Structure

Physi-Chem Properties

Molecular Weight:  526.18
Volume:  496.476
LogP:  1.859
LogD:  1.232
LogS:  -4.837
# Rotatable Bonds:  0
TPSA:  142.5
# H-Bond Aceptor:  10
# H-Bond Donor:  1
# Rings:  8
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.454
Synthetic Accessibility Score:  7.545
Fsp3:  0.75
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.288
MDCK Permeability:  1.8025864847004414e-05
Pgp-inhibitor:  0.998
Pgp-substrate:  0.012
Human Intestinal Absorption (HIA):  0.014
20% Bioavailability (F20%):  0.99
30% Bioavailability (F30%):  0.958

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.934
Plasma Protein Binding (PPB):  54.163902282714844%
Volume Distribution (VD):  0.44
Pgp-substrate:  50.657432556152344%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.982
CYP2C19-inhibitor:  0.031
CYP2C19-substrate:  0.705
CYP2C9-inhibitor:  0.028
CYP2C9-substrate:  0.002
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.073
CYP3A4-inhibitor:  0.655
CYP3A4-substrate:  0.893

ADMET: Excretion

Clearance (CL):  7.326
Half-life (T1/2):  0.191

ADMET: Toxicity

hERG Blockers:  0.034
Human Hepatotoxicity (H-HT):  0.129
Drug-inuced Liver Injury (DILI):  0.583
AMES Toxicity:  0.846
Rat Oral Acute Toxicity:  0.982
Maximum Recommended Daily Dose:  0.926
Skin Sensitization:  0.201
Carcinogencity:  0.957
Eye Corrosion:  0.004
Eye Irritation:  0.015
Respiratory Toxicity:  0.939

Download Data

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

  Natural Product: NPC243014

Natural Product ID:  NPC243014
Common Name*:   Physalin G
IUPAC Name:   n.a.
Synonyms:   Physalin G
Standard InCHIKey:  CGVBSJOSWAZUIF-IOMVKLDJSA-N
Standard InCHI:  InChI=1S/C28H30O10/c1-23-10-18-25(3)28-19(23)20(31)27(38-28,35-11-15(23)21(32)36-18)14-9-16(29)13-5-4-6-17(30)24(13,2)12(14)7-8-26(28,34)22(33)37-25/h4-6,12,14-16,18-19,29,34H,7-11H2,1-3H3/t12-,14+,15-,16-,18+,19-,23+,24+,25-,26+,27+,28-/m0/s1
SMILES:  O[C@H]1C[C@@H]2[C@@H]([C@@]3(C1=CC=CC3=O)C)CC[C@@]1([C@]34O[C@@]52OC[C@@H]2[C@@]([C@@H]3C5=O)(C)C[C@H]([C@]4(C)OC1=O)OC2=O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1835434
PubChem CID:   56683730
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001671] Physalins 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
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2005.08.001]
NPO15684 Cochliobolus heterostrophus Species Pleosporaceae Eukaryota n.a. n.a. n.a. PMID[10395513]
NPO7093 Oncorhynchus keta Species Salmonidae Eukaryota eggs Pacific n.a. PMID[10654418]
NPO7093 Oncorhynchus keta Species Salmonidae Eukaryota Eggs n.a. n.a. PMID[10654418]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota roots purchased from Kiu Shun Trading Ltd., Vancouver, Canada 2000 PMID[16643021]
NPO1680 Physalis angulata Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[17580910]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO958 Tambja ceutae Species Polyceridae Eukaryota n.a. Azorean n.a. PMID[20227875]
NPO1680 Physalis angulata Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[21954931]
NPO1680 Physalis angulata Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[23270478]
NPO1680 Physalis angulata Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[25396337]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[25538068]
NPO1680 Physalis angulata Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[27295506]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[27400088]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. PMID[6821187]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. leaf n.a. PMID[9433811]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO7093 Oncorhynchus keta Species Salmonidae Eukaryota n.a. n.a. Database[FooDB]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota Leaves n.a. Database[FooDB]
