Structure

Physi-Chem Properties

Molecular Weight:  164.08
Volume:  179.994
LogP:  2.208
LogD:  1.954
LogS:  -2.1
# Rotatable Bonds:  4
TPSA:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.637
Synthetic Accessibility Score:  1.436
Fsp3:  0.3
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:  -4.318
MDCK Permeability:  3.5139026294928044e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.187
30% Bioavailability (F30%):  0.968

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.982
Plasma Protein Binding (PPB):  47.589324951171875%
Volume Distribution (VD):  1.204
Pgp-substrate:  47.88959503173828%

ADMET: Metabolism

CYP1A2-inhibitor:  0.98
CYP1A2-substrate:  0.13
CYP2C19-inhibitor:  0.875
CYP2C19-substrate:  0.172
CYP2C9-inhibitor:  0.25
CYP2C9-substrate:  0.143
CYP2D6-inhibitor:  0.097
CYP2D6-substrate:  0.206
CYP3A4-inhibitor:  0.043
CYP3A4-substrate:  0.36

ADMET: Excretion

Clearance (CL):  6.756
Half-life (T1/2):  0.805

ADMET: Toxicity

hERG Blockers:  0.047
Human Hepatotoxicity (H-HT):  0.048
Drug-inuced Liver Injury (DILI):  0.235
AMES Toxicity:  0.133
Rat Oral Acute Toxicity:  0.013
Maximum Recommended Daily Dose:  0.024
Skin Sensitization:  0.833
Carcinogencity:  0.487
Eye Corrosion:  0.691
Eye Irritation:  0.99
Respiratory Toxicity:  0.043

