Structure

Physi-Chem Properties

Molecular Weight:  134.07
Volume:  153.908
LogP:  1.832
LogD:  1.801
LogS:  -1.561
# Rotatable Bonds:  2
TPSA:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.652
Synthetic Accessibility Score:  1.803
Fsp3:  0.111
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:  -4.328
MDCK Permeability:  2.404605947958771e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.044
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.006
30% Bioavailability (F30%):  0.035

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.992
Plasma Protein Binding (PPB):  85.78551483154297%
Volume Distribution (VD):  3.642
Pgp-substrate:  18.034120559692383%

ADMET: Metabolism

CYP1A2-inhibitor:  0.881
CYP1A2-substrate:  0.244
CYP2C19-inhibitor:  0.126
CYP2C19-substrate:  0.412
CYP2C9-inhibitor:  0.038
CYP2C9-substrate:  0.655
CYP2D6-inhibitor:  0.007
CYP2D6-substrate:  0.737
CYP3A4-inhibitor:  0.012
CYP3A4-substrate:  0.264

ADMET: Excretion

Clearance (CL):  10.153
Half-life (T1/2):  0.881

ADMET: Toxicity

hERG Blockers:  0.047
Human Hepatotoxicity (H-HT):  0.196
Drug-inuced Liver Injury (DILI):  0.038
AMES Toxicity:  0.122
Rat Oral Acute Toxicity:  0.053
Maximum Recommended Daily Dose:  0.043
Skin Sensitization:  0.96
Carcinogencity:  0.078
Eye Corrosion:  0.798
Eye Irritation:  0.994
Respiratory Toxicity:  0.213

Download Data

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

  Natural Product: NPC82770

Natural Product ID:  NPC82770
Common Name*:   3-Phenylprop-2-En-1-Ol
IUPAC Name:   3-phenylprop-2-en-1-ol
Synonyms:  
Standard InCHIKey:  OOCCDEMITAIZTP-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-7,10H,8H2
SMILES:  c1ccc(cc1)C=CCO
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3183153
PubChem CID:   308
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0002754] Cinnamyl alcohols

