Structure

Physi-Chem Properties

Molecular Weight:  270.09
Volume:  270.409
LogP:  3.231
LogD:  3.265
LogS:  -3.847
# Rotatable Bonds:  1
TPSA:  47.92
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.865
Synthetic Accessibility Score:  3.143
Fsp3:  0.25
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:  -4.793
MDCK Permeability:  4.0325023292098194e-05
Pgp-inhibitor:  0.01
Pgp-substrate:  0.032
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.002
30% Bioavailability (F30%):  0.011

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.162
Plasma Protein Binding (PPB):  95.5784912109375%
Volume Distribution (VD):  0.982
Pgp-substrate:  5.242120265960693%

ADMET: Metabolism

CYP1A2-inhibitor:  0.94
CYP1A2-substrate:  0.941
CYP2C19-inhibitor:  0.957
CYP2C19-substrate:  0.798
CYP2C9-inhibitor:  0.831
CYP2C9-substrate:  0.951
CYP2D6-inhibitor:  0.865
CYP2D6-substrate:  0.931
CYP3A4-inhibitor:  0.801
CYP3A4-substrate:  0.45

ADMET: Excretion

Clearance (CL):  14.511
Half-life (T1/2):  0.286

ADMET: Toxicity

hERG Blockers:  0.141
Human Hepatotoxicity (H-HT):  0.352
Drug-inuced Liver Injury (DILI):  0.893
AMES Toxicity:  0.841
Rat Oral Acute Toxicity:  0.115
Maximum Recommended Daily Dose:  0.487
Skin Sensitization:  0.824
Carcinogencity:  0.7
Eye Corrosion:  0.011
Eye Irritation:  0.875
Respiratory Toxicity:  0.776

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Similar NPs/Drugs  

  Natural Product: NPC47283

Natural Product ID:  NPC47283
Common Name*:   (+)-Medicarpin
IUPAC Name:   (6aS,11aS)-9-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol
Synonyms:   (+)-Medicarpin; (6As,11As)-Medicarpan; (6As,11As)-Medicarpin
Standard InCHIKey:  NSRJSISNDPOJOP-CZUORRHYSA-N
Standard InCHI:  InChI=1S/C16H14O4/c1-18-10-3-5-11-13-8-19-14-6-9(17)2-4-12(14)16(13)20-15(11)7-10/h2-7,13,16-17H,8H2,1H3/t13-,16-/m1/s1
SMILES:  COc1ccc2c(c1)O[C@H]1[C@@H]2COc2c1ccc(c2)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL413297
PubChem CID:   73067
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0002506] Isoflavonoids
        • [CHEMONTID:0002617] Furanoisoflavonoids
          • [CHEMONTID:0001608] Pterocarpans

