Structure

Physi-Chem Properties

Molecular Weight:  291.09
Volume:  299.298
LogP:  3.261
LogD:  2.771
LogS:  -5.507
# Rotatable Bonds:  2
TPSA:  48.42
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.567
Synthetic Accessibility Score:  2.303
Fsp3:  0.111
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.797
MDCK Permeability:  1.7035456039593555e-05
Pgp-inhibitor:  0.298
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.003
20% Bioavailability (F20%):  0.001
30% Bioavailability (F30%):  0.022

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.467
Plasma Protein Binding (PPB):  95.30542755126953%
Volume Distribution (VD):  0.59
Pgp-substrate:  2.249969720840454%

ADMET: Metabolism

CYP1A2-inhibitor:  0.924
CYP1A2-substrate:  0.939
CYP2C19-inhibitor:  0.806
CYP2C19-substrate:  0.432
CYP2C9-inhibitor:  0.678
CYP2C9-substrate:  0.882
CYP2D6-inhibitor:  0.076
CYP2D6-substrate:  0.859
CYP3A4-inhibitor:  0.703
CYP3A4-substrate:  0.314

ADMET: Excretion

Clearance (CL):  3.608
Half-life (T1/2):  0.215

ADMET: Toxicity

hERG Blockers:  0.091
Human Hepatotoxicity (H-HT):  0.303
Drug-inuced Liver Injury (DILI):  0.946
AMES Toxicity:  0.872
Rat Oral Acute Toxicity:  0.219
Maximum Recommended Daily Dose:  0.707
Skin Sensitization:  0.073
Carcinogencity:  0.899
Eye Corrosion:  0.004
Eye Irritation:  0.444
Respiratory Toxicity:  0.875

Download Data

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

  Natural Product: NPC210434

Natural Product ID:  NPC210434
Common Name*:   Lysicamine
IUPAC Name:   n.a.
Synonyms:   Lysicamine; Oxonuciferine
Standard InCHIKey:  DPBMWJXWUINLQT-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C18H13NO3/c1-21-13-9-10-7-8-19-16-14(10)15(18(13)22-2)11-5-3-4-6-12(11)17(16)20/h3-9H,1-2H3
SMILES:  COc1cc2ccnc3c2c(-c2ccccc2C3=O)c1OC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL510090
PubChem CID:   122691
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000279] Alkaloids and derivatives
      • [CHEMONTID:0000381] Aporphines

