Structure

Physi-Chem Properties

Molecular Weight:  967.27
Volume:  906.475
LogP:  1.965
LogD:  1.455
LogS:  -3.385
# Rotatable Bonds:  17
TPSA:  305.33
# H-Bond Aceptor:  23
# H-Bond Donor:  1
# Rings:  7
# Heavy Atoms:  23

MedChem Properties

QED Drug-Likeness Score:  0.225
Synthetic Accessibility Score:  4.601
Fsp3:  0.522
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:  -5.288
MDCK Permeability:  0.00013122186646796763
Pgp-inhibitor:  0.988
Pgp-substrate:  0.109
Human Intestinal Absorption (HIA):  0.984
20% Bioavailability (F20%):  1.0
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.034
Plasma Protein Binding (PPB):  73.04846954345703%
Volume Distribution (VD):  1.62
Pgp-substrate:  11.554716110229492%

ADMET: Metabolism

CYP1A2-inhibitor:  0.081
CYP1A2-substrate:  0.009
CYP2C19-inhibitor:  0.095
CYP2C19-substrate:  0.046
CYP2C9-inhibitor:  0.004
CYP2C9-substrate:  0.002
CYP2D6-inhibitor:  0.971
CYP2D6-substrate:  0.017
CYP3A4-inhibitor:  0.93
CYP3A4-substrate:  0.2

ADMET: Excretion

Clearance (CL):  2.826
Half-life (T1/2):  0.44

ADMET: Toxicity

hERG Blockers:  0.077
Human Hepatotoxicity (H-HT):  0.936
Drug-inuced Liver Injury (DILI):  0.972
AMES Toxicity:  0.039
Rat Oral Acute Toxicity:  0.855
Maximum Recommended Daily Dose:  0.109
Skin Sensitization:  0.036
Carcinogencity:  0.208
Eye Corrosion:  0.003
Eye Irritation:  0.026
Respiratory Toxicity:  0.492

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

  Natural Product: NPC471979

Natural Product ID:  NPC471979
Common Name*:   RZVUCQZHOKQLFV-HBTQTPQTSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  RZVUCQZHOKQLFV-HBTQTPQTSA-N
Standard InCHI:  InChI=1S/C46H49NO22/c1-22(48)60-21-45-36(64-25(4)51)32(62-23(2)49)31-34(63-24(3)50)46(45)44(8,57)35(33(37(45)65-26(5)52)66-38(53)27-12-16-58-18-27)67-41(56)42(6,68-39(54)28-13-17-59-19-28)14-11-30-29(10-9-15-47-30)40(55)61-20-43(31,7)69-46/h9-10,12-13,15-19,31-37,57H,11,14,20-21H2,1-8H3/t31-,32-,33+,34-,35+,36-,37+,42+,43+,44+,45-,46+/m1/s1
SMILES:  CC(=O)OC[C@]12[C@@H](OC(=O)C)[C@@H](OC(=O)c3cocc3)[C@H]3[C@]([C@@]42O[C@@]([C@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)[C@H]4OC(=O)C)(C)COC(=O)c1cccnc1CC[C@](C(=O)O3)(C)OC(=O)c1cocc1)(C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3314703
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. n.a. n.a. Database[Article]
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[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 = 4950.0 nM PMID[470457]
NPT927 Cell Line PBMC Homo sapiens IC50 = 26410.0 nM PMID[470457]

