 Phase 3
0.6477 Remote Similarity NPD6741 Clinical (unspecified phase)
0.6475 Remote Similarity NPD8430 Approved
0.6473 Remote Similarity NPD5507 Approved
0.6473 Remote Similarity NPD5506 Approved
0.6471 Remote Similarity NPD3394 Approved
0.6471 Remote Similarity NPD3389 Approved
0.6471 Remote Similarity NPD8367 Approved
0.6471 Remote Similarity NPD3393 Approved
0.6468 Remote Similarity NPD4900 Clinical (unspecified phase)
0.6468 Remote Similarity NPD6495 Clinical (unspecified phase)
0.6468 Remote Similarity NPD5751 Clinical (unspecified phase)
0.6466 Remote Similarity NPD31 Approved
0.6466 Remote Similarity NPD4038 Approved
0.6466 Remote Similarity NPD4034 Approved
0.6466 Remote Similarity NPD4033 Approved
0.6466 Remote Similarity NPD4037 Approved
0.6466 Remote Similarity NPD32 Approved
0.6466 Remote Similarity NPD4035 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