*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
NPO24846 Astragalus membranaceus Species Fabaceae Eukaryota n.a. root n.a. DOI[10.1021/np50075a009]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[10654410]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. root n.a. PMID[10843587]
NPO20142 Embelia schimperi Species Primulaceae Eukaryota n.a. n.a. n.a. PMID[11054840]
NPO27571 Machaerium aristulatum Species Dolichopodidae Eukaryota stems n.a. n.a. PMID[11720542]
NPO18668 Asimina parviflora Species Annonaceae Eukaryota twigs n.a. n.a. PMID[1453182]
NPO19667 Hypericum styphelioides Species Hypericaceae Eukaryota n.a. leaf n.a. PMID[15165152]
NPO19667 Hypericum styphelioides Species Hypericaceae Eukaryota leaves n.a. n.a. PMID[15165152]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota Roots n.a. n.a. PMID[15568770]
NPO15715 Astragalus mongholicus Species Fabaceae Eukaryota n.a. root n.a. PMID[15763368]
NPO18286 Lycogala epidendrum Species Enteridiidae Eukaryota n.a. n.a. n.a. PMID[15911254]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. root n.a. PMID[16392664]
NPO32589 dalea spinosa Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[16499327]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. root n.a. PMID[16933887]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota roots Hualien Hsien, Taiwan 2003-JUL PMID[16933887]
NPO24846 Astragalus membranaceus Species Fabaceae Eukaryota n.a. root n.a. PMID[17253088]
NPO33288 Brazilian Red Propolis Strain n.a. n.a. n.a. Brazilian n.a. PMID[17950610]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. root n.a. PMID[17951038]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[18175961]
NPO20879 Clerodendrum bungei Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[18348535]
NPO33288 Brazilian Red Propolis Strain n.a. n.a. n.a. Brazilian n.a. PMID[18440233]
NPO18176 Ephedra sinica Species Ephedraceae Eukaryota n.a. root n.a. PMID[18975262]
NPO3152 Morella rubra Species Myricaceae Eukaryota n.a. n.a. n.a. PMID[19407970]
NPO3152 Morella rubra Species Myricaceae Eukaryota n.a. bark n.a. PMID[21553897]
NPO18117 Dalbergia odorifera Species Fabaceae Eukaryota heartwood n.a. n.a. PMID[23743282]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[24295087]
NPO18176 Ephedra sinica Species Ephedraceae Eukaryota n.a. n.a. n.a. PMID[24333010]
NPO20598 Lythrum salicaria Species Lythraceae Eukaryota n.a. n.a. n.a. PMID[24459770]
NPO24846 Astragalus membranaceus Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[25068786]
NPO15715 Astragalus mongholicus Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[25844502]
NPO33288 Brazilian Red Propolis Strain n.a. n.a. n.a. n.a. n.a. PMID[26938776]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[27575476]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota Roots n.a. n.a. PMID[30298740]
NPO24846 Astragalus membranaceus Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[30758201]
NPO33288 Brazilian Red Propolis Strain n.a. n.a. n.a. n.a. n.a. PMID[32525315]
NPO18117 Dalbergia odorifera Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[9525107]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota Roots n.a. n.a. PMID[9868163]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. root n.a. Database[Article]
NPO12056 Chondrodendron tomentosum Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21375 Euphorbia nematocypha Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15715 Astragalus mongholicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17334 Onopordum acanthium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20598 Lythrum salicaria Species Lythraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21170 Embelia parviflora Species Primulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18286 Lycogala epidendrum Species Enteridiidae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18176 Ephedra sinica Species Ephedraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18117 Dalbergia odorifera Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24846 Astragalus membranaceus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15715 Astragalus mongholicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO8300 Apis mellifera ligustica Species Apidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24846 Astragalus membranaceus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12056 Chondrodendron tomentosum Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21375 Euphorbia nematocypha Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17334 Onopordum acanthium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15715 Astragalus mongholicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20489 Epilobium hirsutum Species Onagraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18176 Ephedra sinica Species Ephedraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18668 Asimina parviflora Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3152 Morella rubra Species Myricaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18286 Lycogala epidendrum Species Enteridiidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20879 Clerodendrum bungei Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8707.1 Pueraria montana var. lobata Varieties Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20142 Embelia schimperi Species Primulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18117 Dalbergia odorifera Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20680 Erythrina melanacantha Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21170 Embelia parviflora Species Primulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20598 Lythrum salicaria Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15715 Astragalus mongholicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24846 Astragalus membranaceus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20680 Erythrina melanacantha Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21170 Embelia parviflora Species Primulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18117 Dalbergia odorifera Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21375 Euphorbia nematocypha Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18176 Ephedra sinica Species Ephedraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20598 Lythrum salicaria Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17334 Onopordum acanthium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18286 Lycogala epidendrum Species Enteridiidae Eukaryota n.a. n.a. n.a. Database[Title]
