Structure

Physi-Chem Properties

Molecular Weight:  120.06
Volume:  136.612
LogP:  2.31
LogD:  2.172
LogS:  -1.573
# Rotatable Bonds:  1
TPSA:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.601
Synthetic Accessibility Score:  1.863
Fsp3:  0.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.446
MDCK Permeability:  2.2235253709368408e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.004
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.05
30% Bioavailability (F30%):  0.013

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.187
Plasma Protein Binding (PPB):  71.44522857666016%
Volume Distribution (VD):  1.293
Pgp-substrate:  21.223251342773438%

ADMET: Metabolism

CYP1A2-inhibitor:  0.866
CYP1A2-substrate:  0.115
CYP2C19-inhibitor:  0.169
CYP2C19-substrate:  0.276
CYP2C9-inhibitor:  0.111
CYP2C9-substrate:  0.932
CYP2D6-inhibitor:  0.032
CYP2D6-substrate:  0.872
CYP3A4-inhibitor:  0.065
CYP3A4-substrate:  0.265

ADMET: Excretion

Clearance (CL):  15.607
Half-life (T1/2):  0.876

ADMET: Toxicity

hERG Blockers:  0.024
Human Hepatotoxicity (H-HT):  0.102
Drug-inuced Liver Injury (DILI):  0.293
AMES Toxicity:  0.112
Rat Oral Acute Toxicity:  0.567
Maximum Recommended Daily Dose:  0.128
Skin Sensitization:  0.755
Carcinogencity:  0.682
Eye Corrosion:  0.977
Eye Irritation:  0.994
Respiratory Toxicity:  0.439

Download Data

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

  Natural Product: NPC265146

Natural Product ID:  NPC265146
Common Name*:   4-Vinylphenol
IUPAC Name:   4-ethenylphenol
Synonyms:   4-Vinyl-Phenol
Standard InCHIKey:  FUGYGGDSWSUORM-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C8H8O/c1-2-7-3-5-8(9)6-4-7/h2-6,9H,1H2
SMILES:  C=Cc1ccc(cc1)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL349881
PubChem CID:   62453
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives
        • [CHEMONTID:0000037] Styrenes

