Structure

Physi-Chem Properties

Molecular Weight:  277.24
Volume:  329.125
LogP:  4.017
LogD:  4.306
LogS:  -3.574
# Rotatable Bonds:  12
TPSA:  29.1
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.328
Synthetic Accessibility Score:  2.759
Fsp3:  0.611
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.669
MDCK Permeability:  4.459285628399812e-05
Pgp-inhibitor:  0.002
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.007
20% Bioavailability (F20%):  0.604
30% Bioavailability (F30%):  0.986

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.928
Plasma Protein Binding (PPB):  97.21269989013672%
Volume Distribution (VD):  0.813
Pgp-substrate:  2.6882717609405518%

ADMET: Metabolism

CYP1A2-inhibitor:  0.637
CYP1A2-substrate:  0.668
CYP2C19-inhibitor:  0.755
CYP2C19-substrate:  0.779
CYP2C9-inhibitor:  0.627
CYP2C9-substrate:  0.841
CYP2D6-inhibitor:  0.175
CYP2D6-substrate:  0.818
CYP3A4-inhibitor:  0.754
CYP3A4-substrate:  0.197

ADMET: Excretion

Clearance (CL):  6.622
Half-life (T1/2):  0.912

ADMET: Toxicity

hERG Blockers:  0.293
Human Hepatotoxicity (H-HT):  0.279
Drug-inuced Liver Injury (DILI):  0.011
AMES Toxicity:  0.166
Rat Oral Acute Toxicity:  0.316
Maximum Recommended Daily Dose:  0.731
Skin Sensitization:  0.972
Carcinogencity:  0.723
Eye Corrosion:  0.017
Eye Irritation:  0.332
Respiratory Toxicity:  0.906

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC303672

Natural Product ID:  NPC303672
Common Name*:   Tetradeca-2E,4E,8Z-Trienoic Acid Isobutylamide
IUPAC Name:   (2E,4E,8Z)-N-(2-methylpropyl)tetradeca-2,4,8-trienamide
Synonyms:  
Standard InCHIKey:  RVYUTDKHUFWTFC-RFYAXJIXSA-N
Standard InCHI:  InChI=1S/C18H31NO/c1-4-5-6-7-8-9-10-11-12-13-14-15-18(20)19-16-17(2)3/h8-9,12-15,17H,4-7,10-11,16H2,1-3H3,(H,19,20)/b9-8-,13-12+,15-14+
SMILES:  CCCCC/C=CCC/C=C/C=C/C(=NCC(C)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2442641
PubChem CID:   73355665
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0000331] Fatty amides
          • [CHEMONTID:0001096] N-acyl amines