NPO18117 Dalbergia odorifera Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18176 Ephedra sinica Species Ephedraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15715 Astragalus mongholicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8707.1 Pueraria montana var. lobata Varieties Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24846 Astragalus membranaceus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO6792 Hedysarum polybotrys Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20421 Aplophyllum alberti-regelii n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO27367 Latrunculia magnifica Species Latrunculiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20680 Erythrina melanacantha Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18143 Dendronephthya griffini Species Nephtheidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21375 Euphorbia nematocypha Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22961 Cordia leucocephala Species Cordiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4051 Tricholoma columbetta Species Tricholomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20624 Simarouba glauca Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15715 Astragalus mongholicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19231 Sophora flavescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22937 Vernonia fagifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19995 Baccharis neglecta Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8707.1 Pueraria montana var. lobata Varieties Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6792 Hedysarum polybotrys Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11523 Erysimum leptophyllum Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21243 Siphonaria capensis Species Siphonariidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20598 Lythrum salicaria Species Lythraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12313 Haplophyllum obtusifolium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28072 Theonella conica Species Theonellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19912 Vellozia nanuzae Species Velloziaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21108 Eria anomala Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21562 Diospyros assimilis Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16141 Piper regnellii Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18286 Lycogala epidendrum Species Enteridiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27571 Machaerium aristulatum Species Dolichopodidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17560 Pancratium sickenbergeri Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9968 Shigella dysenteriae Species Enterobacteriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO13449 Syzygium polycephaloides Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14241 Planchonia grandis Species Asterolecaniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18473 Plathymenia reticulata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19810 Myxococcus stipitatus Species Myxococcaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO18176 Ephedra sinica Species Ephedraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21495 Abelia chinensis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21631 Faramea salicifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17334 Onopordum acanthium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21170 Embelia parviflora Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20843 Monsonia senegalensis Species Geraniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19511 Dolabella californica Species Aplysiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19036 Esenbeckia leiocarpa Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12056 Chondrodendron tomentosum Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5903 Conus mus Species Conidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18117 Dalbergia odorifera Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20084 Atraphaxis spinosa Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24846 Astragalus membranaceus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21038 Lemaireocereus longispinus Species Cactaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3152 Morella rubra Species Myricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18866 Pteridium esculentum Species Dennstaedtiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16569 Gymnocalycium schickendantzii Species Cactaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17258 Rhinella marina Species Bufonidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20489 Epilobium hirsutum Species Onagraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28202 Helichrysum tenuifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20879 Clerodendrum bungei Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20142 Embelia schimperi Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18668 Asimina parviflora Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17849 Centaurea maculosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19667 Hypericum styphelioides Species Hypericaceae 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
NPT461 Cell Line PANC-1 Homo sapiens CD100 = 50.0 uM PMID[464377]
NPT91 Cell Line KB Homo sapiens EC50 = 2.4 ug.mL-1 PMID[464378]
NPT81 Cell Line A549 Homo sapiens IC50 = 39500.0 nM PMID[464379]
NPT165 Cell Line HeLa Homo sapiens IC50 = 23400.0 nM PMID[464379]
NPT453 Cell Line HT-1080 Homo sapiens IC50 = 28400.0 nM PMID[464379]
NPT2794 Individual Protein Quinolone resistance protein norA Staphylococcus aureus FC = 4.0 n.a. PMID[464380]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 11300.0 nM PMID[464379]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 42400.0 nM PMID[464379]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 17200.0 nM PMID[464379]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 140000.0 nM PMID[464380]
NPT19 Organism Escherichia coli Escherichia coli MIC > 140000.0 nM PMID[464380]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC > 140000.0 nM PMID[464380]
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae MIC > 140000.0 nM PMID[464380]
NPT20 Organism Candida albicans Candida albicans MIC > 140000.0 nM PMID[464380]
NPT3006 Organism Enterococcus faecalis V583 Enterococcus faecalis V583 MIC > 140000.0 nM PMID[464380]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Survival = 100.0 % PMID[464381]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Ratio = 0.8 n.a. PMID[464381]