*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
NPO25976 Dendronephthya gigantea Species Nephtheidae Eukaryota n.a. n.a. n.a. PMID[10843584]
NPO27252 Iochroma australe Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[12027740]
NPO26782 Dendrilla membranosa Species Darwinellidae Eukaryota n.a. antarctic n.a. PMID[15270575]
NPO25976 Dendronephthya gigantea Species Nephtheidae Eukaryota n.a. n.a. n.a. PMID[15497934]
NPO25976 Dendronephthya gigantea Species Nephtheidae Eukaryota n.a. n.a. n.a. PMID[30407007]
NPO3689 Cinnamomum verum Species Lauraceae Eukaryota Bark n.a. n.a. PMID[33151073]
NPO13274 Illicium verum Species Schisandraceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO3689 Cinnamomum verum Species Lauraceae Eukaryota n.a. n.a. Database[FooDB]
NPO13274 Illicium verum Species Schisandraceae Eukaryota n.a. n.a. Database[FooDB]
NPO7979 Diospyros virginiana Species Ebenaceae Eukaryota n.a. n.a. Database[FooDB]
NPO3689 Cinnamomum verum Species Lauraceae Eukaryota Bark n.a. n.a. Database[FooDB]
NPO13274 Illicium verum Species Schisandraceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO7979 Diospyros virginiana Species Ebenaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO13274 Illicium verum Species Schisandraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO13274 Illicium verum Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26163 Anisodus tanguticus Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25821 Delphinium cashmerianum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25717 Maytenus hookeri Species Celastraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3689 Cinnamomum verum Species Lauraceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO3689 Cinnamomum verum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29051 Ranunculus acris Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25717 Maytenus hookeri Species Celastraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25821 Delphinium cashmerianum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2039 Callerya cinerea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18002 Ipomoea obscura Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24028 Cissus adnata Species Vitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26163 Anisodus tanguticus Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13274 Illicium verum Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13274 Illicium verum Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25717 Maytenus hookeri Species Celastraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13274 Illicium verum Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26078 Mussaenda parviflora Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29051 Ranunculus acris Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13274 Illicium verum Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3346 Piper sanctum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26135 Walsura tubulata Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26453 Prunus lusitanica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24378 Osmanthus heterophyllus Species Oleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26053 Pluchea suaveolens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5058 Synoicum macroglossum Species Polyclinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25849 Streptomyces lomondensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO26563 Alectoria japonica Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27377 Diaporthe helianthi Species Diaporthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25793 Gremmeniella abietina Species Helotiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14585 Iris xiphium Species Iridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26026 Vitis silvestris Species Vitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26884 Helichrysum davenportii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26377 Amelanchier vulgaris Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26186 Stereocaulon leprocauloides Species Stereocaulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18586 Tamarix ramosissima Species Tamaricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16697 Solanum linearifolium Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25741 Aster ageratoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13781 Eremostachys moluccelloides Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26678 Calea pilosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26430 Aplysina laevis Species Aplysinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24028 Cissus adnata Species Vitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2255 Saturnia pavonia Species Saturniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25717 Maytenus hookeri Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11845 Petrorhagia dubia Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27252 Iochroma australe Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25976 Dendronephthya gigantea Species Nephtheidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16332 Liparis kumokiri Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26754 Stevia connata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2344 Carlina acanthifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3689 Cinnamomum verum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7214 Bufotes viridis Species Bufonidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26244 Panax papyrifer Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26213 Tephrosia vogelii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13033 Helichrysum setosum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15759 Boehmeria japonica Species Urticaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO137 Nepeta multifida Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26289 Lecidella chodati Species Lecanoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14466 Penicillium olsonii Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26782 Dendrilla membranosa Species Darwinellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7979 Diospyros virginiana Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25997 Senecio rupestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26952 Cineraria geifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25952 Lastrea thelypteris n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO25873 Thaminophyllum multiflorum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2039 Callerya cinerea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13994 Piscidia mollis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19823 Vicia benghalensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25821 Delphinium cashmerianum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26625 Stichopus chloronotus Species Stichopodidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26903 Plectranthus purpuratus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25926 Tephrosia pumila Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18002 Ipomoea obscura Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26352 Heuchera cylindrica Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6553 Pseudomonas savastanoi Species Pseudomonadaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO26727 Eremocarpus setiger n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO16459 Lasthenia glabrata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26535 Balanus glandula Species Balanidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26980 Halocarpus biformis Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26163 Anisodus tanguticus Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18292 Guarea trichilioides Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26109 Pilocarpus spicatus Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22565 Bidens graveolens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26408 Melanophryniscus moreirae Species Bufonidae 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
NPO3689 NPC82770 Other Bark 6.5 2.6 10.4 mg/100g Database [DUKE]
NPO13274 NPC82770 Other Fruit 2.55 0.1 5 mg/100g Database [DUKE]

☑ 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
NPT2 Others Unspecified Potency n.a. 33491.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 22702.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 13333.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 5.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 7562.4 nM PubChem BioAssay data set

