Structure

Physi-Chem Properties

Molecular Weight:  74.06
Volume:  67.203
LogP:  -2.376
LogD:  -1.494
LogS:  -1.265
# Rotatable Bonds:  1
TPSA:  87.92
# H-Bond Aceptor:  4
# H-Bond Donor:  6
# Rings:  0
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.12
Synthetic Accessibility Score:  3.177
Fsp3:  0.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.448
MDCK Permeability:  0.0016869502142071724
Pgp-inhibitor:  0.001
Pgp-substrate:  0.989
Human Intestinal Absorption (HIA):  0.009
20% Bioavailability (F20%):  0.003
30% Bioavailability (F30%):  0.006

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.361
Plasma Protein Binding (PPB):  4.811539649963379%
Volume Distribution (VD):  0.918
Pgp-substrate:  85.87850189208984%

ADMET: Metabolism

CYP1A2-inhibitor:  0.029
CYP1A2-substrate:  0.106
CYP2C19-inhibitor:  0.025
CYP2C19-substrate:  0.126
CYP2C9-inhibitor:  0.011
CYP2C9-substrate:  0.132
CYP2D6-inhibitor:  0.011
CYP2D6-substrate:  0.325
CYP3A4-inhibitor:  0.006
CYP3A4-substrate:  0.109

ADMET: Excretion

Clearance (CL):  5.857
Half-life (T1/2):  0.714

ADMET: Toxicity

hERG Blockers:  0.051
Human Hepatotoxicity (H-HT):  0.214
Drug-inuced Liver Injury (DILI):  0.274
AMES Toxicity:  0.875
Rat Oral Acute Toxicity:  0.51
Maximum Recommended Daily Dose:  0.027
Skin Sensitization:  0.684
Carcinogencity:  0.869
Eye Corrosion:  0.014
Eye Irritation:  0.347
Respiratory Toxicity:  0.853

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  Natural Product: NPC482298

Natural Product ID:  NPC482298
Common Name*:   HAMNKKUPIHEESI-UHFFFAOYSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  HAMNKKUPIHEESI-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/CH6N4/c2-1(3)5-4/h4H2,(H4,2,3,5)
SMILES:  C(=N)(N)NN
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   2146
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004707] Organic nitrogen compounds
      • [CHEMONTID:0000278] Organonitrogen compounds
        • [CHEMONTID:0000375] Guanidines

