Structure

Physi-Chem Properties

Molecular Weight:  313.13
Volume:  327.837
LogP:  2.538
LogD:  2.914
LogS:  -3.054
# Rotatable Bonds:  7
TPSA:  78.79
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.716
Synthetic Accessibility Score:  1.987
Fsp3:  0.167
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  1
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.86
MDCK Permeability:  1.371392409055261e-05
Pgp-inhibitor:  0.035
Pgp-substrate:  0.108
Human Intestinal Absorption (HIA):  0.009
20% Bioavailability (F20%):  0.022
30% Bioavailability (F30%):  0.382

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.111
Plasma Protein Binding (PPB):  96.83289337158203%
Volume Distribution (VD):  0.567
Pgp-substrate:  1.8003374338150024%

ADMET: Metabolism

CYP1A2-inhibitor:  0.88
CYP1A2-substrate:  0.789
CYP2C19-inhibitor:  0.736
CYP2C19-substrate:  0.095
CYP2C9-inhibitor:  0.742
CYP2C9-substrate:  0.947
CYP2D6-inhibitor:  0.739
CYP2D6-substrate:  0.905
CYP3A4-inhibitor:  0.584
CYP3A4-substrate:  0.321

ADMET: Excretion

Clearance (CL):  12.482
Half-life (T1/2):  0.929

ADMET: Toxicity

hERG Blockers:  0.255
Human Hepatotoxicity (H-HT):  0.245
Drug-inuced Liver Injury (DILI):  0.047
AMES Toxicity:  0.228
Rat Oral Acute Toxicity:  0.269
Maximum Recommended Daily Dose:  0.843
Skin Sensitization:  0.94
Carcinogencity:  0.507
Eye Corrosion:  0.003
Eye Irritation:  0.113
Respiratory Toxicity:  0.475

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

  Natural Product: NPC35961

Natural Product ID:  NPC35961
Common Name*:   Cis-N-Feruloyltyramine
IUPAC Name:   (Z)-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
Synonyms:   Cis-N-Feruloyltyramine; N-Cis-Feruloyl Tyramine
Standard InCHIKey:  NPNNKDMSXVRADT-UITAMQMPSA-N
Standard InCHI:  InChI=1S/C18H19NO4/c1-23-17-12-14(4-8-16(17)21)5-9-18(22)19-11-10-13-2-6-15(20)7-3-13/h2-9,12,20-21H,10-11H2,1H3,(H,19,22)/b9-5-
SMILES:  COc1cc(ccc1O)/C=CC(=NCCc1ccc(cc1)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL451720
PubChem CID:   6440659
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000476] Cinnamic acids and derivatives
        • [CHEMONTID:0001391] Hydroxycinnamic acids and derivatives

