Structure

Physi-Chem Properties

Molecular Weight:  857.27
Volume:  810.09
LogP:  1.566
LogD:  1.08
LogS:  -4.257
# Rotatable Bonds:  14
TPSA:  265.89
# H-Bond Aceptor:  20
# H-Bond Donor:  1
# Rings:  6
# Heavy Atoms:  20

MedChem Properties

QED Drug-Likeness Score:  0.293
Synthetic Accessibility Score:  7.63
Fsp3:  0.585
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:  -5.266
MDCK Permeability:  0.00017728072998579592
Pgp-inhibitor:  0.999
Pgp-substrate:  0.014
Human Intestinal Absorption (HIA):  0.92
20% Bioavailability (F20%):  0.997
30% Bioavailability (F30%):  0.984

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.048
Plasma Protein Binding (PPB):  57.30681610107422%
Volume Distribution (VD):  1.727
Pgp-substrate:  14.702518463134766%

ADMET: Metabolism

CYP1A2-inhibitor:  0.071
CYP1A2-substrate:  0.011
CYP2C19-inhibitor:  0.036
CYP2C19-substrate:  0.053
CYP2C9-inhibitor:  0.034
CYP2C9-substrate:  0.007
CYP2D6-inhibitor:  0.926
CYP2D6-substrate:  0.025
CYP3A4-inhibitor:  0.804
CYP3A4-substrate:  0.242

ADMET: Excretion

Clearance (CL):  2.938
Half-life (T1/2):  0.61

ADMET: Toxicity

hERG Blockers:  0.084
Human Hepatotoxicity (H-HT):  0.966
Drug-inuced Liver Injury (DILI):  0.965
AMES Toxicity:  0.056
Rat Oral Acute Toxicity:  0.119
Maximum Recommended Daily Dose:  0.023
Skin Sensitization:  0.091
Carcinogencity:  0.055
Eye Corrosion:  0.003
Eye Irritation:  0.022
Respiratory Toxicity:  0.059

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC85879

Natural Product ID:  NPC85879
Common Name*:   QDCVCZSRTIIJSZ-GTVWHPQGSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  QDCVCZSRTIIJSZ-GTVWHPQGSA-N
Standard InCHI:  InChI=1S/C41H47NO19/c1-19-13-14-26-25(11-9-15-42-26)36(49)54-17-38(7)28-29(55-21(3)44)33(57-23(5)46)40(18-53-20(2)43)34(58-24(6)47)30(59-37(50)27-12-10-16-52-27)32(60-35(19)48)39(8,51)41(40,61-38)31(28)56-22(4)45/h9-12,15-16,19,28-34,51H,13-14,17-18H2,1-8H3/t19-,28+,29+,30-,31+,32-,33+,34-,38-,39-,40+,41-/m0/s1
SMILES:  C[C@H]1CCc2c(cccn2)C(=O)OC[C@@]2(C)[C@@H]3[C@H]([C@H]([C@]4(COC(=O)C)[C@H]([C@H]([C@@H]([C@@](C)([C@]4([C@@H]3OC(=O)C)O2)O)OC1=O)OC(=O)c1ccco1)OC(=O)C)OC(=O)C)OC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL504685
PubChem CID:   44584753
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 Inhibition = 64.0 % PMID[522927]
NPT927 Cell Line PBMC Homo sapiens Inhibition = 53.0 % PMID[522927]
NPT927 Cell Line PBMC Homo sapiens Inhibition = 7.0 % PMID[522927]
NPT927 Cell Line PBMC Homo sapiens Inhibition = 22.0 % PMID[522927]
NPT927 Cell Line PBMC Homo sapiens Inhibition = -53.0 % PMID[522927]
NPT927 Cell Line PBMC Homo sapiens Inhibition = 4.0 % PMID[522927]

