Structure

Physi-Chem Properties

Molecular Weight:  568.25
Volume:  550.919
LogP:  1.259
LogD:  0.632
LogS:  -3.915
# Rotatable Bonds:  8
TPSA:  178.42
# H-Bond Aceptor:  12
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  12

MedChem Properties

QED Drug-Likeness Score:  0.188
Synthetic Accessibility Score:  6.202
Fsp3:  0.786
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.461
MDCK Permeability:  0.00016529575805179775
Pgp-inhibitor:  0.981
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.821
20% Bioavailability (F20%):  0.089
30% Bioavailability (F30%):  0.99

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.095
Plasma Protein Binding (PPB):  47.075706481933594%
Volume Distribution (VD):  1.276
Pgp-substrate:  28.50728988647461%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.024
CYP2C19-inhibitor:  0.004
CYP2C19-substrate:  0.122
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.027
CYP2D6-inhibitor:  0.093
CYP2D6-substrate:  0.073
CYP3A4-inhibitor:  0.236
CYP3A4-substrate:  0.316

ADMET: Excretion

Clearance (CL):  2.368
Half-life (T1/2):  0.238

ADMET: Toxicity

hERG Blockers:  0.186
Human Hepatotoxicity (H-HT):  0.862
Drug-inuced Liver Injury (DILI):  0.905
AMES Toxicity:  0.131
Rat Oral Acute Toxicity:  0.808
Maximum Recommended Daily Dose:  0.865
Skin Sensitization:  0.2
Carcinogencity:  0.111
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.98

Download Data

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  Natural Product: NPC79303

Natural Product ID:  NPC79303
Common Name*:   Taxumairol B
IUPAC Name:   n.a.
Synonyms:   taxumairol B
Standard InCHIKey:  WJMBBODKITXTJA-HIRGMTDPSA-N
Standard InCHI:  InChI=1S/C28H40O12/c1-12-17(37-13(2)29)10-28(35)24(40-16(5)32)22-26(8,18(33)9-19(38-14(3)30)27(22)11-36-27)23(34)21(39-15(4)31)20(12)25(28,6)7/h17-19,21-24,33-35H,9-11H2,1-8H3/t17-,18-,19-,21+,22-,23-,24-,26+,27+,28+/m0/s1
SMILES:  CC1=C2[C@H]([C@@H]([C@]3(C)[C@H](C[C@@H]([C@]4(CO4)[C@H]3[C@@H]([C@](C[C@@H]1OC(=O)C)(C2(C)C)O)OC(=O)C)OC(=O)C)O)O)OC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL516669
PubChem CID:   10053709
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0000676] Taxanes and derivatives

