Structure

Physi-Chem Properties

Molecular Weight:  426.31
Volume:  468.523
LogP:  6.023
LogD:  4.836
LogS:  -5.809
# Rotatable Bonds:  4
TPSA:  38.69
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  6
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.418
Synthetic Accessibility Score:  6.885
Fsp3:  0.786
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.641
MDCK Permeability:  1.7911790564539842e-05
Pgp-inhibitor:  0.014
Pgp-substrate:  0.115
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.125
30% Bioavailability (F30%):  0.134

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.332
Plasma Protein Binding (PPB):  91.3109359741211%
Volume Distribution (VD):  1.219
Pgp-substrate:  2.5129311084747314%

ADMET: Metabolism

CYP1A2-inhibitor:  0.036
CYP1A2-substrate:  0.967
CYP2C19-inhibitor:  0.158
CYP2C19-substrate:  0.94
CYP2C9-inhibitor:  0.43
CYP2C9-substrate:  0.026
CYP2D6-inhibitor:  0.02
CYP2D6-substrate:  0.066
CYP3A4-inhibitor:  0.944
CYP3A4-substrate:  0.937

ADMET: Excretion

Clearance (CL):  2.473
Half-life (T1/2):  0.116

ADMET: Toxicity

hERG Blockers:  0.067
Human Hepatotoxicity (H-HT):  0.476
Drug-inuced Liver Injury (DILI):  0.018
AMES Toxicity:  0.004
Rat Oral Acute Toxicity:  0.759
Maximum Recommended Daily Dose:  0.978
Skin Sensitization:  0.134
Carcinogencity:  0.027
Eye Corrosion:  0.005
Eye Irritation:  0.034
Respiratory Toxicity:  0.982

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  Natural Product: NPC270511

Natural Product ID:  NPC270511
Common Name*:   FWPYIYVSYQRISA-LEOBWYFPSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  FWPYIYVSYQRISA-LEOBWYFPSA-N
Standard InCHI:  InChI=1S/C28H42O3/c1-18(2)19(3)7-8-20(4)22-9-10-23-25(22,5)13-12-24-26(6)14-11-21(29)17-27(26)15-16-28(23,24)31-30-27/h7-8,12,15-16,18-23,29H,9-11,13-14,17H2,1-6H3/b8-7+/t19-,20+,21-,22+,23+,25+,26+,27+,28-/m0/s1
SMILES:  O[C@H]1CC[C@]2([C@@]3(C1)OO[C@@]1(C2=CC[C@]2([C@H]1CC[C@@H]2[C@@H](/C=C/[C@@H](C(C)C)C)C)C)C=C3)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL449356
PubChem CID:   11112737
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0003567] Ergostane steroids