☑ 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 NPC82770 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC239931
1.0 High Similarity NPC78954
0.8696 High Similarity NPC208302
0.863 High Similarity NPC469894
0.8611 High Similarity NPC66655
0.8451 Intermediate Similarity NPC108218
0.84 Intermediate Similarity NPC117180
0.8333 Intermediate Similarity NPC32203
0.8333 Intermediate Similarity NPC206800
0.8289 Intermediate Similarity NPC87299
0.8289 Intermediate Similarity NPC475199
0.8289 Intermediate Similarity NPC283012
0.8289 Intermediate Similarity NPC99394
0.8289 Intermediate Similarity NPC329319
0.8289 Intermediate Similarity NPC103326
0.8254 Intermediate Similarity NPC149436
0.8182 Intermediate Similarity NPC172984
0.8143 Intermediate Similarity NPC235059
0.8143 Intermediate Similarity NPC16190
0.8143 Intermediate Similarity NPC169222
0.8125 Intermediate Similarity NPC198841
0.8125 Intermediate Similarity NPC269586
0.8077 Intermediate Similarity NPC304538
0.8 Intermediate Similarity NPC50192
0.8 Intermediate Similarity NPC212114
0.8 Intermediate Similarity NPC224544
0.8 Intermediate Similarity NPC120441
0.8 Intermediate Similarity NPC300345
0.8 Intermediate Similarity NPC65873
0.7975 Intermediate Similarity NPC99482
0.7973 Intermediate Similarity NPC175393
0.7969 Intermediate Similarity NPC277704
0.7917 Intermediate Similarity NPC155429
0.7917 Intermediate Similarity NPC326200
0.7879 Intermediate Similarity NPC36357
0.7879 Intermediate Similarity NPC8235
0.7879 Intermediate Similarity NPC114327
0.7875 Intermediate Similarity NPC93843
0.7808 Intermediate Similarity NPC271437
0.7792 Intermediate Similarity NPC164449
0.7792 Intermediate Similarity NPC184030
0.7763 Intermediate Similarity NPC176228
0.7761 Intermediate Similarity NPC169110
0.7761 Intermediate Similarity NPC147062
0.7746 Intermediate Similarity NPC311343
0.7703 Intermediate Similarity NPC208075
0.7692 Intermediate Similarity NPC133050
0.7692 Intermediate Similarity NPC242628
0.7662 Intermediate Similarity NPC78517
0.7662 Intermediate Similarity NPC167577
0.7647 Intermediate Similarity NPC54368
0.7647 Intermediate Similarity NPC248705
0.7647 Intermediate Similarity NPC238023
0.7647 Intermediate Similarity NPC135924
0.7647 Intermediate Similarity NPC210849
0.7647 Intermediate Similarity NPC310758
0.7647 Intermediate Similarity NPC150196
0.7647 Intermediate Similarity NPC246588
0.7639 Intermediate Similarity NPC98880
0.7632 Intermediate Similarity NPC3672
0.7632 Intermediate Similarity NPC287790
0.7612 Intermediate Similarity NPC64270
0.76 Intermediate Similarity NPC189371
0.7595 Intermediate Similarity NPC121478
0.7595 Intermediate Similarity NPC14326
0.7595 Intermediate Similarity NPC73637
0.759 Intermediate Similarity NPC199567
0.759 Intermediate Similarity NPC104216
0.759 Intermediate Similarity NPC1793
0.7564 Intermediate Similarity NPC309279
0.7561 Intermediate Similarity NPC211237
0.7536 Intermediate Similarity NPC22786
0.7536 Intermediate Similarity NPC66517
0.7536 Intermediate Similarity NPC29680
0.7536 Intermediate Similarity NPC71009
0.7536 Intermediate Similarity NPC200745
0.7534 Intermediate Similarity NPC95289
0.7468 Intermediate Similarity NPC165212
0.7468 Intermediate Similarity NPC89950
0.7468 Intermediate Similarity NPC303245
0.7432 Intermediate Similarity NPC74458
0.7429 Intermediate Similarity NPC113670
0.7429 Intermediate Similarity NPC21211
0.7429 Intermediate Similarity NPC88566
0.7412 Intermediate Similarity NPC472319
0.7412 Intermediate Similarity NPC79917
0.7412 Intermediate Similarity NPC300017
0.7407 Intermediate Similarity NPC44546
0.7407 Intermediate Similarity NPC168855
0.7403 Intermediate Similarity NPC329318
0.7403 Intermediate Similarity NPC298023
0.7391 Intermediate Similarity NPC45255
0.7375 Intermediate Similarity NPC106313
0.7342 Intermediate Similarity NPC328178
0.7333 Intermediate Similarity NPC285679
0.7326 Intermediate Similarity NPC128645
0.7326 Intermediate Similarity NPC265521
