Structure

Physi-Chem Properties

Molecular Weight:  206.17
Volume:  243.025
LogP:  4.981
LogD:  4.486
LogS:  -4.807
# Rotatable Bonds:  3
TPSA:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.772
Synthetic Accessibility Score:  2.039
Fsp3:  0.571
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.653
MDCK Permeability:  1.467671427235473e-05
Pgp-inhibitor:  0.316
Pgp-substrate:  0.002
Human Intestinal Absorption (HIA):  0.191
20% Bioavailability (F20%):  0.602
30% Bioavailability (F30%):  0.018

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.406
Plasma Protein Binding (PPB):  93.74408721923828%
Volume Distribution (VD):  5.164
Pgp-substrate:  9.304893493652344%

ADMET: Metabolism

CYP1A2-inhibitor:  0.389
CYP1A2-substrate:  0.748
CYP2C19-inhibitor:  0.88
CYP2C19-substrate:  0.843
CYP2C9-inhibitor:  0.548
CYP2C9-substrate:  0.956
CYP2D6-inhibitor:  0.55
CYP2D6-substrate:  0.864
CYP3A4-inhibitor:  0.12
CYP3A4-substrate:  0.269

ADMET: Excretion

Clearance (CL):  8.285
Half-life (T1/2):  0.28

ADMET: Toxicity

hERG Blockers:  0.035
Human Hepatotoxicity (H-HT):  0.029
Drug-inuced Liver Injury (DILI):  0.026
AMES Toxicity:  0.013
Rat Oral Acute Toxicity:  0.195
Maximum Recommended Daily Dose:  0.047
Skin Sensitization:  0.718
Carcinogencity:  0.051
Eye Corrosion:  0.978
Eye Irritation:  0.984
Respiratory Toxicity:  0.475

Download Data

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

  Natural Product: NPC316301

Natural Product ID:  NPC316301
Common Name*:   4-(2,4,4-Trimethylpentan-2-Yl)Phenol
IUPAC Name:   4-(2,4,4-trimethylpentan-2-yl)phenol
Synonyms:   4-Tert-Octylphenol; P-T-Octylphenol
Standard InCHIKey:  ISAVYTVYFVQUDY-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C14H22O/c1-13(2,3)10-14(4,5)11-6-8-12(15)9-7-11/h6-9,15H,10H2,1-5H3
SMILES:  CC(c1ccc(cc1)O)(CC(C)(C)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL259327
PubChem CID:   8814
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives
        • [CHEMONTID:0002811] Phenylpropanes

