Structure

Physi-Chem Properties

Molecular Weight:  178.08
Volume:  206.576
LogP:  4.48
LogD:  3.995
LogS:  -5.966
# Rotatable Bonds:  0
TPSA:  0.0
# H-Bond Aceptor:  0
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  0

MedChem Properties

QED Drug-Likeness Score:  0.456
Synthetic Accessibility Score:  1.197
Fsp3:  0.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.437
MDCK Permeability:  1.880748095572926e-05
Pgp-inhibitor:  0.011
Pgp-substrate:  0.321
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.996
30% Bioavailability (F30%):  0.926

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.628
Plasma Protein Binding (PPB):  97.55103302001953%
Volume Distribution (VD):  1.112
Pgp-substrate:  1.4031412601470947%

ADMET: Metabolism

CYP1A2-inhibitor:  0.988
CYP1A2-substrate:  0.234
CYP2C19-inhibitor:  0.722
CYP2C19-substrate:  0.152
CYP2C9-inhibitor:  0.444
CYP2C9-substrate:  0.865
CYP2D6-inhibitor:  0.506
CYP2D6-substrate:  0.899
CYP3A4-inhibitor:  0.152
CYP3A4-substrate:  0.195

ADMET: Excretion

Clearance (CL):  8.472
Half-life (T1/2):  0.147

ADMET: Toxicity

hERG Blockers:  0.097
Human Hepatotoxicity (H-HT):  0.043
Drug-inuced Liver Injury (DILI):  0.896
AMES Toxicity:  0.857
Rat Oral Acute Toxicity:  0.102
Maximum Recommended Daily Dose:  0.308
Skin Sensitization:  0.941
Carcinogencity:  0.86
Eye Corrosion:  0.316
Eye Irritation:  0.996
Respiratory Toxicity:  0.671

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  Natural Product: NPC96835

Natural Product ID:  NPC96835
Common Name*:   Phenanthrene
IUPAC Name:   phenanthrene
Synonyms:   Phenanthrene
Standard InCHIKey:  YNPNZTXNASCQKK-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C14H10/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)13/h1-10H
SMILES:  c1ccc2c(c1)c1ccccc1cc2
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL46730
PubChem CID:   995
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000025] Phenanthrenes and derivatives