*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
NPO10274 Pothomorphe peltata n.a. n.a. n.a. n.a. Dominican Republic n.a. PMID[11430019]
NPO14864 Clerodendrum cyrtophyllum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[11473423]
NPO10210 Artabotrys uncinatus Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[11575948]
NPO6544 Carpesium longifolium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[14695795]
NPO12347 Pseudomonas syringae Species Pseudomonadaceae Bacteria n.a. n.a. n.a. PMID[14714872]
NPO15548 Sinularia leptoclados Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[16724859]
NPO3968 Dracontium loretense Species Araceae Eukaryota corms Iquitos, Peru 2005-MAY PMID[19341262]
NPO3968 Dracontium loretense Species Araceae Eukaryota n.a. n.a. n.a. PMID[19341262]
NPO10666 Verbesina virginica Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[19485332]
NPO4251 Photorhabdus luminescens Species Morganellaceae Bacteria n.a. n.a. n.a. PMID[22909174]
NPO12125 Pseudomonas stutzeri Species Pseudomonadaceae Bacteria n.a. n.a. n.a. PMID[23149469]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota Fruits n.a. n.a. PMID[23506561]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota leaves n.a. n.a. PMID[25127165]
NPO4251 Photorhabdus luminescens Species Morganellaceae Bacteria n.a. n.a. n.a. PMID[25988621]
NPO12993 Polypodium vulgare Species Polypodiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10210 Artabotrys uncinatus Species Annonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7158 Schefflera venulosa Species Araliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15166 Cephalotaxus hainanensis Species Taxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6544 Carpesium longifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15166 Cephalotaxus hainanensis Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8392 Iryanthera polyneura Species Myristicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6544 Carpesium longifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9734 Vincetoxicum hirundinaria Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10210 Artabotrys uncinatus Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12383 Frullania brasiliensis Species Frullaniaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27487 Silene banksia Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7158 Schefflera venulosa Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12993 Polypodium vulgare Species Polypodiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7042 Myrica arborea Species Myricaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12993 Polypodium vulgare Species Polypodiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15166 Cephalotaxus hainanensis Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22084 Stypandra imbricata Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6367 Cortinarius viola Species Cortinariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4699 Dracaena ombet Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2840 Podocarpus minor Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8392 Iryanthera polyneura Species Myristicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1027 Scrophularia leucoclada Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13059 Abies webbiana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO876 Didymosphaeria enalia Species Didymosphaeriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12347 Pseudomonas syringae Species Pseudomonadaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO964 Homalium laurifolium Species Salicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10666 Verbesina virginica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7158 Schefflera venulosa Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11151 Arnebia decumbens Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9950 Coelogyne nitida Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27487 Silene banksia Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12488 Bupleurum rigidum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10210 Artabotrys uncinatus Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12993 Polypodium vulgare Species Polypodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13549 Otanthus maritimus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23642 Penicillium tardum Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4503 Bryonopsis laciniosa n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO15166 Cephalotaxus hainanensis Species Taxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26712 Cladrastis kentukea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6544 Carpesium longifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20070 Crinum stuhlmannii Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3974 Ferula gummosa Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19872 Achillea magnifica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12539 Lissoclinum japonicum Species Didemnidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5469 Pseudoxandra sclerocarpa Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7536 Mycoplasma mycoides Species Mycoplasmataceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO2393 Matsumurella chinensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7042 Myrica arborea Species Myricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4251 Photorhabdus luminescens Species Morganellaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO12121 Streptomyces naraensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO13320 Glycosmis puberula Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12125 Pseudomonas stutzeri Species Pseudomonadaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO10459 Brickellia longifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO230 Palisota barteri Species Commelinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14191 Berkheya rhapontica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9734 Vincetoxicum hirundinaria Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3968 Dracontium loretense Species Araceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11511 Cochlearia officinalis Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12383 Frullania brasiliensis Species Frullaniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9338 Polygala aureocauda Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14989 Acanthothamnus aphyllus Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6428 Euphorbia wangii Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4518.1 Saccharothrix mutabilis subsp. capreolus Subspecies Pseudonocardiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO10274 Pothomorphe peltata n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO11505 Nigella aristata Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11137 Dichotomanthes tristaniicarpa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8639 Agaricus xanthodermus Species Agaricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6880 Crocus corsicus Species Iridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9166 Monascus rubropunctatus Species Fellodistomidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15066 Iridaea membranacea Species Gigartinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14864 Clerodendrum cyrtophyllum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11683 Crotalaria mitchellii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15548 Sinularia leptoclados Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO43 Leifsonia aquatica Species Microbacteriaceae 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
NPT1167 Individual Protein Delta opioid receptor Mus musculus Ki = 7700.0 nM PMID[479813]
NPT1168 Individual Protein Mu opioid receptor Mus musculus Ki = 7500.0 nM PMID[479813]
NPT1169 Individual Protein Cannabinoid CB2 receptor Mus musculus Ki = 550.0 nM PMID[479813]
NPT1170 Individual Protein Cannabinoid CB1 receptor Mus musculus Ki = 1200.0 nM PMID[479813]
NPT2 Others Unspecified Ratio Ki = 1.03 n.a. PMID[479813]
NPT2 Others Unspecified Ratio Ki = 2.18 n.a. PMID[479813]

