Structure

Physi-Chem Properties

Molecular Weight:  244.11
Volume:  261.435
LogP:  3.8
LogD:  3.189
LogS:  -4.929
# Rotatable Bonds:  3
TPSA:  39.44
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.614
Synthetic Accessibility Score:  2.346
Fsp3:  0.267
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.682
MDCK Permeability:  1.9684855942614377e-05
Pgp-inhibitor:  0.013
Pgp-substrate:  0.071
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.304
30% Bioavailability (F30%):  0.991

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.058
Plasma Protein Binding (PPB):  85.26663970947266%
Volume Distribution (VD):  0.925
Pgp-substrate:  10.478304862976074%

ADMET: Metabolism

CYP1A2-inhibitor:  0.976
CYP1A2-substrate:  0.915
CYP2C19-inhibitor:  0.931
CYP2C19-substrate:  0.427
CYP2C9-inhibitor:  0.447
CYP2C9-substrate:  0.881
CYP2D6-inhibitor:  0.446
CYP2D6-substrate:  0.87
CYP3A4-inhibitor:  0.2
CYP3A4-substrate:  0.272

ADMET: Excretion

Clearance (CL):  13.319
Half-life (T1/2):  0.402

ADMET: Toxicity

hERG Blockers:  0.029
Human Hepatotoxicity (H-HT):  0.795
Drug-inuced Liver Injury (DILI):  0.83
AMES Toxicity:  0.031
Rat Oral Acute Toxicity:  0.036
Maximum Recommended Daily Dose:  0.278
Skin Sensitization:  0.233
Carcinogencity:  0.584
Eye Corrosion:  0.02
Eye Irritation:  0.74
Respiratory Toxicity:  0.08

Download Data

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

  Natural Product: NPC248429

Natural Product ID:  NPC248429
Common Name*:   Suberosin
IUPAC Name:   7-methoxy-6-(3-methylbut-2-enyl)chromen-2-one
Synonyms:   suberosin
Standard InCHIKey:  RSZDAYHEZSRVHS-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C15H16O3/c1-10(2)4-5-11-8-12-6-7-15(16)18-14(12)9-13(11)17-3/h4,6-9H,5H2,1-3H3
SMILES:  CC(=CCc1cc2ccc(=O)oc2cc1OC)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1928409
PubChem CID:   68486
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000145] Coumarins and derivatives