*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
NPO10449 Arctium lappa Species Asteraceae Eukaryota n.a. fruit n.a. PMID[22396124]
NPO10449 Arctium lappa Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23501116]
NPO10449 Arctium lappa Species Asteraceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO10449 Arctium lappa Species Asteraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO10449 Arctium lappa Species Asteraceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO10449 Arctium lappa Species Asteraceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO10449 Arctium lappa Species Asteraceae Eukaryota n.a. n.a. Database[FooDB]
NPO25014 Achillea millefolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18933 Phlegmariurus fordii Species Lycopodiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10449 Arctium lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10449 Arctium lappa Species Asteraceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO23448 Vinegar n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO10449 Arctium lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18933 Phlegmariurus fordii Species Lycopodiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25014 Achillea millefolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25014 Achillea millefolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO10449 Arctium lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO10449 Arctium lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO10449 Arctium lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18933 Phlegmariurus fordii Species Lycopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25014 Achillea millefolium Species Asteraceae 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
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 22387.2 nM PMID[561948]
NPT108 Individual Protein Estrogen receptor alpha Homo sapiens Potency n.a. 2818.4 nM PMID[561949]
NPT46 Individual Protein Thyroid hormone receptor beta-1 Homo sapiens Potency n.a. 44668.4 nM PMID[561949]
NPT46 Individual Protein Thyroid hormone receptor beta-1 Homo sapiens Potency n.a. 3.2 nM PMID[561949]
NPT444 Individual Protein Ubiquitin carboxyl-terminal hydrolase 1 Homo sapiens Potency n.a. 25118.9 nM PMID[561950]
NPT10 Individual Protein Geminin Homo sapiens Potency n.a. 33498.3 nM PMID[561950]
NPT163 Individual Protein Nuclear factor NF-kappa-B p105 subunit Homo sapiens Potency n.a. 39810.7 nM PMID[561949]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 26608.6 nM PMID[561951]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 21689.9 nM PMID[561952]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 13685.4 nM PMID[561952]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 29855.4 nM PMID[561951]
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 43641.2 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 15089 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 30637.9 nM PubChem BioAssay data set
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 29847 nM PubChem BioAssay data set
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 27306 nM PubChem BioAssay data set
NPT106 Individual Protein Peroxisome proliferator-activated receptor delta Homo sapiens Potency n.a. 43641.2 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 34665.4 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 30106.5 nM PubChem BioAssay data set
NPT162 Individual Protein Heat shock protein beta-1 Homo sapiens Potency n.a. 33488.9 nM PubChem BioAssay data set
NPT162 Individual Protein Heat shock protein beta-1 Homo sapiens Potency n.a. 38900 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 7695.9 nM PubChem BioAssay data set
NPT106 Individual Protein Peroxisome proliferator-activated receptor delta Homo sapiens Potency n.a. 34665.4 nM PubChem BioAssay data set
NPT163 Individual Protein Nuclear factor NF-kappa-B p105 subunit Homo sapiens Potency n.a. 23914.5 nM PubChem BioAssay data set
NPT163 Individual Protein Nuclear factor NF-kappa-B p105 subunit Homo sapiens Potency n.a. 19493.8 nM PubChem BioAssay data set
NPT895 Individual Protein Testis-specific androgen-binding protein Homo sapiens Kd = 2137.96 nM PMID[561946]
NPT29 Organism Rattus norvegicus Rattus norvegicus Drug uptake = 80.0 ng/ml PMID[561947]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency n.a. 4775.5 nM PMID[561950]
NPT866 Individual Protein Peroxisome proliferator-activated receptor alpha Homo sapiens Potency n.a. 25118.9 nM PMID[561949]
NPT610 Others Molecular identity unknown Potency n.a. 19952.6 nM PMID[561949]
NPT2 Others Unspecified Potency n.a. 50118.7 nM PMID[561952]
NPT2 Others Unspecified Potency n.a. 44668.4 nM PMID[561952]
NPT2 Others Unspecified AC50 n.a. 39810.7 nM PMID[561953]
NPT2 Others Unspecified AC50 n.a. 31622.8 nM PMID[561952]
NPT2 Others Unspecified IC50 = 9111.2 nM PMID[561953]
NPT2 Others Unspecified Ac50 n.a. 39.81 uM PMID[561953]
NPT2 Others Unspecified Ac50 n.a. 5.012 uM PMID[561952]
NPT2 Others Unspecified IC50 n.a. 10000.0 nM PMID[561953]
NPT2 Others Unspecified IC50 = 8369.9 nM PMID[561953]
NPT2 Others Unspecified Ac50 n.a. 19.95 uM PMID[561953]
NPT2 Others Unspecified Ac50 n.a. 11.22 uM PMID[561952]
NPT2 Others Unspecified Ac50 n.a. 15.85 uM PMID[561953]
NPT2 Others Unspecified Ac50 n.a. 17.78 uM PMID[561952]
NPT2 Others Unspecified IC50 = 25862.5 nM PMID[561953]
NPT2 Others Unspecified AC50 n.a. 19952.6 nM PMID[561953]
NPT2 Others Unspecified AC50 n.a. 11220.2 nM PMID[561952]
NPT2 Others Unspecified AC50 n.a. 15848.9 nM PMID[561953]
NPT2 Others Unspecified AC50 n.a. 17782.8 nM PMID[561952]
NPT2 Others Unspecified Potency n.a. 26832.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 870.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 33488.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 8485.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 17373.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 34669.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 863.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 1188.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 68589.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 33491.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 24541.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 27539.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 27306 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 26603.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 54941 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 1722.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 3349.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 48966.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 17228.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 23710.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 61130.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 14958.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 61644.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 21689.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 30637.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 43277.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 23914.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 19493.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 21313.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 15484.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 11883.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 30895.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 6165.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 43641.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 21875.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 9688.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 54482.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 12197.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 29849.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 8707.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 29847 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 21872.4 nM PubChem BioAssay data set
NPT74 Individual Protein Proto-oncogene c-JUN Homo sapiens Potency n.a. 23914.5 nM PubChem BioAssay data set
NPT74 Individual Protein Proto-oncogene c-JUN Homo sapiens Potency n.a. 15484.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 21131.7 nM PubChem BioAssay data set

