Structure

Physi-Chem Properties

Molecular Weight:  470.34
Volume:  511.905
LogP:  5.014
LogD:  4.545
LogS:  -4.441
# Rotatable Bonds:  1
TPSA:  74.6
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.443
Synthetic Accessibility Score:  4.919
Fsp3:  0.867
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.355
MDCK Permeability:  1.6045112715801224e-05
Pgp-inhibitor:  0.118
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.103
30% Bioavailability (F30%):  0.963

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.754
Plasma Protein Binding (PPB):  91.3760757446289%
Volume Distribution (VD):  0.657
Pgp-substrate:  5.281370162963867%

ADMET: Metabolism

CYP1A2-inhibitor:  0.011
CYP1A2-substrate:  0.609
CYP2C19-inhibitor:  0.01
CYP2C19-substrate:  0.886
CYP2C9-inhibitor:  0.089
CYP2C9-substrate:  0.865
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.134
CYP3A4-inhibitor:  0.136
CYP3A4-substrate:  0.118

ADMET: Excretion

Clearance (CL):  4.291
Half-life (T1/2):  0.663

ADMET: Toxicity

hERG Blockers:  0.016
Human Hepatotoxicity (H-HT):  0.148
Drug-inuced Liver Injury (DILI):  0.084
AMES Toxicity:  0.005
Rat Oral Acute Toxicity:  0.937
Maximum Recommended Daily Dose:  0.979
Skin Sensitization:  0.303
Carcinogencity:  0.228
Eye Corrosion:  0.07
Eye Irritation:  0.17
Respiratory Toxicity:  0.972

Download Data

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

  Natural Product: NPC105189

Natural Product ID:  NPC105189
Common Name*:   Demethylregelin
IUPAC Name:   (1R,2R,4S,4aR,6aR,6aS,6bR,8aR,12aR,14bS)-4-hydroxy-1,4a,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,5,6,6a,7,8,8a,11,12,13,14b-tetradecahydropicene-2-carboxylic acid
Synonyms:   Demethylregelin
Standard InCHIKey:  QGMNTKNSMLYTKS-BHHXOIJJSA-N
Standard InCHI:  InChI=1S/C30H46O4/c1-17-18(25(33)34)16-23(32)28(5)14-15-29(6)19(24(17)28)8-9-21-27(4)12-11-22(31)26(2,3)20(27)10-13-30(21,29)7/h8,17-18,20-21,23-24,32H,9-16H2,1-7H3,(H,33,34)/t17-,18+,20-,21+,23-,24-,27-,28-,29+,30+/m0/s1
SMILES:  C[C@H]1[C@@H](C[C@@H]([C@]2(C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CCC(=O)C(C)(C)[C@@H]5CC[C@@]34C)[C@H]12)O)C(=O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL518044
PubChem CID:   44559663
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO24176 Streptomyces fradiae Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10757717]
NPO2353 Bituminaria bituminosa Species Fabaceae Eukaryota n.a. aerial part n.a. PMID[12943781]
NPO7484 Salacia chinensis Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[12951446]
NPO7484 Salacia chinensis Species Celastraceae Eukaryota stems Thailand n.a. PMID[14510595]
NPO14555 Porella swartziana Species Porellaceae Eukaryota n.a. n.a. n.a. PMID[14738381]
NPO14555 Porella swartziana Species Porellaceae Eukaryota n.a. Argentine n.a. PMID[14738381]
NPO12977 Solenopsis invicta Species Formicidae Eukaryota n.a. n.a. n.a. PMID[21905650]
NPO23289 Heracleum sphondylium Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[24697288]
NPO14826 Streptomyces mobaraensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[32998509]
NPO9420 Aspergillus arenarius Species Aspergillaceae Eukaryota sclerotia n.a. n.a. PMID[9599285]
NPO23289 Heracleum sphondylium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13719 Salacia prinoides Species Sertulariidae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15510 Kummerowia striata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5728 Gerbera piloselloides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16847 Consolida ajacis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12416 Quercus mongolica Species Fagaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15961 Sida cordifolia Species Malvaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23289 Heracleum sphondylium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15961 Sida cordifolia Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12416 Quercus mongolica Species Fagaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16847 Consolida ajacis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14869 Ormosia panamensis Species Limoniidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15510 Kummerowia striata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13719 Salacia prinoides Species Sertulariidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5728 Gerbera piloselloides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12450 Cneorum