Structure

Physi-Chem Properties

Molecular Weight:  196.12
Volume:  198.704
LogP:  0.421
LogD:  0.021
LogS:  -1.217
# Rotatable Bonds:  1
TPSA:  49.41
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.648
Synthetic Accessibility Score:  3.035
Fsp3:  0.8
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
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:  -4.638
MDCK Permeability:  8.716591764823534e-06
Pgp-inhibitor:  0.001
Pgp-substrate:  0.03
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.004
30% Bioavailability (F30%):  0.021

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.948
Plasma Protein Binding (PPB):  28.741989135742188%
Volume Distribution (VD):  0.772
Pgp-substrate:  69.95889282226562%

ADMET: Metabolism

CYP1A2-inhibitor:  0.016
CYP1A2-substrate:  0.121
CYP2C19-inhibitor:  0.043
CYP2C19-substrate:  0.753
CYP2C9-inhibitor:  0.022
CYP2C9-substrate:  0.48
CYP2D6-inhibitor:  0.012
CYP2D6-substrate:  0.208
CYP3A4-inhibitor:  0.026
CYP3A4-substrate:  0.312

ADMET: Excretion

Clearance (CL):  6.438
Half-life (T1/2):  0.764

ADMET: Toxicity

hERG Blockers:  0.006
Human Hepatotoxicity (H-HT):  0.687
Drug-inuced Liver Injury (DILI):  0.257
AMES Toxicity:  0.015
Rat Oral Acute Toxicity:  0.286
Maximum Recommended Daily Dose:  0.037
Skin Sensitization:  0.082
Carcinogencity:  0.028
Eye Corrosion:  0.004
Eye Irritation:  0.021
Respiratory Toxicity:  0.046

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  Natural Product: NPC214532

Natural Product ID:  NPC214532
Common Name*:   Cyclo(L-Val-L-Pro)
IUPAC Name:   (3S,8aS)-3-propan-2-yl-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
Synonyms:  
Standard InCHIKey:  XLUAWXQORJEMBD-YUMQZZPRSA-N
Standard InCHI:  InChI=1S/C10H16N2O2/c1-6(2)8-10(14)12-5-3-4-7(12)9(13)11-8/h6-8H,3-5H2,1-2H3,(H,11,13)/t7-,8-/m0/s1
SMILES:  CC(C)[C@H]1C(=O)N2CCC[C@H]2C(=N1)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL499570
PubChem CID:   6992261
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0000013] Amino acids, peptides, and analogues
          • [CHEMONTID:0000347] Amino acids and derivatives
            • [CHEMONTID:0000060] Alpha amino acids and derivatives