*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
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.phytochem.2005.10.025]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. fruit body n.a. PMID[11520245]
NPO21301 Stereum hirsutum Species Stereaceae Eukaryota n.a. n.a. n.a. PMID[12003003]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[12045343]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[14695801]
NPO21558 Ormosia sumatrana Species Fabaceae Eukaryota leaves n.a. n.a. PMID[15568789]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[1791484]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. spore n.a. PMID[18827358]
NPO19990 Axinyssa isabela Species Halichondriidae Eukaryota n.a. Isla Isabel (Gulf of California, Mexico) n.a. PMID[19007287]
NPO9838 Eucalyptus maideni Species Myrtaceae Eukaryota fresh leaves n.a. n.a. PMID[19778089]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting bodies Nagano, Japan 2008-MAY PMID[20039640]
NPO9838 Eucalyptus maideni Species Myrtaceae Eukaryota fresh fruits n.a. n.a. PMID[20092288]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[20384295]
NPO20954 Haloxylon salicornicum Species Chenopodiaceae Eukaryota whole plant Cholistan desert near district Bahawalpur (Punjab), Pakistan 2003-Oct PMID[20542692]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting bodies n.a. n.a. PMID[20702092]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting bodies n.a. n.a. PMID[21924611]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[22014750]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. fruit body n.a. PMID[22044278]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting body n.a. n.a. PMID[22047696]
NPO32523 solanum violaceum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[22413887]
NPO32523 solanum violaceum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[23511021]
NPO1493 Hericium erinaceus Species Hericiaceae Eukaryota n.a. n.a. n.a. PMID[25565282]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[26222905]
NPO1493 Hericium erinaceus Species Hericiaceae Eukaryota Mycelia n.a. n.a. PMID[26807743]
NPO40805 Calvatia nipponica Species n.a. n.a. Fruiting Bodies n.a. n.a. PMID[32940037]
NPO1493 Hericium erinaceus Species Hericiaceae Eukaryota Fruiting Bodies n.a. n.a. PMID[33246107]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. fruit body n.a. PMID[9635497]
NPO4994 Pachysandra procumbens Species Buxaceae Eukaryota n.a. n.a. n.a. PMID[9784163]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1493 Hericium erinaceus Species Hericiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18460 Trema dielsiana Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20954 Haloxylon salicornicum Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1493 Hericium erinaceus Species Hericiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21301 Stereum hirsutum Species Stereaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18460 Trema dielsiana Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1493 Hericium erinaceus Species Hericiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16609 Ganoderma sinense Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20276 Burasaia madagascariensis Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17541 Andryala pinnatifida Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18460 Trema dielsiana Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1493 Hericium erinaceus Species Hericiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20954 Haloxylon salicornicum Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20747 Stictocardia campanulata Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9838 Eucalyptus maideni Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16609 Ganoderma sinense Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13404 Plantago subulata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21238 Berberis tabiensis Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4994 Pachysandra procumbens Species Buxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19796 Azolla filiculoides Species Azollaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21431 Rapanea laetevirens Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21490 Hypoxylon fragiforme Species Xylariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21301 Stereum hirsutum Species Stereaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19031 Thymus marschallianus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18857 Pteronia eenii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19907 Helicobasidium mompa Species Helicobasidiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19990 Axinyssa isabela Species Halichondriidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20485 Cussonia arborea Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18114 Cyclamen repandum Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21558 Ormosia sumatrana Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24508 Aspergillus brunneus Species Aspergillaceae 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
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 7.32 ug.mL-1 PMID[564090]
NPT81 Cell Line A549 Homo sapiens IC50 = 10.37 ug.mL-1 PMID[564090]
NPT83 Cell Line MCF7 Homo sapiens IC50 = 9.18 ug.mL-1 PMID[564090]
NPT65 Cell Line HepG2 Homo sapiens IC50 = 7.73 ug.mL-1 PMID[564090]
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 16.0 ug.mL-1 PMID[564088]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 512.0 ug.mL-1 PMID[564088]
NPT19 Organism Escherichia coli Escherichia coli MIC > 512.0 ug.mL-1 PMID[564088]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC > 512.0 ug.mL-1 PMID[564088]
NPT787 Organism Candida Candida MIC > 512.0 ug.mL-1 PMID[564088]
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 100.0 ug.mL-1 PMID[564089]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 15.52 ug.mL-1 PMID[564090]