☑ 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 NPC47283 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 NPC39064
0.9835 High Similarity NPC262573
0.9835 High Similarity NPC471215
0.9758 High Similarity NPC236014
0.9758 High Similarity NPC268917
0.9758 High Similarity NPC17343
0.9758 High Similarity NPC164574
0.9758 High Similarity NPC280653
0.9758 High Similarity NPC150011
0.9758 High Similarity NPC300875
0.9758 High Similarity NPC206224
0.9758 High Similarity NPC118114
0.9758 High Similarity NPC196765
0.9758 High Similarity NPC12875
0.9758 High Similarity NPC228369
0.9758 High Similarity NPC207892
0.9758 High Similarity NPC129106
0.9758 High Similarity NPC476166
0.9758 High Similarity NPC129784
0.968 High Similarity NPC13005
0.9677 High Similarity NPC27187
0.9677 High Similarity NPC470225
0.9672 High Similarity NPC50315
0.9672 High Similarity NPC230479
0.9672 High Similarity NPC26879
0.9672 High Similarity NPC283049
0.96 High Similarity NPC181497
0.96 High Similarity NPC162801
0.96 High Similarity NPC271945
0.9528 High Similarity NPC296915
0.9528 High Similarity NPC198154
0.9528 High Similarity NPC223008
0.9528 High Similarity NPC225696
0.9528 High Similarity NPC115335
0.9528 High Similarity NPC97834
0.9516 High Similarity NPC38664
0.9516 High Similarity NPC53986
0.9508 High Similarity NPC294156
0.9508 High Similarity NPC256015
0.9449 High Similarity NPC85435
0.944 High Similarity NPC93962
0.9426 High Similarity NPC38761
0.9426 High Similarity NPC76465
0.9421 High Similarity NPC193364
0.9375 High Similarity NPC117048
0.9375 High Similarity NPC124085
0.936 High Similarity NPC274717
0.9344 High Similarity NPC100099
0.9344 High Similarity NPC36016
0.9308 High Similarity NPC474687
0.9291 High Similarity NPC164804
0.9291 High Similarity NPC118683
0.9291 High Similarity NPC293203
0.9291 High Similarity NPC244888
0.9291 High Similarity NPC211413
0.9291 High Similarity NPC68205
0.9274 High Similarity NPC102540
0.9274 High Similarity NPC188022
0.9274 High Similarity NPC285040
0.9274 High Similarity NPC17809
0.9274 High Similarity NPC103420
0.9262 High Similarity NPC54972
0.9256 High Similarity NPC258979
0.9256 High Similarity NPC8283
0.9256 High Similarity NPC93398
0.9237 High Similarity NPC236306
0.9237 High Similarity NPC475836
0.9237 High Similarity NPC473739
0.9237 High Similarity NPC232164
0.9231 High Similarity NPC18189
0.9231 High Similarity NPC3049
0.9231 High Similarity NPC262585
0.9231 High Similarity NPC20829
0.9206 High Similarity NPC222572
0.9206 High Similarity NPC87224
0.92 High Similarity NPC276212
0.9194 High Similarity NPC86502
0.9194 High Similarity NPC134195
0.9194 High Similarity NPC197351
0.9194 High Similarity NPC106914
0.9194 High Similarity NPC246648
0.9167 High Similarity NPC184797
0.9167 High Similarity NPC27495
0.9167 High Similarity NPC309124
0.9147 High Similarity NPC77196
0.9147 High Similarity NPC215037
0.9141 High Similarity NPC103799
0.912 High Similarity NPC167571
0.912 High Similarity NPC81641
0.912 High Similarity NPC278552
0.912 High Similarity NPC207179
0.9098 High Similarity NPC5155
0.9084 High Similarity NPC141717
0.9077 High Similarity NPC476615
0.9077 High Similarity NPC476617
0.9077 High Similarity NPC476616
0.9077 High Similarity NPC473107
0.9032 High Similarity NPC150026
0.903 High Similarity NPC107161
