Structure

Physi-Chem Properties

Molecular Weight:  172.15
Volume:  196.46
LogP:  3.502
LogD:  3.959
LogS:  -3.703
# Rotatable Bonds:  6
TPSA:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  0
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.596
Synthetic Accessibility Score:  1.977
Fsp3:  0.9
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:  -4.202
MDCK Permeability:  3.4184162359451875e-05
Pgp-inhibitor:  0.004
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.024
30% Bioavailability (F30%):  0.348

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.811
Plasma Protein Binding (PPB):  81.24591064453125%
Volume Distribution (VD):  0.807
Pgp-substrate:  15.740396499633789%

ADMET: Metabolism

CYP1A2-inhibitor:  0.894
CYP1A2-substrate:  0.123
CYP2C19-inhibitor:  0.605
CYP2C19-substrate:  0.75
CYP2C9-inhibitor:  0.733
CYP2C9-substrate:  0.752
CYP2D6-inhibitor:  0.006
CYP2D6-substrate:  0.074
CYP3A4-inhibitor:  0.041
CYP3A4-substrate:  0.242

ADMET: Excretion

Clearance (CL):  13.649
Half-life (T1/2):  0.708

ADMET: Toxicity

hERG Blockers:  0.016
Human Hepatotoxicity (H-HT):  0.05
Drug-inuced Liver Injury (DILI):  0.427
AMES Toxicity:  0.006
Rat Oral Acute Toxicity:  0.049
Maximum Recommended Daily Dose:  0.014
Skin Sensitization:  0.82
Carcinogencity:  0.328
Eye Corrosion:  0.973
Eye Irritation:  0.989
Respiratory Toxicity:  0.111

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

  Natural Product: NPC168714

Natural Product ID:  NPC168714
Common Name*:   3-Methylbutyl 3-Methylbutanoate
IUPAC Name:   3-methylbutyl 3-methylbutanoate
Synonyms:  
Standard InCHIKey:  XINCECQTMHSORG-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C10H20O2/c1-8(2)5-6-12-10(11)7-9(3)4/h8-9H,5-7H2,1-4H3
SMILES:  CC(C)CCOC(=O)CC(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3189076
PubChem CID:   12613
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0000324] Fatty acid esters