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0031-9422(00)89267-5]
NPO19242 Eucalyptus albens Species Myrtaceae Eukaryota flowers n.a. n.a. PMID[10075775]
NPO11164 Renealmia alpinia Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[10479331]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[12882150]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[12932131]
NPO24498 Casearia membranacea Species Salicaceae Eukaryota n.a. twig n.a. PMID[14709876]
NPO24498 Casearia membranacea Species Salicaceae Eukaryota n.a. leaf n.a. PMID[14709876]
NPO24498 Casearia membranacea Species Salicaceae Eukaryota Leaves; Twigs n.a. n.a. PMID[15043402]
NPO19436 Annona cherimola Species Annonaceae Eukaryota Seeds n.a. n.a. PMID[15387664]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[15666542]
NPO24498 Casearia membranacea Species Salicaceae Eukaryota n.a. n.a. n.a. PMID[16309320]
NPO13278 Strychnos spinosa Species Loganiaceae Eukaryota Leaves n.a. n.a. PMID[17637068]
NPO15233 Balanophora japonica Species Balanophoraceae Eukaryota n.a. n.a. n.a. PMID[18302336]
NPO19083 Alstonia angustiloba Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[18524603]
NPO17039 Pharbitis nil Species Convolvulaceae Eukaryota Seeds n.a. n.a. PMID[19435339]
NPO26741 Anemarrhena asphodeloides Species Asparagaceae Eukaryota rhizomes n.a. n.a. PMID[19757853]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. PMID[19919095]
NPO23518 Polygonatum odoratum Species Asparagaceae Eukaryota fibrous roots n.a. n.a. PMID[20158245]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[20460582]
NPO26741 Anemarrhena asphodeloides Species Asparagaceae Eukaryota n.a. rhizome n.a. PMID[21370894]
NPO17759 Rhododendron mucronulatum Species Ericaceae Eukaryota n.a. stem n.a. PMID[21443171]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota Rhizomes n.a. n.a. PMID[21936523]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota n.a. rhizome n.a. PMID[21936523]
NPO5470 Cynoglossum amabile Species Boraginaceae Eukaryota n.a. n.a. n.a. PMID[22432912]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota rhizomes n.a. n.a. PMID[22951040]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota flower buds and leaves Khon Kaen province, Thailand 2010 PMID[23270663]
NPO18602 Melampodium leucanthum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23501116]
NPO23518 Polygonatum odoratum Species Asparagaceae Eukaryota n.a. n.a. n.a. PMID[23639538]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Leaves n.a. n.a. PMID[23642481]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[25172746]
NPO18602 Melampodium leucanthum Species Asteraceae Eukaryota leaves and branches San Antonio, Texas 2004-JUN PMID[25685941]
NPO18602 Melampodium leucanthum Species Asteraceae Eukaryota leaves and branches n.a. n.a. PMID[25685941]
NPO17296 Beesia calthifolia Species Ranunculaceae Eukaryota n.a. n.a. n.a. PMID[26238319]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Flowers n.a. n.a. PMID[26462418]
NPO2330 Alchornea cordifolia Species Euphorbiaceae Eukaryota n.a. root n.a. PMID[26724423]
NPO2330 Alchornea cordifolia Species Euphorbiaceae Eukaryota n.a. stem n.a. PMID[26724423]
NPO14558 Aquilaria sinensis Species Thymelaeaceae Eukaryota n.a. n.a. n.a. PMID[27128895]
NPO14558 Aquilaria sinensis Species Thymelaeaceae Eukaryota Resinous Wood n.a. n.a. PMID[29227647]
NPO2722 Humulus japonicus Species Cannabaceae Eukaryota Aerial Parts n.a. n.a. PMID[29254897]
NPO18676 Clerodendrum trichotomum Species Lamiaceae Eukaryota Roots n.a. n.a. PMID[29924604]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota n.a. trunk bark n.a. PMID[556731]
NPO26741 Anemarrhena asphodeloides Species Asparagaceae Eukaryota Rhizomes n.a. n.a. PMID[8482946]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[8910532]
NPO11164 Renealmia alpinia Species Zingiberaceae Eukaryota n.a. Suriname rainforest n.a. PMID[9428162]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Pericarp n.a. n.a. Database[FooDB]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Resin, Exudate, Sap n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Rhizome n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO19436 Annona cherimola Species Annonaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. Database[FooDB]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO19436 Annona cherimola Species Annonaceae Eukaryota n.a. n.a. Database[FooDB]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota Tuber n.a. n.a. Database[FooDB]
NPO19436 Annona cherimola Species Annonaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO19436 Annona cherimola Species Annonaceae Eukaryota n.a. n.a. Database[FooDB]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota Tubers n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO14558 Aquilaria sinensis Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19769 Boschniakia rossica Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4176 Mosla scabra Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24498 Casearia membranacea Species Salicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15233 Balanophora japonica Species Balanophoraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13278 Strychnos spinosa Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5470 Cynoglossum amabile Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26741 Anemarrhena asphodeloides Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5895 Hibiscus taiwanensis Species Malvaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25761 Thalictrum microgynum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17759 Rhododendron mucronulatum Species Ericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2722 Humulus japonicus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18765 Juniperus