pulverulentum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12416 Quercus mongolica Species Fagaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16847 Consolida ajacis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5728 Gerbera piloselloides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24176 Streptomyces fradiae Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO13375 Palafoxia rosea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26017 Dalbergia stipulacea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16847 Consolida ajacis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24732 Cereus weberi Species Sagartiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14218 Spodoptera littoralis Species 0ctuidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15138 Rheum webbianum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16516 Centaurea seridis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4935 Dinemasporium strigosum Species Chaetosphaeriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4267 Ceratocystis clavigera Species Ceratocystidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16758 Satureja cuneifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15755 Thymbra spicata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12977 Solenopsis invicta Species Formicidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13548 Chrozophora obliqua Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5269 Coleus garckeanus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14555 Porella swartziana Species Porellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8499 Osmerus mordax Species Osmeridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7484 Salacia chinensis Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11194 Bombus hortorum Species Apidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13719 Salacia prinoides Species Sertulariidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11881 Adenopeltis colliguaya Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5552 Solanum sisymbriifolium Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14034 Salvia coulteri Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9780 Merremia umbellata Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13859 Senecio flavus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14869 Ormosia panamensis Species Limoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16175 Trichia floriformis Species Trichiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15858 Phoebe formosana Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2353 Bituminaria bituminosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13230 Pedicularis condensata Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5728 Gerbera piloselloides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16678 Flindersia brayleyana Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11599 Elaeagnus commutata Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13710 Lyophyllum shimeji Species Lyophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9420 Aspergillus arenarius Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3391 Jungermannia obovata Species Jungermanniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12450 Cneorum pulverulentum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15015 Meconopsis napaulensis Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14826 Streptomyces mobaraensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO12680 Perityle vaseyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15272 Mascarenhasia arborescens Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12555 Aspergillus quadrilineatus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15510 Kummerowia striata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12416 Quercus mongolica Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5078 Turraeanthus mannii Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15961 Sida cordifolia Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23289 Heracleum sphondylium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16428 Millettia conraui Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15393 Eucalyptus flocktoniae Species Myrtaceae 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
NPT68 Individual Protein Aldose reductase Rattus norvegicus IC50 > 100000.0 nM PMID[564683]
NPT68 Individual Protein Aldose reductase Rattus norvegicus Inhibition = 26.0 % PMID[564683]

