Structure

Physi-Chem Properties

Molecular Weight:  914.6
Volume:  957.618
LogP:  5.352
LogD:  4.117
LogS:  -2.605
# Rotatable Bonds:  39
TPSA:  231.13
# H-Bond Aceptor:  15
# H-Bond Donor:  7
# Rings:  2
# Heavy Atoms:  15

MedChem Properties

QED Drug-Likeness Score:  0.021
Synthetic Accessibility Score:  5.39
Fsp3:  0.837
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  2
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.261
MDCK Permeability:  8.552717190468684e-06
Pgp-inhibitor:  0.0
Pgp-substrate:  0.057
Human Intestinal Absorption (HIA):  0.809
20% Bioavailability (F20%):  1.0
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.007
Plasma Protein Binding (PPB):  100.61123657226562%
Volume Distribution (VD):  1.391
Pgp-substrate:  0.8390122056007385%

ADMET: Metabolism

CYP1A2-inhibitor:  0.004
CYP1A2-substrate:  0.076
CYP2C19-inhibitor:  0.029
CYP2C19-substrate:  0.038
CYP2C9-inhibitor:  0.087
CYP2C9-substrate:  0.975
CYP2D6-inhibitor:  0.051
CYP2D6-substrate:  0.041
CYP3A4-inhibitor:  0.335
CYP3A4-substrate:  0.01

ADMET: Excretion

Clearance (CL):  1.841
Half-life (T1/2):  0.934

ADMET: Toxicity

hERG Blockers:  0.821
Human Hepatotoxicity (H-HT):  0.137
Drug-inuced Liver Injury (DILI):  0.014
AMES Toxicity:  0.807
Rat Oral Acute Toxicity:  0.004
Maximum Recommended Daily Dose:  0.006
Skin Sensitization:  0.974
Carcinogencity:  0.212
Eye Corrosion:  0.003
Eye Irritation:  0.009
Respiratory Toxicity:  0.132

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

  Natural Product: NPC473500

Natural Product ID:  NPC473500
Common Name*:   Inugalactolipid A
IUPAC Name:   [1-hexadecanoyloxy-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropan-2-yl] (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
Synonyms:  
Standard InCHIKey:  WVWINZZVFAFVMJ-BBLLATQCSA-N
Standard InCHI:  InChI=1S/C49H86O15/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-41(52)62-37(34-59-40(51)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2)35-60-48-47(58)45(56)43(54)39(64-48)36-61-49-46(57)44(55)42(53)38(33-50)63-49/h5,7,11,13,17-18,37-39,42-50,53-58H,3-4,6,8-10,12,14-16,19-36H2,1-2H3/b7-5-,13-11-,18-17-/t37?,38-,39+,42+,43-,44+,45-,46-,47+,48+,49+/m1/s1
SMILES:  CCCCCCCCCCCCCCCC(=O)OCC(COC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O)OC(=O)CCCCCCCC=CCC=CCC=CCC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL443877
PubChem CID:   44566376
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

*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
NPO33456 inula viscosa Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[10217718]

☑ 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
NPT32 Organism Mus musculus Mus musculus Inhibition = 48.0 % PMID[459735]
NPT32 Organism Mus musculus Mus musculus Inhibition = 5.0 % PMID[459735]
NPT32 Organism Mus musculus Mus musculus Inhibition = -16.0 % PMID[459735]
NPT32 Organism Mus musculus Mus musculus Inhibition = 10.0 % PMID[459735]
NPT32 Organism Mus musculus Mus musculus Inhibition = 97.0 % PMID[459735]
NPT32 Organism Mus musculus Mus musculus Inhibition = 84.0 % PMID[459735]