scopulorum Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13737 Tephroseris kirilowii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1783 Euonymus fortunei Species Celastraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23518 Polygonatum odoratum Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO24498 Casearia membranacea Species Salicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13358 Piper brachystachyum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25761 Thalictrum microgynum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2722 Humulus japonicus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12487 Juniperus horizontalis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15233 Balanophora japonica Species Balanophoraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11967 Delphinium giraldii Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23772 Tetradium glabrifolium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17759 Rhododendron mucronulatum Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14233 Ormosia dasycarpa Species Limoniidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24402.1 Coffea liberica var. dewevrei Varieties Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12128 Ipomoea purpurea Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19769 Boschniakia rossica Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10098 Glycosmis pseudoracemosa Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1783 Euonymus fortunei Species Celastraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4176 Mosla scabra Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13278 Strychnos spinosa Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17296 Beesia calthifolia Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26741 Anemarrhena asphodeloides Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5470 Cynoglossum amabile Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13737 Tephroseris kirilowii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23518 Polygonatum odoratum Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14558 Aquilaria sinensis Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18676 Clerodendrum trichotomum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25716 Persicaria orientalis Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17039 Pharbitis nil Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18765 Juniperus scopulorum Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5895 Hibiscus taiwanensis Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18765 Juniperus scopulorum Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19769 Boschniakia rossica Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO23518 Polygonatum odoratum Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17759 Rhododendron mucronulatum Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14558 Aquilaria sinensis Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2722 Humulus japonicus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5470 Cynoglossum amabile Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26741 Anemarrhena asphodeloides Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25716 Persicaria orientalis Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO14558 Aquilaria sinensis Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO17039 Pharbitis nil Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12128 Ipomoea purpurea Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26741 Anemarrhena asphodeloides Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO23518 Polygonatum odoratum Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13647 Calcarisporium thermophilum Species n.a. Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19083 Alstonia angustiloba Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24402.1 Coffea liberica var. dewevrei Varieties Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23518 Polygonatum odoratum Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2722 Humulus japonicus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5398 Peucedanum oroselinum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7521 Hygrophorus eburneus Species Hygrophoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17230 Psidium acutangulum Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19572 Pellacalyx axillaris Species Rhizophoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4176 Mosla scabra Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14947 Lathyrus tingitanus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4679 Hedysarum gmelini Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19242 Eucalyptus albens Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29450 Streptomyces parvisporogenes Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO12223 Stellaria media Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6906 Atalantia wightii Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9906 Zephyranthes flava Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14558 Aquilaria sinensis Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18676 Clerodendrum trichotomum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19371 Costasiella ocellifera Species Costasiellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25964 Amsinckia lycopsoides Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19436 Annona cherimola Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11967 Delphinium giraldii Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12870 Curcuma aeruginosa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5895 Hibiscus taiwanensis Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5470 Cynoglossum amabile Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11430 Inula grantioides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13737 