☑ 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 NPC270511 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 NPC470390
1.0 High Similarity NPC245410
1.0 High Similarity NPC192437
0.9765 High Similarity NPC14380
0.9419 High Similarity NPC101886
0.9302 High Similarity NPC4574
0.9302 High Similarity NPC212596
0.9195 High Similarity NPC138974
0.9186 High Similarity NPC304083
0.9101 High Similarity NPC310013
0.9091 High Similarity NPC11216
0.9091 High Similarity NPC329596
0.9091 High Similarity NPC204188
0.9091 High Similarity NPC80561
0.9091 High Similarity NPC291484
0.9091 High Similarity NPC3345
0.908 High Similarity NPC475605
0.907 High Similarity NPC299068
0.8989 High Similarity NPC41554
0.8989 High Similarity NPC97404
0.8977 High Similarity NPC470361
0.8953 High Similarity NPC470360
0.8851 High Similarity NPC6391
0.8851 High Similarity NPC261266
0.8824 High Similarity NPC87489
0.8791 High Similarity NPC65402
0.8791 High Similarity NPC127718
0.871 High Similarity NPC261807
0.8706 High Similarity NPC47761
0.8706 High Similarity NPC470383
0.8696 High Similarity NPC8774
0.8652 High Similarity NPC133588
0.8621 High Similarity NPC231310
0.8621 High Similarity NPC205845
0.8621 High Similarity NPC238485
0.8605 High Similarity NPC49964
0.8605 High Similarity NPC50964
0.8602 High Similarity NPC227583
0.8602 High Similarity NPC288970
0.8602 High Similarity NPC12103
0.8602 High Similarity NPC98457
0.8571 High Similarity NPC275910
0.8523 High Similarity NPC318390
0.8506 High Similarity NPC470384
0.8506 High Similarity NPC470929
0.8488 Intermediate Similarity NPC264245
0.8488 Intermediate Similarity NPC209620
0.8488 Intermediate Similarity NPC249423
0.8488 Intermediate Similarity NPC476646
0.8488 Intermediate Similarity NPC23852
0.8462 Intermediate Similarity NPC295668
0.8452 Intermediate Similarity NPC214570
0.8444 Intermediate Similarity NPC474668
0.8444 Intermediate Similarity NPC2158
0.8444 Intermediate Similarity NPC470542
0.8427 Intermediate Similarity NPC201273
0.8427 Intermediate Similarity NPC152808
0.8427 Intermediate Similarity NPC293287
0.8427 Intermediate Similarity NPC6605
0.8427 Intermediate Similarity NPC24277
0.8409 Intermediate Similarity NPC124172
0.8409 Intermediate Similarity NPC209802
0.8409 Intermediate Similarity NPC470077
0.8391 Intermediate Similarity NPC248886
0.8391 Intermediate Similarity NPC296701
0.8391 Intermediate Similarity NPC101462
0.8391 Intermediate Similarity NPC202389
0.8391 Intermediate Similarity NPC218616
0.8387 Intermediate Similarity NPC144202
0.8384 Intermediate Similarity NPC64844
0.8384 Intermediate Similarity NPC42847
0.8372 Intermediate Similarity NPC241290
0.8372 Intermediate Similarity NPC234193
0.8372 Intermediate Similarity NPC209944
0.8372 Intermediate Similarity NPC96362
0.8372 Intermediate Similarity NPC164840
0.8353 Intermediate Similarity NPC473943
0.8353 Intermediate Similarity NPC87604
0.8333 Intermediate Similarity NPC149224
0.8333 Intermediate Similarity NPC271967
0.8333 Intermediate Similarity NPC73875
0.8333 Intermediate Similarity NPC202642
0.8333 Intermediate Similarity NPC470362
0.8333 Intermediate Similarity NPC46160
0.8316 Intermediate Similarity NPC476893
0.8315 Intermediate Similarity NPC157257
0.8315 Intermediate Similarity NPC274448
0.8295 Intermediate Similarity NPC134481
0.8295 Intermediate Similarity NPC477818
0.8295 Intermediate Similarity NPC113978
0.828 Intermediate Similarity NPC137461
0.828 Intermediate Similarity NPC27531
0.8261 Intermediate Similarity NPC473956
0.8261 Intermediate Similarity NPC475751
0.8256 Intermediate Similarity NPC143182
0.8256 Intermediate Similarity NPC109546
0.8256 Intermediate Similarity NPC30986
0.8256 Intermediate Similarity NPC209430
0.8256 Intermediate Similarity NPC80530
0.8256 Intermediate Similarity NPC28862
0.8256 Intermediate Similarity NPC273410
0.8256 Intermediate Similarity NPC47982
0.8256 Intermediate Similarity NPC84694
