Structure

Physi-Chem Properties

Molecular Weight:  152.05
Volume:  154.193
LogP:  1.05
LogD:  0.962
LogS:  -1.225
# Rotatable Bonds:  2
TPSA:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.487
Synthetic Accessibility Score:  1.582
Fsp3:  0.125
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.511
MDCK Permeability:  2.503390351193957e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.021
30% Bioavailability (F30%):  0.032

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.208
Plasma Protein Binding (PPB):  47.67702102661133%
Volume Distribution (VD):  0.566
Pgp-substrate:  66.71552276611328%

ADMET: Metabolism

CYP1A2-inhibitor:  0.589
CYP1A2-substrate:  0.098
CYP2C19-inhibitor:  0.263
CYP2C19-substrate:  0.121
CYP2C9-inhibitor:  0.078
CYP2C9-substrate:  0.9
CYP2D6-inhibitor:  0.02
CYP2D6-substrate:  0.662
CYP3A4-inhibitor:  0.039
CYP3A4-substrate:  0.243

ADMET: Excretion

Clearance (CL):  7.805
Half-life (T1/2):  0.908

ADMET: Toxicity

hERG Blockers:  0.015
Human Hepatotoxicity (H-HT):  0.025
Drug-inuced Liver Injury (DILI):  0.065
AMES Toxicity:  0.215
Rat Oral Acute Toxicity:  0.58
Maximum Recommended Daily Dose:  0.067
Skin Sensitization:  0.861
Carcinogencity:  0.848
Eye Corrosion:  0.871
Eye Irritation:  0.991
Respiratory Toxicity:  0.212

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

  Natural Product: NPC307039

Natural Product ID:  NPC307039
Common Name*:   4-Acetoxyphenol
IUPAC Name:   (4-hydroxyphenyl) acetate
Synonyms:  
Standard InCHIKey:  HBMCQTHGYMTCOF-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C8H8O3/c1-6(9)11-8-4-2-7(10)3-5-8/h2-5,10H,1H3
SMILES:  CC(=O)Oc1ccc(cc1)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3039093
PubChem CID:   96009
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002319] Phenol esters

*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
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]
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]
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]
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]
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]
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]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. bile 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. urine 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]
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]
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]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[3179836]
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]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[6780563]
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]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO20338 Mus musculus Species Muridae 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
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 136.7 % PMID[463836]
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 116.39 % PMID[463836]