Tephroseris kirilowii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2330 Alchornea cordifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13278 Strychnos spinosa Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14233 Ormosia dasycarpa Species Limoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15233 Balanophora japonica Species Balanophoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18765 Juniperus scopulorum Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16325 Sideritis dasygnaphala Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17114 Streptomyces melanogenes Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO12487 Juniperus horizontalis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17499 Bursera kerberi Species Burseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25989 Calea berteriana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11081 Baccharis grandicapitulata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18602 Melampodium leucanthum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16981 Gutierrezia dracunculoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1109 Corydalis persica Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16135 Pestalotiopsis oenotherae Species Sporocadaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19709 Pseudocyphellaria australiensis Species Lobariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13358 Piper brachystachyum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19769 Boschniakia rossica Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18048 Phlomis crinita Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11646 Morella pensylvanica Species Myricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14526 Plectranthus caninus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24853 Unio tumidus Species Unionidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17630 Helenium integrifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3761 Plectosphaerella cucumerina Species Plectosphaerellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18424 Selinum libanotis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15127 Senecio congestus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26741 Anemarrhena asphodeloides Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15802 Papaver pseudocanescens Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO968 Artemisia pectinata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16798 Piper sylvaticum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12914 Sarcophyton flexuosum Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18927 Clinacanthus nutans Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18262 Aspergillus microcysticus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18169 Creosphaeria sassafras Species Xylariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18348 Crotalaria stolzii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21569 Helichrysum fulvum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29531 Lupinus cosentinii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13848 Amomum daniellii Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16801 Cota tinctoria Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15145 Rauvolfia salicifolia Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8172 Emericellopsis minima Species n.a. Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1759 Alexandrium excavatum Species Gonyaulacaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25370 Botrychium ternatum Species Ophioglossaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17354 Micromonospora echinospora Species Micromonosporaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO10098 Glycosmis pseudoracemosa Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18533 Delisea elegans Species Bonnemaisoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25761 Thalictrum microgynum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17296 Beesia calthifolia Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22727 Avena fatua Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17039 Pharbitis nil Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17759 Rhododendron mucronulatum Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3965 Corynanthe pachyceras Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19170 Lasianthaea podocephala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18873.2 Salmonella enterica subsp. enterica serovar bovismorbificans Subspecies Enterobacteriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO15329 Rhizoplaca baranowii Species Lecanoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24498 Casearia membranacea Species Salicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23772 Tetradium glabrifolium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5455 Euploca racemosa Species Heliotropiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1783 Euonymus fortunei Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12128 Ipomoea purpurea Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11164 Renealmia alpinia Species Zingiberaceae 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
NPO16501 NPC35961 Raw Root 0.2 0.2 0.2 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
NPT440 Individual Protein Quinone oxidoreductase Mus musculus CD > 5.0 ug ml-1 PMID[552960]
NPT34 Cell Line BV-2 Mus musculus IC50 = 32060.0 nM PMID[552961]
NPT34 Cell Line BV-2 Mus musculus Activity = 100.4 % PMID[552961]
NPT81 Cell Line A549 Homo sapiens IC50 > 30000.0 nM PMID[552961]
NPT146 Cell Line SK-OV-3 Homo sapiens IC50 > 30000.0 nM PMID[552961]
NPT147 Cell Line SK-MEL-2 Homo sapiens IC50 > 30000.0 nM PMID[552961]
NPT148 Cell Line HCT-15 Homo sapiens IC50 > 30000.0 nM PMID[552961]

