Structure

Physi-Chem Properties

Molecular Weight:  754.56
Volume:  821.084
LogP:  8.817
LogD:  4.626
LogS:  -2.585
# Rotatable Bonds:  37
TPSA:  151.98
# H-Bond Aceptor:  10
# H-Bond Donor:  4
# Rings:  1
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.028
Synthetic Accessibility Score:  4.51
Fsp3:  0.86
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.158
MDCK Permeability:  6.453019068430876e-06
Pgp-inhibitor:  0.0
Pgp-substrate:  0.449
Human Intestinal Absorption (HIA):  0.365
20% Bioavailability (F20%):  1.0
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.007
Plasma Protein Binding (PPB):  101.2896728515625%
Volume Distribution (VD):  1.63
Pgp-substrate:  0.9115784168243408%

ADMET: Metabolism

CYP1A2-inhibitor:  0.019
CYP1A2-substrate:  0.105
CYP2C19-inhibitor:  0.09
CYP2C19-substrate:  0.035
CYP2C9-inhibitor:  0.065
CYP2C9-substrate:  0.977
CYP2D6-inhibitor:  0.188
CYP2D6-substrate:  0.03
CYP3A4-inhibitor:  0.38
CYP3A4-substrate:  0.015

ADMET: Excretion

Clearance (CL):  3.898
Half-life (T1/2):  0.839

ADMET: Toxicity

hERG Blockers:  0.805
Human Hepatotoxicity (H-HT):  0.105
Drug-inuced Liver Injury (DILI):  0.017
AMES Toxicity:  0.257
Rat Oral Acute Toxicity:  0.01
Maximum Recommended Daily Dose:  0.026
Skin Sensitization:  0.979
Carcinogencity:  0.105
Eye Corrosion:  0.003
Eye Irritation:  0.015
Respiratory Toxicity:  0.339

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

  Natural Product: NPC21693

Natural Product ID:  NPC21693
Common Name*:   (2S)-1-Linoleoyl-2-Palmitoyl-3-O-Beta-D-Galactopyranosylglycerol
IUPAC Name:   [(2S)-2-hexadecanoyloxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl] (9Z,12Z)-octadeca-9,12-dienoate
Synonyms:  
Standard InCHIKey:  QOCWWAJCODFCIV-OSTDEYQUSA-N
Standard InCHI:  InChI=1S/C43H78O10/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(45)50-34-36(35-51-43-42(49)41(48)40(47)37(33-44)53-43)52-39(46)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h11,13,17-18,36-37,40-44,47-49H,3-10,12,14-16,19-35H2,1-2H3/b13-11-,18-17-/t36-,37-,40+,41+,42-,43-/m1/s1
SMILES:  CCCCC/C=CC/C=CCCCCCCCC(=O)OC[C@H](CO[C@H]1[C@@H]([C@H]([C@H]([C@@H](CO)O1)O)O)O)OC(=O)CCCCCCCCCCCCCCC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL448268
PubChem CID:   44593355
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000175] Glycerolipids
        • [CHEMONTID:0000637] Glycosylglycerols
          • [CHEMONTID:0003822] Glycosyldiradylglycerols
            • [CHEMONTID:0003067] Glycosyldiacylglycerols
              • [CHEMONTID:0003259] 1,2-diacyl-3-O-beta-D-galactosyl-sn-glycerols

*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
NPO15967 Penicillium urticae Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[836020]
NPO40589 Scytonema sp. (TAU strain SL-30-1-4) Strain Scytonemataceae Bacteria n.a. n.a. n.a. PMID[9428159]
NPO40588 Oscillatoria raoi (TAU strain IL-76-1-2) Strain Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[9428159]
NPO14701 Monodora angolensis Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15967 Penicillium urticae Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8155 Lepidonia jonesii 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

