Structure

Physi-Chem Properties

Molecular Weight:  196.15
Volume:  213.939
LogP:  3.172
LogD:  3.051
LogS:  -2.79
# Rotatable Bonds:  2
TPSA:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.603
Synthetic Accessibility Score:  4.326
Fsp3:  0.917
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.62
MDCK Permeability:  2.4683104129508138e-05
Pgp-inhibitor:  0.469
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.005
30% Bioavailability (F30%):  0.05

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.758
Plasma Protein Binding (PPB):  69.26216888427734%
Volume Distribution (VD):  1.089
Pgp-substrate:  50.023353576660156%

ADMET: Metabolism

CYP1A2-inhibitor:  0.221
CYP1A2-substrate:  0.302
CYP2C19-inhibitor:  0.222
CYP2C19-substrate:  0.86
CYP2C9-inhibitor:  0.328
CYP2C9-substrate:  0.431
CYP2D6-inhibitor:  0.01
CYP2D6-substrate:  0.494
CYP3A4-inhibitor:  0.061
CYP3A4-substrate:  0.274

ADMET: Excretion

Clearance (CL):  3.807
Half-life (T1/2):  0.15

ADMET: Toxicity

hERG Blockers:  0.007
Human Hepatotoxicity (H-HT):  0.102
Drug-inuced Liver Injury (DILI):  0.202
AMES Toxicity:  0.011
Rat Oral Acute Toxicity:  0.023
Maximum Recommended Daily Dose:  0.184
Skin Sensitization:  0.155
Carcinogencity:  0.028
Eye Corrosion:  0.665
Eye Irritation:  0.821
Respiratory Toxicity:  0.791

Download Data

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

  Natural Product: NPC83088

Natural Product ID:  NPC83088
Common Name*:   (2,2,4-Trimethyl-3-Bicyclo[2.2.1]Heptanyl) Acetate
IUPAC Name:   (2,2,4-trimethyl-3-bicyclo[2.2.1]heptanyl) acetate
Synonyms:  
Standard InCHIKey:  JUWUWIGZUVEFQB-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C12H20O2/c1-8(13)14-10-11(2,3)9-5-6-12(10,4)7-9/h9-10H,5-7H2,1-4H3
SMILES:  CC(=O)OC1C(C)(C)C2CCC1(C)C2
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3186375
PubChem CID:   107217
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001549] Monoterpenoids
          • [CHEMONTID:0001564] Bicyclic monoterpenoids

*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
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. leaf n.a. DOI[10.1016/S0031-9422(00)94055-X]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. flower n.a. DOI[10.3390/70200245]
NPO28256 Platycladus orientalis Species Cupressaceae Eukaryota Leaves and branches Soorkesh Valley, Gollestan, Iran n.a. PMID[15104493]
NPO28256 Platycladus orientalis Species Cupressaceae Eukaryota leaves Soorkesh Valley, Gollestan, Iran n.a. PMID[15104493]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[21574561]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[23747095]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[24617303]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[29192771]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Shoot Essent. Oil n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Sprout Seedling n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26594 Eucalyptus tereticornis Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28256 Platycladus orientalis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26594 Eucalyptus tereticornis Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28256 Platycladus orientalis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28256 Platycladus orientalis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26594 Eucalyptus tereticornis Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28256 Platycladus orientalis Species Cupressaceae 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
NPO42012 NPC83088 Other Plant 5.75 2 9.5 mg/100g Database [DUKE]
NPO20414 NPC83088 Raw Plant 3.05 0.1 6 mg/100g Database [DUKE]

☑ 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
NPT2 Others Unspecified Potency n.a. 76958.8 nM PubChem BioAssay data set

