Structure

Physi-Chem Properties

Molecular Weight:  424.43
Volume:  507.788
LogP:  11.535
LogD:  4.083
LogS:  -7.06
# Rotatable Bonds:  26
TPSA:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.14
Synthetic Accessibility Score:  1.69
Fsp3:  0.964
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:  -5.254
MDCK Permeability:  5.5591999625903554e-06
Pgp-inhibitor:  0.0
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.16
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.003
Plasma Protein Binding (PPB):  99.42047882080078%
Volume Distribution (VD):  2.271
Pgp-substrate:  0.5292361378669739%

ADMET: Metabolism

CYP1A2-inhibitor:  0.058
CYP1A2-substrate:  0.136
CYP2C19-inhibitor:  0.141
CYP2C19-substrate:  0.048
CYP2C9-inhibitor:  0.027
CYP2C9-substrate:  0.997
CYP2D6-inhibitor:  0.042
CYP2D6-substrate:  0.018
CYP3A4-inhibitor:  0.074
CYP3A4-substrate:  0.005

ADMET: Excretion

Clearance (CL):  2.885
Half-life (T1/2):  0.112

ADMET: Toxicity

hERG Blockers:  0.309
Human Hepatotoxicity (H-HT):  0.012
Drug-inuced Liver Injury (DILI):  0.103
AMES Toxicity:  0.004
Rat Oral Acute Toxicity:  0.008
Maximum Recommended Daily Dose:  0.012
Skin Sensitization:  0.967
Carcinogencity:  0.023
Eye Corrosion:  0.968
Eye Irritation:  0.912
Respiratory Toxicity:  0.717

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Similar NPs/Drugs  

  Natural Product: NPC307783

Natural Product ID:  NPC307783
Common Name*:   N-Octacosanoic Acid
IUPAC Name:   octacosanoic acid
Synonyms:  
Standard InCHIKey:  UTOPWMOLSKOLTQ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C28H56O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28(29)30/h2-27H2,1H3,(H,29,30)
SMILES:  CCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2261064
PubChem CID:   10470
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0000262] Fatty acids and conjugates
          • [CHEMONTID:0002950] Very long-chain fatty acids