*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
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. DOI[10.1021/jf00055a023]
NPO25472 Garcinia cowa Species Clusiaceae Eukaryota n.a. n.a. n.a. DOI[10.1071/CH03175]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota n.a. n.a. n.a. PMID[10924192]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. seed n.a. PMID[11539687]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota n.a. n.a. n.a. PMID[11754613]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. PMID[12713418]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota n.a. root n.a. PMID[14750033]
NPO40539 Amomum tsao-ko Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[15165158]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota n.a. n.a. n.a. PMID[15482936]
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota roots n.a. n.a. PMID[16792421]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota roots n.a. n.a. PMID[18841903]
NPO25472 Garcinia cowa Species Clusiaceae Eukaryota n.a. n.a. n.a. PMID[19299148]
NPO25472 Garcinia cowa Species Clusiaceae Eukaryota twigs n.a. n.a. PMID[20058933]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. PMID[21080643]
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota whole plants Panshi, Jilin Province, China 2009-JUN PMID[21534540]
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota n.a. whole plant n.a. PMID[21534540]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. leaf n.a. PMID[21574561]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. husk n.a. PMID[21574561]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. seed n.a. PMID[23292602]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota Roots n.a. n.a. PMID[24359277]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota Aerial Parts n.a. n.a. PMID[24387347]
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[25453801]
NPO25472 Garcinia cowa Species Clusiaceae Eukaryota flowers Pakook, Muang District, Chiang Rai Province, Thailand 2013-Feb PMID[25651042]
NPO25472 Garcinia cowa Species Clusiaceae Eukaryota young fruits Khokkhon, Tha Bo District, Nong Khai Province, Thailand 2011-Aug PMID[25651042]
NPO40882 Mesua lepidota Species n.a. n.a. n.a. n.a. n.a. PMID[26301802]
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[26702644]
NPO40285 Phoma sp. NTOU4195 Strain Didymellaceae Eukaryota n.a. n.a. n.a. PMID[27976895]
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota Roots n.a. n.a. PMID[28383891]
NPO12957 Piper auritum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[28704049]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. PMID[29762032]
NPO40539 Amomum tsao-ko Species Zingiberaceae Eukaryota Fruits n.a. n.a. PMID[31244142]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota n.a. n.a. n.a. PMID[31642320]
NPO25472 Garcinia cowa Species Clusiaceae Eukaryota Leaves n.a. n.a. PMID[31860303]
NPO40898 Ocotea paranapiacabensis Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[32134650]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. pollen n.a. PMID[8987503]
NPO15810 Zea mays Species Poaceae Eukaryota Silk Essent. Oil n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Silk Stigma Style n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Cob n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Husk Essent. Oil n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Oil n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Pollen Or Spore n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Seed Essent. Oil n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO25472 Garcinia cowa Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25472 Garcinia cowa Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12957 Piper auritum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25472 Garcinia cowa Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15810 Zea mays Species Poaceae 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
NPT3517 Individual Protein Nitric oxide synthase, inducible Homo sapiens IC50 = 54000.0 nM DOI[10.1016/0960-894X(95)00273-V]
NPT270 Individual Protein Nitric oxide synthase, inducible Mus musculus IC50 = 9000.0 nM DOI[10.1016/0960-894X(95)00273-V]
NPT3517 Individual Protein Nitric oxide synthase, inducible Homo sapiens IC50 = 101000.0 nM PMID[10987430]
NPT3974 Individual Protein Nitric-oxide synthase, endothelial Homo sapiens IC50 = 500000.0 nM PMID[10987430]
NPT3569 Individual Protein Nitric-oxide synthase, brain Homo sapiens IC50 = 118000.0 nM PMID[10987430]
NPT270 Individual Protein Nitric oxide synthase, inducible Mus musculus Activity = 5.4 pM of citrulline min-1 (mg of protein)-1 PMID[10579834]
NPT3517 Individual Protein Nitric oxide synthase, inducible Homo sapiens IC50 = 4500.0 nM PMID[11327580]
NPT269 Individual Protein Nitric-oxide synthase, brain Rattus norvegicus IC50 = 6000.0 nM PMID[11327580]
NPT3974 Individual Protein Nitric-oxide synthase, endothelial Homo sapiens IC50 = 72000.0 nM PMID[11327580]
NPT3517 Individual Protein Nitric oxide synthase, inducible Homo sapiens IC50 = 1100000000.0 nM PMID[11327580]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 79.0 % PMID[11844692]
NPT3517 Individual Protein Nitric oxide synthase, inducible Homo sapiens IC50 = 3900.0 nM PMID[12620067]
