Structure

Physi-Chem Properties

Molecular Weight:  124.05
Volume:  130.743
LogP:  1.189
LogD:  1.272
LogS:  -0.18
# Rotatable Bonds:  0
TPSA:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.513
Synthetic Accessibility Score:  1.819
Fsp3:  0.143
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.496
MDCK Permeability:  1.628362042538356e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.123
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.878
30% Bioavailability (F30%):  0.582

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.069
Plasma Protein Binding (PPB):  68.83863067626953%
Volume Distribution (VD):  0.765
Pgp-substrate:  24.635578155517578%

ADMET: Metabolism

CYP1A2-inhibitor:  0.701
CYP1A2-substrate:  0.875
CYP2C19-inhibitor:  0.195
CYP2C19-substrate:  0.113
CYP2C9-inhibitor:  0.078
CYP2C9-substrate:  0.914
CYP2D6-inhibitor:  0.296
CYP2D6-substrate:  0.881
CYP3A4-inhibitor:  0.135
CYP3A4-substrate:  0.213

ADMET: Excretion

Clearance (CL):  17.758
Half-life (T1/2):  0.92

ADMET: Toxicity

hERG Blockers:  0.013
Human Hepatotoxicity (H-HT):  0.038
Drug-inuced Liver Injury (DILI):  0.047
AMES Toxicity:  0.225
Rat Oral Acute Toxicity:  0.828
Maximum Recommended Daily Dose:  0.563
Skin Sensitization:  0.919
Carcinogencity:  0.606
Eye Corrosion:  0.977
Eye Irritation:  0.989
Respiratory Toxicity:  0.615

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Similar NPs/Drugs  

  Natural Product: NPC29373

Natural Product ID:  NPC29373
Common Name*:   Methylhydroquinone
IUPAC Name:   2-methylbenzene-1,4-diol
Synonyms:   Methylhydroquinone
Standard InCHIKey:  CNHDIAIOKMXOLK-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C7H8O2/c1-5-4-6(8)2-3-7(5)9/h2-4,8-9H,1H3
SMILES:  Oc1ccc(c(c1)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL450917
PubChem CID:   7253
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000134] Phenols
        • [CHEMONTID:0001286] Benzenediols
          • [CHEMONTID:0000136] Hydroquinones

*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
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[10479323]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[12350167]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[14640527]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota Axinella verrucosa Mediterranean n.a. PMID[14738391]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[15043411]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. Sussex Inlet, New South Wales, Australia n.a. PMID[15104517]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[15332862]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. Berkeley Pit lake n.a. PMID[17970594]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. leaf n.a. PMID[18409045]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. New Zealand n.a. PMID[19323568]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[19326880]
NPO8372 Picrasma quassioides Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[19586051]
NPO29141 Panax ginseng Species Araliaceae Eukaryota flower buds n.a. n.a. PMID[19926279]
NPO8372 Picrasma quassioides Species Simaroubaceae Eukaryota stems n.a. n.a. PMID[20095629]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[20452770]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. root n.a. PMID[2092947]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. North Sea n.a. PMID[21126094]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[21126094]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. Limonium tubiflorum n.a. PMID[21146414]
NPO29141 Panax ginseng Species Araliaceae Eukaryota berry n.a. n.a. PMID[21216145]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[21916432]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[22148349]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[22458669]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[23360521]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[23477451]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[23603293]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[23972215]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[24033077]
NPO29141 Panax ginseng Species Araliaceae Eukaryota leaves n.a. n.a. PMID[24290061]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[24437979]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[24968750]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[25152999]
NPO8372 Picrasma quassioides Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[25506718]
NPO29141 Panax ginseng Species Araliaceae Eukaryota stems-leaves n.a. n.a. PMID[26420067]
NPO8372 Picrasma quassioides Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[27494664]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. stem n.a. PMID[27914541]
NPO29141 Panax ginseng Species Araliaceae Eukaryota Flower Buds n.a. n.a. PMID[28345906]
NPO8372 Picrasma quassioides Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[30917277]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[31433188]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[32129622]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[9392888]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28334 Pyrola decorata Species Ericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8372 Picrasma quassioides Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25033 Pyrola calliantha Species Ericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO28334 Pyrola decorata Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8372 Picrasma quassioides Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25033 Pyrola calliantha Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8372 Picrasma quassioides Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28334 Pyrola decorata Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25033 Pyrola calliantha Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8372 Picrasma quassioides Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25033 Pyrola calliantha Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28334 Pyrola decorata Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8372 Picrasma quassioides Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29141 Panax ginseng Species Araliaceae 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
NPT179 Cell Line A2780 Homo sapiens IC50 = 5700.0 nM PMID[527379]
NPT381 Cell Line OVCAR-8 Homo sapiens IC50 = 6200.0 nM PMID[527379]
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 2460.9 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 22113.5 nM PubChem BioAssay data set
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 25.0 ug.mL-1 PMID[527378]
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC > 50.0 ug.mL-1 PMID[527378]
NPT20 Organism Candida albicans Candida albicans MIC > 50.0 ug.mL-1 PMID[527378]
NPT176 Organism Artemia salina Artemia salina LC50 > 10.0 ppm PMID[527378]
NPT1221 Organism Gambusia affinis Gambusia affinis LC50 = 38.5 ppm PMID[527378]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 133700.0 nM PMID[527379]
NPT2 Others Unspecified Ratio IC50 = 1.1 n.a. PMID[527379]
NPT2 Others Unspecified IC50 = 4700.0 nM PMID[527379]
NPT2 Others Unspecified IC50 = 6300.0 nM PMID[527379]
NPT2 Others Unspecified Potency n.a. 62324.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 69357.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 27611.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 1.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 61815 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 49505.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 97970.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 55546.5 nM PubChem BioAssay data set
NPT74 Individual Protein Proto-oncogene c-JUN Homo sapiens Potency n.a. 35047.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 22113.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 24609 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 77820.5 nM PubChem BioAssay data set