0.7326 Intermediate Similarity NPC314690
0.7324 Intermediate Similarity NPC198023
0.7324 Intermediate Similarity NPC291066
0.7324 Intermediate Similarity NPC155172
0.7324 Intermediate Similarity NPC32312
0.7317 Intermediate Similarity NPC474354
0.7317 Intermediate Similarity NPC123476
0.7317 Intermediate Similarity NPC3210
0.7317 Intermediate Similarity NPC265146
0.7308 Intermediate Similarity NPC137847
0.7308 Intermediate Similarity NPC76455
0.7284 Intermediate Similarity NPC308619
0.7284 Intermediate Similarity NPC324835
0.7284 Intermediate Similarity NPC208183
0.7284 Intermediate Similarity NPC127491
0.7284 Intermediate Similarity NPC243289
0.7246 Intermediate Similarity NPC147578
0.7241 Intermediate Similarity NPC138117
0.7241 Intermediate Similarity NPC325292
0.7229 Intermediate Similarity NPC248817
0.7229 Intermediate Similarity NPC175313
0.7229 Intermediate Similarity NPC203076
0.7229 Intermediate Similarity NPC474211
0.7222 Intermediate Similarity NPC36440
0.7222 Intermediate Similarity NPC178527
0.7215 Intermediate Similarity NPC170484
0.7209 Intermediate Similarity NPC300478
0.7209 Intermediate Similarity NPC312304
0.7209 Intermediate Similarity NPC47950
0.7183 Intermediate Similarity NPC45756
0.7183 Intermediate Similarity NPC50266
0.716 Intermediate Similarity NPC99240
0.7159 Intermediate Similarity NPC206764
0.7159 Intermediate Similarity NPC20142
0.7159 Intermediate Similarity NPC215351
0.7143 Intermediate Similarity NPC155393
0.7143 Intermediate Similarity NPC198747
0.7143 Intermediate Similarity NPC200624
0.7143 Intermediate Similarity NPC194326
0.7143 Intermediate Similarity NPC473031
0.7143 Intermediate Similarity NPC197783
0.7125 Intermediate Similarity NPC157055
0.7125 Intermediate Similarity NPC127343
0.7125 Intermediate Similarity NPC121800
0.7125 Intermediate Similarity NPC192623
0.7123 Intermediate Similarity NPC267443
0.7123 Intermediate Similarity NPC6107
0.7108 Intermediate Similarity NPC124436
0.7108 Intermediate Similarity NPC58616
0.7079 Intermediate Similarity NPC313650
0.7079 Intermediate Similarity NPC30361
0.7079 Intermediate Similarity NPC21959
0.7073 Intermediate Similarity NPC146703
0.7059 Intermediate Similarity NPC184169
0.7059 Intermediate Similarity NPC307235
0.7059 Intermediate Similarity NPC23167
0.7059 Intermediate Similarity NPC262393
0.7059 Intermediate Similarity NPC407
0.7051 Intermediate Similarity NPC78500
0.7037 Intermediate Similarity NPC100039
0.7037 Intermediate Similarity NPC71795
0.7024 Intermediate Similarity NPC150837
0.7024 Intermediate Similarity NPC286904
0.7024 Intermediate Similarity NPC243166
0.7 Intermediate Similarity NPC289201
0.6986 Remote Similarity NPC289915
0.6986 Remote Similarity NPC113837
0.6977 Remote Similarity NPC113460
0.6977 Remote Similarity NPC27974
0.6977 Remote Similarity NPC25493
0.6962 Remote Similarity NPC9796
0.6962 Remote Similarity NPC179726
0.6962 Remote Similarity NPC245966
0.6951 Remote Similarity NPC230068
0.6951 Remote Similarity NPC103387
0.6951 Remote Similarity NPC323103
0.6941 Remote Similarity NPC286608
0.6941 Remote Similarity NPC89377
0.6941 Remote Similarity NPC169050
0.6933 Remote Similarity NPC246822
0.6933 Remote Similarity NPC473206
0.6933 Remote Similarity NPC213570
0.6933 Remote Similarity NPC5324
0.6933 Remote Similarity NPC139416
0.6923 Remote Similarity NPC474073
0.6923 Remote Similarity NPC160548
0.6923 Remote Similarity NPC164514
0.6923 Remote Similarity NPC317280
0.6923 Remote Similarity NPC108606
0.6923 Remote Similarity NPC290515
0.6923 Remote Similarity NPC210529
0.6923 Remote Similarity NPC329387
0.6923 Remote Similarity NPC303611
0.6923 Remote Similarity NPC226096
0.6923 Remote Similarity NPC175852
0.6905 Remote Similarity NPC53299
0.6897 Remote Similarity NPC26224
0.6897 Remote Similarity NPC280347
0.6897 Remote Similarity NPC98772
0.6897 Remote Similarity NPC258219
0.6897 Remote Similarity NPC177420
0.6897 Remote Similarity NPC123273
0.6897 Remote Similarity NPC242240