*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
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. leaf n.a. DOI[10.1016/S0031-9422(01)00320-X]
NPO681 Mesua ferrea Species Calophyllaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0040-4020(01)83306-8]
NPO15544 Cnidium monnieri Species Apiaceae Eukaryota n.a. fruit n.a. PMID[10785419]
NPO26650 Terminalia chebula Species Combretaceae Eukaryota n.a. n.a. n.a. PMID[11520216]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. leaf n.a. PMID[11738417]
NPO4410 Laggera alata Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[12932128]
NPO29808 Platycodon grandiflorum Species Campanulaceae Eukaryota n.a. root n.a. PMID[17851435]
NPO29808 Platycodon grandiflorum Species Campanulaceae Eukaryota Roots n.a. n.a. PMID[20939516]
NPO29808 Platycodon grandiflorum Species Campanulaceae Eukaryota n.a. root n.a. PMID[20939516]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. fruit n.a. PMID[21462031]
NPO15544 Cnidium monnieri Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[21625478]
NPO15544 Cnidium monnieri Species Apiaceae Eukaryota fruits n.a. n.a. PMID[22932311]
NPO15544 Cnidium monnieri Species Apiaceae Eukaryota n.a. fruit n.a. PMID[23721280]
NPO11021 Moringa oleifera Species Moringaceae Eukaryota n.a. leaf n.a. PMID[24024688]
NPO3302 Fusarium avenaceum Species Nectriaceae Eukaryota n.a. n.a. n.a. PMID[25475336]
NPO16850 Eucommia ulmoides Species Eucommiaceae Eukaryota n.a. bark n.a. PMID[26767291]
NPO16850 Eucommia ulmoides Species Eucommiaceae Eukaryota n.a. n.a. n.a. PMID[26767291]
NPO11021 Moringa oleifera Species Moringaceae Eukaryota n.a. n.a. n.a. PMID[7798960]
NPO11021 Moringa oleifera Species Moringaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO11021 Moringa oleifera Species Moringaceae Eukaryota n.a. n.a. Database[FooDB]
NPO11021 Moringa oleifera Species Moringaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO11021 Moringa oleifera Species Moringaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO11021 Moringa oleifera Species Moringaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO29808 Platycodon grandiflorum Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6187 Sequoia sempervirens Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO681 Mesua ferrea Species Calophyllaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5536 Papaver persicum Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16850 Eucommia ulmoides Species Eucommiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15544 Cnidium monnieri Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO495 Daemonorops draco Species Arecaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26650 Terminalia chebula Species Combretaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3905 Medinilla magnifica Species Melastomataceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26650 Terminalia chebula Species Combretaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16850 Eucommia ulmoides Species Eucommiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6187 Sequoia sempervirens Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO495 Daemonorops draco Species Arecaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO681 Mesua ferrea Species Calophyllaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15544 Cnidium monnieri Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4410 Laggera alata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5536 Papaver persicum Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16850 Eucommia ulmoides Species Eucommiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29808 Platycodon grandiflorum Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26650 Terminalia chebula Species Combretaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO495 Daemonorops draco Species Arecaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5536 Papaver persicum Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26650 Terminalia chebula Species Combretaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16850 Eucommia ulmoides Species Eucommiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO495 Daemonorops draco Species Arecaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15544 Cnidium monnieri Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7963 Excoecaria acerifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5937 Garrya laurifolia Species Garryaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16850 Eucommia ulmoides Species Eucommiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2703 Petteria ramentacea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3905 Medinilla magnifica Species Melastomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4410 Laggera alata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4858 Helipterum gnaphaloides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6187 Sequoia sempervirens Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3302 Fusarium avenaceum Species Nectriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5021 Podospora curvicolla Species Lasiosphaeriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26650 Terminalia chebula Species Combretaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO823 Senecio cathcartensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7266 Goupia glabra Species Goupiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8703 Monopteryx uaucu Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO681 Mesua ferrea Species Calophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8339 Lithothamnion corallioides Species Hapalidiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5536 Papaver persicum Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1585 Onobrychis bobrovii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO495 Daemonorops draco Species Arecaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11021 Moringa oleifera Species Moringaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4221 Fusarium sacchari Species Nectriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15544 Cnidium monnieri Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2501 Trifolium strepens Species Fabaceae 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
NPO42044 NPC307783 n.a. Leaves 79 n.a. n.a. mg/g of DW PMID[35056798]
NPO42044 NPC307783 n.a. n.a. 114 n.a. n.a. mg/g of DW PMID[35056798]

☑ 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
NPT4781 Individual Protein Glucosyltransferase-SI Streptococcus mutans serotype c (strain ATCC 700610 / UA159) Inhibition = 50.0 % PMID[543157]
NPT4778 Organism Streptococcus mutans UA159 Streptococcus mutans UA159 pH = 7.55 n.a. PMID[543157]
NPT4778 Organism Streptococcus mutans UA159 Streptococcus mutans UA159 pH = 6.98 n.a. PMID[543157]
NPT4778 Organism Streptococcus mutans UA159 Streptococcus mutans UA159 pH = 6.66 n.a. PMID[543157]
NPT4778 Organism Streptococcus mutans UA159 Streptococcus mutans UA159 pH = 6.48 n.a. PMID[543157]
NPT4778 Organism Streptococcus mutans UA159 Streptococcus mutans UA159 pH = 6.02 n.a. PMID[543157]
NPT4778 Organism Streptococcus mutans UA159 Streptococcus mutans UA159 pH = 5.68 n.a. PMID[543157]
NPT4778 Organism Streptococcus mutans UA159 Streptococcus mutans UA159 pH = 5.14 n.a. PMID[543157]
NPT4778 Organism Streptococcus mutans UA159 Streptococcus mutans UA159 pH = 4.94 n.a. PMID[543157]
NPT4778 Organism Streptococcus mutans UA159 Streptococcus mutans UA159 pH = 4.65 n.a. PMID[543157]
NPT4778 Organism Streptococcus mutans UA159 Streptococcus mutans UA159 Activity = 12.65 uM PMID[543157]
NPT4778 Organism Streptococcus mutans UA159 Streptococcus mutans UA159 Inhibition = 20.15 % PMID[543157]
NPT4778 Organism Streptococcus mutans UA159 Streptococcus mutans UA159 Inhibition = 48.42 % PMID[543157]
NPT4778 Organism Streptococcus mutans UA159 Streptococcus mutans UA159 Inhibition = 50.0 % PMID[543157]
NPT4778 Organism Streptococcus mutans UA159 Streptococcus mutans UA159 Inhibition = 61.29 % PMID[543157]
NPT4778 Organism Streptococcus mutans UA159 Streptococcus mutans UA159 Inhibition = 60.0 % PMID[543157]
NPT4778 Organism Streptococcus mutans UA159 Streptococcus mutans UA159 MIC = 80.0 ug.mL-1 PMID[543157]