*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
NPO11554 Taxus sumatrana Species Taxaceae Eukaryota n.a. leaf n.a. DOI[10.1016/j.tet.2004.10.110]
NPO11554 Taxus sumatrana Species Taxaceae Eukaryota n.a. twig n.a. DOI[10.1016/j.tet.2004.10.110]
NPO13290 Taxus canadensis Species Taxaceae Eukaryota Needles n.a. n.a. PMID[11325226]
NPO27746 Taxus mairei Species Taxaceae Eukaryota stem bark n.a. n.a. PMID[11473432]
NPO11554 Taxus sumatrana Species Taxaceae Eukaryota leaves and twigs n.a. n.a. PMID[12502326]
NPO25366 Sapium indicum Species Euphorbiaceae Eukaryota Fruits n.a. n.a. PMID[12713411]
NPO11554 Taxus sumatrana Species Taxaceae Eukaryota n.a. twig n.a. PMID[15679325]
NPO11554 Taxus sumatrana Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[15679325]
NPO11554 Taxus sumatrana Species Taxaceae Eukaryota n.a. leaf n.a. PMID[15679325]
NPO23788 Beauveria bassiana Species Cordycipitaceae Eukaryota n.a. n.a. n.a. PMID[16124776]
NPO6645.1 Picea jezoensis var. jezoensis Varieties Pinaceae Eukaryota bark n.a. n.a. PMID[17907781]
NPO11554 Taxus sumatrana Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[18220355]
NPO23788 Beauveria bassiana Species Cordycipitaceae Eukaryota n.a. n.a. n.a. PMID[18804027]
NPO6645.1 Picea jezoensis var. jezoensis Varieties Pinaceae Eukaryota bark n.a. n.a. PMID[19646881]
NPO23788 Beauveria bassiana Species Cordycipitaceae Eukaryota n.a. n.a. n.a. PMID[20233596]
NPO25054 Phaleria macrocarpa Species Thymelaeaceae Eukaryota nut shell n.a. n.a. PMID[23044367]
NPO25252 Nannocystis exedens Species Nannocystaceae Bacteria n.a. n.a. n.a. PMID[24460410]
NPO25311 Guettarda platypoda Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[2553871]
NPO23788 Beauveria bassiana Species Cordycipitaceae Eukaryota n.a. n.a. n.a. PMID[32058711]
NPO23788 Beauveria bassiana Species Cordycipitaceae Eukaryota n.a. n.a. n.a. PMID[8557595]
NPO27746 Taxus mairei Species Taxaceae Eukaryota Roots n.a. n.a. PMID[8991951]
NPO27746 Taxus mairei Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[9644081]
NPO24278 Pistacia chinensis Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23788 Beauveria bassiana Species Cordycipitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13290 Taxus canadensis Species Taxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24373 Lobelia inflata Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11554 Taxus sumatrana Species Taxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24278 Pistacia chinensis Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27746 Taxus mairei Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13290 Taxus canadensis Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23788 Beauveria bassiana Species Cordycipitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11554 Taxus sumatrana Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24852 Helicia nilagirica Species Proteaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22283 Alhagi maurorum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24373 Lobelia inflata Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13290 Taxus canadensis Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24278 Pistacia chinensis Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24730 Lactarius deliciosus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24802 Diploprion bifasciatum Species Serranidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25277 Seiridium cupressi Species Sporocadaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20264 Moonia heterophylla n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO15482 Vanderbylia fraxinea Species Polyporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28460 Achyrocline tomentosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13290 Taxus canadensis Species Taxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24566 Marasmiellus ramealis Species Omphalotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25389 Allium angulosum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25441 Desmodium pulchellu Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25492 Botryllus leachi Species Styelidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23788 Beauveria bassiana Species Cordycipitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22283 Alhagi maurorum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18706 Anemone thalictroides Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22152 Tecoma undulata Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23994 Ormosia macrophylla Species Limoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23894 Pulicaria insignis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14189 Osmundaria spiralis Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25466 Lecanora sulphurella Species Lecanoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22618 Psolus eximius Species Psolidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25366 Sapium indicum Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24373 Lobelia inflata Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11554 Taxus sumatrana Species Taxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24461 Clusia sandiensis Species Clusiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24852 Helicia nilagirica Species Proteaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25054 Phaleria macrocarpa Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24607 Goniothalamus dolichocarpus Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24278 Pistacia chinensis Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25311 Guettarda platypoda Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3721 Achyranthes obtusifolia Species Amaranthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6645.1 Picea jezoensis var. jezoensis Varieties Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24882 Erythrophleum chlorostachys Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27746 Taxus mairei Species Taxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27390 Vernonia brevifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25252 Nannocystis exedens Species Nannocystaceae Bacteria 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
NPT168 Cell Line P388 Mus musculus IC50 > 50.0 ug.mL-1 PMID[513884]
NPT81 Cell Line A549 Homo sapiens IC50 > 50.0 ug.mL-1 PMID[513884]
NPT139 Cell Line HT-29 Homo sapiens IC50 > 50.0 ug.mL-1 PMID[513884]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 1.4 ug.mL-1 PMID[513884]