☑ 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 NPC303672 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
0.9796 High Similarity NPC195986
0.9608 High Similarity NPC273023
0.9608 High Similarity NPC297020
0.9592 High Similarity NPC304223
0.9592 High Similarity NPC267340
0.9592 High Similarity NPC145032
0.9592 High Similarity NPC243539
0.9592 High Similarity NPC54542
0.9423 High Similarity NPC261158
0.9423 High Similarity NPC24216
0.9423 High Similarity NPC104138
0.9423 High Similarity NPC306420
0.9388 High Similarity NPC267692
0.9388 High Similarity NPC307435
0.9231 High Similarity NPC471992
0.9231 High Similarity NPC471991
0.9216 High Similarity NPC119655
0.9038 High Similarity NPC56028
0.9038 High Similarity NPC305288
0.9038 High Similarity NPC167759
0.9038 High Similarity NPC163912
0.875 High Similarity NPC6795
0.8704 High Similarity NPC477049
0.8679 High Similarity NPC246519
0.8679 High Similarity NPC124382
0.8679 High Similarity NPC13011
0.8679 High Similarity NPC14234
0.8679 High Similarity NPC184014
0.8679 High Similarity NPC44193
0.8679 High Similarity NPC269800
0.8679 High Similarity NPC123669
0.8679 High Similarity NPC132669
0.8571 High Similarity NPC312826
0.8033 Intermediate Similarity NPC187315
0.7895 Intermediate Similarity NPC245650
0.7885 Intermediate Similarity NPC91044
0.7869 Intermediate Similarity NPC477525
0.7833 Intermediate Similarity NPC471023
0.7719 Intermediate Similarity NPC4881
0.7667 Intermediate Similarity NPC324077
0.75 Intermediate Similarity NPC130807
0.75 Intermediate Similarity NPC309877
0.746 Intermediate Similarity NPC315141
0.746 Intermediate Similarity NPC129995
0.7419 Intermediate Similarity NPC235311
0.7419 Intermediate Similarity NPC253468
0.7333 Intermediate Similarity NPC150505
0.7333 Intermediate Similarity NPC74617
0.7258 Intermediate Similarity NPC77891
0.7167 Intermediate Similarity NPC210999
0.7121 Intermediate Similarity NPC471022
0.7115 Intermediate Similarity NPC470439
0.7115 Intermediate Similarity NPC86121
0.7097 Intermediate Similarity NPC29468
0.7059 Intermediate Similarity NPC314678
0.6984 Remote Similarity NPC182758
0.6949 Remote Similarity NPC242930
0.6825 Remote Similarity NPC273614
0.6716 Remote Similarity NPC249713
0.6667 Remote Similarity NPC138935
0.6613 Remote Similarity NPC321030
0.6613 Remote Similarity NPC325734
0.6545 Remote Similarity NPC299114
0.6508 Remote Similarity NPC326524
0.6508 Remote Similarity NPC329003
0.6508 Remote Similarity NPC325550
0.6447 Remote Similarity NPC14326
0.6441 Remote Similarity NPC208638
0.6429 Remote Similarity NPC180575
0.6377 Remote Similarity NPC45060
0.6377 Remote Similarity NPC103712
0.6377 Remote Similarity NPC291196
0.6377 Remote Similarity NPC280065
0.6346 Remote Similarity NPC15934
0.6296 Remote Similarity NPC206906
0.6271 Remote Similarity NPC261571
0.6212 Remote Similarity NPC316674
0.6167 Remote Similarity NPC49494
0.6167 Remote Similarity NPC188341
0.6111 Remote Similarity NPC269823
0.6053 Remote Similarity NPC314854
0.6053 Remote Similarity NPC313911
0.6038 Remote Similarity NPC103213
0.6038 Remote Similarity NPC29091
0.6038 Remote Similarity NPC255042
0.6038 Remote Similarity NPC182840
0.6027 Remote Similarity NPC288086
0.6 Remote Similarity NPC71053
0.6 Remote Similarity NPC59408
0.6 Remote Similarity NPC213538
0.6 Remote Similarity NPC3210
0.6 Remote Similarity NPC304151
0.6 Remote Similarity NPC256766
0.597 Remote Similarity NPC477106
0.5965 Remote Similarity NPC269074
0.5946 Remote Similarity NPC476923
0.5893 Remote Similarity NPC116934
0.5873 Remote Similarity NPC329686
0.5854 Remote Similarity NPC473031
0.5833 Remote Similarity NPC26960
0.5833 Remote Similarity NPC328784
0.5833 Remote Similarity NPC182102
0.5833 Remote Similarity NPC291437
0.5823 Remote Similarity NPC224072
0.5823 Remote Similarity NPC39966
0.5806 Remote Similarity NPC61177
0.5783 Remote Similarity NPC316186
0.5781 Remote Similarity NPC249645
0.5781 Remote Similarity NPC55412
0.575 Remote Similarity NPC228638
0.5735 Remote Similarity NPC55068
0.5733 Remote Similarity NPC476924
0.5732 Remote Similarity NPC203076
0.5714 Remote Similarity NPC108494
0.5714 Remote Similarity NPC67761
0.5714 Remote Similarity NPC194586
0.5714 Remote Similarity NPC209279
0.5714 Remote Similarity NPC180871
0.5714 Remote Similarity NPC51758
0.5714 Remote Similarity NPC68889
0.5714 Remote Similarity NPC110732
0.5714 Remote Similarity NPC88079
0.569 Remote Similarity NPC276825
0.569 Remote Similarity NPC140501
0.569 Remote Similarity NPC160628
0.5672 Remote Similarity NPC176621
0.5667 Remote Similarity NPC153538
0.5667 Remote Similarity NPC85079
0.5667 Remote Similarity NPC31194
0.5667 Remote Similarity NPC248884
0.5645 Remote Similarity NPC68014
0.5641 Remote Similarity NPC471597
0.5641 Remote Similarity NPC157173
0.5636 Remote Similarity NPC145077
0.5636 Remote Similarity NPC56917
0.5625 Remote Similarity NPC474644

  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 NPC303672 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
0.625 Remote Similarity NPD860 Phase 2
0.6207 Remote Similarity NPD4220 Pre-registration
0.5781 Remote Similarity NPD4219 Approved
0.5735 Remote Similarity NPD3210 Clinical (unspecified phase)
0.5714 Remote Similarity NPD9652 Approved
0.569 Remote Similarity NPD4265 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