*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
NPO3347 Vaccinium corymbosum Species Ericaceae Eukaryota Fruit n.a. n.a. DOI[10.1016/S0963-9969(99)00095-2]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. DOI[10.1021/jf00055a023]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. n.a. n.a. PMID[10993146]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. seed n.a. PMID[11539687]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. Tsukuba, Japan 1998-JUN PMID[12381108]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. PMID[12713418]
NPO9498 Papaver somniferum Species Papaveraceae Eukaryota n.a. n.a. n.a. PMID[15019787]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. PMID[21080643]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. leaf n.a. PMID[21574561]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. husk n.a. PMID[21574561]
NPO3347 Vaccinium corymbosum Species Ericaceae Eukaryota n.a. fruit n.a. PMID[21648406]
NPO9498 Papaver somniferum Species Papaveraceae Eukaryota n.a. n.a. n.a. PMID[22029392]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. seed n.a. PMID[23292602]
NPO9498 Papaver somniferum Species Papaveraceae Eukaryota n.a. n.a. n.a. PMID[23517479]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. leaf n.a. PMID[24197199]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. n.a. n.a. PMID[24254087]
NPO40635 Streptomyces sp. Q22 Strain Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[28504888]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. PMID[29762032]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. n.a. PMID[31861466]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. pollen n.a. PMID[8987503]
NPO3347 Vaccinium corymbosum Species Ericaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Silk Essent. Oil n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Silk Stigma Style n.a. n.a. Database[FooDB]
NPO3347 Vaccinium corymbosum Species Ericaceae Eukaryota Fruit Juice n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO8589 Triticum aestivum Species Poaceae Eukaryota Oil n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Husk Essent. Oil n.a. n.a. Database[FooDB]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Oil n.a. n.a. Database[FooDB]
NPO9498 Papaver somniferum Species Papaveraceae Eukaryota Latex Exudate n.a. n.a. Database[FooDB]
NPO3347 Vaccinium corymbosum Species Ericaceae Eukaryota n.a. n.a. Database[FooDB]
NPO8589 Triticum aestivum Species Poaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO9498 Papaver somniferum Species Papaveraceae Eukaryota n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO9498 Papaver somniferum Species Papaveraceae Eukaryota n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Pollen Or Spore n.a. n.a. Database[FooDB]
NPO8589 Triticum aestivum Species Poaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO8589 Triticum aestivum Species Poaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO9498 Papaver somniferum Species Papaveraceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Seed Essent. Oil n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. Database[FooDB]
NPO8589 Triticum aestivum Species Poaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Cob n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9498 Papaver somniferum Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3347 Vaccinium corymbosum Species Ericaceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9498 Papaver somniferum Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9498 Papaver somniferum Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9498 Papaver somniferum Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9498 Papaver somniferum Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12044 Dorstenia barteri Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3347 Vaccinium corymbosum Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8343 Centaurea corcubionensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7312 Aplidium multiplicatum Species Polyclinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2466 Aloe microstigma Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15245 Paenibacillus macerans Species Paenibacillaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO10176 Chrozophora prostrata Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1189 Aspergillus giganteus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10444 Dendrophthoe falcata Species Loranthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10919 Salvia cyanescens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8589 Triticum aestivum Species Poaceae 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
NPO3347 NPC265146 Raw Fruit Juice 0.007 0.007 0.007 mg/100g Database [DUKE]
NPO15810 NPC265146 Dried Or Powder n.a. 0.002 n.a. n.a. mg/kg DOI[10.1021/jf00055a023]

☑ 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
NPT2805 Individual Protein Dopamine beta-hydroxylase Bos taurus Ki = 700000.0 nM PMID[452926]
NPT2805 Individual Protein Dopamine beta-hydroxylase Bos taurus K inact = 0.025 min-1 PMID[452926]
NPT35 Others n.a. Partition ratio = 730.0 n.a. PMID[452926]
NPT119 Organism Triticum aestivum Triticum aestivum GI = 31.0 % PMID[452927]
NPT119 Organism Triticum aestivum Triticum aestivum GI = 49.0 % PMID[452927]
NPT119 Organism Triticum aestivum Triticum aestivum Inhibition = 94.0 % PMID[452927]
NPT119 Organism Triticum aestivum Triticum aestivum Inhibition = 83.0 % PMID[452927]
NPT530 Organism Caenorhabditis elegans Caenorhabditis elegans MEC = 300.0 ug ml-1 PMID[452928]