☑ 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 NPC307039 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
0.8817 High Similarity NPC157213
0.8713 High Similarity NPC17537
0.84 Intermediate Similarity NPC132725
0.8387 Intermediate Similarity NPC23837
0.8317 Intermediate Similarity NPC107101
0.8235 Intermediate Similarity NPC307425
0.8214 Intermediate Similarity NPC14177
0.8182 Intermediate Similarity NPC163398
0.8077 Intermediate Similarity NPC283546
0.8061 Intermediate Similarity NPC318429
0.8039 Intermediate Similarity NPC314803
0.8 Intermediate Similarity NPC235250
0.8 Intermediate Similarity NPC125306
0.8 Intermediate Similarity NPC473393
0.7963 Intermediate Similarity NPC141068
0.7905 Intermediate Similarity NPC2518
0.7864 Intermediate Similarity NPC171843
0.7857 Intermediate Similarity NPC33717
0.7849 Intermediate Similarity NPC124576
0.7838 Intermediate Similarity NPC87563
0.783 Intermediate Similarity NPC128730
0.783 Intermediate Similarity NPC473855
0.783 Intermediate Similarity NPC227255
0.783 Intermediate Similarity NPC288760
0.7826 Intermediate Similarity NPC65517
0.7822 Intermediate Similarity NPC16649
0.7822 Intermediate Similarity NPC114325
0.7818 Intermediate Similarity NPC474920
0.7778 Intermediate Similarity NPC248786
0.7778 Intermediate Similarity NPC291837
0.7757 Intermediate Similarity NPC473653
0.7757 Intermediate Similarity NPC176971
0.7727 Intermediate Similarity NPC266932
0.7714 Intermediate Similarity NPC51633
0.7706 Intermediate Similarity NPC259554
0.7692 Intermediate Similarity NPC302211
0.7685 Intermediate Similarity NPC151530
0.7685 Intermediate Similarity NPC233320
0.7685 Intermediate Similarity NPC157473
0.7679 Intermediate Similarity NPC142319
0.7664 Intermediate Similarity NPC127676
0.7664 Intermediate Similarity NPC139891
0.7642 Intermediate Similarity NPC179686
0.7642 Intermediate Similarity NPC192596
0.7642 Intermediate Similarity NPC304638
0.7636 Intermediate Similarity NPC25067
0.7636 Intermediate Similarity NPC88868
0.7636 Intermediate Similarity NPC231251
0.7619 Intermediate Similarity NPC253746
0.7611 Intermediate Similarity NPC296526
0.7611 Intermediate Similarity NPC473718
0.7607 Intermediate Similarity NPC52247
0.7603 Intermediate Similarity NPC176590
0.7593 Intermediate Similarity NPC232654
0.7586 Intermediate Similarity NPC31314
0.7586 Intermediate Similarity NPC474874
0.7586 Intermediate Similarity NPC193193
0.7576 Intermediate Similarity NPC206876
0.757 Intermediate Similarity NPC109637
0.757 Intermediate Similarity NPC38079
0.757 Intermediate Similarity NPC108875
0.7568 Intermediate Similarity NPC245552
0.7565 Intermediate Similarity NPC124916
0.7563 Intermediate Similarity NPC474237
0.7547 Intermediate Similarity NPC94343
0.7545 Intermediate Similarity NPC149545
0.7545 Intermediate Similarity NPC234639
0.7544 Intermediate Similarity NPC290470
0.7544 Intermediate Similarity NPC154256
0.7523 Intermediate Similarity NPC124712
0.7521 Intermediate Similarity NPC95034
0.7521 Intermediate Similarity NPC142087
0.75 Intermediate Similarity NPC280760
0.75 Intermediate Similarity NPC266116
0.75 Intermediate Similarity NPC470393
0.75 Intermediate Similarity NPC8302
0.75 Intermediate Similarity NPC238115
0.7459 Intermediate Similarity NPC81261
0.7458 Intermediate Similarity NPC187868
0.7458 Intermediate Similarity NPC476165
0.7456 Intermediate Similarity NPC301321
0.7456 Intermediate Similarity NPC51345
0.7455 Intermediate Similarity NPC241549
0.7438 Intermediate Similarity NPC233559
0.7436 Intermediate Similarity NPC247553
0.7434 Intermediate Similarity NPC303522
0.7431 Intermediate Similarity NPC326447
0.7431 Intermediate Similarity NPC41594
0.7426 Intermediate Similarity NPC302546
0.7419 Intermediate Similarity NPC142530
0.7417 Intermediate Similarity NPC140521
0.7411 Intermediate Similarity NPC233238
0.7411 Intermediate Similarity NPC275627
0.7407 Intermediate Similarity NPC12987
0.7407 Intermediate Similarity NPC474603
0.7395 Intermediate Similarity NPC311219
0.7391 Intermediate Similarity NPC69539
0.7391 Intermediate Similarity NPC100980
0.7377 Intermediate Similarity NPC140750