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC29373 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
0.956 High Similarity NPC475078
0.956 High Similarity NPC152097
0.9457 High Similarity NPC260775
0.9355 High Similarity NPC130756
0.9355 High Similarity NPC12931
0.9355 High Similarity NPC48730
0.9355 High Similarity NPC70677
0.9355 High Similarity NPC248396
0.9355 High Similarity NPC129373
0.9348 High Similarity NPC88420
0.9255 High Similarity NPC80800
0.9222 High Similarity NPC231150
0.9195 High Similarity NPC150837
0.9195 High Similarity NPC286904
0.9158 High Similarity NPC108497
0.9149 High Similarity NPC130103
0.9111 High Similarity NPC312304
0.9101 High Similarity NPC27974
0.9062 High Similarity NPC475580
0.9062 High Similarity NPC130817
0.9053 High Similarity NPC477685
0.9053 High Similarity NPC12221
0.9022 High Similarity NPC245187
0.8989 High Similarity NPC407
0.8989 High Similarity NPC307235
0.8969 High Similarity NPC47284
0.8958 High Similarity NPC233827
0.8958 High Similarity NPC269212
0.8947 High Similarity NPC174911
0.8878 High Similarity NPC155072
0.8878 High Similarity NPC53740
0.8876 High Similarity NPC155393
0.8866 High Similarity NPC272029
0.8866 High Similarity NPC93831
0.883 High Similarity NPC312132
0.883 High Similarity NPC259512
0.8788 High Similarity NPC474352
0.8788 High Similarity NPC320439
0.8788 High Similarity NPC233320
0.8763 High Similarity NPC235762
0.8763 High Similarity NPC471228
0.875 High Similarity NPC72729
0.8737 High Similarity NPC79241
0.8737 High Similarity NPC6597
0.8737 High Similarity NPC474073
0.871 High Similarity NPC55903
0.871 High Similarity NPC162314
0.871 High Similarity NPC306884
0.871 High Similarity NPC147284
0.871 High Similarity NPC210497
0.871 High Similarity NPC94139
0.871 High Similarity NPC3358
0.8696 High Similarity NPC192
0.8696 High Similarity NPC47950
0.8687 High Similarity NPC54765
0.8687 High Similarity NPC67250
0.8687 High Similarity NPC469913
0.8681 High Similarity NPC19680
0.8673 High Similarity NPC475225
0.8652 High Similarity NPC124436
0.8646 High Similarity NPC299762
0.8646 High Similarity NPC33675
0.8617 High Similarity NPC152415
0.8614 High Similarity NPC473524
0.8614 High Similarity NPC98392
0.8602 High Similarity NPC204210
0.8602 High Similarity NPC306074
0.8571 High Similarity NPC23167
0.8556 High Similarity NPC248817
0.8542 High Similarity NPC156313
0.8529 High Similarity NPC471535
0.8526 High Similarity NPC274678
0.8526 High Similarity NPC107522
0.8515 High Similarity NPC169450
0.8515 High Similarity NPC241549
0.8515 High Similarity NPC68260
0.8515 High Similarity NPC279887
0.8515 High Similarity NPC95344
0.8511 High Similarity NPC295295
0.8478 Intermediate Similarity NPC113460
0.8478 Intermediate Similarity NPC25493
0.8469 Intermediate Similarity NPC252105
0.8462 Intermediate Similarity NPC197783
0.8447 Intermediate Similarity NPC54373
0.8447 Intermediate Similarity NPC77772
0.8447 Intermediate Similarity NPC266937
0.8447 Intermediate Similarity NPC470770
0.8447 Intermediate Similarity NPC275627
0.8447 Intermediate Similarity NPC228609
0.8444 Intermediate Similarity NPC265146
0.8431 Intermediate Similarity NPC316052
0.8431 Intermediate Similarity NPC26013
0.8431 Intermediate Similarity NPC282855
0.8421 Intermediate Similarity NPC128062
0.8421 Intermediate Similarity NPC76938
0.8416 Intermediate Similarity NPC66834
0.8404 Intermediate Similarity NPC304541
0.84 Intermediate Similarity NPC471350
0.8387 Intermediate Similarity NPC258219
0.8387 Intermediate Similarity NPC280347
0.8387 Intermediate Similarity NPC123273
0.8387 Intermediate Similarity NPC177420
0.8387 Intermediate Similarity NPC242240
0.8387 Intermediate Similarity NPC318325
0.8387 Intermediate Similarity NPC70436
0.8384 Intermediate Similarity NPC168393