☑ 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 NPC265146 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
0.9875 High Similarity NPC175313
0.9875 High Similarity NPC248817
0.9753 High Similarity NPC197783
0.975 High Similarity NPC124436
0.9634 High Similarity NPC23167
0.9634 High Similarity NPC184169
0.9518 High Similarity NPC113460
0.9518 High Similarity NPC25493
0.9518 High Similarity NPC104216
0.9405 High Similarity NPC123273
0.9405 High Similarity NPC242240
0.9405 High Similarity NPC280347
0.9405 High Similarity NPC98772
0.9405 High Similarity NPC258219
0.9405 High Similarity NPC318325
0.9405 High Similarity NPC177420
0.9294 High Similarity NPC300017
0.9294 High Similarity NPC55561
0.9277 High Similarity NPC155393
0.9186 High Similarity NPC155908
0.9186 High Similarity NPC304541
0.9186 High Similarity NPC270547
0.9186 High Similarity NPC45040
0.9186 High Similarity NPC204210
0.9167 High Similarity NPC307235
0.9167 High Similarity NPC407
0.9157 High Similarity NPC286904
0.9157 High Similarity NPC150837
0.908 High Similarity NPC325292
0.908 High Similarity NPC138117
0.908 High Similarity NPC181709
0.907 High Similarity NPC300478
0.9059 High Similarity NPC27974
0.8977 High Similarity NPC128062
0.8977 High Similarity NPC316301
0.8977 High Similarity NPC81010
0.8977 High Similarity NPC151715
0.8977 High Similarity NPC27323
0.8977 High Similarity NPC32977
0.8953 High Similarity NPC70436
0.8876 High Similarity NPC313650
0.8876 High Similarity NPC8392
0.8876 High Similarity NPC286006
0.8876 High Similarity NPC274678
0.8876 High Similarity NPC26244
0.8851 High Similarity NPC192
0.8851 High Similarity NPC151764
0.8837 High Similarity NPC19680
0.8778 High Similarity NPC202986
0.8778 High Similarity NPC132271
0.8778 High Similarity NPC216520
0.8778 High Similarity NPC82664
0.8778 High Similarity NPC473388
0.8778 High Similarity NPC292730
0.875 High Similarity NPC306074
0.875 High Similarity NPC231150
0.8681 High Similarity NPC107619
0.8681 High Similarity NPC225464
0.8681 High Similarity NPC32674
0.8681 High Similarity NPC109955
0.8681 High Similarity NPC260000
0.8681 High Similarity NPC201967
0.8681 High Similarity NPC77492
0.8667 High Similarity NPC107522
0.8652 High Similarity NPC210497
0.8652 High Similarity NPC3358
0.8652 High Similarity NPC94139
0.8652 High Similarity NPC271440
0.8652 High Similarity NPC147284
0.8652 High Similarity NPC55903
0.8652 High Similarity NPC306884
0.8652 High Similarity NPC162314
0.8636 High Similarity NPC312304
0.8636 High Similarity NPC47950
0.8608 High Similarity NPC100980
0.8587 High Similarity NPC92730
0.8587 High Similarity NPC51333
0.8587 High Similarity NPC78119
0.8587 High Similarity NPC131587
0.8587 High Similarity NPC245561
0.8587 High Similarity NPC128723
0.8587 High Similarity NPC132078
0.8587 High Similarity NPC122005
0.8587 High Similarity NPC216468
0.8587 High Similarity NPC80027
0.8587 High Similarity NPC252821
0.8587 High Similarity NPC130193
0.8587 High Similarity NPC171843
0.8587 High Similarity NPC280869
0.8587 High Similarity NPC275104
0.8587 High Similarity NPC125732
0.8556 High Similarity NPC152415
0.8556 High Similarity NPC245187
0.8556 High Similarity NPC76938
0.8495 Intermediate Similarity NPC225506
0.8495 Intermediate Similarity NPC223393
0.8495 Intermediate Similarity NPC213730
0.8495 Intermediate Similarity NPC289381
0.8495 Intermediate Similarity NPC155847
0.8495 Intermediate Similarity NPC52472
0.8495 Intermediate Similarity NPC275053
0.8495 Intermediate Similarity NPC248573
0.8495 Intermediate Similarity NPC161571
0.8495 Intermediate Similarity NPC253746
0.8462 Intermediate Similarity NPC246679
0.8462 Intermediate Similarity NPC257182
0.8462 Intermediate Similarity NPC144682
0.8462 Intermediate Similarity NPC32714