*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
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota n.a. mycelium n.a. PMID[10423860]
NPO21926 Pseudomonas aeruginosa Species Pseudomonadaceae Bacteria n.a. n.a. n.a. PMID[10556916]
NPO23507 Fissistigma balansae Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[10978218]
NPO1520 Callyspongia pseudoreticulata Species Callyspongiidae Eukaryota n.a. n.a. n.a. PMID[12828480]
NPO24252 Uvaria hamiltonii Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[14552774]
NPO11713 Hypericum scabrum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[15568778]
NPO11713 Hypericum scabrum Species Hypericaceae Eukaryota n.a. Uzbekistan n.a. PMID[15568778]
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota n.a. n.a. n.a. PMID[15863936]
NPO23039 Turbo stenogyrus Species Turbinidae Eukaryota n.a. n.a. n.a. PMID[16038534]
NPO21926 Pseudomonas aeruginosa Species Pseudomonadaceae Bacteria n.a. n.a. n.a. PMID[19406895]
NPO21926 Pseudomonas aeruginosa Species Pseudomonadaceae Bacteria n.a. n.a. n.a. PMID[19917748]
NPO21926 Pseudomonas aeruginosa Species Pseudomonadaceae Bacteria n.a. n.a. n.a. PMID[20932054]
NPO10271 Psammosilene tunicoides Species Caryophyllaceae Eukaryota n.a. root n.a. PMID[21070025]
NPO11171 Stelletta clavosa Species Ancorinidae Eukaryota n.a. n.a. n.a. PMID[21280591]
NPO997 Peltodon longipes Species Lamiaceae Eukaryota roots Santa Maria, South Brazil 2007-Dec PMID[21775156]
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota n.a. mycelium n.a. PMID[21848266]
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota n.a. n.a. n.a. PMID[21848266]
NPO16259 Syringa reticulata Species Oleaceae Eukaryota n.a. n.a. n.a. PMID[21955940]
NPO21926 Pseudomonas aeruginosa Species Pseudomonadaceae Bacteria n.a. n.a. n.a. PMID[25043228]
NPO21926 Pseudomonas aeruginosa Species Pseudomonadaceae Bacteria n.a. n.a. n.a. PMID[25960261]
NPO11713 Hypericum scabrum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[27280968]
NPO21926 Pseudomonas aeruginosa Species Pseudomonadaceae Bacteria n.a. n.a. n.a. PMID[32603106]
NPO21926 Pseudomonas aeruginosa Species Pseudomonadaceae Bacteria n.a. Antarctic n.a. PMID[8882433]
NPO24252 Uvaria hamiltonii Species Annonaceae Eukaryota leaf and stem n.a. n.a. PMID[9584399]
NPO2853 Eschweilera coriacea Species Lecythidaceae Eukaryota bark Suriname rainforest n.a. PMID[9677272]
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5665 Ulva pertusa Species Ulvaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10271 Psammosilene tunicoides Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3809 Eucalyptus cladocalyx Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18739 Exallage chrysotricha Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5665 Ulva pertusa Species Ulvaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5665 Ulva pertusa Species Ulvaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO10271 Psammosilene tunicoides Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO10271 Psammosilene tunicoides Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18739 Exallage chrysotricha Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21989 Uvaria tanzaniae Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12670 Lactobacillus plantarum Species Lactobacillaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO25737 Solanum pimpinellifolium Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9400 Mutisia homoeantha Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23277 Lobophora papenfussii Species Dictyotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28694 Sanguisorba tenuifolia Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11025 Cryptocarya leucophylla Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23741 Aspergillus violaceus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10271 Psammosilene tunicoides Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13207 Leptoclinides durus Species Didemnidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23507 Fissistigma balansae Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2853 Eschweilera coriacea Species Lecythidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21926 Pseudomonas aeruginosa Species Pseudomonadaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO14193 Pleiococca wilcoxiana n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO23039 Turbo stenogyrus Species Turbinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11713 Hypericum scabrum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1920 Podocarpus elongata Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24585 Ocotea macropoda Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6693 Streptomyces triangulatus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO23819 Baccharis peruviana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6855 Chaenostoma foetidum Species n.a. Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO997 Peltodon longipes Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6621 Salvadora persica Species Salvadoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7014 Retaster insignis n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO1520 Callyspongia pseudoreticulata Species Callyspongiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24252 Uvaria hamiltonii Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3809 Eucalyptus cladocalyx Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21925 Senecio serra Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5665 Ulva pertusa Species Ulvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11879 Polistes rothneyi Species Vespidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17526 Entada abyssinica Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1444 Thalictrum amurense Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12904 Nauclea coadunata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11171 Stelletta clavosa Species Ancorinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22861 Amansia glomerata Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16259 Syringa reticulata Species Oleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23713 Helina dubia Species Muscidae 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
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 6.59 ug.mL-1 PMID[494432]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 2.79 ug.mL-1 PMID[494432]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 16.3 ug.mL-1 PMID[494433]
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 18.2 ug.mL-1 PMID[494433]
NPT19 Organism Escherichia coli Escherichia coli MIC > 20.0 ug.mL-1 PMID[494433]