☑ 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 NPC85879 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 NPC53255
0.9955 High Similarity NPC13603
0.9822 High Similarity NPC475301
0.9822 High Similarity NPC326930
0.9686 High Similarity NPC475533
0.9651 High Similarity NPC473833
0.9643 High Similarity NPC475315
0.9643 High Similarity NPC324619
0.9567 High Similarity NPC328928
0.9483 High Similarity NPC471978
0.9362 High Similarity NPC471979
0.9181 High Similarity NPC471015
0.9043 High Similarity NPC471013
0.9043 High Similarity NPC148896
0.9043 High Similarity NPC180668
0.8938 High Similarity NPC319880
0.8938 High Similarity NPC244839
0.8938 High Similarity NPC320324
0.8929 High Similarity NPC146824
0.8899 High Similarity NPC237702
0.8894 High Similarity NPC473689
0.8894 High Similarity NPC292416
0.8889 High Similarity NPC10904
0.8889 High Similarity NPC475362
0.8879 High Similarity NPC250807
0.8879 High Similarity NPC57797
0.887 High Similarity NPC253482
0.8844 High Similarity NPC328186
0.8844 High Similarity NPC228377
0.8844 High Similarity NPC477787
0.8844 High Similarity NPC122968
0.8839 High Similarity NPC473850
0.8821 High Similarity NPC38959
0.8821 High Similarity NPC327904
0.8777 High Similarity NPC475406
0.8777 High Similarity NPC35208
0.8755 High Similarity NPC475648
0.8728 High Similarity NPC316841
0.8711 High Similarity NPC76565
0.8678 High Similarity NPC476110
0.8678 High Similarity NPC87152
0.8678 High Similarity NPC475600
0.8678 High Similarity NPC475631
0.8678 High Similarity NPC475601
0.8673 High Similarity NPC328154
0.8673 High Similarity NPC475137
0.8673 High Similarity NPC475498
0.8667 High Similarity NPC477788
0.864 High Similarity NPC471977
0.864 High Similarity NPC475644
0.864 High Similarity NPC471190
0.864 High Similarity NPC470486
0.8634 High Similarity NPC148860
0.8615 High Similarity NPC475426
0.861 High Similarity NPC471016
0.8565 High Similarity NPC150698
0.8565 High Similarity NPC470306
0.8565 High Similarity NPC475303
0.8565 High Similarity NPC475596
0.8565 High Similarity NPC96801
0.8553 High Similarity NPC473506
0.854 High Similarity NPC477912
0.8534 High Similarity NPC327769
0.8533 High Similarity NPC301368
0.8533 High Similarity NPC84815
0.8528 High Similarity NPC30456
0.8528 High Similarity NPC469748
0.8527 High Similarity NPC475408
0.8527 High Similarity NPC471014
0.8444 Intermediate Similarity NPC6981
0.8421 Intermediate Similarity NPC127026
0.8421 Intermediate Similarity NPC127720
0.8407 Intermediate Similarity NPC294579
0.8407 Intermediate Similarity NPC144779
0.8407 Intermediate Similarity NPC62367
0.8384 Intermediate Similarity NPC471980
0.8376 Intermediate Similarity NPC170751
0.837 Intermediate Similarity NPC216428
0.8369 Intermediate Similarity NPC471004
0.8356 Intermediate Similarity NPC4421
0.8356 Intermediate Similarity NPC319128
0.8356 Intermediate Similarity NPC228331
0.8341 Intermediate Similarity NPC477911
0.8319 Intermediate Similarity NPC477907
0.8319 Intermediate Similarity NPC477909
0.8319 Intermediate Similarity NPC477910
0.8319 Intermediate Similarity NPC42678
0.8276 Intermediate Similarity NPC124029
0.8276 Intermediate Similarity NPC211920
0.8268 Intermediate Similarity NPC477902
0.8267 Intermediate Similarity NPC472553
0.8246 Intermediate Similarity NPC212768
0.8246 Intermediate Similarity NPC473089
0.8246 Intermediate Similarity NPC75600
0.8246 Intermediate Similarity NPC6576
0.8246 Intermediate Similarity NPC158020
0.8246 Intermediate Similarity NPC473115
0.821 Intermediate Similarity NPC472555
0.817 Intermediate Similarity NPC477906
0.8133 Intermediate Similarity NPC304179
0.8133 Intermediate Similarity NPC48042
0.8133 Intermediate Similarity NPC472550
0.8122 Intermediate Similarity NPC206343
0.8122 Intermediate Similarity NPC477908
0.8101 Intermediate Similarity NPC238278
0.8085 Intermediate Similarity NPC134384
