Structure

Physi-Chem Properties

Molecular Weight:  238.19
Volume:  271.747
LogP:  2.597
LogD:  2.935
LogS:  -3.588
# Rotatable Bonds:  1
TPSA:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.689
Synthetic Accessibility Score:  4.425
Fsp3:  0.733
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.593
MDCK Permeability:  1.5263958630384877e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.49
Human Intestinal Absorption (HIA):  0.887
20% Bioavailability (F20%):  0.632
30% Bioavailability (F30%):  0.654

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.958
Plasma Protein Binding (PPB):  92.1561508178711%
Volume Distribution (VD):  1.56
Pgp-substrate:  5.1641926765441895%

ADMET: Metabolism

CYP1A2-inhibitor:  0.071
CYP1A2-substrate:  0.193
CYP2C19-inhibitor:  0.036
CYP2C19-substrate:  0.607
CYP2C9-inhibitor:  0.119
CYP2C9-substrate:  0.913
CYP2D6-inhibitor:  0.012
CYP2D6-substrate:  0.136
CYP3A4-inhibitor:  0.04
CYP3A4-substrate:  0.366

ADMET: Excretion

Clearance (CL):  8.105
Half-life (T1/2):  0.294

ADMET: Toxicity

hERG Blockers:  0.017
Human Hepatotoxicity (H-HT):  0.226
Drug-inuced Liver Injury (DILI):  0.072
AMES Toxicity:  0.01
Rat Oral Acute Toxicity:  0.151
Maximum Recommended Daily Dose:  0.782
Skin Sensitization:  0.107
Carcinogencity:  0.02
Eye Corrosion:  0.004
Eye Irritation:  0.153
Respiratory Toxicity:  0.045

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  Natural Product: NPC155025

Natural Product ID:  NPC155025
Common Name*:   QNMWLBQJIVQIBA-WNZMXVTFSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  QNMWLBQJIVQIBA-WNZMXVTFSA-N
Standard InCHI:  InChI=1S/C15H26O2/c1-10(2)14-6-5-11(3)7-13(16)8-12(4)9-15(14)17/h7,9-10,13-17H,5-6,8H2,1-4H3/b11-7+,12-9+/t13-,14-,15-/m0/s1
SMILES:  C/C/1=C[C@H](O)C/C(=C/[C@@H]([C@@H](CC1)C(C)C)O)/C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL464163
PubChem CID:   NA
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids
          • [CHEMONTID:0002456] Germacrane sesquiterpenoids