☑ 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 NPC307783 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 NPC149184
1.0 High Similarity NPC171736
1.0 High Similarity NPC196924
1.0 High Similarity NPC209970
1.0 High Similarity NPC216630
0.9744 High Similarity NPC67462
0.95 High Similarity NPC74845
0.9474 High Similarity NPC113928
0.9474 High Similarity NPC301585
0.9474 High Similarity NPC261080
0.9474 High Similarity NPC201844
0.9474 High Similarity NPC14227
0.9474 High Similarity NPC301696
0.9474 High Similarity NPC154186
0.9474 High Similarity NPC279026
0.9268 High Similarity NPC8219
0.9048 High Similarity NPC30195
0.9048 High Similarity NPC12438
0.9024 High Similarity NPC255837
0.9024 High Similarity NPC19305
0.8974 High Similarity NPC183424
0.8974 High Similarity NPC118968
0.8974 High Similarity NPC214610
0.8974 High Similarity NPC294085
0.8837 High Similarity NPC324004
0.8837 High Similarity NPC328497
0.8837 High Similarity NPC21844
0.878 High Similarity NPC301528
0.878 High Similarity NPC129972
0.878 High Similarity NPC71317
0.875 High Similarity NPC28598
0.875 High Similarity NPC12156
0.875 High Similarity NPC161097
0.8718 High Similarity NPC268826
0.8684 High Similarity NPC155263
0.8636 High Similarity NPC106872
0.8636 High Similarity NPC477878
0.8636 High Similarity NPC324793
0.8537 High Similarity NPC163746
0.8537 High Similarity NPC103286
0.8421 Intermediate Similarity NPC156630
0.8372 Intermediate Similarity NPC55023
0.8333 Intermediate Similarity NPC203531
0.8333 Intermediate Similarity NPC236579
0.8261 Intermediate Similarity NPC90904
0.825 Intermediate Similarity NPC305660
0.825 Intermediate Similarity NPC201622
0.825 Intermediate Similarity NPC22903
0.825 Intermediate Similarity NPC54980
0.8205 Intermediate Similarity NPC134782
0.8182 Intermediate Similarity NPC314679
0.814 Intermediate Similarity NPC317128
0.8049 Intermediate Similarity NPC219536
0.8049 Intermediate Similarity NPC31551
0.8043 Intermediate Similarity NPC304162
0.8043 Intermediate Similarity NPC26253
0.7955 Intermediate Similarity NPC469781
0.7955 Intermediate Similarity NPC47363
0.7955 Intermediate Similarity NPC287231
0.7895 Intermediate Similarity NPC175342
0.7857 Intermediate Similarity NPC250028
0.7857 Intermediate Similarity NPC149299
0.7857 Intermediate Similarity NPC40597
0.7857 Intermediate Similarity NPC165533
0.7857 Intermediate Similarity NPC256163
0.7826 Intermediate Similarity NPC200618
0.7826 Intermediate Similarity NPC131770
0.7805 Intermediate Similarity NPC73245
0.7755 Intermediate Similarity NPC72722
0.7708 Intermediate Similarity NPC470410
0.7708 Intermediate Similarity NPC470412
0.7674 Intermediate Similarity NPC325452
0.7674 Intermediate Similarity NPC53541
0.7674 Intermediate Similarity NPC248763
0.7619 Intermediate Similarity NPC223249
0.7619 Intermediate Similarity NPC80234
0.76 Intermediate Similarity NPC290563
0.76 Intermediate Similarity NPC281972
0.76 Intermediate Similarity NPC85813
0.76 Intermediate Similarity NPC424
0.76 Intermediate Similarity NPC25417
0.76 Intermediate Similarity NPC6095
0.76 Intermediate Similarity NPC23155
0.76 Intermediate Similarity NPC320588
0.76 Intermediate Similarity NPC32467
0.76 Intermediate Similarity NPC154245
0.76 Intermediate Similarity NPC88966
0.76 Intermediate Similarity NPC87564
0.76 Intermediate Similarity NPC469937
0.76 Intermediate Similarity NPC87394
0.76 Intermediate Similarity NPC261831
0.76 Intermediate Similarity NPC53463
0.7561 Intermediate Similarity NPC158179
0.75 Intermediate Similarity NPC289686
0.7447 Intermediate Similarity NPC180534
0.7436 Intermediate Similarity NPC328710
0.7436 Intermediate Similarity NPC18224
0.74 Intermediate Similarity NPC139029
