Structure

Physi-Chem Properties

Molecular Weight:  794.47
Volume:  804.641
LogP:  2.779
LogD:  1.782
LogS:  -3.765
# Rotatable Bonds:  30
TPSA:  262.36
# H-Bond Aceptor:  16
# H-Bond Donor:  9
# Rings:  1
# Heavy Atoms:  16

MedChem Properties

QED Drug-Likeness Score:  0.03
Synthetic Accessibility Score:  5.654
Fsp3:  0.846
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:  -5.842
MDCK Permeability:  0.00011372713197488338
Pgp-inhibitor:  0.996
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.991
20% Bioavailability (F20%):  0.724
30% Bioavailability (F30%):  0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.057
Plasma Protein Binding (PPB):  92.41338348388672%
Volume Distribution (VD):  0.5
Pgp-substrate:  9.117700576782227%

ADMET: Metabolism

CYP1A2-inhibitor:  0.006
CYP1A2-substrate:  0.021
CYP2C19-inhibitor:  0.002
CYP2C19-substrate:  0.061
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.038
CYP2D6-inhibitor:  0.006
CYP2D6-substrate:  0.015
CYP3A4-inhibitor:  0.044
CYP3A4-substrate:  0.043

ADMET: Excretion

Clearance (CL):  1.272
Half-life (T1/2):  0.787

ADMET: Toxicity

hERG Blockers:  0.13
Human Hepatotoxicity (H-HT):  0.917
Drug-inuced Liver Injury (DILI):  0.176
AMES Toxicity:  0.048
Rat Oral Acute Toxicity:  0.023
Maximum Recommended Daily Dose:  0.01
Skin Sensitization:  0.499
Carcinogencity:  0.022
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.442

Download Data

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

  Natural Product: NPC320089

Natural Product ID:  NPC320089
Common Name*:   Cosmosporaside D
IUPAC Name:   [(2S,3S,4S,5S,6R)-2-[(2E,4S,6S,7R)-4-acetyloxy-7-hydroxy-3,7,11-trimethyl-1-[(2R,3R,4R,5R)-1,2,4,5,6-pentahydroxyhexan-3-yl]oxydodeca-2,10-dien-6-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] decanoate
Synonyms:   Cosmosporaside D
Standard InCHIKey:  BSSOMGPJSAMOKC-KGRYAQPZSA-N
Standard InCHI:  InChI=1S/C39H70O16/c1-7-8-9-10-11-12-13-16-32(46)55-37-35(49)34(48)30(23-42)53-38(37)54-31(39(6,50)18-14-15-24(2)3)20-29(52-26(5)43)25(4)17-19-51-36(28(45)22-41)33(47)27(44)21-40/h15,17,27-31,33-38,40-42,44-45,47-50H,7-14,16,18-23H2,1-6H3/b25-17+/t27-,28-,29+,30-,31+,33-,34-,35+,36-,37+,38+,39-/m1/s1
SMILES:  CCCCCCCCCC(=O)OC1C(C(C(OC1OC(CC(C(=CCOC(C(CO)O)C(C(CO)O)O)C)OC(=O)C)C(C)(CCC=C(C)C)O)CO)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1813877
PubChem CID:   56678711
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003918] Saccharolipids

*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
NPO31401 Cosmospora joca Species Nectriaceae Eukaryota n.a. n.a. n.a. PMID[21682264]

☑ 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
NPT113 Cell Line RAW264.7 Mus musculus Imax = 71.7 % PMID[522908]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 65980.0 nM PMID[522908]