*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
NPO6333 Annona glabra Species Annonaceae Eukaryota n.a. stem wood n.a. DOI[10.1021/np100247r]
NPO19242 Eucalyptus albens Species Myrtaceae Eukaryota flowers n.a. n.a. PMID[10075775]
NPO6333 Annona glabra Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[10395501]
NPO6333 Annona glabra Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[10425140]
NPO11164 Renealmia alpinia Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[10479331]
NPO2884 Annona squamosa Species Annonaceae Eukaryota seeds n.a. n.a. PMID[11141125]
NPO9348 Cananga odorata Species Annonaceae Eukaryota fruits n.a. n.a. PMID[11374955]
NPO4041 Guatteria multivenia Species Annonaceae Eukaryota Roots n.a. n.a. PMID[12088427]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[12398544]
NPO15866 Goniothalamus amuyon Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[12713398]
NPO14814 Aristolochia contorta Species Aristolochiaceae Eukaryota n.a. n.a. n.a. PMID[1431939]
NPO19436 Annona cherimola Species Annonaceae Eukaryota Seeds n.a. n.a. PMID[15387664]
NPO6333 Annona glabra Species Annonaceae Eukaryota Fruits n.a. n.a. PMID[15568797]
NPO4501 Caragana intermedia Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[15620236]
NPO4368 Magnolia officinalis Species Magnoliaceae Eukaryota n.a. n.a. n.a. PMID[1659613]
NPO21404 Anagallis monelli Species Primulaceae Eukaryota n.a. aerial part n.a. PMID[17329877]
NPO15866 Goniothalamus amuyon Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[1791473]
NPO4368 Magnolia officinalis Species Magnoliaceae Eukaryota stem bark n.a. n.a. PMID[17918910]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[18419154]
NPO19083 Alstonia angustiloba Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[18524603]
NPO4368 Magnolia officinalis Species Magnoliaceae Eukaryota Stems; Barks n.a. n.a. PMID[19086868]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[19296389]
NPO17039 Pharbitis nil Species Convolvulaceae Eukaryota Seeds n.a. n.a. PMID[19435339]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. PMID[19919095]
NPO32767 guatteria hispida Species Annonaceae Eukaryota bark n.a. n.a. PMID[20476748]
NPO6333 Annona glabra Species Annonaceae Eukaryota stem Taipei Botanical Garden, Taipei, Taiwan, China 2006-MAR PMID[20828184]
NPO17759 Rhododendron mucronulatum Species Ericaceae Eukaryota n.a. stem n.a. PMID[21443171]
NPO9348 Cananga odorata Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[21504145]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[21910504]
NPO12425 Combretum griffithii Species Combretaceae Eukaryota n.a. stem n.a. PMID[21919533]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. seed n.a. PMID[22011319]
NPO2884 Annona squamosa Species Annonaceae Eukaryota seeds n.a. n.a. PMID[22011319]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota flower buds and leaves Khon Kaen province, Thailand 2010 PMID[23270663]
NPO1168 Euphorbia sikkimensis Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[23327832]
NPO2884 Annona squamosa Species Annonaceae Eukaryota Barks n.a. n.a. PMID[2348205]
NPO18602 Melampodium leucanthum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23501116]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Leaves n.a. n.a. PMID[23642481]
NPO12425 Combretum griffithii Species Combretaceae Eukaryota Stems n.a. n.a. PMID[23795891]
NPO31062 Pharbitis nil n.a. n.a. n.a. n.a. n.a. n.a. PMID[23815260]
NPO4368 Magnolia officinalis Species Magnoliaceae Eukaryota n.a. bark n.a. PMID[23823874]
NPO9348 Cananga odorata Species Annonaceae Eukaryota flower buds Thailand n.a. PMID[24601675]
NPO6333 Annona glabra Species Annonaceae Eukaryota fruits n.a. n.a. PMID[25499882]
NPO18602 Melampodium leucanthum Species Asteraceae Eukaryota leaves and branches n.a. n.a. PMID[25685941]
NPO18602 Melampodium leucanthum Species Asteraceae Eukaryota leaves and branches San Antonio, Texas 2004-JUN PMID[25685941]
NPO5986.2 Ziziphus jujuba var. spinosa Varieties Rhamnaceae Eukaryota n.a. n.a. n.a. PMID[25767684]
NPO17296 Beesia calthifolia Species Ranunculaceae Eukaryota n.a. n.a. n.a. PMID[26238319]
NPO5986.2 Ziziphus jujuba var. spinosa Varieties Rhamnaceae Eukaryota n.a. seed n.a. PMID[26281588]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Flowers n.a. n.a. PMID[26462418]
NPO1168 Euphorbia sikkimensis Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[26756779]
NPO4368 Magnolia officinalis Species Magnoliaceae Eukaryota n.a. n.a. n.a. PMID[28485933]
NPO18676 Clerodendrum trichotomum Species Lamiaceae Eukaryota Roots n.a. n.a. PMID[29924604]
NPO16455 Xylopia aethiopica Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[8158166]
NPO33359 miliusa cf. banacea Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[8158166]
NPO10649 Guatteria ouregou Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[8676127]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. fruit n.a. PMID[8786370]
NPO2884 Annona squamosa Species Annonaceae Eukaryota bark n.a. n.a. PMID[9214729]
NPO11164 Renealmia alpinia Species Zingiberaceae Eukaryota n.a. Suriname rainforest n.a. PMID[9428162]
NPO6333 Annona glabra Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[9584397]
NPO11053 Annona purpurea Species Annonaceae Eukaryota seeds n.a. n.a. PMID[9599253]
NPO6333 Annona glabra Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[9599260]
NPO11053 Annona purpurea Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[9868142]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. Database[FooDB]
NPO24342 Lupinus albus Species Fabaceae Eukaryota n.a. n.a. Database[FooDB]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. n.a. Database[FooDB]
NPO19436 Annona cherimola Species Annonaceae Eukaryota n.a. n.a. Database[FooDB]
NPO19436 Annona cherimola Species Annonaceae Eukaryota 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 Fruit n.a. n.a. Database[FooDB]
NPO2884 Annona squamosa Species Annonaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Rhizome n.a. n.a. Database[FooDB]
NPO19436 Annona cherimola Species Annonaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO24342 Lupinus albus Species Fabaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO11053 Annona purpurea Species Annonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24342 Lupinus albus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16473 Araucaria bidwillii Species Araucariaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1783 Euonymus fortunei Species Celastraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5986.2 Ziziphus jujuba var. spinosa Varieties Rhamnaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9348 Cananga odorata Species Annonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23170 Orobanche coerulescens Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19769 Boschniakia rossica Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17759 Rhododendron mucronulatum Species Ericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO31062 Pharbitis nil n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO18765 Juniperus scopulorum Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14814 Aristolochia contorta Species Aristolochiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15866 Goniothalamus amuyon Species Annonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4368 Magnolia officinalis Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13737 Tephroseris kirilowii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6333 Annona glabra Species Annonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3371 Podocarpus nubigenus Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18765 Juniperus scopulorum Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23170 Orobanche coerulescens Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11053 Annona purpurea Species Annonaceae 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]
NPO17759 Rhododendron mucronulatum Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24342 Lupinus albus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15826 Cortex magnoliae officinalis n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO13358 Piper brachystachyum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17296 Beesia calthifolia Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19769 Boschniakia rossica Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18676 Clerodendrum trichotomum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4368 Magnolia officinalis Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5986.2 Ziziphus jujuba var. spinosa Varieties Rhamnaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3371 Podocarpus nubigenus Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1783 Euonymus fortunei Species Celastraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16473 Araucaria bidwillii Species Araucariaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17039 Pharbitis nil Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6333 Annona glabra Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14814 Aristolochia contorta Species Aristolochiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9348 Cananga odorata Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15866 Goniothalamus amuyon Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11967 Delphinium giraldii Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14233 Ormosia dasycarpa Species Limoniidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13737 Tephroseris kirilowii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14814 Aristolochia contorta Species Aristolochiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO23170 Orobanche coerulescens Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO31062 Pharbitis nil n.a. n.a. n.a. n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5986.3 Ziziphus jujuba mill. var. inermis (bge.) rehd. Varieties Rhamnaceae 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]
