Structure

Physi-Chem Properties

Molecular Weight:  396.12
Volume:  398.566
LogP:  4.872
LogD:  2.954
LogS:  -5.728
# Rotatable Bonds:  7
TPSA:  117.97
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.486
Synthetic Accessibility Score:  2.636
Fsp3:  0.273
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.954
MDCK Permeability:  2.14E-05
Pgp-inhibitor:  0.595
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.251
20% Bioavailability (F20%):  0.025
30% Bioavailability (F30%):  0.979

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.069
Plasma Protein Binding (PPB):  99.83%
Volume Distribution (VD):  0.539
Pgp-substrate:  0.97%

ADMET: Metabolism

CYP1A2-inhibitor:  0.899
CYP1A2-substrate:  0.371
CYP2C19-inhibitor:  0.665
CYP2C19-substrate:  0.06
CYP2C9-inhibitor:  0.855
CYP2C9-substrate:  0.402
CYP2D6-inhibitor:  0.259
CYP2D6-substrate:  0.191
CYP3A4-inhibitor:  0.57
CYP3A4-substrate:  0.144

ADMET: Excretion

Clearance (CL):  4.902
Half-life (T1/2):  0.21

ADMET: Toxicity

hERG Blockers:  0.028
Human Hepatotoxicity (H-HT):  0.114
Drug-inuced Liver Injury (DILI):  0.963
AMES Toxicity:  0.88
Rat Oral Acute Toxicity:  0.198
Maximum Recommended Daily Dose:  0.083
Skin Sensitization:  0.257
Carcinogencity:  0.572
Eye Corrosion:  0.003
Eye Irritation:  0.222
Respiratory Toxicity:  0.029

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC315578

Natural Product ID:  NPC315578
Common Name*:   Blanchaquinone
IUPAC Name:   methyl 2-(4,5-dihydroxy-9,10-dioxo-3-pentanoylanthracen-2-yl)acetate
Synonyms:   Blanchaquinone
Standard InCHIKey:  AEDYCMURUGEFML-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C22H20O7/c1-3-4-7-14(23)17-11(10-16(25)29-2)9-13-19(21(17)27)22(28)18-12(20(13)26)6-5-8-15(18)24/h5-6,8-9,24,27H,3-4,7,10H2,1-2H3
SMILES:  CCCCC(=O)C1=C(C2=C(C=C1CC(=O)OC)C(=O)C3=C(C2=O)C(=CC=C3)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL484028
PubChem CID:   11165377
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000018] Anthracenes
        • [CHEMONTID:0000151] Anthraquinones

*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
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10344559]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10344578]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10348041]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10604756]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10695669]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10724004]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10994816]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11099231]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11132958]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11374972]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11473415]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[14738393]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. Australian n.a. PMID[15497950]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[15813185]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[15844966]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[15974616]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16180833]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[1666120]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16724845]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16830891]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16872146]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17125235]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17315965]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17551212]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17608531]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17844998]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17887721]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17917237]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18044841]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. Indonesian n.a. PMID[18081255]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18081255]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18205372]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. Northwest Territories, Canada 1995 PMID[18327911]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18327911]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18666798]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18776684]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19007176]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19129624]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19191549]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19856955]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19883065]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[20092333]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[20545334]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[20836523]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21028889]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21028891]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[21090727]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21314175]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[21639131]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21728289]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. latex n.a. PMID[21751787]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21807523]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21873059]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. latex n.a. PMID[21879726]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[22145663]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22574670]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22583058]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22591466]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22758660]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22775474]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[23387796]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[23662937]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24592993]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24754815]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24878306]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24964393]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25211234]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25455147]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25495422]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25537064]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25918793]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25934225]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26035239]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26465675]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26798949]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26905826]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[31013087]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[31298537]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[31894983]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[32298122]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[8501018]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[8784423]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[8931733]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[8982334]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9031666]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9031676]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9066767]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9066768]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9186568]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9531983]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[9711246]

☑ 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
NPT79 Organism Bacillus subtilis Bacillus subtilis LD99 = 6.0 ug ml-1 PMID[482678]