*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
NPO2768 Berchemia floribunda Species Rhamnaceae Eukaryota n.a. n.a. n.a. DOI[10.1002/cbdv.200690067]
NPO11979 Bugula neritina Species Bugulidae Eukaryota n.a. n.a. n.a. DOI[10.1021/ja00388a092]
NPO11702 Plexaurella grisea Species Plexauridae Eukaryota n.a. n.a. n.a. PMID[11325216]
NPO17377 Pittosporum viridiflorum Species Pittosporaceae Eukaryota n.a. n.a. n.a. PMID[11809069]
NPO15579 Mycale laxissima Species Mycalidae Eukaryota n.a. n.a. n.a. PMID[12932129]
NPO29822 Santolina insularis Species Asteraceae Eukaryota n.a. aerial part n.a. PMID[15974607]
NPO29822 Santolina insularis Species Asteraceae Eukaryota aerial parts n.a. n.a. PMID[15974607]
NPO16634 Sinularia manaarensis Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[16933863]
NPO7664 Pseudocedrela kotschyi Species Meliaceae Eukaryota roots n.a. n.a. PMID[17253841]
NPO13975 Calanthe arisanensis Species Orchidaceae Eukaryota n.a. n.a. n.a. PMID[18640035]
NPO13975 Calanthe arisanensis Species Orchidaceae Eukaryota n.a. n.a. n.a. PMID[19193043]
NPO5018 Nervilia fordii Species Orchidaceae Eukaryota whole plant n.a. n.a. PMID[19422205]
NPO11979 Bugula neritina Species Bugulidae Eukaryota n.a. South China Sea n.a. PMID[25932671]
NPO11979 Bugula neritina Species Bugulidae Eukaryota n.a. Gulf of Aomori, Japan n.a. PMID[8691208]
NPO10969 Epimedium sagittatum Species Berberidaceae Eukaryota n.a. leaf n.a. PMID[8699184]
NPO11979 Bugula neritina Species Bugulidae Eukaryota n.a. n.a. n.a. PMID[8882431]
NPO16120 Swertia decora Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO10969 Epimedium sagittatum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15904 Chrysosplenium oppositifolium Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10969 Epimedium sagittatum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14127 Veratrum eschscholtzii Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9964 Aglaia lawii Species Meliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22541 Channa argus Species Channidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10969 Epimedium sagittatum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO10969 Epimedium sagittatum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11979 Bugula neritina Species Bugulidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13773 Eriogonum nudum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13296 Pinus sitchensis Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9425 Punctelia microsticta Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21773 Rothmannia urcelliformis Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7664 Pseudocedrela kotschyi Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17447 Agathosma betulina Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10969 Epimedium sagittatum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15452 Senecio othonniformis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3742 Betula maximowicziana Species Betulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17377 Pittosporum viridiflorum Species Pittosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12087 Amaioua guianensis Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15904 Chrysosplenium oppositifolium Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8298 Sphaeria biglobosa n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO16120 Swertia decora Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26942 Vicoa vestita n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO29072 Tritomaria quinquedentata Species Scapaniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5824 Hygrophila polysperma Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27425 Pseudotaxus chienii Species Taxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22541 Channa argus Species Channidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15691 Senecio coahuilensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13410 Mcneillia graminifolia Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27420 Venidium hirsutum n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO16878 Roldana barba-johannis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16223 Serratula xeranthemoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13130 0tholaena peninsularis Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16553 Theonella cupola Species Theonellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2768 Berchemia floribunda Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16789 Erythrina sandwicensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16713 Choisya arizonica Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14625 Santolina rosmarinifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15341 Mucuna sloanei Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9964 Aglaia lawii Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8782 Arnica sachalinensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16466 Baccharis santelicis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22394 Hyacinthoides hispanica Species Hyacinthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14127 Veratrum eschscholtzii Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15579 Mycale laxissima Species Mycalidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1780 Sphaeria doliolum n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO11413 Incarvillea emodi Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6899 Hepialus hecta Species Hepialidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11702 Plexaurella grisea Species Plexauridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16634 Sinularia manaarensis Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13975 Calanthe arisanensis Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15194 Euphorbia balsamifera Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO752 Oligonychus bessardi Species Tetranychidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16313 Ochrocarpos odoratus Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5018 Nervilia fordii Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1354 Myelochroa rhytidodes Species Parmeliaceae 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
NPT27 Others Unspecified IC50 >= 10.0 ug.mL-1 PMID[515757]

