Natural Product: NPC31171

Natural Product IDNPC31171
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 Cytochalasin B
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL411729
PubChem CID 5311281
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000279] Alkaloids and derivatives
      • [CHEMONTID:0001821] Cytochalasans
        • [CHEMONTID:0002852] Cytochalasins

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

  Chemical Representations

Standard InCHIKey GBOGMAARMMDZGR-TYHYBEHESA-N
Standard InCHI InChI=1S/C29H37NO5/c1-18-9-7-13-22(31)15-16-25(32)35-29-23(14-8-10-18)27(33)20(3)19(2)26(29)24(30-28(29)34)17-21-11-5-4-6-12-21/h4-6,8,11-12,14-16,18-19,22-24,26-27,31,33H,3,7,9-10,13,17H2,1-2H3,(H,30,34)/b14-8+,16-15+/t18-,19-,22-,23+,24+,26+,27-,29-/m1/s1
SMILES C[C@@H]1CCC[C@@H](O)/C=C/C(=O)O[C@@]23[C@@H](/C=C/C1)[C@H](O)C(=C)[C@H]([C@H]3[C@@H](N=C2O)Cc1ccccc1)C

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   479.27 Volume:   509.77
?
Van der Waals volume.
Dense:   0.94 LogP:   3.533
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   3.309
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -4.815
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   2.0 Rigid Bonds:   31.0
TPSA:   99.35
?
Topological Polar Surface Area.
 H-Bond Acceptor:   6.0
H-Bond Donor:   3.0 Rings:   4.0
Heavy Atoms:   6.0

MedChem Properties

QED Drug-Likeness Score:   0.433 GASA:   1.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   5.911 Fsp3:   0.517
MCE-18:   118.182
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Rejected
Pfizer Rule:   Rejected GSK Rule:   Accepted
Golden Triangle Rule:   Rejected BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.852 Fluc inhibitor:   0.014
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.034
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.023
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.019 Promiscuous compounds:   0.058

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -5.719 MDCK Permeability:   -5.13
Pgp-inhibitor:   0.009 Pgp-substrate:   0.999
PAMPA:   0.988
?
The experimental data for Peff was logarithmically transformed (logPeff). Molecules with log Peff values below 2.0 were classified as low-permeability (Category 0), while those with log Peff values exceeding 2.5 were classified as high-permeability (Category 1).
 Human Intestinal Absorption (HIA):   0.0
20% Bioavailability (F20%):   0.871 30% Bioavailability (F30%):   0.997
50% Bioavailability (F50%):   0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.0 MRP1:   0.262
Plasma Protein Binding (PPB):   81.401% Volume Distribution (VD):   -0.356
Fu: 14.25%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.989
OATP1B3 inhibitor:   0.914 BCRP inhibitor:   0.035
BSEP inhibitor:   0.953

ADMET: Metabolism

CYP1A2-inhibitor:   0.0 CYP1A2-substrate:   0.011
CYP2C19-inhibitor:   0.0 CYP2C19-substrate:   0.0
CYP2C9-inhibitor:   0.0 CYP2C9-substrate:   0.052
CYP2D6-inhibitor:   0.0 CYP2D6-substrate:   0.089
CYP3A4-inhibitor:   0.014 CYP3A4-substrate:   0.999
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.93
HLM stability:   0.952
?
Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):  9.491 Half-life (T1/2):  1.434