☑ 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 NPC315578 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
0.9925 High Similarity NPC26924
0.9403 High Similarity NPC288089
0.9328 High Similarity NPC115458
0.9301 High Similarity NPC315520
0.927 High Similarity NPC4214
0.9214 High Similarity NPC66593
0.913 High Similarity NPC13715
0.9124 High Similarity NPC272268
0.9098 High Similarity NPC282923
0.9051 High Similarity NPC80035
0.9034 High Similarity NPC205766
0.9007 High Similarity NPC193555
0.8986 High Similarity NPC474861
0.8971 High Similarity NPC70622
0.8958 High Similarity NPC119767
0.8955 High Similarity NPC48248
0.8936 High Similarity NPC290550
0.8929 High Similarity NPC242994
0.8929 High Similarity NPC138099
0.8929 High Similarity NPC1268
0.8913 High Similarity NPC283088
0.8905 High Similarity NPC225051
0.8897 High Similarity NPC205992
0.8889 High Similarity NPC99731
0.8889 High Similarity NPC147250
0.8889 High Similarity NPC314437
0.8873 High Similarity NPC474300
0.8872 High Similarity NPC103540
0.8865 High Similarity NPC181560
0.8865 High Similarity NPC169452
0.8865 High Similarity NPC96421
0.8851 High Similarity NPC470408
0.8851 High Similarity NPC182921
0.8851 High Similarity NPC474824
0.8851 High Similarity NPC218870
0.8849 High Similarity NPC472308
0.8832 High Similarity NPC58685
0.8824 High Similarity NPC199253
0.8824 High Similarity NPC136588
0.8811 High Similarity NPC476473
0.8797 High Similarity NPC142956
0.8797 High Similarity NPC173978
0.8794 High Similarity NPC295339
0.8792 High Similarity NPC66029
0.8786 High Similarity NPC53414
0.8786 High Similarity NPC471905
0.8786 High Similarity NPC53206
0.8786 High Similarity NPC245923
0.8777 High Similarity NPC161632
0.8768 High Similarity NPC52407
0.8768 High Similarity NPC53896
0.8768 High Similarity NPC254603
0.8759 High Similarity NPC17083
0.875 High Similarity NPC146647
0.875 High Similarity NPC21599
0.875 High Similarity NPC34414
0.875 High Similarity NPC193703
0.8741 High Similarity NPC239136
0.8741 High Similarity NPC73061
0.8741 High Similarity NPC135524
0.8741 High Similarity NPC19631
0.8732 High Similarity NPC225243
0.8732 High Similarity NPC183345
0.8732 High Similarity NPC168471
0.8723 High Similarity NPC416
0.8723 High Similarity NPC61590
0.8723 High Similarity NPC61398
0.8722 High Similarity NPC375356
0.8714 High Similarity NPC141934
0.8714 High Similarity NPC118919
0.8714 High Similarity NPC155211
0.8714 High Similarity NPC474813
0.8714 High Similarity NPC254847
0.8705 High Similarity NPC50924
0.8699 High Similarity NPC5568
0.8696 High Similarity NPC309430
0.869 High Similarity NPC34482
0.8686 High Similarity NPC31799
0.8681 High Similarity NPC53016
0.8681 High Similarity NPC471682
0.8675 High Similarity NPC263483
0.8671 High Similarity NPC204045
0.8671 High Similarity NPC305845
0.8671 High Similarity NPC124365
0.8667 High Similarity NPC3224
0.8667 High Similarity NPC318270
0.8662 High Similarity NPC299405
0.8662 High Similarity NPC216312
0.8662 High Similarity NPC29771
0.8662 High Similarity NPC471602
0.8662 High Similarity NPC256463
0.8662 High Similarity NPC111422
0.8662 High Similarity NPC306835
0.8662 High Similarity NPC476477
0.8652 High Similarity NPC471452
0.8647 High Similarity NPC300274
0.8639 High Similarity NPC94781
0.863 High Similarity NPC285122
0.863 High Similarity NPC470570
0.8621 High Similarity NPC48762
0.8621 High Similarity NPC79627
0.8611 High Similarity NPC69755
0.8611 High Similarity NPC257644