☑ 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 NPC35961 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 NPC52029
1.0 High Similarity NPC195749
0.9918 High Similarity NPC155838
0.9839 High Similarity NPC214869
0.9836 High Similarity NPC251571
0.9758 High Similarity NPC114102
0.9675 High Similarity NPC186898
0.9516 High Similarity NPC153990
0.9457 High Similarity NPC14600
0.9457 High Similarity NPC312770
0.9457 High Similarity NPC204848
0.9457 High Similarity NPC41473
0.9457 High Similarity NPC160607
0.9435 High Similarity NPC301713
0.9385 High Similarity NPC299583
0.9385 High Similarity NPC296898
0.907 High Similarity NPC130595
0.907 High Similarity NPC93882
0.903 High Similarity NPC222039
0.903 High Similarity NPC100478
0.9016 High Similarity NPC122009
0.9 High Similarity NPC6854
0.9 High Similarity NPC313737
0.9 High Similarity NPC285078
0.8992 High Similarity NPC255550
0.8992 High Similarity NPC308885
0.8971 High Similarity NPC5462
0.8934 High Similarity NPC283468
0.8931 High Similarity NPC218530
0.879 High Similarity NPC268572
0.8777 High Similarity NPC471032
0.8777 High Similarity NPC153644
0.8777 High Similarity NPC470935
0.871 High Similarity NPC470626
0.8705 High Similarity NPC115144
0.8705 High Similarity NPC277857
0.8651 High Similarity NPC83279
0.864 High Similarity NPC43275
0.8629 High Similarity NPC293619
0.8626 High Similarity NPC470706
0.8603 High Similarity NPC477837
0.8603 High Similarity NPC477838
0.8594 High Similarity NPC13020
0.8594 High Similarity NPC140359
0.8592 High Similarity NPC127402
0.8571 High Similarity NPC117780
0.8571 High Similarity NPC227217
0.8571 High Similarity NPC165133
0.8571 High Similarity NPC95614
0.8571 High Similarity NPC56214
0.8571 High Similarity NPC242885
0.8571 High Similarity NPC263835
0.8571 High Similarity NPC232316
0.8538 High Similarity NPC251466
0.8538 High Similarity NPC156944
0.8504 High Similarity NPC207613
0.8492 Intermediate Similarity NPC281298
0.8492 Intermediate Similarity NPC310338
0.8473 Intermediate Similarity NPC99798
0.8473 Intermediate Similarity NPC157740
0.8473 Intermediate Similarity NPC291449
0.8473 Intermediate Similarity NPC41331
0.8462 Intermediate Similarity NPC71105
0.8462 Intermediate Similarity NPC170583
0.8462 Intermediate Similarity NPC152186
0.8462 Intermediate Similarity NPC182147
0.8462 Intermediate Similarity NPC52475
0.8462 Intermediate Similarity NPC207541
0.8462 Intermediate Similarity NPC246133
0.8456 Intermediate Similarity NPC254610
0.8438 Intermediate Similarity NPC113865
0.8438 Intermediate Similarity NPC324571
0.8438 Intermediate Similarity NPC470212
0.8438 Intermediate Similarity NPC160380
0.8438 Intermediate Similarity NPC54872
0.8438 Intermediate Similarity NPC312675
0.8438 Intermediate Similarity NPC473853
0.8438 Intermediate Similarity NPC38996
0.8438 Intermediate Similarity NPC262156
0.8438 Intermediate Similarity NPC184651
0.8438 Intermediate Similarity NPC343720
0.8414 Intermediate Similarity NPC107602
0.8409 Intermediate Similarity NPC147247
0.8409 Intermediate Similarity NPC246974
0.8403 Intermediate Similarity NPC18614
0.8403 Intermediate Similarity NPC275027
0.8387 Intermediate Similarity NPC142599
0.8385 Intermediate Similarity NPC62101
0.8385 Intermediate Similarity NPC95733
0.8385 Intermediate Similarity NPC300955
0.8372 Intermediate Similarity NPC471315
0.8372 Intermediate Similarity NPC471314
0.8372 Intermediate Similarity NPC85488
0.8359 Intermediate Similarity NPC14007
0.8359 Intermediate Similarity NPC189844
0.8359 Intermediate Similarity NPC109083
0.8359 Intermediate Similarity NPC284078
0.8359 Intermediate Similarity NPC224814
0.8359 Intermediate Similarity NPC269843
0.8359 Intermediate Similarity NPC60962
0.8333 Intermediate Similarity NPC191302
0.8333 Intermediate Similarity NPC86947
0.8321 Intermediate Similarity NPC193528
0.832 Intermediate Similarity NPC303370