☑ 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 NPC105189 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
0.9882 High Similarity NPC120968
0.9882 High Similarity NPC273621
0.9882 High Similarity NPC477872
0.9882 High Similarity NPC290614
0.9882 High Similarity NPC193750
0.9882 High Similarity NPC227467
0.9882 High Similarity NPC210037
0.9882 High Similarity NPC18872
0.9882 High Similarity NPC7260
0.9882 High Similarity NPC291028
0.9767 High Similarity NPC38754
0.9767 High Similarity NPC187722
0.9765 High Similarity NPC64872
0.9765 High Similarity NPC290972
0.9765 High Similarity NPC25906
0.9655 High Similarity NPC158059
0.9655 High Similarity NPC202728
0.9655 High Similarity NPC118519
0.9655 High Similarity NPC118490
0.9655 High Similarity NPC229281
0.9651 High Similarity NPC130278
0.9647 High Similarity NPC182797
0.9647 High Similarity NPC52169
0.9551 High Similarity NPC62516
0.9551 High Similarity NPC157113
0.9545 High Similarity NPC191412
0.9545 High Similarity NPC114159
0.9545 High Similarity NPC6818
0.954 High Similarity NPC65120
0.954 High Similarity NPC4036
0.954 High Similarity NPC145067
0.954 High Similarity NPC158030
0.954 High Similarity NPC474525
0.954 High Similarity NPC233455
0.9535 High Similarity NPC225585
0.9535 High Similarity NPC234346
0.9535 High Similarity NPC127689
0.9535 High Similarity NPC121798
0.9535 High Similarity NPC263393
0.9535 High Similarity NPC59263
0.9535 High Similarity NPC274330
0.9535 High Similarity NPC270768
0.9535 High Similarity NPC143232
0.9535 High Similarity NPC293048
0.9535 High Similarity NPC61543
0.9535 High Similarity NPC198664
0.9535 High Similarity NPC130520
0.9529 High Similarity NPC130577
0.9529 High Similarity NPC98442
0.9529 High Similarity NPC293564
0.9529 High Similarity NPC88716
0.9529 High Similarity NPC142415
0.9529 High Similarity NPC18064
0.9529 High Similarity NPC68160
0.9529 High Similarity NPC307426
0.9529 High Similarity NPC51700
0.9529 High Similarity NPC171203
0.9529 High Similarity NPC242468
0.9529 High Similarity NPC102683
0.9438 High Similarity NPC139570
0.9438 High Similarity NPC96916
0.9432 High Similarity NPC214756
0.9432 High Similarity NPC272075
0.9432 High Similarity NPC295643
0.9425 High Similarity NPC470589
0.9425 High Similarity NPC111110
0.9425 High Similarity NPC46441
0.9425 High Similarity NPC126369
0.9419 High Similarity NPC246708
0.9419 High Similarity NPC470629
0.9419 High Similarity NPC290690
0.9419 High Similarity NPC473242
0.9419 High Similarity NPC17733
0.9419 High Similarity NPC40552
0.9419 High Similarity NPC474512
0.9419 High Similarity NPC181225
0.9412 High Similarity NPC72638
0.9412 High Similarity NPC74363
0.9412 High Similarity NPC475862
0.9333 High Similarity NPC158371
0.9333 High Similarity NPC73004
0.9333 High Similarity NPC327179
0.9333 High Similarity NPC132824
0.9333 High Similarity NPC116457
0.9333 High Similarity NPC204961
0.9333 High Similarity NPC173744
0.9333 High Similarity NPC207922
0.9333 High Similarity NPC259733
0.9326 High Similarity NPC282395
0.9326 High Similarity NPC60692
0.9326 High Similarity NPC231063
0.9326 High Similarity NPC148964
0.9326 High Similarity NPC263548
0.9326 High Similarity NPC299996
0.9326 High Similarity NPC474529
0.9326 High Similarity NPC145667
0.9326 High Similarity NPC20235
0.9326 High Similarity NPC88116