0.8601 High Similarity NPC220496
0.8601 High Similarity NPC147542
0.8601 High Similarity NPC32749
0.8601 High Similarity NPC42262
0.8601 High Similarity NPC241349
0.8601 High Similarity NPC37992
0.8601 High Similarity NPC327916
0.86 High Similarity NPC208806
0.8582 High Similarity NPC191976
0.8581 High Similarity NPC280753
0.8581 High Similarity NPC120171
0.8581 High Similarity NPC44378
0.8571 High Similarity NPC190648
0.8571 High Similarity NPC166480
0.8571 High Similarity NPC118027
0.8571 High Similarity NPC44437
0.8571 High Similarity NPC282780
0.8571 High Similarity NPC287604
0.8571 High Similarity NPC245584
0.8571 High Similarity NPC1249
0.8571 High Similarity NPC472262
0.8571 High Similarity NPC161964
0.8571 High Similarity NPC126767
0.8571 High Similarity NPC56433
0.8571 High Similarity NPC289042
0.8571 High Similarity NPC12070
0.8571 High Similarity NPC312929
0.8562 High Similarity NPC471683
0.8562 High Similarity NPC170055
0.8553 High Similarity NPC317580
0.8552 High Similarity NPC21873
0.8551 High Similarity NPC475741
0.8551 High Similarity NPC55949
0.8543 High Similarity NPC3449
0.8542 High Similarity NPC246638
0.8542 High Similarity NPC257003
0.8542 High Similarity NPC471444
0.854 High Similarity NPC95537
0.8531 High Similarity NPC190457
0.8531 High Similarity NPC143438
0.8529 High Similarity NPC231774
0.8529 High Similarity NPC96915
0.8529 High Similarity NPC473751
0.8523 High Similarity NPC470568
0.8523 High Similarity NPC290954
0.8523 High Similarity NPC255641
0.8521 High Similarity NPC62272
0.8521 High Similarity NPC305060
0.8514 High Similarity NPC2569
0.8514 High Similarity NPC471907
0.8514 High Similarity NPC172329
0.8511 High Similarity NPC249272
0.8511 High Similarity NPC258502
0.8507 High Similarity NPC307174
0.8503 High Similarity NPC163846
0.8503 High Similarity NPC225173
0.8503 High Similarity NPC300540
0.85 High Similarity NPC314048
0.85 High Similarity NPC114183
0.85 High Similarity NPC267205
0.85 High Similarity NPC48036
0.8497 Intermediate Similarity NPC326084
0.8493 Intermediate Similarity NPC84568
0.8493 Intermediate Similarity NPC244691
0.8493 Intermediate Similarity NPC218866
0.8493 Intermediate Similarity NPC103910
0.8493 Intermediate Similarity NPC471906
0.8493 Intermediate Similarity NPC48130
0.8493 Intermediate Similarity NPC300684
0.8489 Intermediate Similarity NPC93015
0.8489 Intermediate Similarity NPC474517
0.8489 Intermediate Similarity NPC244699
0.8489 Intermediate Similarity NPC72669
0.8487 Intermediate Similarity NPC313299
0.8487 Intermediate Similarity NPC474360
0.8483 Intermediate Similarity NPC474961
0.8477 Intermediate Similarity NPC209393
0.8477 Intermediate Similarity NPC205172
0.8467 Intermediate Similarity NPC302783
0.8467 Intermediate Similarity NPC473201
0.8467 Intermediate Similarity NPC470569
0.8462 Intermediate Similarity NPC9121
0.8462 Intermediate Similarity NPC177307
0.8456 Intermediate Similarity NPC474310
0.8451 Intermediate Similarity NPC193358
0.8451 Intermediate Similarity NPC474311
0.8451 Intermediate Similarity NPC315275
0.8451 Intermediate Similarity NPC86524
0.8446 Intermediate Similarity NPC478018
0.8446 Intermediate Similarity NPC125801
0.8444 Intermediate Similarity NPC275145
0.8442 Intermediate Similarity NPC475449
0.844 Intermediate Similarity NPC270899
0.8435 Intermediate Similarity NPC478019
0.8431 Intermediate Similarity NPC206641
0.8431 Intermediate Similarity NPC208651
0.8429 Intermediate Similarity NPC246693