NPT3974 Individual Protein Nitric-oxide synthase, endothelial Homo sapiens IC50 = 100000.0 nM PMID[12620067]
NPT3569 Individual Protein Nitric-oxide synthase, brain Homo sapiens IC50 = 5900.0 nM PMID[12620067]
NPT579 Cell Line DLD-1 Homo sapiens IC50 > 1000000.0 nM PMID[12620067]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 32170.0 nM PMID[17338565]
NPT2735 Cell Line RAW Mus musculus Inhibition = 85.0 % PMID[17467989]
NPT3569 Individual Protein Nitric-oxide synthase, brain Homo sapiens Ki = 3300.0 nM PMID[18477512]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 4060.0 nM PMID[14510600]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 16300.0 nM PMID[11809076]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 32200.0 nM PMID[18491868]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 78.8 % PMID[10543912]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 28000.0 nM PMID[19113968]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 3.4 ug.mL-1 PMID[19435338]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 21000.0 nM PMID[18986199]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 3.3 ug.mL-1 PMID[20022253]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 50.0 nM PMID[20192236]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 17500.0 nM PMID[20483604]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 2700.0 nM PMID[20515062]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 4600.0 nM PMID[21090796]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 32200.0 nM PMID[21273070]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 8.0 % PMID[21316977]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 21.0 % PMID[21316977]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 42.0 % PMID[21316977]
NPT270 Individual Protein Nitric oxide synthase, inducible Mus musculus Activity = 2.7 pmol/min PMID[21397503]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 86.0 % PMID[21530276]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 52.5 % PMID[21530276]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 74.9 % PMID[21530276]
NPT269 Individual Protein Nitric-oxide synthase, brain Rattus norvegicus IC50 = 19410.0 nM PMID[21665485]
NPT270 Individual Protein Nitric oxide synthase, inducible Mus musculus IC50 = 26550.0 nM PMID[21846089]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 7900.0 nM PMID[21894898]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 200.0 nM PMID[21924800]
NPT270 Individual Protein Nitric oxide synthase, inducible Mus musculus IC50 = 28470.0 nM PMID[22148193]
NPT113 Cell Line RAW264.7 Mus musculus CC50 > 100000.0 nM PMID[22148193]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 17500.0 nM PMID[22079762]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 27500.0 nM PMID[22066578]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 22600.0 nM PMID[22325804]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 74.0 % PMID[22475560]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 6500.0 nM PMID[22691179]
NPT113 Cell Line RAW264.7 Mus musculus Activity = 84.6 % PMID[22691179]
NPT3547 Individual Protein Catalase Bos taurus IC50 = 500000.0 nM PMID[21476569]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 71.0 % PMID[23454014]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 18700.0 nM PMID[23454014]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 56.0 % PMID[23454014]
NPT113 Cell Line RAW264.7 Mus musculus Activity > 90.0 % PMID[24035341]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 16600.0 nM PMID[24035341]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 22300.0 nM PMID[24597849]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 16900.0 nM PMID[24813739]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 83.8 % PMID[24974350]
NPT113 Cell Line RAW264.7 Mus musculus Survival = 100.0 % PMID[24974350]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 8680.0 nM PMID[24974350]
NPT113 Cell Line RAW264.7 Mus musculus Activity = 100.2 % PMID[24996142]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 70.2 % PMID[24996142]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 43300.0 nM PMID[24996142]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 21400.0 nM PMID[24963714]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 230.0 nM PMID[25176187]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 18700.0 nM PMID[25592708]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 7290.0 nM PMID[25703295]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 20600.0 nM PMID[26073007]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 20600.0 nM PMID[26331882]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 11910.0 nM PMID[26280922]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 18700.0 nM PMID[26702644]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 18700.0 nM PMID[27246615]
NPT113 Cell Line RAW264.7 Mus musculus Activity = 99.2 % PMID[27976895]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 24700.0 nM PMID[27976895]
NPT589 Individual Protein Serum albumin Bos taurus EC50 = 26000000.0 nM PMID[28704049]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 25500.0 nM PMID[31642320]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 21700.0 nM PMID[31244142]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 19900.0 nM PMID[31860303]