☑ 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 NPC316301 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 NPC27323
0.9773 High Similarity NPC155908
0.967 High Similarity NPC225464
0.9565 High Similarity NPC122005
0.9565 High Similarity NPC92730
0.9565 High Similarity NPC252821
0.9556 High Similarity NPC152415
0.9551 High Similarity NPC304541
0.9545 High Similarity NPC123273
0.9545 High Similarity NPC318325
0.9545 High Similarity NPC242240
0.9462 High Similarity NPC225506
0.9444 High Similarity NPC55903
0.9432 High Similarity NPC113460
0.9432 High Similarity NPC25493
0.9333 High Similarity NPC306074
0.9326 High Similarity NPC177420
0.9326 High Similarity NPC98772
0.9326 High Similarity NPC258219
0.9326 High Similarity NPC280347
0.9318 High Similarity NPC23167
0.9318 High Similarity NPC184169
0.9255 High Similarity NPC211885
0.9247 High Similarity NPC77492
0.9239 High Similarity NPC144682
0.9239 High Similarity NPC222146
0.9222 High Similarity NPC55561
0.9205 High Similarity NPC197783
0.9149 High Similarity NPC33675
0.9149 High Similarity NPC299762
0.913 High Similarity NPC289769
0.9121 High Similarity NPC270547
0.9091 High Similarity NPC175313
0.9091 High Similarity NPC248817
0.9032 High Similarity NPC26244
0.9032 High Similarity NPC8392
0.9022 High Similarity NPC147284
0.9022 High Similarity NPC162314
0.9022 High Similarity NPC3358
0.9022 High Similarity NPC94139
0.9022 High Similarity NPC210497
0.9022 High Similarity NPC306884
0.9011 High Similarity NPC192
0.9 High Similarity NPC27974
0.898 High Similarity NPC477814
0.8977 High Similarity NPC124436
0.8977 High Similarity NPC265146
0.8969 High Similarity NPC120719
0.8958 High Similarity NPC252105
0.8936 High Similarity NPC132271
0.8936 High Similarity NPC82664
0.8936 High Similarity NPC292730
0.8936 High Similarity NPC473388
0.8936 High Similarity NPC216520
0.8925 High Similarity NPC151715
0.8913 High Similarity NPC45040
0.8913 High Similarity NPC204210
0.8889 High Similarity NPC407
0.8889 High Similarity NPC307235
0.8842 High Similarity NPC79241
0.8842 High Similarity NPC6597
0.883 High Similarity NPC274678
0.8817 High Similarity NPC325292
0.8817 High Similarity NPC138117
0.8804 High Similarity NPC300017
0.8778 High Similarity NPC155393
0.8763 High Similarity NPC101025
0.8763 High Similarity NPC471578
0.875 High Similarity NPC128723
0.8737 High Similarity NPC312132
0.8737 High Similarity NPC259512
0.8737 High Similarity NPC202986
0.8723 High Similarity NPC128062
0.8723 High Similarity NPC76938
0.8723 High Similarity NPC245187
0.8696 High Similarity NPC70436
0.8687 High Similarity NPC47284
0.8687 High Similarity NPC138942
0.8673 High Similarity NPC62351
0.8673 High Similarity NPC168829
0.8673 High Similarity NPC269212
0.8667 High Similarity NPC286904
0.8667 High Similarity NPC150837
0.866 High Similarity NPC72729
0.8646 High Similarity NPC474073
0.8646 High Similarity NPC32674
0.8632 High Similarity NPC313650
0.8632 High Similarity NPC32714
0.8627 High Similarity NPC13482
0.8617 High Similarity NPC271440
0.86 High Similarity NPC53740
0.86 High Similarity NPC310456
0.86 High Similarity NPC271274
0.8587 High Similarity NPC19680
0.8587 High Similarity NPC104216
0.8586 High Similarity NPC288411
0.8571 High Similarity NPC472585
0.8557 High Similarity NPC51333
0.8557 High Similarity NPC78119
0.8557 High Similarity NPC132078
0.8557 High Similarity NPC216468
0.8544 High Similarity NPC322753
0.8515 High Similarity NPC320439
0.8511 High Similarity NPC231150
0.85 High Similarity NPC219286
0.85 High Similarity NPC99557
0.8485 Intermediate Similarity NPC196479
0.8469 Intermediate Similarity NPC248396
0.8469 Intermediate Similarity NPC48730