  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 NPC315578 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
0.8872 High Similarity NPD1470 Approved
0.8836 High Similarity NPD3226 Approved
0.8714 High Similarity NPD1509 Clinical (unspecified phase)
0.8571 High Similarity NPD1201 Approved
0.8521 High Similarity NPD5405 Approved
0.8521 High Similarity NPD5406 Approved
0.8521 High Similarity NPD5408 Approved
0.8521 High Similarity NPD5404 Approved
0.8217 Intermediate Similarity NPD6232 Discontinued
0.8207 Intermediate Similarity NPD2346 Discontinued
0.8176 Intermediate Similarity NPD7473 Discontinued
0.8121 Intermediate Similarity NPD7390 Discontinued
0.8095 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD7819 Suspended
0.7985 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7902 Intermediate Similarity NPD3764 Approved
0.7891 Intermediate Similarity NPD2935 Discontinued
0.7871 Intermediate Similarity NPD7411 Suspended
0.7829 Intermediate Similarity NPD2533 Approved
0.7829 Intermediate Similarity NPD2532 Approved
0.7829 Intermediate Similarity NPD2534 Approved
0.7829 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7704 Intermediate Similarity NPD5951 Approved
0.7703 Intermediate Similarity NPD2799 Discontinued
0.7692 Intermediate Similarity NPD8150 Discontinued
0.7687 Intermediate Similarity NPD1607 Approved
0.7682 Intermediate Similarity NPD7003 Approved
0.7676 Intermediate Similarity NPD1164 Approved
0.7671 Intermediate Similarity NPD943 Approved
0.7669 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7655 Intermediate Similarity NPD2313 Discontinued
0.7616 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.761 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7597 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD6959 Discontinued
0.7584 Intermediate Similarity NPD1510 Phase 2
0.7551 Intermediate Similarity NPD1240 Approved
0.7516 Intermediate Similarity NPD3749 Approved
0.7516 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD7075 Discontinued
0.7516 Intermediate Similarity NPD7458 Discontinued
0.7515 Intermediate Similarity NPD8313 Approved
0.7515 Intermediate Similarity NPD8312 Approved
0.75 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD2798 Approved
0.7484 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD7177 Discontinued
0.7468 Intermediate Similarity NPD3300 Phase 2
0.7464 Intermediate Similarity NPD9493 Approved
0.7453 Intermediate Similarity NPD7768 Phase 2
0.7451 Intermediate Similarity NPD4628 Phase 3
0.7451 Intermediate Similarity NPD3750 Approved
0.7451 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7425 Intermediate Similarity NPD5844 Phase 1
0.7417 Intermediate Similarity NPD1551 Phase 2
0.7376 Intermediate Similarity NPD7163 Clinical (unspecified phase)
0.7376 Intermediate Similarity NPD3019 Approved
0.7368 Intermediate Similarity NPD2344 Approved
0.7368 Intermediate Similarity NPD1471 Phase 3
0.7361 Intermediate Similarity NPD1283 Approved
0.7358 Intermediate Similarity NPD6599 Discontinued
0.7358 Intermediate Similarity NPD4380 Phase 2
0.7357 Intermediate Similarity NPD9545 Approved
0.7351 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7351 Intermediate Similarity NPD3299 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD1549 Phase 2
0.7305 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD3268 Approved
0.7267 Intermediate Similarity NPD6801 Discontinued
0.7262 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7261 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7259 Intermediate Similarity NPD9266 Approved
0.7259 Intermediate Similarity NPD74 Approved
0.7255 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7254 Intermediate Similarity NPD2932 Approved
0.7254 Intermediate Similarity NPD4626 Approved
0.7248 Intermediate Similarity NPD6663 Approved
0.7232 Intermediate Similarity NPD6535 Approved
0.7232 Intermediate Similarity NPD6534 Approved
0.723 Intermediate Similarity NPD7008 Discontinued
0.7229 Intermediate Similarity NPD5710 Approved
0.7229 Intermediate Similarity NPD5711 Approved
0.7226 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD8166 Discontinued
0.7222 Intermediate Similarity NPD2801 Approved
0.7222 Intermediate Similarity NPD1608 Approved
0.7211 Intermediate Similarity NPD5736 Approved
0.7198 Intermediate Similarity NPD7435 Discontinued
0.7197 Intermediate Similarity NPD6799 Approved
0.7192 Intermediate Similarity NPD1203 Approved
0.719 Intermediate Similarity NPD2796 Approved
0.7185 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7185 Intermediate Similarity NPD9264 Approved
0.7185 Intermediate Similarity NPD9267 Approved
0.7185 Intermediate Similarity NPD9263 Approved
0.7185 Intermediate Similarity NPD2342 Discontinued