0.7373 Intermediate Similarity NPC302107
0.7373 Intermediate Similarity NPC307253
0.7364 Intermediate Similarity NPC194034
0.7358 Intermediate Similarity NPC100870
0.7355 Intermediate Similarity NPC249836
0.7355 Intermediate Similarity NPC93219
0.7355 Intermediate Similarity NPC244495
0.735 Intermediate Similarity NPC471449
0.735 Intermediate Similarity NPC264976
0.735 Intermediate Similarity NPC37858
0.735 Intermediate Similarity NPC51341
0.7345 Intermediate Similarity NPC199462
0.7339 Intermediate Similarity NPC307875
0.7328 Intermediate Similarity NPC183154
0.7328 Intermediate Similarity NPC240664
0.7328 Intermediate Similarity NPC238176
0.7328 Intermediate Similarity NPC187993
0.7328 Intermediate Similarity NPC263754
0.7327 Intermediate Similarity NPC47422
0.7321 Intermediate Similarity NPC46844
0.7317 Intermediate Similarity NPC198487
0.7315 Intermediate Similarity NPC305205
0.7308 Intermediate Similarity NPC32977
0.7308 Intermediate Similarity NPC81010
0.7302 Intermediate Similarity NPC474810
0.7297 Intermediate Similarity NPC206341
0.7288 Intermediate Similarity NPC2058
0.7288 Intermediate Similarity NPC202474
0.7281 Intermediate Similarity NPC109241
0.728 Intermediate Similarity NPC147317
0.7273 Intermediate Similarity NPC113457
0.7273 Intermediate Similarity NPC78446
0.7273 Intermediate Similarity NPC1065
0.7265 Intermediate Similarity NPC101503
0.7265 Intermediate Similarity NPC164706
0.7265 Intermediate Similarity NPC70744
0.7265 Intermediate Similarity NPC272471
0.7265 Intermediate Similarity NPC283616
0.7265 Intermediate Similarity NPC107588
0.7265 Intermediate Similarity NPC137537
0.7264 Intermediate Similarity NPC313918
0.7264 Intermediate Similarity NPC175298
0.7257 Intermediate Similarity NPC255068
0.7255 Intermediate Similarity NPC99886
0.7255 Intermediate Similarity NPC259134
0.7255 Intermediate Similarity NPC177844
0.7255 Intermediate Similarity NPC8002
0.725 Intermediate Similarity NPC476332
0.725 Intermediate Similarity NPC473464
0.725 Intermediate Similarity NPC291189
0.725 Intermediate Similarity NPC69403
0.7248 Intermediate Similarity NPC93831
0.7248 Intermediate Similarity NPC130817
0.7241 Intermediate Similarity NPC128633
0.7241 Intermediate Similarity NPC470860
0.7238 Intermediate Similarity NPC246679
0.7238 Intermediate Similarity NPC257182
0.7236 Intermediate Similarity NPC243688
0.7232 Intermediate Similarity NPC79543
0.7227 Intermediate Similarity NPC204466
0.7227 Intermediate Similarity NPC475529
0.7227 Intermediate Similarity NPC473875
0.7222 Intermediate Similarity NPC329427
0.7222 Intermediate Similarity NPC317601
0.7222 Intermediate Similarity NPC474635
0.7217 Intermediate Similarity NPC294941
0.7213 Intermediate Similarity NPC168259
0.7207 Intermediate Similarity NPC260952
0.7203 Intermediate Similarity NPC98748
0.7203 Intermediate Similarity NPC32152
0.72 Intermediate Similarity NPC470079
0.7196 Intermediate Similarity NPC471576
0.7193 Intermediate Similarity NPC26615
0.7193 Intermediate Similarity NPC98372
0.7184 Intermediate Similarity NPC71853
0.7179 Intermediate Similarity NPC471503
0.7179 Intermediate Similarity NPC9248
0.7179 Intermediate Similarity NPC471498
0.7179 Intermediate Similarity NPC151617
0.7179 Intermediate Similarity NPC76915
0.7168 Intermediate Similarity NPC95977
0.7168 Intermediate Similarity NPC247871
0.7167 Intermediate Similarity NPC70752
0.7167 Intermediate Similarity NPC57751
0.7165 Intermediate Similarity NPC277021
0.7155 Intermediate Similarity NPC322358
0.7154 Intermediate Similarity NPC475236
0.7143 Intermediate Similarity NPC232295
0.7143 Intermediate Similarity NPC75440
0.7143 Intermediate Similarity NPC474131
0.7143 Intermediate Similarity NPC201959
0.7132 Intermediate Similarity NPC115861
0.7131 Intermediate Similarity NPC221798
0.7131 Intermediate Similarity NPC221090
0.7131 Intermediate Similarity NPC147896
0.7131 Intermediate Similarity NPC89630
0.7131 Intermediate Similarity NPC229113
0.7131 Intermediate Similarity NPC190086
0.7131 Intermediate Similarity NPC276962
0.713 Intermediate Similarity NPC13755
0.713 Intermediate Similarity NPC190212