0.8256 Intermediate Similarity NPC81306
0.8242 Intermediate Similarity NPC280556
0.8235 Intermediate Similarity NPC471798
0.8235 Intermediate Similarity NPC318495
0.8235 Intermediate Similarity NPC475027
0.8235 Intermediate Similarity NPC475025
0.8235 Intermediate Similarity NPC155986
0.8235 Intermediate Similarity NPC198968
0.8229 Intermediate Similarity NPC476895
0.8222 Intermediate Similarity NPC139724
0.8222 Intermediate Similarity NPC94462
0.8214 Intermediate Similarity NPC322353
0.8214 Intermediate Similarity NPC118508
0.8214 Intermediate Similarity NPC121744
0.8211 Intermediate Similarity NPC210717
0.8211 Intermediate Similarity NPC103165
0.8202 Intermediate Similarity NPC185568
0.8202 Intermediate Similarity NPC474493
0.8202 Intermediate Similarity NPC127606
0.8202 Intermediate Similarity NPC475798
0.8182 Intermediate Similarity NPC470049
0.8182 Intermediate Similarity NPC470614
0.8182 Intermediate Similarity NPC1272
0.8182 Intermediate Similarity NPC30166
0.8182 Intermediate Similarity NPC201852
0.8182 Intermediate Similarity NPC7988
0.8172 Intermediate Similarity NPC471453
0.8172 Intermediate Similarity NPC275671
0.8161 Intermediate Similarity NPC102253
0.8161 Intermediate Similarity NPC26117
0.8161 Intermediate Similarity NPC475679
0.8161 Intermediate Similarity NPC236237
0.8161 Intermediate Similarity NPC322313
0.8152 Intermediate Similarity NPC109744
0.8152 Intermediate Similarity NPC105495
0.814 Intermediate Similarity NPC285761
0.814 Intermediate Similarity NPC31828
0.814 Intermediate Similarity NPC167037
0.814 Intermediate Similarity NPC244385
0.814 Intermediate Similarity NPC205455
0.814 Intermediate Similarity NPC138621
0.814 Intermediate Similarity NPC474216
0.814 Intermediate Similarity NPC186191
0.814 Intermediate Similarity NPC6978
0.8132 Intermediate Similarity NPC475313
0.8132 Intermediate Similarity NPC470620
0.8118 Intermediate Similarity NPC300324
0.8118 Intermediate Similarity NPC321016
0.8118 Intermediate Similarity NPC129165
0.8118 Intermediate Similarity NPC113733
0.8118 Intermediate Similarity NPC189883
0.8118 Intermediate Similarity NPC321381
0.8118 Intermediate Similarity NPC134330
0.8118 Intermediate Similarity NPC240604
0.8118 Intermediate Similarity NPC265588
0.8118 Intermediate Similarity NPC107059
0.8111 Intermediate Similarity NPC266511
0.8105 Intermediate Similarity NPC476894
0.809 Intermediate Similarity NPC193870
0.809 Intermediate Similarity NPC475789
0.809 Intermediate Similarity NPC317458
0.809 Intermediate Similarity NPC470558
0.809 Intermediate Similarity NPC232023
0.809 Intermediate Similarity NPC110778
0.809 Intermediate Similarity NPC82623
0.809 Intermediate Similarity NPC474634
0.809 Intermediate Similarity NPC141941
0.8068 Intermediate Similarity NPC474531
0.8068 Intermediate Similarity NPC474683
0.8068 Intermediate Similarity NPC7505
0.8068 Intermediate Similarity NPC242350
0.8068 Intermediate Similarity NPC6707
0.8068 Intermediate Similarity NPC82986
0.8068 Intermediate Similarity NPC474759
0.8068 Intermediate Similarity NPC474731
0.8068 Intermediate Similarity NPC474752
0.8065 Intermediate Similarity NPC107189
0.8061 Intermediate Similarity NPC476896
0.8061 Intermediate Similarity NPC474022
0.8046 Intermediate Similarity NPC116119
0.8046 Intermediate Similarity NPC80297
0.8046 Intermediate Similarity NPC1319
0.8046 Intermediate Similarity NPC475727
0.8046 Intermediate Similarity NPC472463
0.8046 Intermediate Similarity NPC328714
0.8046 Intermediate Similarity NPC472742
0.8043 Intermediate Similarity NPC67872
0.8043 Intermediate Similarity NPC475664
0.8023 Intermediate Similarity NPC91594
0.8023 Intermediate Similarity NPC474230
0.8022 Intermediate Similarity NPC71520
0.8022 Intermediate Similarity NPC269058
0.8 Intermediate Similarity NPC291503
0.8 Intermediate Similarity NPC28657
0.8 Intermediate Similarity NPC474922
0.8 Intermediate Similarity NPC288035
0.8 Intermediate Similarity NPC257347