NPO24342 Lupinus albus Species Fabaceae 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]
NPO4368 Magnolia officinalis Species Magnoliaceae 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]
NPO3371 Podocarpus nubigenus Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11053 Annona purpurea Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18765 Juniperus scopulorum Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14814 Aristolochia contorta Species Aristolochiaceae 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]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO23170 Orobanche coerulescens Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4368 Magnolia officinalis Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18765 Juniperus scopulorum Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4501 Caragana intermedia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24723 Ophiorrhiza bracteata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19242 Eucalyptus albens Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16135 Pestalotiopsis oenotherae Species Sporocadaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4563 Clinopodium acinos Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16981 Gutierrezia dracunculoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17759 Rhododendron mucronulatum Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12223 Stellaria media Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2884 Annona squamosa Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19371 Costasiella ocellifera Species Costasiellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23170 Orobanche coerulescens Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15127 Senecio congestus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19769 Boschniakia rossica Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13101 Passiflora hybrid Species Passifloraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21404 Anagallis monelli Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18048 Phlomis crinita Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24342 Lupinus albus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25164 Polyalthia suaveolens Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17630 Helenium integrifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4368 Magnolia officinalis Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO968 Artemisia pectinata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15802 Papaver pseudocanescens Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16455 Xylopia aethiopica Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10562 Aglaia archboldiana Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28729 Spirostachys africana Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19709 Pseudocyphellaria australiensis Species Lobariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25370 Botrychium ternatum Species Ophioglossaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18169 Creosphaeria sassafras Species Xylariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18262 Aspergillus microcysticus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16473 Araucaria bidwillii Species Araucariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10358 Bupleurum gerardi Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13358 Piper brachystachyum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1783 Euonymus fortunei Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18676 Clerodendrum trichotomum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20329 Gymnacranthera paniculata Species Myristicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10649 Guatteria ouregou Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12599.1 Pinus leiophylla var. chihuahuana Varieties Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19170 Lasianthaea podocephala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24939 Veronica officinalis Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18348 Crotalaria stolzii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16325 Sideritis dasygnaphala Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19083 Alstonia angustiloba Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4041 Guatteria multivenia Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17296 Beesia calthifolia Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4679 Hedysarum gmelini Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8172 Emericellopsis minima Species n.a. Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13737 Tephroseris kirilowii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12425 Combretum griffithii Species Combretaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19436 Annona cherimola Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4973 Cirsium rivulare Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14233 Ormosia dasycarpa Species Limoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19572 Pellacalyx axillaris Species Rhizophoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1168 Euphorbia sikkimensis Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7993 Euclea pseudebenus Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18533 Delisea elegans Species Bonnemaisoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24561 Sesuvium portulacastrum Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18602 Melampodium leucanthum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24123 Ramalina scopulorum Species Ramalinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12769 Hosta sieboldii Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6333 Annona glabra Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17039 Pharbitis nil Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11646 Morella pensylvanica Species Myricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11967 Delphinium giraldii Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6236 Polymastia boletiformis Species Polymastiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14893 Streptomyces eurocidicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO1798 Duguetia obovata Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2292 Teclea verdoorniana 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]
NPO15866 Goniothalamus amuyon Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11053 Annona purpurea Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12914 Sarcophyton flexuosum Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18424 Selinum libanotis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11164 Renealmia alpinia Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9906 Zephyranthes flava Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13718 Poria tenuis Species Coccinellidae 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]
NPO17499 Bursera kerberi Species Burseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29531 Lupinus cosentinii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21816 Calea jamaicensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27877 Eliokarmos thyrsoides Species Hyacinthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17230 Psidium acutangulum Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3371 Podocarpus nubigenus Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29450 Streptomyces parvisporogenes Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO24593 Campanula pyramidalis Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9348 Cananga odorata Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25009 Cystoseira myrica Species Sargassaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17354 Micromonospora echinospora Species Micromonosporaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO18927 Clinacanthus nutans Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17114 Streptomyces melanogenes Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO11081 Baccharis grandicapitulata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12870 Curcuma aeruginosa 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