☑ 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 NPC79303 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
0.9785 High Similarity NPC271295
0.9574 High Similarity NPC188968
0.9462 High Similarity NPC129569
0.9247 High Similarity NPC105375
0.9247 High Similarity NPC182826
0.9053 High Similarity NPC211810
0.9053 High Similarity NPC221801
0.9053 High Similarity NPC284194
0.9053 High Similarity NPC471765
0.8911 High Similarity NPC469916
0.8911 High Similarity NPC472439
0.8842 High Similarity NPC472416
0.8842 High Similarity NPC472360
0.8804 High Similarity NPC471779
0.8763 High Similarity NPC473244
0.8687 High Similarity NPC472554
0.8641 High Similarity NPC475586
0.8617 High Similarity NPC261320
0.86 High Similarity NPC472552
0.8526 High Similarity NPC220216
0.8447 Intermediate Similarity NPC472390
0.8438 Intermediate Similarity NPC124374
0.8416 Intermediate Similarity NPC165578
0.8384 Intermediate Similarity NPC254121
0.8367 Intermediate Similarity NPC471786
0.8367 Intermediate Similarity NPC37603
0.8351 Intermediate Similarity NPC99653
0.835 Intermediate Similarity NPC111952
0.8333 Intermediate Similarity NPC474124
0.8333 Intermediate Similarity NPC474822
0.8317 Intermediate Similarity NPC475617
0.8298 Intermediate Similarity NPC102996
0.8286 Intermediate Similarity NPC299590
0.8283 Intermediate Similarity NPC475304
0.8269 Intermediate Similarity NPC112780
0.8269 Intermediate Similarity NPC143609
0.8252 Intermediate Similarity NPC473543
0.8235 Intermediate Similarity NPC475344
0.8235 Intermediate Similarity NPC11956
0.8235 Intermediate Similarity NPC476471
0.8229 Intermediate Similarity NPC246028
0.8218 Intermediate Similarity NPC274643
0.8218 Intermediate Similarity NPC475877
0.8218 Intermediate Similarity NPC38855
0.8211 Intermediate Similarity NPC102640
0.82 Intermediate Similarity NPC199099
0.819 Intermediate Similarity NPC50124
0.819 Intermediate Similarity NPC181994
0.8182 Intermediate Similarity NPC292178
0.8182 Intermediate Similarity NPC469583
0.8182 Intermediate Similarity NPC86893
0.8163 Intermediate Similarity NPC119379
0.8163 Intermediate Similarity NPC110022
0.8155 Intermediate Similarity NPC23584
0.8155 Intermediate Similarity NPC473523
0.8144 Intermediate Similarity NPC48732
0.8137 Intermediate Similarity NPC11974
0.8125 Intermediate Similarity NPC69713
0.81 Intermediate Similarity NPC472996
0.81 Intermediate Similarity NPC472997
0.81 Intermediate Similarity NPC57664
0.81 Intermediate Similarity NPC472995
0.8095 Intermediate Similarity NPC122816
0.8095 Intermediate Similarity NPC471205
0.8095 Intermediate Similarity NPC473586
0.8061 Intermediate Similarity NPC114389
0.8058 Intermediate Similarity NPC470972
0.8058 Intermediate Similarity NPC475038
0.8058 Intermediate Similarity NPC109195
0.8056 Intermediate Similarity NPC42658
0.8041 Intermediate Similarity NPC20946
0.8039 Intermediate Similarity NPC272223
0.8039 Intermediate Similarity NPC473510
0.8039 Intermediate Similarity NPC230546
0.8037 Intermediate Similarity NPC472215
0.8037 Intermediate Similarity NPC177047
0.8037 Intermediate Similarity NPC472214
0.802 Intermediate Similarity NPC472998
0.802 Intermediate Similarity NPC210337
0.8019 Intermediate Similarity NPC475263
0.8019 Intermediate Similarity NPC128795
0.8019 Intermediate Similarity NPC217921
0.8019 Intermediate Similarity NPC135015
0.8019 Intermediate Similarity NPC48548
0.8019 Intermediate Similarity NPC151393
0.8 Intermediate Similarity NPC51719
0.8 Intermediate Similarity NPC276110
0.8 Intermediate Similarity NPC471206
0.7981 Intermediate Similarity NPC8196
0.7981 Intermediate Similarity NPC99266
0.798 Intermediate Similarity NPC137461
0.7961 Intermediate Similarity NPC280991
0.7961 Intermediate Similarity NPC235920
0.7961 Intermediate Similarity NPC96784
0.7944 Intermediate Similarity NPC40728
0.7944 Intermediate Similarity NPC316974
0.7941 Intermediate Similarity NPC477875
0.7941 Intermediate Similarity NPC477876
0.7941 Intermediate Similarity NPC312325
0.7925 Intermediate Similarity NPC125423
