Structure

Physi-Chem Properties

Molecular Weight:  590.2
Volume:  560.539
LogP:  2.553
LogD:  1.705
LogS:  -3.597
# Rotatable Bonds:  11
TPSA:  181.17
# H-Bond Aceptor:  13
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  13

MedChem Properties

QED Drug-Likeness Score:  0.354
Synthetic Accessibility Score:  6.215
Fsp3:  0.586
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:  -5.485
MDCK Permeability:  6.981907790759578e-05
Pgp-inhibitor:  0.981
Pgp-substrate:  0.07
Human Intestinal Absorption (HIA):  0.957
20% Bioavailability (F20%):  0.997
30% Bioavailability (F30%):  0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.582
Plasma Protein Binding (PPB):  82.78421783447266%
Volume Distribution (VD):  1.56
Pgp-substrate:  11.662930488586426%

ADMET: Metabolism

CYP1A2-inhibitor:  0.059
CYP1A2-substrate:  0.04
CYP2C19-inhibitor:  0.034
CYP2C19-substrate:  0.06
CYP2C9-inhibitor:  0.009
CYP2C9-substrate:  0.016
CYP2D6-inhibitor:  0.107
CYP2D6-substrate:  0.057
CYP3A4-inhibitor:  0.678
CYP3A4-substrate:  0.244

ADMET: Excretion

Clearance (CL):  7.992
Half-life (T1/2):  0.576

ADMET: Toxicity

hERG Blockers:  0.058
Human Hepatotoxicity (H-HT):  0.674
Drug-inuced Liver Injury (DILI):  0.958
AMES Toxicity:  0.048
Rat Oral Acute Toxicity:  0.963
Maximum Recommended Daily Dose:  0.257
Skin Sensitization:  0.04
Carcinogencity:  0.94
Eye Corrosion:  0.003
Eye Irritation:  0.014
Respiratory Toxicity:  0.982

Download Data

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

  Natural Product: NPC147340

Natural Product ID:  NPC147340
Common Name*:   Triptersinin I
IUPAC Name:   n.a.
Synonyms:   Triptersinin I
Standard InCHIKey:  NHFBSYGERDOQET-LNTHSHFBSA-N
Standard InCHI:  InChI=1S/C29H34O13/c1-15(30)38-14-28-19(40-24(33)17-7-10-36-12-17)6-9-27(5,35)29(28)22(32)20(26(3,4)42-29)21(39-16(2)31)23(28)41-25(34)18-8-11-37-13-18/h7-8,10-13,19-23,32,35H,6,9,14H2,1-5H3/t19-,20+,21+,22+,23+,27-,28-,29-/m0/s1
SMILES:  CC(=O)OC[C@]12[C@H](CC[C@@](C)([C@]32[C@@H]([C@@H]([C@H]([C@H]1OC(=O)c1ccoc1)OC(=O)C)C(C)(C)O3)O)O)OC(=O)c1ccoc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2335698
PubChem CID:   71524362
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids
          • [CHEMONTID:0002051] Agarofurans

*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
NPT179 Cell Line A2780 Homo sapiens IC50 > 1000.0 nM PMID[530458]
NPT180 Cell Line HCT-8 Homo sapiens IC50 > 1000.0 nM PMID[530458]
NPT547 Cell Line BGC-823 Homo sapiens IC50 > 1000.0 nM PMID[530458]
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 1000.0 nM PMID[530458]
NPT81 Cell Line A549 Homo sapiens IC50 > 1000.0 nM PMID[530458]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 45.5 % PMID[530458]