NPO14304 Physalis alkekengi Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7377 Hemiphragma heterophyllum Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4847 Lasianthus wallichii Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6421 Neolitsea sericea Species Lauraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27244 Dysosma pleiantha Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6722 Anaphalis margaritacea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6722 Anaphalis margaritacea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4773 Pteromys volans Species Sciuridae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7377 Hemiphragma heterophyllum Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27244 Dysosma pleiantha Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4847 Lasianthus wallichii Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6421 Neolitsea sericea Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14304 Physalis alkekengi Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO6722 Anaphalis margaritacea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4773 Pteromys volans Species Sciuridae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO14304 Physalis alkekengi Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1659 Primula denticulata Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3023 Achillea pratensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1680 Physalis angulata Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4411 Plantago ovata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6421 Neolitsea sericea Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO798 Chloranthus holostegius Species Chloranthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4125 Corydalis crystallina Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1814 Euphorbia cattimandoo Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7093 Oncorhynchus keta Species Salmonidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4204 Ochradenus baccatus Species Resedaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9099 Carissa spinarum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3456 Eucalyptus campanulata Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16714 Campanula pendula Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7161 Capparis angulata Species Capparaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6523 Streptococcus pneumoniae Species Streptococcaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO7640 Klaseopsis chinensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4350 Chlorella pyrenoidosa Species Chlorellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2339 Turnera ulmifolia Species Passifloraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4773 Pteromys volans Species Sciuridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6107 Acacia lemmoni Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14304 Physalis alkekengi Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27244 Dysosma pleiantha Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3913 Alcea nudiflora Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5739 Rubus foliolosus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6345 Podocarpus sellowii Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7377 Hemiphragma heterophyllum Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO586 Lomandra hastilis Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10450 Clerodendrum infortunatum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO958 Tambja ceutae Species Polyceridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6722 Anaphalis margaritacea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5518 Thuja dolabrata Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO241 Teucrium cossonii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4847 Lasianthus wallichii Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5809 Xanthoparmelia tinctina Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1244 Trimusculus conica Species Trimusculidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3528 Cinnamomum pedunculatum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4050 Boronia lanceolata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1977 Arum montanum Species Araceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO518 Mercurialis leiocarpa Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6951 Dictyota spinulosa Species Dictyotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15684 Cochliobolus heterostrophus Species Pleosporaceae 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
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 6700.0 nM PMID[470934]
NPT27 Others Unspecified LC50 = 37500.0 nM PMID[470934]
NPT2 Others Unspecified Ratio LC50/IC50 = 5.6 n.a. PMID[470934]