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

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO11776 Lithospermum erythrorhizon Species Boraginaceae Eukaryota n.a. root n.a. DOI[10.1007/s11418-007-0221-0]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. DOI[10.1172/JCI16309]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. DOI[10.1371/journal.pone.0115359]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[10557354]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[11034610]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[11419736]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[11530998]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[1175644]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[12391014]
NPO11421 Arnebia euchroma Species Boraginaceae Eukaryota n.a. n.a. n.a. PMID[12502328]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[12812989]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[12840027]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[12878451]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[15084647]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[1521032]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[15230696]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[15314235]
NPO10780 Bletilla striata Species Orchidaceae Eukaryota n.a. n.a. n.a. PMID[15686910]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[16112079]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[16770722]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[1687010]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[17116739]
NPO11776 Lithospermum erythrorhizon Species Boraginaceae Eukaryota n.a. n.a. n.a. PMID[17157006]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[17190852]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[17875433]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[18311922]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[18544912]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[18799520]
NPO11776 Lithospermum erythrorhizon Species Boraginaceae Eukaryota n.a. n.a. n.a. PMID[19217780]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[19425150]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[19961175]
NPO15890 Cimicifuga foetida Species Ranunculaceae Eukaryota Roots n.a. n.a. PMID[20121210]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[20506249]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[20601097]
NPO8256 Zanthoxylum armatum Species Rutaceae Eukaryota n.a. seed n.a. PMID[20628994]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. bile n.a. PMID[20708442]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. urine n.a. PMID[20708442]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. faeces n.a. PMID[20708442]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[20876113]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[21798258]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[2268561]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[22711758]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23315938]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23717534]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23752203]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23810710]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23811455]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23868375]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23919613]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[24101735]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[24399466]
NPO8256 Zanthoxylum armatum Species Rutaceae Eukaryota n.a. stem n.a. PMID[24412550]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[24494566]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[24558969]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[24816727]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[25114169]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[25181601]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[25293588]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[25644343]
NPO10780 Bletilla striata Species Orchidaceae Eukaryota Fibrous Roots n.a. n.a. PMID[25760525]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[26236990]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[27471436]
NPO1085 Peganum harmala Species Nitrariaceae Eukaryota Seeds n.a. n.a. PMID[28128938]
NPO15373 Actaea dahurica Species Ranunculaceae Eukaryota Roots n.a. n.a. PMID[28558206]
NPO10780 Bletilla striata Species Orchidaceae Eukaryota n.a. n.a. n.a. PMID[31415170]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[3179836]
NPO15373 Actaea dahurica Species Ranunculaceae Eukaryota n.a. n.a. n.a. PMID[32031796]
NPO11776 Lithospermum erythrorhizon Species Boraginaceae Eukaryota n.a. n.a. n.a. PMID[3373224]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[347637]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[4696527]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[5432584]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[6121420]
NPO1085 Peganum harmala Species Nitrariaceae Eukaryota n.a. n.a. n.a. PMID[6736972]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[6780563]
NPO11421 Arnebia euchroma Species Boraginaceae Eukaryota n.a. n.a. n.a. PMID[7775984]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[8600370]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[8987136]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[9192820]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[9800648]
NPO9225 Bursera graveolens Species Burseraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11421 Arnebia euchroma Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11776 Lithospermum erythrorhizon Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4702 Trichosanthes rosthornii Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6326 Morus serrata Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10780 Bletilla striata Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1085 Peganum harmala Species Nitrariaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20297 Arnebia guttata Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO20297 Arnebia guttata Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1085 Peganum harmala Species Nitrariaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8256 Zanthoxylum armatum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2727 Actaea simplex Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11776 Lithospermum erythrorhizon Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4702 Trichosanthes rosthornii Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10780 Bletilla