ADMET: Toxicity

hERG Blockers:  0.002 hERG Blockers (10um):  0.003
Human Hepatotoxicity (H-HT):  1.0 Drug-induced Liver Injury (DILI):  1.0
AMES Toxicity:  0.951 Rat Oral Acute Toxicity:  0.203
Maximum Recommended Daily Dose:  0.647 Skin Sensitization:  1.0
Carcinogencity:  0.94 Eye Corrosion:  0.0
Eye Irritation:  0.929 Respiratory Toxicity:  0.956
Drug-induced Neurotoxicity:  0.407 Ototoxicity:  0.911
Hematotoxicity:  0.542 Drug-induced Nephrotoxicity:  1.0
Genotoxicity:  1.0 RPMI-8226 Immunitoxicity:  0.099
A549 Cytotoxicity:  0.77 Hek293 Cytotoxicity:  0.494
BCF:   0.87
?
Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].
 IGC50:   3.685
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   5.349
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.695
?
96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO13325 Plantago lanceolata Species Plantaginaceae Eukaryota n.a. n.a. n.a. DOI[10.1038/ncomms4886]
NPO26266 Isodon japonicus Species Lamiaceae Eukaryota n.a. n.a. n.a. DOI[10.1039/C39730000707]
NPO1071 Parerythropodium fulvum Species n.a. n.a. n.a. n.a. n.a. PMID[11277760]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota leaves Niigata City, Niigata Province, Japan 2000-Nov PMID[15730243]
NPO32661 Phoma sp. Species Didymellaceae Eukaryota n.a. n.a. n.a. PMID[16562839]
NPO32661 Phoma sp. Species Didymellaceae Eukaryota n.a. n.a. n.a. PMID[16643061]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota leaves n.a. n.a. PMID[16933868]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[17253842]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota stems and twigs Niigata City, Niigata Province, Japan 2001-NOV PMID[17595134]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota stems and twigs n.a. n.a. PMID[17595134]
NPO26266 Isodon japonicus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[18491868]
NPO3936 Malva sylvestris Species Malvaceae Eukaryota n.a. n.a. n.a. PMID[19731587]
NPO1528 Dalea elegans Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[21561780]
NPO9064 Cirsium arvense Species Asteraceae Eukaryota n.a. fruit n.a. PMID[22396124]
NPO32661 Phoma sp. Species Didymellaceae Eukaryota giant jellyfish Nemopilema nomurai n.a. n.a. PMID[22483395]
NPO32661 Phoma sp. Species Didymellaceae Eukaryota n.a. n.a. n.a. PMID[26651221]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[29693393]
NPO32661 Phoma sp. Species Didymellaceae Eukaryota n.a. n.a. n.a. PMID[30785282]
NPO32661 Phoma sp. Species Didymellaceae Eukaryota n.a. n.a. n.a. PMID[31120749]
NPO3936 Malva sylvestris Species Malvaceae Eukaryota n.a. n.a. n.a. PMID[37726667]
NPO3936 Malva sylvestris Species Malvaceae Eukaryota n.a. n.a. n.a. PMID[39382805]
NPO32661 Phoma sp. Species Didymellaceae Eukaryota n.a. n.a. n.a. PMID[7561907]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota Leaves; Stems n.a. n.a. PMID[9214727]
NPO2342 Cytisus scoparius Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2518 Crinum kirkii Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2361 Aconitum brevicalcaratum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3146 Ammodendron conollyi Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4471 Blumea densiflora Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9064 Cirsium arvense Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO351 Cirsium dipsacolepis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6377 Cocculus diversifolius Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1785 Corallina rubens Species Corallinaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6024 Cratoxylum formosum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1607 Croton rhamnifolius Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1528 Dalea elegans Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5980 Eria subsessilis Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11062 Euonymus grandiflorus Species Celastraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5591 Fucus spiralis Species Fucaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO480 Hygrophila erecta Species n.a. Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8685 Hymenocallis arenicola Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2747 Hypericum triquetrifolium Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26266 Isodon japonicus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8472 Knightia deplanchei Species Proteaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3936 Malva sylvestris Species Malvaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3664 Mesembryanthemum anatomicum Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6520 Myrica multiflora Species Myricaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4082 Ophiarthrum elegans Species Ophiocomidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1071 Parerythropodium fulvum Species n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO32661 Phoma sp. Species Didymellaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13325 Plantago lanceolata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8840 Ptilidium ciliare Species Ptilidiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16160 Radix aconiti Species Lymnaeidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9525 Relicina samoensis Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7097 Rhynchosporium orthosporum Species n.a. Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20132 Scutellaria seleriana Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6974 Solanum racemigerum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24513 Streptomyces cyaneofuscatus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO5197 Streptomyces eurythermus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO715 Teucrium pestalozzae Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6776 Trifolium apertum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15583 Tripodanthus acutifolius Species Loranthaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1308 Veronica pectinata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8585 Verpa digitaliformis Species Morchellaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4253 Viguiera annua Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO743 Wardomyces inflatus Species Microascaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6520 Myrica multiflora Species Myricaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11062 Euonymus grandiflorus Species Celastraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2342 Cytisus scoparius Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13325 Plantago lanceolata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2747 Hypericum triquetrifolium Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3664 Mesembryanthemum anatomicum Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3936 Malva sylvestris Species Malvaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2342 Cytisus scoparius Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13325 Plantago lanceolata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3936 Malva sylvestris Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2518 Crinum kirkii Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16160 Radix aconiti Species Lymnaeidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6520 Myrica multiflora Species Myricaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3664 Mesembryanthemum anatomicum Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8685 Hymenocallis arenicola Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2747 Hypericum triquetrifolium Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11062 Euonymus grandiflorus Species Celastraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2342 Cytisus scoparius Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15583 Tripodanthus acutifolius Species Loranthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1071 Parerythropodium fulvum Species n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO351 Cirsium dipsacolepis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5197 Streptomyces eurythermus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO6776 Trifolium apertum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2361 Aconitum brevicalcaratum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4082 Ophiarthrum elegans Species Ophiocomidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2342 Cytisus scoparius Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8840 Ptilidium ciliare Species Ptilidiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26266 Isodon japonicus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5591 Fucus spiralis Species Fucaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20132 Scutellaria seleriana Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2747 Hypericum triquetrifolium Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO715 Teucrium pestalozzae Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8472 Knightia deplanchei Species Proteaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3936 Malva sylvestris Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3664 Mesembryanthemum anatomicum Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4471 Blumea densiflora Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8585 Verpa digitaliformis Species Morchellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6377 Cocculus diversifolius Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7097 Rhynchosporium orthosporum Species n.a. Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO480 Hygrophila erecta Species n.a. Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6974 Solanum racemigerum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13325 Plantago lanceolata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1607 Croton rhamnifolius Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6520 Myrica multiflora Species Myricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5980 Eria subsessilis Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24513 Streptomyces cyaneofuscatus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO3146 Ammodendron conollyi Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9525 Relicina samoensis Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO743 Wardomyces inflatus Species Microascaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2518 Crinum kirkii Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4253 Viguiera annua Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1308 Veronica pectinata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11062 Euonymus grandiflorus Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10021 Nerium oleander Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9064 Cirsium arvense Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6024 Cratoxylum formosum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8685 Hymenocallis arenicola Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1785 Corallina rubens Species Corallinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1528 Dalea elegans Species Fabaceae 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 Organism Name 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