0.8085 Intermediate Similarity NPC311196
0.806 Intermediate Similarity NPC477903
0.8059 Intermediate Similarity NPC213143
0.8043 Intermediate Similarity NPC14116
0.8043 Intermediate Similarity NPC285411
0.8035 Intermediate Similarity NPC264674
0.8034 Intermediate Similarity NPC26881
0.8034 Intermediate Similarity NPC477900
0.8034 Intermediate Similarity NPC477899
0.8026 Intermediate Similarity NPC235364
0.8009 Intermediate Similarity NPC63041
0.7957 Intermediate Similarity NPC233727
0.794 Intermediate Similarity NPC477901
0.7899 Intermediate Similarity NPC91125
0.7895 Intermediate Similarity NPC472752
0.7846 Intermediate Similarity NPC107123
0.7792 Intermediate Similarity NPC476467
0.7719 Intermediate Similarity NPC289086
0.7716 Intermediate Similarity NPC280473
0.7716 Intermediate Similarity NPC323551
0.7702 Intermediate Similarity NPC187494
0.7702 Intermediate Similarity NPC319556
0.7682 Intermediate Similarity NPC41724
0.7682 Intermediate Similarity NPC51008
0.7672 Intermediate Similarity NPC40919
0.7672 Intermediate Similarity NPC470189
0.7619 Intermediate Similarity NPC470190
0.7617 Intermediate Similarity NPC207531
0.7617 Intermediate Similarity NPC30570
0.7564 Intermediate Similarity NPC292517
0.7542 Intermediate Similarity NPC62844
0.7542 Intermediate Similarity NPC193361
0.7532 Intermediate Similarity NPC165837
0.752 Intermediate Similarity NPC476090
0.7511 Intermediate Similarity NPC162812
0.747 Intermediate Similarity NPC119134
0.7458 Intermediate Similarity NPC253314
0.7441 Intermediate Similarity NPC183537
0.7425 Intermediate Similarity NPC475835
0.7422 Intermediate Similarity NPC478045
0.741 Intermediate Similarity NPC15406
0.7402 Intermediate Similarity NPC134637
0.74 Intermediate Similarity NPC210296
0.7388 Intermediate Similarity NPC24019
0.7384 Intermediate Similarity NPC236668
0.7381 Intermediate Similarity NPC124313
0.7379 Intermediate Similarity NPC108342
0.7373 Intermediate Similarity NPC77878
0.7364 Intermediate Similarity NPC258048
0.7353 Intermediate Similarity NPC146976
0.7349 Intermediate Similarity NPC189903
0.7349 Intermediate Similarity NPC182907
0.7339 Intermediate Similarity NPC90875
0.7328 Intermediate Similarity NPC233334
0.7316 Intermediate Similarity NPC470279
0.7302 Intermediate Similarity NPC207283
0.7302 Intermediate Similarity NPC84164
0.7273 Intermediate Similarity NPC54066
0.7251 Intermediate Similarity NPC166722
0.7241 Intermediate Similarity NPC191489
0.7229 Intermediate Similarity NPC22481
0.7213 Intermediate Similarity NPC210434
0.7206 Intermediate Similarity NPC246381
0.7205 Intermediate Similarity NPC103230
0.7205 Intermediate Similarity NPC188400
0.7203 Intermediate Similarity NPC193238
0.7203 Intermediate Similarity NPC129897
0.7197 Intermediate Similarity NPC315634
0.7197 Intermediate Similarity NPC88923
0.7197 Intermediate Similarity NPC100734
0.7185 Intermediate Similarity NPC470020
0.7177 Intermediate Similarity NPC278525
0.716 Intermediate Similarity NPC70155
0.7137 Intermediate Similarity NPC472436
0.7137 Intermediate Similarity NPC75179
0.7132 Intermediate Similarity NPC165964
0.7131 Intermediate Similarity NPC253675
0.7126 Intermediate Similarity NPC37473
0.7125 Intermediate Similarity NPC111732
0.7119 Intermediate Similarity NPC473822
0.7105 Intermediate Similarity NPC470042
0.7105 Intermediate Similarity NPC44354
0.7092 Intermediate Similarity NPC255800
0.7092 Intermediate Similarity NPC96584
0.7089 Intermediate Similarity NPC309498
0.7082 Intermediate Similarity NPC324245
0.7082 Intermediate Similarity NPC320748
0.7073 Intermediate Similarity NPC122463
0.7072 Intermediate Similarity NPC284685
0.7069 Intermediate Similarity NPC109922
0.7064 Intermediate Similarity NPC328559
0.7064 Intermediate Similarity NPC155792
0.7064 Intermediate Similarity NPC32451
0.7061 Intermediate Similarity NPC469439