☑ 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
NPT65 Cell Line HepG2 Homo sapiens IC50 = 6.2 ug.mL-1 PMID[549960]
NPT91 Cell Line KB Homo sapiens ED50 > 10.0 ug ml-1 PMID[549962]
NPT1073 Individual Protein Dopamine transporter Rattus norvegicus IC50 > 100000.0 nM PMID[549964]
NPT189 Cell Line Vero Chlorocebus aethiops CC50 = 500000.0 nM PMID[549965]
NPT189 Cell Line Vero Chlorocebus aethiops MTC = 250.0 uM PMID[549965]
NPT66 Individual Protein Acetylcholinesterase Electrophorus electricus IC50 = 16100.0 nM PMID[549967]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 2.4 ug.mL-1 PMID[549960]
NPT20967 CELL-LINE Platelet n.a. Activity = 88.9 % PMID[549961]
NPT20967 CELL-LINE Platelet n.a. Activity = 16.3 % PMID[549961]
NPT20967 CELL-LINE Platelet n.a. Activity = 55.2 % PMID[549961]
NPT20967 CELL-LINE Platelet n.a. Activity = 83.7 % PMID[549961]
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae Activity > 500.0 ug ml-1 PMID[549963]
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae Activity = 390.0 ug ml-1 PMID[549963]
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae Activity = 300.0 ug ml-1 PMID[549963]
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae Activity > 8000.0 ug ml-1 PMID[549963]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 0.86 n.a. PMID[549966]
NPT17 Organism Staphylococcus epidermidis Staphylococcus epidermidis MIC = 50.0 ug.mL-1 PMID[549966]
NPT2580 Organism Candida dubliniensis Candida dubliniensis MIC = 100.0 ug.mL-1 PMID[549966]
NPT2 Others Unspecified Inhibition = 8.7 % PMID[549968]
NPT2 Others Unspecified Inhibition = 4.8 % PMID[549968]
NPT27 Others Unspecified Inhibition = 22.5 % PMID[549968]
NPT27 Others Unspecified Inhibition = 69.0 % PMID[549968]
NPT2 Others Unspecified Inhibition = 65.3 % PMID[549968]
NPT2 Others Unspecified Inhibition = -1.5 % PMID[549968]