☑ 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
NPT459 Individual Protein Human immunodeficiency virus type 1 reverse transcriptase Human immunodeficiency virus 1 IC50 = 38000.0 nM PMID[515779]
NPT459 Individual Protein Human immunodeficiency virus type 1 reverse transcriptase Human immunodeficiency virus 1 IC90 > 100000.0 nM PMID[515779]
NPT459 Individual Protein Human immunodeficiency virus type 1 reverse transcriptase Human immunodeficiency virus 1 Inhibition = 65.0 % PMID[515779]
NPT1772 Individual Protein Gag-Pol polyprotein Human immunodeficiency virus type 1 group M subtype B (isolate BH10)(HIV-1) Inhibition = 65.0 % PMID[515780]
NPT2 Others Unspecified Activity = 100.0 % PMID[515779]

☑ 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 NPC21693 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 NPC236649
0.974 High Similarity NPC38295
0.974 High Similarity NPC470313
0.974 High Similarity NPC156089
0.974 High Similarity NPC473500
0.9467 High Similarity NPC110813
0.9342 High Similarity NPC133377
0.8506 High Similarity NPC320089
0.8442 Intermediate Similarity NPC55652
0.84 Intermediate Similarity NPC141481
0.84 Intermediate Similarity NPC324981
0.84 Intermediate Similarity NPC473559
0.84 Intermediate Similarity NPC48218
0.8391 Intermediate Similarity NPC472197
0.8333 Intermediate Similarity NPC476613
0.8333 Intermediate Similarity NPC476612
0.8293 Intermediate Similarity NPC469469
0.8267 Intermediate Similarity NPC330426
0.8267 Intermediate Similarity NPC271921
0.8267 Intermediate Similarity NPC22101
0.8267 Intermediate Similarity NPC475443
0.8267 Intermediate Similarity NPC127091
0.8267 Intermediate Similarity NPC148192
0.8267 Intermediate Similarity NPC104537
0.8267 Intermediate Similarity NPC473829
0.8267 Intermediate Similarity NPC206601
0.8182 Intermediate Similarity NPC476660
0.8182 Intermediate Similarity NPC472199
0.8072 Intermediate Similarity NPC280367
0.8068 Intermediate Similarity NPC473311
0.8065 Intermediate Similarity NPC476611
0.8052 Intermediate Similarity NPC211428
0.8052 Intermediate Similarity NPC473772
0.8052 Intermediate Similarity NPC285003
0.8052 Intermediate Similarity NPC241265
0.8049 Intermediate Similarity NPC469747
0.8049 Intermediate Similarity NPC263574
0.8023 Intermediate Similarity NPC208473
0.8 Intermediate Similarity NPC472198
0.8 Intermediate Similarity NPC288471
0.7975 Intermediate Similarity NPC291228
0.7975 Intermediate Similarity NPC206823
0.7975 Intermediate Similarity NPC308096
0.7952 Intermediate Similarity NPC163362
0.7952 Intermediate Similarity NPC127295
0.7935 Intermediate Similarity NPC472290
0.7922 Intermediate Similarity NPC97736
0.7922 Intermediate Similarity NPC50228
0.7901 Intermediate Similarity NPC326661
0.7889 Intermediate Similarity NPC478036
0.7889 Intermediate Similarity NPC478037
0.7848 Intermediate Similarity NPC185419
0.7848 Intermediate Similarity NPC184550
0.7841 Intermediate Similarity NPC470137