☑ 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 NPC243014 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
0.9524 High Similarity NPC242486
0.9524 High Similarity NPC15215
0.9365 High Similarity NPC254614
0.9365 High Similarity NPC100390
0.9365 High Similarity NPC102316
0.936 High Similarity NPC264192
0.9291 High Similarity NPC168879
0.9213 High Similarity NPC6274
0.9213 High Similarity NPC33378
0.9213 High Similarity NPC254146
0.9127 High Similarity NPC188291
0.8605 High Similarity NPC476008
0.8594 High Similarity NPC476729
0.8594 High Similarity NPC24651
0.8594 High Similarity NPC470922
0.8583 High Similarity NPC312833
0.8571 High Similarity NPC112038
0.856 High Similarity NPC17772
0.856 High Similarity NPC470776
0.8527 High Similarity NPC477745
0.8516 High Similarity NPC265557
0.8516 High Similarity NPC105926
0.8516 High Similarity NPC67251
0.8516 High Similarity NPC91693
0.8516 High Similarity NPC18945
0.8492 Intermediate Similarity NPC268958
0.8492 Intermediate Similarity NPC469488
0.8492 Intermediate Similarity NPC470777
0.8444 Intermediate Similarity NPC140045
0.8444 Intermediate Similarity NPC295885
0.8413 Intermediate Similarity NPC297179
0.8413 Intermediate Similarity NPC188667
0.8413 Intermediate Similarity NPC251310
0.8413 Intermediate Similarity NPC204552
0.8397 Intermediate Similarity NPC473888
0.8385 Intermediate Similarity NPC225049
0.8385 Intermediate Similarity NPC181999
0.837 Intermediate Similarity NPC190065
0.837 Intermediate Similarity NPC141215
0.837 Intermediate Similarity NPC251998
0.837 Intermediate Similarity NPC471089
0.8359 Intermediate Similarity NPC477046
0.8359 Intermediate Similarity NPC102822
0.8359 Intermediate Similarity NPC470779
0.8333 Intermediate Similarity NPC470854
0.8333 Intermediate Similarity NPC474654
0.8333 Intermediate Similarity NPC287343
0.8333 Intermediate Similarity NPC27999
0.8333 Intermediate Similarity NPC470775
0.8333 Intermediate Similarity NPC176513
0.8333 Intermediate Similarity NPC97908
0.8333 Intermediate Similarity NPC477116
0.8333 Intermediate Similarity NPC122033
0.832 Intermediate Similarity NPC323821
0.832 Intermediate Similarity NPC45218
0.832 Intermediate Similarity NPC143268
0.832 Intermediate Similarity NPC268238
0.8309 Intermediate Similarity NPC596
0.8296 Intermediate Similarity NPC262813
0.8281 Intermediate Similarity NPC109607
0.8281 Intermediate Similarity NPC107338
0.8271 Intermediate Similarity NPC476862
0.8271 Intermediate Similarity NPC476855
0.8271 Intermediate Similarity NPC476852
0.8271 Intermediate Similarity NPC476863
0.8258 Intermediate Similarity NPC295220
0.8258 Intermediate Similarity NPC475636
0.8254 Intermediate Similarity NPC235539
0.8254 Intermediate Similarity NPC251236
0.8254 Intermediate Similarity NPC207217
0.8254 Intermediate Similarity NPC40632
0.8254 Intermediate Similarity NPC474734
0.8254 Intermediate Similarity NPC134869
0.8254 Intermediate Similarity NPC474046
0.8254 Intermediate Similarity NPC96312
0.8254 Intermediate Similarity NPC328374
0.8254 Intermediate Similarity NPC16081
0.8254 Intermediate Similarity NPC173686
0.8254 Intermediate Similarity NPC259306
0.8254 Intermediate Similarity NPC470628
0.8254 Intermediate Similarity NPC152199
0.824 Intermediate Similarity NPC51978
0.824 Intermediate Similarity NPC49451
0.8203 Intermediate Similarity NPC475775
0.8203 Intermediate Similarity NPC476529
0.8195 Intermediate Similarity NPC309096
0.8195 Intermediate Similarity NPC54614
0.8195 Intermediate Similarity NPC476851
0.8195 Intermediate Similarity NPC476854
0.8182 Intermediate Similarity NPC470882
0.8175 Intermediate Similarity NPC469877
0.8175 Intermediate Similarity NPC470919
0.8175 Intermediate Similarity NPC117712
0.8175 Intermediate Similarity NPC474906
0.8175 Intermediate Similarity NPC18547
0.8175 Intermediate Similarity NPC473798
0.8175 Intermediate Similarity NPC299849
0.816 Intermediate Similarity NPC302146
0.816 Intermediate Similarity NPC474516
0.816 Intermediate Similarity NPC11252
0.816 Intermediate Similarity NPC289312