☑ 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 NPC210434 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
0.9704 High Similarity NPC24019
0.9608 High Similarity NPC278525
0.9563 High Similarity NPC22481
0.9515 High Similarity NPC233334
0.9471 High Similarity NPC108342
0.9426 High Similarity NPC182907
0.9426 High Similarity NPC189903
0.9423 High Similarity NPC90875
0.9397 High Similarity NPC236668
0.935 High Similarity NPC146976
0.9289 High Similarity NPC166722
0.9206 High Similarity NPC15406
0.9202 High Similarity NPC210296
0.9163 High Similarity NPC124313
0.9159 High Similarity NPC207283
0.9159 High Similarity NPC84164
0.9055 High Similarity NPC470020
0.8955 High Similarity NPC183537
0.8869 High Similarity NPC77878
0.8778 High Similarity NPC270515
0.872 High Similarity NPC322482
0.8599 High Similarity NPC251160
0.8591 High Similarity NPC119134
0.8551 High Similarity NPC470018
0.8512 High Similarity NPC74575
0.8447 Intermediate Similarity NPC253675
0.8442 Intermediate Similarity NPC133140
0.8442 Intermediate Similarity NPC195268
0.8411 Intermediate Similarity NPC216612
0.8356 Intermediate Similarity NPC49547
0.8326 Intermediate Similarity NPC132385
0.8261 Intermediate Similarity NPC36229
0.8261 Intermediate Similarity NPC16452
0.8261 Intermediate Similarity NPC476581
0.8243 Intermediate Similarity NPC470017
0.8241 Intermediate Similarity NPC122463
0.8206 Intermediate Similarity NPC470022
0.8195 Intermediate Similarity NPC476578
0.8195 Intermediate Similarity NPC476582
0.8195 Intermediate Similarity NPC4071
0.8169 Intermediate Similarity NPC235076
0.8155 Intermediate Similarity NPC477019
0.8152 Intermediate Similarity NPC188420
0.8136 Intermediate Similarity NPC246381
0.8116 Intermediate Similarity NPC31930
0.8068 Intermediate Similarity NPC234197
0.8062 Intermediate Similarity NPC72905
0.8056 Intermediate Similarity NPC23614
0.8056 Intermediate Similarity NPC100079
0.8052 Intermediate Similarity NPC137353
0.8037 Intermediate Similarity NPC149471
0.8037 Intermediate Similarity NPC271215
0.8026 Intermediate Similarity NPC142385
0.8018 Intermediate Similarity NPC46451
0.7991 Intermediate Similarity NPC296482
0.7991 Intermediate Similarity NPC208522
0.7991 Intermediate Similarity NPC53069
0.7991 Intermediate Similarity NPC202605
0.7991 Intermediate Similarity NPC202768
0.7991 Intermediate Similarity NPC112206
0.7981 Intermediate Similarity NPC290689
0.7974 Intermediate Similarity NPC41501
0.7944 Intermediate Similarity NPC220337
0.7925 Intermediate Similarity NPC308943
0.7925 Intermediate Similarity NPC313189
0.7909 Intermediate Similarity NPC118121
0.7907 Intermediate Similarity NPC96405
0.7907 Intermediate Similarity NPC171409
0.789 Intermediate Similarity NPC204446
0.7872 Intermediate Similarity NPC478045
0.784 Intermediate Similarity NPC193238
0.784 Intermediate Similarity NPC135549
0.7818 Intermediate Similarity NPC174049
0.7793 Intermediate Similarity NPC94842
0.7757 Intermediate Similarity NPC222561
0.7727 Intermediate Similarity NPC473822
0.7702 Intermediate Similarity NPC134637
0.7671 Intermediate Similarity NPC55470
0.7652 Intermediate Similarity NPC472061
0.7634 Intermediate Similarity NPC122436
0.7626 Intermediate Similarity NPC232225
0.7578 Intermediate Similarity NPC54066
0.7576 Intermediate Similarity NPC235685
0.7574 Intermediate Similarity NPC107123
0.7562 Intermediate Similarity NPC312872
0.7545 Intermediate Similarity NPC162530
0.7543 Intermediate Similarity NPC101350
0.7542 Intermediate Similarity NPC318068
0.7534 Intermediate Similarity NPC208284
0.7522 Intermediate Similarity NPC255800
0.7522 Intermediate Similarity NPC96584
0.7511 Intermediate Similarity NPC298449
0.7511 Intermediate Similarity NPC201508
0.75 Intermediate Similarity NPC224928
0.7488 Intermediate Similarity NPC146724
0.7479 Intermediate Similarity NPC129897
0.7478 Intermediate Similarity NPC471004
0.7476 Intermediate Similarity NPC280964
0.7476 Intermediate Similarity NPC114335
0.7476 Intermediate Similarity NPC141915
0.7467 Intermediate Similarity NPC280799