☑ 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 NPC83088 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
0.9649 High Similarity NPC87828
0.9649 High Similarity NPC9880
0.9649 High Similarity NPC230070
0.9483 High Similarity NPC66145
0.8525 High Similarity NPC84218
0.8209 Intermediate Similarity NPC94632
0.8209 Intermediate Similarity NPC168596
0.8033 Intermediate Similarity NPC29976
0.8033 Intermediate Similarity NPC150713
0.7705 Intermediate Similarity NPC89069
0.7705 Intermediate Similarity NPC178223
0.7705 Intermediate Similarity NPC166894
0.7705 Intermediate Similarity NPC283655
0.7705 Intermediate Similarity NPC277917
0.7627 Intermediate Similarity NPC291724
0.7627 Intermediate Similarity NPC274261
0.7606 Intermediate Similarity NPC474524
0.7606 Intermediate Similarity NPC475517
0.7432 Intermediate Similarity NPC471045
0.7403 Intermediate Similarity NPC69953
0.7403 Intermediate Similarity NPC29342
0.7403 Intermediate Similarity NPC2572
0.7385 Intermediate Similarity NPC204173
0.7361 Intermediate Similarity NPC272359
0.7333 Intermediate Similarity NPC476176
0.7297 Intermediate Similarity NPC171658
0.726 Intermediate Similarity NPC186851
0.726 Intermediate Similarity NPC478105
0.7237 Intermediate Similarity NPC474714
0.7222 Intermediate Similarity NPC248567
0.7125 Intermediate Similarity NPC64862
0.7125 Intermediate Similarity NPC131365
0.7105 Intermediate Similarity NPC477287
0.7067 Intermediate Similarity NPC212453
0.7067 Intermediate Similarity NPC471151
0.7067 Intermediate Similarity NPC474404
0.7042 Intermediate Similarity NPC22301
0.7037 Intermediate Similarity NPC5943
0.7027 Intermediate Similarity NPC155441
0.6957 Remote Similarity NPC157518
0.6933 Remote Similarity NPC471046
0.6933 Remote Similarity NPC472472
0.6923 Remote Similarity NPC58631
0.6923 Remote Similarity NPC190940
0.6912 Remote Similarity NPC236099
0.6912 Remote Similarity NPC249078
0.6912 Remote Similarity NPC209686
0.6892 Remote Similarity NPC472945
0.6892 Remote Similarity NPC472944
0.6883 Remote Similarity NPC47808
0.6883 Remote Similarity NPC305835
0.6883 Remote Similarity NPC220379
0.6875 Remote Similarity NPC291310
0.6866 Remote Similarity NPC478126
0.6835 Remote Similarity NPC477284
0.6835 Remote Similarity NPC286719
0.6835 Remote Similarity NPC13494
0.6835 Remote Similarity NPC477286
0.68 Remote Similarity NPC212733
0.6795 Remote Similarity NPC206735
0.6795 Remote Similarity NPC261616
0.6795 Remote Similarity NPC304194
0.679 Remote Similarity NPC266651
0.6769 Remote Similarity NPC3025
0.6765 Remote Similarity NPC95804
0.6765 Remote Similarity NPC185547
0.6765 Remote Similarity NPC306750
0.6761 Remote Similarity NPC476928
0.6757 Remote Similarity NPC474755
0.6757 Remote Similarity NPC109510
0.675 Remote Similarity NPC111582
0.675 Remote Similarity NPC477285
0.6719 Remote Similarity NPC32222
0.6719 Remote Similarity NPC202146
0.6711 Remote Similarity NPC4209
0.6709 Remote Similarity NPC73515
0.6667 Remote Similarity NPC472233
0.6667 Remote Similarity NPC201276
0.6667 Remote Similarity NPC167702
0.6667 Remote Similarity NPC472234
0.6667 Remote Similarity NPC474756
0.6667 Remote Similarity NPC280026
0.6667 Remote Similarity NPC80891
0.6667 Remote Similarity NPC55508
0.6667 Remote Similarity NPC477508
0.6625 Remote Similarity NPC61107
0.6625 Remote Similarity NPC289486
0.6625 Remote Similarity NPC154043
0.6625 Remote Similarity NPC202688
0.6625 Remote Similarity NPC60018
0.6623 Remote Similarity NPC207010
0.6623 Remote Similarity NPC317913
0.6623 Remote Similarity NPC143133
0.6623 Remote Similarity NPC298168
0.6623 Remote Similarity NPC169389