0.837 Intermediate Similarity NPC184169
0.8367 Intermediate Similarity NPC166761
0.8365 Intermediate Similarity NPC62867
0.8365 Intermediate Similarity NPC302371
0.8365 Intermediate Similarity NPC177962
0.8365 Intermediate Similarity NPC474920
0.8352 Intermediate Similarity NPC175313
0.8351 Intermediate Similarity NPC109955
0.8351 Intermediate Similarity NPC77492
0.835 Intermediate Similarity NPC208229
0.8333 Intermediate Similarity NPC222146
0.8333 Intermediate Similarity NPC8392
0.8333 Intermediate Similarity NPC246679
0.8333 Intermediate Similarity NPC257182
0.8333 Intermediate Similarity NPC32714
0.8317 Intermediate Similarity NPC310456
0.8316 Intermediate Similarity NPC138117
0.8316 Intermediate Similarity NPC325292
0.8316 Intermediate Similarity NPC271440
0.83 Intermediate Similarity NPC227458
0.83 Intermediate Similarity NPC218879
0.83 Intermediate Similarity NPC102216
0.83 Intermediate Similarity NPC244513
0.8298 Intermediate Similarity NPC55561
0.8298 Intermediate Similarity NPC300478
0.8298 Intermediate Similarity NPC300017
0.828 Intermediate Similarity NPC104216
0.8276 Intermediate Similarity NPC65517
0.8269 Intermediate Similarity NPC469912
0.8265 Intermediate Similarity NPC252821
0.8265 Intermediate Similarity NPC80027
0.8265 Intermediate Similarity NPC128723
0.8265 Intermediate Similarity NPC122005
0.8247 Intermediate Similarity NPC283711
0.8247 Intermediate Similarity NPC202986
0.8235 Intermediate Similarity NPC232523
0.8235 Intermediate Similarity NPC158253
0.8235 Intermediate Similarity NPC204901
0.8229 Intermediate Similarity NPC289769
0.8229 Intermediate Similarity NPC316301
0.8229 Intermediate Similarity NPC27323
0.8218 Intermediate Similarity NPC292452
0.8218 Intermediate Similarity NPC138942
0.8218 Intermediate Similarity NPC37802
0.8211 Intermediate Similarity NPC155908
0.8211 Intermediate Similarity NPC45040
0.8211 Intermediate Similarity NPC270547
0.8208 Intermediate Similarity NPC197513
0.82 Intermediate Similarity NPC24404
0.82 Intermediate Similarity NPC302219
0.82 Intermediate Similarity NPC222522
0.82 Intermediate Similarity NPC71002
0.82 Intermediate Similarity NPC313030
0.82 Intermediate Similarity NPC53051
0.82 Intermediate Similarity NPC242342
0.82 Intermediate Similarity NPC168303
0.82 Intermediate Similarity NPC94351
0.82 Intermediate Similarity NPC85479
0.82 Intermediate Similarity NPC146798
0.82 Intermediate Similarity NPC196479
0.82 Intermediate Similarity NPC106396
0.82 Intermediate Similarity NPC249828
0.8191 Intermediate Similarity NPC98772
0.819 Intermediate Similarity NPC98372
0.8182 Intermediate Similarity NPC294741
0.8182 Intermediate Similarity NPC225506
0.8182 Intermediate Similarity NPC10588
0.8163 Intermediate Similarity NPC291789
0.8163 Intermediate Similarity NPC32674
0.8155 Intermediate Similarity NPC174981
0.8155 Intermediate Similarity NPC306295
0.8144 Intermediate Similarity NPC26244
0.8144 Intermediate Similarity NPC313650
0.8137 Intermediate Similarity NPC201662
0.8137 Intermediate Similarity NPC12640
0.8137 Intermediate Similarity NPC99836
0.8131 Intermediate Similarity NPC473718
0.8131 Intermediate Similarity NPC240163
0.8131 Intermediate Similarity NPC232165
0.8125 Intermediate Similarity NPC181709
0.8119 Intermediate Similarity NPC323810
0.8119 Intermediate Similarity NPC120719
0.8119 Intermediate Similarity NPC288411
0.8119 Intermediate Similarity NPC238696
0.8113 Intermediate Similarity NPC296144
0.8113 Intermediate Similarity NPC76400
0.8113 Intermediate Similarity NPC28784
0.81 Intermediate Similarity NPC100340
0.81 Intermediate Similarity NPC110764
0.81 Intermediate Similarity NPC192032
0.81 Intermediate Similarity NPC143659
0.81 Intermediate Similarity NPC137415
0.81 Intermediate Similarity NPC11280
0.81 Intermediate Similarity NPC147310