☑ 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 NPC473500 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 NPC470313
1.0 High Similarity NPC156089
1.0 High Similarity NPC38295
0.974 High Similarity NPC21693
0.974 High Similarity NPC236649
0.9221 High Similarity NPC110813
0.9103 High Similarity NPC133377
0.8701 High Similarity NPC55652
0.8315 Intermediate Similarity NPC320089
0.8312 Intermediate Similarity NPC211428
0.8312 Intermediate Similarity NPC241265
0.8312 Intermediate Similarity NPC285003
0.828 Intermediate Similarity NPC476611
0.8228 Intermediate Similarity NPC206823
0.8202 Intermediate Similarity NPC472197
0.8193 Intermediate Similarity NPC163362
0.8193 Intermediate Similarity NPC127295
0.8182 Intermediate Similarity NPC473559
0.8182 Intermediate Similarity NPC324981
0.8182 Intermediate Similarity NPC141481
0.8182 Intermediate Similarity NPC97736
0.8182 Intermediate Similarity NPC50228
0.8182 Intermediate Similarity NPC48218
0.8152 Intermediate Similarity NPC476612
0.8152 Intermediate Similarity NPC476613
0.8111 Intermediate Similarity NPC478036
0.8111 Intermediate Similarity NPC478037
0.8095 Intermediate Similarity NPC469469
0.8052 Intermediate Similarity NPC271921
0.8052 Intermediate Similarity NPC148192
0.8052 Intermediate Similarity NPC330426
0.8052 Intermediate Similarity NPC475443
0.8052 Intermediate Similarity NPC127091
0.8052 Intermediate Similarity NPC22101
0.8052 Intermediate Similarity NPC206601
0.8052 Intermediate Similarity NPC104537
0.8052 Intermediate Similarity NPC473829
0.8 Intermediate Similarity NPC39266
0.8 Intermediate Similarity NPC163812
0.8 Intermediate Similarity NPC169085
0.8 Intermediate Similarity NPC225748
0.8 Intermediate Similarity NPC9763
0.8 Intermediate Similarity NPC472199
0.7979 Intermediate Similarity NPC469871
0.7979 Intermediate Similarity NPC469870
0.7975 Intermediate Similarity NPC476660
0.7957 Intermediate Similarity NPC278506
0.7927 Intermediate Similarity NPC477350
0.7889 Intermediate Similarity NPC473311
0.7882 Intermediate Similarity NPC280367
0.7857 Intermediate Similarity NPC469747
0.7857 Intermediate Similarity NPC263574
0.7848 Intermediate Similarity NPC473772
0.7841 Intermediate Similarity NPC208473
0.7831 Intermediate Similarity NPC216883
0.7831 Intermediate Similarity NPC476781
0.7831 Intermediate Similarity NPC476783
0.7831 Intermediate Similarity NPC476782
0.7826 Intermediate Similarity NPC472198
0.7816 Intermediate Similarity NPC288471
0.7802 Intermediate Similarity NPC477349
0.7792 Intermediate Similarity NPC471760
0.7792 Intermediate Similarity NPC76881
0.7792 Intermediate Similarity NPC190418
0.7792 Intermediate Similarity NPC12040
0.7792 Intermediate Similarity NPC471761
0.7778 Intermediate Similarity NPC291228
0.7778 Intermediate Similarity NPC308096
0.7766 Intermediate Similarity NPC472290
0.7753 Intermediate Similarity NPC118077
0.7753 Intermediate Similarity NPC475186
0.775 Intermediate Similarity NPC474078
0.7738 Intermediate Similarity NPC146380
0.7738 Intermediate Similarity NPC109887
0.7738 Intermediate Similarity NPC477326
0.7738 Intermediate Similarity NPC477320
0.7738 Intermediate Similarity NPC113745
0.7738 Intermediate Similarity NPC477329
0.7738 Intermediate Similarity NPC475425
0.7738 Intermediate Similarity NPC477328
0.7738 Intermediate Similarity NPC477323
0.7738 Intermediate Similarity NPC477330
0.7738 Intermediate Similarity NPC477325
0.7738 Intermediate Similarity NPC281563
0.7727 Intermediate Similarity NPC477747
0.7727 Intermediate Similarity NPC477746
0.7711 Intermediate Similarity NPC326661
0.7684 Intermediate Similarity NPC56071
0.7684 Intermediate Similarity NPC70733
0.7667 Intermediate Similarity NPC470137
0.766 Intermediate Similarity NPC143446
0.766 Intermediate Similarity NPC54731
0.7654 Intermediate Similarity NPC184550
0.7654 Intermediate Similarity NPC185419
0.7653 Intermediate Similarity NPC470519
0.7653 Intermediate Similarity NPC469869
0.7653 Intermediate Similarity NPC231271
0.7647 Intermediate Similarity NPC22742
0.7647 Intermediate Similarity NPC477346
0.7647 Intermediate Similarity NPC146992