☑ 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 NPC471979 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 NPC471978
0.944 High Similarity NPC10904
0.9404 High Similarity NPC13603
0.9367 High Similarity NPC473833
0.9362 High Similarity NPC85879
0.9362 High Similarity NPC53255
0.9319 High Similarity NPC471015
0.928 High Similarity NPC475301
0.928 High Similarity NPC326930
0.9267 High Similarity NPC471013
0.9267 High Similarity NPC180668
0.9267 High Similarity NPC148896
0.9208 High Similarity NPC328928
0.9064 High Similarity NPC475533
0.9025 High Similarity NPC324619
0.9025 High Similarity NPC475315
0.8692 High Similarity NPC253482
0.8675 High Similarity NPC319880
0.8675 High Similarity NPC244839
0.8675 High Similarity NPC320324
0.8664 High Similarity NPC146824
0.8661 High Similarity NPC475648
0.8644 High Similarity NPC38959
0.8644 High Similarity NPC327904
0.8638 High Similarity NPC237702
0.8632 High Similarity NPC292416
0.8632 High Similarity NPC473689
0.8627 High Similarity NPC475362
0.8602 High Similarity NPC35208
0.8602 High Similarity NPC475406
0.8534 High Similarity NPC57797
0.8534 High Similarity NPC250807
0.8523 High Similarity NPC475426
0.8504 High Similarity NPC122968
0.8504 High Similarity NPC477787
0.8504 High Similarity NPC328186
0.8504 High Similarity NPC228377
0.8498 Intermediate Similarity NPC473850
0.8475 Intermediate Similarity NPC316841
0.8455 Intermediate Similarity NPC76565
0.8426 Intermediate Similarity NPC475631
0.8426 Intermediate Similarity NPC476110
0.8426 Intermediate Similarity NPC87152
0.8426 Intermediate Similarity NPC475600
0.8426 Intermediate Similarity NPC475601
0.8419 Intermediate Similarity NPC475137
0.8419 Intermediate Similarity NPC475498
0.8397 Intermediate Similarity NPC475596
0.8397 Intermediate Similarity NPC475303
0.839 Intermediate Similarity NPC471190
0.839 Intermediate Similarity NPC470486
0.839 Intermediate Similarity NPC475644
0.839 Intermediate Similarity NPC471977
0.8368 Intermediate Similarity NPC327769
0.8361 Intermediate Similarity NPC30456
0.8361 Intermediate Similarity NPC469748
0.8333 Intermediate Similarity NPC477788
0.8319 Intermediate Similarity NPC96801
0.8319 Intermediate Similarity NPC150698
0.8305 Intermediate Similarity NPC473506
0.8305 Intermediate Similarity NPC148860
0.8276 Intermediate Similarity NPC471016
0.8263 Intermediate Similarity NPC328154
0.8233 Intermediate Similarity NPC470306
0.8213 Intermediate Similarity NPC477912
0.8205 Intermediate Similarity NPC301368
0.8205 Intermediate Similarity NPC84815
0.8197 Intermediate Similarity NPC471014
0.8197 Intermediate Similarity NPC475408
0.8186 Intermediate Similarity NPC477902
0.8178 Intermediate Similarity NPC127720
0.8178 Intermediate Similarity NPC127026
0.8143 Intermediate Similarity NPC471980
0.814 Intermediate Similarity NPC170751
0.8133 Intermediate Similarity NPC471004
0.812 Intermediate Similarity NPC6981
0.8117 Intermediate Similarity NPC211920
0.8117 Intermediate Similarity NPC124029
0.8085 Intermediate Similarity NPC294579
0.8085 Intermediate Similarity NPC144779
0.8085 Intermediate Similarity NPC62367
0.8059 Intermediate Similarity NPC477903
0.8051 Intermediate Similarity NPC216428
0.8034 Intermediate Similarity NPC319128
0.8034 Intermediate Similarity NPC4421
0.8033 Intermediate Similarity NPC477900
0.8033 Intermediate Similarity NPC477899
0.8025 Intermediate Similarity NPC477911
0.8017 Intermediate Similarity NPC477906
0.8008 Intermediate Similarity NPC212768
0.8008 Intermediate Similarity NPC75600
0.8008 Intermediate Similarity NPC473089
0.8008 Intermediate Similarity NPC473115
0.8008 Intermediate Similarity NPC158020
0.8008 Intermediate Similarity NPC6576
0.8 Intermediate Similarity NPC42678
0.8 Intermediate Similarity NPC477907
0.8 Intermediate Similarity NPC477909
0.8 Intermediate Similarity NPC477910
0.7957 Intermediate Similarity NPC264674
0.7957 Intermediate Similarity NPC228331
0.795 Intermediate Similarity NPC235364