☑ 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 NPC320089 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
0.9 High Similarity NPC472197
0.8817 High Similarity NPC54731
0.8804 High Similarity NPC472198
0.8804 High Similarity NPC159698
0.8791 High Similarity NPC472199
0.8696 High Similarity NPC472196
0.8696 High Similarity NPC472195
0.8696 High Similarity NPC238090
0.8506 High Similarity NPC21693
0.8506 High Similarity NPC236649
0.8421 Intermediate Similarity NPC306041
0.8421 Intermediate Similarity NPC143446
0.8333 Intermediate Similarity NPC472290
0.8315 Intermediate Similarity NPC38295
0.8315 Intermediate Similarity NPC156089
0.8315 Intermediate Similarity NPC473500
0.8315 Intermediate Similarity NPC470313
0.828 Intermediate Similarity NPC202886
0.8247 Intermediate Similarity NPC472015
0.8222 Intermediate Similarity NPC288471
0.8191 Intermediate Similarity NPC477749
0.8182 Intermediate Similarity NPC163362
0.8182 Intermediate Similarity NPC127295
0.8172 Intermediate Similarity NPC477748
0.8155 Intermediate Similarity NPC83005
0.8144 Intermediate Similarity NPC476612
0.8144 Intermediate Similarity NPC476613
0.8137 Intermediate Similarity NPC392
0.8137 Intermediate Similarity NPC177524
0.8137 Intermediate Similarity NPC219900
0.8132 Intermediate Similarity NPC477746
0.8132 Intermediate Similarity NPC477747
0.8119 Intermediate Similarity NPC476740
0.8119 Intermediate Similarity NPC476738
0.81 Intermediate Similarity NPC474581
0.81 Intermediate Similarity NPC475367
0.81 Intermediate Similarity NPC309398
0.81 Intermediate Similarity NPC473816
0.8095 Intermediate Similarity NPC75167
0.8095 Intermediate Similarity NPC311592
0.8081 Intermediate Similarity NPC154127
0.8081 Intermediate Similarity NPC476611
0.8046 Intermediate Similarity NPC110813
0.8022 Intermediate Similarity NPC475035
0.8022 Intermediate Similarity NPC266718
0.8021 Intermediate Similarity NPC477345
0.8021 Intermediate Similarity NPC477348
0.8021 Intermediate Similarity NPC71589
0.8021 Intermediate Similarity NPC238264
0.802 Intermediate Similarity NPC469869
0.8019 Intermediate Similarity NPC181145
0.8 Intermediate Similarity NPC223834
0.8 Intermediate Similarity NPC9447
0.8 Intermediate Similarity NPC477349
0.7961 Intermediate Similarity NPC193765
0.7959 Intermediate Similarity NPC40812
0.7957 Intermediate Similarity NPC475037
0.7955 Intermediate Similarity NPC133377
0.7938 Intermediate Similarity NPC36954
0.7938 Intermediate Similarity NPC469543
0.7935 Intermediate Similarity NPC471494
0.7917 Intermediate Similarity NPC476300
0.7912 Intermediate Similarity NPC69469
0.7905 Intermediate Similarity NPC126897
0.7905 Intermediate Similarity NPC297945
0.79 Intermediate Similarity NPC475655
0.79 Intermediate Similarity NPC57586
0.79 Intermediate Similarity NPC154132
0.79 Intermediate Similarity NPC471637
0.79 Intermediate Similarity NPC2313
0.79 Intermediate Similarity NPC475157
0.79 Intermediate Similarity NPC473332
0.7895 Intermediate Similarity NPC6414
0.7895 Intermediate Similarity NPC303451
0.7895 Intermediate Similarity NPC118078
0.7889 Intermediate Similarity NPC469469
0.7885 Intermediate Similarity NPC313668
0.7885 Intermediate Similarity NPC315836
0.7879 Intermediate Similarity NPC203627
0.7872 Intermediate Similarity NPC248312
0.7872 Intermediate Similarity NPC137368
0.787 Intermediate Similarity NPC473405
0.7865 Intermediate Similarity NPC321728
0.7857 Intermediate Similarity NPC473765
0.7857 Intermediate Similarity NPC476066
0.7857 Intermediate Similarity NPC475164
0.7857 Intermediate Similarity NPC475593
0.7857 Intermediate Similarity NPC475241
0.7857 Intermediate Similarity NPC475540
0.7857 Intermediate Similarity NPC475525
0.7857 Intermediate Similarity NPC475375
0.7857 Intermediate Similarity NPC473605
0.7849 Intermediate Similarity NPC311163
0.7849 Intermediate Similarity NPC47937
0.7843 Intermediate Similarity NPC472748
0.7835 Intermediate Similarity NPC294293
0.7835 Intermediate Similarity NPC163409
0.7835 Intermediate Similarity NPC44682
0.783 Intermediate Similarity NPC174836