*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
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. root n.a. DOI[10.5012/bkcs.2003.24.11.1699]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. root n.a. PMID[12510838]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. root n.a. PMID[15646793]
NPO13608 Plumbago zeylanica Species Plumbaginaceae Eukaryota n.a. root n.a. PMID[16078700]
NPO24827 Caragana conferta Species Fabaceae Eukaryota n.a. whole plant n.a. PMID[19336940]
NPO19592 Michelia alba Species Magnoliaceae Eukaryota leaves n.a. n.a. PMID[20584613]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[21625478]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. root n.a. PMID[21657081]
NPO1762 Citropsis articulata Species Rutaceae Eukaryota n.a. root n.a. PMID[21985060]
NPO1762 Citropsis articulata Species Rutaceae Eukaryota Root Bark n.a. n.a. PMID[21985060]
NPO30374 Cachrys cristata Species Apiaceae Eukaryota n.a. fruit body n.a. PMID[22474967]
NPO13608 Plumbago zeylanica Species Plumbaginaceae Eukaryota n.a. n.a. n.a. PMID[23848163]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[27444348]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota Roots n.a. n.a. PMID[31464439]
NPO13608 Plumbago zeylanica Species Plumbaginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19592 Michelia alba Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19592 Michelia alba Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13608 Plumbago zeylanica Species Plumbaginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19592 Michelia alba Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO23770 Artemisia gmelini Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23813 Ardisia floribunda Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13608 Plumbago zeylanica Species Plumbaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1762 Citropsis articulata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20792 Tephrosia nitens Species Geometridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19592 Michelia alba Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25040 Tellina nitida Species Tellinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24870 Campanula patula Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21653 Grewia asiatica Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24827 Caragana conferta Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24994 Thladiantha dubia Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21354 Juniperus cedrus Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28571 Amaracus dictamnus n.a. n.a. n.a. 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
NPT189 Cell Line Vero Chlorocebus aethiops IC50 > 50.0 ug.mL-1 PMID[566938]
NPT367 Cell Line MDA-N Homo sapiens GI50 n.a. 52480.75 nM PMID[566940]
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 47643.1 nM PMID[566940]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 52360.04 nM PMID[566940]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 21928.05 nM PMID[566940]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 35156.04 nM PMID[566940]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 14655.48 nM PMID[566940]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 18030.18 nM PMID[566940]
NPT90 Cell Line DU-145 Homo sapiens GI50 n.a. 36812.9 nM PMID[566940]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 37670.38 nM PMID[566940]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 37325.02 nM PMID[566940]
NPT375 Cell Line Malme-3M Homo sapiens GI50 n.a. 37411.06 nM PMID[566940]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 27227.01 nM PMID[566940]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 51404.37 nM PMID[566940]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 59703.53 nM PMID[566940]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 28840.32 nM PMID[566940]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 100000.0 nM PMID[566940]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 22855.99 nM PMID[566940]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 43251.38 nM PMID[566940]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 44565.62 nM PMID[566940]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 72610.6 nM PMID[566940]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 50582.47 nM PMID[566940]