0.7826 Intermediate Similarity NPC54731
0.7791 Intermediate Similarity NPC473308
0.7766 Intermediate Similarity NPC469870
0.7766 Intermediate Similarity NPC469871
0.7765 Intermediate Similarity NPC251026
0.775 Intermediate Similarity NPC39266
0.775 Intermediate Similarity NPC163812
0.775 Intermediate Similarity NPC9763
0.775 Intermediate Similarity NPC225748
0.775 Intermediate Similarity NPC169085
0.7742 Intermediate Similarity NPC278506
0.7733 Intermediate Similarity NPC54925
0.7733 Intermediate Similarity NPC325773
0.7722 Intermediate Similarity NPC42526
0.7701 Intermediate Similarity NPC477746
0.7701 Intermediate Similarity NPC477747
0.7692 Intermediate Similarity NPC472196
0.7692 Intermediate Similarity NPC238090
0.7692 Intermediate Similarity NPC472195
0.7683 Intermediate Similarity NPC477350
0.7683 Intermediate Similarity NPC49392
0.7683 Intermediate Similarity NPC190400
0.7674 Intermediate Similarity NPC142111
0.7674 Intermediate Similarity NPC473315
0.7662 Intermediate Similarity NPC476659
0.7662 Intermediate Similarity NPC476656
0.7654 Intermediate Similarity NPC474321
0.7634 Intermediate Similarity NPC306041
0.7632 Intermediate Similarity NPC294813
0.7632 Intermediate Similarity NPC13143
0.7614 Intermediate Similarity NPC47937
0.7609 Intermediate Similarity NPC159698
0.759 Intermediate Similarity NPC476781
0.759 Intermediate Similarity NPC476783
0.759 Intermediate Similarity NPC476782
0.759 Intermediate Similarity NPC216883
0.7582 Intermediate Similarity NPC477349
0.7532 Intermediate Similarity NPC471760
0.7532 Intermediate Similarity NPC76881
0.7532 Intermediate Similarity NPC476654
0.7532 Intermediate Similarity NPC476657
0.7532 Intermediate Similarity NPC476655
0.7532 Intermediate Similarity NPC12040
0.7532 Intermediate Similarity NPC190418
0.7532 Intermediate Similarity NPC471761
0.7529 Intermediate Similarity NPC133226
0.7529 Intermediate Similarity NPC470147
0.7528 Intermediate Similarity NPC118077
0.7528 Intermediate Similarity NPC475186
0.7527 Intermediate Similarity NPC108141
0.75 Intermediate Similarity NPC329838
0.75 Intermediate Similarity NPC475173
0.75 Intermediate Similarity NPC477328
0.75 Intermediate Similarity NPC182383
0.75 Intermediate Similarity NPC473663
0.75 Intermediate Similarity NPC477329
0.75 Intermediate Similarity NPC113745
0.75 Intermediate Similarity NPC473520
0.75 Intermediate Similarity NPC329615
0.75 Intermediate Similarity NPC477330
0.75 Intermediate Similarity NPC322529
0.75 Intermediate Similarity NPC109887
0.75 Intermediate Similarity NPC477014
0.75 Intermediate Similarity NPC146380
0.75 Intermediate Similarity NPC477325
0.75 Intermediate Similarity NPC120398
0.75 Intermediate Similarity NPC477013
0.75 Intermediate Similarity NPC473723
0.75 Intermediate Similarity NPC477323
0.75 Intermediate Similarity NPC474078
0.75 Intermediate Similarity NPC281563
0.75 Intermediate Similarity NPC477320
0.75 Intermediate Similarity NPC475425
0.75 Intermediate Similarity NPC471567