  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 NPC307039 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
0.8817 High Similarity NPD9295 Approved
0.8095 Intermediate Similarity NPD968 Approved
0.8061 Intermediate Similarity NPD9365 Approved
0.7826 Intermediate Similarity NPD9088 Approved
0.7822 Intermediate Similarity NPD9296 Approved
0.7759 Intermediate Similarity NPD1535 Discovery
0.7714 Intermediate Similarity NPD291 Approved
0.7692 Intermediate Similarity NPD1481 Phase 2
0.7672 Intermediate Similarity NPD3496 Discontinued
0.7664 Intermediate Similarity NPD9697 Approved
0.7611 Intermediate Similarity NPD6671 Approved
0.7607 Intermediate Similarity NPD422 Phase 1
0.75 Intermediate Similarity NPD5535 Approved
0.7431 Intermediate Similarity NPD3134 Approved
0.7395 Intermediate Similarity NPD9717 Approved
0.7391 Intermediate Similarity NPD9087 Approved
0.7364 Intermediate Similarity NPD290 Approved
0.7364 Intermediate Similarity NPD1358 Approved
0.7345 Intermediate Similarity NPD769 Approved
0.7311 Intermediate Similarity NPD1611 Approved
0.7288 Intermediate Similarity NPD1778 Approved
0.7248 Intermediate Similarity NPD9501 Approved
0.7232 Intermediate Similarity NPD556 Approved
0.7213 Intermediate Similarity NPD1203 Approved
0.7213 Intermediate Similarity NPD2797 Approved
0.7207 Intermediate Similarity NPD9552 Approved
0.7168 Intermediate Similarity NPD2671 Approved
0.7168 Intermediate Similarity NPD2673 Approved
0.7143 Intermediate Similarity NPD2684 Approved
0.7131 Intermediate Similarity NPD3225 Approved
0.7119 Intermediate Similarity NPD1894 Discontinued
0.7107 Intermediate Similarity NPD1608 Approved
0.7083 Intermediate Similarity NPD3447 Discontinued
0.7073 Intermediate Similarity NPD6362 Approved
0.7059 Intermediate Similarity NPD5585 Approved
0.7043 Intermediate Similarity NPD821 Approved
0.7016 Intermediate Similarity NPD5647 Approved
0.7008 Intermediate Similarity NPD6233 Phase 2
0.697 Remote Similarity NPD9089 Approved
0.6957 Remote Similarity NPD228 Approved
0.6935 Remote Similarity NPD987 Approved
0.6931 Remote Similarity NPD111 Approved
0.6929 Remote Similarity NPD3268 Approved
0.6899 Remote Similarity NPD447 Suspended
0.6897 Remote Similarity NPD7843 Approved
0.6869 Remote Similarity NPD9093 Approved
0.686 Remote Similarity NPD17 Approved
0.686 Remote Similarity NPD4626 Approved
0.6838 Remote Similarity NPD1241 Discontinued
0.6833 Remote Similarity NPD1548 Phase 1
0.6833 Remote Similarity NPD9545 Approved
0.6825 Remote Similarity NPD2237 Approved
0.6822 Remote Similarity NPD4060 Phase 1
0.6818 Remote Similarity NPD1537 Approved
0.6818 Remote Similarity NPD1538 Phase 1
0.6818 Remote Similarity NPD1519 Approved
0.6818 Remote Similarity NPD289 Clinical (unspecified phase)
0.6807 Remote Similarity NPD9493 Approved
0.6803 Remote Similarity NPD3847 Discontinued
0.68 Remote Similarity NPD3827 Clinical (unspecified phase)
0.6797 Remote Similarity NPD1048 Approved
0.6797 Remote Similarity NPD411 Approved
0.6774 Remote Similarity NPD4359 Approved
0.6772 Remote Similarity NPD2614 Approved