0.7949 Intermediate Similarity NPC472553
0.7901 Intermediate Similarity NPC91125
0.7899 Intermediate Similarity NPC472555
0.7884 Intermediate Similarity NPC26881
0.7878 Intermediate Similarity NPC238278
0.7866 Intermediate Similarity NPC477901
0.7849 Intermediate Similarity NPC107123
0.7837 Intermediate Similarity NPC213143
0.7821 Intermediate Similarity NPC472550
0.7821 Intermediate Similarity NPC304179
0.7821 Intermediate Similarity NPC48042
0.7815 Intermediate Similarity NPC206343
0.7815 Intermediate Similarity NPC477908
0.7737 Intermediate Similarity NPC233727
0.7714 Intermediate Similarity NPC311196
0.7714 Intermediate Similarity NPC134384
0.7702 Intermediate Similarity NPC63041
0.7673 Intermediate Similarity NPC285411
0.7673 Intermediate Similarity NPC14116
0.7549 Intermediate Similarity NPC119134
0.75 Intermediate Similarity NPC478045
0.75 Intermediate Similarity NPC476467
0.749 Intermediate Similarity NPC187494
0.7479 Intermediate Similarity NPC30570
0.7449 Intermediate Similarity NPC162812
0.7448 Intermediate Similarity NPC472752
0.7427 Intermediate Similarity NPC323551
0.7427 Intermediate Similarity NPC292517
0.7427 Intermediate Similarity NPC280473
0.7426 Intermediate Similarity NPC289086
0.7422 Intermediate Similarity NPC188400
0.7413 Intermediate Similarity NPC134637
0.7398 Intermediate Similarity NPC253314
0.7397 Intermediate Similarity NPC51008
0.7397 Intermediate Similarity NPC41724
0.7347 Intermediate Similarity NPC319556
0.7336 Intermediate Similarity NPC193361
0.7336 Intermediate Similarity NPC62844
0.7321 Intermediate Similarity NPC191489
0.7318 Intermediate Similarity NPC183537
0.7314 Intermediate Similarity NPC470189
0.7314 Intermediate Similarity NPC40919
0.7287 Intermediate Similarity NPC15406
0.7276 Intermediate Similarity NPC88923
0.7276 Intermediate Similarity NPC100734
0.7276 Intermediate Similarity NPC315634
0.7265 Intermediate Similarity NPC207531
0.7261 Intermediate Similarity NPC470190
0.7259 Intermediate Similarity NPC124313
0.7259 Intermediate Similarity NPC476090
0.7254 Intermediate Similarity NPC165837
0.7252 Intermediate Similarity NPC77878
0.7226 Intermediate Similarity NPC237901
0.7226 Intermediate Similarity NPC195788
0.722 Intermediate Similarity NPC475835
0.7218 Intermediate Similarity NPC284685
0.7216 Intermediate Similarity NPC90875
0.7198 Intermediate Similarity NPC166722
0.7194 Intermediate Similarity NPC24019
0.7185 Intermediate Similarity NPC470279
0.7184 Intermediate Similarity NPC260909
0.7181 Intermediate Similarity NPC207283
0.7181 Intermediate Similarity NPC84164
0.7171 Intermediate Similarity NPC97746
0.716 Intermediate Similarity NPC189903
0.716 Intermediate Similarity NPC182907
0.7154 Intermediate Similarity NPC146976
0.7143 Intermediate Similarity NPC210296
0.7137 Intermediate Similarity NPC233334
0.7122 Intermediate Similarity NPC470042
0.7121 Intermediate Similarity NPC302807
0.7121 Intermediate Similarity NPC108342
0.7116 Intermediate Similarity NPC258048
0.7114 Intermediate Similarity NPC236668
0.7108 Intermediate Similarity NPC298436
0.7104 Intermediate Similarity NPC168922
0.7099 Intermediate Similarity NPC58209
0.7098 Intermediate Similarity NPC217176
0.709 Intermediate Similarity NPC129897
0.708 Intermediate Similarity NPC54066
0.7072 Intermediate Similarity NPC1608
0.7068 Intermediate Similarity NPC314270
0.7068 Intermediate Similarity NPC473822
0.7061 Intermediate Similarity NPC314222
0.7061 Intermediate Similarity NPC196449
0.7043 Intermediate Similarity NPC96584
0.7043 Intermediate Similarity NPC22481
0.7043 Intermediate Similarity NPC255800
0.7043 Intermediate Similarity NPC70155
0.7031 Intermediate Similarity NPC316065
0.7031 Intermediate Similarity NPC289905
0.7026 Intermediate Similarity NPC472436
0.7025 Intermediate Similarity NPC317572
0.7024 Intermediate Similarity NPC122463
0.7023 Intermediate Similarity NPC75179
0.7016 Intermediate Similarity NPC253675
0.7004 Intermediate Similarity NPC329982
0.6992 Remote Similarity NPC470020