☑ 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 NPC147340 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 NPC271460
0.993 High Similarity NPC294803
0.993 High Similarity NPC6815
0.9231 High Similarity NPC156077
0.8867 High Similarity NPC243165
0.8797 High Similarity NPC86800
0.858 High Similarity NPC294512
0.8571 High Similarity NPC240214
0.8562 High Similarity NPC472141
0.8467 Intermediate Similarity NPC475519
0.8424 Intermediate Similarity NPC56953
0.8424 Intermediate Similarity NPC176413
0.8385 Intermediate Similarity NPC276735
0.8375 Intermediate Similarity NPC200782
0.8365 Intermediate Similarity NPC475226
0.8365 Intermediate Similarity NPC475967
0.8323 Intermediate Similarity NPC472139
0.8323 Intermediate Similarity NPC125182
0.8323 Intermediate Similarity NPC69647
0.8323 Intermediate Similarity NPC195325
0.8302 Intermediate Similarity NPC472777
0.8302 Intermediate Similarity NPC472776
0.8302 Intermediate Similarity NPC299038
0.8302 Intermediate Similarity NPC472778
0.828 Intermediate Similarity NPC268905
0.8232 Intermediate Similarity NPC271235
0.8228 Intermediate Similarity NPC98206
0.8228 Intermediate Similarity NPC237259
0.8228 Intermediate Similarity NPC34421
0.8217 Intermediate Similarity NPC18135
0.821 Intermediate Similarity NPC472773
0.8194 Intermediate Similarity NPC255414
0.8187 Intermediate Similarity NPC470119
0.8187 Intermediate Similarity NPC214495
0.8171 Intermediate Similarity NPC472775
0.8171 Intermediate Similarity NPC472651
0.8171 Intermediate Similarity NPC472774
0.8148 Intermediate Similarity NPC472771
0.8148 Intermediate Similarity NPC470792
0.8137 Intermediate Similarity NPC472671
0.8121 Intermediate Similarity NPC472652
0.8113 Intermediate Similarity NPC302054
0.8113 Intermediate Similarity NPC253201
0.811 Intermediate Similarity NPC97574
0.811 Intermediate Similarity NPC93172
0.8086 Intermediate Similarity NPC191828
0.8075 Intermediate Similarity NPC475066
0.8075 Intermediate Similarity NPC36655
0.8075 Intermediate Similarity NPC470118
0.8075 Intermediate Similarity NPC261597
0.8072 Intermediate Similarity NPC82602
0.8065 Intermediate Similarity NPC5676
0.8063 Intermediate Similarity NPC476262
0.8063 Intermediate Similarity NPC214541
0.8063 Intermediate Similarity NPC44675
0.8061 Intermediate Similarity NPC476850
0.8061 Intermediate Similarity NPC476861
0.8061 Intermediate Similarity NPC270312
0.8059 Intermediate Similarity NPC470938
0.8052 Intermediate Similarity NPC476946
0.805 Intermediate Similarity NPC469503
0.805 Intermediate Similarity NPC472672
0.805 Intermediate Similarity NPC476201
0.8049 Intermediate Similarity NPC276551
0.8049 Intermediate Similarity NPC470182
0.8049 Intermediate Similarity NPC271657
0.8037 Intermediate Similarity NPC82851
0.8037 Intermediate Similarity NPC188649
0.8024 Intermediate Similarity NPC475641
0.8024 Intermediate Similarity NPC475237
0.8012 Intermediate Similarity NPC471397
0.8 Intermediate Similarity NPC470875
0.8 Intermediate Similarity NPC57998
0.8 Intermediate Similarity NPC251865
0.8 Intermediate Similarity NPC282445
0.8 Intermediate Similarity NPC121995
0.7988 Intermediate Similarity NPC39986
0.7988 Intermediate Similarity NPC88841
0.7988 Intermediate Similarity NPC302369
0.7988 Intermediate Similarity NPC419
0.7988 Intermediate Similarity NPC292389
0.7988 Intermediate Similarity NPC285567
0.7988 Intermediate Similarity NPC469338
0.7988 Intermediate Similarity NPC477405
0.7988 Intermediate Similarity NPC288602
0.7988 Intermediate Similarity NPC134254
0.7988 Intermediate Similarity NPC283209
0.7987 Intermediate Similarity NPC52412
0.7975 Intermediate Similarity NPC472653
0.7975 Intermediate Similarity NPC470789
0.7975 Intermediate Similarity NPC472654
0.7963 Intermediate Similarity NPC246841
0.7963 Intermediate Similarity NPC187149
0.7963 Intermediate Similarity NPC197137
0.7963 Intermediate Similarity NPC1408
0.7963 Intermediate Similarity NPC45101
0.7963 Intermediate Similarity NPC472772
0.7962 Intermediate Similarity NPC221809
0.7952 Intermediate Similarity NPC173516
0.795 Intermediate Similarity NPC296807