0.7647 Intermediate Similarity NPC477344
0.7647 Intermediate Similarity NPC294748
0.7647 Intermediate Similarity NPC158302
0.7647 Intermediate Similarity NPC85759
0.7634 Intermediate Similarity NPC294293
0.7634 Intermediate Similarity NPC238264
0.7634 Intermediate Similarity NPC163409
0.7634 Intermediate Similarity NPC477345
0.7634 Intermediate Similarity NPC44682
0.7634 Intermediate Similarity NPC477348
0.7614 Intermediate Similarity NPC473308
0.7586 Intermediate Similarity NPC251026
0.7582 Intermediate Similarity NPC285588
0.7558 Intermediate Similarity NPC267592
0.7553 Intermediate Similarity NPC108141
0.7551 Intermediate Similarity NPC309398
0.7532 Intermediate Similarity NPC54925
0.7532 Intermediate Similarity NPC325773
0.7531 Intermediate Similarity NPC42526
0.7527 Intermediate Similarity NPC472196
0.7527 Intermediate Similarity NPC238090
0.7527 Intermediate Similarity NPC472195
0.75 Intermediate Similarity NPC250619
0.75 Intermediate Similarity NPC49392
0.75 Intermediate Similarity NPC190400
0.75 Intermediate Similarity NPC67099
0.75 Intermediate Similarity NPC142111
0.75 Intermediate Similarity NPC473315
0.7474 Intermediate Similarity NPC476066
0.7474 Intermediate Similarity NPC475241
0.7474 Intermediate Similarity NPC475593
0.7474 Intermediate Similarity NPC475525
0.7474 Intermediate Similarity NPC475164
0.7474 Intermediate Similarity NPC475375
0.7474 Intermediate Similarity NPC473605
0.7474 Intermediate Similarity NPC475540
0.7474 Intermediate Similarity NPC306041
0.7474 Intermediate Similarity NPC473765
0.7471 Intermediate Similarity NPC27289
0.7471 Intermediate Similarity NPC44782
0.7471 Intermediate Similarity NPC477331
0.7471 Intermediate Similarity NPC477319
0.7471 Intermediate Similarity NPC477347
0.7471 Intermediate Similarity NPC472204
0.7471 Intermediate Similarity NPC143421
0.7471 Intermediate Similarity NPC224953
0.7471 Intermediate Similarity NPC115013
0.7471 Intermediate Similarity NPC126685
0.7471 Intermediate Similarity NPC475270
0.7471 Intermediate Similarity NPC186992
0.7471 Intermediate Similarity NPC475667
0.7471 Intermediate Similarity NPC183888
0.7471 Intermediate Similarity NPC307400
0.7471 Intermediate Similarity NPC238056
0.7471 Intermediate Similarity NPC173328
0.7471 Intermediate Similarity NPC472205
0.7471 Intermediate Similarity NPC269318
0.7471 Intermediate Similarity NPC119583
0.7471 Intermediate Similarity NPC89843
0.7471 Intermediate Similarity NPC472203
0.7471 Intermediate Similarity NPC169345
0.7471 Intermediate Similarity NPC476087
0.7471 Intermediate Similarity NPC477317
0.7471 Intermediate Similarity NPC472202
0.7471 Intermediate Similarity NPC297768
0.7471 Intermediate Similarity NPC472200
0.7471 Intermediate Similarity NPC123204
0.7471 Intermediate Similarity NPC472201
0.7471 Intermediate Similarity NPC475327
0.7471 Intermediate Similarity NPC184915
0.7471 Intermediate Similarity NPC290012
0.7471 Intermediate Similarity NPC477318
0.7471 Intermediate Similarity NPC259294
0.747 Intermediate Similarity NPC474321
0.7468 Intermediate Similarity NPC476659
0.7468 Intermediate Similarity NPC476656
0.7451 Intermediate Similarity NPC270667
0.7451 Intermediate Similarity NPC474589
0.7451 Intermediate Similarity NPC56713
0.7451 Intermediate Similarity NPC174679
0.7451 Intermediate Similarity NPC136877
0.7451 Intermediate Similarity NPC279554
0.7451 Intermediate Similarity NPC164194
0.7451 Intermediate Similarity NPC269095
0.7451 Intermediate Similarity NPC59804
0.7451 Intermediate Similarity NPC78046
0.7451 Intermediate Similarity NPC29069
0.7451 Intermediate Similarity NPC127056
0.7451 Intermediate Similarity NPC90856
0.7451 Intermediate Similarity NPC475296
0.7447 Intermediate Similarity NPC159698
0.7444 Intermediate Similarity NPC47937
0.7436 Intermediate Similarity NPC13143
0.7436 Intermediate Similarity NPC294813
0.7419 Intermediate Similarity NPC110072
0.74 Intermediate Similarity NPC478038
0.74 Intermediate Similarity NPC476738
0.74 Intermediate Similarity NPC476740
0.7379 Intermediate Similarity NPC473481
0.7379 Intermediate Similarity NPC235841