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 n.a. 50234.26 nM PMID[566940]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 20989.4 nM PMID[566940]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 19860.95 nM PMID[566940]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 41304.75 nM PMID[566940]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 42266.86 nM PMID[566940]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 36897.76 nM PMID[566940]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 10000.0 nM PMID[566940]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 69823.24 nM PMID[566940]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 19453.6 nM PMID[566940]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 23388.37 nM PMID[566940]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 39084.09 nM PMID[566940]
NPT457 Cell Line BT-549 Homo sapiens GI50 n.a. 24434.31 nM PMID[566940]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 45289.76 nM PMID[566940]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 46773.51 nM PMID[566940]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 31045.6 nM PMID[566940]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 41114.97 nM PMID[566940]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 38636.7 nM PMID[566940]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 47752.93 nM PMID[566940]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 5807.64 nM PMID[566940]
NPT83 Cell Line MCF7 Homo sapiens GI50 n.a. 32359.37 nM PMID[566940]
NPT306 Cell Line PC-3 Homo sapiens GI50 n.a. 82985.08 nM PMID[566940]
NPT396 Cell Line T47D Homo sapiens GI50 n.a. 15848.93 nM PMID[566940]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 50815.94 nM PMID[566940]
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 n.a. 43251.38 nM PMID[566940]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 40644.33 nM PMID[566940]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 62805.84 nM PMID[566940]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 41114.97 nM PMID[566940]
NPT402 Cell Line Hs-578T Homo sapiens GI50 n.a. 35399.73 nM PMID[566940]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 10000.0 nM PMID[566940]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 54325.03 nM PMID[566940]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 43954.16 nM PMID[566940]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 29648.31 nM PMID[566940]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 22646.44 nM PMID[566940]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 76383.58 nM PMID[566940]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 43351.09 nM PMID[566940]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 16865.53 nM PMID[566940]
NPT1225 Organism Plasmodium falciparum (isolate FcB1 / Columbia) Plasmodium falciparum FcB1/Columbia IC50 > 100.0 ug.mL-1 PMID[566938]
NPT633 Organism Leishmania donovani Leishmania donovani EC50 > 125.0 ug.mL-1 PMID[566938]
NPT471 Organism Trypanosoma brucei brucei Trypanosoma brucei brucei EC50 > 125.0 ug.mL-1 PMID[566938]
NPT740 Individual Protein Beta-secretase 1 Homo sapiens IC50 > 500000.0 nM PMID[566939]
NPT740 Individual Protein Beta-secretase 1 Homo sapiens Inhibition = 49.5 % PMID[566939]
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 16.0 ug.mL-1 PMID[566941]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 51300.0 nM PMID[566942]
NPT2 Others Unspecified IC50 = 18300.0 nM PMID[566942]
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC > 1.0 ug.mL-1 PMID[566942]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 1.0 ug.mL-1 PMID[566942]
NPT19 Organism Escherichia coli Escherichia coli MIC > 1.0 ug.mL-1 PMID[566942]
NPT2526 Organism Rhizomucor miehei Rhizomucor miehei MIC > 1.0 ug.mL-1 PMID[566942]
NPT20 Organism Candida albicans Candida albicans MIC > 1.0 ug.mL-1 PMID[566942]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. MIC > 1.0 ug.mL-1 PMID[566942]
NPT2527 Organism Pythium ultimum Pythium ultimum MIC > 1.0 ug.mL-1 PMID[566942]
NPT529 Organism Rhizoctonia solani Rhizoctonia solani MIC > 1.0 ug.mL-1 PMID[566942]