0.8444 Intermediate Similarity NPC29373
0.8404 Intermediate Similarity NPC101025
0.8404 Intermediate Similarity NPC471578
0.8404 Intermediate Similarity NPC7686
0.8404 Intermediate Similarity NPC110764
0.8404 Intermediate Similarity NPC40258
0.8404 Intermediate Similarity NPC472585
0.8404 Intermediate Similarity NPC91461
0.837 Intermediate Similarity NPC312132
0.837 Intermediate Similarity NPC259512
0.837 Intermediate Similarity NPC283711
0.8352 Intermediate Similarity NPC289769
0.8316 Intermediate Similarity NPC196479
0.8316 Intermediate Similarity NPC62351
0.8316 Intermediate Similarity NPC68269
0.8316 Intermediate Similarity NPC135784
0.8316 Intermediate Similarity NPC304638
0.8316 Intermediate Similarity NPC178902
0.8316 Intermediate Similarity NPC470202
0.8316 Intermediate Similarity NPC168829
0.8315 Intermediate Similarity NPC8002
0.8315 Intermediate Similarity NPC99886
0.8315 Intermediate Similarity NPC259134
0.8315 Intermediate Similarity NPC177844
0.8298 Intermediate Similarity NPC29601
0.8298 Intermediate Similarity NPC211885
0.828 Intermediate Similarity NPC79241
0.828 Intermediate Similarity NPC156313
0.828 Intermediate Similarity NPC152097
0.828 Intermediate Similarity NPC140619
0.828 Intermediate Similarity NPC475078
0.828 Intermediate Similarity NPC291789
0.828 Intermediate Similarity NPC474073
0.828 Intermediate Similarity NPC6597
0.8261 Intermediate Similarity NPC222146
0.8242 Intermediate Similarity NPC295295
0.8229 Intermediate Similarity NPC471511
0.8229 Intermediate Similarity NPC261573
0.8229 Intermediate Similarity NPC12278
0.8229 Intermediate Similarity NPC327811
0.8229 Intermediate Similarity NPC79672
0.8229 Intermediate Similarity NPC52087
0.8229 Intermediate Similarity NPC474603
0.8229 Intermediate Similarity NPC120693
0.8229 Intermediate Similarity NPC288411
0.8229 Intermediate Similarity NPC120719
0.8229 Intermediate Similarity NPC30506
0.8229 Intermediate Similarity NPC119860
0.8229 Intermediate Similarity NPC254965
0.8229 Intermediate Similarity NPC8931
0.8229 Intermediate Similarity NPC12987
0.8222 Intermediate Similarity NPC71853
0.8193 Intermediate Similarity NPC65517
0.8191 Intermediate Similarity NPC33675
0.8191 Intermediate Similarity NPC299762
0.8191 Intermediate Similarity NPC260775
0.8191 Intermediate Similarity NPC100870
0.8144 Intermediate Similarity NPC292452
0.8144 Intermediate Similarity NPC233396
0.8144 Intermediate Similarity NPC13495
0.8144 Intermediate Similarity NPC239291
0.8144 Intermediate Similarity NPC303141
0.8144 Intermediate Similarity NPC127676
0.8144 Intermediate Similarity NPC138942
0.8144 Intermediate Similarity NPC154899
0.8144 Intermediate Similarity NPC474839
0.8132 Intermediate Similarity NPC321956
0.8125 Intermediate Similarity NPC477802
0.8125 Intermediate Similarity NPC305205
0.8125 Intermediate Similarity NPC477801
0.8118 Intermediate Similarity NPC117180
0.8118 Intermediate Similarity NPC133050
0.8105 Intermediate Similarity NPC72729
0.8105 Intermediate Similarity NPC129373
0.8105 Intermediate Similarity NPC130756
0.8105 Intermediate Similarity NPC294741
0.8105 Intermediate Similarity NPC130103
0.8105 Intermediate Similarity NPC166761
0.8105 Intermediate Similarity NPC12931
0.8105 Intermediate Similarity NPC174911
0.8105 Intermediate Similarity NPC248396
0.8105 Intermediate Similarity NPC48730
0.8105 Intermediate Similarity NPC70677
0.8105 Intermediate Similarity NPC10588
0.8085 Intermediate Similarity NPC88420
0.8072 Intermediate Similarity NPC66655
0.8061 Intermediate Similarity NPC19149
0.8061 Intermediate Similarity NPC54765
0.8061 Intermediate Similarity NPC6984
0.8061 Intermediate Similarity NPC135464
0.8061 Intermediate Similarity NPC113457
0.8061 Intermediate Similarity NPC70843