  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 NPC473500 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
0.7312 Intermediate Similarity NPD46 Approved
0.7312 Intermediate Similarity NPD6698 Approved
0.7255 Intermediate Similarity NPD6686 Approved
0.7234 Intermediate Similarity NPD7983 Approved
0.7215 Intermediate Similarity NPD3197 Phase 1
0.7212 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.6947 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6937 Remote Similarity NPD8517 Approved
0.6937 Remote Similarity NPD8516 Approved
0.6937 Remote Similarity NPD8515 Approved
0.6937 Remote Similarity NPD8513 Phase 3
0.6857 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6827 Remote Similarity NPD6412 Phase 2
0.6814 Remote Similarity NPD7830 Approved
0.6814 Remote Similarity NPD7829 Approved
0.6768 Remote Similarity NPD7839 Suspended
0.6754 Remote Similarity NPD8341 Approved
0.6754 Remote Similarity NPD8340 Approved
0.6754 Remote Similarity NPD8299 Approved
0.6754 Remote Similarity NPD8342 Approved
0.6696 Remote Similarity NPD8451 Approved
0.6667 Remote Similarity NPD7329 Approved
0.6667 Remote Similarity NPD8328 Phase 3
0.6667 Remote Similarity NPD7641 Discontinued
0.6638 Remote Similarity NPD8448 Approved
0.6637 Remote Similarity NPD8444 Approved
0.6606 Remote Similarity NPD8133 Approved
0.6598 Remote Similarity NPD7838 Discovery
0.6577 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6577 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6552 Remote Similarity NPD3181 Approved
0.6548 Remote Similarity NPD897 Approved
0.6548 Remote Similarity NPD896 Approved
0.6548 Remote Similarity NPD898 Approved
0.6494 Remote Similarity NPD3728 Approved
0.6494 Remote Similarity NPD3730 Approved
0.6494 Remote Similarity NPD4266 Approved
0.6494 Remote Similarity NPD3196 Approved
0.6494 Remote Similarity NPD3194 Approved
0.6494 Remote Similarity NPD3195 Phase 2
0.6471 Remote Similarity NPD8390 Approved
0.6471 Remote Similarity NPD8392 Approved
0.6471 Remote Similarity NPD8391 Approved
0.6452 Remote Similarity NPD6435 Approved
0.6375 Remote Similarity NPD6109 Phase 1
0.6364 Remote Similarity NPD890 Clinical (unspecified phase)
0.6364 Remote Similarity NPD891 Phase 3
0.6364 Remote Similarity NPD3172 Approved
0.6364 Remote Similarity NPD893 Approved
0.6364 Remote Similarity NPD888 Phase 3
0.6364 Remote Similarity NPD892 Phase 3
0.6356 Remote Similarity NPD8074 Phase 3
0.6353 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6348 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6327 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6327 Remote Similarity NPD6101 Approved
0.63 Remote Similarity NPD5778 Approved
0.63 Remote Similarity NPD5779 Approved
0.6293 Remote Similarity NPD8080 Discontinued
0.6289 Remote Similarity NPD4251 Approved
0.6289 Remote Similarity NPD4250 Approved
0.6271 Remote Similarity NPD7507 Approved
0.6239 Remote Similarity NPD7642 Approved
0.6237 Remote Similarity NPD5368 Approved
0.6237 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6234 Remote Similarity NPD2269 Approved
0.622 Remote Similarity NPD6123 Approved
0.622 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6211 Remote Similarity NPD7154 Phase 3
0.62 Remote Similarity NPD6411 Approved
0.6186 Remote Similarity NPD4249 Approved
0.6132 Remote Similarity NPD8083 Approved
0.6132 Remote Similarity NPD8139 Approved
0.6132 Remote Similarity NPD8138 Approved
0.6132 Remote Similarity NPD8084 Approved
0.6132 Remote Similarity NPD8085 Approved
0.6132 Remote Similarity NPD8082 Approved
0.6132 Remote Similarity NPD8086 Approved
0.6121 Remote Similarity NPD8377 Approved
0.6121 Remote Similarity NPD8294 Approved
0.6116 Remote Similarity NPD7319 Approved
0.6104 Remote Similarity NPD29 Approved
0.6104 Remote Similarity NPD904 Phase 3
0.6104 Remote Similarity NPD28 Approved
0.6104 Remote Similarity NPD905 Approved