0.8125 Intermediate Similarity NPC106644
0.8125 Intermediate Similarity NPC21326
0.812 Intermediate Similarity NPC476859
0.811 Intermediate Similarity NPC190185
0.811 Intermediate Similarity NPC213084
0.8106 Intermediate Similarity NPC87662
0.8095 Intermediate Similarity NPC208998
0.8095 Intermediate Similarity NPC7921
0.8092 Intermediate Similarity NPC227397
0.8088 Intermediate Similarity NPC182266
0.8088 Intermediate Similarity NPC475154
0.8088 Intermediate Similarity NPC471137
0.8088 Intermediate Similarity NPC223356
0.8088 Intermediate Similarity NPC473548
0.8088 Intermediate Similarity NPC475500
0.8088 Intermediate Similarity NPC471136
0.8088 Intermediate Similarity NPC100017
0.808 Intermediate Similarity NPC201992
0.8074 Intermediate Similarity NPC478154
0.8047 Intermediate Similarity NPC473590
0.8047 Intermediate Similarity NPC470778
0.8047 Intermediate Similarity NPC473968
0.8047 Intermediate Similarity NPC146432
0.8045 Intermediate Similarity NPC470780
0.8045 Intermediate Similarity NPC473265
0.8016 Intermediate Similarity NPC205534
0.8015 Intermediate Similarity NPC478151
0.8 Intermediate Similarity NPC251564
0.8 Intermediate Similarity NPC25998
0.8 Intermediate Similarity NPC477189
0.8 Intermediate Similarity NPC474567
0.8 Intermediate Similarity NPC109973
0.8 Intermediate Similarity NPC475314
0.8 Intermediate Similarity NPC475606
0.8 Intermediate Similarity NPC478051
0.8 Intermediate Similarity NPC478155
0.7986 Intermediate Similarity NPC477232
0.7986 Intermediate Similarity NPC477233
0.7984 Intermediate Similarity NPC318751
0.7971 Intermediate Similarity NPC68282
0.797 Intermediate Similarity NPC285091
0.7969 Intermediate Similarity NPC89929
0.7969 Intermediate Similarity NPC179626
0.7953 Intermediate Similarity NPC474271
0.7953 Intermediate Similarity NPC198539
0.7953 Intermediate Similarity NPC94509
0.7953 Intermediate Similarity NPC320118
0.7941 Intermediate Similarity NPC478152
0.7941 Intermediate Similarity NPC478150
0.7941 Intermediate Similarity NPC478153
0.7941 Intermediate Similarity NPC474508
0.7941 Intermediate Similarity NPC473485
0.7941 Intermediate Similarity NPC180902
0.7941 Intermediate Similarity NPC475139
0.7941 Intermediate Similarity NPC471855
0.7939 Intermediate Similarity NPC275675
0.7937 Intermediate Similarity NPC171888
0.7937 Intermediate Similarity NPC146945
0.7926 Intermediate Similarity NPC470880
0.7926 Intermediate Similarity NPC477196
0.792 Intermediate Similarity NPC143706
0.792 Intermediate Similarity NPC472534
0.791 Intermediate Similarity NPC473253
0.7907 Intermediate Similarity NPC218970
0.7895 Intermediate Similarity NPC473255
0.7891 Intermediate Similarity NPC243354
0.7879 Intermediate Similarity NPC471965
0.7879 Intermediate Similarity NPC222688
0.7879 Intermediate Similarity NPC275343
0.7874 Intermediate Similarity NPC472002
0.7868 Intermediate Similarity NPC301639
0.7868 Intermediate Similarity NPC45346
0.7868 Intermediate Similarity NPC264566
0.7868 Intermediate Similarity NPC262796
0.7868 Intermediate Similarity NPC329993
0.7868 Intermediate Similarity NPC134914
0.7868 Intermediate Similarity NPC476074
0.7868 Intermediate Similarity NPC478065
0.7868 Intermediate Similarity NPC475167
0.7868 Intermediate Similarity NPC477197
0.7868 Intermediate Similarity NPC172374
0.7868 Intermediate Similarity NPC478064
0.7868 Intermediate Similarity NPC475377
0.7868 Intermediate Similarity NPC173435
0.7852 Intermediate Similarity NPC473620
0.7852 Intermediate Similarity NPC477193
0.7852 Intermediate Similarity NPC477192
0.7852 Intermediate Similarity NPC477191
0.7852 Intermediate Similarity NPC477194
0.7846 Intermediate Similarity NPC284707
0.7846 Intermediate Similarity NPC234522
0.784 Intermediate Similarity NPC293850
0.7836 Intermediate Similarity NPC293112
0.7829 Intermediate Similarity NPC270478
0.782 Intermediate Similarity NPC14617
0.782 Intermediate Similarity NPC471961
0.782 Intermediate Similarity NPC471964
0.782 Intermediate Similarity NPC202666
0.782 Intermediate Similarity NPC262199