0.795 Intermediate Similarity NPC141538
0.795 Intermediate Similarity NPC155939
0.795 Intermediate Similarity NPC264943
0.7939 Intermediate Similarity NPC476857
0.7939 Intermediate Similarity NPC469849
0.7939 Intermediate Similarity NPC56358
0.7939 Intermediate Similarity NPC470940
0.7939 Intermediate Similarity NPC476858
0.7939 Intermediate Similarity NPC476856
0.7939 Intermediate Similarity NPC123088
0.7937 Intermediate Similarity NPC308205
0.7937 Intermediate Similarity NPC75906
0.7937 Intermediate Similarity NPC322546
0.7927 Intermediate Similarity NPC329938
0.7927 Intermediate Similarity NPC18347
0.7927 Intermediate Similarity NPC68848
0.7927 Intermediate Similarity NPC149896
0.7927 Intermediate Similarity NPC69028
0.7927 Intermediate Similarity NPC263432
0.7925 Intermediate Similarity NPC476122
0.7917 Intermediate Similarity NPC160818
0.7917 Intermediate Similarity NPC169299
0.7917 Intermediate Similarity NPC285227
0.7914 Intermediate Similarity NPC307383
0.7911 Intermediate Similarity NPC471007
0.7904 Intermediate Similarity NPC472766
0.7904 Intermediate Similarity NPC160651
0.7904 Intermediate Similarity NPC296558
0.7904 Intermediate Similarity NPC472765
0.7892 Intermediate Similarity NPC472670
0.7892 Intermediate Similarity NPC307781
0.7879 Intermediate Similarity NPC234660
0.7879 Intermediate Similarity NPC471168
0.7879 Intermediate Similarity NPC469846
0.7879 Intermediate Similarity NPC51568
0.7871 Intermediate Similarity NPC121158
0.7866 Intermediate Similarity NPC477402
0.7866 Intermediate Similarity NPC335761
0.7857 Intermediate Similarity NPC470995
0.7853 Intermediate Similarity NPC195954
0.7853 Intermediate Similarity NPC167142
0.7853 Intermediate Similarity NPC469847
0.7853 Intermediate Similarity NPC88007
0.7853 Intermediate Similarity NPC249021
0.7853 Intermediate Similarity NPC194499
0.7844 Intermediate Similarity NPC472282
0.7844 Intermediate Similarity NPC472764
0.7844 Intermediate Similarity NPC310572
0.7844 Intermediate Similarity NPC100333
0.7844 Intermediate Similarity NPC476853
0.784 Intermediate Similarity NPC469336
0.7826 Intermediate Similarity NPC182427
0.7826 Intermediate Similarity NPC29695
0.7826 Intermediate Similarity NPC476939
0.7826 Intermediate Similarity NPC476940
0.7824 Intermediate Similarity NPC94763
0.7824 Intermediate Similarity NPC236004
0.7824 Intermediate Similarity NPC471437
0.7818 Intermediate Similarity NPC472668
0.7818 Intermediate Similarity NPC207978
0.7818 Intermediate Similarity NPC18986
0.7818 Intermediate Similarity NPC211777
0.7818 Intermediate Similarity NPC5079
0.7816 Intermediate Similarity NPC105395
0.7816 Intermediate Similarity NPC247563
0.7816 Intermediate Similarity NPC242068
0.7806 Intermediate Similarity NPC20500
0.7798 Intermediate Similarity NPC472673
0.7784 Intermediate Similarity NPC23387
0.7778 Intermediate Similarity NPC178932
0.7771 Intermediate Similarity NPC472669
0.7771 Intermediate Similarity NPC165218
0.7771 Intermediate Similarity NPC198047
0.7758 Intermediate Similarity NPC25255
0.7758 Intermediate Similarity NPC287559
0.7751 Intermediate Similarity NPC118086
0.7751 Intermediate Similarity NPC88593
0.7744 Intermediate Similarity NPC304692
0.7742 Intermediate Similarity NPC67003
0.7736 Intermediate Similarity NPC250228
0.7733 Intermediate Similarity NPC478177
0.7733 Intermediate Similarity NPC472665
0.773 Intermediate Similarity NPC92979
0.773 Intermediate Similarity NPC35000
0.7725 Intermediate Similarity NPC476860
0.7725 Intermediate Similarity NPC159520
0.7719 Intermediate Similarity NPC469576
0.7719 Intermediate Similarity NPC471632
0.7716 Intermediate Similarity NPC33938
0.7711 Intermediate Similarity NPC79571
0.7711 Intermediate Similarity NPC290400
0.7711 Intermediate Similarity NPC193798
0.7711 Intermediate Similarity NPC472767
0.7711 Intermediate Similarity NPC96443
0.7711 Intermediate Similarity NPC471166
0.7711 Intermediate Similarity NPC471167
0.7711 Intermediate Similarity NPC117986
0.7707 Intermediate Similarity NPC267632
0.7707 Intermediate Similarity NPC470741
0.7707 Intermediate Similarity NPC223415