NPT32 Organism Mus musculus Mus musculus IC50 = 25100.0 nM PMID[10579834]
NPT26459 SINGLE PROTEIN Diamine oxidase Homo sapiens Ki = 140.0 nM DOI[10.1016/S0960-894X(01)80909-4]
NPT21880 CELL-LINE FL5.12 Mus musculus Activity = 5.0 % PMID[17574415]
NPT21880 CELL-LINE FL5.12 Mus musculus Activity = 3.0 % PMID[17574415]
NPT21880 CELL-LINE FL5.12 Mus musculus Activity = 80.0 % PMID[17574415]
NPT21880 CELL-LINE FL5.12 Mus musculus Activity = 5.17 % PMID[18281932]
NPT21880 CELL-LINE FL5.12 Mus musculus Activity = 3.72 % PMID[18281932]
NPT21880 CELL-LINE FL5.12 Mus musculus Activity = 79.69 % PMID[18281932]
NPT35 Others n.a. IC50 = 961000.0 nM PMID[18298080]
NPT35 Others n.a. Inhibition = 76.0 % PMID[14738398]
NPT35 Others n.a. Inhibition = 60.5 % PMID[12713418]
NPT2 Others Unspecified IC50 = 1905460.72 nM PMID[18805011]
NPT2 Others Unspecified IC50 = 19410.0 nM PMID[18805011]
NPT35 Others n.a. Activity = 85.0 % PMID[19261478]
NPT35 Others n.a. Activity = 70.0 % PMID[19261478]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 75.0 % PMID[19261478]
NPT27 Others Unspecified Activity = 94.0 % PMID[19261478]
NPT35 Others n.a. IC50 = 1026800.0 nM PMID[19670875]
NPT35 Others n.a. IC50 = 826220.0 nM PMID[20395149]
NPT35 Others n.a. IC50 = 826220.0 nM PMID[21256748]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. EC50 = 22600.0 nM PMID[21316977]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. CC50 = 358000.0 nM PMID[21316977]
NPT35 Others n.a. Inhibition = 79.67 % PMID[21752643]
NPT35 Others n.a. IC50 = 88870.0 nM PMID[21752643]
NPT35 Others n.a. IC50 = 965900.0 nM PMID[22264115]
NPT68 Individual Protein Aldose reductase Rattus norvegicus IC50 > 30000.0 nM PMID[22264115]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 536.5 g PMID[22627042]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 553.0 g PMID[22627042]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 219.5 g PMID[22627042]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 284.5 g PMID[22627042]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 5.23 mmol/L PMID[22627042]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 5.07 mmol/L PMID[22627042]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 21.89 mmol/L PMID[22627042]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 21.74 mmol/L PMID[22627042]
NPT29 Organism Rattus norvegicus Rattus norvegicus Ratio = 2.95 n.a. PMID[22627042]
NPT29 Organism Rattus norvegicus Rattus norvegicus Ratio = 3.46 n.a. PMID[22627042]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 1.33 % PMID[22627042]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 3.27 % PMID[22627042]
NPT29 Organism Rattus norvegicus Rattus norvegicus Ratio = 3.06 n.a. PMID[22627042]
NPT29 Organism Rattus norvegicus Rattus norvegicus Ratio = 3.71 n.a. PMID[22627042]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 12.71 % PMID[22627042]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 9.16 % PMID[22627042]
NPT35 Others n.a. IC50 = 40540.0 nM PMID[23290454]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 16600.0 nM PMID[23743282]
NPT15179 SINGLE PROTEIN Nitric oxide synthase, inducible Rattus norvegicus Inhibition = 10.0 % PMID[23810674]
NPT15179 SINGLE PROTEIN Nitric oxide synthase, inducible Rattus norvegicus IC50 = 132010.0 nM PMID[23810674]
NPT35 Others n.a. IC50 = 965900.0 nM PMID[24131240]
NPT2 Others Unspecified IC50 = 150.0 ug.mL-1 PMID[26301802]
NPT2 Others Unspecified IC50 = 700.0 ug.mL-1 PMID[26301802]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 18400.0 nM PMID[27634197]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 24200.0 nM PMID[27865705]
NPT35 Others n.a. IC50 = 40060.0 nM PMID[29089261]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 57.8 % PMID[31683103]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 6.0 % PMID[31683103]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 765000.0 nM PMID[31683103]
NPT35 Others n.a. IC50 > 1000000.0 nM PMID[31683103]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 57.8 % PMID[31358465]
NPT35 Others n.a. Inhibition > 1000.0 % PMID[31358465]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = -18.6 % PMID[31358465]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 765000.0 nM PMID[31358465]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = 25.83 % DOI[10.6019/CHEMBL4495564]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = 12.23 % DOI[10.6019/CHEMBL4495564]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = -0.03 % DOI[10.6019/CHEMBL4495565]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 0.02 % DOI[10.6019/CHEMBL4495565]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 92.2 % PMID[32134650]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 20000.0 nM DOI[10.6019/CHEMBL4651402]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 19952.62 nM DOI[10.6019/CHEMBL4651402]
NPT27064 TISSUE Zone of skin Homo sapiens Activity = 49.7 % PMID[32134650]

☑ 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 NPC482298 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

  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 NPC482298 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

  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