☑ 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 NPC155025 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
0.9643 High Similarity NPC99487
0.931 High Similarity NPC473508
0.8852 High Similarity NPC311736
0.8833 High Similarity NPC300593
0.8793 High Similarity NPC475931
0.8793 High Similarity NPC122239
0.871 High Similarity NPC163290
0.8621 High Similarity NPC226848
0.85 High Similarity NPC207007
0.85 High Similarity NPC225342
0.85 High Similarity NPC321867
0.85 High Similarity NPC68679
0.8387 Intermediate Similarity NPC308844
0.8333 Intermediate Similarity NPC66020
0.8305 Intermediate Similarity NPC181872
0.8254 Intermediate Similarity NPC326310
0.8254 Intermediate Similarity NPC267027
0.8214 Intermediate Similarity NPC68014
0.8182 Intermediate Similarity NPC472254
0.8103 Intermediate Similarity NPC232247
0.8103 Intermediate Similarity NPC227135
0.8103 Intermediate Similarity NPC251666
0.8103 Intermediate Similarity NPC329686
0.8065 Intermediate Similarity NPC474155
0.8065 Intermediate Similarity NPC473759
0.8033 Intermediate Similarity NPC240506
0.8 Intermediate Similarity NPC224532
0.7969 Intermediate Similarity NPC202017
0.7966 Intermediate Similarity NPC48891
0.7895 Intermediate Similarity NPC35756
0.7846 Intermediate Similarity NPC477791
0.7846 Intermediate Similarity NPC114651
0.7846 Intermediate Similarity NPC73603
0.7812 Intermediate Similarity NPC19569
0.7812 Intermediate Similarity NPC61503
0.7797 Intermediate Similarity NPC130209
0.7797 Intermediate Similarity NPC148216
0.7797 Intermediate Similarity NPC148163
0.7794 Intermediate Similarity NPC275098
0.7778 Intermediate Similarity NPC24824
0.7778 Intermediate Similarity NPC165651
0.7778 Intermediate Similarity NPC210560
0.7759 Intermediate Similarity NPC474496
0.7742 Intermediate Similarity NPC471081
0.7727 Intermediate Similarity NPC167527
0.7727 Intermediate Similarity NPC305698
0.7719 Intermediate Similarity NPC473672
0.7719 Intermediate Similarity NPC474495
0.7714 Intermediate Similarity NPC170148
0.7681 Intermediate Similarity NPC190859
0.7667 Intermediate Similarity NPC24443
0.7656 Intermediate Similarity NPC309300
0.7647 Intermediate Similarity NPC477792
0.7619 Intermediate Similarity NPC274704
0.7612 Intermediate Similarity NPC217570
0.7612 Intermediate Similarity NPC473893
0.7612 Intermediate Similarity NPC471560
0.7612 Intermediate Similarity NPC90115
0.7576 Intermediate Similarity NPC136813
0.7576 Intermediate Similarity NPC82337
0.7576 Intermediate Similarity NPC259299
0.7544 Intermediate Similarity NPC26960
0.7544 Intermediate Similarity NPC182102
0.7544 Intermediate Similarity NPC329773
0.7536 Intermediate Similarity NPC265485
0.7536 Intermediate Similarity NPC220939
0.75 Intermediate Similarity NPC281590
0.75 Intermediate Similarity NPC34834
0.75 Intermediate Similarity NPC4299
0.75 Intermediate Similarity NPC279200
0.7465 Intermediate Similarity NPC236228
0.7465 Intermediate Similarity NPC256720
0.7463 Intermediate Similarity NPC272961
0.7463 Intermediate Similarity NPC96484
0.7463 Intermediate Similarity NPC117804
0.7463 Intermediate Similarity NPC471238
0.7424 Intermediate Similarity NPC272125
0.7419 Intermediate Similarity NPC475830
0.7414 Intermediate Similarity NPC26906
0.7414 Intermediate Similarity NPC214584
0.7414 Intermediate Similarity NPC244038
0.7397 Intermediate Similarity NPC86971
0.7391 Intermediate Similarity NPC471662
0.7391 Intermediate Similarity NPC23954
0.7385 Intermediate Similarity NPC290367
0.7385 Intermediate Similarity NPC107540
0.7385 Intermediate Similarity NPC110241
0.7385 Intermediate Similarity NPC96793
0.7385 Intermediate Similarity NPC323424
0.7353 Intermediate Similarity NPC474248
0.7353 Intermediate Similarity NPC239373
0.7353 Intermediate Similarity NPC304690
0.7353 Intermediate Similarity NPC329989
0.7353 Intermediate Similarity NPC74722
0.7353 Intermediate Similarity NPC101622
0.7324 Intermediate Similarity NPC313179
0.7324 Intermediate Similarity NPC474885
0.7324 Intermediate Similarity NPC171148