☑ 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 NPC248429 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 NPC96286
0.9914 High Similarity NPC472518
0.9829 High Similarity NPC201667
0.9829 High Similarity NPC73413
0.9744 High Similarity NPC273772
0.9744 High Similarity NPC109675
0.9661 High Similarity NPC27671
0.958 High Similarity NPC471828
0.958 High Similarity NPC471827
0.9573 High Similarity NPC144418
0.9565 High Similarity NPC96705
0.9565 High Similarity NPC265547
0.9504 High Similarity NPC185066
0.9504 High Similarity NPC472519
0.95 High Similarity NPC471826
0.95 High Similarity NPC234109
0.95 High Similarity NPC188327
0.9496 High Similarity NPC111347
0.9496 High Similarity NPC291899
0.9492 High Similarity NPC257188
0.9492 High Similarity NPC13007
0.9487 High Similarity NPC163200
0.9487 High Similarity NPC180006
0.9487 High Similarity NPC235190
0.9483 High Similarity NPC281356
0.9483 High Similarity NPC298796
0.9426 High Similarity NPC168710
0.9421 High Similarity NPC243688
0.9417 High Similarity NPC93219
0.9417 High Similarity NPC244495
0.9412 High Similarity NPC173350
0.9412 High Similarity NPC154176
0.9412 High Similarity NPC290605
0.9397 High Similarity NPC152306
0.9391 High Similarity NPC128633
0.935 High Similarity NPC80170
0.9344 High Similarity NPC199204
0.925 High Similarity NPC50720
0.925 High Similarity NPC315807
0.92 High Similarity NPC14248
0.9187 High Similarity NPC157212
0.9167 High Similarity NPC150214
0.9127 High Similarity NPC207002
0.9127 High Similarity NPC222036
0.9127 High Similarity NPC133956
0.9127 High Similarity NPC296624
0.9127 High Similarity NPC318400
0.9127 High Similarity NPC55147
0.9127 High Similarity NPC471910
0.9127 High Similarity NPC7526
0.9127 High Similarity NPC167111
0.9127 High Similarity NPC31849
0.9083 High Similarity NPC52247
0.9055 High Similarity NPC267412
0.9055 High Similarity NPC127888
0.9055 High Similarity NPC84894
0.9055 High Similarity NPC287182
0.9055 High Similarity NPC166672
0.9055 High Similarity NPC195343
0.9055 High Similarity NPC198381
0.9055 High Similarity NPC326600
0.9055 High Similarity NPC50896
0.9055 High Similarity NPC62366
0.9055 High Similarity NPC164269
0.9055 High Similarity NPC307412
0.9055 High Similarity NPC204353
0.9055 High Similarity NPC55149
0.9055 High Similarity NPC18804
0.9055 High Similarity NPC74655
0.9055 High Similarity NPC100986
0.9055 High Similarity NPC47163
0.9055 High Similarity NPC260265
0.9055 High Similarity NPC319859
0.9048 High Similarity NPC19157
0.9048 High Similarity NPC175159
0.9048 High Similarity NPC194277
0.904 High Similarity NPC32463
0.8984 High Similarity NPC471625
0.8984 High Similarity NPC472424
0.8984 High Similarity NPC86892
0.8984 High Similarity NPC281241
0.8984 High Similarity NPC471909
0.8984 High Similarity NPC469675
0.8976 High Similarity NPC163557
0.8976 High Similarity NPC54503
0.8976 High Similarity NPC472524
0.8968 High Similarity NPC472517
0.8952 High Similarity NPC121740
0.8952 High Similarity NPC289316
0.8952 High Similarity NPC258567
0.8952 High Similarity NPC224774
0.8943 High Similarity NPC202594
0.8943 High Similarity NPC232692
0.8934 High Similarity NPC143725
0.8926 High Similarity NPC187868
0.8917 High Similarity NPC247553
0.8915 High Similarity NPC283019
0.8915 High Similarity NPC55615
0.8915 High Similarity NPC177281