striata Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15890 Cimicifuga foetida Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO389 Actaea heracleifolia Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15373 Actaea dahurica Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6326 Morus serrata Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9225 Bursera graveolens Species Burseraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11421 Arnebia euchroma Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20297 Arnebia guttata Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1085 Peganum harmala Species Nitrariaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11421 Arnebia euchroma Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11776 Lithospermum erythrorhizon Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO10780 Bletilla striata Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4702 Trichosanthes rosthornii Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11776 Lithospermum erythrorhizon Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4702 Trichosanthes rosthornii Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20297 Arnebia guttata Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO10780 Bletilla striata Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO389 Actaea heracleifolia Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15373 Actaea dahurica Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2727 Actaea simplex Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11421 Arnebia euchroma Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15890 Cimicifuga foetida Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4702 Trichosanthes rosthornii Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8256 Zanthoxylum armatum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10780 Bletilla striata Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1085 Peganum harmala Species Nitrariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15373 Actaea dahurica Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2727 Actaea simplex Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11776 Lithospermum erythrorhizon Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9225 Bursera graveolens Species Burseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5854 Cerasus lusitanica n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO11421 Arnebia euchroma Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6326 Morus serrata Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2215 Guarea grandiflora Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15890 Cimicifuga foetida Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO389 Actaea heracleifolia Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20297 Arnebia guttata Species Boraginaceae 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
NPT240 Individual Protein Cytochrome P450 2A6 Homo sapiens IC50 = 97000.0 nM PMID[528550]
NPT1420 Individual Protein Cytochrome P450 2A5 Mus musculus IC50 = 26000.0 nM PMID[528550]
NPT1420 Individual Protein Cytochrome P450 2A5 Mus musculus IC50 = 26001.6 nM PMID[528552]
NPT240 Individual Protein Cytochrome P450 2A6 Homo sapiens IC50 = 97051.0 nM PMID[528552]
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 39810.7 nM PMID[528553]
NPT347 Cell Line Lymphoblastoid cells Homo sapiens Potency = 1.6 nM PMID[528553]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency = 1995.3 nM PMID[528553]
NPT210 Individual Protein Thyroid stimulating hormone receptor Homo sapiens Potency = 1000.0 nM PMID[528553]
NPT532 Individual Protein Lysine-specific demethylase 4A Homo sapiens Potency n.a. 39810.7 nM PMID[528554]
NPT540 Individual Protein Bile acid receptor FXR Homo sapiens Potency n.a. 56234.1 nM PMID[528556]
NPT135 Individual Protein Chromobox protein homolog 1 Homo sapiens Potency n.a. 79432.8 nM PMID[528554]
NPT546 Individual Protein Retinoid X receptor alpha Homo sapiens Potency n.a. 50118.7 nM PMID[528556]
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 74978.0 nM PMID[528553]
NPT102 Individual Protein Interleukin-8 Homo sapiens Potency n.a. 74978.0 nM PMID[528553]
NPT116 Cell Line HL-60 Homo sapiens LC50 > 10000.0 nM PMID[528557]
NPT393 Cell Line HCT-116 Homo sapiens LC50 > 10000.0 nM PMID[528557]
NPT1970 Cell Line THP-1 Homo sapiens FC = 1.4 n.a. PMID[528558]
NPT1970 Cell Line THP-1 Homo sapiens FC = 1.3 n.a. PMID[528558]
NPT1970 Cell Line THP-1 Homo sapiens FC = 1.2 n.a. PMID[528558]
NPT1970 Cell Line THP-1 Homo sapiens FC = 1.1 n.a. PMID[528558]
NPT1970 Cell Line THP-1 Homo sapiens Inhibition = 0.0 % PMID[528558]
NPT1970 Cell Line THP-1 Homo sapiens Inhibition = 6.0 % PMID[528558]
NPT1970 Cell Line THP-1 Homo sapiens Inhibition = 8.5 % PMID[528558]
NPT2 Others Unspecified Potency n.a. 12299.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 189.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 59455.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 68589.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 66710.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 61644.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 37850.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 47227.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 30637.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 23669.8 nM PubChem BioAssay data set
NPT74 Individual Protein Proto-oncogene c-JUN Homo sapiens Potency n.a. 53465.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 13800.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 15484.5 nM PubChem BioAssay data set
NPT27 Others Unspecified Log C = -5.791 n.a. PMID[528549]
NPT27 Others Unspecified Ratio = 4.0 n.a. PMID[528550]
NPT1819 Organism Microsporum canis Arthroderma otae MIC > 50.0 ug.mL-1 PMID[528551]
NPT327 Organism Microsporum gypseum Microsporum gypseum MIC > 50.0 ug.mL-1 PMID[528551]
NPT330 Organism Trichophyton mentagrophytes Trichophyton mentagrophytes MIC > 50.0 ug.mL-1 PMID[528551]
NPT329 Organism Trichophyton rubrum Trichophyton rubrum MIC > 50.0 ug.mL-1 PMID[528551]
NPT328 Organism Epidermophyton floccosum Epidermophyton floccosum MIC > 50.0 ug.mL-1 PMID[528551]
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 35481.3 nM PMID[528553]
NPT35 Others n.a. LogP = 4.49 n.a. PMID[528555]
NPT98 Individual Protein HERG Homo sapiens Potency n.a. 28183.8 nM PMID[528553]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 100.0 ug.mL-1 PMID[528558]
NPT1 Others Radical scavenging activity IC50 > 100.0 ug.mL-1 PMID[528558]
NPT35 Others n.a. log K = 0.6 n.a. PMID[528559]
NPT35 Others n.a. Retention_time = 3.615 min PMID[528559]
NPT35 Others n.a. LogD = 4.5 n.a. PMID[528560]
NPT35 Others n.a. LogP = 4.5 n.a. PMID[528560]

