Structure

Physi-Chem Properties

Molecular Weight:  330.18
Volume:  356.705
LogP:  4.426
LogD:  4.296
LogS:  -4.531
# Rotatable Bonds:  7
TPSA:  58.92
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.8
Synthetic Accessibility Score:  2.864
Fsp3:  0.4
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  1
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.778
MDCK Permeability:  1.6508138287463225e-05
Pgp-inhibitor:  0.161
Pgp-substrate:  0.259
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.404
30% Bioavailability (F30%):  0.554

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.063
Plasma Protein Binding (PPB):  99.38821411132812%
Volume Distribution (VD):  0.993
Pgp-substrate:  1.133870005607605%

ADMET: Metabolism

CYP1A2-inhibitor:  0.699
CYP1A2-substrate:  0.96
CYP2C19-inhibitor:  0.87
CYP2C19-substrate:  0.811
CYP2C9-inhibitor:  0.863
CYP2C9-substrate:  0.899
CYP2D6-inhibitor:  0.884
CYP2D6-substrate:  0.93
CYP3A4-inhibitor:  0.687
CYP3A4-substrate:  0.837

ADMET: Excretion

Clearance (CL):  13.049
Half-life (T1/2):  0.809

ADMET: Toxicity

hERG Blockers:  0.094
Human Hepatotoxicity (H-HT):  0.135
Drug-inuced Liver Injury (DILI):  0.845
AMES Toxicity:  0.051
Rat Oral Acute Toxicity:  0.055
Maximum Recommended Daily Dose:  0.261
Skin Sensitization:  0.931
Carcinogencity:  0.118
Eye Corrosion:  0.058
Eye Irritation:  0.948
Respiratory Toxicity:  0.29

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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  Natural Product: NPC242885

Natural Product ID:  NPC242885
Common Name*:   (-)-Dihydroguaiareticacid
IUPAC Name:   4-[(2R,3R)-4-(4-hydroxy-3-methoxyphenyl)-2,3-dimethylbutyl]-2-methoxyphenol
Synonyms:   (-)-Dihydroguaiareticacid
Standard InCHIKey:  ADFOLUXMYYCTRR-ZIAGYGMSSA-N
Standard InCHI:  InChI=1S/C20H26O4/c1-13(9-15-5-7-17(21)19(11-15)23-3)14(2)10-16-6-8-18(22)20(12-16)24-4/h5-8,11-14,21-22H,9-10H2,1-4H3/t13-,14-/m1/s1
SMILES:  C[C@H](Cc1ccc(c(c1)OC)O)[C@H](C)Cc1ccc(c(c1)OC)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL375927
PubChem CID:   11602375
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0001392] Lignans, neolignans and related compounds
      • [CHEMONTID:0001969] Dibenzylbutane lignans