0.8469 Intermediate Similarity NPC213730
0.8469 Intermediate Similarity NPC129373
0.8462 Intermediate Similarity NPC250323
0.8462 Intermediate Similarity NPC228425
0.8454 Intermediate Similarity NPC260000
0.8454 Intermediate Similarity NPC109955
0.8454 Intermediate Similarity NPC152097
0.8447 Intermediate Similarity NPC141782
0.8431 Intermediate Similarity NPC64586
0.8431 Intermediate Similarity NPC11554
0.8431 Intermediate Similarity NPC470039
0.8431 Intermediate Similarity NPC306295
0.8421 Intermediate Similarity NPC181709
0.8416 Intermediate Similarity NPC21594
0.8416 Intermediate Similarity NPC155072
0.8404 Intermediate Similarity NPC300478
0.84 Intermediate Similarity NPC327811
0.84 Intermediate Similarity NPC475225
0.84 Intermediate Similarity NPC254965
0.8384 Intermediate Similarity NPC7686
0.8384 Intermediate Similarity NPC40258
0.8384 Intermediate Similarity NPC91461
0.8367 Intermediate Similarity NPC280869
0.8367 Intermediate Similarity NPC260775
0.8367 Intermediate Similarity NPC80027
0.8365 Intermediate Similarity NPC176279
0.8365 Intermediate Similarity NPC260323
0.8352 Intermediate Similarity NPC474354
0.835 Intermediate Similarity NPC58865
0.835 Intermediate Similarity NPC254833
0.835 Intermediate Similarity NPC228343
0.8333 Intermediate Similarity NPC151477
0.8333 Intermediate Similarity NPC228737
0.8317 Intermediate Similarity NPC233396
0.8317 Intermediate Similarity NPC303141
0.8317 Intermediate Similarity NPC154899
0.8317 Intermediate Similarity NPC239291
0.8315 Intermediate Similarity NPC133050
0.8302 Intermediate Similarity NPC195922
0.83 Intermediate Similarity NPC24404
0.83 Intermediate Similarity NPC302219
0.83 Intermediate Similarity NPC471228
0.83 Intermediate Similarity NPC222522
0.83 Intermediate Similarity NPC94351
0.83 Intermediate Similarity NPC71002
0.83 Intermediate Similarity NPC168303
0.83 Intermediate Similarity NPC53051
0.83 Intermediate Similarity NPC242342
0.83 Intermediate Similarity NPC85479
0.83 Intermediate Similarity NPC106396
0.83 Intermediate Similarity NPC313030
0.83 Intermediate Similarity NPC235762
0.83 Intermediate Similarity NPC108497
0.83 Intermediate Similarity NPC146798
0.83 Intermediate Similarity NPC249828
0.8283 Intermediate Similarity NPC70677
0.8283 Intermediate Similarity NPC12931
0.8283 Intermediate Similarity NPC10588
0.8283 Intermediate Similarity NPC166761
0.8283 Intermediate Similarity NPC174911
0.8283 Intermediate Similarity NPC130756
0.8283 Intermediate Similarity NPC294741
0.8269 Intermediate Similarity NPC296683
0.8265 Intermediate Similarity NPC107619
0.8265 Intermediate Similarity NPC156313
0.8265 Intermediate Similarity NPC475078
0.8261 Intermediate Similarity NPC474211
0.8252 Intermediate Similarity NPC201959
0.8252 Intermediate Similarity NPC262365
0.8252 Intermediate Similarity NPC75440
0.8247 Intermediate Similarity NPC107522
0.8242 Intermediate Similarity NPC168855
0.8235 Intermediate Similarity NPC92623
0.8235 Intermediate Similarity NPC248904
0.8235 Intermediate Similarity NPC113457
0.8235 Intermediate Similarity NPC54765
0.8235 Intermediate Similarity NPC135464
0.8229 Intermediate Similarity NPC29373
0.8218 Intermediate Similarity NPC323810
0.8218 Intermediate Similarity NPC120693
0.8218 Intermediate Similarity NPC30506
0.8218 Intermediate Similarity NPC119860
0.8218 Intermediate Similarity NPC475580
0.8218 Intermediate Similarity NPC8931
0.8218 Intermediate Similarity NPC261573
0.8218 Intermediate Similarity NPC471511
0.8211 Intermediate Similarity NPC312304
0.82 Intermediate Similarity NPC110764
0.82 Intermediate Similarity NPC192032
0.82 Intermediate Similarity NPC477685
0.82 Intermediate Similarity NPC137415