☑ 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 NPC96835 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 NPC258492
0.9855 High Similarity NPC307195
0.9559 High Similarity NPC72670
0.9444 High Similarity NPC66270
0.9444 High Similarity NPC245896
0.942 High Similarity NPC135433
0.942 High Similarity NPC39799
0.942 High Similarity NPC158028
0.942 High Similarity NPC1008
0.942 High Similarity NPC87099
0.942 High Similarity NPC226999
0.942 High Similarity NPC280135
0.942 High Similarity NPC193578
0.9189 High Similarity NPC50063
0.9189 High Similarity NPC315216
0.913 High Similarity NPC213570
0.913 High Similarity NPC246822
0.913 High Similarity NPC139416
0.9054 High Similarity NPC159661
0.9 High Similarity NPC251490
0.8919 High Similarity NPC255345
0.8841 High Similarity NPC267443
0.8841 High Similarity NPC6107
0.8824 High Similarity NPC291066
0.8784 High Similarity NPC249018
0.8784 High Similarity NPC3190
0.875 High Similarity NPC1901
0.875 High Similarity NPC54269
0.8696 High Similarity NPC289915
0.8696 High Similarity NPC113837
0.8676 High Similarity NPC113670
0.8529 High Similarity NPC71009
0.8472 Intermediate Similarity NPC263385
0.8382 Intermediate Similarity NPC246588
0.8143 Intermediate Similarity NPC88566
0.8116 Intermediate Similarity NPC248705
0.8116 Intermediate Similarity NPC54368
0.8116 Intermediate Similarity NPC150196
0.8116 Intermediate Similarity NPC310758
0.8116 Intermediate Similarity NPC238023
0.8088 Intermediate Similarity NPC36357
0.8088 Intermediate Similarity NPC114327
0.8082 Intermediate Similarity NPC473206
0.8028 Intermediate Similarity NPC198023
0.8028 Intermediate Similarity NPC32312
0.8028 Intermediate Similarity NPC155172
0.8 Intermediate Similarity NPC22786
0.8 Intermediate Similarity NPC66517
0.7971 Intermediate Similarity NPC147062
0.7922 Intermediate Similarity NPC110264
0.7917 Intermediate Similarity NPC178527
0.7887 Intermediate Similarity NPC45756
0.7887 Intermediate Similarity NPC21211
0.7857 Intermediate Similarity NPC135924
0.7826 Intermediate Similarity NPC64270
0.7826 Intermediate Similarity NPC8235
0.7794 Intermediate Similarity NPC198841
0.7746 Intermediate Similarity NPC200745
0.7746 Intermediate Similarity NPC29680
0.7738 Intermediate Similarity NPC60408
0.7681 Intermediate Similarity NPC212114
0.7681 Intermediate Similarity NPC120441
0.7681 Intermediate Similarity NPC65873
0.7681 Intermediate Similarity NPC300345
0.7647 Intermediate Similarity NPC149436
0.7606 Intermediate Similarity NPC210849
0.7558 Intermediate Similarity NPC298115
0.7536 Intermediate Similarity NPC269586
0.7534 Intermediate Similarity NPC264470
0.7528 Intermediate Similarity NPC472880
0.7471 Intermediate Similarity NPC277277
0.7442 Intermediate Similarity NPC267262
0.7439 Intermediate Similarity NPC242628
0.7432 Intermediate Similarity NPC36440
0.7416 Intermediate Similarity NPC289883
0.7391 Intermediate Similarity NPC277704
0.7386 Intermediate Similarity NPC125226
0.7386 Intermediate Similarity NPC103346
0.7386 Intermediate Similarity NPC220596
0.7356 Intermediate Similarity NPC418308
0.7312 Intermediate Similarity NPC472879
0.7303 Intermediate Similarity NPC128645
0.7273 Intermediate Similarity NPC19256
0.7237 Intermediate Similarity NPC22760
0.7222 Intermediate Similarity NPC169110
0.7176 Intermediate Similarity NPC267704
0.7159 Intermediate Similarity NPC199567
0.7159 Intermediate Similarity NPC325709
0.7143 Intermediate Similarity NPC297358
0.7143 Intermediate Similarity NPC5324
0.7143 Intermediate Similarity NPC200936
0.7097 Intermediate Similarity NPC49994
0.7079 Intermediate Similarity NPC26224
0.7065 Intermediate Similarity NPC219573
0.7065 Intermediate Similarity NPC185208