0.8915 High Similarity NPC26954
0.8915 High Similarity NPC38099
0.8915 High Similarity NPC283331
0.8915 High Similarity NPC149320
0.8915 High Similarity NPC476455
0.8915 High Similarity NPC160727
0.8915 High Similarity NPC128529
0.8915 High Similarity NPC471630
0.8906 High Similarity NPC180716
0.8906 High Similarity NPC253574
0.8906 High Similarity NPC213173
0.8906 High Similarity NPC98179
0.8906 High Similarity NPC224475
0.8898 High Similarity NPC469956
0.8889 High Similarity NPC113098
0.888 High Similarity NPC60704
0.888 High Similarity NPC293642
0.888 High Similarity NPC469453
0.888 High Similarity NPC139595
0.8871 High Similarity NPC163248
0.8871 High Similarity NPC101894
0.8846 High Similarity NPC153818
0.8846 High Similarity NPC232246
0.8846 High Similarity NPC155963
0.8843 High Similarity NPC319378
0.8843 High Similarity NPC302107
0.8837 High Similarity NPC472525
0.8837 High Similarity NPC33986
0.8837 High Similarity NPC229128
0.8837 High Similarity NPC61499
0.8828 High Similarity NPC469955
0.8828 High Similarity NPC469952
0.8819 High Similarity NPC267336
0.8819 High Similarity NPC272650
0.8819 High Similarity NPC29734
0.879 High Similarity NPC168259
0.8779 High Similarity NPC253616
0.8779 High Similarity NPC270256
0.8779 High Similarity NPC211110
0.8779 High Similarity NPC151946
0.8779 High Similarity NPC279573
0.8769 High Similarity NPC188380
0.8769 High Similarity NPC224543
0.8769 High Similarity NPC78746
0.876 High Similarity NPC131950
0.875 High Similarity NPC123954
0.874 High Similarity NPC19242
0.8712 High Similarity NPC312881
0.8712 High Similarity NPC36414
0.8707 High Similarity NPC473809
0.8707 High Similarity NPC106141
0.8702 High Similarity NPC294456
0.8702 High Similarity NPC212124
0.8702 High Similarity NPC281014
0.8702 High Similarity NPC225106
0.8702 High Similarity NPC306365
0.8702 High Similarity NPC14697
0.8702 High Similarity NPC268081
0.8702 High Similarity NPC184861
0.8702 High Similarity NPC472516
0.8682 High Similarity NPC469449
0.8682 High Similarity NPC472522
0.8682 High Similarity NPC2363
0.8667 High Similarity NPC183154
0.8667 High Similarity NPC263754
0.8661 High Similarity NPC474289
0.8647 High Similarity NPC310370
0.8647 High Similarity NPC287286
0.8647 High Similarity NPC195357
0.8647 High Similarity NPC152771
0.8647 High Similarity NPC183642
0.8647 High Similarity NPC472523
0.8636 High Similarity NPC307883
0.8626 High Similarity NPC167517
0.8626 High Similarity NPC104796
0.8621 High Similarity NPC149545
0.8605 High Similarity NPC137669
0.8594 High Similarity NPC244799
0.8594 High Similarity NPC240722
0.8571 High Similarity NPC71903
0.8561 High Similarity NPC471069
0.8561 High Similarity NPC131198
0.8561 High Similarity NPC471068
0.8559 High Similarity NPC199462
0.8538 High Similarity NPC229646
0.8538 High Similarity NPC205797
0.8538 High Similarity NPC291551
0.8538 High Similarity NPC241165
0.8538 High Similarity NPC233018
0.8538 High Similarity NPC241341
0.8538 High Similarity NPC141822
0.8538 High Similarity NPC36437
0.8538 High Similarity NPC1220
0.8538 High Similarity NPC142563
0.8527 High Similarity NPC66430
0.8527 High Similarity NPC37009
0.8519 High Similarity NPC183646
0.8519 High Similarity NPC119640
0.8519 High Similarity NPC229916
0.8516 High Similarity NPC123127
0.8516 High Similarity NPC27239