  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 NPC147340 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
0.7759 Intermediate Similarity NPD8434 Phase 2
0.7622 Intermediate Similarity NPD5760 Phase 2
0.7622 Intermediate Similarity NPD5761 Phase 2
0.7035 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.6983 Remote Similarity NPD6559 Discontinued
0.6788 Remote Similarity NPD4628 Phase 3
0.675 Remote Similarity NPD8404 Phase 2
0.6725 Remote Similarity NPD6599 Discontinued
0.6705 Remote Similarity NPD7819 Suspended
0.6705 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6703 Remote Similarity NPD6765 Approved
0.6703 Remote Similarity NPD6764 Approved
0.6686 Remote Similarity NPD7075 Discontinued
0.6667 Remote Similarity NPD5402 Approved
0.6649 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6629 Remote Similarity NPD4965 Approved
0.6629 Remote Similarity NPD4967 Phase 2
0.6629 Remote Similarity NPD4966 Approved
0.6611 Remote Similarity NPD7473 Discontinued
0.661 Remote Similarity NPD5494 Approved
0.6606 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6575 Remote Similarity NPD3818 Discontinued
0.6559 Remote Similarity NPD6785 Approved
0.6559 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6559 Remote Similarity NPD6784 Approved
0.6554 Remote Similarity NPD6234 Discontinued
0.6552 Remote Similarity NPD6801 Discontinued
0.655 Remote Similarity NPD920 Approved
0.6541 Remote Similarity NPD8312 Approved
0.6541 Remote Similarity NPD8313 Approved
0.6538 Remote Similarity NPD5844 Phase 1
0.6536 Remote Similarity NPD6232 Discontinued
0.6484 Remote Similarity NPD7228 Approved
0.648 Remote Similarity NPD8127 Discontinued
0.6477 Remote Similarity NPD3817 Phase 2
0.6474 Remote Similarity NPD3226 Approved
0.6471 Remote Similarity NPD6799 Approved
0.6461 Remote Similarity NPD919 Approved
0.6457 Remote Similarity NPD37 Approved
0.6453 Remote Similarity NPD5403 Approved
0.6446 Remote Similarity NPD1551 Phase 2
0.6441 Remote Similarity NPD3882 Suspended
0.6441 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6437 Remote Similarity NPD4380 Phase 2
0.6433 Remote Similarity NPD5401 Approved
0.6433 Remote Similarity NPD642 Clinical (unspecified phase)
0.642 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6409 Remote Similarity NPD3926 Phase 2
0.6404 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6404 Remote Similarity NPD3749 Approved
0.6395 Remote Similarity NPD6273 Approved
0.6389 Remote Similarity NPD1247 Approved
0.6386 Remote Similarity NPD2799 Discontinued
0.6364 Remote Similarity NPD1934 Approved
0.6349 Remote Similarity NPD8150 Discontinued
0.6348 Remote Similarity NPD7768 Phase 2
0.6347 Remote Similarity NPD2935 Discontinued
0.6344 Remote Similarity NPD7240 Approved
0.6337 Remote Similarity NPD2533 Approved
0.6337 Remote Similarity NPD2532 Approved
0.6337 Remote Similarity NPD2534 Approved
0.6328 Remote Similarity NPD2801 Approved
0.6324 Remote Similarity NPD7074 Phase 3
0.6316 Remote Similarity NPD643 Clinical (unspecified phase)
0.6313 Remote Similarity NPD7435 Discontinued
0.631 Remote Similarity NPD5762 Approved