0.8308 Intermediate Similarity NPC471693
0.8308 Intermediate Similarity NPC211218
0.8308 Intermediate Similarity NPC280704
0.8308 Intermediate Similarity NPC317769
0.8308 Intermediate Similarity NPC31344
0.8293 Intermediate Similarity NPC8547
0.8293 Intermediate Similarity NPC166837
0.8293 Intermediate Similarity NPC257124
0.8293 Intermediate Similarity NPC156840
0.8293 Intermediate Similarity NPC173746
0.8279 Intermediate Similarity NPC246358
0.8279 Intermediate Similarity NPC233731
0.8279 Intermediate Similarity NPC36108
0.8279 Intermediate Similarity NPC7097
0.8271 Intermediate Similarity NPC469977
0.8235 Intermediate Similarity NPC473463
0.8231 Intermediate Similarity NPC71579
0.8231 Intermediate Similarity NPC473411
0.8231 Intermediate Similarity NPC262253
0.8203 Intermediate Similarity NPC24474
0.8203 Intermediate Similarity NPC311595
0.8197 Intermediate Similarity NPC96224
0.8197 Intermediate Similarity NPC24101
0.8195 Intermediate Similarity NPC172403
0.8194 Intermediate Similarity NPC182119
0.8189 Intermediate Similarity NPC164386
0.8182 Intermediate Similarity NPC233410
0.8182 Intermediate Similarity NPC116907
0.8182 Intermediate Similarity NPC257589
0.8182 Intermediate Similarity NPC9067
0.8182 Intermediate Similarity NPC194519
0.8182 Intermediate Similarity NPC298757
0.8182 Intermediate Similarity NPC203133
0.8182 Intermediate Similarity NPC251855
0.8182 Intermediate Similarity NPC472093
0.8182 Intermediate Similarity NPC57490
0.8182 Intermediate Similarity NPC117214
0.8182 Intermediate Similarity NPC266705
0.8182 Intermediate Similarity NPC29477
0.8182 Intermediate Similarity NPC29008
0.8182 Intermediate Similarity NPC53305
0.8182 Intermediate Similarity NPC228771
0.8182 Intermediate Similarity NPC221077
0.8182 Intermediate Similarity NPC193544
0.8182 Intermediate Similarity NPC475169
0.8182 Intermediate Similarity NPC17943
0.8182 Intermediate Similarity NPC208950
0.8182 Intermediate Similarity NPC148627
0.8175 Intermediate Similarity NPC37302
0.8168 Intermediate Similarity NPC229084
0.8168 Intermediate Similarity NPC228922
0.8168 Intermediate Similarity NPC197757
0.8168 Intermediate Similarity NPC106659
0.8168 Intermediate Similarity NPC160900
0.8168 Intermediate Similarity NPC18984
0.8154 Intermediate Similarity NPC290451
0.8154 Intermediate Similarity NPC127389
0.8148 Intermediate Similarity NPC326599
0.8148 Intermediate Similarity NPC329595
0.8145 Intermediate Similarity NPC78918
0.8145 Intermediate Similarity NPC139617
0.814 Intermediate Similarity NPC474565
0.814 Intermediate Similarity NPC289330
0.814 Intermediate Similarity NPC61516
0.814 Intermediate Similarity NPC10932
0.814 Intermediate Similarity NPC232084
0.814 Intermediate Similarity NPC53596
0.814 Intermediate Similarity NPC471308
0.814 Intermediate Similarity NPC160120
0.814 Intermediate Similarity NPC17388
0.814 Intermediate Similarity NPC247364
0.8138 Intermediate Similarity NPC478189
0.8129 Intermediate Similarity NPC231572
0.8125 Intermediate Similarity NPC474214
0.8125 Intermediate Similarity NPC428
0.8125 Intermediate Similarity NPC474040
0.8125 Intermediate Similarity NPC24233
0.8125 Intermediate Similarity NPC135538
0.8125 Intermediate Similarity NPC476571
0.8125 Intermediate Similarity NPC147390
0.8125 Intermediate Similarity NPC246587
0.8121 Intermediate Similarity NPC329837
0.812 Intermediate Similarity NPC127937
0.812 Intermediate Similarity NPC214406
0.812 Intermediate Similarity NPC303680
0.812 Intermediate Similarity NPC120225
0.812 Intermediate Similarity NPC28730
0.812 Intermediate Similarity NPC274356
0.812 Intermediate Similarity NPC44748
0.812 Intermediate Similarity NPC17837
0.812 Intermediate Similarity NPC103823
0.812 Intermediate Similarity NPC92207
0.812 Intermediate Similarity NPC213552
0.812 Intermediate Similarity NPC84076
0.812 Intermediate Similarity NPC191037
0.812 Intermediate Similarity NPC223136