0.9016 High Similarity NPC295259
0.9016 High Similarity NPC59561
0.9016 High Similarity NPC172253
0.9008 High Similarity NPC11727
0.9008 High Similarity NPC15109
0.9008 High Similarity NPC125579
0.9 High Similarity NPC92805
0.9 High Similarity NPC11060
0.8984 High Similarity NPC134360
0.8976 High Similarity NPC149796
0.8955 High Similarity NPC247291
0.8952 High Similarity NPC97432
0.8952 High Similarity NPC190454
0.8947 High Similarity NPC471388
0.8939 High Similarity NPC248727
0.8939 High Similarity NPC234952
0.8939 High Similarity NPC162659
0.8939 High Similarity NPC173660
0.8939 High Similarity NPC471522
0.8939 High Similarity NPC265433
0.8939 High Similarity NPC270456
0.8934 High Similarity NPC74821
0.8897 High Similarity NPC93323
0.8897 High Similarity NPC280092
0.8897 High Similarity NPC12641
0.8897 High Similarity NPC45257
0.8881 High Similarity NPC160283
0.8881 High Similarity NPC254759
0.8881 High Similarity NPC174787
0.8881 High Similarity NPC213607
0.8881 High Similarity NPC182509
0.8872 High Similarity NPC477938
0.8872 High Similarity NPC470307
0.8872 High Similarity NPC470308
0.8864 High Similarity NPC195022
0.8864 High Similarity NPC112939
0.8864 High Similarity NPC112246
0.8864 High Similarity NPC94750
0.8864 High Similarity NPC474206
0.8864 High Similarity NPC151224
0.8864 High Similarity NPC470356
0.8864 High Similarity NPC121812
0.8864 High Similarity NPC61946
0.8864 High Similarity NPC473413
0.8846 High Similarity NPC472590
0.8837 High Similarity NPC472797
0.8832 High Similarity NPC469557
0.8824 High Similarity NPC102044
0.8824 High Similarity NPC85264
0.8824 High Similarity NPC47633
0.8815 High Similarity NPC471389
0.8815 High Similarity NPC108674
0.8815 High Similarity NPC263261
0.8815 High Similarity NPC87725
0.881 High Similarity NPC474160
0.8806 High Similarity NPC70682
0.8806 High Similarity NPC127218
0.8806 High Similarity NPC260741
0.8806 High Similarity NPC245207
0.8806 High Similarity NPC32630
0.8806 High Similarity NPC292487
0.8806 High Similarity NPC292882
0.8806 High Similarity NPC319647
0.8806 High Similarity NPC25966
0.8797 High Similarity NPC227503
0.8797 High Similarity NPC474639
0.8797 High Similarity NPC126101
0.8797 High Similarity NPC230734
0.8797 High Similarity NPC16435
0.8797 High Similarity NPC306441
0.8788 High Similarity NPC317380
0.8788 High Similarity NPC474478
0.8779 High Similarity NPC78770
0.8779 High Similarity NPC86655
0.8779 High Similarity NPC202762
0.8779 High Similarity NPC126029
0.8779 High Similarity NPC61477
0.8779 High Similarity NPC261619
0.8779 High Similarity NPC472798
0.8779 High Similarity NPC185604
0.8779 High Similarity NPC219876
0.8779 High Similarity NPC15658
0.877 High Similarity NPC229147
0.877 High Similarity NPC85292
0.877 High Similarity NPC54507
0.876 High Similarity NPC38604
0.876 High Similarity NPC211179
0.8759 High Similarity NPC63879
0.875 High Similarity NPC472353
0.8731 High Similarity NPC276490
0.8731 High Similarity NPC102904
0.8731 High Similarity NPC103976
0.8731 High Similarity NPC176051
0.8731 High Similarity NPC94994
0.8731 High Similarity NPC474282
0.8731 High Similarity NPC211549
0.8731 High Similarity NPC107551
0.8731 High Similarity NPC326797
0.8722 High Similarity NPC47398
0.8722 High Similarity NPC234333
0.8722 High Similarity NPC164787