0.7179 Intermediate Similarity NPD2309 Approved
0.7175 Intermediate Similarity NPD6212 Phase 3
0.7175 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7175 Intermediate Similarity NPD6213 Phase 3
0.716 Intermediate Similarity NPD1934 Approved
0.7158 Intermediate Similarity NPD8320 Phase 1
0.7158 Intermediate Similarity NPD8319 Approved
0.7153 Intermediate Similarity NPD1281 Approved
0.7143 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD5953 Discontinued
0.7134 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD3882 Suspended
0.7127 Intermediate Similarity NPD6778 Approved
0.7127 Intermediate Similarity NPD6780 Approved
0.7127 Intermediate Similarity NPD6776 Approved
0.7127 Intermediate Similarity NPD6782 Approved
0.7127 Intermediate Similarity NPD6781 Approved
0.7127 Intermediate Similarity NPD6777 Approved
0.7127 Intermediate Similarity NPD6779 Approved
0.7124 Intermediate Similarity NPD3748 Approved
0.7124 Intermediate Similarity NPD4308 Phase 3
0.7111 Intermediate Similarity NPD7699 Phase 2
0.7111 Intermediate Similarity NPD7700 Phase 2
0.7107 Intermediate Similarity NPD6273 Approved
0.7103 Intermediate Similarity NPD3972 Approved
0.7093 Intermediate Similarity NPD6559 Discontinued
0.7089 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD1511 Approved
0.7078 Intermediate Similarity NPD6099 Approved
0.7078 Intermediate Similarity NPD6100 Approved
0.7073 Intermediate Similarity NPD3817 Phase 2
0.7073 Intermediate Similarity NPD5402 Approved
0.707 Intermediate Similarity NPD6190 Approved
0.7067 Intermediate Similarity NPD411 Approved
0.7063 Intermediate Similarity NPD1651 Approved
0.705 Intermediate Similarity NPD7635 Approved
0.7047 Intermediate Similarity NPD6832 Phase 2
0.7039 Intermediate Similarity NPD230 Phase 1
0.7015 Intermediate Similarity NPD1929 Approved
0.7015 Intermediate Similarity NPD1931 Clinical (unspecified phase)
0.7015 Intermediate Similarity NPD1930 Approved
0.7014 Intermediate Similarity NPD17 Approved
0.7013 Intermediate Similarity NPD7033 Discontinued
0.7011 Intermediate Similarity NPD7697 Approved
0.7011 Intermediate Similarity NPD7696 Phase 3
0.7011 Intermediate Similarity NPD7698 Approved
0.7007 Intermediate Similarity NPD6831 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD5494 Approved
0.7 Intermediate Similarity NPD1512 Approved
0.6989 Remote Similarity NPD8434 Phase 2
0.6988 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6986 Remote Similarity NPD9717 Approved
0.6978 Remote Similarity NPD8285 Discontinued
0.6974 Remote Similarity NPD2979 Phase 3
0.6973 Remote Similarity NPD7871 Phase 2
0.6973 Remote Similarity NPD7870 Phase 2
0.6968 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6968 Remote Similarity NPD7874 Approved
0.6966 Remote Similarity NPD3023 Approved
0.6966 Remote Similarity NPD3026 Approved
0.6959 Remote Similarity NPD3267 Approved
0.6959 Remote Similarity NPD2797 Approved
0.6959 Remote Similarity NPD3818 Discontinued
0.6959 Remote Similarity NPD3266 Approved
0.6957 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6957 Remote Similarity NPD920 Approved
0.6957 Remote Similarity NPD5403 Approved
0.695 Remote Similarity NPD9281 Approved
0.6944 Remote Similarity NPD3024 Approved
0.6944 Remote Similarity NPD3025 Approved
0.6944 Remote Similarity NPD5691 Approved
0.6943 Remote Similarity NPD2800 Approved
0.6943 Remote Similarity NPD1243 Approved
0.6941 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6941 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6941 Remote Similarity NPD6166 Phase 2
0.694 Remote Similarity NPD1932 Approved
0.6928 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6928 Remote Similarity NPD447 Suspended
0.6919 Remote Similarity NPD7286 Phase 2
0.6918 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6915 Remote Similarity NPD8151 Discontinued
0.6913 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6909 Remote Similarity NPD1465 Phase 2
0.6897 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6892 Remote Similarity NPD1876 Approved
0.6889 Remote Similarity NPD9261 Approved
0.6887 Remote Similarity NPD4625 Phase 3
0.6883 Remote Similarity NPD6651 Approved
0.6871 Remote Similarity NPD9269 Phase 2
0.6871 Remote Similarity NPD4878 Approved
0.6867 Remote Similarity NPD8438 Clinical (unspecified phase)
0.6863 Remote Similarity NPD4307 Phase 2
0.6863 Remote Similarity NPD4060 Phase 1
0.6862 Remote Similarity NPD7701 Phase 2
0.6848 Remote Similarity NPD37 Approved
0.6845 Remote Similarity NPD7211 Clinical (unspecified phase)
0.6842 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6842 Remote Similarity NPD6859 Clinical (unspecified phase)

  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