*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
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.1016/j.foodchem.2009.03.042]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. DOI[10.1078/0176-1617-00195]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.3136/fstr.15.499]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.5897/AJB10.140]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.5897/AJB2010.000-3252]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[10757735]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[12932131]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota n.a. n.a. n.a. PMID[14600382]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[14735439]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. callus n.a. PMID[15715262]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. fruit n.a. PMID[16417304]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. branch n.a. PMID[17202693]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[18220354]
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. PMID[19245261]
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. PMID[20151678]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[20460582]
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. PMID[20853876]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers Tongxiang, China n.a. PMID[24621197]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[25172746]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota Twigs n.a. n.a. PMID[25894905]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. PMID[28248102]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota Twigs n.a. n.a. PMID[28358502]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[28445039]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota Roots n.a. n.a. PMID[30024167]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[8910532]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO26637 Mentha aquatica Species Lamiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. Database[FooDB]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. Database[FooDB]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota Bark n.a. n.a. Database[FooDB]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO26637 Mentha aquatica Species Lamiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Pericarp n.a. n.a. Database[FooDB]
NPO26637 Mentha aquatica Species Lamiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Resin, Exudate, Sap n.a. n.a. Database[FooDB]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14246 Helleborus thibetanus Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14246 Helleborus thibetanus Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15416 Petasites fragrans Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14246 Helleborus thibetanus Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18566 Gymnocladus dioicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8534 Cineraria saxifraga Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26637 Mentha aquatica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20440 Chrysanthemum x morifolium Species Asteraceae 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
NPO26637 NPC168714 Raw Shoot 0.01 0.01 0.01 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
NPT2 Others Unspecified Potency n.a. 61644.8 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 NPC168714 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 NPC41007
1.0 High Similarity NPC35371
1.0 High Similarity NPC178643
0.9333 High Similarity NPC21374
0.9 High Similarity NPC127696
0.8824 High Similarity NPC14608
0.8667 High Similarity NPC281943
0.8667 High Similarity NPC317739
0.8438 Intermediate Similarity NPC12904
0.8333 Intermediate Similarity NPC143211
0.8235 Intermediate Similarity NPC155872
0.8182 Intermediate Similarity NPC286695
0.8 Intermediate Similarity NPC201132
0.8 Intermediate Similarity NPC166804
0.8 Intermediate Similarity NPC211250
0.7941 Intermediate Similarity NPC154396
0.7838 Intermediate Similarity NPC81263
0.7667 Intermediate Similarity NPC41485
0.7667 Intermediate Similarity NPC28246
0.7667 Intermediate Similarity NPC3693
0.7667 Intermediate Similarity NPC32280
0.7647 Intermediate Similarity NPC322892
0.7647 Intermediate Similarity NPC108238
0.7568 Intermediate Similarity NPC316546
0.75 Intermediate Similarity NPC80396
0.75 Intermediate Similarity NPC154642
0.75 Intermediate Similarity NPC80641
0.7353 Intermediate Similarity NPC40965
0.7333 Intermediate Similarity NPC110107
0.7273 Intermediate Similarity NPC122768
0.7273 Intermediate Similarity NPC61066
0.7273 Intermediate Similarity NPC151140
0.7273 Intermediate Similarity NPC104195
0.725 Intermediate Similarity NPC325102
0.7222 Intermediate Similarity NPC316685
0.7188 Intermediate Similarity NPC248233
0.7143 Intermediate Similarity NPC308301
0.7 Intermediate Similarity NPC203105
0.7 Intermediate Similarity NPC23508
0.7 Intermediate Similarity NPC8187
0.6977 Remote Similarity NPC249754
0.697 Remote Similarity NPC234005
0.6944 Remote Similarity NPC286498
0.6944 Remote Similarity NPC140229
0.6923 Remote Similarity NPC80234
0.6875 Remote Similarity NPC127134
0.6857 Remote Similarity NPC280532
0.6765 Remote Similarity NPC180423
0.6757 Remote Similarity NPC196442
0.6757 Remote Similarity NPC86545
0.6757 Remote Similarity NPC301398
0.6757 Remote Similarity NPC223374
0.675 Remote Similarity NPC149299
0.675 Remote Similarity NPC250028
0.675 Remote Similarity NPC256163
0.675 Remote Similarity NPC40597
0.6744 Remote Similarity NPC282440
0.6667 Remote Similarity NPC99700
0.6667 Remote Similarity NPC217218
0.6585 Remote Similarity NPC53541
0.6579 Remote Similarity NPC321699
0.6571 Remote Similarity NPC302611
0.6571 Remote Similarity NPC5934
0.6571 Remote Similarity NPC265882
0.6562 Remote Similarity NPC304927
0.6562 Remote Similarity NPC289974
0.6522 Remote Similarity NPC305182
0.65 Remote Similarity NPC316217
0.65 Remote Similarity NPC3531
0.65 Remote Similarity NPC223249
0.65 Remote Similarity NPC222792
0.6486 Remote Similarity NPC307027
0.6486 Remote Similarity NPC57499
0.6471 Remote Similarity NPC88135
0.6429 Remote Similarity NPC187922
0.6429 Remote Similarity NPC203531
0.6429 Remote Similarity NPC236579
0.641 Remote Similarity NPC128996
0.6389 Remote Similarity NPC281883
0.6383 Remote Similarity NPC314084
0.6364 Remote Similarity NPC230726
0.6364 Remote Similarity NPC149209
0.6341 Remote Similarity NPC165533
0.6333 Remote Similarity NPC61373
0.6316 Remote Similarity NPC289344
0.625 Remote Similarity NPC8368
0.625 Remote Similarity NPC305660
0.625 Remote Similarity NPC22903
0.625 Remote Similarity NPC54980
0.625 Remote Similarity NPC201622
0.625 Remote Similarity NPC170167
0.619 Remote Similarity NPC325452
0.619 Remote Similarity NPC248763
0.6176 Remote Similarity NPC283626
0.6136 Remote Similarity NPC287231
0.6136 Remote Similarity NPC47363
0.6136 Remote Similarity NPC312547
0.6111 Remote Similarity NPC198126
0.6098 Remote Similarity NPC31551
0.6098 Remote Similarity NPC94368
0.6098 Remote Similarity NPC219536
0.6042 Remote Similarity NPC244452
0.6 Remote Similarity NPC252843
0.6 Remote Similarity NPC55956
0.6 Remote Similarity NPC37493
0.6 Remote Similarity NPC172042
0.6 Remote Similarity NPC287782
0.6 Remote Similarity NPC63182
0.6 Remote Similarity NPC105329
0.6 Remote Similarity NPC145045
0.6 Remote Similarity NPC133771
0.6 Remote Similarity NPC52700
0.5957 Remote Similarity NPC135698
0.5952 Remote Similarity NPC28598
0.5952 Remote Similarity NPC12156
0.5952 Remote Similarity NPC161097
0.5952 Remote Similarity NPC123357
0.5946 Remote Similarity NPC228727
0.5938 Remote Similarity NPC208021
0.5938 Remote Similarity NPC133819
0.5909 Remote Similarity NPC319680
0.5909 Remote Similarity NPC317128
0.5897 Remote Similarity NPC191084
0.5897 Remote Similarity NPC218357
0.5897 Remote Similarity NPC250870
0.5897 Remote Similarity NPC168052
0.5882 Remote Similarity NPC314668
0.587 Remote Similarity NPC326957
0.5854 Remote Similarity NPC325454
0.5854 Remote Similarity NPC38930
0.5833 Remote Similarity NPC232172
0.5833 Remote Similarity NPC312003
0.5833 Remote Similarity NPC142103
0.5833 Remote Similarity NPC174368
0.5833 Remote Similarity NPC289388
0.5814 Remote Similarity NPC159773
0.5789 Remote Similarity NPC147054
0.5778 Remote Similarity NPC55023
0.5778 Remote Similarity NPC273545
0.5769 Remote Similarity NPC252860
0.575 Remote Similarity NPC5505
0.575 Remote Similarity NPC65353
0.575 Remote Similarity NPC103612
0.575 Remote Similarity NPC24967
0.5745 Remote Similarity NPC68577
0.5714 Remote Similarity NPC274261
0.5714 Remote Similarity NPC291724
0.5714 Remote Similarity NPC225963
0.5714 Remote Similarity NPC474205
0.5682 Remote Similarity NPC176500
0.5676 Remote Similarity NPC321646
0.5667 Remote Similarity NPC137050
0.5652 Remote Similarity NPC12438
0.5652 Remote Similarity NPC30195
0.5652 Remote Similarity NPC314679
0.5641 Remote Similarity NPC63354
0.5625 Remote Similarity NPC250919
0.5625 Remote Similarity NPC83723
0.5625 Remote Similarity NPC37479
0.5625 Remote Similarity NPC223675
0.5625 Remote Similarity NPC26253
0.5625 Remote Similarity NPC163345
0.561 Remote Similarity NPC69245
0.561 Remote Similarity NPC158179
0.561 Remote Similarity NPC206924
0.56 Remote Similarity NPC216407
0.56 Remote Similarity NPC151919