  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 NPC265146 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
0.975 High Similarity NPD111 Approved
0.8977 High Similarity NPD2934 Approved
0.8977 High Similarity NPD2933 Approved
0.8977 High Similarity NPD1432 Clinical (unspecified phase)
0.8876 High Similarity NPD2860 Approved
0.8876 High Similarity NPD2859 Approved
0.8608 High Similarity NPD9087 Approved
0.8587 High Similarity NPD3020 Approved
0.8495 Intermediate Similarity NPD1242 Phase 1
0.8462 Intermediate Similarity NPD1809 Phase 2
0.8462 Intermediate Similarity NPD844 Approved
0.8444 Intermediate Similarity NPD845 Approved
0.8404 Intermediate Similarity NPD846 Approved
0.8404 Intermediate Similarity NPD940 Approved
0.837 Intermediate Similarity NPD288 Approved
0.8229 Intermediate Similarity NPD9608 Approved
0.8229 Intermediate Similarity NPD9610 Approved
0.8193 Intermediate Similarity NPD9088 Approved
0.8105 Intermediate Similarity NPD289 Clinical (unspecified phase)
0.8072 Intermediate Similarity NPD9294 Approved
0.7895 Intermediate Similarity NPD9273 Approved
0.7822 Intermediate Similarity NPD3022 Approved
0.7822 Intermediate Similarity NPD9380 Clinical (unspecified phase)
0.7822 Intermediate Similarity NPD3021 Approved
0.7816 Intermediate Similarity NPD9089 Approved
0.7755 Intermediate Similarity NPD9500 Approved
0.7732 Intermediate Similarity NPD3028 Approved
0.7701 Intermediate Similarity NPD9093 Approved
0.77 Intermediate Similarity NPD968 Approved
0.77 Intermediate Similarity NPD1444 Approved
0.77 Intermediate Similarity NPD1445 Approved
0.767 Intermediate Similarity NPD228 Approved
0.7624 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7596 Intermediate Similarity NPD9379 Approved
0.7596 Intermediate Similarity NPD9377 Approved
0.7556 Intermediate Similarity NPD9073 Approved
0.7524 Intermediate Similarity NPD2229 Approved
0.7524 Intermediate Similarity NPD2234 Approved
0.7524 Intermediate Similarity NPD2228 Approved
0.7476 Intermediate Similarity NPD1792 Phase 2
0.7451 Intermediate Similarity NPD2342 Discontinued
0.7419 Intermediate Similarity NPD9295 Approved
0.7404 Intermediate Similarity NPD9280 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD255 Approved
0.7383 Intermediate Similarity NPD256 Approved
0.7379 Intermediate Similarity NPD2684 Approved
0.7333 Intermediate Similarity NPD6124 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD9568 Approved
0.7312 Intermediate Similarity NPD9094 Approved
0.7308 Intermediate Similarity NPD4750 Phase 3
0.7282 Intermediate Similarity NPD290 Approved
0.7264 Intermediate Similarity NPD821 Approved
0.7248 Intermediate Similarity NPD317 Approved
0.7248 Intermediate Similarity NPD856 Approved
0.7248 Intermediate Similarity NPD16 Approved
0.7248 Intermediate Similarity NPD318 Approved
0.7212 Intermediate Similarity NPD74 Approved
0.7212 Intermediate Similarity NPD9266 Approved
0.7196 Intermediate Similarity NPD7159 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD3134 Approved
0.7182 Intermediate Similarity NPD9545 Approved
0.7182 Intermediate Similarity NPD3091 Approved
0.7182 Intermediate Similarity NPD5304 Approved