0.7448 Intermediate Similarity NPC302807
0.7446 Intermediate Similarity NPC329631
0.7444 Intermediate Similarity NPC473513
0.7432 Intermediate Similarity NPC237740
0.743 Intermediate Similarity NPC287437
0.7411 Intermediate Similarity NPC173080
0.7402 Intermediate Similarity NPC285941
0.7397 Intermediate Similarity NPC82548
0.7397 Intermediate Similarity NPC100573
0.7397 Intermediate Similarity NPC207873
0.7387 Intermediate Similarity NPC324361
0.7385 Intermediate Similarity NPC300156
0.7385 Intermediate Similarity NPC45190
0.7383 Intermediate Similarity NPC23080
0.7383 Intermediate Similarity NPC17677
0.7383 Intermediate Similarity NPC193906
0.738 Intermediate Similarity NPC478078
0.7377 Intermediate Similarity NPC191489
0.7368 Intermediate Similarity NPC206186
0.7359 Intermediate Similarity NPC474688
0.7359 Intermediate Similarity NPC260434
0.7349 Intermediate Similarity NPC5374
0.7345 Intermediate Similarity NPC469439
0.7342 Intermediate Similarity NPC474428
0.7339 Intermediate Similarity NPC327592
0.7333 Intermediate Similarity NPC46561
0.7309 Intermediate Similarity NPC266931
0.7306 Intermediate Similarity NPC470164
0.7306 Intermediate Similarity NPC323345
0.7306 Intermediate Similarity NPC317373
0.7296 Intermediate Similarity NPC172222
0.7295 Intermediate Similarity NPC206201
0.7292 Intermediate Similarity NPC63971
0.7292 Intermediate Similarity NPC91868
0.7285 Intermediate Similarity NPC174672
0.7285 Intermediate Similarity NPC174758
0.7281 Intermediate Similarity NPC144452
0.7281 Intermediate Similarity NPC477788
0.7273 Intermediate Similarity NPC249583
0.7273 Intermediate Similarity NPC4687
0.7269 Intermediate Similarity NPC225279
0.7265 Intermediate Similarity NPC310211
0.7265 Intermediate Similarity NPC308137
0.7258 Intermediate Similarity NPC88923
0.7258 Intermediate Similarity NPC100734
0.7258 Intermediate Similarity NPC315634
0.7257 Intermediate Similarity NPC475844
0.7257 Intermediate Similarity NPC148889
0.7257 Intermediate Similarity NPC217554
0.7254 Intermediate Similarity NPC13603
0.7252 Intermediate Similarity NPC124086
0.7252 Intermediate Similarity NPC471304
0.724 Intermediate Similarity NPC90185
0.7238 Intermediate Similarity NPC204385
0.7236 Intermediate Similarity NPC89549
0.7234 Intermediate Similarity NPC295228
0.7222 Intermediate Similarity NPC71124
0.7222 Intermediate Similarity NPC127085
0.722 Intermediate Similarity NPC139763
0.7213 Intermediate Similarity NPC326930
0.7213 Intermediate Similarity NPC475301
0.7213 Intermediate Similarity NPC303374
0.7213 Intermediate Similarity NPC85879
0.7213 Intermediate Similarity NPC53255
0.7212 Intermediate Similarity NPC27041
0.7212 Intermediate Similarity NPC190461
0.7212 Intermediate Similarity NPC169402
0.7212 Intermediate Similarity NPC246658
0.7203 Intermediate Similarity NPC6786
0.7202 Intermediate Similarity NPC471489
0.72 Intermediate Similarity NPC116238
0.7196 Intermediate Similarity NPC254957
0.7192 Intermediate Similarity NPC70949
0.7191 Intermediate Similarity NPC39370
0.7191 Intermediate Similarity NPC208898
0.719 Intermediate Similarity NPC249405
0.7188 Intermediate Similarity NPC264176
0.7186 Intermediate Similarity NPC473506
0.7184 Intermediate Similarity NPC478083
0.7184 Intermediate Similarity NPC84347
0.7182 Intermediate Similarity NPC285558
0.7179 Intermediate Similarity NPC207686
0.7179 Intermediate Similarity NPC473186
0.7177 Intermediate Similarity NPC328928
0.7176 Intermediate Similarity NPC90229
0.7173 Intermediate Similarity NPC11408
0.7169 Intermediate Similarity NPC328596
0.7169 Intermediate Similarity NPC328318
0.7167 Intermediate Similarity NPC284141
0.7166 Intermediate Similarity NPC473833
0.7162 Intermediate Similarity NPC198503
0.7156 Intermediate Similarity NPC276674
0.7156 Intermediate Similarity NPC33902
0.7155 Intermediate Similarity NPC476110
0.7155 Intermediate Similarity NPC475600
0.7155 Intermediate Similarity NPC228377
0.7155 Intermediate Similarity NPC122968
0.7155 Intermediate Similarity NPC475631
0.7155 Intermediate Similarity NPC328186