  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 NPC82770 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
0.8611 High Similarity NPD9294 Approved
0.8333 Intermediate Similarity NPD9716 Approved
0.759 Intermediate Similarity NPD689 Discontinued
0.75 Intermediate Similarity NPD3971 Phase 1
0.7429 Intermediate Similarity NPD675 Discontinued
0.7397 Intermediate Similarity NPD9497 Clinical (unspecified phase)
0.7324 Intermediate Similarity NPD173 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD5734 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD9250 Approved
0.7108 Intermediate Similarity NPD111 Approved
0.7037 Intermediate Similarity NPD226 Approved
0.6941 Remote Similarity NPD1282 Approved
0.6932 Remote Similarity NPD9251 Approved
0.6923 Remote Similarity NPD9609 Approved
0.6923 Remote Similarity NPD9611 Approved
0.6923 Remote Similarity NPD9612 Approved
0.6923 Remote Similarity NPD9495 Approved
0.6875 Remote Similarity NPD225 Approved
0.6875 Remote Similarity NPD227 Approved
0.6867 Remote Similarity NPD9491 Approved
0.686 Remote Similarity NPD531 Approved
0.6753 Remote Similarity NPD294 Approved
0.6753 Remote Similarity NPD292 Approved
0.6742 Remote Similarity NPD159 Clinical (unspecified phase)
0.6707 Remote Similarity NPD1507 Clinical (unspecified phase)
0.6702 Remote Similarity NPD855 Approved
0.6702 Remote Similarity NPD854 Approved
0.6667 Remote Similarity NPD845 Approved
0.6667 Remote Similarity NPD3719 Approved
0.6667 Remote Similarity NPD3718 Approved
0.6667 Remote Similarity NPD9728 Phase 1
0.6632 Remote Similarity NPD5700 Clinical (unspecified phase)
0.6632 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6632 Remote Similarity NPD6647 Phase 2
0.6627 Remote Similarity NPD942 Approved
0.6593 Remote Similarity NPD2933 Approved
0.6593 Remote Similarity NPD6048 Clinical (unspecified phase)
0.6593 Remote Similarity NPD2934 Approved
0.6593 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6593 Remote Similarity NPD4814 Discontinued
0.6593 Remote Similarity NPD6049 Phase 2
0.6591 Remote Similarity NPD9249 Phase 1
0.6585 Remote Similarity NPD9490 Approved
0.6582 Remote Similarity NPD80 Approved
0.6582 Remote Similarity NPD9594 Approved
0.6582 Remote Similarity NPD9592 Approved
0.6582 Remote Similarity NPD9591 Approved
0.6582 Remote Similarity NPD9593 Approved
0.6582 Remote Similarity NPD9590 Approved
0.6582 Remote Similarity NPD9589 Approved
0.6582 Remote Similarity NPD505 Clinical (unspecified phase)
0.6582 Remote Similarity NPD9588 Approved
0.6562 Remote Similarity NPD310 Approved
0.6562 Remote Similarity NPD10 Approved
0.6562 Remote Similarity NPD309 Approved
0.6562 Remote Similarity NPD311 Approved
0.6562 Remote Similarity NPD315 Approved
0.6562 Remote Similarity NPD1237 Approved
0.6562 Remote Similarity NPD314 Approved
0.6552 Remote Similarity NPD187 Approved
0.6552 Remote Similarity NPD4793 Discontinued
0.6552 Remote Similarity NPD9538 Approved
0.6522 Remote Similarity NPD2859 Approved
0.6522 Remote Similarity NPD844 Approved