  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 NPC35961 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
0.907 High Similarity NPD2674 Phase 3
0.8992 High Similarity NPD3145 Approved
0.8992 High Similarity NPD3144 Approved
0.8308 Intermediate Similarity NPD1669 Approved
0.8293 Intermediate Similarity NPD228 Approved
0.8286 Intermediate Similarity NPD6331 Phase 2
0.8244 Intermediate Similarity NPD2922 Phase 1
0.8214 Intermediate Similarity NPD3060 Approved
0.8182 Intermediate Similarity NPD4123 Phase 3
0.8168 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.8156 Intermediate Similarity NPD6658 Clinical (unspecified phase)
0.8134 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.8129 Intermediate Similarity NPD2161 Phase 2
0.8092 Intermediate Similarity NPD2337 Clinical (unspecified phase)
0.803 Intermediate Similarity NPD3676 Clinical (unspecified phase)
0.8029 Intermediate Similarity NPD1558 Phase 1
0.8016 Intermediate Similarity NPD5283 Phase 1
0.8015 Intermediate Similarity NPD5718 Phase 2
0.8014 Intermediate Similarity NPD7153 Discontinued
0.7958 Intermediate Similarity NPD4162 Approved
0.7941 Intermediate Similarity NPD3027 Phase 3
0.7905 Intermediate Similarity NPD4675 Approved
0.7905 Intermediate Similarity NPD4678 Approved
0.7883 Intermediate Similarity NPD5110 Phase 2
0.7883 Intermediate Similarity NPD5111 Phase 2
0.7883 Intermediate Similarity NPD5109 Approved
0.7877 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7863 Intermediate Similarity NPD2668 Approved
0.7863 Intermediate Similarity NPD2667 Approved
0.7857 Intermediate Similarity NPD6896 Approved
0.7857 Intermediate Similarity NPD6895 Approved
0.7847 Intermediate Similarity NPD5241 Discontinued
0.7838 Intermediate Similarity NPD4005 Discontinued
0.7808 Intermediate Similarity NPD4739 Approved
0.78 Intermediate Similarity NPD7945 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD3055 Approved
0.7778 Intermediate Similarity NPD3053 Approved
0.7748 Intermediate Similarity NPD2977 Approved
0.7748 Intermediate Similarity NPD2978 Approved
0.774 Intermediate Similarity NPD4357 Discontinued
0.7721 Intermediate Similarity NPD6584 Phase 3
0.7708 Intermediate Similarity NPD4236 Phase 3
0.7708 Intermediate Similarity NPD5177 Phase 3
0.7708 Intermediate Similarity NPD4237 Approved
0.7704 Intermediate Similarity NPD5311 Approved
0.7704 Intermediate Similarity NPD5310 Approved
0.7698 Intermediate Similarity NPD3022 Approved
0.7698 Intermediate Similarity NPD3021 Approved
0.7692 Intermediate Similarity NPD1375 Discontinued
0.7687 Intermediate Similarity NPD2230 Approved
0.7687 Intermediate Similarity NPD2232 Approved
0.7687 Intermediate Similarity NPD2233 Approved
0.7656 Intermediate Similarity NPD9377 Approved
0.7656 Intermediate Similarity NPD9379 Approved
0.7643 Intermediate Similarity NPD5837 Clinical (unspecified phase)
0.7639 Intermediate Similarity NPD4664 Clinical (unspecified phase)
0.7635 Intermediate Similarity NPD52 Approved
0.7635 Intermediate Similarity NPD7526 Approved
0.7635 Intermediate Similarity NPD7527 Clinical (unspecified phase)
0.7634 Intermediate Similarity NPD5536 Phase 2
0.7632 Intermediate Similarity NPD5772 Approved
0.7632 Intermediate Similarity NPD5773 Approved
0.7597 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.758 Intermediate Similarity NPD4083 Discontinued
0.7571 Intermediate Similarity NPD839 Approved
0.7571 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7571 Intermediate Similarity NPD840 Approved
0.7554 Intermediate Similarity NPD1024 Discontinued
0.7554 Intermediate Similarity NPD2669 Clinical (unspecified phase)
0.7552 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7552 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7552 Intermediate Similarity NPD4108 Discontinued
0.7518 Intermediate Similarity NPD3062 Approved
0.7518 Intermediate Similarity NPD3059 Approved
0.7518 Intermediate Similarity NPD3061 Approved
0.75 Intermediate Similarity NPD6582 Phase 2
0.75 Intermediate Similarity NPD6583 Phase 3
0.7484 Intermediate Similarity NPD4055 Discovery
0.7483 Intermediate Similarity NPD2219 Phase 1
0.7467 Intermediate Similarity NPD2122 Discontinued
0.745 Intermediate Similarity NPD1754 Clinical (unspecified phase)
0.7448 Intermediate Similarity NPD3656 Approved
0.7448 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD7477 Discontinued
0.7432 Intermediate Similarity NPD7124 Phase 2
0.7426 Intermediate Similarity NPD2235 Phase 2
0.7426 Intermediate Similarity NPD2231 Phase 2
0.7413 Intermediate Similarity NPD2157 Approved
0.7413 Intermediate Similarity NPD5314 Approved
0.7413 Intermediate Similarity NPD2653 Approved
0.741 Intermediate Similarity NPD1712 Approved
0.741 Intermediate Similarity NPD4993 Discontinued
0.7403 Intermediate Similarity NPD5563 Clinical (unspecified phase)
0.7397 Intermediate Similarity NPD1044 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD3620 Phase 2
0.7389 Intermediate Similarity NPD7201 Clinical (unspecified phase)
0.7388 Intermediate Similarity NPD1357 Approved
0.7385 Intermediate Similarity NPD821 Approved