0.6754 Remote Similarity NPD5374 Approved
0.6754 Remote Similarity NPD5373 Approved
0.6754 Remote Similarity NPD9624 Approved
0.6748 Remote Similarity NPD1091 Approved
0.6746 Remote Similarity NPD1019 Discontinued
0.6723 Remote Similarity NPD7157 Approved
0.6723 Remote Similarity NPD191 Approved
0.672 Remote Similarity NPD6696 Suspended
0.6719 Remote Similarity NPD5163 Phase 2
0.6719 Remote Similarity NPD7095 Approved
0.6718 Remote Similarity NPD6653 Approved
0.6695 Remote Similarity NPD1398 Phase 1
0.6693 Remote Similarity NPD454 Approved
0.6693 Remote Similarity NPD2861 Phase 2
0.6692 Remote Similarity NPD756 Suspended
0.6692 Remote Similarity NPD1522 Approved
0.6692 Remote Similarity NPD1523 Approved
0.6692 Remote Similarity NPD4140 Approved
0.6667 Remote Similarity NPD1536 Approved
0.6667 Remote Similarity NPD3266 Approved
0.6667 Remote Similarity NPD2933 Approved
0.6667 Remote Similarity NPD2934 Approved
0.6667 Remote Similarity NPD6798 Discontinued
0.6667 Remote Similarity NPD3267 Approved
0.6667 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6642 Remote Similarity NPD6800 Clinical (unspecified phase)
0.664 Remote Similarity NPD6583 Phase 3
0.664 Remote Similarity NPD6582 Phase 2
0.6639 Remote Similarity NPD9299 Approved
0.6639 Remote Similarity NPD5691 Approved
0.6617 Remote Similarity NPD4308 Phase 3
0.6615 Remote Similarity NPD4062 Phase 3
0.6613 Remote Similarity NPD1610 Phase 2
0.6612 Remote Similarity NPD254 Approved
0.6612 Remote Similarity NPD7644 Approved
0.6606 Remote Similarity NPD2860 Approved
0.6606 Remote Similarity NPD2859 Approved
0.6602 Remote Similarity NPD9073 Approved
0.6587 Remote Similarity NPD1283 Approved
0.6585 Remote Similarity NPD2423 Clinical (unspecified phase)
0.6571 Remote Similarity NPD9094 Approved
0.6567 Remote Similarity NPD2935 Discontinued
0.6565 Remote Similarity NPD1393 Approved
0.656 Remote Similarity NPD2231 Phase 2
0.656 Remote Similarity NPD2235 Phase 2
0.6541 Remote Similarity NPD1520 Approved
0.6541 Remote Similarity NPD7097 Phase 1
0.6541 Remote Similarity NPD1521 Approved
0.6538 Remote Similarity NPD2313 Discontinued
0.6532 Remote Similarity NPD915 Approved
0.6529 Remote Similarity NPD7340 Approved
0.6515 Remote Similarity NPD6355 Discontinued
0.6515 Remote Similarity NPD1184 Approved
0.6514 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6512 Remote Similarity NPD1008 Clinical (unspecified phase)
0.6512 Remote Similarity NPD6832 Phase 2
0.6508 Remote Similarity NPD3685 Discontinued
0.6508 Remote Similarity NPD4749 Approved
0.6508 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6504 Remote Similarity NPD1797 Approved
0.6504 Remote Similarity NPD1798 Approved
0.6504 Remote Similarity NPD6382 Discontinued
0.6504 Remote Similarity NPD1357 Approved
0.6493 Remote Similarity NPD7033 Discontinued
0.6489 Remote Similarity NPD5745 Approved
0.6486 Remote Similarity NPD9095 Approved
0.6486 Remote Similarity NPD9096 Approved
0.6486 Remote Similarity NPD68 Approved
0.6486 Remote Similarity NPD9097 Approved
0.6484 Remote Similarity NPD6584 Phase 3