Download Data

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

  Natural Product: NPC170484

Natural Product ID:  NPC170484
Common Name*:   2-Phenylethyl Acetate
IUPAC Name:   2-phenylethyl acetate
Synonyms:  
Standard InCHIKey:  MDHYEMXUFSJLGV-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C10H12O2/c1-9(11)12-8-7-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3
SMILES:  CC(=O)OCCc1ccccc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3184025
PubChem CID:   7654
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted 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
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. Nigeria(latitude 80°N and longitude 4°E) 2005; 2006 DOI[10.1002/ejlt.201000080]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11306-010-0259-y]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11306-014-0638-x]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11746-997-0093-1]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/0003-9861(62)90112-1]
NPO1524 Rosa rugosa Species Rosaceae Eukaryota Flowers n.a. n.a. DOI[10.1016/j.foodcont.2014.02.001]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jep.2005.01.054]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.phytol.2008.07.007]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Seeds Plovdiv, Plovdiv region in South Bulgaria DOI[10.1051/CTV/20163101031]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[11035032]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[11170689]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. leaf n.a. PMID[11312782]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. fruit n.a. PMID[11312782]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[11408943]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. fruit n.a. PMID[12105962]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[12902239]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[13835567]
NPO3987 Syzygium aromaticum Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[1402962]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[14389294]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[1449509]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[14607989]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[15375647]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. leaf n.a. PMID[15388977]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[15744050]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[16850348]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. stem n.a. PMID[17202689]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[17439666]
NPO25094 Artemisia princeps Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[17996677]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. Esuela Tecnica Superior de Ingenieros Agrónomos de Albacete 2007 PMID[19256538]
NPO1524 Rosa rugosa Species Rosaceae Eukaryota Flowers n.a. n.a. PMID[20467822]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. pericarp n.a. PMID[20628994]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[20826702]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[22031445]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[22537213]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[23759170]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[2405251]
NPO1524 Rosa rugosa Species Rosaceae Eukaryota flower buds n.a. n.a. PMID[24063567]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[24175626]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[24305546]
NPO1524 Rosa rugosa Species Rosaceae Eukaryota Roots n.a. n.a. PMID[24461297]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Stalks n.a. n.a. PMID[24521157]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[24678285]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[24733517]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[24831709]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[24981409]
NPO20712 Panax quinquefolius Species Araliaceae Eukaryota leaves and stems n.a. n.a. PMID[25442304]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[2687322]
NPO3987 Syzygium aromaticum Species Myrtaceae Eukaryota Flower Buds n.a. n.a. PMID[26977531]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Seeds Benedictine Pannonhalma Archabbey, Hungary PMID[29803478]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[31181920]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[31418264]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[31433178]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[3289762]