0.7925 Intermediate Similarity NPC88013
0.7921 Intermediate Similarity NPC72204
0.7921 Intermediate Similarity NPC88009
0.7917 Intermediate Similarity NPC255143
0.7905 Intermediate Similarity NPC194941
0.79 Intermediate Similarity NPC140277
0.79 Intermediate Similarity NPC105490
0.7885 Intermediate Similarity NPC295791
0.7885 Intermediate Similarity NPC137430
0.7879 Intermediate Similarity NPC91251
0.7879 Intermediate Similarity NPC477574
0.787 Intermediate Similarity NPC469917
0.787 Intermediate Similarity NPC472417
0.785 Intermediate Similarity NPC38948
0.785 Intermediate Similarity NPC311223
0.785 Intermediate Similarity NPC94377
0.7843 Intermediate Similarity NPC205143
0.7843 Intermediate Similarity NPC274793
0.7835 Intermediate Similarity NPC245004
0.7835 Intermediate Similarity NPC131329
0.7835 Intermediate Similarity NPC233744
0.783 Intermediate Similarity NPC470980
0.783 Intermediate Similarity NPC88349
0.7822 Intermediate Similarity NPC471915
0.7822 Intermediate Similarity NPC111273
0.7812 Intermediate Similarity NPC35933
0.781 Intermediate Similarity NPC281378
0.781 Intermediate Similarity NPC159533
0.781 Intermediate Similarity NPC61442
0.781 Intermediate Similarity NPC165608
0.78 Intermediate Similarity NPC7349
0.7798 Intermediate Similarity NPC474846
0.7798 Intermediate Similarity NPC469656
0.7798 Intermediate Similarity NPC469655
0.7788 Intermediate Similarity NPC476132
0.7788 Intermediate Similarity NPC49532
0.7788 Intermediate Similarity NPC97435
0.7778 Intermediate Similarity NPC284828
0.7778 Intermediate Similarity NPC173905
0.7778 Intermediate Similarity NPC472216
0.7778 Intermediate Similarity NPC5475
0.7778 Intermediate Similarity NPC206618
0.7768 Intermediate Similarity NPC296822
0.7768 Intermediate Similarity NPC473590
0.7767 Intermediate Similarity NPC222303
0.7767 Intermediate Similarity NPC247233
0.7757 Intermediate Similarity NPC187435
0.7757 Intermediate Similarity NPC475781
0.7757 Intermediate Similarity NPC67321
0.7748 Intermediate Similarity NPC73314
0.7745 Intermediate Similarity NPC194132
0.7745 Intermediate Similarity NPC475380
0.7745 Intermediate Similarity NPC210717
0.7745 Intermediate Similarity NPC209297
0.7745 Intermediate Similarity NPC103165
0.7736 Intermediate Similarity NPC470768
0.7736 Intermediate Similarity NPC473577
0.7736 Intermediate Similarity NPC474550
0.7736 Intermediate Similarity NPC65523
0.7736 Intermediate Similarity NPC475585
0.7732 Intermediate Similarity NPC476217
0.7727 Intermediate Similarity NPC328074
0.7727 Intermediate Similarity NPC321272
0.7727 Intermediate Similarity NPC317460
0.7727 Intermediate Similarity NPC470025
0.7727 Intermediate Similarity NPC317687
0.7727 Intermediate Similarity NPC473877
0.7719 Intermediate Similarity NPC475003
0.7719 Intermediate Similarity NPC251226
0.7714 Intermediate Similarity NPC214714
0.7714 Intermediate Similarity NPC474709
0.7714 Intermediate Similarity NPC200672
0.7708 Intermediate Similarity NPC83702
0.7706 Intermediate Similarity NPC316708
0.7706 Intermediate Similarity NPC119550
0.77 Intermediate Similarity NPC41239
0.77 Intermediate Similarity NPC122057
0.7692 Intermediate Similarity NPC474571
0.7692 Intermediate Similarity NPC254567
0.7692 Intermediate Similarity NPC16601
0.7692 Intermediate Similarity NPC474190
0.7692 Intermediate Similarity NPC476195
0.7684 Intermediate Similarity NPC470155
0.7684 Intermediate Similarity NPC477447
0.7684 Intermediate Similarity NPC477446
0.7679 Intermediate Similarity NPC474333
0.7677 Intermediate Similarity NPC115607
0.7677 Intermediate Similarity NPC161560
0.7677 Intermediate Similarity NPC97103
0.767 Intermediate Similarity NPC475033
0.767 Intermediate Similarity NPC120446
0.767 Intermediate Similarity NPC91197
0.767 Intermediate Similarity NPC155319
0.767 Intermediate Similarity NPC347923
0.767 Intermediate Similarity NPC476057
0.767 Intermediate Similarity NPC475446
0.767 Intermediate Similarity NPC96597
0.767 Intermediate Similarity NPC475032
0.767 Intermediate Similarity NPC311241
0.767 Intermediate Similarity NPC261807