  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 NPC210434 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
0.8442 Intermediate Similarity NPD3921 Approved
0.8442 Intermediate Similarity NPD3922 Approved
0.8442 Intermediate Similarity NPD3924 Approved
0.8442 Intermediate Similarity NPD3923 Approved
0.8018 Intermediate Similarity NPD3763 Approved
0.7991 Intermediate Similarity NPD3816 Phase 1
0.7991 Intermediate Similarity NPD3815 Phase 1
0.798 Intermediate Similarity NPD3920 Phase 2
0.7957 Intermediate Similarity NPD8091 Phase 3
0.7824 Intermediate Similarity NPD7069 Discontinued
0.7783 Intermediate Similarity NPD6790 Phase 1
0.7754 Intermediate Similarity NPD4926 Clinical (unspecified phase)
0.7662 Intermediate Similarity NPD7885 Phase 2
0.7662 Intermediate Similarity NPD7886 Phase 2
0.7658 Intermediate Similarity NPD6242 Discontinued
0.7647 Intermediate Similarity NPD6568 Discontinued
0.7621 Intermediate Similarity NPD6257 Clinical (unspecified phase)
0.7621 Intermediate Similarity NPD5801 Clinical (unspecified phase)
0.7585 Intermediate Similarity NPD8350 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD4429 Discontinued
0.7568 Intermediate Similarity NPD7395 Discontinued
0.7549 Intermediate Similarity NPD7414 Clinical (unspecified phase)
0.7522 Intermediate Similarity NPD6494 Phase 2
0.7447 Intermediate Similarity NPD1483 Discontinued
0.7446 Intermediate Similarity NPD6741 Clinical (unspecified phase)
0.7446 Intermediate Similarity NPD5040 Clinical (unspecified phase)
0.744 Intermediate Similarity NPD4889 Approved
0.7431 Intermediate Similarity NPD5429 Discontinued
0.7426 Intermediate Similarity NPD5488 Discontinued
0.7421 Intermediate Similarity NPD5866 Approved
0.7407 Intermediate Similarity NPD6477 Clinical (unspecified phase)
0.7406 Intermediate Similarity NPD6525 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD5022 Discontinued
0.7389 Intermediate Similarity NPD1923 Clinical (unspecified phase)
0.7387 Intermediate Similarity NPD7571 Clinical (unspecified phase)
0.7377 Intermediate Similarity NPD7708 Approved
0.7376 Intermediate Similarity NPD7927 Clinical (unspecified phase)
0.7373 Intermediate Similarity NPD5513 Phase 2
0.7366 Intermediate Similarity NPD3326 Clinical (unspecified phase)
0.7357 Intermediate Similarity NPD2285 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD6964 Approved
0.7339 Intermediate Similarity NPD6963 Approved
0.7336 Intermediate Similarity NPD7426 Phase 1
0.7328 Intermediate Similarity NPD4885 Approved
0.7311 Intermediate Similarity NPD5483 Clinical (unspecified phase)
0.7289 Intermediate Similarity NPD4989 Phase 2
0.7288 Intermediate Similarity NPD2921 Clinical (unspecified phase)
0.7258 Intermediate Similarity NPD7803 Approved
0.7252 Intermediate Similarity NPD4997 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD8052 Clinical (unspecified phase)
0.724 Intermediate Similarity NPD5658 Approved
0.724 Intermediate Similarity NPD7467 Discontinued
0.7238 Intermediate Similarity NPD6230 Discontinued
0.7235 Intermediate Similarity NPD6219 Discontinued
0.723 Intermediate Similarity NPD6569 Phase 2
0.7227 Intermediate Similarity NPD5530 Phase 1
0.7227 Intermediate Similarity NPD6716 Phase 1
0.7227 Intermediate Similarity NPD7010 Phase 3
0.719 Intermediate Similarity NPD5482 Discontinued
0.7188 Intermediate Similarity NPD7225 Discontinued
0.7183 Intermediate Similarity NPD2334 Discontinued
0.7182 Intermediate Similarity NPD3946 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD8149 Discontinued
0.7167 Intermediate Similarity NPD4952 Phase 3
0.7166 Intermediate Similarity NPD6531 Approved
0.7166 Intermediate Similarity NPD6530 Approved
0.7131 Intermediate Similarity NPD5805 Approved
0.7129 Intermediate Similarity NPD3386 Phase 2
0.7119 Intermediate Similarity NPD7588 Discontinued
0.7118 Intermediate Similarity NPD8479 Phase 2
0.7108 Intermediate Similarity NPD6872 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD3354 Phase 2
0.71 Intermediate Similarity NPD7279 Phase 2
0.71 Intermediate Similarity NPD7278 Phase 2
0.7098 Intermediate Similarity NPD5914 Approved
0.7097 Intermediate Similarity NPD6228 Discontinued
0.7087 Intermediate Similarity NPD4923 Phase 1
0.7083 Intermediate Similarity NPD5975 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD4418 Discontinued
0.7082 Intermediate Similarity NPD3259 Approved
0.7078 Intermediate Similarity NPD4396 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD4558 Phase 2
0.7076 Intermediate Similarity NPD4373 Phase 2
0.7069 Intermediate Similarity NPD6247 Clinical (unspecified phase)
0.7066 Intermediate Similarity NPD6460 Clinical (unspecified phase)
0.7056 Intermediate Similarity NPD7955 Approved
0.7056 Intermediate Similarity NPD7956 Approved
0.7048 Intermediate Similarity NPD7538 Clinical (unspecified phase)
0.7042 Intermediate Similarity NPD7417 Discontinued
0.704 Intermediate Similarity NPD7222 Phase 2
0.7039 Intermediate Similarity NPD1078 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD5632 Approved
0.7029 Intermediate Similarity NPD6727 Phase 2
0.7027 Intermediate Similarity NPD4795 Phase 2