NPO3689 Cinnamomum verum Species Lauraceae Eukaryota Bark n.a. n.a. PMID[33151073]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[4266242]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[4616942]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[5764336]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[6306574]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[767332]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[7929110]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[8017107]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[8798704]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[8852895]
NPO3987 Syzygium aromaticum Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[8904847]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[8971708]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[9748245]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. Database[FooDB]
NPO3987 Syzygium aromaticum Species Myrtaceae Eukaryota n.a. n.a. Database[FooDB]
NPO3689 Cinnamomum verum Species Lauraceae Eukaryota n.a. n.a. Database[FooDB]
NPO3689 Cinnamomum verum Species Lauraceae Eukaryota Bark n.a. n.a. Database[FooDB]
NPO3987 Syzygium aromaticum Species Myrtaceae Eukaryota Bark n.a. n.a. Database[FooDB]
NPO3987 Syzygium aromaticum Species Myrtaceae Eukaryota Essential Oil n.a. n.a. Database[FooDB]
NPO3987 Syzygium aromaticum Species Myrtaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Fruits n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO3987 Syzygium aromaticum Species Myrtaceae Eukaryota n.a. n.a. Database[FooDB]
NPO3987 Syzygium aromaticum Species Myrtaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Leaf Essent. Oil n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO3987 Syzygium aromaticum Species Myrtaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO1524 Rosa rugosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16710 Pandanus tectorius Species Pandanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8698 Zanthoxylum schinifolium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25094 Artemisia princeps Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10597 Fructus syzygii n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO3987 Syzygium aromaticum Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9942.1 Narcissus tazetta var. chinensis Varieties Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
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]
NPO10597 Fructus syzygii n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16710 Pandanus tectorius Species Pandanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8698 Zanthoxylum schinifolium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3987 Syzygium aromaticum Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25094 Artemisia princeps Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9942.1 Narcissus tazetta var. chinensis Varieties Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20712 Panax quinquefolius Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1524 Rosa rugosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17954.1 Narcissus tazetta l var. chinensis roem. Varieties Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3987 Syzygium aromaticum Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1524 Rosa rugosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8698 Zanthoxylum schinifolium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16710 Pandanus tectorius Species Pandanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30949 Eugenia caryopyhllata Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25094 Artemisia princeps Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1524 Rosa rugosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO10492 Artemisia montana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO3987 Syzygium aromaticum Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8698 Zanthoxylum schinifolium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20712 Panax quinquefolius Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO3987 Syzygium aromaticum Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20712 Panax quinquefolius Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25094 Artemisia princeps Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16710 Pandanus tectorius Species Pandanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3689 Cinnamomum verum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10492 Artemisia montana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1524 Rosa rugosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8698 Zanthoxylum schinifolium Species Rutaceae 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 NPC170484 Other Bark 10.25 4.1 16.4 mg/100g Database [DUKE]