  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 NPC270511 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
0.8161 Intermediate Similarity NPD7525 Registered
0.8 Intermediate Similarity NPD6942 Approved
0.8 Intermediate Similarity NPD7339 Approved
0.7955 Intermediate Similarity NPD6931 Approved
0.7955 Intermediate Similarity NPD6930 Phase 2
0.7955 Intermediate Similarity NPD7514 Phase 3
0.7935 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7841 Intermediate Similarity NPD6929 Approved
0.7816 Intermediate Similarity NPD6932 Approved
0.7802 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7753 Intermediate Similarity NPD7332 Phase 2
0.7727 Intermediate Similarity NPD7145 Approved
0.7701 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD6695 Phase 3
0.7667 Intermediate Similarity NPD6902 Approved
0.764 Intermediate Similarity NPD7645 Phase 2
0.7614 Intermediate Similarity NPD5776 Phase 2
0.7614 Intermediate Similarity NPD6925 Approved
0.7556 Intermediate Similarity NPD4748 Discontinued
0.7527 Intermediate Similarity NPD6893 Approved
0.7471 Intermediate Similarity NPD6926 Approved
0.7471 Intermediate Similarity NPD4784 Approved
0.7471 Intermediate Similarity NPD6924 Approved
0.7471 Intermediate Similarity NPD4785 Approved
0.7444 Intermediate Similarity NPD6683 Phase 2
0.7419 Intermediate Similarity NPD4786 Approved
0.7386 Intermediate Similarity NPD8264 Approved
0.7368 Intermediate Similarity NPD7524 Approved
0.7368 Intermediate Similarity NPD7750 Discontinued
0.7303 Intermediate Similarity NPD6933 Approved
0.7283 Intermediate Similarity NPD6898 Phase 1
0.7245 Intermediate Similarity NPD6079 Approved
0.7241 Intermediate Similarity NPD7150 Approved
0.7241 Intermediate Similarity NPD7151 Approved
0.7241 Intermediate Similarity NPD7152 Approved
0.7241 Intermediate Similarity NPD4243 Approved
0.7216 Intermediate Similarity NPD5328 Approved
0.7204 Intermediate Similarity NPD3667 Approved
0.7174 Intermediate Similarity NPD7509 Discontinued
0.7172 Intermediate Similarity NPD4202 Approved
0.7143 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD7144 Approved
0.7126 Intermediate Similarity NPD7143 Approved
0.7115 Intermediate Similarity NPD5211 Phase 2
0.7087 Intermediate Similarity NPD5285 Approved
0.7087 Intermediate Similarity NPD5286 Approved
0.7087 Intermediate Similarity NPD4696 Approved
0.7083 Intermediate Similarity NPD3618 Phase 1
0.7071 Intermediate Similarity NPD7087 Discontinued
0.7059 Intermediate Similarity NPD4755 Approved
0.7011 Intermediate Similarity NPD6923 Approved
0.7011 Intermediate Similarity NPD6922 Approved
0.6991 Remote Similarity NPD7328 Approved
0.6991 Remote Similarity NPD7327 Approved
0.699 Remote Similarity NPD7638 Approved
0.6981 Remote Similarity NPD5141 Approved
0.6952 Remote Similarity NPD5225 Approved
0.6952 Remote Similarity NPD5226 Approved
0.6952 Remote Similarity NPD5224 Approved
0.6952 Remote Similarity NPD4633 Approved
0.693 Remote Similarity NPD7516 Approved