  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 NPC79303 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
0.8286 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.8137 Intermediate Similarity NPD5344 Discontinued
0.8037 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7757 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD6648 Approved
0.7478 Intermediate Similarity NPD7516 Approved
0.7391 Intermediate Similarity NPD7328 Approved
0.7391 Intermediate Similarity NPD7327 Approved
0.7207 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD4159 Approved
0.7103 Intermediate Similarity NPD4225 Approved
0.7103 Intermediate Similarity NPD7638 Approved
0.7087 Intermediate Similarity NPD6698 Approved
0.7087 Intermediate Similarity NPD46 Approved
0.7087 Intermediate Similarity NPD7838 Discovery
0.7059 Intermediate Similarity NPD8033 Approved
0.7059 Intermediate Similarity NPD8380 Approved
0.7059 Intermediate Similarity NPD8296 Approved
0.7059 Intermediate Similarity NPD8335 Approved
0.7059 Intermediate Similarity NPD8379 Approved
0.7059 Intermediate Similarity NPD8378 Approved
0.7037 Intermediate Similarity NPD7640 Approved
0.7037 Intermediate Similarity NPD7639 Approved
0.7009 Intermediate Similarity NPD7115 Discovery
0.6975 Remote Similarity NPD8294 Approved
0.6975 Remote Similarity NPD8377 Approved
0.6917 Remote Similarity NPD7503 Approved
0.6909 Remote Similarity NPD7632 Discontinued
0.6903 Remote Similarity NPD6686 Approved
0.6796 Remote Similarity NPD7524 Approved
0.6762 Remote Similarity NPD3168 Discontinued
0.6723 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6694 Remote Similarity NPD7507 Approved
0.6667 Remote Similarity NPD7319 Approved
0.6639 Remote Similarity NPD6921 Approved
0.661 Remote Similarity NPD8133 Approved
0.6526 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6505 Remote Similarity NPD7338 Clinical (unspecified phase)
0.646 Remote Similarity NPD3653 Clinical (unspecified phase)
0.6423 Remote Similarity NPD6319 Approved
0.6408 Remote Similarity NPD6695 Phase 3
0.6389 Remote Similarity NPD7637 Suspended
0.6387 Remote Similarity NPD8297 Approved
0.6371 Remote Similarity NPD8513 Phase 3
0.6371 Remote Similarity NPD8517 Approved
0.6371 Remote Similarity NPD8516 Approved
0.6371 Remote Similarity NPD8515 Approved
0.6356 Remote Similarity NPD6371 Approved
0.6355 Remote Similarity NPD6051 Approved
0.6339 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6337 Remote Similarity NPD7645 Phase 2
0.6333 Remote Similarity NPD4632 Approved
0.633 Remote Similarity NPD5778 Approved
0.633 Remote Similarity NPD6399 Phase 3
0.633 Remote Similarity NPD5779 Approved
0.6293 Remote Similarity NPD6675 Approved
0.6293 Remote Similarity NPD6008 Approved
0.6293 Remote Similarity NPD7128 Approved
0.6293 Remote Similarity NPD5739 Approved
0.6293 Remote Similarity NPD6402 Approved
0.6293 Remote Similarity NPD5357 Phase 1
0.6275 Remote Similarity NPD7525 Registered
0.6273 Remote Similarity NPD7748 Approved