0.7826 Intermediate Similarity NPC243618
0.7826 Intermediate Similarity NPC9868
0.7826 Intermediate Similarity NPC70424
0.7826 Intermediate Similarity NPC474776
0.7822 Intermediate Similarity NPC201191
0.7812 Intermediate Similarity NPC470379
0.7812 Intermediate Similarity NPC30515
0.7812 Intermediate Similarity NPC470373
0.7812 Intermediate Similarity NPC184463
0.78 Intermediate Similarity NPC469870
0.78 Intermediate Similarity NPC244878
0.78 Intermediate Similarity NPC469871
0.7798 Intermediate Similarity NPC475309
0.7798 Intermediate Similarity NPC471548
0.7788 Intermediate Similarity NPC473807
0.7778 Intermediate Similarity NPC236580
0.7778 Intermediate Similarity NPC266842
0.7778 Intermediate Similarity NPC239547
0.7778 Intermediate Similarity NPC96597
0.7778 Intermediate Similarity NPC309503
0.7778 Intermediate Similarity NPC91197
0.7778 Intermediate Similarity NPC155319
0.7778 Intermediate Similarity NPC304445
0.7778 Intermediate Similarity NPC125551
0.7767 Intermediate Similarity NPC472751
0.7767 Intermediate Similarity NPC472749
0.7767 Intermediate Similarity NPC239961
0.7766 Intermediate Similarity NPC248602
0.7757 Intermediate Similarity NPC293658
0.7757 Intermediate Similarity NPC474410
0.7755 Intermediate Similarity NPC108141
0.7745 Intermediate Similarity NPC472750
0.7745 Intermediate Similarity NPC151516
0.7745 Intermediate Similarity NPC197736
0.7745 Intermediate Similarity NPC472747
0.7742 Intermediate Similarity NPC182383
0.7742 Intermediate Similarity NPC477013
0.7742 Intermediate Similarity NPC471567
0.7742 Intermediate Similarity NPC329838
0.7742 Intermediate Similarity NPC329615
0.7742 Intermediate Similarity NPC120398
0.7742 Intermediate Similarity NPC137033
0.7742 Intermediate Similarity NPC477014
0.7742 Intermediate Similarity NPC475034
0.7732 Intermediate Similarity NPC473663
0.7732 Intermediate Similarity NPC475173
0.7732 Intermediate Similarity NPC473520
0.7732 Intermediate Similarity NPC473723
0.7732 Intermediate Similarity NPC473561
0.7732 Intermediate Similarity NPC61201
0.7732 Intermediate Similarity NPC478036
0.7732 Intermediate Similarity NPC475912
0.7732 Intermediate Similarity NPC478037
0.7727 Intermediate Similarity NPC229655
0.7723 Intermediate Similarity NPC20673
0.7723 Intermediate Similarity NPC280991
0.7723 Intermediate Similarity NPC198992
0.7717 Intermediate Similarity NPC11620
0.7708 Intermediate Similarity NPC313670
0.7708 Intermediate Similarity NPC473448
0.7708 Intermediate Similarity NPC473904
0.7708 Intermediate Similarity NPC474761
0.7708 Intermediate Similarity NPC473311
0.7708 Intermediate Similarity NPC476004
0.7708 Intermediate Similarity NPC51004
0.77 Intermediate Similarity NPC198422
0.77 Intermediate Similarity NPC81483
0.77 Intermediate Similarity NPC169468
0.77 Intermediate Similarity NPC40182
0.77 Intermediate Similarity NPC70733
0.77 Intermediate Similarity NPC307517
0.77 Intermediate Similarity NPC187268
0.77 Intermediate Similarity NPC187761
0.77 Intermediate Similarity NPC308567
0.77 Intermediate Similarity NPC255592
0.77 Intermediate Similarity NPC61630
0.77 Intermediate Similarity NPC261377
0.77 Intermediate Similarity NPC151093
0.77 Intermediate Similarity NPC83895
0.77 Intermediate Similarity NPC56071
0.7684 Intermediate Similarity NPC40376
0.7684 Intermediate Similarity NPC474471
0.7684 Intermediate Similarity NPC320458
0.7684 Intermediate Similarity NPC233551
0.7684 Intermediate Similarity NPC89001
0.7684 Intermediate Similarity NPC48338
0.7684 Intermediate Similarity NPC227379
0.7684 Intermediate Similarity NPC153805
0.7684 Intermediate Similarity NPC21208
0.7684 Intermediate Similarity NPC20339
0.7684 Intermediate Similarity NPC473905
0.7684 Intermediate Similarity NPC280621
0.7677 Intermediate Similarity NPC476315
0.767 Intermediate Similarity NPC474917
0.767 Intermediate Similarity NPC86095
0.766 Intermediate Similarity NPC208473
0.766 Intermediate Similarity NPC164393
0.766 Intermediate Similarity NPC477015
0.7658 Intermediate Similarity NPC48692
0.7653 Intermediate Similarity NPC256368
0.7653 Intermediate Similarity NPC25701