  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 NPC47283 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
0.9421 High Similarity NPD1610 Phase 2
0.936 High Similarity NPD4908 Phase 1
0.9213 High Similarity NPD4907 Clinical (unspecified phase)
0.8934 High Similarity NPD1548 Phase 1
0.8828 High Similarity NPD2861 Phase 2
0.8779 High Similarity NPD1613 Approved
0.8779 High Similarity NPD1612 Clinical (unspecified phase)
0.8615 High Similarity NPD1529 Clinical (unspecified phase)
0.8538 High Similarity NPD1530 Clinical (unspecified phase)
0.8516 High Similarity NPD4749 Approved
0.8409 Intermediate Similarity NPD4625 Phase 3
0.8346 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.8271 Intermediate Similarity NPD3027 Phase 3
0.8129 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8129 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8077 Intermediate Similarity NPD422 Phase 1
0.8074 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8071 Intermediate Similarity NPD1549 Phase 2
0.8042 Intermediate Similarity NPD7213 Phase 3
0.8042 Intermediate Similarity NPD7212 Phase 2
0.8029 Intermediate Similarity NPD5124 Phase 1
0.8029 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7986 Intermediate Similarity NPD7447 Phase 1
0.7958 Intermediate Similarity NPD7466 Approved
0.7887 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7867 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7862 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7852 Intermediate Similarity NPD1934 Approved
0.7832 Intermediate Similarity NPD3750 Approved
0.7812 Intermediate Similarity NPD6671 Approved
0.7805 Intermediate Similarity NPD968 Approved
0.7803 Intermediate Similarity NPD1091 Approved
0.7801 Intermediate Similarity NPD6100 Approved
0.7801 Intermediate Similarity NPD6099 Approved
0.78 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7785 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.773 Intermediate Similarity NPD5588 Approved
0.773 Intermediate Similarity NPD1510 Phase 2
0.7708 Intermediate Similarity NPD3892 Phase 2
0.7698 Intermediate Similarity NPD4060 Phase 1
0.7687 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7676 Intermediate Similarity NPD2796 Approved
0.766 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.766 Intermediate Similarity NPD4538 Approved
0.766 Intermediate Similarity NPD4536 Approved
0.7643 Intermediate Similarity NPD6355 Discontinued
0.7639 Intermediate Similarity NPD1652 Phase 2
0.763 Intermediate Similarity NPD8651 Approved
0.7623 Intermediate Similarity NPD846 Approved
0.7623 Intermediate Similarity NPD940 Approved
0.7619 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7606 Intermediate Similarity NPD7033 Discontinued
0.7603 Intermediate Similarity NPD5058 Phase 3
0.76 Intermediate Similarity NPD290 Approved
0.76 Intermediate Similarity NPD4380 Phase 2
0.7586 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7574 Intermediate Similarity NPD2797 Approved
0.7571 Intermediate Similarity NPD1240 Approved
0.7556 Intermediate Similarity NPD6582 Phase 2
0.7556 Intermediate Similarity NPD6583 Phase 3
0.754 Intermediate Similarity NPD2684 Approved
0.7538 Intermediate Similarity NPD7157 Approved
0.7532 Intermediate Similarity NPD7075 Discontinued
0.7532 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7518 Intermediate Similarity NPD6584 Phase 3
0.75 Intermediate Similarity NPD6696 Suspended
0.75 Intermediate Similarity NPD6005 Phase 3
0.75 Intermediate Similarity NPD37 Approved
0.75 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6004 Phase 3
0.75 Intermediate Similarity NPD6002 Phase 3
0.75 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD6234 Discontinued
0.7483 Intermediate Similarity NPD3748 Approved
0.7483 Intermediate Similarity NPD5960 Phase 3
0.748 Intermediate Similarity NPD4750 Phase 3
0.7468 Intermediate Similarity NPD4965 Approved
0.7468 Intermediate Similarity NPD7768 Phase 2
0.7468 Intermediate Similarity NPD4966 Approved
0.7468 Intermediate Similarity NPD4967 Phase 2
0.7468 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7465 Intermediate Similarity NPD1607 Approved
0.7464 Intermediate Similarity NPD3018 Phase 2
0.7459 Intermediate Similarity NPD3020 Approved
0.7452 Intermediate Similarity NPD7229 Phase 3
0.7451 Intermediate Similarity NPD7819 Suspended
0.7451 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD2238 Phase 2
0.7442 Intermediate Similarity NPD5535 Approved
0.7442 Intermediate Similarity NPD7843 Approved
0.7436 Intermediate Similarity NPD5494 Approved
0.7434 Intermediate Similarity NPD7411 Suspended
0.7432 Intermediate Similarity NPD1511 Approved
0.7431 Intermediate Similarity NPD1551 Phase 2
0.7429 Intermediate Similarity NPD6798 Discontinued
0.7429 Intermediate Similarity NPD3268 Approved
0.7426 Intermediate Similarity NPD5327 Phase 3