0.631 Remote Similarity NPD4338 Clinical (unspecified phase)
0.631 Remote Similarity NPD5763 Approved
0.631 Remote Similarity NPD2346 Discontinued
0.631 Remote Similarity NPD1471 Phase 3
0.6307 Remote Similarity NPD7411 Suspended
0.6304 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6301 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6298 Remote Similarity NPD7199 Phase 2
0.6296 Remote Similarity NPD6832 Phase 2
0.6294 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6292 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6284 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6284 Remote Similarity NPD6166 Phase 2
0.6284 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6283 Remote Similarity NPD8397 Clinical (unspecified phase)
0.627 Remote Similarity NPD7054 Approved
0.627 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6243 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6237 Remote Similarity NPD7472 Approved
0.6228 Remote Similarity NPD7097 Phase 1
0.6216 Remote Similarity NPD3751 Discontinued
0.6213 Remote Similarity NPD2344 Approved
0.6205 Remote Similarity NPD6355 Discontinued
0.6193 Remote Similarity NPD5808 Clinical (unspecified phase)
0.617 Remote Similarity NPD7251 Discontinued
0.6162 Remote Similarity NPD6777 Approved
0.6162 Remote Similarity NPD6778 Approved
0.6162 Remote Similarity NPD6779 Approved
0.6162 Remote Similarity NPD6782 Approved
0.6162 Remote Similarity NPD6781 Approved
0.6162 Remote Similarity NPD6776 Approved
0.6162 Remote Similarity NPD6780 Approved
0.6159 Remote Similarity NPD7095 Approved
0.6158 Remote Similarity NPD8407 Phase 2
0.6154 Remote Similarity NPD2796 Approved
0.6149 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6141 Remote Similarity NPD7184 Clinical (unspecified phase)
0.614 Remote Similarity NPD1243 Approved
0.614 Remote Similarity NPD2800 Approved
0.6138 Remote Similarity NPD7808 Phase 3
0.6135 Remote Similarity NPD7047 Phase 3
0.6127 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6127 Remote Similarity NPD7874 Approved
0.6121 Remote Similarity NPD2313 Discontinued
0.612 Remote Similarity NPD6959 Discontinued
0.6117 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6117 Remote Similarity NPD6797 Phase 2
0.6108 Remote Similarity NPD447 Suspended
0.6108 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6105 Remote Similarity NPD3750 Approved
0.6105 Remote Similarity NPD1878 Clinical (unspecified phase)
0.61 Remote Similarity NPD6823 Phase 2
0.6095 Remote Similarity NPD7033 Discontinued
0.6087 Remote Similarity NPD3787 Discontinued
0.6085 Remote Similarity NPD8368 Discontinued
0.6085 Remote Similarity NPD7685 Pre-registration
0.6082 Remote Similarity NPD1549 Phase 2
0.6082 Remote Similarity NPD970 Clinical (unspecified phase)
0.6082 Remote Similarity NPD2424 Discontinued
0.607 Remote Similarity NPD7698 Approved
0.607 Remote Similarity NPD7497 Discontinued
0.607 Remote Similarity NPD7697 Approved
0.607 Remote Similarity NPD7680 Approved
0.607 Remote Similarity NPD7696 Phase 3
0.6069 Remote Similarity NPD2309 Approved
0.6057 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6056 Remote Similarity NPD8455 Phase 2