Molecular-level activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2536 Individual protein Leukocyte adhesion glycoprotein LFA-1 alpha Homo sapiens MIC = 2.5 ug.mL-1 PMID[12880315]
NPT2536 Individual protein Leukocyte adhesion glycoprotein LFA-1 alpha Homo sapiens IC50 = 5.5 ug.mL-1 PMID[12880315]
NPT3 Individual protein Thioredoxin glutathione reductase Schistosoma mansoni Potency = 63095.7 nM PubChem BioAssay data set
NPT282 Individual protein MAP kinase ERK2 Homo sapiens Potency = 8912.5 nM PubChem BioAssay data set
NPT3964 Protein complex Intercellular adhesion molecule (ICAM-1), Integrin alpha-L/beta-2 Homo sapiens MIC = 0.39 ug.mL-1 PMID[11374943]
NPT3964 Protein complex Intercellular adhesion molecule (ICAM-1), Integrin alpha-L/beta-2 Homo sapiens IC50 = 0.25 ug.mL-1 PMID[11374943]
NPT3964 Protein complex Intercellular adhesion molecule (ICAM-1), Integrin alpha-L/beta-2 Homo sapiens MIC = 2.3 ug.mL-1 PMID[15165136]
NPT3964 Protein complex Intercellular adhesion molecule (ICAM-1), Integrin alpha-L/beta-2 Homo sapiens IC50 = 7.1 ug.mL-1 PMID[15165136]
NPT483 Individual protein Prelamin-A/C Homo sapiens Potency = 631.0 nM PubChem BioAssay data set
NPT537 Individual protein Ras-related protein Rab-9A Homo sapiens Potency = 6309.6 nM PubChem BioAssay data set
NPT538 Individual protein Niemann-Pick C1 protein Homo sapiens Potency = 1122.0 nM PubChem BioAssay data set
NPT67 Individual protein Cholinesterase Equus caballus Inhibition = 8.94 % PMID[23062825]
NPT692 Individual protein Histone deacetylase 6 Homo sapiens Inhibition = -24.86 % HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators
NPT692 Individual protein Histone deacetylase 6 Homo sapiens Inhibition = -2.92 % HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators
NPT63 Individual protein Bromodomain adjacent to zinc finger domain protein 2B Homo sapiens Potency n.a. 100000.0 nM PubChem BioAssay data set
NPT66 Individual protein Acetylcholinesterase Electrophorus electricus Inhibition = -2.03 % PMID[23062825]
NPT27951 Single protein Solute carrier family 2, facilitated glucose transporter member 2 Homo sapiens IC50 > 10000.0 nM Flow cytometry transport assay for SLC2A2 using HEK293 JumpIN TRex SLC2A2 WT-OE cells
NPT28458 Single protein Solute carrier family 2, facilitated glucose transporter member 4 Homo sapiens IC50 = 3900.0 nM Flow cytometry transport assay for SLC2A4 using HEK293 JumpIN TRex SLC2A4 WT-OE cells
NPT942 Individual protein Glucose transporter Homo sapiens IC50 = 4100.0 nM Flow cytometry transport assay for SLC2A1 using HEK293 JumpIN TRex SLC2A1 WT-OE cells
NPT28318 Single protein Solute carrier family 2, facilitated glucose transporter member 3 Homo sapiens IC50 = 3900.0 nM Flow cytometry transport assay for SLC2A3 using HEK293 JumpIN TRex SLC2A3 WT-OE cells