0.6457 Remote Similarity NPD196 Phase 1
0.6455 Remote Similarity NPD844 Approved
0.6446 Remote Similarity NPD709 Approved
0.6444 Remote Similarity NPD2862 Discontinued
0.6444 Remote Similarity NPD1551 Phase 2
0.6444 Remote Similarity NPD6032 Approved
0.6434 Remote Similarity NPD5266 Clinical (unspecified phase)
0.6429 Remote Similarity NPD3020 Approved
0.6423 Remote Similarity NPD4487 Clinical (unspecified phase)
0.6423 Remote Similarity NPD1652 Phase 2
0.6423 Remote Similarity NPD1182 Approved
0.6422 Remote Similarity NPD845 Approved
0.6408 Remote Similarity NPD1653 Approved
0.6408 Remote Similarity NPD2370 Clinical (unspecified phase)
0.6397 Remote Similarity NPD6002 Phase 3
0.6397 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6397 Remote Similarity NPD6005 Phase 3
0.6397 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6397 Remote Similarity NPD6004 Phase 3
0.6396 Remote Similarity NPD288 Approved
0.6391 Remote Similarity NPD4340 Discontinued
0.6391 Remote Similarity NPD5124 Phase 1
0.6391 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6391 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6385 Remote Similarity NPD4908 Phase 1
0.6385 Remote Similarity NPD1529 Clinical (unspecified phase)
0.637 Remote Similarity NPD2799 Discontinued
0.6364 Remote Similarity NPD8032 Phase 2
0.6364 Remote Similarity NPD4870 Approved
0.6356 Remote Similarity NPD5451 Approved
0.6349 Remote Similarity NPD1281 Approved
0.6349 Remote Similarity NPD776 Approved
0.6343 Remote Similarity NPD2223 Approved
0.6343 Remote Similarity NPD2224 Approved
0.6341 Remote Similarity NPD1102 Approved
0.6341 Remote Similarity NPD1103 Approved
0.6341 Remote Similarity NPD1408 Clinical (unspecified phase)
0.6336 Remote Similarity NPD2598 Clinical (unspecified phase)
0.6336 Remote Similarity NPD5746 Approved
0.6336 Remote Similarity NPD4625 Phase 3
0.6333 Remote Similarity NPD1138 Approved
0.6325 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6324 Remote Similarity NPD4477 Approved
0.6324 Remote Similarity NPD4476 Approved
0.632 Remote Similarity NPD6516 Phase 2
0.632 Remote Similarity NPD5846 Approved
0.6316 Remote Similarity NPD4307 Phase 2
0.6316 Remote Similarity NPD846 Approved
0.6316 Remote Similarity NPD940 Approved
0.6311 Remote Similarity NPD255 Approved
0.6311 Remote Similarity NPD2557 Approved
0.6311 Remote Similarity NPD256 Approved
0.6308 Remote Similarity NPD9494 Approved
0.6308 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6304 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6299 Remote Similarity NPD2233 Approved
0.6299 Remote Similarity NPD2232 Approved
0.6299 Remote Similarity NPD2230 Approved
0.629 Remote Similarity NPD7534 Approved
0.629 Remote Similarity NPD7533 Approved
0.6288 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6288 Remote Similarity NPD1296 Phase 2
0.6288 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6288 Remote Similarity NPD3374 Clinical (unspecified phase)
0.6286 Remote Similarity NPD6667 Approved
0.6286 Remote Similarity NPD6666 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