*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
NPO12012 Saururus cernuus Species Saururaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0040-4039(01)99818-1]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota n.a. n.a. n.a. PMID[10924192]
NPO12012 Saururus cernuus Species Saururaceae Eukaryota n.a. n.a. n.a. PMID[11421725]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota n.a. n.a. n.a. PMID[11754613]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota n.a. root n.a. PMID[14750033]
NPO12012 Saururus cernuus Species Saururaceae Eukaryota n.a. n.a. n.a. PMID[15165135]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota n.a. n.a. n.a. PMID[15482936]
NPO18777 Endiandra anthropophagorum Species Lauraceae Eukaryota n.a. Australian n.a. PMID[17583952]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota roots n.a. n.a. PMID[18841903]
NPO18777 Endiandra anthropophagorum Species Lauraceae Eukaryota n.a. Australian rainforest n.a. PMID[19138858]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota Roots n.a. n.a. PMID[24359277]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota Aerial Parts n.a. n.a. PMID[24387347]
NPO27465 Sinularia erecta Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[27142697]
NPO40344 Schisandra bicolor var. tuberculata Strain Schisandraceae Eukaryota Fruits n.a. n.a. PMID[28333453]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota n.a. n.a. n.a. PMID[31642320]
NPO27742 Mollugo pentaphylla Species Molluginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12012 Saururus cernuus Species Saururaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27520 Casuarina equisetifolia Species Casuarinaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27742 Mollugo pentaphylla Species Molluginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27520 Casuarina equisetifolia Species Casuarinaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12012 Saururus cernuus Species Saururaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12012 Saururus cernuus Species Saururaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO27520 Casuarina equisetifolia Species Casuarinaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO27570 Paederia foetida Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27635 Laurencia dendroidea Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27777 Artemisia phaeolepis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27339 Lactarius blennius Species Russulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5146 Tuta absoluta Species Gelechiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26934 Naucleopsis mello-barretoi Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27465 Sinularia erecta Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16221 Dolichos kilimandscharicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27593 Silene dioica Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12012 Saururus cernuus Species Saururaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27742 Mollugo pentaphylla Species Molluginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18777 Endiandra anthropophagorum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20323 Saururus chinensis Species Saururaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27520 Casuarina equisetifolia Species Casuarinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27130 Tsuga sieboldii Species Pinaceae 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
NPT249 Individual Protein Glucocorticoid receptor Homo sapiens IC50 = 35000.0 nM PMID[477058]
NPT81 Cell Line A549 Homo sapiens IC50 = 7490.0 nM PMID[477059]