0.75 Intermediate Similarity NPC473561
0.75 Intermediate Similarity NPC477326
0.7474 Intermediate Similarity NPC70733
0.7474 Intermediate Similarity NPC472015
0.7474 Intermediate Similarity NPC56071
0.7473 Intermediate Similarity NPC473904
0.7467 Intermediate Similarity NPC81896
0.7467 Intermediate Similarity NPC321919
0.7449 Intermediate Similarity NPC469869
0.7449 Intermediate Similarity NPC231271
0.7449 Intermediate Similarity NPC470519
0.7447 Intermediate Similarity NPC143446
0.7444 Intermediate Similarity NPC320458
0.7444 Intermediate Similarity NPC89001
0.7444 Intermediate Similarity NPC137368
0.7444 Intermediate Similarity NPC233551
0.7444 Intermediate Similarity NPC48338
0.7444 Intermediate Similarity NPC280621
0.7444 Intermediate Similarity NPC20339
0.7444 Intermediate Similarity NPC473905
0.7444 Intermediate Similarity NPC40376
0.7444 Intermediate Similarity NPC21208
0.7419 Intermediate Similarity NPC163409
0.7419 Intermediate Similarity NPC294293
0.7419 Intermediate Similarity NPC44682
0.7419 Intermediate Similarity NPC477348
0.7419 Intermediate Similarity NPC477345
0.7419 Intermediate Similarity NPC238264
0.7416 Intermediate Similarity NPC477015
0.7412 Intermediate Similarity NPC180725
0.7412 Intermediate Similarity NPC477344
0.7412 Intermediate Similarity NPC477346
0.7412 Intermediate Similarity NPC470148
0.7412 Intermediate Similarity NPC22742
0.7412 Intermediate Similarity NPC146992
0.7412 Intermediate Similarity NPC470149
0.7412 Intermediate Similarity NPC158302
0.7412 Intermediate Similarity NPC321728
0.7412 Intermediate Similarity NPC294748
0.7412 Intermediate Similarity NPC85759
0.7403 Intermediate Similarity NPC476658
0.7396 Intermediate Similarity NPC473146
0.7391 Intermediate Similarity NPC469410
0.7391 Intermediate Similarity NPC473707
0.7386 Intermediate Similarity NPC163093
0.7386 Intermediate Similarity NPC156804
0.7386 Intermediate Similarity NPC475035
0.7386 Intermediate Similarity NPC266718
0.7381 Intermediate Similarity NPC474026
0.7375 Intermediate Similarity NPC317583
0.7368 Intermediate Similarity NPC201939
0.7368 Intermediate Similarity NPC321838
0.7363 Intermediate Similarity NPC139418
0.7363 Intermediate Similarity NPC477016
0.7363 Intermediate Similarity NPC285588
0.7363 Intermediate Similarity NPC477017
0.7347 Intermediate Similarity NPC309398
0.7342 Intermediate Similarity NPC26500
0.7342 Intermediate Similarity NPC99619
0.7333 Intermediate Similarity NPC473995
0.7333 Intermediate Similarity NPC20533
0.7333 Intermediate Similarity NPC178215
0.7333 Intermediate Similarity NPC476583
0.7333 Intermediate Similarity NPC475037
0.7333 Intermediate Similarity NPC258068
0.7327 Intermediate Similarity NPC306746
0.7327 Intermediate Similarity NPC137917
0.7327 Intermediate Similarity NPC57362
0.7327 Intermediate Similarity NPC167383
0.7327 Intermediate Similarity NPC204407
0.7327 Intermediate Similarity NPC237503
0.7327 Intermediate Similarity NPC118225