0.6056 Remote Similarity NPD1465 Phase 2
0.6048 Remote Similarity NPD4060 Phase 1
0.6048 Remote Similarity NPD4140 Approved
0.6047 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6043 Remote Similarity NPD7799 Discontinued
0.604 Remote Similarity NPD7871 Phase 2
0.604 Remote Similarity NPD7870 Phase 2
0.6032 Remote Similarity NPD5953 Discontinued
0.6029 Remote Similarity NPD7701 Phase 2
0.6024 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6024 Remote Similarity NPD7985 Registered
0.6023 Remote Similarity NPD6002 Phase 3
0.6023 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6023 Remote Similarity NPD6005 Phase 3
0.6023 Remote Similarity NPD6004 Phase 3
0.6023 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6023 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6023 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6019 Remote Similarity NPD7783 Phase 2
0.6019 Remote Similarity NPD7801 Approved
0.6019 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6012 Remote Similarity NPD5735 Approved
0.6012 Remote Similarity NPD4110 Phase 3
0.6012 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6012 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6011 Remote Similarity NPD7458 Discontinued
0.6 Remote Similarity NPD7229 Phase 3
0.6 Remote Similarity NPD6808 Phase 2
0.6 Remote Similarity NPD8151 Discontinued
0.6 Remote Similarity NPD1511 Approved
0.6 Remote Similarity NPD3748 Approved
0.5989 Remote Similarity NPD6980 Clinical (unspecified phase)
0.5977 Remote Similarity NPD6190 Approved
0.5976 Remote Similarity NPD6653 Approved
0.5961 Remote Similarity NPD8320 Phase 1
0.5961 Remote Similarity NPD8319 Approved
0.5955 Remote Similarity NPD1653 Approved
0.5949 Remote Similarity NPD8361 Approved
0.5949 Remote Similarity NPD8435 Approved
0.5949 Remote Similarity NPD8360 Approved
0.5932 Remote Similarity NPD1512 Approved
0.5928 Remote Similarity NPD6410 Clinical (unspecified phase)
0.5928 Remote Similarity NPD1699 Clinical (unspecified phase)
0.5928 Remote Similarity NPD3764 Approved
0.5926 Remote Similarity NPD7286 Phase 2
0.5926 Remote Similarity NPD8470 Clinical (unspecified phase)
0.592 Remote Similarity NPD7003 Approved
0.592 Remote Similarity NPD7982 Clinical (unspecified phase)
0.5918 Remote Similarity NPD4225 Approved
0.5917 Remote Similarity NPD1933 Approved
0.5917 Remote Similarity NPD5124 Phase 1
0.5917 Remote Similarity NPD5123 Clinical (unspecified phase)
0.5915 Remote Similarity NPD7907 Approved
0.5915 Remote Similarity NPD1203 Approved
0.5914 Remote Similarity NPD5711 Approved
0.5914 Remote Similarity NPD5710 Approved
0.5909 Remote Similarity NPD6534 Approved
0.5909 Remote Similarity NPD6535 Approved
0.5909 Remote Similarity NPD6143 Clinical (unspecified phase)
0.5906 Remote Similarity NPD1510 Phase 2
0.5906 Remote Similarity NPD4308 Phase 3
0.59 Remote Similarity NPD7700 Phase 2
0.59 Remote Similarity NPD7699 Phase 2
0.5896 Remote Similarity NPD4111 Phase 1
0.5896 Remote Similarity NPD4665 Approved
0.5893 Remote Similarity NPD6233 Phase 2
0.5882 Remote Similarity NPD1607 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