NPT81 Cell Line A549 Homo sapiens IC50 = 31200.0 nM PMID[477059]
NPT1144 Individual Protein Carbonic anhydrase VB Homo sapiens Kinact = 71.0 nM PMID[477060]
NPT1143 Individual Protein Carbonic anhydrase VA Homo sapiens Kinact = 85.0 nM PMID[477060]
NPT233 Individual Protein Carbonic anhydrase II Homo sapiens Kinact = 230.0 uM PMID[477060]
NPT3155 Individual Protein PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) Mycobacterium tuberculosis Ki = 9100.0 nM PMID[477061]
NPT3156 Individual Protein Uncharacterized protein Rv1284/MT1322 Mycobacterium tuberculosis Ki = 850.0 nM PMID[477061]
NPT1148 Individual Protein Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) Ki = 620.0 nM PMID[477061]
NPT3157 Individual Protein Carbonic anhydrase 2 Cryptococcus neoformans var. grubii Ki = 810.0 nM PMID[477061]
NPT233 Individual Protein Carbonic anhydrase II Homo sapiens Ki = 230000.0 nM PMID[477061]
NPT165 Cell Line HeLa Homo sapiens IC50 = 26000.0 nM PMID[477063]
NPT165 Cell Line HeLa Homo sapiens EC50 = 22000.0 nM PMID[477065]
NPT116 Cell Line HL-60 Homo sapiens EC50 = 26000.0 nM PMID[477065]
NPT1588 Individual Protein Estradiol 17-beta-dehydrogenase 2 Homo sapiens IC50 = 940.0 nM PMID[477066]
NPT1587 Individual Protein Estradiol 17-beta-dehydrogenase 1 Homo sapiens IC50 = 7700.0 nM PMID[477066]
NPT519 Cell Line SH-SY5Y Homo sapiens Activity > 15.0 % PMID[477067]
NPT519 Cell Line SH-SY5Y Homo sapiens Activity = 80.8 % PMID[477067]
NPT519 Cell Line SH-SY5Y Homo sapiens Activity = 85.1 % PMID[477067]
NPT519 Cell Line SH-SY5Y Homo sapiens Activity = 79.2 % PMID[477067]
NPT2 Others Unspecified Selectivity ratio = 120.0 n.a. PMID[477060]
NPT947 Individual Protein Carbonic anhydrase I Homo sapiens Kinact = 307.0 uM PMID[477060]
NPT947 Individual Protein Carbonic anhydrase I Homo sapiens Ki = 307000.0 nM PMID[477061]
NPT2 Others Unspecified Ratio Ki = 33.7 n.a. PMID[477061]
NPT2 Others Unspecified Ratio Ki = 361.2 n.a. PMID[477061]
NPT2 Others Unspecified Ratio Ki = 495.2 n.a. PMID[477061]
NPT2 Others Unspecified Ratio Ki = 379.0 n.a. PMID[477061]
NPT2 Others Unspecified Ratio Ki = 25.3 n.a. PMID[477061]
NPT2 Others Unspecified Ratio Ki = 270.6 n.a. PMID[477061]
NPT2 Others Unspecified Ratio Ki = 371.0 n.a. PMID[477061]
NPT2 Others Unspecified Ratio Ki = 284.0 n.a. PMID[477061]
NPT20967 CELL-LINE Platelet n.a. Activity = 76.4 % PMID[477062]
NPT4107 Organism Culex pipiens Culex pipiens LD50 = 3.52 10'-5M PMID[477063]
NPT962 Organism Alternaria alternata Alternaria alternata Activity = 32.0 % PMID[477063]
NPT2600 Organism Fusarium solani Fusarium solani Activity = 36.5 % PMID[477063]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 49.9 % PMID[477063]
NPT2637 Organism Colletotrichum lagenarium Colletotrichum lagenarium Activity = 33.8 % PMID[477063]
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 1560000.0 nM PMID[477063]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 3130000.0 nM PMID[477063]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. MIC = 390000.0 nM PMID[477063]
NPT1190 Organism Salmonella enterica Salmonella enterica MIC > 50000000.0 nM PMID[477063]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 22000.0 nM PMID[477063]
NPT596 Organism Lolium multiflorum Lolium multiflorum GI = 18.4 % PMID[477063]
NPT596 Organism Lolium multiflorum Lolium multiflorum GI = 14.9 % PMID[477063]
NPT27 Others Unspecified IC50 = 29000.0 nM PMID[477063]
NPT2 Others Unspecified MIC = 400000.0 nM PMID[477064]
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 1600000.0 nM PMID[477064]
NPT2 Others Unspecified Selectivity Index = 8.0 n.a. PMID[477066]