0.9326 High Similarity NPC32407
0.9318 High Similarity NPC235884
0.9318 High Similarity NPC472149
0.9318 High Similarity NPC25299
0.9318 High Similarity NPC155120
0.9318 High Similarity NPC282616
0.9318 High Similarity NPC52021
0.9318 High Similarity NPC84319
0.9318 High Similarity NPC6255
0.9318 High Similarity NPC228784
0.9318 High Similarity NPC471588
0.9318 High Similarity NPC288833
0.9318 High Similarity NPC306541
0.9318 High Similarity NPC324341
0.9318 High Similarity NPC300351
0.9318 High Similarity NPC71074
0.9318 High Similarity NPC966
0.931 High Similarity NPC474972
0.931 High Similarity NPC161751
0.931 High Similarity NPC95246
0.931 High Similarity NPC470588
0.9302 High Similarity NPC73064
0.9294 High Similarity NPC133954
0.9231 High Similarity NPC106112
0.9231 High Similarity NPC187933
0.9231 High Similarity NPC259788
0.9231 High Similarity NPC255589
0.9231 High Similarity NPC247139
0.9231 High Similarity NPC43686
0.9231 High Similarity NPC9613
0.9231 High Similarity NPC261935
0.9222 High Similarity NPC148523
0.9222 High Similarity NPC473240
0.9222 High Similarity NPC290481
0.9222 High Similarity NPC83693
0.9213 High Similarity NPC49776
0.9213 High Similarity NPC86368
0.9213 High Similarity NPC275809
0.9213 High Similarity NPC74855
0.9213 High Similarity NPC307335
0.9213 High Similarity NPC298554
0.9213 High Similarity NPC136313
0.9213 High Similarity NPC63118
0.9213 High Similarity NPC474436
0.9205 High Similarity NPC86372
0.9205 High Similarity NPC474728
0.9205 High Similarity NPC172361
0.9205 High Similarity NPC49320
0.9205 High Similarity NPC113989
0.9205 High Similarity NPC120840
0.9186 High Similarity NPC213412
0.914 High Similarity NPC118964
0.913 High Similarity NPC29765
0.913 High Similarity NPC174663
0.913 High Similarity NPC111214
0.913 High Similarity NPC271614
0.913 High Similarity NPC471966
0.913 High Similarity NPC164349
0.9121 High Similarity NPC307282
0.9121 High Similarity NPC98874
0.9121 High Similarity NPC476327
0.9121 High Similarity NPC305464
0.9121 High Similarity NPC25848
0.9121 High Similarity NPC19376
0.9121 High Similarity NPC476318
0.9121 High Similarity NPC201657
0.9111 High Similarity NPC74751
0.9111 High Similarity NPC91010
0.9111 High Similarity NPC209868
0.9111 High Similarity NPC159365
0.9111 High Similarity NPC222047
0.9101 High Similarity NPC77099
0.9101 High Similarity NPC235704
0.9101 High Similarity NPC285184
0.9101 High Similarity NPC60755
0.9101 High Similarity NPC470590
0.9101 High Similarity NPC475708
0.9091 High Similarity NPC30522
0.9091 High Similarity NPC281524
0.9091 High Similarity NPC474686
0.908 High Similarity NPC158141
0.908 High Similarity NPC173089
0.908 High Similarity NPC71507
0.9032 High Similarity NPC35239
0.9022 High Similarity NPC189880
0.9022 High Similarity NPC312075
0.9022 High Similarity NPC203343
0.9011 High Similarity NPC32118
0.9011 High Similarity NPC474727
0.9011 High Similarity NPC198245
0.9 High Similarity NPC474806
0.9 High Similarity NPC133579
0.8977 High Similarity NPC1753
0.8977 High Similarity NPC474511
0.8966 High Similarity NPC73038
0.8966 High Similarity NPC235341
0.8966 High Similarity NPC477579
0.8966 High Similarity NPC56588
0.8966 High Similarity NPC95594
0.8953 High Similarity NPC180834
0.8953 High Similarity NPC171789
0.8936 High Similarity NPC233012