0.7324 Intermediate Similarity NPC23231
0.7324 Intermediate Similarity NPC60818
0.7324 Intermediate Similarity NPC69383
0.7313 Intermediate Similarity NPC472253
0.7313 Intermediate Similarity NPC472255
0.7313 Intermediate Similarity NPC68703
0.7313 Intermediate Similarity NPC69649
0.7288 Intermediate Similarity NPC71506
0.7288 Intermediate Similarity NPC157781
0.7288 Intermediate Similarity NPC35519
0.7288 Intermediate Similarity NPC40417
0.7288 Intermediate Similarity NPC179169
0.7288 Intermediate Similarity NPC306195
0.7288 Intermediate Similarity NPC177112
0.7288 Intermediate Similarity NPC181255
0.7288 Intermediate Similarity NPC294358
0.7286 Intermediate Similarity NPC14352
0.7286 Intermediate Similarity NPC329763
0.7286 Intermediate Similarity NPC234527
0.7273 Intermediate Similarity NPC471200
0.7273 Intermediate Similarity NPC187619
0.7258 Intermediate Similarity NPC52012
0.7246 Intermediate Similarity NPC189745
0.7246 Intermediate Similarity NPC286154
0.7241 Intermediate Similarity NPC474460
0.7231 Intermediate Similarity NPC83200
0.7231 Intermediate Similarity NPC211291
0.7231 Intermediate Similarity NPC133368
0.72 Intermediate Similarity NPC52861
0.7183 Intermediate Similarity NPC306727
0.7167 Intermediate Similarity NPC217188
0.7164 Intermediate Similarity NPC162309
0.7162 Intermediate Similarity NPC89128
0.7143 Intermediate Similarity NPC471268
0.7143 Intermediate Similarity NPC140501
0.7143 Intermediate Similarity NPC471271
0.7143 Intermediate Similarity NPC471272
0.7143 Intermediate Similarity NPC477087
0.7143 Intermediate Similarity NPC474884
0.7143 Intermediate Similarity NPC87439
0.7143 Intermediate Similarity NPC477086
0.7143 Intermediate Similarity NPC95863
0.7123 Intermediate Similarity NPC476007
0.7123 Intermediate Similarity NPC91594
0.7121 Intermediate Similarity NPC225415
0.7097 Intermediate Similarity NPC473865
0.7097 Intermediate Similarity NPC474643
0.7083 Intermediate Similarity NPC313185
0.7077 Intermediate Similarity NPC475251
0.7077 Intermediate Similarity NPC210346
0.7069 Intermediate Similarity NPC62755
0.7059 Intermediate Similarity NPC171225
0.7059 Intermediate Similarity NPC59442
0.7049 Intermediate Similarity NPC49059
0.7049 Intermediate Similarity NPC256209
0.7049 Intermediate Similarity NPC110732
0.7049 Intermediate Similarity NPC189677
0.7042 Intermediate Similarity NPC477085
0.7042 Intermediate Similarity NPC186042
0.7042 Intermediate Similarity NPC130665
0.7031 Intermediate Similarity NPC278202
0.7027 Intermediate Similarity NPC196653
0.7027 Intermediate Similarity NPC475994
0.7027 Intermediate Similarity NPC471465
0.7027 Intermediate Similarity NPC172066
0.7027 Intermediate Similarity NPC167891
0.7027 Intermediate Similarity NPC475980
0.7027 Intermediate Similarity NPC478122
0.7027 Intermediate Similarity NPC476314
0.7027 Intermediate Similarity NPC83351
0.7015 Intermediate Similarity NPC477009
0.7015 Intermediate Similarity NPC287339
0.7015 Intermediate Similarity NPC238352
0.7 Intermediate Similarity NPC329904
0.7 Intermediate Similarity NPC129630
0.7 Intermediate Similarity NPC92801
0.7 Intermediate Similarity NPC208638
0.7 Intermediate Similarity NPC473361
0.7 Intermediate Similarity NPC470041
0.6986 Remote Similarity NPC265588
0.6986 Remote Similarity NPC126969
0.6986 Remote Similarity NPC253190
0.6986 Remote Similarity NPC310643
0.6984 Remote Similarity NPC11130
0.697 Remote Similarity NPC124112
0.697 Remote Similarity NPC174956
0.6957 Remote Similarity NPC208999
0.6944 Remote Similarity NPC471525
0.6944 Remote Similarity NPC309178
0.6944 Remote Similarity NPC476366
0.6944 Remote Similarity NPC215050
0.6944 Remote Similarity NPC471659
0.6944 Remote Similarity NPC201048
0.6935 Remote Similarity NPC67508
0.6935 Remote Similarity NPC84824
0.6935 Remote Similarity NPC474644
0.6935 Remote Similarity NPC298299
0.6935 Remote Similarity NPC317899
0.6933 Remote Similarity NPC109546
0.6933 Remote Similarity NPC81306
0.6933 Remote Similarity NPC47982
0.6933 Remote Similarity NPC28862