  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 NPC85879 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
0.7796 Intermediate Similarity NPD1483 Discontinued
0.7702 Intermediate Similarity NPD8468 Phase 2
0.7564 Intermediate Similarity NPD7069 Discontinued
0.747 Intermediate Similarity NPD6525 Clinical (unspecified phase)
0.7388 Intermediate Similarity NPD5801 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD4373 Phase 2
0.7364 Intermediate Similarity NPD4989 Phase 2
0.7358 Intermediate Similarity NPD6962 Phase 2
0.7295 Intermediate Similarity NPD3925 Approved
0.7253 Intermediate Similarity NPD6477 Clinical (unspecified phase)
0.7249 Intermediate Similarity NPD5975 Clinical (unspecified phase)
0.7247 Intermediate Similarity NPD4952 Phase 3
0.7241 Intermediate Similarity NPD7708 Approved
0.7222 Intermediate Similarity NPD7885 Phase 2
0.7222 Intermediate Similarity NPD7886 Phase 2
0.722 Intermediate Similarity NPD3326 Clinical (unspecified phase)
0.722 Intermediate Similarity NPD8404 Phase 2
0.7214 Intermediate Similarity NPD7862 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD7803 Approved
0.7197 Intermediate Similarity NPD5866 Approved
0.7191 Intermediate Similarity NPD2831 Approved
0.7176 Intermediate Similarity NPD6531 Approved
0.7176 Intermediate Similarity NPD6530 Approved
0.7132 Intermediate Similarity NPD5482 Discontinued
0.7131 Intermediate Similarity NPD8479 Phase 2
0.713 Intermediate Similarity NPD8304 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD5640 Discontinued
0.7108 Intermediate Similarity NPD5022 Discontinued
0.7108 Intermediate Similarity NPD8052 Clinical (unspecified phase)
0.7072 Intermediate Similarity NPD7956 Approved
0.7072 Intermediate Similarity NPD7955 Approved
0.7059 Intermediate Similarity NPD7417 Discontinued
0.7059 Intermediate Similarity NPD6790 Phase 1
0.7048 Intermediate Similarity NPD4889 Approved
0.7047 Intermediate Similarity NPD6825 Phase 1
0.7046 Intermediate Similarity NPD3946 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD5483 Clinical (unspecified phase)
0.7036 Intermediate Similarity NPD3006 Discontinued
0.7025 Intermediate Similarity NPD7571 Clinical (unspecified phase)
0.7022 Intermediate Similarity NPD8466 Approved
0.7022 Intermediate Similarity NPD8467 Approved
0.7022 Intermediate Similarity NPD8465 Approved
0.7021 Intermediate Similarity NPD4396 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD7927 Clinical (unspecified phase)
0.6996 Remote Similarity NPD4667 Clinical (unspecified phase)
0.6982 Remote Similarity NPD8460 Approved
0.6982 Remote Similarity NPD8459 Approved
0.6975 Remote Similarity NPD7396 Approved
0.6965 Remote Similarity NPD6716 Phase 1
0.6955 Remote Similarity NPD3795 Approved
0.6955 Remote Similarity NPD3794 Approved
0.6953 Remote Similarity NPD2921 Clinical (unspecified phase)
0.6941 Remote Similarity NPD5805 Approved
0.692 Remote Similarity NPD8426 Approved
0.692 Remote Similarity NPD8425 Approved
0.6911 Remote Similarity NPD7395 Discontinued
0.691 Remote Similarity NPD6361 Phase 2
0.6906 Remote Similarity NPD8091 Phase 3
0.6902 Remote Similarity NPD5891 Approved
0.6901 Remote Similarity NPD6262 Clinical (unspecified phase)
0.6898 Remote Similarity NPD8429 Approved
0.6898 Remote Similarity NPD8427 Approved
0.6898 Remote Similarity NPD8428 Approved