  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 NPC243014 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
0.7895 Intermediate Similarity NPD7492 Approved
0.7863 Intermediate Similarity NPD6054 Approved
0.7852 Intermediate Similarity NPD7736 Approved
0.7836 Intermediate Similarity NPD6616 Approved
0.782 Intermediate Similarity NPD8328 Phase 3
0.7803 Intermediate Similarity NPD6016 Approved
0.7803 Intermediate Similarity NPD6015 Approved
0.7778 Intermediate Similarity NPD7078 Approved
0.7744 Intermediate Similarity NPD6370 Approved
0.7744 Intermediate Similarity NPD5988 Approved
0.7727 Intermediate Similarity NPD6319 Approved
0.7594 Intermediate Similarity NPD6059 Approved
0.7536 Intermediate Similarity NPD7319 Approved
0.7518 Intermediate Similarity NPD8293 Discontinued
0.75 Intermediate Similarity NPD6009 Approved
0.7462 Intermediate Similarity NPD6882 Approved
0.7422 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD8516 Approved
0.7407 Intermediate Similarity NPD8515 Approved
0.7407 Intermediate Similarity NPD8513 Phase 3
0.7407 Intermediate Similarity NPD8517 Approved
0.7368 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7328 Intermediate Similarity NPD8297 Approved
0.7319 Intermediate Similarity NPD7507 Approved
0.7273 Intermediate Similarity NPD4632 Approved
0.7252 Intermediate Similarity NPD6650 Approved
0.7252 Intermediate Similarity NPD6649 Approved
0.7239 Intermediate Similarity NPD7115 Discovery
0.7209 Intermediate Similarity NPD5697 Approved
0.7154 Intermediate Similarity NPD6686 Approved
0.7154 Intermediate Similarity NPD6899 Approved
0.7154 Intermediate Similarity NPD6881 Approved
0.7099 Intermediate Similarity NPD6012 Approved
0.7099 Intermediate Similarity NPD6373 Approved
0.7099 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD6372 Approved
0.7099 Intermediate Similarity NPD6013 Approved
0.7099 Intermediate Similarity NPD6014 Approved
0.7092 Intermediate Similarity NPD6033 Approved
0.7045 Intermediate Similarity NPD7290 Approved
0.7045 Intermediate Similarity NPD7102 Approved
0.7045 Intermediate Similarity NPD6883 Approved
0.7045 Intermediate Similarity NPD4634 Approved
0.7029 Intermediate Similarity NPD7503 Approved
0.7029 Intermediate Similarity NPD5983 Phase 2
0.7023 Intermediate Similarity NPD7320 Approved
0.7023 Intermediate Similarity NPD6011 Approved
0.7021 Intermediate Similarity NPD8074 Phase 3
0.7007 Intermediate Similarity NPD7516 Approved
0.7 Intermediate Similarity NPD6675 Approved
0.7 Intermediate Similarity NPD5739 Approved
0.7 Intermediate Similarity NPD7128 Approved
0.7 Intermediate Similarity NPD6402 Approved
0.6992 Remote Similarity NPD6617 Approved
0.6992 Remote Similarity NPD6847 Approved
0.6992 Remote Similarity NPD6869 Approved
0.6992 Remote Similarity NPD8130 Phase 1
0.697 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6947 Remote Similarity NPD5701 Approved
0.6947 Remote Similarity NPD6412 Phase 2
0.6934 Remote Similarity NPD7327 Approved
0.6934 Remote Similarity NPD7328 Approved
0.6929 Remote Similarity NPD4225 Approved
0.6929 Remote Similarity NPD7604 Phase 2
0.6917 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6906 Remote Similarity NPD6921 Approved
0.6899 Remote Similarity NPD5211 Phase 2
0.6831 Remote Similarity NPD6336 Discontinued
0.6828 Remote Similarity NPD7260 Phase 2
0.6824 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6794 Remote Similarity NPD5141 Approved
0.6786 Remote Similarity NPD8380 Approved
0.6786 Remote Similarity NPD8296 Approved
0.6786 Remote Similarity NPD8378 Approved
0.6786 Remote Similarity NPD8379 Approved
0.6786 Remote Similarity NPD8335 Approved
0.6759 Remote Similarity NPD5956 Approved
0.6744 Remote Similarity NPD5285 Approved
0.6744 Remote Similarity NPD5286 Approved
0.6744 Remote Similarity NPD4696 Approved
0.6742 Remote Similarity NPD6008 Approved
0.6741 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6714 Remote Similarity NPD8377 Approved
0.6714 Remote Similarity NPD8294 Approved
0.6692 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6274 Approved
0.6667 Remote Similarity NPD5696 Approved
0.6667 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6845 Suspended
0.6667 Remote Similarity NPD8033 Approved
0.6643 Remote Similarity NPD7100 Approved
0.6643 Remote Similarity NPD7101 Approved
0.6641 Remote Similarity NPD5224 Approved
0.6641 Remote Similarity NPD4633 Approved
0.6641 Remote Similarity NPD5226 Approved
0.6641 Remote Similarity NPD5225 Approved
0.6619 Remote Similarity NPD6317 Approved