  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 NPC155025 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
0.85 High Similarity NPD368 Approved
0.7797 Intermediate Similarity NPD342 Phase 1
0.7324 Intermediate Similarity NPD8264 Approved
0.7143 Intermediate Similarity NPD4265 Approved
0.7027 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.6892 Remote Similarity NPD6925 Approved
0.6892 Remote Similarity NPD5776 Phase 2
0.6857 Remote Similarity NPD6922 Approved
0.6857 Remote Similarity NPD6923 Approved
0.6842 Remote Similarity NPD7514 Phase 3
0.6842 Remote Similarity NPD7332 Phase 2
0.6806 Remote Similarity NPD4732 Discontinued
0.68 Remote Similarity NPD7145 Approved
0.6761 Remote Similarity NPD7143 Approved
0.6761 Remote Similarity NPD7144 Approved
0.6753 Remote Similarity NPD6902 Approved
0.6712 Remote Similarity NPD6924 Approved
0.6712 Remote Similarity NPD6926 Approved
0.6711 Remote Similarity NPD6929 Approved
0.6667 Remote Similarity NPD7150 Approved
0.6667 Remote Similarity NPD7151 Approved
0.6667 Remote Similarity NPD7152 Approved
0.6623 Remote Similarity NPD4820 Approved
0.6623 Remote Similarity NPD4822 Approved
0.6623 Remote Similarity NPD4819 Approved
0.6623 Remote Similarity NPD4821 Approved
0.6623 Remote Similarity NPD6931 Approved
0.6623 Remote Similarity NPD6930 Phase 2
0.6582 Remote Similarity NPD5362 Discontinued
0.6582 Remote Similarity NPD5331 Approved
0.6582 Remote Similarity NPD5332 Approved
0.6579 Remote Similarity NPD4268 Approved
0.6579 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6579 Remote Similarity NPD4271 Approved
0.6562 Remote Similarity NPD4219 Approved
0.6538 Remote Similarity NPD6898 Phase 1
0.6538 Remote Similarity NPD4790 Discontinued
0.6533 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6533 Remote Similarity NPD6933 Approved
0.6456 Remote Similarity NPD4269 Approved
0.6456 Remote Similarity NPD4270 Approved
0.6447 Remote Similarity NPD6932 Approved
0.6418 Remote Similarity NPD4246 Clinical (unspecified phase)
0.641 Remote Similarity NPD4252 Approved
0.641 Remote Similarity NPD5790 Clinical (unspecified phase)
0.64 Remote Similarity NPD6942 Approved
0.64 Remote Similarity NPD7339 Approved
0.6375 Remote Similarity NPD7154 Phase 3
0.6375 Remote Similarity NPD6695 Phase 3
0.6296 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6286 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6282 Remote Similarity NPD6683 Phase 2
0.6265 Remote Similarity NPD4751 Clinical (unspecified phase)
0.622 Remote Similarity NPD6893 Approved
0.622 Remote Similarity NPD5363 Approved
0.6203 Remote Similarity NPD7509 Discontinued
0.6145 Remote Similarity NPD5786 Approved
0.6076 Remote Similarity NPD7645 Phase 2
0.6071 Remote Similarity NPD7750 Discontinued
0.6071 Remote Similarity NPD7524 Approved
0.6049 Remote Similarity NPD3667 Approved
0.6024 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6 Remote Similarity NPD7525 Registered
0.5977 Remote Similarity NPD7637 Suspended
0.5976 Remote Similarity NPD6110 Phase 1
0.5952 Remote Similarity NPD4249 Approved
0.5926 Remote Similarity NPD5369 Approved
0.5909 Remote Similarity NPD5778 Approved
0.5909 Remote Similarity NPD5779 Approved
0.5904 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5904 Remote Similarity NPD4786 Approved
0.589 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5882 Remote Similarity NPD4250 Approved
0.5882 Remote Similarity NPD4251 Approved
0.5882 Remote Similarity NPD585 Clinical (unspecified phase)
0.5862 Remote Similarity NPD7136 Phase 2
0.5862 Remote Similarity NPD5785 Approved
0.5833 Remote Similarity NPD1696 Phase 3
0.5802 Remote Similarity NPD5368 Approved
0.5795 Remote Similarity NPD7087 Discontinued
0.5795 Remote Similarity NPD7983 Approved
0.5775 Remote Similarity NPD3210 Clinical (unspecified phase)
0.5753 Remote Similarity NPD7331 Phase 2
0.5714 Remote Similarity NPD3665 Phase 1
0.5714 Remote Similarity NPD3133 Approved
0.5714 Remote Similarity NPD3666 Approved
0.5682 Remote Similarity NPD7838 Discovery
0.5682 Remote Similarity NPD6698 Approved
0.5682 Remote Similarity NPD46 Approved
0.5663 Remote Similarity NPD6435 Approved
0.5645 Remote Similarity NPD384 Approved
0.5645 Remote Similarity NPD385 Approved
0.5641 Remote Similarity NPD4784 Approved
0.5641 Remote Similarity NPD4785 Approved
0.5634 Remote Similarity NPD4194 Approved
0.5634 Remote Similarity NPD4193 Approved
0.5634 Remote Similarity NPD4191 Approved
0.5634 Remote Similarity NPD4192 Approved
0.561 Remote Similarity NPD8259 Clinical (unspecified phase)
0.561 Remote Similarity NPD4748 Discontinued

  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