0.74 Intermediate Similarity NPC294548
0.74 Intermediate Similarity NPC321062
0.74 Intermediate Similarity NPC36061
0.74 Intermediate Similarity NPC70387
0.74 Intermediate Similarity NPC1813
0.7391 Intermediate Similarity NPC166287
0.7347 Intermediate Similarity NPC100096
0.7333 Intermediate Similarity NPC76051
0.7308 Intermediate Similarity NPC477201
0.7308 Intermediate Similarity NPC18951
0.7209 Intermediate Similarity NPC3531
0.72 Intermediate Similarity NPC92114
0.72 Intermediate Similarity NPC18357
0.72 Intermediate Similarity NPC281245
0.7143 Intermediate Similarity NPC252843
0.7143 Intermediate Similarity NPC109026
0.7143 Intermediate Similarity NPC55678
0.7143 Intermediate Similarity NPC50457
0.7143 Intermediate Similarity NPC128996
0.7105 Intermediate Similarity NPC174368
0.7073 Intermediate Similarity NPC317203
0.7021 Intermediate Similarity NPC145045
0.7021 Intermediate Similarity NPC63182
0.7021 Intermediate Similarity NPC52700
0.7021 Intermediate Similarity NPC105329
0.7 Intermediate Similarity NPC287811
0.7 Intermediate Similarity NPC262968
0.6981 Remote Similarity NPC187777
0.6981 Remote Similarity NPC179764
0.6977 Remote Similarity NPC326532
0.6909 Remote Similarity NPC106851
0.6909 Remote Similarity NPC470363
0.6909 Remote Similarity NPC274927
0.6909 Remote Similarity NPC469924
0.6905 Remote Similarity NPC80396
0.6905 Remote Similarity NPC80641
0.6905 Remote Similarity NPC154642
0.6875 Remote Similarity NPC249754
0.6875 Remote Similarity NPC326957
0.6863 Remote Similarity NPC310746
0.6852 Remote Similarity NPC225929
0.6829 Remote Similarity NPC57499
0.6809 Remote Similarity NPC273545
0.68 Remote Similarity NPC59051
0.68 Remote Similarity NPC224227
0.6792 Remote Similarity NPC473863
0.6792 Remote Similarity NPC54766
0.6792 Remote Similarity NPC274290
0.6786 Remote Similarity NPC243532
0.675 Remote Similarity NPC149101
0.675 Remote Similarity NPC76608
0.675 Remote Similarity NPC225318
0.675 Remote Similarity NPC16578
0.6744 Remote Similarity NPC74352
0.6735 Remote Similarity NPC216130
0.6731 Remote Similarity NPC139545
0.6731 Remote Similarity NPC39633
0.6731 Remote Similarity NPC309606
0.6667 Remote Similarity NPC223374
0.6667 Remote Similarity NPC301398
0.6667 Remote Similarity NPC308301
0.6667 Remote Similarity NPC86545
0.6667 Remote Similarity NPC196442
0.6667 Remote Similarity NPC201939
0.6667 Remote Similarity NPC469923
0.66 Remote Similarity NPC476469
0.66 Remote Similarity NPC149821
0.66 Remote Similarity NPC5413
0.6585 Remote Similarity NPC12231
0.6585 Remote Similarity NPC152759
0.6585 Remote Similarity NPC291158
0.6585 Remote Similarity NPC139131
0.6585 Remote Similarity NPC272998
0.6585 Remote Similarity NPC205141
0.6585 Remote Similarity NPC181516
0.6585 Remote Similarity NPC185538
0.6552 Remote Similarity NPC474552
0.6552 Remote Similarity NPC235788
0.6538 Remote Similarity NPC161366
0.6512 Remote Similarity NPC474392
0.6512 Remote Similarity NPC474914
0.65 Remote Similarity NPC168982
0.6491 Remote Similarity NPC251042
0.6491 Remote Similarity NPC469921
0.6491 Remote Similarity NPC122521
0.6491 Remote Similarity NPC174447
0.6491 Remote Similarity NPC235242
0.6481 Remote Similarity NPC10316
0.6481 Remote Similarity NPC128061
0.6481 Remote Similarity NPC28779
0.6481 Remote Similarity NPC200845
0.6481 Remote Similarity NPC223677
0.6481 Remote Similarity NPC228473
0.6471 Remote Similarity NPC319110
0.6471 Remote Similarity NPC329181
0.6471 Remote Similarity NPC305182
0.6444 Remote Similarity NPC81263
0.6441 Remote Similarity NPC68343
0.6441 Remote Similarity NPC328089
0.6441 Remote Similarity NPC314103
0.6429 Remote Similarity NPC49615
0.6429 Remote Similarity NPC7814