0.6892 Remote Similarity NPD6553 Clinical (unspecified phase)
0.6891 Remote Similarity NPD5721 Clinical (unspecified phase)
0.6877 Remote Similarity NPD5450 Discontinued
0.6875 Remote Similarity NPD5922 Phase 3
0.687 Remote Similarity NPD8101 Phase 3
0.6867 Remote Similarity NPD3922 Approved
0.6867 Remote Similarity NPD3921 Approved
0.6867 Remote Similarity NPD3924 Approved
0.6867 Remote Similarity NPD3923 Approved
0.6863 Remote Similarity NPD7807 Clinical (unspecified phase)
0.6853 Remote Similarity NPD7426 Phase 1
0.6842 Remote Similarity NPD1926 Approved
0.684 Remote Similarity NPD6257 Clinical (unspecified phase)
0.6836 Remote Similarity NPD3217 Phase 2
0.6833 Remote Similarity NPD6987 Phase 1
0.6833 Remote Similarity NPD3947 Discontinued
0.6827 Remote Similarity NPD6298 Discontinued
0.6825 Remote Similarity NPD7268 Clinical (unspecified phase)
0.6825 Remote Similarity NPD4328 Approved
0.6803 Remote Similarity NPD7703 Clinical (unspecified phase)
0.6801 Remote Similarity NPD8364 Approved
0.6801 Remote Similarity NPD8363 Approved
0.6794 Remote Similarity NPD6276 Discontinued
0.6792 Remote Similarity NPD8279 Clinical (unspecified phase)
0.6791 Remote Similarity NPD6228 Discontinued
0.679 Remote Similarity NPD4506 Discontinued
0.6789 Remote Similarity NPD5417 Clinical (unspecified phase)
0.6782 Remote Similarity NPD7967 Discontinued
0.678 Remote Similarity NPD5512 Phase 3
0.6777 Remote Similarity NPD5429 Discontinued
0.6774 Remote Similarity NPD4429 Discontinued
0.677 Remote Similarity NPD7853 Phase 2
0.6768 Remote Similarity NPD4369 Phase 2
0.6765 Remote Similarity NPD7393 Clinical (unspecified phase)
0.6765 Remote Similarity NPD7925 Phase 2
0.6765 Remote Similarity NPD7924 Phase 2
0.676 Remote Similarity NPD4923 Phase 1
0.6759 Remote Similarity NPD3259 Approved
0.6758 Remote Similarity NPD6494 Phase 2
0.6758 Remote Similarity NPD7558 Phase 2
0.6758 Remote Similarity NPD6741 Clinical (unspecified phase)
0.6756 Remote Similarity NPD8100 Phase 3
0.6752 Remote Similarity NPD8365 Clinical (unspecified phase)
0.6749 Remote Similarity NPD7467 Discontinued
0.6749 Remote Similarity NPD2510 Approved
0.6749 Remote Similarity NPD2509 Approved
0.6747 Remote Similarity NPD6770 Approved
0.6735 Remote Similarity NPD4417 Approved
0.6734 Remote Similarity NPD8325 Phase 3
0.6734 Remote Similarity NPD8327 Clinical (unspecified phase)
0.6734 Remote Similarity NPD8326 Phase 3
0.6729 Remote Similarity NPD8463 Approved
0.6723 Remote Similarity NPD6569 Phase 2
0.672 Remote Similarity NPD7180 Phase 3
0.6716 Remote Similarity NPD7169 Suspended
0.6707 Remote Similarity NPD3354 Phase 2
0.6707 Remote Similarity NPD3816 Phase 1
0.6707 Remote Similarity NPD3815 Phase 1
0.6707 Remote Similarity NPD5632 Approved
0.6706 Remote Similarity NPD7547 Clinical (unspecified phase)
0.6706 Remote Similarity NPD5479 Discontinued
0.6706 Remote Similarity NPD7589 Clinical (unspecified phase)
0.6705 Remote Similarity NPD8102 Discontinued
0.6705 Remote Similarity NPD3322 Phase 1
0.6705 Remote Similarity NPD8350 Clinical (unspecified phase)
0.6695 Remote Similarity NPD6661 Clinical (unspecified phase)
0.6695 Remote Similarity NPD6874 Approved
0.6694 Remote Similarity NPD2433 Clinical (unspecified phase)
0.668 Remote Similarity NPD6955 Clinical (unspecified phase)