☑ 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 NPC214532 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 NPC76297
1.0 High Similarity NPC196007
0.9701 High Similarity NPC256312
0.9701 High Similarity NPC266888
0.9701 High Similarity NPC209156
0.9701 High Similarity NPC161774
0.9231 High Similarity NPC84182
0.9231 High Similarity NPC128005
0.9028 High Similarity NPC312315
0.8784 High Similarity NPC470783
0.8769 High Similarity NPC243964
0.8333 Intermediate Similarity NPC126186
0.831 Intermediate Similarity NPC470781
0.8026 Intermediate Similarity NPC31756
0.7922 Intermediate Similarity NPC476243
0.7922 Intermediate Similarity NPC476137
0.7922 Intermediate Similarity NPC476156
0.7922 Intermediate Similarity NPC476117
0.7867 Intermediate Similarity NPC470782
0.7821 Intermediate Similarity NPC476302
0.7532 Intermediate Similarity NPC59867
0.75 Intermediate Similarity NPC327272
0.7349 Intermediate Similarity NPC477539
0.7209 Intermediate Similarity NPC475801
0.7209 Intermediate Similarity NPC474593
0.716 Intermediate Similarity NPC475542
0.7126 Intermediate Similarity NPC474576
0.7073 Intermediate Similarity NPC184473
0.7067 Intermediate Similarity NPC322274
0.7045 Intermediate Similarity NPC62263
0.7045 Intermediate Similarity NPC173763
0.7045 Intermediate Similarity NPC471098
0.6932 Remote Similarity NPC477538
0.6892 Remote Similarity NPC287693
0.6867 Remote Similarity NPC84128
0.6867 Remote Similarity NPC53858
0.6806 Remote Similarity NPC314510
0.6739 Remote Similarity NPC473597
0.6709 Remote Similarity NPC320221
0.6706 Remote Similarity NPC472351
0.6705 Remote Similarity NPC275715
0.6667 Remote Similarity NPC6902
0.6596 Remote Similarity NPC475440
0.6596 Remote Similarity NPC475758
0.6559 Remote Similarity NPC134504
0.6559 Remote Similarity NPC47076
0.6548 Remote Similarity NPC23984
0.6526 Remote Similarity NPC475791
0.6526 Remote Similarity NPC13175
0.6515 Remote Similarity NPC180402
0.6515 Remote Similarity NPC87359
0.6486 Remote Similarity NPC105297
0.6471 Remote Similarity NPC284456
0.6452 Remote Similarity NPC117829
0.6413 Remote Similarity NPC301010
0.6404 Remote Similarity NPC473495
0.64 Remote Similarity NPC57420
0.6395 Remote Similarity NPC235078
0.6392 Remote Similarity NPC471097
0.6392 Remote Similarity NPC475149
0.6344 Remote Similarity NPC280066
0.6327 Remote Similarity NPC476877
0.6316 Remote Similarity NPC128559
0.6263 Remote Similarity NPC323720
0.6263 Remote Similarity NPC128303
0.625 Remote Similarity NPC475188
0.625 Remote Similarity NPC220234
0.62 Remote Similarity NPC476876
0.62 Remote Similarity NPC475637
0.62 Remote Similarity NPC241394
0.619 Remote Similarity NPC325902
0.6173 Remote Similarity NPC29326
0.6143 Remote Similarity NPC137327
0.6081 Remote Similarity NPC316826
0.6081 Remote Similarity NPC317143
0.6081 Remote Similarity NPC327748
0.6081 Remote Similarity NPC321468
0.6076 Remote Similarity NPC250953
0.6076 Remote Similarity NPC306696
0.6061 Remote Similarity NPC124554
0.6061 Remote Similarity NPC301148
0.6061 Remote Similarity NPC5864
0.6027 Remote Similarity NPC318260
0.6027 Remote Similarity NPC317147
0.6 Remote Similarity NPC322946
0.6 Remote Similarity NPC471131
0.6 Remote Similarity NPC329564
0.6 Remote Similarity NPC198344
0.6 Remote Similarity NPC327170
0.5978 Remote Similarity NPC155230
0.5941 Remote Similarity NPC124549
0.5922 Remote Similarity NPC207820
0.5915 Remote Similarity NPC333075
0.5915 Remote Similarity NPC8488
0.5915 Remote Similarity NPC274499
0.5909 Remote Similarity NPC246005
0.5905 Remote Similarity NPC476875
0.5882 Remote Similarity NPC329077
0.5867 Remote Similarity NPC34838
0.5867 Remote Similarity NPC292299
0.5833 Remote Similarity NPC316889
0.5833 Remote Similarity NPC321118
0.5806 Remote Similarity NPC322966
0.5794 Remote Similarity NPC63191
0.5794 Remote Similarity NPC471202
0.5789 Remote Similarity NPC263207
0.5769 Remote Similarity NPC171734
0.5769 Remote Similarity NPC67009
0.5729 Remote Similarity NPC38172
0.5727 Remote Similarity NPC285926
0.5727 Remote Similarity NPC315276
0.5727 Remote Similarity NPC14672
0.5714 Remote Similarity NPC144780
0.5714 Remote Similarity NPC80350
0.5714 Remote Similarity NPC325723
0.5699 Remote Similarity NPC324506
0.5696 Remote Similarity NPC160661
0.5696 Remote Similarity NPC262615
0.5688 Remote Similarity NPC296043
0.5684 Remote Similarity NPC476019
0.5658 Remote Similarity NPC254541
0.5636 Remote Similarity NPC329216
0.5625 Remote Similarity NPC315237
0.5612 Remote Similarity NPC469739