  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 NPC307783 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
1.0 High Similarity NPD2270 Approved
0.9474 High Similarity NPD633 Phase 3
0.9474 High Similarity NPD9448 Phase 2
0.9268 High Similarity NPD3199 Clinical (unspecified phase)
0.9211 High Similarity NPD3206 Approved
0.8974 High Similarity NPD9655 Approved
0.8182 Intermediate Similarity NPD634 Phase 3
0.7955 Intermediate Similarity NPD2699 Approved
0.7917 Intermediate Similarity NPD3186 Phase 1
0.76 Intermediate Similarity NPD3196 Approved
0.76 Intermediate Similarity NPD3728 Approved
0.76 Intermediate Similarity NPD4266 Approved
0.76 Intermediate Similarity NPD3729 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD3195 Phase 2
0.76 Intermediate Similarity NPD3730 Approved
0.76 Intermediate Similarity NPD3194 Approved
0.75 Intermediate Similarity NPD387 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD622 Approved
0.74 Intermediate Similarity NPD3172 Approved
0.7391 Intermediate Similarity NPD9430 Approved
0.7391 Intermediate Similarity NPD9431 Approved
0.7209 Intermediate Similarity NPD9450 Approved
0.7209 Intermediate Similarity NPD77 Approved
0.7083 Intermediate Similarity NPD6125 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD29 Approved
0.7 Intermediate Similarity NPD28 Approved
0.6977 Remote Similarity NPD9513 Phase 1
0.6923 Remote Similarity NPD615 Clinical (unspecified phase)
0.6909 Remote Similarity NPD3198 Approved
0.6744 Remote Similarity NPD9449 Clinical (unspecified phase)
0.6735 Remote Similarity NPD2266 Phase 2
0.6667 Remote Similarity NPD9638 Phase 2
0.66 Remote Similarity NPD3173 Approved
0.6585 Remote Similarity NPD2272 Approved
0.6585 Remote Similarity NPD5383 Approved
0.6441 Remote Similarity NPD3197 Phase 1
0.6441 Remote Similarity NPD7909 Approved
0.6429 Remote Similarity NPD8857 Approved
0.6304 Remote Similarity NPD9635 Discontinued
0.6279 Remote Similarity NPD9447 Approved
0.6102 Remote Similarity NPD9676 Phase 3
0.6 Remote Similarity NPD4222 Approved
0.6 Remote Similarity NPD3174 Discontinued
0.6 Remote Similarity NPD39 Approved
0.5968 Remote Similarity NPD4224 Phase 2
0.5932 Remote Similarity NPD9656 Approved
0.5918 Remote Similarity NPD9019 Approved
0.5758 Remote Similarity NPD6081 Approved
0.5758 Remote Similarity NPD6944 Clinical (unspecified phase)
0.569 Remote Similarity NPD9438 Approved
0.569 Remote Similarity NPD9439 Approved
0.5667 Remote Similarity NPD4246 Clinical (unspecified phase)
0.566 Remote Similarity NPD9016 Clinical (unspecified phase)
0.5625 Remote Similarity NPD7536 Approved
0.5614 Remote Similarity NPD9454 Approved
0.56 Remote Similarity NPD5326 Phase 3

  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