  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 NPC320089 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
0.8478 Intermediate Similarity NPD6698 Approved
0.8478 Intermediate Similarity NPD46 Approved
0.8137 Intermediate Similarity NPD6686 Approved
0.7905 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7879 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7812 Intermediate Similarity NPD7983 Approved
0.7589 Intermediate Similarity NPD8516 Approved
0.7589 Intermediate Similarity NPD8517 Approved
0.7589 Intermediate Similarity NPD8515 Approved
0.7589 Intermediate Similarity NPD8513 Phase 3
0.7526 Intermediate Similarity NPD7838 Discovery
0.7434 Intermediate Similarity NPD8444 Approved
0.7431 Intermediate Similarity NPD8133 Approved
0.7327 Intermediate Similarity NPD7839 Suspended
0.7265 Intermediate Similarity NPD8448 Approved
0.7196 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD8451 Approved
0.7179 Intermediate Similarity NPD7507 Approved
0.7155 Intermediate Similarity NPD7830 Approved
0.7155 Intermediate Similarity NPD7829 Approved
0.7064 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD6412 Phase 2
0.7009 Intermediate Similarity NPD7642 Approved
0.7 Intermediate Similarity NPD7319 Approved
0.6975 Remote Similarity NPD8074 Phase 3
0.6949 Remote Similarity NPD8340 Approved
0.6949 Remote Similarity NPD8342 Approved
0.6949 Remote Similarity NPD8299 Approved
0.6949 Remote Similarity NPD8341 Approved
0.6942 Remote Similarity NPD8392 Approved
0.6942 Remote Similarity NPD8390 Approved
0.6942 Remote Similarity NPD8391 Approved
0.6897 Remote Similarity NPD8377 Approved
0.6897 Remote Similarity NPD8294 Approved
0.687 Remote Similarity NPD7328 Approved
0.687 Remote Similarity NPD7641 Discontinued
0.687 Remote Similarity NPD7327 Approved
0.6864 Remote Similarity NPD8328 Phase 3
0.6847 Remote Similarity NPD6371 Approved
0.6838 Remote Similarity NPD8296 Approved
0.6838 Remote Similarity NPD8335 Approved
0.6838 Remote Similarity NPD8033 Approved
0.6838 Remote Similarity NPD8378 Approved
0.6838 Remote Similarity NPD8380 Approved
0.6838 Remote Similarity NPD8379 Approved
0.681 Remote Similarity NPD7516 Approved
0.6804 Remote Similarity NPD7154 Phase 3
0.6783 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6735 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6729 Remote Similarity NPD5344 Discontinued
0.6699 Remote Similarity NPD5779 Approved
0.6699 Remote Similarity NPD5778 Approved
0.6695 Remote Similarity NPD7503 Approved
0.6667 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8039 Approved
0.6638 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6612 Remote Similarity NPD8273 Phase 1
0.6555 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6535 Remote Similarity NPD4250 Approved
0.6535 Remote Similarity NPD4251 Approved
0.6531 Remote Similarity NPD6435 Approved
0.6505 Remote Similarity NPD8522 Clinical (unspecified phase)