  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 NPC21693 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
0.7473 Intermediate Similarity NPD6698 Approved
0.7473 Intermediate Similarity NPD46 Approved
0.7403 Intermediate Similarity NPD3197 Phase 1
0.7391 Intermediate Similarity NPD7983 Approved
0.7228 Intermediate Similarity NPD6686 Approved
0.7097 Intermediate Similarity NPD8522 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.6939 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6907 Remote Similarity NPD7839 Suspended
0.6827 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6796 Remote Similarity NPD6412 Phase 2
0.6789 Remote Similarity NPD7641 Discontinued
0.6757 Remote Similarity NPD8444 Approved
0.6757 Remote Similarity NPD8515 Approved
0.6757 Remote Similarity NPD8517 Approved
0.6757 Remote Similarity NPD8516 Approved
0.6757 Remote Similarity NPD8513 Phase 3
0.6737 Remote Similarity NPD7838 Discovery
0.6707 Remote Similarity NPD898 Approved
0.6707 Remote Similarity NPD896 Approved
0.6707 Remote Similarity NPD897 Approved
0.6667 Remote Similarity NPD3196 Approved
0.6667 Remote Similarity NPD3195 Phase 2
0.6667 Remote Similarity NPD3730 Approved
0.6667 Remote Similarity NPD4266 Approved
0.6667 Remote Similarity NPD3728 Approved
0.6667 Remote Similarity NPD3194 Approved
0.6637 Remote Similarity NPD7829 Approved
0.6637 Remote Similarity NPD7830 Approved
0.6593 Remote Similarity NPD6435 Approved
0.6579 Remote Similarity NPD8342 Approved
0.6579 Remote Similarity NPD8340 Approved
0.6579 Remote Similarity NPD8299 Approved
0.6579 Remote Similarity NPD8341 Approved
0.6538 Remote Similarity NPD6109 Phase 1
0.6533 Remote Similarity NPD3172 Approved
0.6522 Remote Similarity NPD8451 Approved
0.6506 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6491 Remote Similarity NPD8328 Phase 3
0.6466 Remote Similarity NPD8448 Approved
0.6444 Remote Similarity NPD7329 Approved
0.6422 Remote Similarity NPD8133 Approved
0.6421 Remote Similarity NPD4250 Approved
0.6421 Remote Similarity NPD4251 Approved
0.64 Remote Similarity NPD2269 Approved
0.6396 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6396 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6375 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6374 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6374 Remote Similarity NPD5368 Approved
0.6348 Remote Similarity NPD7642 Approved
0.6344 Remote Similarity NPD7154 Phase 3
0.6322 Remote Similarity NPD3181 Approved
0.6316 Remote Similarity NPD4249 Approved
0.6303 Remote Similarity NPD8390 Approved
0.6303 Remote Similarity NPD8391 Approved
0.6303 Remote Similarity NPD8392 Approved
0.6289 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6289 Remote Similarity NPD6101 Approved
0.6267 Remote Similarity NPD28 Approved
0.6267 Remote Similarity NPD905 Approved
0.6267 Remote Similarity NPD904 Phase 3
0.6267 Remote Similarity NPD29 Approved
0.6263 Remote Similarity NPD5778 Approved
0.6263 Remote Similarity NPD5779 Approved
0.6239 Remote Similarity NPD7507 Approved
0.6186 Remote Similarity NPD8074 Phase 3
0.6174 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6168 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6162 Remote Similarity NPD6411 Approved
0.6154 Remote Similarity NPD4271 Approved
0.6154 Remote Similarity NPD4268 Approved
0.6147 Remote Similarity NPD6421 Discontinued
0.6129 Remote Similarity NPD5369 Approved
0.6121 Remote Similarity NPD8080 Discontinued
0.6104 Remote Similarity NPD894 Approved
0.6104 Remote Similarity NPD887 Approved
0.6104 Remote Similarity NPD895 Approved
0.6104 Remote Similarity NPD890 Clinical (unspecified phase)
0.6104 Remote Similarity NPD889 Approved
0.6104 Remote Similarity NPD892 Phase 3
0.6104 Remote Similarity NPD888 Phase 3
0.6104 Remote Similarity NPD891 Phase 3
0.6104 Remote Similarity NPD893 Approved
0.6083 Remote Similarity NPD7319 Approved