0.7017 Intermediate Similarity NPD5891 Approved
0.7016 Intermediate Similarity NPD7169 Suspended
0.701 Intermediate Similarity NPD2782 Approved
0.701 Intermediate Similarity NPD2780 Approved
0.7009 Intermediate Similarity NPD7268 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD2739 Clinical (unspecified phase)
0.7004 Intermediate Similarity NPD3217 Phase 2
0.7 Intermediate Similarity NPD8017 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD8016 Phase 3
0.6996 Remote Similarity NPD5601 Phase 2
0.6995 Remote Similarity NPD4375 Approved
0.6992 Remote Similarity NPD6962 Phase 2
0.6986 Remote Similarity NPD5751 Clinical (unspecified phase)
0.6979 Remote Similarity NPD7710 Clinical (unspecified phase)
0.6974 Remote Similarity NPD3257 Approved
0.6972 Remote Similarity NPD5512 Phase 3
0.697 Remote Similarity NPD5070 Clinical (unspecified phase)
0.697 Remote Similarity NPD5930 Phase 3
0.6966 Remote Similarity NPD3263 Phase 3
0.696 Remote Similarity NPD5867 Clinical (unspecified phase)
0.6959 Remote Similarity NPD1038 Approved
0.6959 Remote Similarity NPD4551 Phase 2
0.6959 Remote Similarity NPD1304 Clinical (unspecified phase)
0.6958 Remote Similarity NPD7729 Clinical (unspecified phase)
0.6952 Remote Similarity NPD1620 Clinical (unspecified phase)
0.6951 Remote Similarity NPD4038 Approved
0.6951 Remote Similarity NPD4035 Approved
0.6951 Remote Similarity NPD4033 Approved
0.6951 Remote Similarity NPD32 Approved
0.6951 Remote Similarity NPD4039 Approved
0.6951 Remote Similarity NPD31 Approved
0.6951 Remote Similarity NPD4034 Approved
0.6951 Remote Similarity NPD4036 Approved
0.6951 Remote Similarity NPD4037 Approved
0.6951 Remote Similarity NPD4122 Approved
0.6946 Remote Similarity NPD3006 Discontinued
0.6942 Remote Similarity NPD2781 Approved
0.6936 Remote Similarity NPD7994 Phase 2
0.6936 Remote Similarity NPD4845 Discontinued
0.6933 Remote Similarity NPD5863 Clinical (unspecified phase)
0.6932 Remote Similarity NPD7862 Clinical (unspecified phase)
0.693 Remote Similarity NPD7291 Discontinued
0.6929 Remote Similarity NPD7924 Phase 2
0.6929 Remote Similarity NPD7925 Phase 2
0.6923 Remote Similarity NPD1739 Approved
0.6923 Remote Similarity NPD1740 Approved
0.6923 Remote Similarity NPD7859 Phase 2
0.6916 Remote Similarity NPD6567 Clinical (unspecified phase)
0.6916 Remote Similarity NPD7703 Clinical (unspecified phase)
0.691 Remote Similarity NPD6160 Clinical (unspecified phase)
0.6907 Remote Similarity NPD7555 Discontinued
0.69 Remote Similarity NPD5417 Clinical (unspecified phase)
0.6897 Remote Similarity NPD7858 Clinical (unspecified phase)
0.6895 Remote Similarity NPD3477 Phase 2
0.6895 Remote Similarity NPD3478 Clinical (unspecified phase)
0.6894 Remote Similarity NPD7675 Phase 3
0.6894 Remote Similarity NPD5640 Discontinued
0.6894 Remote Similarity NPD7674 Phase 3
0.6894 Remote Similarity NPD7676 Clinical (unspecified phase)
0.689 Remote Similarity NPD5602 Clinical (unspecified phase)
0.6878 Remote Similarity NPD4118 Clinical (unspecified phase)
0.6878 Remote Similarity NPD5479 Discontinued
0.6872 Remote Similarity NPD6517 Phase 3
0.687 Remote Similarity NPD5612 Discontinued
0.6862 Remote Similarity NPD7558 Phase 2
0.6857 Remote Similarity NPD8100 Phase 3
0.6856 Remote Similarity NPD3945 Discontinued
0.6853 Remote Similarity NPD3258 Approved
0.6851 Remote Similarity NPD7586 Clinical (unspecified phase)
0.6851 Remote Similarity NPD3925 Approved
0.685 Remote Similarity NPD5450 Discontinued
0.6842 Remote Similarity NPD5416 Discontinued
0.6838 Remote Similarity NPD6824 Clinical (unspecified phase)
0.6835 Remote Similarity NPD4372 Phase 1
0.6833 Remote Similarity NPD7807 Clinical (unspecified phase)
0.6833 Remote Similarity NPD5071 Phase 2
0.6826 Remote Similarity NPD6140 Clinical (unspecified phase)
0.6824 Remote Similarity NPD7180 Phase 3
0.6824 Remote Similarity NPD5850 Phase 3
0.682 Remote Similarity NPD6281 Approved
0.682 Remote Similarity NPD5896 Clinical (unspecified phase)
0.6815 Remote Similarity NPD6503 Clinical (unspecified phase)
0.6814 Remote Similarity NPD7453 Approved
0.6814 Remote Similarity NPD7452 Approved
0.6809 Remote Similarity NPD5459 Phase 2
0.6807 Remote Similarity NPD1659 Phase 1
0.6805 Remote Similarity NPD5469 Phase 3
0.6804 Remote Similarity NPD6361 Phase 2
0.6803 Remote Similarity NPD5883 Phase 2
0.6802 Remote Similarity NPD7012 Phase 3
0.6802 Remote Similarity NPD7013 Phase 3
0.68 Remote Similarity NPD6987 Phase 1
0.68 Remote Similarity NPD6138 Clinical (unspecified phase)
0.6797 Remote Similarity NPD3394 Approved
0.6797 Remote Similarity NPD3393 Approved
0.6797 Remote Similarity NPD2433 Clinical (unspecified phase)
0.6797 Remote Similarity NPD3389 Approved
0.6795 Remote Similarity NPD5147 Discontinued
0.6793 Remote Similarity NPD4328 Approved
0.6786 Remote Similarity NPD6975 Discontinued
0.6784 Remote Similarity NPD6376 Discontinued
0.6783 Remote Similarity NPD3795 Approved
0.6783 Remote Similarity NPD3794 Approved
0.6781 Remote Similarity NPD7203 Clinical (unspecified phase)
0.678 Remote Similarity NPD5977 Approved
0.678 Remote Similarity NPD5978 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