  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 NPC168714 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
0.7941 Intermediate Similarity NPD900 Approved
0.7188 Intermediate Similarity NPD8990 Clinical (unspecified phase)
0.6875 Remote Similarity NPD8989 Approved
0.6757 Remote Similarity NPD9447 Approved
0.6667 Remote Similarity NPD8616 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8615 Phase 2
0.6571 Remote Similarity NPD8856 Phase 2
0.65 Remote Similarity NPD77 Approved
0.65 Remote Similarity NPD9450 Approved
0.6444 Remote Similarity NPD2266 Phase 2
0.641 Remote Similarity NPD9449 Clinical (unspecified phase)
0.6389 Remote Similarity NPD9636 Phase 2
0.6136 Remote Similarity NPD6097 Approved
0.6136 Remote Similarity NPD377 Approved
0.6136 Remote Similarity NPD6096 Approved
0.6136 Remote Similarity NPD2699 Approved
0.6111 Remote Similarity NPD8618 Approved
0.5952 Remote Similarity NPD9635 Discontinued
0.587 Remote Similarity NPD1458 Approved
0.587 Remote Similarity NPD1459 Approved
0.5833 Remote Similarity NPD9191 Approved
0.5833 Remote Similarity NPD8619 Approved
0.5833 Remote Similarity NPD8617 Approved
0.5745 Remote Similarity NPD5343 Approved
0.5745 Remote Similarity NPD6125 Clinical (unspecified phase)
0.5714 Remote Similarity NPD106 Approved
0.5714 Remote Similarity NPD6927 Phase 3
0.5682 Remote Similarity NPD387 Clinical (unspecified phase)
0.5667 Remote Similarity NPD8200 Phase 2
0.566 Remote Similarity NPD4279 Approved
0.5652 Remote Similarity NPD9378 Approved
0.5652 Remote Similarity NPD634 Phase 3
0.561 Remote Similarity NPD9131 Discovery

  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