☑ 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 NPC242885 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 NPC56214
1.0 High Similarity NPC165133
1.0 High Similarity NPC227217
1.0 High Similarity NPC232316
1.0 High Similarity NPC95614
1.0 High Similarity NPC117780
0.9911 High Similarity NPC310338
0.9911 High Similarity NPC281298
0.9825 High Similarity NPC38996
0.9825 High Similarity NPC160380
0.9821 High Similarity NPC470626
0.9739 High Similarity NPC85488
0.9732 High Similarity NPC293619
0.9655 High Similarity NPC280704
0.9655 High Similarity NPC317769
0.9655 High Similarity NPC31344
0.9565 High Similarity NPC207613
0.9492 High Similarity NPC266705
0.9492 High Similarity NPC9067
0.9492 High Similarity NPC29008
0.9492 High Similarity NPC228771
0.9492 High Similarity NPC148627
0.9483 High Similarity NPC54872
0.9483 High Similarity NPC470212
0.9483 High Similarity NPC184651
0.9483 High Similarity NPC262156
0.9483 High Similarity NPC473853
0.9483 High Similarity NPC113865
0.9483 High Similarity NPC343720
0.9483 High Similarity NPC324571
0.9483 High Similarity NPC312675
0.9474 High Similarity NPC474040
0.9412 High Similarity NPC274356
0.9375 High Similarity NPC165106
0.9333 High Similarity NPC127587
0.9333 High Similarity NPC165045
0.9333 High Similarity NPC5428
0.9333 High Similarity NPC118533
0.9322 High Similarity NPC471693
0.9256 High Similarity NPC129570
0.9256 High Similarity NPC45774
0.9256 High Similarity NPC277458
0.9256 High Similarity NPC21867
0.9256 High Similarity NPC184733
0.9256 High Similarity NPC11258
0.9256 High Similarity NPC282703
0.9256 High Similarity NPC128208
0.9256 High Similarity NPC307050
0.925 High Similarity NPC76451
0.9237 High Similarity NPC30462
0.9224 High Similarity NPC311595
0.9224 High Similarity NPC24474
0.9217 High Similarity NPC164386
0.9217 High Similarity NPC86947
0.9211 High Similarity NPC473264
0.9211 High Similarity NPC47194
0.9211 High Similarity NPC475815
0.9196 High Similarity NPC257124
0.9196 High Similarity NPC173746
0.9196 High Similarity NPC156840
0.9196 High Similarity NPC8547
0.918 High Similarity NPC475875
0.9174 High Similarity NPC21563
0.9174 High Similarity NPC106511
0.9167 High Similarity NPC193544
0.9167 High Similarity NPC221077
0.9167 High Similarity NPC17943
0.9167 High Similarity NPC53305
0.9167 High Similarity NPC208950
0.9167 High Similarity NPC475169
0.9167 High Similarity NPC116907
0.9167 High Similarity NPC233410
0.9167 High Similarity NPC203133
0.9167 High Similarity NPC298757
0.9167 High Similarity NPC257589
0.9167 High Similarity NPC251855
0.9167 High Similarity NPC117214
0.9167 High Similarity NPC57490
0.9167 High Similarity NPC472093
0.916 High Similarity NPC197757
0.916 High Similarity NPC228922
0.916 High Similarity NPC249788
0.9153 High Similarity NPC127389
0.9153 High Similarity NPC290451
0.9138 High Similarity NPC474214
0.913 High Similarity NPC9341
0.913 High Similarity NPC81067
0.9106 High Similarity NPC187998
0.9106 High Similarity NPC173308
0.9106 High Similarity NPC77040
0.9106 High Similarity NPC42300
0.9106 High Similarity NPC174495
0.9106 High Similarity NPC153739
0.9106 High Similarity NPC92164
0.9106 High Similarity NPC145305
0.9106 High Similarity NPC257582
0.9106 High Similarity NPC275950
0.9106 High Similarity NPC242807
0.9106 High Similarity NPC64201