  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 NPC316301 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
1.0 High Similarity NPD1432 Clinical (unspecified phase)
0.9239 High Similarity NPD1809 Phase 2
0.9149 High Similarity NPD3020 Approved
0.9032 High Similarity NPD2859 Approved
0.9032 High Similarity NPD2860 Approved
0.8977 High Similarity NPD111 Approved
0.8925 High Similarity NPD2933 Approved
0.8925 High Similarity NPD2934 Approved
0.8854 High Similarity NPD289 Clinical (unspecified phase)
0.883 High Similarity NPD844 Approved
0.8817 High Similarity NPD845 Approved
0.8737 High Similarity NPD288 Approved
0.8571 High Similarity NPD846 Approved
0.8571 High Similarity NPD940 Approved
0.835 Intermediate Similarity NPD3022 Approved
0.835 Intermediate Similarity NPD3021 Approved
0.8235 Intermediate Similarity NPD1445 Approved
0.8235 Intermediate Similarity NPD1444 Approved
0.8039 Intermediate Similarity NPD9610 Approved
0.8039 Intermediate Similarity NPD9608 Approved
0.8037 Intermediate Similarity NPD2229 Approved
0.8037 Intermediate Similarity NPD2228 Approved
0.8037 Intermediate Similarity NPD2234 Approved
0.8019 Intermediate Similarity NPD6124 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD3091 Approved
0.8 Intermediate Similarity NPD1792 Phase 2
0.7963 Intermediate Similarity NPD1793 Approved
0.7963 Intermediate Similarity NPD1791 Approved
0.7921 Intermediate Similarity NPD1242 Phase 1
0.787 Intermediate Similarity NPD7159 Clinical (unspecified phase)
0.7857 Intermediate Similarity NPD4589 Approved
0.7857 Intermediate Similarity NPD2932 Approved
0.7857 Intermediate Similarity NPD3019 Approved
0.7857 Intermediate Similarity NPD1751 Approved
0.7857 Intermediate Similarity NPD4059 Approved
0.783 Intermediate Similarity NPD4750 Phase 3
0.7745 Intermediate Similarity NPD3028 Approved
0.7727 Intermediate Similarity NPD9087 Approved
0.7727 Intermediate Similarity NPD7157 Approved
0.7719 Intermediate Similarity NPD3092 Approved
0.7685 Intermediate Similarity NPD228 Approved
0.7642 Intermediate Similarity NPD2342 Discontinued
0.7615 Intermediate Similarity NPD7635 Approved
0.7611 Intermediate Similarity NPD4093 Discontinued
0.7596 Intermediate Similarity NPD9500 Approved
0.757 Intermediate Similarity NPD2684 Approved
0.7544 Intermediate Similarity NPD3095 Discontinued
0.7522 Intermediate Similarity NPD5304 Approved
0.7522 Intermediate Similarity NPD5303 Approved
0.75 Intermediate Similarity NPD9380 Clinical (unspecified phase)
0.7477 Intermediate Similarity NPD475 Phase 2
0.7473 Intermediate Similarity NPD9294 Approved
0.7458 Intermediate Similarity NPD3094 Phase 2
0.7456 Intermediate Similarity NPD4235 Clinical (unspecified phase)
0.7456 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD9379 Approved
0.7455 Intermediate Similarity NPD9377 Approved
0.7414 Intermediate Similarity NPD5350 Clinical (unspecified phase)
0.7414 Intermediate Similarity NPD5351 Clinical (unspecified phase)
0.7411 Intermediate Similarity NPD6671 Approved
0.7411 Intermediate Similarity NPD255 Approved
0.7411 Intermediate Similarity NPD256 Approved
0.7395 Intermediate Similarity NPD2194 Approved