NPO3987 NPC170484 Other Fruit 0.1 0.1 0.1 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. 389 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 30637.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 21872.4 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 NPC170484 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
0.9865 High Similarity NPC121800
0.9605 High Similarity NPC103387
0.9605 High Similarity NPC323103
0.9481 High Similarity NPC270507
0.9241 High Similarity NPC294134
0.9 High Similarity NPC58616
0.8987 High Similarity NPC288903
0.8902 High Similarity NPC304760
0.878 High Similarity NPC89377
0.8765 High Similarity NPC475710
0.869 High Similarity NPC185501
0.8571 High Similarity NPC173443
0.8571 High Similarity NPC175393
0.8571 High Similarity NPC9822
0.8571 High Similarity NPC220893
0.8471 Intermediate Similarity NPC240108
0.8471 Intermediate Similarity NPC213156
0.8333 Intermediate Similarity NPC96625
0.8312 Intermediate Similarity NPC108218
0.8293 Intermediate Similarity NPC285773
0.825 Intermediate Similarity NPC167577
0.825 Intermediate Similarity NPC78517
0.8182 Intermediate Similarity NPC23453
0.8161 Intermediate Similarity NPC119631
0.8148 Intermediate Similarity NPC127343
0.8125 Intermediate Similarity NPC224544
0.8125 Intermediate Similarity NPC176228
0.8118 Intermediate Similarity NPC322387
0.8111 Intermediate Similarity NPC325499
0.8052 Intermediate Similarity NPC208302
0.8052 Intermediate Similarity NPC155429
0.8049 Intermediate Similarity NPC303245
0.8049 Intermediate Similarity NPC89950
0.8023 Intermediate Similarity NPC329064
0.8 Intermediate Similarity NPC3672
0.8 Intermediate Similarity NPC287790
0.7975 Intermediate Similarity NPC189371
0.7955 Intermediate Similarity NPC317645
0.7952 Intermediate Similarity NPC106313
0.7927 Intermediate Similarity NPC309279
0.7912 Intermediate Similarity NPC249912
0.7912 Intermediate Similarity NPC276775
0.7912 Intermediate Similarity NPC92754
0.7912 Intermediate Similarity NPC270654
0.7907 Intermediate Similarity NPC286608
0.7907 Intermediate Similarity NPC169050
0.7857 Intermediate Similarity NPC324835
0.7857 Intermediate Similarity NPC127491
0.7857 Intermediate Similarity NPC308619
0.7857 Intermediate Similarity NPC44830
0.7841 Intermediate Similarity NPC86670
0.7841 Intermediate Similarity NPC84288
0.7841 Intermediate Similarity NPC70940
0.7841 Intermediate Similarity NPC274455
0.7831 Intermediate Similarity NPC165212
0.7826 Intermediate Similarity NPC78701
0.7826 Intermediate Similarity NPC225060
0.7826 Intermediate Similarity NPC35448
0.7742 Intermediate Similarity NPC98911
0.7742 Intermediate Similarity NPC472318
0.7742 Intermediate Similarity NPC146351
0.7738 Intermediate Similarity NPC99240
0.7738 Intermediate Similarity NPC87299
0.7738 Intermediate Similarity NPC329319
0.7738 Intermediate Similarity NPC103326
0.7738 Intermediate Similarity NPC99394
0.7711 Intermediate Similarity NPC328178
0.7692 Intermediate Similarity NPC130398
0.7684 Intermediate Similarity NPC160382
0.7684 Intermediate Similarity NPC234305
0.7674 Intermediate Similarity NPC95965
0.766 Intermediate Similarity NPC473325
0.766 Intermediate Similarity NPC70624
0.766 Intermediate Similarity NPC42211
0.7647 Intermediate Similarity NPC243289
0.7647 Intermediate Similarity NPC172984
0.7647 Intermediate Similarity NPC208183
0.764 Intermediate Similarity NPC258627
0.7619 Intermediate Similarity NPC117180
0.7604 Intermediate Similarity NPC85977
0.7595 Intermediate Similarity NPC326200
0.7564 Intermediate Similarity NPC169222
0.7564 Intermediate Similarity NPC16190
0.7564 Intermediate Similarity NPC235059
0.7561 Intermediate Similarity NPC66655
0.7558 Intermediate Similarity NPC304538
0.7553 Intermediate Similarity NPC118343
0.7553 Intermediate Similarity NPC171843
0.7531 Intermediate Similarity NPC32203
0.7531 Intermediate Similarity NPC206800