0.7376 Intermediate Similarity NPD2028 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD5604 Discontinued
0.7372 Intermediate Similarity NPD2982 Phase 2
0.7372 Intermediate Similarity NPD2983 Phase 2
0.7365 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7357 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7348 Intermediate Similarity NPD709 Approved
0.7342 Intermediate Similarity NPD2821 Approved
0.7333 Intermediate Similarity NPD9384 Approved
0.7333 Intermediate Similarity NPD4584 Approved
0.7333 Intermediate Similarity NPD9381 Approved
0.7328 Intermediate Similarity NPD2228 Approved
0.7328 Intermediate Similarity NPD2229 Approved
0.7328 Intermediate Similarity NPD2234 Approved
0.7324 Intermediate Similarity NPD554 Clinical (unspecified phase)
0.7319 Intermediate Similarity NPD9634 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD3686 Approved
0.7303 Intermediate Similarity NPD3687 Approved
0.7299 Intermediate Similarity NPD2981 Phase 2
0.7296 Intermediate Similarity NPD4606 Clinical (unspecified phase)
0.7296 Intermediate Similarity NPD4010 Discontinued
0.7292 Intermediate Similarity NPD3054 Approved
0.7292 Intermediate Similarity NPD3052 Approved
0.729 Intermediate Similarity NPD6818 Clinical (unspecified phase)
0.7286 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD2808 Discontinued
0.7279 Intermediate Similarity NPD7596 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD6072 Discontinued
0.7273 Intermediate Similarity NPD2238 Phase 2
0.7273 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD1613 Approved
0.7261 Intermediate Similarity NPD7833 Phase 2
0.7261 Intermediate Similarity NPD7831 Phase 2
0.7261 Intermediate Similarity NPD7832 Clinical (unspecified phase)
0.7259 Intermediate Similarity NPD4093 Discontinued
0.7255 Intermediate Similarity NPD824 Approved
0.7255 Intermediate Similarity NPD3455 Phase 2
0.7248 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD9622 Approved
0.7246 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD3685 Discontinued
0.7237 Intermediate Similarity NPD6662 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD6031 Approved
0.7237 Intermediate Similarity NPD6030 Approved
0.7231 Intermediate Similarity NPD9280 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD1771 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD3985 Discontinued
0.7219 Intermediate Similarity NPD3536 Discontinued
0.7214 Intermediate Similarity NPD7905 Discontinued
0.7214 Intermediate Similarity NPD9620 Approved
0.7214 Intermediate Similarity NPD9621 Approved
0.7214 Intermediate Similarity NPD9619 Approved
0.7214 Intermediate Similarity NPD7451 Discontinued
0.7213 Intermediate Similarity NPD9296 Approved
0.7209 Intermediate Similarity NPD2684 Approved
0.7203 Intermediate Similarity NPD3532 Approved
0.7203 Intermediate Similarity NPD3530 Approved
0.7203 Intermediate Similarity NPD3531 Approved
0.72 Intermediate Similarity NPD6783 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD2883 Discontinued
0.7172 Intermediate Similarity NPD4579 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD1772 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD2492 Phase 1
0.7164 Intermediate Similarity NPD3596 Phase 2
0.7163 Intermediate Similarity NPD3018 Phase 2
0.7163 Intermediate Similarity NPD9494 Approved
0.7162 Intermediate Similarity NPD3655 Clinical (unspecified phase)
0.7161 Intermediate Similarity NPD5090 Approved
0.7161 Intermediate Similarity NPD5089 Approved
0.716 Intermediate Similarity NPD5602 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD1792 Phase 2
0.7153 Intermediate Similarity NPD4060 Phase 1
0.7153 Intermediate Similarity NPD3847 Discontinued
0.7153 Intermediate Similarity NPD3421 Phase 3
0.7143 Intermediate Similarity NPD3111 Phase 1
0.7133 Intermediate Similarity NPD601 Approved
0.7133 Intermediate Similarity NPD3692 Discontinued
0.7133 Intermediate Similarity NPD598 Approved
0.7133 Intermediate Similarity NPD597 Approved
0.7133 Intermediate Similarity NPD1039 Discontinued
0.7133 Intermediate Similarity NPD3056 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD6111 Discontinued
0.7121 Intermediate Similarity NPD7843 Approved
0.7115 Intermediate Similarity NPD5720 Discontinued
0.7099 Intermediate Similarity NPD27 Approved
0.7099 Intermediate Similarity NPD2489 Approved
0.7097 Intermediate Similarity NPD3296 Phase 1
0.709 Intermediate Similarity NPD7157 Approved
0.7083 Intermediate Similarity NPD1132 Approved
0.7083 Intermediate Similarity NPD1136 Approved
0.7083 Intermediate Similarity NPD1423 Approved
0.7083 Intermediate Similarity NPD259 Phase 1
0.7083 Intermediate Similarity NPD1130 Approved
0.708 Intermediate Similarity NPD2423 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD2933 Approved
0.7073 Intermediate Similarity NPD2934 Approved
0.7071 Intermediate Similarity NPD7258 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD4110 Phase 3
0.7059 Intermediate Similarity NPD6580 Approved
0.7059 Intermediate Similarity NPD3647 Clinical (unspecified phase)

  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