0.9106 High Similarity NPC181079
0.9106 High Similarity NPC241522
0.9091 High Similarity NPC17837
0.9091 High Similarity NPC92207
0.9091 High Similarity NPC304630
0.9091 High Similarity NPC127937
0.9076 High Similarity NPC41562
0.9068 High Similarity NPC269843
0.9068 High Similarity NPC14007
0.9068 High Similarity NPC109083
0.9068 High Similarity NPC189844
0.9068 High Similarity NPC224814
0.9068 High Similarity NPC60962
0.906 High Similarity NPC474320
0.9032 High Similarity NPC474017
0.9032 High Similarity NPC277804
0.9032 High Similarity NPC232275
0.9032 High Similarity NPC40432
0.9032 High Similarity NPC27843
0.9032 High Similarity NPC115207
0.9032 High Similarity NPC158079
0.9032 High Similarity NPC476345
0.9032 High Similarity NPC161557
0.9032 High Similarity NPC228346
0.9032 High Similarity NPC7171
0.9018 High Similarity NPC246358
0.9018 High Similarity NPC36108
0.9018 High Similarity NPC7097
0.9018 High Similarity NPC228343
0.9018 High Similarity NPC254833
0.9018 High Similarity NPC233731
0.9016 High Similarity NPC159968
0.9016 High Similarity NPC324112
0.9016 High Similarity NPC169474
0.9016 High Similarity NPC236791
0.9016 High Similarity NPC74817
0.9016 High Similarity NPC82679
0.9016 High Similarity NPC124452
0.9016 High Similarity NPC293054
0.9016 High Similarity NPC246620
0.9016 High Similarity NPC282000
0.9008 High Similarity NPC194519
0.9 High Similarity NPC233526
0.9 High Similarity NPC282496
0.9 High Similarity NPC136319
0.8992 High Similarity NPC476343
0.896 High Similarity NPC106739
0.896 High Similarity NPC227002
0.896 High Similarity NPC181049
0.896 High Similarity NPC471505
0.896 High Similarity NPC207400
0.896 High Similarity NPC6451
0.8952 High Similarity NPC143483
0.8952 High Similarity NPC126836
0.8943 High Similarity NPC226661
0.8943 High Similarity NPC470213
0.8943 High Similarity NPC252307
0.8943 High Similarity NPC474178
0.8943 High Similarity NPC206615
0.8943 High Similarity NPC98631
0.8943 High Similarity NPC186843
0.8943 High Similarity NPC472968
0.8943 High Similarity NPC245826
0.8943 High Similarity NPC470084
0.8943 High Similarity NPC154866
0.8934 High Similarity NPC191037
0.8934 High Similarity NPC18924
0.8934 High Similarity NPC120225
0.8934 High Similarity NPC178284
0.8934 High Similarity NPC90128
0.8934 High Similarity NPC44748
0.8934 High Similarity NPC303680
0.8934 High Similarity NPC213552
0.8934 High Similarity NPC58607
0.8934 High Similarity NPC78974
0.8934 High Similarity NPC223136
0.8934 High Similarity NPC28730
0.8934 High Similarity NPC214406
0.8934 High Similarity NPC84076
0.8934 High Similarity NPC103823
0.8929 High Similarity NPC75440
0.8929 High Similarity NPC201959
0.8926 High Similarity NPC206487
0.8926 High Similarity NPC48990
0.8926 High Similarity NPC293701
0.8926 High Similarity NPC5796
0.8926 High Similarity NPC114901
0.8917 High Similarity NPC473411
0.8917 High Similarity NPC262253
0.8917 High Similarity NPC71579
0.8889 High Similarity NPC169973
0.8889 High Similarity NPC158331
0.888 High Similarity NPC474356
0.888 High Similarity NPC12275
0.888 High Similarity NPC45715
0.8871 High Similarity NPC304622
0.8871 High Similarity NPC170844
0.8871 High Similarity NPC476968
0.8871 High Similarity NPC212015
0.8862 High Similarity NPC118787
0.8862 High Similarity NPC163332