0.7011 Intermediate Similarity NPC160339
0.7011 Intermediate Similarity NPC307
0.6989 Remote Similarity NPC324602
0.6977 Remote Similarity NPC133162
0.6951 Remote Similarity NPC9796
0.6933 Remote Similarity NPC50266
0.6914 Remote Similarity NPC276699
0.6892 Remote Similarity NPC45255
0.6889 Remote Similarity NPC173413
0.6875 Remote Similarity NPC212463
0.6875 Remote Similarity NPC239854
0.6867 Remote Similarity NPC103488
0.6854 Remote Similarity NPC153308
0.6842 Remote Similarity NPC221825
0.6818 Remote Similarity NPC148231
0.6818 Remote Similarity NPC164526
0.6813 Remote Similarity NPC133461
0.6809 Remote Similarity NPC239185
0.6786 Remote Similarity NPC272260
0.6778 Remote Similarity NPC113307
0.6774 Remote Similarity NPC260233
0.6774 Remote Similarity NPC172925
0.6771 Remote Similarity NPC476993
0.6771 Remote Similarity NPC128248
0.6771 Remote Similarity NPC136810
0.6771 Remote Similarity NPC133809
0.6757 Remote Similarity NPC147578
0.6747 Remote Similarity NPC290638
0.6739 Remote Similarity NPC155232
0.6739 Remote Similarity NPC323420
0.6739 Remote Similarity NPC153885
0.6737 Remote Similarity NPC134882
0.6733 Remote Similarity NPC314187
0.6706 Remote Similarity NPC184030
0.6706 Remote Similarity NPC285716
0.6706 Remote Similarity NPC157055
0.6706 Remote Similarity NPC164449
0.6706 Remote Similarity NPC95868
0.6706 Remote Similarity NPC17408
0.6667 Remote Similarity NPC200624
0.6667 Remote Similarity NPC238219
0.6667 Remote Similarity NPC157778
0.6633 Remote Similarity NPC19856
0.6632 Remote Similarity NPC226041
0.6632 Remote Similarity NPC265220
0.663 Remote Similarity NPC470926
0.6628 Remote Similarity NPC12936
0.6628 Remote Similarity NPC273033
0.6625 Remote Similarity NPC229235
0.6602 Remote Similarity NPC186128
0.6598 Remote Similarity NPC109514
0.6591 Remote Similarity NPC95429
0.6588 Remote Similarity NPC139901
0.6588 Remote Similarity NPC151405
0.6582 Remote Similarity NPC311343
0.6582 Remote Similarity NPC82770
0.6582 Remote Similarity NPC239931
0.6582 Remote Similarity NPC78954
0.6566 Remote Similarity NPC56168
0.6566 Remote Similarity NPC238696
0.6562 Remote Similarity NPC75724
0.6559 Remote Similarity NPC314690
0.6559 Remote Similarity NPC59677
0.6556 Remote Similarity NPC43945
0.6556 Remote Similarity NPC69057
0.6552 Remote Similarity NPC230068
0.6552 Remote Similarity NPC73637
0.6552 Remote Similarity NPC121478
0.6548 Remote Similarity NPC298023
0.6548 Remote Similarity NPC179726
0.6543 Remote Similarity NPC208302
0.6543 Remote Similarity NPC74458
0.6512 Remote Similarity NPC71664
0.6512 Remote Similarity NPC477703
0.6506 Remote Similarity NPC189371
0.65 Remote Similarity NPC169222
0.65 Remote Similarity NPC16190
0.65 Remote Similarity NPC471186
0.65 Remote Similarity NPC235059
0.65 Remote Similarity NPC243601
0.65 Remote Similarity NPC98880
0.6477 Remote Similarity NPC273758
0.6477 Remote Similarity NPC104070
0.6477 Remote Similarity NPC119677
0.6476 Remote Similarity NPC321589
0.6476 Remote Similarity NPC67377
0.6476 Remote Similarity NPC715
0.6476 Remote Similarity NPC322239
0.6471 Remote Similarity NPC224544
0.6463 Remote Similarity NPC271437
0.6463 Remote Similarity NPC285679
0.6463 Remote Similarity NPC244738
0.6456 Remote Similarity NPC52330
0.6452 Remote Similarity NPC284475
0.6437 Remote Similarity NPC145053
0.6436 Remote Similarity NPC142326
0.6436 Remote Similarity NPC94751
0.6429 Remote Similarity NPC225079
0.6421 Remote Similarity NPC329430
0.642 Remote Similarity NPC95289
0.6415 Remote Similarity NPC249270
0.6413 Remote Similarity NPC176858
0.6408 Remote Similarity NPC273837
0.6404 Remote Similarity NPC168855
0.6386 Remote Similarity NPC208075