0.668 Remote Similarity NPD6974 Phase 3
0.6667 Remote Similarity NPD5416 Discontinued
0.6667 Remote Similarity NPD5867 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4926 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3507 Phase 2
0.6655 Remote Similarity NPD8489 Phase 1
0.6654 Remote Similarity NPD7031 Phase 1
0.6654 Remote Similarity NPD8461 Discontinued
0.6654 Remote Similarity NPD6503 Clinical (unspecified phase)
0.6653 Remote Similarity NPD7707 Approved
0.6653 Remote Similarity NPD6529 Discontinued
0.6653 Remote Similarity NPD5513 Phase 2
0.6653 Remote Similarity NPD3280 Approved
0.6653 Remote Similarity NPD6242 Discontinued
0.6641 Remote Similarity NPD1659 Phase 1
0.6641 Remote Similarity NPD7022 Phase 2
0.664 Remote Similarity NPD6657 Clinical (unspecified phase)
0.6638 Remote Similarity NPD5751 Clinical (unspecified phase)
0.6629 Remote Similarity NPD5857 Phase 3
0.6629 Remote Similarity NPD5488 Discontinued
0.6627 Remote Similarity NPD3394 Approved
0.6627 Remote Similarity NPD7994 Phase 2
0.6627 Remote Similarity NPD3393 Approved
0.6627 Remote Similarity NPD3389 Approved
0.6627 Remote Similarity NPD5147 Discontinued
0.6624 Remote Similarity NPD4551 Phase 2
0.6616 Remote Similarity NPD6495 Clinical (unspecified phase)
0.6612 Remote Similarity NPD5848 Clinical (unspecified phase)
0.6606 Remote Similarity NPD7053 Clinical (unspecified phase)
0.6606 Remote Similarity NPD7673 Phase 3
0.6604 Remote Similarity NPD8358 Approved
0.6602 Remote Similarity NPD6963 Approved
0.6602 Remote Similarity NPD6964 Approved
0.6601 Remote Similarity NPD8356 Approved
0.6598 Remote Similarity NPD6732 Clinical (unspecified phase)
0.6598 Remote Similarity NPD5228 Phase 3
0.6597 Remote Similarity NPD3395 Approved
0.6597 Remote Similarity NPD3396 Approved
0.6588 Remote Similarity NPD3263 Phase 3
0.6586 Remote Similarity NPD7538 Clinical (unspecified phase)
0.6584 Remote Similarity NPD7416 Clinical (unspecified phase)
0.658 Remote Similarity NPD8442 Discontinued
0.6574 Remote Similarity NPD2011 Clinical (unspecified phase)
0.6574 Remote Similarity NPD6568 Discontinued
0.6567 Remote Similarity NPD7859 Phase 2
0.6566 Remote Similarity NPD6460 Clinical (unspecified phase)
0.6565 Remote Similarity NPD8016 Phase 3
0.6565 Remote Similarity NPD7025 Clinical (unspecified phase)
0.6565 Remote Similarity NPD8017 Clinical (unspecified phase)
0.6561 Remote Similarity NPD7907 Approved
0.6559 Remote Similarity NPD5914 Approved
0.6554 Remote Similarity NPD6475 Phase 2
0.6553 Remote Similarity NPD8434 Phase 2
0.6552 Remote Similarity NPD3386 Phase 2
0.6548 Remote Similarity NPD3763 Approved
0.6548 Remote Similarity NPD3258 Approved
0.6543 Remote Similarity NPD8370 Discontinued
0.6542 Remote Similarity NPD7238 Clinical (unspecified phase)
0.6535 Remote Similarity NPD6160 Clinical (unspecified phase)
0.6535 Remote Similarity NPD6824 Clinical (unspecified phase)
0.6535 Remote Similarity NPD485 Clinical (unspecified phase)
0.6533 Remote Similarity NPD5088 Discontinued
0.6531 Remote Similarity NPD7010 Phase 3
0.6529 Remote Similarity NPD6219 Discontinued
0.6527 Remote Similarity NPD4418 Discontinued
0.6527 Remote Similarity NPD4394 Clinical (unspecified phase)
0.6525 Remote Similarity NPD7233 Approved
0.6525 Remote Similarity NPD7234 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