  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 NPC29373 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
0.9355 High Similarity NPD289 Clinical (unspecified phase)
0.8925 High Similarity NPD844 Approved
0.883 High Similarity NPD288 Approved
0.8652 High Similarity NPD111 Approved
0.8316 Intermediate Similarity NPD845 Approved
0.8276 Intermediate Similarity NPD9088 Approved
0.8229 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.8229 Intermediate Similarity NPD2933 Approved
0.8229 Intermediate Similarity NPD2934 Approved
0.819 Intermediate Similarity NPD7635 Approved
0.8144 Intermediate Similarity NPD2859 Approved
0.8144 Intermediate Similarity NPD2860 Approved
0.8131 Intermediate Similarity NPD6671 Approved
0.81 Intermediate Similarity NPD940 Approved
0.81 Intermediate Similarity NPD846 Approved
0.8081 Intermediate Similarity NPD3020 Approved
0.8 Intermediate Similarity NPD1242 Phase 1
0.798 Intermediate Similarity NPD9273 Approved
0.7959 Intermediate Similarity NPD1809 Phase 2
0.7905 Intermediate Similarity NPD4750 Phase 3
0.7816 Intermediate Similarity NPD9087 Approved
0.7788 Intermediate Similarity NPD1445 Approved
0.7788 Intermediate Similarity NPD968 Approved
0.7788 Intermediate Similarity NPD1444 Approved
0.7736 Intermediate Similarity NPD3022 Approved
0.7736 Intermediate Similarity NPD3021 Approved
0.7714 Intermediate Similarity NPD2342 Discontinued
0.7708 Intermediate Similarity NPD9295 Approved
0.767 Intermediate Similarity NPD9500 Approved
0.7593 Intermediate Similarity NPD228 Approved
0.757 Intermediate Similarity NPD1792 Phase 2
0.7556 Intermediate Similarity NPD9294 Approved
0.7545 Intermediate Similarity NPD9614 Approved
0.7545 Intermediate Similarity NPD9618 Approved
0.7545 Intermediate Similarity NPD497 Approved
0.75 Intermediate Similarity NPD9280 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD496 Approved
0.7455 Intermediate Similarity NPD495 Approved
0.7455 Intermediate Similarity NPD498 Approved
0.7429 Intermediate Similarity NPD9608 Approved
0.7429 Intermediate Similarity NPD9610 Approved
0.7391 Intermediate Similarity NPD3496 Discontinued
0.7383 Intermediate Similarity NPD290 Approved
0.7364 Intermediate Similarity NPD9379 Approved
0.7364 Intermediate Similarity NPD9377 Approved
0.7345 Intermediate Similarity NPD9615 Approved
0.7345 Intermediate Similarity NPD9613 Approved
0.7345 Intermediate Similarity NPD9616 Approved
0.734 Intermediate Similarity NPD9089 Approved
0.7315 Intermediate Similarity NPD74 Approved
0.7315 Intermediate Similarity NPD9266 Approved
0.7281 Intermediate Similarity NPD316 Approved
0.7281 Intermediate Similarity NPD2226 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD9093 Approved
0.7232 Intermediate Similarity NPD1793 Approved
0.7232 Intermediate Similarity NPD1791 Approved
0.7222 Intermediate Similarity NPD9263 Approved
0.7222 Intermediate Similarity NPD9264 Approved
0.7222 Intermediate Similarity NPD9267 Approved
0.7168 Intermediate Similarity NPD709 Approved
0.7143 Intermediate Similarity NPD6696 Suspended
0.7143 Intermediate Similarity NPD2229 Approved