  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 NPC96835 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
0.8676 High Similarity NPD675 Discontinued
0.7805 Intermediate Similarity NPD4544 Approved
0.7556 Intermediate Similarity NPD5598 Approved
0.7556 Intermediate Similarity NPD5597 Approved
0.75 Intermediate Similarity NPD4405 Approved
0.75 Intermediate Similarity NPD4407 Approved
0.75 Intermediate Similarity NPD4408 Approved
0.7473 Intermediate Similarity NPD5832 Phase 3
0.7368 Intermediate Similarity NPD9497 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD3979 Approved
0.7317 Intermediate Similarity NPD3904 Approved
0.7317 Intermediate Similarity NPD3981 Approved
0.7317 Intermediate Similarity NPD3903 Approved
0.7253 Intermediate Similarity NPD6472 Discontinued
0.7234 Intermediate Similarity NPD4321 Approved
0.7143 Intermediate Similarity NPD1673 Approved
0.7067 Intermediate Similarity NPD173 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD3093 Approved
0.7059 Intermediate Similarity NPD4635 Approved
0.7033 Intermediate Similarity NPD3980 Approved
0.7033 Intermediate Similarity NPD3982 Approved
0.7033 Intermediate Similarity NPD2878 Approved
0.7011 Intermediate Similarity NPD4406 Approved
0.7011 Intermediate Similarity NPD4409 Approved
0.7011 Intermediate Similarity NPD3099 Discontinued
0.6988 Remote Similarity NPD1475 Approved
0.6977 Remote Similarity NPD3429 Approved
0.6977 Remote Similarity NPD3427 Approved
0.6947 Remote Similarity NPD6354 Discontinued
0.6939 Remote Similarity NPD7170 Discontinued
0.6905 Remote Similarity NPD914 Suspended
0.6905 Remote Similarity NPD1617 Discontinued
0.6869 Remote Similarity NPD2342 Discontinued
0.686 Remote Similarity NPD423 Phase 3
0.686 Remote Similarity NPD5288 Clinical (unspecified phase)
0.6854 Remote Similarity NPD3345 Approved
0.6848 Remote Similarity NPD4545 Approved
0.6848 Remote Similarity NPD4542 Approved
0.6824 Remote Similarity NPD4027 Approved
0.6824 Remote Similarity NPD4026 Approved
0.6824 Remote Similarity NPD3035 Approved
0.6809 Remote Similarity NPD3495 Discontinued
0.6774 Remote Similarity NPD688 Clinical (unspecified phase)
0.6774 Remote Similarity NPD6049 Phase 2
0.6774 Remote Similarity NPD6048 Clinical (unspecified phase)
0.675 Remote Similarity NPD294 Approved
0.675 Remote Similarity NPD292 Approved
0.6747 Remote Similarity NPD4147 Approved
0.6747 Remote Similarity NPD4144 Approved
0.6744 Remote Similarity NPD4169 Approved
0.6744 Remote Similarity NPD4701 Clinical (unspecified phase)
0.6744 Remote Similarity NPD4170 Approved
0.6742 Remote Similarity NPD3428 Approved
0.6742 Remote Similarity NPD3426 Approved
0.6735 Remote Similarity NPD4937 Approved
0.6735 Remote Similarity NPD4936 Approved
0.6706 Remote Similarity NPD1507 Clinical (unspecified phase)
0.6705 Remote Similarity NPD5916 Discontinued
0.6703 Remote Similarity NPD3346 Approved
0.6703 Remote Similarity NPD3344 Approved
0.6703 Remote Similarity NPD5915 Approved
0.6702 Remote Similarity NPD2895 Discontinued
0.6667 Remote Similarity NPD3971 Phase 1