0.7528 Intermediate Similarity NPC231591
0.7526 Intermediate Similarity NPC473855
0.7526 Intermediate Similarity NPC472919
0.75 Intermediate Similarity NPC474365
0.75 Intermediate Similarity NPC91820
0.75 Intermediate Similarity NPC82426
0.75 Intermediate Similarity NPC271437
0.75 Intermediate Similarity NPC301943
0.7474 Intermediate Similarity NPC469481
0.7471 Intermediate Similarity NPC53299
0.747 Intermediate Similarity NPC50192
0.7449 Intermediate Similarity NPC472315
0.7449 Intermediate Similarity NPC474376
0.7449 Intermediate Similarity NPC472316
0.7449 Intermediate Similarity NPC119271
0.7449 Intermediate Similarity NPC475203
0.7449 Intermediate Similarity NPC136962
0.7447 Intermediate Similarity NPC175852
0.7447 Intermediate Similarity NPC160548
0.7447 Intermediate Similarity NPC210529
0.7436 Intermediate Similarity NPC311343
0.7423 Intermediate Similarity NPC171831
0.7423 Intermediate Similarity NPC242913
0.7423 Intermediate Similarity NPC280616
0.7416 Intermediate Similarity NPC325441
0.7412 Intermediate Similarity NPC71795
0.7412 Intermediate Similarity NPC133050
0.7407 Intermediate Similarity NPC208075
0.7397 Intermediate Similarity NPC65873
0.7397 Intermediate Similarity NPC120441
0.7397 Intermediate Similarity NPC212114
0.7397 Intermediate Similarity NPC300345
0.7396 Intermediate Similarity NPC188895
0.7386 Intermediate Similarity NPC318107
0.7386 Intermediate Similarity NPC93843
0.7375 Intermediate Similarity NPC74458
0.7374 Intermediate Similarity NPC56493
0.7368 Intermediate Similarity NPC325497
0.7368 Intermediate Similarity NPC7435
0.7368 Intermediate Similarity NPC203925
0.7363 Intermediate Similarity NPC110704
0.7363 Intermediate Similarity NPC476484
0.7356 Intermediate Similarity NPC267704
0.7356 Intermediate Similarity NPC95429
0.7349 Intermediate Similarity NPC298023
0.7347 Intermediate Similarity NPC238115
0.7342 Intermediate Similarity NPC98880
0.734 Intermediate Similarity NPC226041
0.7333 Intermediate Similarity NPC1793
0.7326 Intermediate Similarity NPC73637
0.7326 Intermediate Similarity NPC121478
0.732 Intermediate Similarity NPC304638
0.732 Intermediate Similarity NPC179686
0.732 Intermediate Similarity NPC89886
0.7312 Intermediate Similarity NPC5472
0.7312 Intermediate Similarity NPC172925
0.73 Intermediate Similarity NPC17417
0.73 Intermediate Similarity NPC31274
0.73 Intermediate Similarity NPC83628
0.73 Intermediate Similarity NPC10251
0.73 Intermediate Similarity NPC265407
0.73 Intermediate Similarity NPC469636
0.7294 Intermediate Similarity NPC192623
0.7294 Intermediate Similarity NPC164449
0.7294 Intermediate Similarity NPC184030
0.7284 Intermediate Similarity NPC285679
0.7283 Intermediate Similarity NPC77273
0.7273 Intermediate Similarity NPC37115
0.7273 Intermediate Similarity NPC477251
0.7263 Intermediate Similarity NPC271475
0.7263 Intermediate Similarity NPC229242
0.7262 Intermediate Similarity NPC137847
0.7262 Intermediate Similarity NPC76455
0.726 Intermediate Similarity NPC269586
0.726 Intermediate Similarity NPC198841
0.725 Intermediate Similarity NPC95289
0.7245 Intermediate Similarity NPC19136
0.7245 Intermediate Similarity NPC283546
0.7245 Intermediate Similarity NPC31786
0.7241 Intermediate Similarity NPC477770
0.7228 Intermediate Similarity NPC93084
0.7228 Intermediate Similarity NPC251854
0.7228 Intermediate Similarity NPC158854
0.7228 Intermediate Similarity NPC174099
0.7228 Intermediate Similarity NPC196246
0.7228 Intermediate Similarity NPC214067
0.7216 Intermediate Similarity NPC307425
0.7215 Intermediate Similarity NPC78954
0.7215 Intermediate Similarity NPC239931
0.7215 Intermediate Similarity NPC82770
0.7204 Intermediate Similarity NPC261181
0.72 Intermediate Similarity NPC475465
0.72 Intermediate Similarity NPC277788
0.72 Intermediate Similarity NPC472314
0.7191 Intermediate Similarity NPC474211
0.7188 Intermediate Similarity NPC217621
0.7188 Intermediate Similarity NPC221825
0.7174 Intermediate Similarity NPC472319
0.7174 Intermediate Similarity NPC86987
0.7172 Intermediate Similarity NPC269457
0.7172 Intermediate Similarity NPC128730
0.7172 Intermediate Similarity NPC209632
0.7159 Intermediate Similarity NPC44546
0.7159 Intermediate Similarity NPC168855
0.7158 Intermediate Similarity NPC253423
0.7157 Intermediate Similarity NPC231251
0.7157 Intermediate Similarity NPC305912
0.7157 Intermediate Similarity NPC25067
0.7157 Intermediate Similarity NPC88868
0.7157 Intermediate Similarity NPC210089