0.7143 Intermediate Similarity NPD1398 Phase 1
0.7143 Intermediate Similarity NPD2228 Approved
0.7143 Intermediate Similarity NPD3028 Approved
0.7143 Intermediate Similarity NPD2234 Approved
0.713 Intermediate Similarity NPD3091 Approved
0.7117 Intermediate Similarity NPD6124 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD2861 Phase 2
0.7105 Intermediate Similarity NPD9493 Approved
0.7103 Intermediate Similarity NPD9244 Approved
0.7091 Intermediate Similarity NPD9380 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD1476 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD596 Approved
0.7049 Intermediate Similarity NPD600 Approved
0.7034 Intermediate Similarity NPD1201 Approved
0.7009 Intermediate Similarity NPD9381 Approved
0.7009 Intermediate Similarity NPD4626 Approved
0.7009 Intermediate Similarity NPD1778 Approved
0.7009 Intermediate Similarity NPD3019 Approved
0.7009 Intermediate Similarity NPD4059 Approved
0.7009 Intermediate Similarity NPD2932 Approved
0.7009 Intermediate Similarity NPD9384 Approved
0.6991 Remote Similarity NPD7159 Clinical (unspecified phase)
0.6975 Remote Similarity NPD2233 Approved
0.6975 Remote Similarity NPD2232 Approved
0.6975 Remote Similarity NPD2230 Approved
0.6957 Remote Similarity NPD7340 Approved
0.6949 Remote Similarity NPD1980 Approved
0.6949 Remote Similarity NPD1981 Approved
0.6949 Remote Similarity NPD1983 Approved
0.6939 Remote Similarity NPD9073 Approved
0.6923 Remote Similarity NPD4093 Discontinued
0.6917 Remote Similarity NPD9622 Approved
0.6917 Remote Similarity NPD4749 Approved
0.69 Remote Similarity NPD9094 Approved
0.6891 Remote Similarity NPD1611 Approved
0.6891 Remote Similarity NPD5350 Clinical (unspecified phase)
0.6891 Remote Similarity NPD5351 Clinical (unspecified phase)
0.6891 Remote Similarity NPD3092 Approved
0.688 Remote Similarity NPD839 Approved
0.688 Remote Similarity NPD840 Approved
0.687 Remote Similarity NPD255 Approved
0.687 Remote Similarity NPD256 Approved
0.6864 Remote Similarity NPD4589 Approved
0.6864 Remote Similarity NPD2286 Discontinued
0.6864 Remote Similarity NPD1751 Approved
0.6852 Remote Similarity NPD9261 Approved
0.6847 Remote Similarity NPD2684 Approved
0.6838 Remote Similarity NPD1759 Phase 1
0.6838 Remote Similarity NPD1548 Phase 1
0.6838 Remote Similarity NPD5303 Approved
0.6838 Remote Similarity NPD5304 Approved
0.6827 Remote Similarity NPD9296 Approved
0.681 Remote Similarity NPD7325 Clinical (unspecified phase)
0.6803 Remote Similarity NPD3094 Phase 2
0.6803 Remote Similarity NPD1470 Approved
0.6792 Remote Similarity NPD9095 Approved
0.6792 Remote Similarity NPD9097 Approved
0.6792 Remote Similarity NPD68 Approved
0.6792 Remote Similarity NPD9096 Approved
0.6783 Remote Similarity NPD475 Phase 2
0.6783 Remote Similarity NPD9281 Approved
0.678 Remote Similarity NPD1357 Approved
0.6777 Remote Similarity NPD1755 Approved
0.6774 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6754 Remote Similarity NPD821 Approved
0.6752 Remote Similarity NPD317 Approved
0.6752 Remote Similarity NPD856 Approved