  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 NPC248429 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
0.9083 High Similarity NPD422 Phase 1
0.8583 High Similarity NPD1008 Clinical (unspecified phase)
0.8538 High Similarity NPD5124 Phase 1
0.8538 High Similarity NPD5123 Clinical (unspecified phase)
0.845 Intermediate Similarity NPD1296 Phase 2
0.8435 Intermediate Similarity NPD9697 Approved
0.8235 Intermediate Similarity NPD1243 Approved
0.8168 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8145 Intermediate Similarity NPD1548 Phase 1
0.8102 Intermediate Similarity NPD1652 Phase 2
0.8099 Intermediate Similarity NPD5535 Approved
0.808 Intermediate Similarity NPD5691 Approved
0.8074 Intermediate Similarity NPD3748 Approved
0.8058 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.8051 Intermediate Similarity NPD3134 Approved
0.8015 Intermediate Similarity NPD2796 Approved
0.7983 Intermediate Similarity NPD1358 Approved
0.7958 Intermediate Similarity NPD920 Approved
0.7943 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7923 Intermediate Similarity NPD2797 Approved
0.7895 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7891 Intermediate Similarity NPD1610 Phase 2
0.7874 Intermediate Similarity NPD4626 Approved
0.7786 Intermediate Similarity NPD3750 Approved
0.7786 Intermediate Similarity NPD3266 Approved
0.7786 Intermediate Similarity NPD3267 Approved
0.7746 Intermediate Similarity NPD6799 Approved
0.7744 Intermediate Similarity NPD4908 Phase 1
0.7744 Intermediate Similarity NPD6832 Phase 2
0.7742 Intermediate Similarity NPD1241 Discontinued
0.774 Intermediate Similarity NPD7411 Suspended
0.7714 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.771 Intermediate Similarity NPD3225 Approved
0.7692 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7687 Intermediate Similarity NPD6801 Discontinued
0.766 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD1240 Approved
0.7635 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7635 Intermediate Similarity NPD7819 Suspended
0.763 Intermediate Similarity NPD3268 Approved
0.7615 Intermediate Similarity NPD1611 Approved
0.7569 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7557 Intermediate Similarity NPD9717 Approved
0.7556 Intermediate Similarity NPD4625 Phase 3
0.7551 Intermediate Similarity NPD6599 Discontinued
0.755 Intermediate Similarity NPD919 Approved
0.7538 Intermediate Similarity NPD3496 Discontinued
0.7536 Intermediate Similarity NPD1607 Approved
0.7534 Intermediate Similarity NPD1653 Approved
0.7533 Intermediate Similarity NPD7768 Phase 2
0.7518 Intermediate Similarity NPD4307 Phase 2
0.7518 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7518 Intermediate Similarity NPD1549 Phase 2
0.75 Intermediate Similarity NPD4749 Approved
0.75 Intermediate Similarity NPD1551 Phase 2
0.7483 Intermediate Similarity NPD7075 Discontinued
0.7483 Intermediate Similarity NPD8158 Clinical (unspecified phase)
0.748 Intermediate Similarity NPD2684 Approved
0.7463 Intermediate Similarity NPD1019 Discontinued
0.7462 Intermediate Similarity NPD1778 Approved
0.7462 Intermediate Similarity NPD17 Approved
0.7447 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7429 Intermediate Similarity NPD1510 Phase 2
0.7429 Intermediate Similarity NPD2799 Discontinued
0.7417 Intermediate Similarity NPD940 Approved
0.7417 Intermediate Similarity NPD846 Approved
0.7391 Intermediate Similarity NPD4060 Phase 1
0.7388 Intermediate Similarity NPD1203 Approved
0.7383 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7376 Intermediate Similarity NPD2935 Discontinued
0.7372 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD5403 Approved
0.7338 Intermediate Similarity NPD4340 Discontinued
0.7329 Intermediate Similarity NPD5401 Approved
0.7313 Intermediate Similarity NPD8651 Approved
0.731 Intermediate Similarity NPD6666 Approved
0.731 Intermediate Similarity NPD6667 Approved
0.7305 Intermediate Similarity NPD4308 Phase 3
0.7305 Intermediate Similarity NPD7033 Discontinued
0.7293 Intermediate Similarity NPD1608 Approved
0.7292 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7266 Intermediate Similarity NPD1613 Approved
0.7266 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.726 Intermediate Similarity NPD7837 Clinical (unspecified phase)
0.7258 Intermediate Similarity NPD290 Approved
0.7246 Intermediate Similarity NPD2313 Discontinued
0.7246 Intermediate Similarity NPD6798 Discontinued
0.7244 Intermediate Similarity NPD7843 Approved
0.7237 Intermediate Similarity NPD3817 Phase 2
0.7218 Intermediate Similarity NPD1091 Approved
0.7218 Intermediate Similarity NPD1281 Approved