0.6522 Remote Similarity NPD2860 Approved
0.6517 Remote Similarity NPD9258 Approved
0.6517 Remote Similarity NPD9256 Approved
0.6495 Remote Similarity NPD5048 Discontinued
0.6494 Remote Similarity NPD1673 Approved
0.6484 Remote Similarity NPD1080 Approved
0.6484 Remote Similarity NPD1066 Discontinued
0.6477 Remote Similarity NPD1101 Approved
0.6452 Remote Similarity NPD288 Approved
0.6404 Remote Similarity NPD1628 Approved
0.6404 Remote Similarity NPD5347 Phase 2
0.6404 Remote Similarity NPD1629 Approved
0.6404 Remote Similarity NPD5346 Phase 2
0.6404 Remote Similarity NPD800 Approved
0.6375 Remote Similarity NPD9087 Approved
0.6364 Remote Similarity NPD4095 Clinical (unspecified phase)
0.6364 Remote Similarity NPD9532 Phase 3
0.6364 Remote Similarity NPD6406 Approved
0.6344 Remote Similarity NPD1809 Phase 2
0.6341 Remote Similarity NPD4144 Approved
0.6341 Remote Similarity NPD4147 Approved
0.6341 Remote Similarity NPD603 Approved
0.6333 Remote Similarity NPD3673 Approved
0.6333 Remote Similarity NPD1090 Approved
0.6333 Remote Similarity NPD1086 Approved
0.6333 Remote Similarity NPD1089 Approved
0.6333 Remote Similarity NPD3672 Approved
0.6316 Remote Similarity NPD9712 Approved
0.6316 Remote Similarity NPD3020 Approved
0.6277 Remote Similarity NPD1076 Approved
0.6265 Remote Similarity NPD293 Approved
0.6265 Remote Similarity NPD295 Approved
0.6265 Remote Similarity NPD9397 Approved
0.6265 Remote Similarity NPD79 Approved
0.6265 Remote Similarity NPD296 Approved
0.6265 Remote Similarity NPD9393 Approved
0.6265 Remote Similarity NPD9564 Approved
0.6265 Remote Similarity NPD9563 Approved
0.6264 Remote Similarity NPD530 Approved
0.6264 Remote Similarity NPD1239 Approved
0.6263 Remote Similarity NPD968 Approved
0.625 Remote Similarity NPD9259 Approved
0.625 Remote Similarity NPD1242 Phase 1
0.625 Remote Similarity NPD1616 Discontinued
0.625 Remote Similarity NPD9257 Approved
0.625 Remote Similarity NPD289 Clinical (unspecified phase)
0.6238 Remote Similarity NPD9380 Clinical (unspecified phase)
0.6211 Remote Similarity NPD9711 Approved
0.6211 Remote Similarity NPD5926 Approved
0.6211 Remote Similarity NPD9710 Approved
0.62 Remote Similarity NPD290 Approved
0.6196 Remote Similarity NPD1812 Approved
0.6196 Remote Similarity NPD1088 Approved
0.6196 Remote Similarity NPD1814 Approved
0.6196 Remote Similarity NPD752 Approved
0.6196 Remote Similarity NPD6690 Approved
0.619 Remote Similarity NPD508 Approved
0.619 Remote Similarity NPD1052 Approved
0.619 Remote Similarity NPD1475 Approved
0.619 Remote Similarity NPD590 Approved
0.619 Remote Similarity NPD507 Approved
0.619 Remote Similarity NPD589 Approved
0.619 Remote Similarity NPD1051 Approved
0.619 Remote Similarity NPD1053 Approved
0.6186 Remote Similarity NPD846 Approved
0.6186 Remote Similarity NPD4817 Approved
0.6186 Remote Similarity NPD4719 Phase 2
0.6186 Remote Similarity NPD940 Approved
0.6186 Remote Similarity NPD4818 Approved
0.618 Remote Similarity NPD650 Approved
0.618 Remote Similarity NPD506 Clinical (unspecified phase)