0.7395 Intermediate Similarity NPD2195 Approved
0.7391 Intermediate Similarity NPD9088 Approved
0.7379 Intermediate Similarity NPD9273 Approved
0.7333 Intermediate Similarity NPD3637 Approved
0.7333 Intermediate Similarity NPD5736 Approved
0.7333 Intermediate Similarity NPD3636 Approved
0.7333 Intermediate Similarity NPD3635 Approved
0.7328 Intermediate Similarity NPD3143 Discontinued
0.7328 Intermediate Similarity NPD2688 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD821 Approved
0.7297 Intermediate Similarity NPD7843 Approved
0.7288 Intermediate Similarity NPD1755 Approved
0.7288 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7281 Intermediate Similarity NPD856 Approved
0.7281 Intermediate Similarity NPD16 Approved
0.7273 Intermediate Similarity NPD2606 Approved
0.7273 Intermediate Similarity NPD2605 Approved
0.7241 Intermediate Similarity NPD2668 Approved
0.7241 Intermediate Similarity NPD2667 Approved
0.7241 Intermediate Similarity NPD2286 Discontinued
0.7241 Intermediate Similarity NPD5238 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD4626 Approved
0.7232 Intermediate Similarity NPD5283 Phase 1
0.7222 Intermediate Similarity NPD968 Approved
0.7217 Intermediate Similarity NPD2226 Clinical (unspecified phase)
0.7217 Intermediate Similarity NPD7330 Discontinued
0.7213 Intermediate Similarity NPD5156 Approved
0.7213 Intermediate Similarity NPD5155 Approved
0.7203 Intermediate Similarity NPD3070 Discontinued
0.7182 Intermediate Similarity NPD5451 Approved
0.7179 Intermediate Similarity NPD3026 Approved
0.7179 Intermediate Similarity NPD3023 Approved
0.7168 Intermediate Similarity NPD1476 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD9614 Approved
0.7168 Intermediate Similarity NPD9618 Approved
0.7167 Intermediate Similarity NPD4339 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7155 Intermediate Similarity NPD3024 Approved
0.7155 Intermediate Similarity NPD3025 Approved
0.7155 Intermediate Similarity NPD1357 Approved
0.7131 Intermediate Similarity NPD3595 Approved
0.7131 Intermediate Similarity NPD3594 Approved
0.713 Intermediate Similarity NPD317 Approved
0.713 Intermediate Similarity NPD318 Approved
0.7119 Intermediate Similarity NPD1610 Phase 2
0.7117 Intermediate Similarity NPD9280 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD4624 Approved
0.7103 Intermediate Similarity NPD5700 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD6663 Approved
0.7083 Intermediate Similarity NPD9089 Approved
0.7075 Intermediate Similarity NPD1616 Discontinued
0.7043 Intermediate Similarity NPD7325 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD7636 Approved
0.7043 Intermediate Similarity NPD9568 Approved
0.7025 Intermediate Similarity NPD4103 Phase 2
0.7025 Intermediate Similarity NPD4104 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD4817 Approved
0.7009 Intermediate Similarity NPD4818 Approved
0.7 Intermediate Similarity NPD6583 Phase 3
0.7 Intermediate Similarity NPD6582 Phase 2
0.7 Intermediate Similarity NPD4659 Approved
0.7 Intermediate Similarity NPD290 Approved
0.6992 Remote Similarity NPD4908 Phase 1
0.6991 Remote Similarity NPD5535 Approved
0.6983 Remote Similarity NPD9615 Approved