0.7218 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7214 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7206 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD4380 Phase 2
0.7197 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD9545 Approved
0.7176 Intermediate Similarity NPD1894 Discontinued
0.7172 Intermediate Similarity NPD4628 Phase 3
0.7171 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD5844 Phase 1
0.7165 Intermediate Similarity NPD1139 Approved
0.7165 Intermediate Similarity NPD1137 Approved
0.7162 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD3018 Phase 2
0.7153 Intermediate Similarity NPD2424 Discontinued
0.7143 Intermediate Similarity NPD4140 Approved
0.7143 Intermediate Similarity NPD3847 Discontinued
0.7143 Intermediate Similarity NPD5451 Approved
0.7133 Intermediate Similarity NPD4476 Approved
0.7133 Intermediate Similarity NPD4477 Approved
0.7124 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD4288 Approved
0.7121 Intermediate Similarity NPD1651 Approved
0.7121 Intermediate Similarity NPD5585 Approved
0.7114 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD2200 Suspended
0.7109 Intermediate Similarity NPD1138 Approved
0.7109 Intermediate Similarity NPD821 Approved
0.7099 Intermediate Similarity NPD7644 Approved
0.7095 Intermediate Similarity NPD2533 Approved
0.7095 Intermediate Similarity NPD2532 Approved
0.7095 Intermediate Similarity NPD2534 Approved
0.7092 Intermediate Similarity NPD6355 Discontinued
0.7092 Intermediate Similarity NPD1933 Approved
0.7083 Intermediate Similarity NPD6002 Phase 3
0.7083 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD6005 Phase 3
0.7083 Intermediate Similarity NPD6004 Phase 3
0.7083 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD3690 Phase 2
0.708 Intermediate Similarity NPD3691 Phase 2
0.7078 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7077 Intermediate Similarity NPD6671 Approved
0.7077 Intermediate Similarity NPD7157 Approved
0.7077 Intermediate Similarity NPD2557 Approved
0.7071 Intermediate Similarity NPD8032 Phase 2
0.7059 Intermediate Similarity NPD1283 Approved
0.7055 Intermediate Similarity NPD7466 Approved
0.7054 Intermediate Similarity NPD594 Approved
0.7054 Intermediate Similarity NPD592 Approved
0.7051 Intermediate Similarity NPD5494 Approved
0.705 Intermediate Similarity NPD3027 Phase 3
0.7037 Intermediate Similarity NPD2981 Phase 2
0.7037 Intermediate Similarity NPD3972 Approved
0.7032 Intermediate Similarity NPD3749 Approved
0.7032 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7029 Intermediate Similarity NPD2237 Approved
0.7029 Intermediate Similarity NPD2861 Phase 2
0.7027 Intermediate Similarity NPD7213 Phase 3
0.7027 Intermediate Similarity NPD7212 Phase 2
0.7027 Intermediate Similarity NPD1511 Approved
0.7023 Intermediate Similarity NPD3596 Phase 2
0.7023 Intermediate Similarity NPD9493 Approved
0.7014 Intermediate Similarity NPD6099 Approved
0.7014 Intermediate Similarity NPD6100 Approved
0.7013 Intermediate Similarity NPD5402 Approved
0.7006 Intermediate Similarity NPD1247 Approved
0.7 Intermediate Similarity NPD411 Approved
0.6993 Remote Similarity NPD7097 Phase 1
0.6986 Remote Similarity NPD2800 Approved
0.6985 Remote Similarity NPD2983 Phase 2
0.6985 Remote Similarity NPD2982 Phase 2
0.698 Remote Similarity NPD7447 Phase 1
0.6975 Remote Similarity NPD5953 Discontinued
0.6972 Remote Similarity NPD447 Suspended
0.697 Remote Similarity NPD5536 Phase 2
0.6966 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6966 Remote Similarity NPD5762 Approved
0.6966 Remote Similarity NPD5763 Approved
0.6963 Remote Similarity NPD1535 Discovery
0.6962 Remote Similarity NPD7229 Phase 3
0.6957 Remote Similarity NPD2798 Approved
0.6957 Remote Similarity NPD7286 Phase 2
0.695 Remote Similarity NPD6233 Phase 2
0.6948 Remote Similarity NPD2801 Approved
0.6947 Remote Similarity NPD6387 Discontinued
0.6939 Remote Similarity NPD7003 Approved
0.6933 Remote Similarity NPD1512 Approved
0.6929 Remote Similarity NPD7095 Approved
0.6929 Remote Similarity NPD5163 Phase 2
0.6923 Remote Similarity NPD6651 Approved
0.6923 Remote Similarity NPD1772 Clinical (unspecified phase)
0.6923 Remote Similarity NPD5283 Phase 1
0.6923 Remote Similarity NPD6971 Discontinued
0.6917 Remote Similarity NPD6581 Approved
0.6917 Remote Similarity NPD6580 Approved
0.6912 Remote Similarity NPD1481 Phase 2
0.6908 Remote Similarity NPD3226 Approved
0.6905 Remote Similarity NPD968 Approved
0.6901 Remote Similarity NPD2979 Phase 3
0.689 Remote Similarity NPD7549 Discontinued
0.6884 Remote Similarity NPD987 Approved
0.6883 Remote Similarity NPD1934 Approved
0.6879 Remote Similarity NPD3374 Clinical (unspecified phase)
0.6879 Remote Similarity NPD1048 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