0.6923 Remote Similarity NPD4700 Approved
0.6923 Remote Similarity NPD7640 Approved
0.6923 Remote Similarity NPD7639 Approved
0.69 Remote Similarity NPD7637 Suspended
0.6887 Remote Similarity NPD5174 Approved
0.6887 Remote Similarity NPD5175 Approved
0.6882 Remote Similarity NPD4195 Approved
0.6857 Remote Similarity NPD5223 Approved
0.6832 Remote Similarity NPD6399 Phase 3
0.6818 Remote Similarity NPD4634 Approved
0.6813 Remote Similarity NPD5275 Approved
0.6813 Remote Similarity NPD4190 Phase 3
0.681 Remote Similarity NPD8379 Approved
0.681 Remote Similarity NPD8335 Approved
0.681 Remote Similarity NPD8378 Approved
0.681 Remote Similarity NPD8296 Approved
0.681 Remote Similarity NPD8033 Approved
0.681 Remote Similarity NPD8380 Approved
0.681 Remote Similarity NPD7503 Approved
0.6804 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6796 Remote Similarity NPD5222 Approved
0.6796 Remote Similarity NPD5221 Approved
0.6796 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6789 Remote Similarity NPD6899 Approved
0.6789 Remote Similarity NPD6881 Approved
0.6759 Remote Similarity NPD6402 Approved
0.6759 Remote Similarity NPD6675 Approved
0.6759 Remote Similarity NPD5739 Approved
0.6759 Remote Similarity NPD7128 Approved
0.6754 Remote Similarity NPD7115 Discovery
0.6735 Remote Similarity NPD5279 Phase 3
0.6731 Remote Similarity NPD5173 Approved
0.6724 Remote Similarity NPD8294 Approved
0.6724 Remote Similarity NPD8377 Approved
0.6701 Remote Similarity NPD3665 Phase 1
0.6701 Remote Similarity NPD3133 Approved
0.6701 Remote Similarity NPD3666 Approved
0.67 Remote Similarity NPD4753 Phase 2
0.6698 Remote Similarity NPD4159 Approved
0.6697 Remote Similarity NPD5697 Approved
0.6667 Remote Similarity NPD6883 Approved
0.6667 Remote Similarity NPD7290 Approved
0.6667 Remote Similarity NPD7102 Approved
0.6636 Remote Similarity NPD4729 Approved
0.6636 Remote Similarity NPD4730 Approved
0.6636 Remote Similarity NPD7320 Approved
0.6635 Remote Similarity NPD4697 Phase 3
0.6634 Remote Similarity NPD7136 Phase 2
0.6629 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6607 Remote Similarity NPD6617 Approved
0.6607 Remote Similarity NPD6847 Approved
0.6607 Remote Similarity NPD6650 Approved
0.6607 Remote Similarity NPD6869 Approved
0.6607 Remote Similarity NPD8130 Phase 1
0.6607 Remote Similarity NPD6649 Approved
0.6606 Remote Similarity NPD4767 Approved
0.6606 Remote Similarity NPD4768 Approved
0.6588 Remote Similarity NPD368 Approved
0.6577 Remote Similarity NPD6372 Approved
0.6577 Remote Similarity NPD6373 Approved
0.6577 Remote Similarity NPD6012 Approved
0.6577 Remote Similarity NPD6014 Approved
0.6577 Remote Similarity NPD6013 Approved
0.6574 Remote Similarity NPD4754 Approved
0.6569 Remote Similarity NPD7515 Phase 2
0.6566 Remote Similarity NPD5690 Phase 2
0.6549 Remote Similarity NPD6882 Approved
0.6549 Remote Similarity NPD8297 Approved
0.6545 Remote Similarity NPD5701 Approved
0.6545 Remote Similarity NPD6412 Phase 2
0.6538 Remote Similarity NPD4629 Approved