0.618 Remote Similarity NPD1087 Approved
0.6176 Remote Similarity NPD4025 Clinical (unspecified phase)
0.6176 Remote Similarity NPD9072 Clinical (unspecified phase)
0.6162 Remote Similarity NPD794 Clinical (unspecified phase)
0.6146 Remote Similarity NPD1238 Approved
0.6139 Remote Similarity NPD2684 Approved
0.6129 Remote Similarity NPD1202 Approved
0.6129 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6129 Remote Similarity NPD719 Approved
0.6129 Remote Similarity NPD1409 Phase 3
0.6129 Remote Similarity NPD720 Approved
0.6122 Remote Similarity NPD5765 Approved
0.6122 Remote Similarity NPD5103 Approved
0.6122 Remote Similarity NPD3680 Approved
0.6122 Remote Similarity NPD3681 Approved
0.6122 Remote Similarity NPD3683 Approved
0.6122 Remote Similarity NPD3682 Approved
0.6122 Remote Similarity NPD4231 Approved
0.6122 Remote Similarity NPD4229 Approved
0.6122 Remote Similarity NPD4656 Approved
0.6122 Remote Similarity NPD744 Clinical (unspecified phase)
0.6122 Remote Similarity NPD4658 Approved
0.6118 Remote Similarity NPD3981 Approved
0.6118 Remote Similarity NPD3979 Approved
0.6118 Remote Similarity NPD3904 Approved
0.6118 Remote Similarity NPD5371 Approved
0.6118 Remote Similarity NPD5372 Approved
0.6118 Remote Similarity NPD3903 Approved
0.6118 Remote Similarity NPD1617 Discontinued
0.6118 Remote Similarity NPD260 Discontinued
0.6082 Remote Similarity NPD2558 Approved
0.6082 Remote Similarity NPD1275 Phase 2
0.6082 Remote Similarity NPD2550 Approved
0.6082 Remote Similarity NPD2553 Approved
0.6082 Remote Similarity NPD2555 Approved
0.6082 Remote Similarity NPD2549 Approved
0.6082 Remote Similarity NPD2552 Approved
0.6071 Remote Similarity NPD9088 Approved
0.6064 Remote Similarity NPD1693 Approved
0.6064 Remote Similarity NPD688 Clinical (unspecified phase)
0.6064 Remote Similarity NPD1081 Clinical (unspecified phase)
0.6064 Remote Similarity NPD3772 Phase 3
0.6064 Remote Similarity NPD7344 Phase 1
0.6064 Remote Similarity NPD7343 Discovery
0.6061 Remote Similarity NPD5909 Discontinued
0.6061 Remote Similarity NPD9610 Approved
0.6061 Remote Similarity NPD9608 Approved
0.6061 Remote Similarity NPD179 Clinical (unspecified phase)
0.6047 Remote Similarity NPD3035 Approved
0.6047 Remote Similarity NPD4026 Approved
0.6047 Remote Similarity NPD4027 Approved
0.6047 Remote Similarity NPD472 Approved
0.6042 Remote Similarity NPD9273 Approved
0.602 Remote Similarity NPD4189 Approved
0.602 Remote Similarity NPD4188 Approved
0.6019 Remote Similarity NPD2583 Phase 2
0.6 Remote Similarity NPD414 Discontinued
0.6 Remote Similarity NPD4869 Clinical (unspecified phase)
0.6 Remote Similarity NPD2507 Clinical (unspecified phase)
0.6 Remote Similarity NPD2895 Discontinued
0.6 Remote Similarity NPD1989 Approved
0.6 Remote Similarity NPD5206 Clinical (unspecified phase)
0.5977 Remote Similarity NPD4169 Approved
0.5977 Remote Similarity NPD4701 Clinical (unspecified phase)
0.5977 Remote Similarity NPD4170 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