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1161 Cell line CHO Cricetulus griseus Log CR = 1.04 n.a. PMID[2362268]
NPT2891 Cell line H4 Homo sapiens Activity = 30.58 % PMID[18024584]
NPT2891 Cell line H4 Homo sapiens Activity = 208.73 % PMID[18024584]
NPT2891 Cell line H4 Homo sapiens Activity = 247.77 % PMID[18024584]
NPT2891 Cell line H4 Homo sapiens Activity = 286.43 % PMID[18024584]
NPT116 Cell line HL-60 Homo sapiens IC50 > 30.0 ug.mL-1 PMID[12880315]
NPT116 Cell line HL-60 Homo sapiens IC50 = 40.0 ug.mL-1 PMID[15165136]
NPT1161 Cell line CHO Cricetulus griseus IC50 = 0.26 ug.mL-1 PMID[15165136]
NPT113 Cell line RAW264.7 Mus musculus IC50 = 5.6 ug.mL-1 PMID[15165136]
NPT113 Cell line RAW264.7 Mus musculus IC50 = 6.5 ug.mL-1 PMID[15165136]
NPT81 Cell line A549 Homo sapiens IC50 = 2130.0 nM PMID[22483395]
NPT146 Cell line SK-OV-3 Homo sapiens IC50 = 460.0 nM PMID[22483395]
NPT147 Cell line SK-MEL-2 Homo sapiens IC50 = 670.0 nM PMID[22483395]
NPT574 Cell line XF498 Homo sapiens IC50 = 2360.0 nM PMID[22483395]
NPT148 Cell line HCT-15 Homo sapiens IC50 = 1940.0 nM PMID[22483395]
NPT165 Cell line HeLa Homo sapiens IC50 = 7900.0 nM PMID[22483395]
NPT82 Cell line MDA-MB-231 Homo sapiens Activity = 8.2 % PMID[33341499]
NPT65 Cell line HepG2 Homo sapiens IC50 = 9500.0 nM PMID[34846891]
NPT83 Cell line MCF7 Homo sapiens IC50 = 5200.0 nM PMID[34846891]
NPT393 Cell line HCT-116 Homo sapiens IC50 = 12000.0 nM PMID[34846891]
NPT171 Cell line MRC5 Homo sapiens IC50 = 270.0 nM PMID[38283219]
NPT28438 Unchecked Unchecked n.a. Inhibition n.a. n.a. % PMID[36413818]
NPT28438 Unchecked Unchecked n.a. Activity = 2.7 % PMID[36413818]
NPT28438 Unchecked Unchecked n.a. Inhibition n.a. n.a. % PMID[38283219]
NPT28438 Unchecked Unchecked n.a. IC50 = 26200.0 nM PMID[38283219]
NPT28438 Unchecked Unchecked n.a. Ratio IC50 = 0.01 n.a. PMID[38283219]
NPT28438 Unchecked Unchecked n.a. Activity n.a. n.a. n.a. PMID[38283219]
NPT565 Organism Vibrio parahaemolyticus Vibrio parahaemolyticus MIC = 4.0 ug.mL-1 PMID[34846891]
NPT2 Others Unspecified n.a. Ratio IC50 > 120.0 n.a. PMID[11374943]
NPT2 Others Unspecified n.a. Ratio = 76.9 n.a. PMID[11374943]
NPT2 Others Unspecified n.a. Inhibition = 4.2 % PMID[7852999]
NPT2 Others Unspecified n.a. Inhibition = 45.5 % PMID[7852999]
NPT2 Others Unspecified n.a. Ratio = 17.2 n.a. PMID[15165136]
NPT2 Others Unspecified n.a. Ratio = 0.04 n.a. PMID[15165136]
NPT2 Others Unspecified n.a. Ratio = 1.1 n.a. PMID[15165136]
NPT2 Others Unspecified n.a. Ratio = 13.0 n.a. PMID[12880315]
NPT2 Others Unspecified n.a. Ratio > 5.5 n.a. PMID[12880315]
NPT2 Others Unspecified n.a. IC50 = 423.96 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 12589.3 nM PubChem BioAssay data set