0.6618 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6591 Remote Similarity NPD5174 Approved
0.6591 Remote Similarity NPD5175 Approved
0.6589 Remote Similarity NPD4755 Approved
0.6571 Remote Similarity NPD6313 Approved
0.6571 Remote Similarity NPD6335 Approved
0.6571 Remote Similarity NPD6314 Approved
0.6567 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6565 Remote Similarity NPD5223 Approved
0.6552 Remote Similarity NPD8407 Phase 2
0.6535 Remote Similarity NPD5778 Approved
0.6535 Remote Similarity NPD5779 Approved
0.6532 Remote Similarity NPD3573 Approved
0.6529 Remote Similarity NPD7799 Discontinued
0.6522 Remote Similarity NPD8133 Approved
0.6519 Remote Similarity NPD4730 Approved
0.6519 Remote Similarity NPD4729 Approved
0.6512 Remote Similarity NPD5221 Approved
0.6512 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6512 Remote Similarity NPD5222 Approved
0.6489 Remote Similarity NPD7639 Approved
0.6489 Remote Similarity NPD7640 Approved
0.6489 Remote Similarity NPD4700 Approved
0.6484 Remote Similarity NPD5282 Discontinued
0.6474 Remote Similarity NPD8368 Discontinued
0.6462 Remote Similarity NPD6083 Phase 2
0.6462 Remote Similarity NPD6084 Phase 2
0.6462 Remote Similarity NPD7902 Approved
0.6462 Remote Similarity NPD5173 Approved
0.6457 Remote Similarity NPD6411 Approved
0.6457 Remote Similarity NPD7983 Approved
0.6434 Remote Similarity NPD5210 Approved
0.6434 Remote Similarity NPD4629 Approved
0.6434 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6868 Approved
0.6423 Remote Similarity NPD5249 Phase 3
0.6423 Remote Similarity NPD6371 Approved
0.6423 Remote Similarity NPD5247 Approved
0.6423 Remote Similarity NPD5251 Approved
0.6423 Remote Similarity NPD5250 Approved
0.6423 Remote Similarity NPD5248 Approved
0.6412 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6412 Remote Similarity NPD7638 Approved
0.6385 Remote Similarity NPD4697 Phase 3
0.637 Remote Similarity NPD4768 Approved
0.637 Remote Similarity NPD4767 Approved
0.6357 Remote Similarity NPD7748 Approved
0.6345 Remote Similarity NPD6067 Discontinued
0.634 Remote Similarity NPD6333 Approved
0.634 Remote Similarity NPD6334 Approved
0.6333 Remote Similarity NPD8338 Approved
0.6331 Remote Similarity NPD6053 Discontinued
0.6328 Remote Similarity NPD7515 Phase 2
0.6328 Remote Similarity NPD6079 Approved
0.6319 Remote Similarity NPD6909 Approved
0.6319 Remote Similarity NPD6908 Approved
0.6316 Remote Similarity NPD5344 Discontinued
0.6308 Remote Similarity NPD5695 Phase 3
0.6299 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6299 Remote Similarity NPD6101 Approved
0.6292 Remote Similarity NPD8434 Phase 2
0.6277 Remote Similarity NPD5128 Approved
0.6259 Remote Similarity NPD5216 Approved
0.6259 Remote Similarity NPD5217 Approved
0.6259 Remote Similarity NPD5215 Approved
0.6241 Remote Similarity NPD6648 Approved
0.6236 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6231 Remote Similarity NPD7900 Approved
0.6231 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6222 Remote Similarity NPD8435 Approved
0.6222 Remote Similarity NPD8361 Approved
0.6222 Remote Similarity NPD4754 Approved
0.6222 Remote Similarity NPD8360 Approved
0.6202 Remote Similarity NPD7637 Suspended
0.6194 Remote Similarity NPD1700 Approved
0.619 Remote Similarity NPD3618 Phase 1
0.6187 Remote Similarity NPD5169 Approved
0.6187 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6187 Remote Similarity NPD5135 Approved
0.6172 Remote Similarity NPD5328 Approved
0.6154 Remote Similarity NPD6399 Phase 3
0.6143 Remote Similarity NPD5127 Approved
0.6136 Remote Similarity NPD7839 Suspended
0.6114 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6111 Remote Similarity NPD1694 Approved
0.6104 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6096 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6094 Remote Similarity NPD5737 Approved
0.6094 Remote Similarity NPD6672 Approved
0.6081 Remote Similarity NPD8299 Approved
0.6081 Remote Similarity NPD8341 Approved
0.6081 Remote Similarity NPD8340 Approved
0.6081 Remote Similarity NPD8342 Approved
0.6077 Remote Similarity NPD5284 Approved
0.6077 Remote Similarity NPD5281 Approved
0.6077 Remote Similarity NPD5694 Approved
0.6069 Remote Similarity NPD4522 Approved
0.6067 Remote Similarity NPD8337 Approved
0.6067 Remote Similarity NPD8336 Approved
0.6063 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6061 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6058 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6049 Remote Similarity NPD7236 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