  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 NPC105189 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
0.954 High Similarity NPD7515 Phase 2
0.9231 High Similarity NPD7902 Approved
0.9111 High Similarity NPD7748 Approved
0.8901 High Similarity NPD7901 Clinical (unspecified phase)
0.8901 High Similarity NPD7900 Approved
0.8427 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8387 Intermediate Similarity NPD6399 Phase 3
0.8333 Intermediate Similarity NPD3618 Phase 1
0.828 Intermediate Similarity NPD8035 Phase 2
0.828 Intermediate Similarity NPD8034 Phase 2
0.8161 Intermediate Similarity NPD7645 Phase 2
0.8111 Intermediate Similarity NPD4786 Approved
0.809 Intermediate Similarity NPD3667 Approved
0.8065 Intermediate Similarity NPD5328 Approved
0.7895 Intermediate Similarity NPD6079 Approved
0.7872 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7843 Intermediate Similarity NPD7128 Approved
0.7843 Intermediate Similarity NPD5739 Approved
0.7843 Intermediate Similarity NPD6675 Approved
0.7843 Intermediate Similarity NPD6402 Approved
0.7812 Intermediate Similarity NPD4202 Approved
0.7788 Intermediate Similarity NPD6372 Approved
0.7788 Intermediate Similarity NPD6373 Approved
0.7766 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7755 Intermediate Similarity NPD4697 Phase 3
0.7717 Intermediate Similarity NPD3666 Approved
0.7717 Intermediate Similarity NPD3133 Approved
0.7717 Intermediate Similarity NPD3665 Phase 1
0.7692 Intermediate Similarity NPD6881 Approved
0.7692 Intermediate Similarity NPD6899 Approved
0.7692 Intermediate Similarity NPD7320 Approved
0.7677 Intermediate Similarity NPD4755 Approved
0.7667 Intermediate Similarity NPD7525 Registered
0.7642 Intermediate Similarity NPD6650 Approved
0.7642 Intermediate Similarity NPD6649 Approved
0.7619 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD7638 Approved
0.7596 Intermediate Similarity NPD5697 Approved
0.7596 Intermediate Similarity NPD5701 Approved
0.7576 Intermediate Similarity NPD5221 Approved
0.7576 Intermediate Similarity NPD5222 Approved
0.7576 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7553 Intermediate Similarity NPD6409 Approved
0.7553 Intermediate Similarity NPD6684 Approved
0.7553 Intermediate Similarity NPD7146 Approved
0.7553 Intermediate Similarity NPD7521 Approved
0.7553 Intermediate Similarity NPD7334 Approved
0.7553 Intermediate Similarity NPD5330 Approved
0.7547 Intermediate Similarity NPD7290 Approved
0.7547 Intermediate Similarity NPD6883 Approved
0.7547 Intermediate Similarity NPD7102 Approved
0.7528 Intermediate Similarity NPD6116 Phase 1
0.7527 Intermediate Similarity NPD3668 Phase 3
0.7525 Intermediate Similarity NPD7640 Approved
0.7525 Intermediate Similarity NPD5286 Approved
0.7525 Intermediate Similarity NPD4700 Approved
0.7525 Intermediate Similarity NPD4696 Approved
0.7525 Intermediate Similarity NPD7639 Approved
0.7525 Intermediate Similarity NPD5285 Approved
0.7524 Intermediate Similarity NPD6011 Approved
0.7522 Intermediate Similarity NPD8328 Phase 3
0.75 Intermediate Similarity NPD6083 Phase 2
0.75 Intermediate Similarity NPD6084 Phase 2
0.75 Intermediate Similarity NPD5173 Approved
0.7477 Intermediate Similarity NPD6617 Approved
0.7477 Intermediate Similarity NPD6869 Approved
0.7477 Intermediate Similarity NPD6847 Approved
0.7477 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7477 Intermediate Similarity NPD8130 Phase 1
0.7474 Intermediate Similarity NPD3573 Approved
0.7453 Intermediate Similarity NPD6012 Approved
0.7453 Intermediate Similarity NPD6014 Approved
0.7453 Intermediate Similarity NPD6013 Approved
0.7451 Intermediate Similarity NPD5223 Approved
0.7416 Intermediate Similarity NPD6117 Approved
0.7407 Intermediate Similarity NPD8297 Approved
0.7407 Intermediate Similarity NPD6882 Approved
0.74 Intermediate Similarity NPD7614 Phase 1
0.7396 Intermediate Similarity NPD5737 Approved
0.7396 Intermediate Similarity NPD6903 Approved
0.7396 Intermediate Similarity NPD6672 Approved
0.7379 Intermediate Similarity NPD5225 Approved
0.7379 Intermediate Similarity NPD5226 Approved
0.7379 Intermediate Similarity NPD5224 Approved
0.7379 Intermediate Similarity NPD4633 Approved
0.7379 Intermediate Similarity NPD5211 Phase 2
0.7368 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD5284 Approved
0.7347 Intermediate Similarity NPD6411 Approved
0.7347 Intermediate Similarity NPD5281 Approved
0.732 Intermediate Similarity NPD4753 Phase 2
0.7308 Intermediate Similarity NPD4754 Approved
0.7308 Intermediate Similarity NPD5175 Approved
0.7308 Intermediate Similarity NPD5174 Approved
0.73 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD7115 Discovery
0.7297 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD4695 Discontinued