0.6271 Remote Similarity NPD6373 Approved
0.6271 Remote Similarity NPD6372 Approved
0.627 Remote Similarity NPD8328 Phase 3
0.625 Remote Similarity NPD7902 Approved
0.625 Remote Similarity NPD6053 Discontinued
0.6239 Remote Similarity NPD7983 Approved
0.6239 Remote Similarity NPD6412 Phase 2
0.6239 Remote Similarity NPD7515 Phase 2
0.6237 Remote Similarity NPD371 Approved
0.619 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6186 Remote Similarity NPD6899 Approved
0.6186 Remote Similarity NPD6881 Approved
0.6186 Remote Similarity NPD7320 Approved
0.6168 Remote Similarity NPD7750 Discontinued
0.6167 Remote Similarity NPD6650 Approved
0.6167 Remote Similarity NPD6649 Approved
0.6167 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6142 Remote Similarity NPD7604 Phase 2
0.6124 Remote Similarity NPD8074 Phase 3
0.6117 Remote Similarity NPD6931 Approved
0.6117 Remote Similarity NPD6930 Phase 2
0.6116 Remote Similarity NPD6882 Approved
0.6102 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6102 Remote Similarity NPD5697 Approved
0.6102 Remote Similarity NPD5701 Approved
0.6094 Remote Similarity NPD7492 Approved
0.6091 Remote Similarity NPD6411 Approved
0.6083 Remote Similarity NPD7102 Approved
0.6083 Remote Similarity NPD6883 Approved
0.6083 Remote Similarity NPD7290 Approved
0.6048 Remote Similarity NPD6009 Approved
0.6047 Remote Similarity NPD6616 Approved
0.6033 Remote Similarity NPD6847 Approved
0.6033 Remote Similarity NPD6617 Approved
0.6033 Remote Similarity NPD8130 Phase 1
0.6033 Remote Similarity NPD6869 Approved
0.6032 Remote Similarity NPD6059 Approved
0.6032 Remote Similarity NPD6054 Approved
0.6019 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6019 Remote Similarity NPD6929 Approved
0.6 Remote Similarity NPD6014 Approved
0.6 Remote Similarity NPD8293 Discontinued
0.6 Remote Similarity NPD6013 Approved
0.6 Remote Similarity NPD7078 Approved
0.6 Remote Similarity NPD6012 Approved
0.5984 Remote Similarity NPD5983 Phase 2
0.5982 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5982 Remote Similarity NPD7900 Approved
0.5981 Remote Similarity NPD1694 Approved
0.5965 Remote Similarity NPD6083 Phase 2
0.5965 Remote Similarity NPD6084 Phase 2
0.5962 Remote Similarity NPD4748 Discontinued
0.5962 Remote Similarity NPD7332 Phase 2
0.5962 Remote Similarity NPD7514 Phase 3
0.5954 Remote Similarity NPD7736 Approved
0.5948 Remote Similarity NPD1700 Approved
0.5946 Remote Similarity NPD8034 Phase 2
0.5946 Remote Similarity NPD8035 Phase 2
0.5946 Remote Similarity NPD7087 Discontinued
0.5941 Remote Similarity NPD6942 Approved
0.5941 Remote Similarity NPD7339 Approved
0.5941 Remote Similarity NPD8264 Approved
0.5938 Remote Similarity NPD6370 Approved
0.5923 Remote Similarity NPD6336 Discontinued
0.5917 Remote Similarity NPD6011 Approved
0.5909 Remote Similarity NPD6101 Approved
0.5909 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5905 Remote Similarity NPD6902 Approved
0.5902 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5888 Remote Similarity NPD4786 Approved