  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 NPC170484 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
0.8481 Intermediate Similarity NPD9490 Approved
0.8354 Intermediate Similarity NPD227 Approved
0.8354 Intermediate Similarity NPD225 Approved
0.8293 Intermediate Similarity NPD9491 Approved
0.8256 Intermediate Similarity NPD3673 Approved
0.8256 Intermediate Similarity NPD3672 Approved
0.8202 Intermediate Similarity NPD1989 Approved
0.8118 Intermediate Similarity NPD1087 Approved
0.8049 Intermediate Similarity NPD226 Approved
0.7931 Intermediate Similarity NPD800 Approved
0.7907 Intermediate Similarity NPD1282 Approved
0.7841 Intermediate Similarity NPD1089 Approved
0.7841 Intermediate Similarity NPD1090 Approved
0.7841 Intermediate Similarity NPD1086 Approved
0.7667 Intermediate Similarity NPD1088 Approved
0.7614 Intermediate Similarity NPD531 Approved
0.7582 Intermediate Similarity NPD1066 Discontinued
0.7582 Intermediate Similarity NPD1563 Approved
0.7561 Intermediate Similarity NPD9294 Approved
0.7556 Intermediate Similarity NPD1239 Approved
0.7553 Intermediate Similarity NPD1238 Approved
0.7531 Intermediate Similarity NPD9716 Approved
0.7528 Intermediate Similarity NPD5346 Phase 2
0.7528 Intermediate Similarity NPD5347 Phase 2
0.75 Intermediate Similarity NPD1693 Approved
0.75 Intermediate Similarity NPD4793 Discontinued
0.7449 Intermediate Similarity NPD5705 Approved
0.7449 Intermediate Similarity NPD5706 Approved
0.7449 Intermediate Similarity NPD5704 Approved
0.7447 Intermediate Similarity NPD9495 Approved
0.7447 Intermediate Similarity NPD5926 Approved
0.7386 Intermediate Similarity NPD9259 Approved
0.7386 Intermediate Similarity NPD9257 Approved
0.7368 Intermediate Similarity NPD7798 Approved
0.734 Intermediate Similarity NPD1564 Approved
0.734 Intermediate Similarity NPD1566 Phase 3
0.734 Intermediate Similarity NPD1565 Approved
0.7333 Intermediate Similarity NPD689 Discontinued
0.732 Intermediate Similarity NPD6647 Phase 2
0.7312 Intermediate Similarity NPD688 Clinical (unspecified phase)
0.73 Intermediate Similarity NPD2182 Approved
0.7245 Intermediate Similarity NPD164 Approved
0.7241 Intermediate Similarity NPD3971 Phase 1
0.7228 Intermediate Similarity NPD4233 Approved
0.7228 Intermediate Similarity NPD2067 Discontinued
0.7228 Intermediate Similarity NPD1752 Approved
0.7228 Intermediate Similarity NPD4234 Approved
0.7228 Intermediate Similarity NPD1756 Approved
0.7209 Intermediate Similarity NPD9250 Approved
0.7204 Intermediate Similarity NPD5122 Clinical (unspecified phase)
0.7204 Intermediate Similarity NPD1202 Approved
0.7188 Intermediate Similarity NPD2066 Phase 3
0.7157 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD3134 Approved
0.71 Intermediate Similarity NPD6685 Approved
0.7079 Intermediate Similarity NPD5734 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD9258 Approved
0.7065 Intermediate Similarity NPD9256 Approved
0.7059 Intermediate Similarity NPD3646 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD1101 Approved
0.703 Intermediate Similarity NPD1358 Approved
0.7019 Intermediate Similarity NPD2607 Approved
0.697 Remote Similarity NPD1931 Clinical (unspecified phase)
0.697 Remote Similarity NPD1930 Approved
0.697 Remote Similarity NPD1929 Approved
0.697 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6952 Remote Similarity NPD2650 Approved
0.6952 Remote Similarity NPD2652 Approved
0.6923 Remote Similarity NPD9538 Approved
0.69 Remote Similarity NPD5909 Discontinued
0.6893 Remote Similarity NPD5236 Approved
0.6893 Remote Similarity NPD5237 Approved
0.6893 Remote Similarity NPD5235 Approved
0.6893 Remote Similarity NPD5239 Approved
0.6893 Remote Similarity NPD5240 Approved
0.6887 Remote Similarity NPD4766 Approved
0.6887 Remote Similarity NPD2629 Approved
0.6875 Remote Similarity NPD5206 Clinical (unspecified phase)
0.6842 Remote Similarity NPD720 Approved
0.6842 Remote Similarity NPD719 Approved
0.6837 Remote Similarity NPD9712 Approved
0.6832 Remote Similarity NPD5048 Discontinued
0.6827 Remote Similarity NPD2201 Approved
0.6822 Remote Similarity NPD4198 Discontinued
0.6809 Remote Similarity NPD530 Approved
0.6804 Remote Similarity NPD9566 Approved
0.68 Remote Similarity NPD5765 Approved
0.6771 Remote Similarity NPD9260 Approved
0.6768 Remote Similarity NPD2550 Approved
0.6768 Remote Similarity NPD2555 Approved
0.6768 Remote Similarity NPD2552 Approved
0.6768 Remote Similarity NPD2558 Approved
0.6768 Remote Similarity NPD2553 Approved
0.6768 Remote Similarity NPD2549 Approved
0.6762 Remote Similarity NPD969 Suspended
0.6759 Remote Similarity NPD694 Clinical (unspecified phase)