0.7255 Intermediate Similarity NPD5696 Approved
0.7253 Intermediate Similarity NPD6115 Approved
0.7253 Intermediate Similarity NPD6118 Approved
0.7253 Intermediate Similarity NPD6114 Approved
0.7253 Intermediate Similarity NPD6697 Approved
0.7238 Intermediate Similarity NPD5141 Approved
0.7191 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD5279 Phase 3
0.7182 Intermediate Similarity NPD4632 Approved
0.717 Intermediate Similarity NPD6008 Approved
0.717 Intermediate Similarity NPD4767 Approved
0.717 Intermediate Similarity NPD4768 Approved
0.7143 Intermediate Similarity NPD6101 Approved
0.7143 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD5210 Approved
0.7129 Intermediate Similarity NPD4629 Approved
0.7129 Intermediate Similarity NPD5695 Phase 3
0.7128 Intermediate Similarity NPD4221 Approved
0.7128 Intermediate Similarity NPD4223 Phase 3
0.7111 Intermediate Similarity NPD7339 Approved
0.7111 Intermediate Similarity NPD6942 Approved
0.7103 Intermediate Similarity NPD6412 Phase 2
0.7083 Intermediate Similarity NPD5329 Approved
0.708 Intermediate Similarity NPD6335 Approved
0.7059 Intermediate Similarity NPD7732 Phase 3
0.7054 Intermediate Similarity NPD6274 Approved
0.7054 Intermediate Similarity NPD6868 Approved
0.7053 Intermediate Similarity NPD4788 Approved
0.7037 Intermediate Similarity NPD4729 Approved
0.7037 Intermediate Similarity NPD4730 Approved
0.7037 Intermediate Similarity NPD5128 Approved
0.7033 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD7101 Approved
0.7018 Intermediate Similarity NPD7100 Approved
0.701 Intermediate Similarity NPD6098 Approved
0.6991 Remote Similarity NPD6317 Approved
0.6991 Remote Similarity NPD6009 Approved
0.6979 Remote Similarity NPD4197 Approved
0.697 Remote Similarity NPD6673 Approved
0.697 Remote Similarity NPD6080 Approved
0.697 Remote Similarity NPD6904 Approved
0.6966 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6966 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6932 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6932 Remote Similarity NPD3699 Clinical (unspecified phase)
0.693 Remote Similarity NPD6314 Approved
0.693 Remote Similarity NPD6313 Approved
0.6923 Remote Similarity NPD4225 Approved
0.6909 Remote Similarity NPD5249 Phase 3
0.6909 Remote Similarity NPD5250 Approved
0.6909 Remote Similarity NPD5169 Approved
0.6909 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6909 Remote Similarity NPD5251 Approved
0.6909 Remote Similarity NPD4634 Approved
0.6909 Remote Similarity NPD5248 Approved
0.6909 Remote Similarity NPD5247 Approved
0.6909 Remote Similarity NPD5135 Approved
0.6907 Remote Similarity NPD1694 Approved
0.6897 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6897 Remote Similarity NPD6908 Approved
0.6897 Remote Similarity NPD6909 Approved
0.6887 Remote Similarity NPD7632 Discontinued
0.6882 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6882 Remote Similarity NPD3617 Approved
0.6881 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6881 Remote Similarity NPD5168 Approved
0.6863 Remote Similarity NPD6001 Approved
0.6847 Remote Similarity NPD5127 Approved
0.6847 Remote Similarity NPD5215 Approved
0.6847 Remote Similarity NPD5217 Approved
0.6847 Remote Similarity NPD5216 Approved
0.6837 Remote Similarity NPD4693 Phase 3
0.6837 Remote Similarity NPD4689 Approved
0.6837 Remote Similarity NPD4623 Approved
0.6837 Remote Similarity NPD4519 Discontinued
0.6837 Remote Similarity NPD5205 Approved
0.6837 Remote Similarity NPD4690 Approved
0.6837 Remote Similarity NPD4138 Approved
0.6837 Remote Similarity NPD4688 Approved
0.6833 Remote Similarity NPD7736 Approved
0.6818 Remote Similarity NPD4061 Clinical (unspecified phase)
0.681 Remote Similarity NPD6319 Approved
0.678 Remote Similarity NPD7604 Phase 2
0.6771 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6765 Remote Similarity NPD5779 Approved
0.6765 Remote Similarity NPD5778 Approved
0.6757 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6752 Remote Similarity NPD5983 Phase 2
0.6739 Remote Similarity NPD3703 Phase 2
0.6737 Remote Similarity NPD5368 Approved
0.6737 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6727 Remote Similarity NPD6686 Approved
0.6726 Remote Similarity NPD8133 Approved
0.6723 Remote Similarity NPD7492 Approved
0.67 Remote Similarity NPD5208 Approved
0.6667 Remote Similarity NPD5690 Phase 2
0.6667 Remote Similarity NPD5280 Approved
0.6667 Remote Similarity NPD6616 Approved
0.6667 Remote Similarity NPD4244 Approved
0.6667 Remote Similarity NPD6054 Approved
0.6667 Remote Similarity NPD5167 Approved
0.6667 Remote Similarity NPD6336 Discontinued

  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