0.5882 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5882 Remote Similarity NPD6933 Approved
0.5882 Remote Similarity NPD6640 Phase 3
0.5859 Remote Similarity NPD6015 Approved
0.5859 Remote Similarity NPD6016 Approved
0.5849 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5849 Remote Similarity NPD3667 Approved
0.5833 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6893 Approved
0.5826 Remote Similarity NPD4755 Approved
0.5825 Remote Similarity NPD6925 Approved
0.5825 Remote Similarity NPD5776 Phase 2
0.5825 Remote Similarity NPD6932 Approved
0.5821 Remote Similarity NPD7260 Phase 2
0.582 Remote Similarity NPD4634 Approved
0.5814 Remote Similarity NPD5988 Approved
0.5804 Remote Similarity NPD7625 Phase 1
0.5794 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5794 Remote Similarity NPD3669 Approved
0.5789 Remote Similarity NPD5695 Phase 3
0.578 Remote Similarity NPD3618 Phase 1
0.5778 Remote Similarity NPD6845 Suspended
0.5769 Remote Similarity NPD7145 Approved
0.5769 Remote Similarity NPD6118 Approved
0.5769 Remote Similarity NPD6114 Approved
0.5769 Remote Similarity NPD6697 Approved
0.5769 Remote Similarity NPD6115 Approved
0.5766 Remote Similarity NPD5328 Approved
0.5763 Remote Similarity NPD5211 Phase 2
0.5758 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5755 Remote Similarity NPD6898 Phase 1
0.5752 Remote Similarity NPD4202 Approved
0.5739 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5727 Remote Similarity NPD4251 Approved
0.5727 Remote Similarity NPD4250 Approved
0.5726 Remote Similarity NPD4700 Approved
0.5726 Remote Similarity NPD5286 Approved
0.5726 Remote Similarity NPD5285 Approved
0.5726 Remote Similarity NPD4696 Approved
0.5714 Remote Similarity NPD6274 Approved
0.5714 Remote Similarity NPD6683 Phase 2
0.5703 Remote Similarity NPD7100 Approved
0.5703 Remote Similarity NPD7101 Approved
0.5688 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5688 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5686 Remote Similarity NPD6926 Approved
0.5686 Remote Similarity NPD6924 Approved
0.5682 Remote Similarity NPD8273 Phase 1
0.5673 Remote Similarity NPD6116 Phase 1
0.567 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5667 Remote Similarity NPD5141 Approved
0.5664 Remote Similarity NPD6079 Approved
0.566 Remote Similarity NPD4822 Approved
0.566 Remote Similarity NPD4819 Approved
0.566 Remote Similarity NPD4820 Approved
0.566 Remote Similarity NPD4821 Approved
0.566 Remote Similarity NPD5790 Clinical (unspecified phase)
0.566 Remote Similarity NPD7509 Discontinued
0.5655 Remote Similarity NPD7274 Clinical (unspecified phase)
0.5652 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5649 Remote Similarity NPD6067 Discontinued
0.5641 Remote Similarity NPD5696 Approved
0.5636 Remote Similarity NPD7334 Approved
0.5636 Remote Similarity NPD7146 Approved
0.5636 Remote Similarity NPD5330 Approved
0.5636 Remote Similarity NPD6409 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