0.7182 Intermediate Similarity NPD5303 Approved
0.7182 Intermediate Similarity NPD1548 Phase 1
0.713 Intermediate Similarity NPD9614 Approved
0.713 Intermediate Similarity NPD1476 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD1793 Approved
0.713 Intermediate Similarity NPD1791 Approved
0.713 Intermediate Similarity NPD9618 Approved
0.713 Intermediate Similarity NPD475 Phase 2
0.7117 Intermediate Similarity NPD4093 Discontinued
0.7115 Intermediate Similarity NPD1358 Approved
0.7115 Intermediate Similarity NPD9267 Approved
0.7115 Intermediate Similarity NPD9264 Approved
0.7115 Intermediate Similarity NPD9263 Approved
0.7103 Intermediate Similarity NPD7635 Approved
0.7103 Intermediate Similarity NPD7843 Approved
0.7064 Intermediate Similarity NPD6671 Approved
0.7054 Intermediate Similarity NPD9384 Approved
0.7054 Intermediate Similarity NPD5238 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD3019 Approved
0.7054 Intermediate Similarity NPD9381 Approved
0.7054 Intermediate Similarity NPD4589 Approved
0.7054 Intermediate Similarity NPD2286 Discontinued
0.7054 Intermediate Similarity NPD2932 Approved
0.7054 Intermediate Similarity NPD1751 Approved
0.7054 Intermediate Similarity NPD4059 Approved
0.7041 Intermediate Similarity NPD9296 Approved
0.701 Intermediate Similarity NPD159 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD9493 Approved
0.6991 Remote Similarity NPD3421 Phase 3
0.699 Remote Similarity NPD9244 Approved
0.6981 Remote Similarity NPD5451 Approved
0.6964 Remote Similarity NPD1357 Approved
0.6937 Remote Similarity NPD9616 Approved
0.6937 Remote Similarity NPD9615 Approved
0.6937 Remote Similarity NPD9613 Approved
0.693 Remote Similarity NPD422 Phase 1
0.693 Remote Similarity NPD1535 Discovery
0.693 Remote Similarity NPD3092 Approved
0.693 Remote Similarity NPD1610 Phase 2
0.6923 Remote Similarity NPD9250 Approved
0.6909 Remote Similarity NPD7157 Approved
0.6907 Remote Similarity NPD9365 Approved
0.6875 Remote Similarity NPD316 Approved
0.6875 Remote Similarity NPD2226 Clinical (unspecified phase)
0.6875 Remote Similarity NPD1759 Phase 1
0.687 Remote Similarity NPD2562 Approved
0.687 Remote Similarity NPD2337 Clinical (unspecified phase)
0.687 Remote Similarity NPD1481 Phase 2
0.687 Remote Similarity NPD2561 Approved
0.6847 Remote Similarity NPD405 Clinical (unspecified phase)
0.6832 Remote Similarity NPD9611 Approved
0.6832 Remote Similarity NPD9609 Approved
0.6832 Remote Similarity NPD9612 Approved
0.6832 Remote Similarity NPD9495 Approved
0.6818 Remote Similarity NPD9716 Approved
0.6814 Remote Similarity NPD4235 Clinical (unspecified phase)
0.6814 Remote Similarity NPD4196 Clinical (unspecified phase)
0.681 Remote Similarity NPD9622 Approved
0.681 Remote Similarity NPD3600 Clinical (unspecified phase)
0.681 Remote Similarity NPD4379 Clinical (unspecified phase)
0.681 Remote Similarity NPD6582 Phase 2
0.681 Remote Similarity NPD6583 Phase 3
0.681 Remote Similarity NPD4659 Approved
0.6804 Remote Similarity NPD9256 Approved
0.6804 Remote Similarity NPD9258 Approved
0.6789 Remote Similarity NPD5535 Approved
0.6786 Remote Similarity NPD1758 Phase 1