0.6076 Remote Similarity NPD2267 Suspended
0.6024 Remote Similarity NPD8961 Approved
0.6022 Remote Similarity NPD4822 Approved
0.6022 Remote Similarity NPD4821 Approved
0.6022 Remote Similarity NPD4820 Approved
0.6022 Remote Similarity NPD4819 Approved
0.6 Remote Similarity NPD3173 Approved
0.6 Remote Similarity NPD5362 Discontinued
0.6 Remote Similarity NPD7736 Approved
0.5978 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5976 Remote Similarity NPD6123 Approved
0.5948 Remote Similarity NPD8377 Approved
0.5948 Remote Similarity NPD8294 Approved
0.5943 Remote Similarity NPD8139 Approved
0.5943 Remote Similarity NPD8138 Approved
0.5943 Remote Similarity NPD8086 Approved
0.5943 Remote Similarity NPD8083 Approved
0.5943 Remote Similarity NPD8085 Approved
0.5943 Remote Similarity NPD8084 Approved
0.5943 Remote Similarity NPD8082 Approved
0.5917 Remote Similarity NPD8293 Discontinued
0.5913 Remote Similarity NPD7328 Approved
0.5913 Remote Similarity NPD7327 Approved
0.5909 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5897 Remote Similarity NPD8033 Approved
0.5897 Remote Similarity NPD8296 Approved
0.5897 Remote Similarity NPD8335 Approved
0.5897 Remote Similarity NPD8378 Approved
0.5897 Remote Similarity NPD8380 Approved
0.5897 Remote Similarity NPD7503 Approved
0.5897 Remote Similarity NPD8379 Approved
0.5895 Remote Similarity NPD4269 Approved
0.5895 Remote Similarity NPD4270 Approved
0.5888 Remote Similarity NPD8275 Approved
0.5888 Remote Similarity NPD8276 Approved
0.5882 Remote Similarity NPD5282 Discontinued
0.5867 Remote Similarity NPD622 Approved
0.5867 Remote Similarity NPD6125 Clinical (unspecified phase)
0.5867 Remote Similarity NPD5343 Approved
0.5862 Remote Similarity NPD7516 Approved
0.5856 Remote Similarity NPD6371 Approved
0.5851 Remote Similarity NPD4252 Approved
0.5849 Remote Similarity NPD5344 Discontinued
0.5847 Remote Similarity NPD6370 Approved
0.5833 Remote Similarity NPD8081 Approved
0.5833 Remote Similarity NPD8273 Phase 1
0.5824 Remote Similarity NPD8039 Approved
0.5818 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5816 Remote Similarity NPD6422 Discontinued
0.5816 Remote Similarity NPD5786 Approved
0.5806 Remote Similarity NPD3732 Approved
0.578 Remote Similarity NPD8393 Approved
0.5773 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5765 Remote Similarity NPD7909 Approved
0.5752 Remote Similarity NPD8297 Approved
0.5752 Remote Similarity NPD6882 Approved
0.575 Remote Similarity NPD7492 Approved
0.5748 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5727 Remote Similarity NPD8140 Approved
0.5727 Remote Similarity NPD8307 Discontinued
0.5714 Remote Similarity NPD5363 Approved
0.5714 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5702 Remote Similarity NPD6616 Approved
0.5699 Remote Similarity NPD4756 Discovery
0.569 Remote Similarity NPD6936 Clinical (unspecified phase)
0.569 Remote Similarity NPD6935 Phase 3
0.569 Remote Similarity NPD6009 Approved
0.5686 Remote Similarity NPD7637 Suspended
0.5678 Remote Similarity NPD6054 Approved
0.5678 Remote Similarity NPD6319 Approved
0.567 Remote Similarity NPD6110 Phase 1
0.5656 Remote Similarity NPD7078 Approved
0.5632 Remote Similarity NPD3704 Approved
0.5631 Remote Similarity NPD6399 Phase 3
0.5625 Remote Similarity NPD8305 Approved
0.5625 Remote Similarity NPD7346 Approved
0.5625 Remote Similarity NPD8306 Approved
0.561 Remote Similarity NPD8336 Approved
0.561 Remote Similarity NPD8959 Approved
0.561 Remote Similarity NPD8337 Approved
0.56 Remote Similarity NPD8998 Phase 2
0.56 Remote Similarity NPD39 Approved
0.56 Remote Similarity NPD8999 Phase 3
0.56 Remote Similarity NPD8997 Approved
0.56 Remote Similarity NPD3174 Discontinued
0.56 Remote Similarity NPD8993 Phase 1
0.56 Remote Similarity NPD9000 Phase 3
0.56 Remote Similarity NPD4222 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