0.6667 Remote Similarity NPD1185 Approved
0.6667 Remote Similarity NPD2001 Discontinued
0.6633 Remote Similarity NPD5700 Clinical (unspecified phase)
0.6632 Remote Similarity NPD2487 Clinical (unspecified phase)
0.663 Remote Similarity NPD1239 Approved
0.6629 Remote Similarity NPD4636 Approved
0.6628 Remote Similarity NPD942 Approved
0.6556 Remote Similarity NPD650 Approved
0.6512 Remote Similarity NPD260 Discontinued
0.6489 Remote Similarity NPD1563 Approved
0.6476 Remote Similarity NPD4869 Clinical (unspecified phase)
0.6471 Remote Similarity NPD9563 Approved
0.6471 Remote Similarity NPD9564 Approved
0.6471 Remote Similarity NPD79 Approved
0.6463 Remote Similarity NPD9728 Phase 1
0.6458 Remote Similarity NPD713 Clinical (unspecified phase)
0.6452 Remote Similarity NPD7609 Phase 3
0.6421 Remote Similarity NPD5554 Approved
0.6421 Remote Similarity NPD3772 Phase 3
0.6404 Remote Similarity NPD5178 Approved
0.6386 Remote Similarity NPD9589 Approved
0.6386 Remote Similarity NPD80 Approved
0.6386 Remote Similarity NPD9591 Approved
0.6386 Remote Similarity NPD9592 Approved
0.6386 Remote Similarity NPD505 Clinical (unspecified phase)
0.6386 Remote Similarity NPD9593 Approved
0.6386 Remote Similarity NPD9590 Approved
0.6386 Remote Similarity NPD9588 Approved
0.6386 Remote Similarity NPD9594 Approved
0.6383 Remote Similarity NPD1508 Approved
0.6383 Remote Similarity NPD7631 Approved
0.6374 Remote Similarity NPD2002 Discontinued
0.6374 Remote Similarity NPD4146 Approved
0.6374 Remote Similarity NPD4145 Approved
0.6354 Remote Similarity NPD2005 Discontinued
0.6354 Remote Similarity NPD1989 Approved
0.6333 Remote Similarity NPD5734 Clinical (unspecified phase)
0.6316 Remote Similarity NPD6548 Approved
0.6316 Remote Similarity NPD6549 Approved
0.6304 Remote Similarity NPD5675 Discontinued
0.6292 Remote Similarity NPD4000 Phase 3
0.6289 Remote Similarity NPD1564 Approved
0.6289 Remote Similarity NPD1565 Approved
0.6289 Remote Similarity NPD1566 Phase 3
0.6264 Remote Similarity NPD5252 Clinical (unspecified phase)
0.6237 Remote Similarity NPD5656 Clinical (unspecified phase)
0.6222 Remote Similarity NPD2539 Approved
0.6222 Remote Similarity NPD2538 Approved
0.6207 Remote Similarity NPD590 Approved
0.6207 Remote Similarity NPD589 Approved
0.6196 Remote Similarity NPD1087 Approved
0.6186 Remote Similarity NPD3456 Approved
0.6186 Remote Similarity NPD1843 Approved
0.6186 Remote Similarity NPD3457 Approved
0.6186 Remote Similarity NPD3458 Approved
0.6182 Remote Similarity NPD5511 Discontinued
0.6176 Remote Similarity NPD1268 Approved
0.6176 Remote Similarity NPD1269 Approved
0.6162 Remote Similarity NPD1946 Clinical (unspecified phase)
0.6162 Remote Similarity NPD4737 Phase 2
0.6154 Remote Similarity NPD8010 Approved
0.6154 Remote Similarity NPD9505 Clinical (unspecified phase)
0.6154 Remote Similarity NPD8009 Approved
0.6129 Remote Similarity NPD1101 Approved
0.6118 Remote Similarity NPD9716 Approved
0.6111 Remote Similarity NPD2508 Discontinued
0.6111 Remote Similarity NPD5951 Approved
0.6105 Remote Similarity NPD2998 Approved