0.6759 Remote Similarity NPD4574 Approved
0.6759 Remote Similarity NPD4576 Approved
0.6737 Remote Similarity NPD752 Approved
0.6735 Remote Similarity NPD253 Approved
0.6735 Remote Similarity NPD9711 Approved
0.6735 Remote Similarity NPD9710 Approved
0.6709 Remote Similarity NPD675 Discontinued
0.6707 Remote Similarity NPD9497 Clinical (unspecified phase)
0.67 Remote Similarity NPD4189 Approved
0.67 Remote Similarity NPD4188 Approved
0.6698 Remote Similarity NPD7094 Approved
0.6698 Remote Similarity NPD5535 Approved
0.6698 Remote Similarity NPD1279 Clinical (unspecified phase)
0.6698 Remote Similarity NPD6858 Approved
0.6697 Remote Similarity NPD2347 Approved
0.6667 Remote Similarity NPD3719 Approved
0.6667 Remote Similarity NPD1409 Phase 3
0.6667 Remote Similarity NPD9697 Approved
0.6667 Remote Similarity NPD1067 Discontinued
0.6667 Remote Similarity NPD3097 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3718 Approved
0.6667 Remote Similarity NPD1040 Phase 2
0.6636 Remote Similarity NPD1374 Approved
0.6636 Remote Similarity NPD1370 Approved
0.6636 Remote Similarity NPD1373 Approved
0.6636 Remote Similarity NPD1371 Approved
0.6635 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6625 Remote Similarity NPD173 Clinical (unspecified phase)
0.6604 Remote Similarity NPD6912 Phase 3
0.6602 Remote Similarity NPD467 Phase 1
0.6598 Remote Similarity NPD2933 Approved
0.6598 Remote Similarity NPD7343 Discovery
0.6598 Remote Similarity NPD4814 Discontinued
0.6598 Remote Similarity NPD7344 Phase 1
0.6598 Remote Similarity NPD2934 Approved
0.6596 Remote Similarity NPD9249 Phase 1
0.6577 Remote Similarity NPD5691 Approved
0.6574 Remote Similarity NPD690 Clinical (unspecified phase)
0.6569 Remote Similarity NPD3046 Approved
0.6569 Remote Similarity NPD3047 Approved
0.6569 Remote Similarity NPD1237 Approved
0.6569 Remote Similarity NPD3048 Approved
0.6566 Remote Similarity NPD9612 Approved
0.6566 Remote Similarity NPD9609 Approved
0.6566 Remote Similarity NPD9611 Approved
0.6535 Remote Similarity NPD1932 Approved
0.6531 Remote Similarity NPD2859 Approved
0.6531 Remote Similarity NPD2860 Approved
0.6522 Remote Similarity NPD111 Approved
0.6518 Remote Similarity NPD5306 Approved
0.6518 Remote Similarity NPD5305 Approved
0.6517 Remote Similarity NPD1507 Clinical (unspecified phase)
0.6495 Remote Similarity NPD845 Approved
0.6486 Remote Similarity NPD4479 Discontinued
0.6486 Remote Similarity NPD1894 Discontinued
0.6486 Remote Similarity NPD9545 Approved
0.6481 Remote Similarity NPD6010 Discontinued
0.6481 Remote Similarity NPD1241 Discontinued
0.6476 Remote Similarity NPD2684 Approved
0.6465 Remote Similarity NPD1875 Phase 1
0.646 Remote Similarity NPD4106 Approved
0.646 Remote Similarity NPD4136 Approved
0.646 Remote Similarity NPD4135 Approved
0.646 Remote Similarity NPD3496 Discontinued
0.6455 Remote Similarity NPD5291 Approved
0.6455 Remote Similarity NPD5292 Approved
0.6444 Remote Similarity NPD942 Approved
0.6442 Remote Similarity NPD2551 Approved
0.6442 Remote Similarity NPD810 Approved
0.6442 Remote Similarity NPD2559 Approved
0.6442 Remote Similarity NPD3526 Approved
0.6442 Remote Similarity NPD811 Approved
0.6442 Remote Similarity NPD3524 Approved
0.6442 Remote Similarity NPD812 Approved
0.6429 Remote Similarity NPD5585 Approved
0.6429 Remote Similarity NPD6048 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6049 Phase 2
0.6429 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6404 Remote Similarity NPD4215 Approved
0.6404 Remote Similarity NPD2609 Approved
0.6404 Remote Similarity NPD4807 Approved
0.6404 Remote Similarity NPD2608 Approved
0.6404 Remote Similarity NPD4806 Approved
0.6404 Remote Similarity NPD4216 Approved
0.6404 Remote Similarity NPD7437 Approved
0.6404 Remote Similarity NPD2611 Approved
0.6404 Remote Similarity NPD3132 Approved
0.6404 Remote Similarity NPD2610 Approved
0.6404 Remote Similarity NPD7436 Approved
0.6404 Remote Similarity NPD4217 Approved
0.6404 Remote Similarity NPD4480 Approved
0.6404 Remote Similarity NPD2612 Approved
0.6404 Remote Similarity NPD4218 Approved
0.6404 Remote Similarity NPD3131 Approved
0.6396 Remote Similarity NPD6065 Approved
0.6392 Remote Similarity NPD159 Clinical (unspecified phase)
0.6389 Remote Similarity NPD181 Approved
0.6383 Remote Similarity NPD650 Approved
0.6381 Remote Similarity NPD290 Approved
0.6381 Remote Similarity NPD9532 Phase 3
0.6373 Remote Similarity NPD1736 Approved
0.6373 Remote Similarity NPD855 Approved
0.6373 Remote Similarity NPD854 Approved
0.6373 Remote Similarity NPD4719 Phase 2

  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