  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 NPC242885 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
0.9375 High Similarity NPD5283 Phase 1
0.9196 High Similarity NPD228 Approved
0.9018 High Similarity NPD3022 Approved
0.9018 High Similarity NPD3021 Approved
0.8871 High Similarity NPD3027 Phase 3
0.8843 High Similarity NPD4379 Clinical (unspecified phase)
0.8516 High Similarity NPD3620 Phase 2
0.8516 High Similarity NPD3619 Clinical (unspecified phase)
0.8387 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.8264 Intermediate Similarity NPD5536 Phase 2
0.8231 Intermediate Similarity NPD4060 Phase 1
0.8214 Intermediate Similarity NPD3020 Approved
0.8203 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8125 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.812 Intermediate Similarity NPD2684 Approved
0.8099 Intermediate Similarity NPD7157 Approved
0.8092 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8092 Intermediate Similarity NPD1613 Approved
0.8077 Intermediate Similarity NPD5109 Approved
0.8077 Intermediate Similarity NPD5110 Phase 2
0.8077 Intermediate Similarity NPD5111 Phase 2
0.8015 Intermediate Similarity NPD2674 Phase 3
0.8 Intermediate Similarity NPD7843 Approved
0.7984 Intermediate Similarity NPD1357 Approved
0.7955 Intermediate Similarity NPD1558 Phase 1
0.7953 Intermediate Similarity NPD2983 Phase 2
0.7953 Intermediate Similarity NPD2982 Phase 2
0.7946 Intermediate Similarity NPD2860 Approved
0.7946 Intermediate Similarity NPD2859 Approved
0.7939 Intermediate Similarity NPD3144 Approved
0.7939 Intermediate Similarity NPD3145 Approved
0.7874 Intermediate Similarity NPD2981 Phase 2
0.7863 Intermediate Similarity NPD7095 Approved
0.7857 Intermediate Similarity NPD9296 Approved
0.7857 Intermediate Similarity NPD2933 Approved
0.7857 Intermediate Similarity NPD2934 Approved
0.7846 Intermediate Similarity NPD2861 Phase 2
0.7846 Intermediate Similarity NPD3018 Phase 2
0.7805 Intermediate Similarity NPD6671 Approved
0.7795 Intermediate Similarity NPD3705 Approved
0.7786 Intermediate Similarity NPD4908 Phase 1
0.7778 Intermediate Similarity NPD2667 Approved
0.7778 Intermediate Similarity NPD2668 Approved
0.7778 Intermediate Similarity NPD6895 Approved
0.7778 Intermediate Similarity NPD6896 Approved
0.7769 Intermediate Similarity NPD6584 Phase 3
0.7754 Intermediate Similarity NPD3060 Approved
0.775 Intermediate Similarity NPD5451 Approved
0.7734 Intermediate Similarity NPD2233 Approved
0.7734 Intermediate Similarity NPD2232 Approved
0.7734 Intermediate Similarity NPD2230 Approved
0.771 Intermediate Similarity NPD9494 Approved
0.7698 Intermediate Similarity NPD6331 Phase 2
0.7698 Intermediate Similarity NPD4110 Phase 3
0.7698 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7669 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7656 Intermediate Similarity NPD1610 Phase 2
0.7652 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD968 Approved
0.7638 Intermediate Similarity NPD6516 Phase 2
0.7638 Intermediate Similarity NPD5846 Approved
0.7638 Intermediate Similarity NPD4626 Approved
0.7634 Intermediate Similarity NPD4624 Approved
0.763 Intermediate Similarity NPD6355 Discontinued
0.763 Intermediate Similarity NPD3657 Discovery
0.7615 Intermediate Similarity NPD1283 Approved
0.7615 Intermediate Similarity NPD2922 Phase 1
0.7591 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7591 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD3847 Discontinued
0.7561 Intermediate Similarity NPD5535 Approved
0.7559 Intermediate Similarity NPD1651 Approved
0.7544 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.7538 Intermediate Similarity NPD6582 Phase 2
0.7538 Intermediate Similarity NPD1669 Approved
0.7538 Intermediate Similarity NPD6583 Phase 3
0.7537 Intermediate Similarity NPD5718 Phase 2
0.7536 Intermediate Similarity NPD2161 Phase 2
0.7535 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7518 Intermediate Similarity NPD5241 Discontinued
0.75 Intermediate Similarity NPD5177 Phase 3
0.75 Intermediate Similarity NPD4162 Approved
0.75 Intermediate Similarity NPD5735 Approved
0.7438 Intermediate Similarity NPD290 Approved
0.7429 Intermediate Similarity NPD4664 Clinical (unspecified phase)
0.7426 Intermediate Similarity NPD5837 Clinical (unspecified phase)
0.7414 Intermediate Similarity NPD288 Approved
0.7407 Intermediate Similarity NPD6798 Discontinued
0.7405 Intermediate Similarity NPD5327 Phase 3
0.7405 Intermediate Similarity NPD4749 Approved
0.7385 Intermediate Similarity NPD1281 Approved
0.7385 Intermediate Similarity NPD3092 Approved
0.7381 Intermediate Similarity NPD709 Approved
0.7376 Intermediate Similarity NPD4236 Phase 3
0.7376 Intermediate Similarity NPD6674 Discontinued
0.7376 Intermediate Similarity NPD4237 Approved
0.7365 Intermediate Similarity NPD1934 Approved
0.7361 Intermediate Similarity NPD1754 Clinical (unspecified phase)
0.7357 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7357 Intermediate Similarity NPD7266 Discontinued