In vivo activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference





 Experimental ADME

Experiment Model Experiment Tissue ADME Type ADME Relation ADME Value ADME Unit Reference





 Experimental Toxicity

Quantitative toxicity

Experiment Model Experiment Organism Toxicity Type Toxicity Relation Toxicity Value Toxicity Unit Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity Carcinogenicity Mutagenicity Cardiotoxicity Respiratory Toxicity Eye Irritation Endocrine Disruption
Hepatotoxicity Carcinogenicity Mutagenicity Cardiotoxicity Respiratory Toxicity Eye Irritation Endocrine Disruption

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 toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]


  Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

●  The left chart: Distribution of similarity level between NPC31171 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.5 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC488408
0.8718 High Similarity NPC156348
0.7901 Intermediate Similarity NPC111586
0.716 Intermediate Similarity NPC237240
0.7143 Intermediate Similarity NPC308429
0.7143 Intermediate Similarity NPC201692
0.5843 Remote Similarity NPC199772
0.5778 Remote Similarity NPC108852
0.5618 Remote Similarity NPC173934
0.5556 Remote Similarity NPC261709
0.5543 Remote Similarity NPC487727
0.5543 Remote Similarity NPC606246
0.5426 Remote Similarity NPC610512
0.5161 Remote Similarity NPC116057
0.5161 Remote Similarity NPC208725

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC31171 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
1.0 High Similarity NPD7274 Clinical (unspecified phase)

Bioactivity similarity

  Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by 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