0.6983 Remote Similarity NPD9616 Approved
0.6983 Remote Similarity NPD9613 Approved
0.6979 Remote Similarity NPD9093 Approved
0.6967 Remote Similarity NPD6584 Phase 3
0.6949 Remote Similarity NPD9381 Approved
0.6949 Remote Similarity NPD9384 Approved
0.6942 Remote Similarity NPD6696 Suspended
0.6935 Remote Similarity NPD7095 Approved
0.6931 Remote Similarity NPD9295 Approved
0.6923 Remote Similarity NPD9545 Approved
0.6923 Remote Similarity NPD1548 Phase 1
0.6923 Remote Similarity NPD316 Approved
0.6917 Remote Similarity NPD2230 Approved
0.6917 Remote Similarity NPD2562 Approved
0.6917 Remote Similarity NPD2561 Approved
0.6917 Remote Similarity NPD2233 Approved
0.6917 Remote Similarity NPD2232 Approved
0.6911 Remote Similarity NPD4208 Discontinued
0.6911 Remote Similarity NPD2861 Phase 2
0.6911 Remote Similarity NPD4212 Discontinued
0.6909 Remote Similarity NPD3134 Approved
0.6905 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6905 Remote Similarity NPD3620 Phase 2
0.6897 Remote Similarity NPD405 Clinical (unspecified phase)
0.6893 Remote Similarity NPD1088 Approved
0.6891 Remote Similarity NPD3421 Phase 3
0.6891 Remote Similarity NPD3847 Discontinued
0.6885 Remote Similarity NPD1134 Approved
0.6885 Remote Similarity NPD1133 Approved
0.6885 Remote Similarity NPD1129 Approved
0.6885 Remote Similarity NPD1164 Approved
0.6885 Remote Similarity NPD3053 Approved
0.6885 Remote Similarity NPD1135 Approved
0.6885 Remote Similarity NPD3055 Approved
0.6885 Remote Similarity NPD1131 Approved
0.688 Remote Similarity NPD4907 Clinical (unspecified phase)
0.687 Remote Similarity NPD497 Approved
0.6869 Remote Similarity NPD9073 Approved
0.6864 Remote Similarity NPD1651 Approved
0.6864 Remote Similarity NPD5691 Approved
0.686 Remote Similarity NPD5327 Phase 3
0.686 Remote Similarity NPD4749 Approved
0.686 Remote Similarity NPD1669 Approved
0.686 Remote Similarity NPD9622 Approved
0.6855 Remote Similarity NPD4207 Discontinued
0.6847 Remote Similarity NPD1358 Approved
0.6842 Remote Similarity NPD1138 Approved
0.6833 Remote Similarity NPD422 Phase 1
0.6833 Remote Similarity NPD1201 Approved
0.6832 Remote Similarity NPD1101 Approved
0.6829 Remote Similarity NPD258 Approved
0.6829 Remote Similarity NPD257 Approved
0.6829 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6822 Remote Similarity NPD7742 Approved
0.6822 Remote Similarity NPD7743 Approved
0.681 Remote Similarity NPD709 Approved
0.6807 Remote Similarity NPD1778 Approved
0.6803 Remote Similarity NPD1283 Approved
0.6803 Remote Similarity NPD5310 Approved
0.6803 Remote Similarity NPD8651 Approved
0.6803 Remote Similarity NPD5311 Approved
0.6803 Remote Similarity NPD9634 Clinical (unspecified phase)
0.68 Remote Similarity NPD3027 Phase 3
0.6797 Remote Similarity NPD4097 Suspended
0.6789 Remote Similarity NPD3682 Approved
0.6789 Remote Similarity NPD4231 Approved
0.6789 Remote Similarity NPD4656 Approved
0.6789 Remote Similarity NPD4658 Approved
0.6789 Remote Similarity NPD3681 Approved
0.6789 Remote Similarity NPD3683 Approved
0.6789 Remote Similarity NPD4229 Approved
0.6789 Remote Similarity NPD3680 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