0.6105 Remote Similarity NPD517 Discontinued
0.6105 Remote Similarity NPD4543 Discontinued
0.6105 Remote Similarity NPD2997 Approved
0.6105 Remote Similarity NPD3000 Approved
0.61 Remote Similarity NPD1916 Discontinued
0.61 Remote Similarity NPD1616 Discontinued
0.6092 Remote Similarity NPD225 Approved
0.6092 Remote Similarity NPD296 Approved
0.6092 Remote Similarity NPD295 Approved
0.6092 Remote Similarity NPD9393 Approved
0.6092 Remote Similarity NPD227 Approved
0.6092 Remote Similarity NPD293 Approved
0.6092 Remote Similarity NPD9397 Approved
0.6075 Remote Similarity NPD7635 Approved
0.6071 Remote Similarity NPD4416 Clinical (unspecified phase)
0.6071 Remote Similarity NPD5836 Discontinued
0.6071 Remote Similarity NPD2286 Discontinued
0.6064 Remote Similarity NPD771 Phase 3
0.6064 Remote Similarity NPD1628 Approved
0.6064 Remote Similarity NPD1629 Approved
0.6061 Remote Similarity NPD6499 Approved
0.6061 Remote Similarity NPD6498 Approved
0.604 Remote Similarity NPD5753 Discontinued
0.604 Remote Similarity NPD1932 Approved
0.6038 Remote Similarity NPD2384 Clinical (unspecified phase)
0.6023 Remote Similarity NPD1051 Approved
0.6023 Remote Similarity NPD1052 Approved
0.6023 Remote Similarity NPD1053 Approved
0.6022 Remote Similarity NPD782 Approved
0.6022 Remote Similarity NPD783 Approved
0.6022 Remote Similarity NPD781 Approved
0.6022 Remote Similarity NPD780 Approved
0.602 Remote Similarity NPD5963 Phase 2
0.602 Remote Similarity NPD5964 Phase 2
0.6019 Remote Similarity NPD496 Approved
0.6019 Remote Similarity NPD498 Approved
0.6019 Remote Similarity NPD495 Approved
0.6 Remote Similarity NPD4728 Approved
0.6 Remote Similarity NPD2811 Clinical (unspecified phase)
0.6 Remote Similarity NPD1089 Approved
0.6 Remote Similarity NPD1090 Approved
0.6 Remote Similarity NPD1086 Approved
0.5978 Remote Similarity NPD2205 Approved
0.5978 Remote Similarity NPD2208 Approved
0.5977 Remote Similarity NPD603 Approved
0.5963 Remote Similarity NPD497 Approved
0.596 Remote Similarity NPD1875 Phase 1
0.5955 Remote Similarity NPD5372 Approved
0.5955 Remote Similarity NPD5371 Approved
0.5941 Remote Similarity NPD5630 Phase 1
0.5934 Remote Similarity NPD262 Approved
0.5934 Remote Similarity NPD263 Approved
0.5929 Remote Similarity NPD7163 Clinical (unspecified phase)
0.5918 Remote Similarity NPD4094 Approved
0.5914 Remote Similarity NPD1697 Approved
0.5913 Remote Similarity NPD3880 Clinical (unspecified phase)
0.5895 Remote Similarity NPD800 Approved
0.5893 Remote Similarity NPD2106 Clinical (unspecified phase)
0.5889 Remote Similarity NPD226 Approved
0.5889 Remote Similarity NPD472 Approved
0.5882 Remote Similarity NPD4734 Approved
0.5882 Remote Similarity NPD4735 Approved
0.5882 Remote Similarity NPD2841 Approved
0.5876 Remote Similarity NPD1088 Approved
0.5876 Remote Similarity NPD9361 Approved
0.5859 Remote Similarity NPD2507 Clinical (unspecified phase)
0.5843 Remote Similarity NPD508 Approved
0.5843 Remote Similarity NPD507 Approved
0.5843 Remote Similarity NPD9490 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