  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 NPC471979 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
0.78 Intermediate Similarity NPD1483 Discontinued
0.75 Intermediate Similarity NPD8468 Phase 2
0.7481 Intermediate Similarity NPD6525 Clinical (unspecified phase)
0.7355 Intermediate Similarity NPD7069 Discontinued
0.7321 Intermediate Similarity NPD7708 Approved
0.7276 Intermediate Similarity NPD7803 Approved
0.724 Intermediate Similarity NPD3925 Approved
0.7226 Intermediate Similarity NPD8465 Approved
0.7226 Intermediate Similarity NPD8467 Approved
0.7226 Intermediate Similarity NPD8466 Approved
0.7218 Intermediate Similarity NPD7955 Approved
0.7218 Intermediate Similarity NPD7956 Approved
0.7194 Intermediate Similarity NPD5801 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD8460 Approved
0.7184 Intermediate Similarity NPD8459 Approved
0.7176 Intermediate Similarity NPD4373 Phase 2
0.7122 Intermediate Similarity NPD8426 Approved
0.7122 Intermediate Similarity NPD8425 Approved
0.7101 Intermediate Similarity NPD8428 Approved
0.7101 Intermediate Similarity NPD8429 Approved
0.7101 Intermediate Similarity NPD8427 Approved
0.71 Intermediate Similarity NPD7862 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD8404 Phase 2
0.7083 Intermediate Similarity NPD5482 Discontinued
0.708 Intermediate Similarity NPD8479 Phase 2
0.7059 Intermediate Similarity NPD4952 Phase 3
0.7054 Intermediate Similarity NPD6477 Clinical (unspecified phase)
0.7038 Intermediate Similarity NPD7885 Phase 2
0.7038 Intermediate Similarity NPD7886 Phase 2
0.7031 Intermediate Similarity NPD6962 Phase 2
0.7028 Intermediate Similarity NPD4989 Phase 2
0.7011 Intermediate Similarity NPD6790 Phase 1
0.7011 Intermediate Similarity NPD7417 Discontinued
0.6996 Remote Similarity NPD5483 Clinical (unspecified phase)
0.6975 Remote Similarity NPD5975 Clinical (unspecified phase)
0.6957 Remote Similarity NPD5922 Phase 3
0.6941 Remote Similarity NPD5640 Discontinued
0.6937 Remote Similarity NPD6531 Approved
0.6937 Remote Similarity NPD6530 Approved
0.6935 Remote Similarity NPD5866 Approved
0.6926 Remote Similarity NPD5022 Discontinued
0.6926 Remote Similarity NPD2831 Approved
0.6926 Remote Similarity NPD8052 Clinical (unspecified phase)
0.6908 Remote Similarity NPD7571 Clinical (unspecified phase)
0.6892 Remote Similarity NPD3326 Clinical (unspecified phase)
0.6884 Remote Similarity NPD8363 Approved
0.6884 Remote Similarity NPD8364 Approved
0.6857 Remote Similarity NPD7396 Approved
0.6853 Remote Similarity NPD8304 Clinical (unspecified phase)
0.6851 Remote Similarity NPD8489 Phase 1
0.6851 Remote Similarity NPD4889 Approved
0.6844 Remote Similarity NPD2921 Clinical (unspecified phase)
0.6836 Remote Similarity NPD5450 Discontinued
0.6835 Remote Similarity NPD8365 Clinical (unspecified phase)
0.6831 Remote Similarity NPD4396 Clinical (unspecified phase)
0.6828 Remote Similarity NPD8101 Phase 3
0.6801 Remote Similarity NPD8091 Phase 3
0.6794 Remote Similarity NPD3006 Discontinued
0.6794 Remote Similarity NPD5891 Approved
0.6792 Remote Similarity NPD6716 Phase 1
0.6789 Remote Similarity NPD3946 Clinical (unspecified phase)
0.6787 Remote Similarity NPD6262 Clinical (unspecified phase)
0.6783 Remote Similarity NPD6553 Clinical (unspecified phase)