0.7353 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7351 Intermediate Similarity NPD6234 Discontinued
0.7348 Intermediate Similarity NPD8651 Approved
0.7344 Intermediate Similarity NPD3091 Approved
0.7344 Intermediate Similarity NPD1548 Phase 1
0.7343 Intermediate Similarity NPD7124 Phase 2
0.7333 Intermediate Similarity NPD4625 Phase 3
0.7328 Intermediate Similarity NPD1608 Approved
0.7328 Intermediate Similarity NPD844 Approved
0.7328 Intermediate Similarity NPD2235 Phase 2
0.7328 Intermediate Similarity NPD2231 Phase 2
0.7324 Intermediate Similarity NPD8166 Discontinued
0.7324 Intermediate Similarity NPD6658 Clinical (unspecified phase)
0.7319 Intermediate Similarity NPD4097 Suspended
0.7315 Intermediate Similarity NPD2978 Approved
0.7315 Intermediate Similarity NPD2977 Approved
0.7315 Intermediate Similarity NPD2801 Approved
0.7311 Intermediate Similarity NPD291 Approved
0.731 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7305 Intermediate Similarity NPD2808 Discontinued
0.7299 Intermediate Similarity NPD2238 Phase 2
0.7299 Intermediate Similarity NPD4140 Approved
0.7295 Intermediate Similarity NPD1358 Approved
0.7293 Intermediate Similarity NPD3055 Approved
0.7293 Intermediate Similarity NPD3053 Approved
0.7293 Intermediate Similarity NPD3094 Phase 2
0.7287 Intermediate Similarity NPD5585 Approved
0.7287 Intermediate Similarity NPD5691 Approved
0.7286 Intermediate Similarity NPD2935 Discontinued
0.728 Intermediate Similarity NPD9379 Approved
0.728 Intermediate Similarity NPD7635 Approved
0.728 Intermediate Similarity NPD821 Approved
0.728 Intermediate Similarity NPD9377 Approved
0.7279 Intermediate Similarity NPD2028 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7266 Intermediate Similarity NPD4536 Approved
0.7266 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7266 Intermediate Similarity NPD4538 Approved
0.7254 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD37 Approved
0.7244 Intermediate Similarity NPD6387 Discontinued
0.7241 Intermediate Similarity NPD4123 Phase 3
0.7239 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD1375 Discontinued
0.7234 Intermediate Similarity NPD3540 Phase 1
0.7234 Intermediate Similarity NPD5762 Approved
0.7234 Intermediate Similarity NPD5763 Approved
0.723 Intermediate Similarity NPD7028 Phase 2
0.7227 Intermediate Similarity NPD1242 Phase 1
0.7227 Intermediate Similarity NPD289 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD4062 Phase 3
0.7226 Intermediate Similarity NPD6233 Phase 2
0.7222 Intermediate Similarity NPD2234 Approved
0.7222 Intermediate Similarity NPD2228 Approved
0.7222 Intermediate Similarity NPD2229 Approved
0.7219 Intermediate Similarity NPD3882 Suspended
0.7218 Intermediate Similarity NPD5310 Approved
0.7218 Intermediate Similarity NPD5311 Approved
0.7214 Intermediate Similarity NPD4108 Discontinued
0.7213 Intermediate Similarity NPD3134 Approved
0.7206 Intermediate Similarity NPD2669 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD4628 Phase 3
0.72 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7194 Intermediate Similarity NPD6653 Approved
0.7194 Intermediate Similarity NPD6353 Approved
0.7194 Intermediate Similarity NPD4579 Clinical (unspecified phase)
0.7192 Intermediate Similarity NPD52 Approved
0.7192 Intermediate Similarity NPD7526 Approved
0.7192 Intermediate Similarity NPD7527 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD3596 Phase 2
0.7183 Intermediate Similarity NPD7037 Approved
0.7177 Intermediate Similarity NPD4750 Phase 3
0.7177 Intermediate Similarity NPD1792 Phase 2
0.7176 Intermediate Similarity NPD3496 Discontinued
0.7174 Intermediate Similarity NPD2979 Phase 3
0.7172 Intermediate Similarity NPD7041 Phase 2
0.7172 Intermediate Similarity NPD4357 Discontinued
0.7172 Intermediate Similarity NPD7040 Clinical (unspecified phase)
0.7171 Intermediate Similarity NPD7832 Clinical (unspecified phase)
0.7171 Intermediate Similarity NPD7833 Phase 2
0.7171 Intermediate Similarity NPD7831 Phase 2
0.7164 Intermediate Similarity NPD2797 Approved
0.7164 Intermediate Similarity NPD987 Approved
0.7163 Intermediate Similarity NPD2438 Suspended
0.7163 Intermediate Similarity NPD3539 Phase 1
0.7162 Intermediate Similarity NPD4005 Discontinued
0.7155 Intermediate Similarity NPD845 Approved
0.7154 Intermediate Similarity NPD4093 Discontinued
0.7153 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6111 Discontinued
0.7143 Intermediate Similarity NPD3676 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD3685 Discontinued
0.7143 Intermediate Similarity NPD1138 Approved
0.7123 Intermediate Similarity NPD4584 Approved
0.7121 Intermediate Similarity NPD1535 Discovery
0.712 Intermediate Similarity NPD9280 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD4965 Approved
0.7105 Intermediate Similarity NPD4966 Approved
0.7105 Intermediate Similarity NPD4967 Phase 2

  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