0.6774 Remote Similarity NPD9491 Approved
0.6762 Remote Similarity NPD9697 Approved
0.6754 Remote Similarity NPD3095 Discontinued
0.6754 Remote Similarity NPD4626 Approved
0.6754 Remote Similarity NPD2667 Approved
0.6754 Remote Similarity NPD2668 Approved
0.6752 Remote Similarity NPD5310 Approved
0.6752 Remote Similarity NPD9634 Clinical (unspecified phase)
0.6752 Remote Similarity NPD5311 Approved
0.6731 Remote Similarity NPD9261 Approved
0.6727 Remote Similarity NPD1241 Discontinued
0.6727 Remote Similarity NPD5283 Phase 1
0.6726 Remote Similarity NPD1894 Discontinued
0.6699 Remote Similarity NPD1616 Discontinued
0.6696 Remote Similarity NPD1981 Approved
0.6696 Remote Similarity NPD3847 Discontinued
0.6696 Remote Similarity NPD2688 Clinical (unspecified phase)
0.6696 Remote Similarity NPD1671 Clinical (unspecified phase)
0.6696 Remote Similarity NPD3143 Discontinued
0.6696 Remote Similarity NPD1980 Approved
0.6696 Remote Similarity NPD1983 Approved
0.6695 Remote Similarity NPD4104 Clinical (unspecified phase)
0.6695 Remote Similarity NPD1133 Approved
0.6695 Remote Similarity NPD1134 Approved
0.6695 Remote Similarity NPD1135 Approved
0.6695 Remote Similarity NPD1131 Approved
0.6695 Remote Similarity NPD1164 Approved
0.6695 Remote Similarity NPD1129 Approved
0.6695 Remote Similarity NPD4103 Phase 2
0.6695 Remote Similarity NPD4339 Clinical (unspecified phase)
0.6695 Remote Similarity NPD3053 Approved
0.6695 Remote Similarity NPD3055 Approved
0.6695 Remote Similarity NPD3094 Phase 2
0.6667 Remote Similarity NPD9281 Approved
0.6667 Remote Similarity NPD9251 Approved
0.6667 Remote Similarity NPD9097 Approved
0.6667 Remote Similarity NPD68 Approved
0.6667 Remote Similarity NPD9096 Approved
0.6667 Remote Similarity NPD9095 Approved
0.6639 Remote Similarity NPD9619 Approved
0.6639 Remote Similarity NPD2194 Approved
0.6639 Remote Similarity NPD7451 Discontinued
0.6639 Remote Similarity NPD9620 Approved
0.6639 Remote Similarity NPD257 Approved
0.6639 Remote Similarity NPD9621 Approved
0.6639 Remote Similarity NPD258 Approved
0.6639 Remote Similarity NPD2195 Approved
0.6639 Remote Similarity NPD6584 Phase 3
0.6638 Remote Similarity NPD5351 Clinical (unspecified phase)
0.6638 Remote Similarity NPD1201 Approved
0.6638 Remote Similarity NPD5350 Clinical (unspecified phase)
0.6635 Remote Similarity NPD4818 Approved
0.6635 Remote Similarity NPD855 Approved
0.6635 Remote Similarity NPD854 Approved
0.6635 Remote Similarity NPD4817 Approved
0.6609 Remote Similarity NPD5846 Approved
0.6609 Remote Similarity NPD6516 Phase 2
0.6607 Remote Similarity NPD709 Approved
0.6602 Remote Similarity NPD9712 Approved
0.6583 Remote Similarity NPD2861 Phase 2
0.6583 Remote Similarity NPD9494 Approved
0.6583 Remote Similarity NPD5736 Approved
0.6583 Remote Similarity NPD3636 Approved
0.6583 Remote Similarity NPD3635 Approved
0.6583 Remote Similarity NPD3637 Approved
0.6583 Remote Similarity NPD9569 Approved
0.6581 Remote Similarity NPD3070 Discontinued
0.6579 Remote Similarity NPD1182 Approved
0.6579 Remote Similarity NPD7330 Discontinued
0.6571 Remote Similarity NPD4229 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