0.6779 Remote Similarity NPD5488 Discontinued
0.6773 Remote Similarity NPD3794 Approved
0.6773 Remote Similarity NPD3795 Approved
0.6768 Remote Similarity NPD5805 Approved
0.6756 Remote Similarity NPD7807 Clinical (unspecified phase)
0.675 Remote Similarity NPD3921 Approved
0.675 Remote Similarity NPD3924 Approved
0.675 Remote Similarity NPD3923 Approved
0.675 Remote Similarity NPD3922 Approved
0.6742 Remote Similarity NPD6825 Phase 1
0.6738 Remote Similarity NPD3217 Phase 2
0.6732 Remote Similarity NPD7395 Discontinued
0.6727 Remote Similarity NPD7925 Phase 2
0.6727 Remote Similarity NPD7924 Phase 2
0.6722 Remote Similarity NPD6361 Phase 2
0.6721 Remote Similarity NPD6874 Approved
0.6718 Remote Similarity NPD4328 Approved
0.6718 Remote Similarity NPD7268 Clinical (unspecified phase)
0.6716 Remote Similarity NPD8100 Phase 3
0.67 Remote Similarity NPD8279 Clinical (unspecified phase)
0.6693 Remote Similarity NPD7927 Clinical (unspecified phase)
0.6693 Remote Similarity NPD7703 Clinical (unspecified phase)
0.6691 Remote Similarity NPD6228 Discontinued
0.6691 Remote Similarity NPD6276 Discontinued
0.668 Remote Similarity NPD7426 Phase 1
0.668 Remote Similarity NPD3263 Phase 3
0.668 Remote Similarity NPD4667 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7589 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4369 Phase 2
0.6654 Remote Similarity NPD6494 Phase 2
0.6654 Remote Similarity NPD7558 Phase 2
0.6653 Remote Similarity NPD6257 Clinical (unspecified phase)
0.6653 Remote Similarity NPD6987 Phase 1
0.6641 Remote Similarity NPD6974 Phase 3
0.664 Remote Similarity NPD5721 Clinical (unspecified phase)
0.6627 Remote Similarity NPD8325 Phase 3
0.6627 Remote Similarity NPD8326 Phase 3
0.6627 Remote Similarity NPD8327 Clinical (unspecified phase)
0.6618 Remote Similarity NPD7169 Suspended
0.6614 Remote Similarity NPD5417 Clinical (unspecified phase)
0.6613 Remote Similarity NPD5513 Phase 2
0.6607 Remote Similarity NPD7393 Clinical (unspecified phase)
0.6605 Remote Similarity NPD8102 Discontinued
0.6604 Remote Similarity NPD7853 Phase 2
0.6602 Remote Similarity NPD4429 Discontinued
0.6602 Remote Similarity NPD3354 Phase 2
0.6602 Remote Similarity NPD5632 Approved
0.6602 Remote Similarity NPD1926 Approved
0.6601 Remote Similarity NPD3816 Phase 1
0.6601 Remote Similarity NPD3815 Phase 1
0.66 Remote Similarity NPD5429 Discontinued
0.6598 Remote Similarity NPD5512 Phase 3
0.6593 Remote Similarity NPD7859 Phase 2
0.6589 Remote Similarity NPD6298 Discontinued
0.6589 Remote Similarity NPD5147 Discontinued
0.6574 Remote Similarity NPD2510 Approved
0.6574 Remote Similarity NPD7467 Discontinued
0.6574 Remote Similarity NPD2509 Approved
0.6571 Remote Similarity NPD7673 Phase 3
0.6569 Remote Similarity NPD5532 Phase 2
0.6569 Remote Similarity NPD4926 Clinical (unspecified phase)
0.6566 Remote Similarity NPD6964 Approved
0.6566 Remote Similarity NPD6963 Approved
0.6564 Remote Similarity NPD8356 Approved
0.6561 Remote Similarity NPD5416 Discontinued
0.6561 Remote Similarity NPD6567 Clinical (unspecified phase)
0.656 Remote Similarity NPD6732 Clinical (unspecified phase)
0.6558 Remote Similarity NPD8461 Discontinued
0.6557 Remote Similarity NPD6503 Clinical (unspecified phase)
0.6556 Remote Similarity NPD7967 Discontinued