0.7419 Intermediate Similarity NPD3749 Approved
0.7413 Intermediate Similarity NPD2200 Suspended
0.7398 Intermediate Similarity NPD1242 Phase 1
0.7397 Intermediate Similarity NPD2800 Approved
0.7394 Intermediate Similarity NPD5735 Approved
0.7389 Intermediate Similarity NPD7199 Phase 2
0.7389 Intermediate Similarity NPD6959 Discontinued
0.7385 Intermediate Similarity NPD5283 Phase 1
0.7383 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD3225 Approved
0.7358 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD6166 Phase 2
0.7355 Intermediate Similarity NPD3882 Suspended
0.7353 Intermediate Similarity NPD1608 Approved
0.7351 Intermediate Similarity NPD1653 Approved
0.7338 Intermediate Similarity NPD2801 Approved
0.7333 Intermediate Similarity NPD1512 Approved
0.7329 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD2424 Discontinued
0.7324 Intermediate Similarity NPD4140 Approved
0.7301 Intermediate Similarity NPD6559 Discontinued
0.7299 Intermediate Similarity NPD2982 Phase 2
0.7299 Intermediate Similarity NPD2983 Phase 2
0.7296 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD7097 Phase 1
0.7279 Intermediate Similarity NPD6674 Discontinued
0.7279 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD7228 Approved
0.7267 Intermediate Similarity NPD3818 Discontinued
0.726 Intermediate Similarity NPD5762 Approved
0.726 Intermediate Similarity NPD5763 Approved
0.7259 Intermediate Similarity NPD5846 Approved
0.7259 Intermediate Similarity NPD6516 Phase 2
0.7254 Intermediate Similarity NPD6233 Phase 2
0.725 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD6667 Approved
0.7248 Intermediate Similarity NPD6666 Approved
0.7239 Intermediate Similarity NPD1182 Approved
0.723 Intermediate Similarity NPD4628 Phase 3
0.7226 Intermediate Similarity NPD2235 Phase 2
0.7226 Intermediate Similarity NPD1840 Phase 2
0.7226 Intermediate Similarity NPD2231 Phase 2
0.7226 Intermediate Similarity NPD2981 Phase 2
0.7222 Intermediate Similarity NPD4097 Suspended
0.7222 Intermediate Similarity NPD6353 Approved
0.7222 Intermediate Similarity NPD5844 Phase 1
0.7222 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7213 Intermediate Similarity NPD2859 Approved
0.7213 Intermediate Similarity NPD2860 Approved
0.7211 Intermediate Similarity NPD7037 Approved
0.7209 Intermediate Similarity NPD5451 Approved
0.7206 Intermediate Similarity NPD3496 Discontinued
0.7203 Intermediate Similarity NPD5837 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD7041 Phase 2
0.72 Intermediate Similarity NPD6799 Approved
0.72 Intermediate Similarity NPD7040 Clinical (unspecified phase)
0.7194 Intermediate Similarity NPD3267 Approved
0.7194 Intermediate Similarity NPD3266 Approved
0.719 Intermediate Similarity NPD8158 Clinical (unspecified phase)
0.7185 Intermediate Similarity NPD3443 Approved
0.7185 Intermediate Similarity NPD3445 Approved
0.7185 Intermediate Similarity NPD3444 Approved
0.7178 Intermediate Similarity NPD7074 Phase 3
0.7176 Intermediate Similarity NPD821 Approved
0.7174 Intermediate Similarity NPD3685 Discontinued
0.7172 Intermediate Similarity NPD4978 Clinical (unspecified phase)
0.7163 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7161 Intermediate Similarity NPD6801 Discontinued
0.7153 Intermediate Similarity NPD1535 Discovery
0.7153 Intermediate Similarity NPD3705 Approved
0.7152 Intermediate Similarity NPD2533 Approved
0.7152 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD2534 Approved
0.7152 Intermediate Similarity NPD2532 Approved
0.7143 Intermediate Similarity NPD6599 Discontinued
0.7143 Intermediate Similarity NPD3690 Phase 2
0.7143 Intermediate Similarity NPD2557 Approved
0.7143 Intermediate Similarity NPD2344 Approved
0.7143 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD3691 Phase 2
0.7132 Intermediate Similarity NPD5125 Phase 3
0.7132 Intermediate Similarity NPD5126 Approved
0.7132 Intermediate Similarity NPD2668 Approved
0.7132 Intermediate Similarity NPD17 Approved
0.7132 Intermediate Similarity NPD2667 Approved
0.7131 Intermediate Similarity NPD2933 Approved
0.7131 Intermediate Similarity NPD2934 Approved
0.7123 Intermediate Similarity NPD3846 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD7054 Approved
0.7115 Intermediate Similarity NPD7046 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD8455 Phase 2
0.7114 Intermediate Similarity NPD4535 Phase 3
0.7113 Intermediate Similarity NPD7095 Approved
0.7111 Intermediate Similarity NPD1894 Discontinued
0.7111 Intermediate Similarity NPD6581 Approved
0.7111 Intermediate Similarity NPD7741 Discontinued
0.7111 Intermediate Similarity NPD6580 Approved
0.7103 Intermediate Similarity NPD2157 Approved
0.7103 Intermediate Similarity NPD3052 Approved
0.7103 Intermediate Similarity NPD3054 Approved
0.7101 Intermediate Similarity NPD1481 Phase 2

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data