0.6752 Remote Similarity NPD1758 Phase 1
0.6752 Remote Similarity NPD318 Approved
0.6752 Remote Similarity NPD16 Approved
0.675 Remote Similarity NPD422 Phase 1
0.675 Remote Similarity NPD1610 Phase 2
0.675 Remote Similarity NPD1535 Discovery
0.6748 Remote Similarity NPD9620 Approved
0.6748 Remote Similarity NPD9621 Approved
0.6748 Remote Similarity NPD9619 Approved
0.6727 Remote Similarity NPD9697 Approved
0.6723 Remote Similarity NPD3095 Discontinued
0.6721 Remote Similarity NPD9634 Clinical (unspecified phase)
0.672 Remote Similarity NPD4625 Phase 3
0.6701 Remote Similarity NPD9250 Approved
0.6696 Remote Similarity NPD5283 Phase 1
0.6695 Remote Similarity NPD7330 Discontinued
0.6695 Remote Similarity NPD9545 Approved
0.6694 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6694 Remote Similarity NPD2235 Phase 2
0.6694 Remote Similarity NPD1481 Phase 2
0.6694 Remote Similarity NPD2231 Phase 2
0.6692 Remote Similarity NPD2935 Discontinued
0.6667 Remote Similarity NPD3055 Approved
0.6667 Remote Similarity NPD4339 Clinical (unspecified phase)
0.6667 Remote Similarity NPD9568 Approved
0.6667 Remote Similarity NPD3053 Approved
0.6639 Remote Similarity NPD4235 Clinical (unspecified phase)
0.6639 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6639 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6639 Remote Similarity NPD5691 Approved
0.6635 Remote Similarity NPD159 Clinical (unspecified phase)
0.6613 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6613 Remote Similarity NPD602 Approved
0.6613 Remote Similarity NPD258 Approved
0.6613 Remote Similarity NPD6584 Phase 3
0.6613 Remote Similarity NPD859 Approved
0.6613 Remote Similarity NPD858 Approved
0.6613 Remote Similarity NPD599 Approved
0.6613 Remote Similarity NPD257 Approved
0.6612 Remote Similarity NPD1091 Approved
0.6609 Remote Similarity NPD7843 Approved
0.6609 Remote Similarity NPD1138 Approved
0.6602 Remote Similarity NPD9258 Approved
0.6602 Remote Similarity NPD9256 Approved
0.6587 Remote Similarity NPD3027 Phase 3
0.6585 Remote Similarity NPD5310 Approved
0.6585 Remote Similarity NPD5311 Approved
0.6583 Remote Similarity NPD5238 Clinical (unspecified phase)
0.6581 Remote Similarity NPD7157 Approved
0.6562 Remote Similarity NPD1613 Approved
0.6562 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6562 Remote Similarity NPD4060 Phase 1
0.656 Remote Similarity NPD5736 Approved
0.656 Remote Similarity NPD1712 Approved
0.6557 Remote Similarity NPD2337 Clinical (unspecified phase)
0.6557 Remote Similarity NPD9269 Phase 2
0.6557 Remote Similarity NPD9717 Approved
0.6557 Remote Similarity NPD1608 Approved
0.6555 Remote Similarity NPD1182 Approved
0.6535 Remote Similarity NPD601 Approved
0.6535 Remote Similarity NPD598 Approved
0.6535 Remote Similarity NPD597 Approved
0.6535 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6532 Remote Similarity NPD1133 Approved
0.6532 Remote Similarity NPD1134 Approved
0.6532 Remote Similarity NPD1129 Approved
0.6532 Remote Similarity NPD1135 Approved
0.6532 Remote Similarity NPD1164 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