0.6622 Remote Similarity NPC469940
0.6622 Remote Similarity NPC197701
0.662 Remote Similarity NPC44122
0.662 Remote Similarity NPC84562
0.6615 Remote Similarity NPC300189
0.6582 Remote Similarity NPC66766
0.6582 Remote Similarity NPC80622
0.6582 Remote Similarity NPC472470
0.6582 Remote Similarity NPC117137
0.6582 Remote Similarity NPC472853
0.6579 Remote Similarity NPC139765
0.6579 Remote Similarity NPC313185
0.6579 Remote Similarity NPC132064
0.6579 Remote Similarity NPC131584
0.6575 Remote Similarity NPC196197
0.6575 Remote Similarity NPC477820
0.6571 Remote Similarity NPC118937
0.6571 Remote Similarity NPC159654
0.6571 Remote Similarity NPC167995
0.6571 Remote Similarity NPC281540
0.6567 Remote Similarity NPC240206
0.6552 Remote Similarity NPC39453
0.6543 Remote Similarity NPC5280
0.6543 Remote Similarity NPC473742
0.6543 Remote Similarity NPC139206
0.6543 Remote Similarity NPC259173
0.6538 Remote Similarity NPC80089
0.6538 Remote Similarity NPC224802
0.6538 Remote Similarity NPC199965
0.6538 Remote Similarity NPC171426
0.6538 Remote Similarity NPC324700
0.6538 Remote Similarity NPC34046
0.6538 Remote Similarity NPC476732
0.6528 Remote Similarity NPC63190
0.6512 Remote Similarity NPC474065
0.6512 Remote Similarity NPC473066
0.6506 Remote Similarity NPC114378
0.6506 Remote Similarity NPC155531
0.6506 Remote Similarity NPC286153
0.6506 Remote Similarity NPC103782
0.6506 Remote Similarity NPC215968
0.6506 Remote Similarity NPC477283
0.65 Remote Similarity NPC472471
0.6494 Remote Similarity NPC470145
0.6494 Remote Similarity NPC92489
0.6486 Remote Similarity NPC232925
0.6486 Remote Similarity NPC251201
0.6486 Remote Similarity NPC63588
0.6486 Remote Similarity NPC282454
0.6486 Remote Similarity NPC477929
0.6479 Remote Similarity NPC474768
0.6463 Remote Similarity NPC319909
0.6463 Remote Similarity NPC471044
0.6463 Remote Similarity NPC473336
0.6463 Remote Similarity NPC475509
0.6463 Remote Similarity NPC239362
0.6456 Remote Similarity NPC320144
0.6456 Remote Similarity NPC44083
0.6456 Remote Similarity NPC153987
0.6456 Remote Similarity NPC474754
0.6447 Remote Similarity NPC74639
0.6447 Remote Similarity NPC477867
0.6447 Remote Similarity NPC71152
0.6447 Remote Similarity NPC475458
0.6438 Remote Similarity NPC119838
0.6437 Remote Similarity NPC35164
0.6437 Remote Similarity NPC122083
0.6437 Remote Similarity NPC472232
0.6437 Remote Similarity NPC211845
0.6437 Remote Similarity NPC182740
0.6437 Remote Similarity NPC256104
0.6437 Remote Similarity NPC472231
0.6429 Remote Similarity NPC114891
0.642 Remote Similarity NPC164289
0.642 Remote Similarity NPC477935
0.642 Remote Similarity NPC148740
0.642 Remote Similarity NPC100366
0.642 Remote Similarity NPC296734
0.642 Remote Similarity NPC470611
0.642 Remote Similarity NPC477936
0.642 Remote Similarity NPC102156
0.642 Remote Similarity NPC311642
0.642 Remote Similarity NPC24556
0.642 Remote Similarity NPC472504
0.642 Remote Similarity NPC242771
0.6418 Remote Similarity NPC291147
0.641 Remote Similarity NPC186109
0.641 Remote Similarity NPC477918
0.641 Remote Similarity NPC476233
0.641 Remote Similarity NPC307865
0.641 Remote Similarity NPC143250
0.641 Remote Similarity NPC180199
0.641 Remote Similarity NPC477919
0.641 Remote Similarity NPC475932
0.64 Remote Similarity NPC157422
0.64 Remote Similarity NPC100586
0.64 Remote Similarity NPC157777
0.64 Remote Similarity NPC195530
0.64 Remote Similarity NPC8004
0.64 Remote Similarity NPC109457
0.64 Remote Similarity NPC473279
0.64 Remote Similarity NPC131506
0.64 Remote Similarity NPC127283
0.64 Remote Similarity NPC470243
0.6395 Remote Similarity NPC77756