0.6553 Remote Similarity NPD7031 Phase 1
0.6551 Remote Similarity NPD7416 Clinical (unspecified phase)
0.655 Remote Similarity NPD7180 Phase 3
0.6549 Remote Similarity NPD5293 Phase 2
0.6544 Remote Similarity NPD8350 Clinical (unspecified phase)
0.6543 Remote Similarity NPD3322 Phase 1
0.6543 Remote Similarity NPD6569 Phase 2
0.6538 Remote Similarity NPD7547 Clinical (unspecified phase)
0.653 Remote Similarity NPD7025 Clinical (unspecified phase)
0.6527 Remote Similarity NPD3259 Approved
0.6525 Remote Similarity NPD7907 Approved
0.6525 Remote Similarity NPD4923 Phase 1
0.652 Remote Similarity NPD3947 Discontinued
0.6511 Remote Similarity NPD5867 Clinical (unspecified phase)
0.6509 Remote Similarity NPD8370 Discontinued
0.6509 Remote Similarity NPD8463 Approved
0.6507 Remote Similarity NPD8358 Approved
0.6498 Remote Similarity NPD7690 Clinical (unspecified phase)
0.6496 Remote Similarity NPD4417 Approved
0.6491 Remote Similarity NPD7796 Approved
0.6491 Remote Similarity NPD7797 Approved
0.6486 Remote Similarity NPD8442 Discontinued
0.6486 Remote Similarity NPD6242 Discontinued
0.6486 Remote Similarity NPD3280 Approved
0.6484 Remote Similarity NPD7538 Clinical (unspecified phase)
0.6481 Remote Similarity NPD7022 Phase 2
0.6481 Remote Similarity NPD6627 Discontinued
0.6479 Remote Similarity NPD7689 Approved
0.6477 Remote Similarity NPD8310 Clinical (unspecified phase)
0.6477 Remote Similarity NPD5479 Discontinued
0.6473 Remote Similarity NPD6198 Phase 1
0.6473 Remote Similarity NPD5857 Phase 3
0.6468 Remote Similarity NPD8017 Clinical (unspecified phase)
0.6468 Remote Similarity NPD8016 Phase 3
0.6466 Remote Similarity NPD6741 Clinical (unspecified phase)
0.6464 Remote Similarity NPD4086 Phase 1
0.6464 Remote Similarity NPD8430 Approved
0.6458 Remote Similarity NPD6495 Clinical (unspecified phase)
0.6457 Remote Similarity NPD5726 Clinical (unspecified phase)
0.6455 Remote Similarity NPD8421 Discontinued
0.6453 Remote Similarity NPD8067 Phase 3
0.6452 Remote Similarity NPD6661 Clinical (unspecified phase)
0.6448 Remote Similarity NPD6770 Approved
0.6448 Remote Similarity NPD3258 Approved
0.6448 Remote Similarity NPD3763 Approved
0.6447 Remote Similarity NPD8357 Approved
0.6437 Remote Similarity NPD6824 Clinical (unspecified phase)
0.6429 Remote Similarity NPD3507 Phase 2
0.6423 Remote Similarity NPD4418 Discontinued
0.642 Remote Similarity NPD4897 Phase 2
0.6417 Remote Similarity NPD4506 Discontinued
0.6415 Remote Similarity NPD4898 Clinical (unspecified phase)
0.6411 Remote Similarity NPD53 Approved
0.6411 Remote Similarity NPD7777 Approved
0.6411 Remote Similarity NPD7778 Approved
0.641 Remote Similarity NPD8359 Phase 2
0.6409 Remote Similarity NPD2011 Clinical (unspecified phase)
0.6409 Remote Similarity NPD6745 Discontinued
0.6409 Remote Similarity NPD7878 Phase 2
0.6409 Remote Similarity NPD6568 Discontinued
0.6405 Remote Similarity NPD4375 Approved
0.6402 Remote Similarity NPD7826 Clinical (unspecified phase)
0.6402 Remote Similarity NPD7994 Phase 2
0.6399 Remote Similarity NPD7053 Clinical (unspecified phase)
0.6398 Remote Similarity NPD5506 Approved
0.6398 Remote Similarity NPD7556 Discontinued
0.6398 Remote Similarity NPD5507 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