  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 NPC214532 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
0.8667 High Similarity NPD2683 Discontinued
0.8052 Intermediate Similarity NPD7762 Phase 2
0.8052 Intermediate Similarity NPD7763 Phase 2
0.7639 Intermediate Similarity NPD322 Phase 1
0.7576 Intermediate Similarity NPD1456 Approved
0.7561 Intermediate Similarity NPD7760 Phase 2
0.7561 Intermediate Similarity NPD7759 Phase 2
0.7561 Intermediate Similarity NPD3723 Clinical (unspecified phase)
0.7534 Intermediate Similarity NPD620 Approved
0.75 Intermediate Similarity NPD1125 Discovery
0.7206 Intermediate Similarity NPD9425 Approved
0.6813 Remote Similarity NPD7841 Clinical (unspecified phase)
0.6782 Remote Similarity NPD3177 Phase 3
0.6753 Remote Similarity NPD9649 Approved
0.6753 Remote Similarity NPD1439 Clinical (unspecified phase)
0.6707 Remote Similarity NPD4815 Discontinued
0.6706 Remote Similarity NPD9577 Approved
0.6667 Remote Similarity NPD8038 Phase 2
0.6582 Remote Similarity NPD266 Phase 3
0.6582 Remote Similarity NPD265 Phase 3
0.6556 Remote Similarity NPD4780 Clinical (unspecified phase)
0.6556 Remote Similarity NPD4261 Phase 1
0.6552 Remote Similarity NPD5791 Phase 2
0.6538 Remote Similarity NPD2220 Clinical (unspecified phase)
0.6528 Remote Similarity NPD9670 Phase 2
0.6528 Remote Similarity NPD9671 Phase 2
0.6515 Remote Similarity NPD362 Phase 1
0.6495 Remote Similarity NPD6122 Discontinued
0.6479 Remote Similarity NPD583 Approved
0.6479 Remote Similarity NPD843 Clinical (unspecified phase)
0.6479 Remote Similarity NPD584 Approved
0.6479 Remote Similarity NPD581 Approved
0.6374 Remote Similarity NPD5792 Clinical (unspecified phase)
0.6374 Remote Similarity NPD2682 Approved
0.6211 Remote Similarity NPD1784 Approved
0.6176 Remote Similarity NPD8950 Approved
0.6139 Remote Similarity NPD6937 Approved
0.6071 Remote Similarity NPD9199 Approved
0.6053 Remote Similarity NPD9625 Approved
0.6 Remote Similarity NPD9441 Phase 2
0.5979 Remote Similarity NPD3714 Approved
0.5979 Remote Similarity NPD3715 Approved
0.5979 Remote Similarity NPD3713 Approved
0.5949 Remote Similarity NPD9665 Clinical (unspecified phase)
0.5949 Remote Similarity NPD9666 Clinical (unspecified phase)
0.5946 Remote Similarity NPD8784 Clinical (unspecified phase)
0.5914 Remote Similarity NPD1782 Approved
0.589 Remote Similarity NPD9105 Phase 2
0.587 Remote Similarity NPD868 Phase 3
0.587 Remote Similarity NPD867 Phase 3
0.5867 Remote Similarity NPD354 Approved
0.5862 Remote Similarity NPD9578 Clinical (unspecified phase)
0.5859 Remote Similarity NPD6120 Clinical (unspecified phase)
0.5833 Remote Similarity NPD9198 Approved
0.5795 Remote Similarity NPD612 Discontinued
0.5789 Remote Similarity NPD6699 Clinical (unspecified phase)
0.5778 Remote Similarity NPD3733 Clinical (unspecified phase)
0.5761 Remote Similarity NPD3176 Clinical (unspecified phase)
0.5758 Remote Similarity NPD4825 Clinical (unspecified phase)
0.5733 Remote Similarity NPD605 Clinical (unspecified phase)
0.57 Remote Similarity NPD5359 Clinical (unspecified phase)
0.5696 Remote Similarity NPD6438 Approved
0.5696 Remote Similarity NPD6437 Approved
0.5673 Remote Similarity NPD2147 Approved
0.5658 Remote Similarity NPD8951 Approved
0.5647 Remote Similarity NPD9367 Discontinued
0.5618 Remote Similarity NPD3628 Phase 3
0.56 Remote Similarity NPD9647 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