  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 NPC83088 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
0.7324 Intermediate Similarity NPD5777 Approved
0.7031 Intermediate Similarity NPD586 Phase 1
0.7027 Intermediate Similarity NPD3702 Approved
0.6711 Remote Similarity NPD6117 Approved
0.6667 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6623 Remote Similarity NPD6116 Phase 1
0.6538 Remote Similarity NPD6114 Approved
0.6538 Remote Similarity NPD6697 Approved
0.6538 Remote Similarity NPD6118 Approved
0.6538 Remote Similarity NPD6115 Approved
0.6471 Remote Similarity NPD3198 Approved
0.6438 Remote Similarity NPD229 Approved
0.6375 Remote Similarity NPD6928 Phase 2
0.6353 Remote Similarity NPD6903 Approved
0.6351 Remote Similarity NPD3698 Phase 2
0.6267 Remote Similarity NPD4787 Phase 1
0.6267 Remote Similarity NPD4244 Approved
0.6267 Remote Similarity NPD4245 Approved
0.625 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6184 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6184 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6164 Remote Similarity NPD4224 Phase 2
0.6133 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6133 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6133 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6118 Remote Similarity NPD6409 Approved
0.6118 Remote Similarity NPD6684 Approved
0.6118 Remote Similarity NPD7146 Approved
0.6118 Remote Similarity NPD7521 Approved
0.6118 Remote Similarity NPD7334 Approved
0.6118 Remote Similarity NPD5330 Approved
0.6092 Remote Similarity NPD6051 Approved
0.6027 Remote Similarity NPD9496 Clinical (unspecified phase)
0.6 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5977 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5974 Remote Similarity NPD6081 Approved
0.5957 Remote Similarity NPD1700 Approved
0.5955 Remote Similarity NPD8034 Phase 2
0.5955 Remote Similarity NPD8035 Phase 2
0.5949 Remote Similarity NPD3703 Phase 2
0.5934 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5873 Remote Similarity NPD385 Approved
0.5873 Remote Similarity NPD343 Approved
0.5873 Remote Similarity NPD384 Approved
0.5873 Remote Similarity NPD344 Approved
0.5873 Remote Similarity NPD345 Approved
0.5844 Remote Similarity NPD4789 Approved
0.5824 Remote Similarity NPD6001 Approved
0.5789 Remote Similarity NPD5360 Phase 3
0.5789 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5758 Remote Similarity NPD7320 Approved
0.5747 Remote Similarity NPD6098 Approved
0.5732 Remote Similarity NPD4802 Phase 2
0.5732 Remote Similarity NPD4238 Approved
0.5714 Remote Similarity NPD6008 Approved
0.5667 Remote Similarity NPD5207 Approved
0.5632 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5618 Remote Similarity NPD5737 Approved
0.5618 Remote Similarity NPD6672 Approved
0.5618 Remote Similarity NPD5208 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