0.6538 Remote Similarity NPD5210 Approved
0.6535 Remote Similarity NPD6051 Approved
0.6531 Remote Similarity NPD3668 Phase 3
0.6518 Remote Similarity NPD5251 Approved
0.6518 Remote Similarity NPD5247 Approved
0.6518 Remote Similarity NPD5250 Approved
0.6518 Remote Similarity NPD5248 Approved
0.6518 Remote Similarity NPD5249 Phase 3
0.6509 Remote Similarity NPD5290 Discontinued
0.6495 Remote Similarity NPD4221 Approved
0.6495 Remote Similarity NPD4223 Phase 3
0.6491 Remote Similarity NPD4632 Approved
0.6486 Remote Similarity NPD6011 Approved
0.6486 Remote Similarity NPD5128 Approved
0.6465 Remote Similarity NPD5329 Approved
0.646 Remote Similarity NPD5215 Approved
0.646 Remote Similarity NPD5216 Approved
0.646 Remote Similarity NPD5217 Approved
0.6446 Remote Similarity NPD7507 Approved
0.6441 Remote Similarity NPD6054 Approved
0.6423 Remote Similarity NPD7319 Approved
0.6415 Remote Similarity NPD6084 Phase 2
0.6415 Remote Similarity NPD6083 Phase 2
0.6413 Remote Similarity NPD4732 Discontinued
0.6408 Remote Similarity NPD5284 Approved
0.6408 Remote Similarity NPD8034 Phase 2
0.6408 Remote Similarity NPD6411 Approved
0.6408 Remote Similarity NPD5281 Approved
0.6408 Remote Similarity NPD8035 Phase 2
0.64 Remote Similarity NPD5280 Approved
0.64 Remote Similarity NPD4694 Approved
0.6389 Remote Similarity NPD5344 Discontinued
0.6381 Remote Similarity NPD5695 Phase 3
0.6372 Remote Similarity NPD5169 Approved
0.6372 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6372 Remote Similarity NPD5135 Approved
0.6364 Remote Similarity NPD4197 Approved
0.6346 Remote Similarity NPD5778 Approved
0.6346 Remote Similarity NPD5779 Approved
0.6333 Remote Similarity NPD6370 Approved
0.633 Remote Similarity NPD7632 Discontinued
0.6325 Remote Similarity NPD6009 Approved
0.6316 Remote Similarity NPD5127 Approved
0.6316 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6306 Remote Similarity NPD6008 Approved
0.6303 Remote Similarity NPD6059 Approved
0.6303 Remote Similarity NPD6319 Approved
0.6289 Remote Similarity NPD4821 Approved
0.6289 Remote Similarity NPD4822 Approved
0.6289 Remote Similarity NPD4819 Approved
0.6289 Remote Similarity NPD6928 Phase 2
0.6289 Remote Similarity NPD4820 Approved
0.6286 Remote Similarity NPD7748 Approved
0.6283 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6263 Remote Similarity NPD4788 Approved
0.6262 Remote Similarity NPD7902 Approved
0.6261 Remote Similarity NPD6053 Discontinued
0.625 Remote Similarity NPD6016 Approved
0.625 Remote Similarity NPD6015 Approved
0.6238 Remote Similarity NPD5205 Approved
0.6238 Remote Similarity NPD4689 Approved
0.6238 Remote Similarity NPD4693 Phase 3
0.6238 Remote Similarity NPD4623 Approved
0.6238 Remote Similarity NPD4690 Approved
0.6238 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6238 Remote Similarity NPD4688 Approved
0.6238 Remote Similarity NPD4519 Discontinued
0.6238 Remote Similarity NPD4138 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