0.6075 Remote Similarity NPD8276 Approved
0.6075 Remote Similarity NPD8275 Approved
0.6068 Remote Similarity NPD8033 Approved
0.6068 Remote Similarity NPD8296 Approved
0.6068 Remote Similarity NPD8378 Approved
0.6068 Remote Similarity NPD8380 Approved
0.6068 Remote Similarity NPD8335 Approved
0.6068 Remote Similarity NPD8379 Approved
0.6055 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6036 Remote Similarity NPD6421 Discontinued
0.6033 Remote Similarity NPD7736 Approved
0.6022 Remote Similarity NPD4268 Approved
0.6022 Remote Similarity NPD4271 Approved
0.6019 Remote Similarity NPD8081 Approved
0.6 Remote Similarity NPD5369 Approved
0.5963 Remote Similarity NPD8393 Approved
0.595 Remote Similarity NPD8293 Discontinued
0.5949 Remote Similarity NPD889 Approved
0.5949 Remote Similarity NPD894 Approved
0.5949 Remote Similarity NPD895 Approved
0.5949 Remote Similarity NPD887 Approved
0.5948 Remote Similarity NPD7328 Approved
0.5948 Remote Similarity NPD7327 Approved
0.5932 Remote Similarity NPD7503 Approved
0.5926 Remote Similarity NPD2267 Suspended
0.5909 Remote Similarity NPD8307 Discontinued
0.5909 Remote Similarity NPD8140 Approved
0.5897 Remote Similarity NPD7516 Approved
0.5895 Remote Similarity NPD4821 Approved
0.5895 Remote Similarity NPD4822 Approved
0.5895 Remote Similarity NPD4820 Approved
0.5895 Remote Similarity NPD4819 Approved
0.5882 Remote Similarity NPD6370 Approved
0.5882 Remote Similarity NPD8961 Approved
0.5876 Remote Similarity NPD5362 Discontinued
0.5875 Remote Similarity NPD7346 Approved
0.5859 Remote Similarity NPD6422 Discontinued
0.5856 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5851 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5844 Remote Similarity NPD3173 Approved
0.5816 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5804 Remote Similarity NPD8305 Approved
0.5804 Remote Similarity NPD8306 Approved
0.5789 Remote Similarity NPD8297 Approved
0.5789 Remote Similarity NPD6882 Approved
0.5785 Remote Similarity NPD7492 Approved
0.5781 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5778 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5773 Remote Similarity NPD4270 Approved
0.5773 Remote Similarity NPD4269 Approved
0.5772 Remote Similarity NPD8336 Approved
0.5772 Remote Similarity NPD8337 Approved
0.5769 Remote Similarity NPD5282 Discontinued
0.5752 Remote Similarity NPD8087 Discontinued
0.5752 Remote Similarity NPD6371 Approved
0.5748 Remote Similarity NPD8415 Approved
0.5741 Remote Similarity NPD5344 Discontinued
0.5738 Remote Similarity NPD6616 Approved
0.5738 Remote Similarity NPD8273 Phase 1
0.5729 Remote Similarity NPD4252 Approved
0.5728 Remote Similarity NPD7637 Suspended
0.5727 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5726 Remote Similarity NPD6009 Approved
0.5714 Remote Similarity NPD3669 Approved
0.5714 Remote Similarity NPD5343 Approved
0.5714 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6125 Clinical (unspecified phase)
0.5714 Remote Similarity NPD622 Approved
0.5714 Remote Similarity NPD6054 Approved
0.5714 Remote Similarity NPD6319 Approved
0.5703 Remote Similarity NPD8387 Clinical (unspecified phase)
0.57 Remote Similarity NPD5786 Approved
0.5699 Remote Similarity NPD8039 Approved
0.5691 Remote Similarity NPD7078 Approved
0.5684 Remote Similarity NPD3732 Approved
0.5673 Remote Similarity NPD6399 Phase 3
0.5664 Remote Similarity NPD6941 Approved
0.5652 Remote Similarity NPD6430 Approved
0.5652 Remote Similarity NPD6429 Approved
0.5636 Remote Similarity NPD1407 Approved
0.5632 Remote Similarity NPD7909 Approved
0.5619 Remote Similarity NPD7748 Approved
0.5607 Remote Similarity NPD7902 Approved
0.5603 Remote Similarity NPD4632 Approved
0.56 Remote Similarity NPD1733 Clinical (unspecified phase)
0.56 Remote Similarity NPD5363 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