0.65 Remote Similarity NPD8080 Discontinued
0.65 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6495 Remote Similarity NPD4820 Approved
0.6495 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6495 Remote Similarity NPD4819 Approved
0.6495 Remote Similarity NPD4821 Approved
0.6495 Remote Similarity NPD4822 Approved
0.6484 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6465 Remote Similarity NPD5362 Discontinued
0.646 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6436 Remote Similarity NPD4249 Approved
0.6435 Remote Similarity NPD6053 Discontinued
0.6408 Remote Similarity NPD6101 Approved
0.6408 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6389 Remote Similarity NPD7638 Approved
0.6372 Remote Similarity NPD5345 Clinical (unspecified phase)
0.633 Remote Similarity NPD7639 Approved
0.633 Remote Similarity NPD6648 Approved
0.633 Remote Similarity NPD7640 Approved
0.6327 Remote Similarity NPD5368 Approved
0.6292 Remote Similarity NPD3197 Phase 1
0.629 Remote Similarity NPD8293 Discontinued
0.6289 Remote Similarity NPD4268 Approved
0.6289 Remote Similarity NPD4271 Approved
0.6289 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6286 Remote Similarity NPD6411 Approved
0.6279 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6263 Remote Similarity NPD5369 Approved
0.6261 Remote Similarity NPD6421 Discontinued
0.6261 Remote Similarity NPD5955 Clinical (unspecified phase)
0.625 Remote Similarity NPD1695 Approved
0.624 Remote Similarity NPD7736 Approved
0.6239 Remote Similarity NPD4225 Approved
0.6222 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6216 Remote Similarity NPD8139 Approved
0.6216 Remote Similarity NPD8085 Approved
0.6216 Remote Similarity NPD8082 Approved
0.6216 Remote Similarity NPD8086 Approved
0.6216 Remote Similarity NPD8084 Approved
0.6216 Remote Similarity NPD8138 Approved
0.6216 Remote Similarity NPD8083 Approved
0.6202 Remote Similarity NPD8415 Approved
0.62 Remote Similarity NPD4269 Approved
0.62 Remote Similarity NPD4270 Approved
0.6195 Remote Similarity NPD8393 Approved
0.619 Remote Similarity NPD5785 Approved
0.6168 Remote Similarity NPD5282 Discontinued
0.6161 Remote Similarity NPD8275 Approved
0.6161 Remote Similarity NPD8276 Approved
0.6139 Remote Similarity NPD6110 Phase 1
0.6132 Remote Similarity NPD7637 Suspended
0.6117 Remote Similarity NPD5786 Approved
0.6115 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6111 Remote Similarity NPD7909 Approved
0.6111 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6106 Remote Similarity NPD8081 Approved
0.6098 Remote Similarity NPD6370 Approved
0.6083 Remote Similarity NPD7500 Approved
0.6083 Remote Similarity NPD7115 Discovery
0.6068 Remote Similarity NPD7116 Clinical (unspecified phase)
0.604 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6019 Remote Similarity NPD5363 Approved
0.6017 Remote Similarity NPD8297 Approved
0.6017 Remote Similarity NPD6882 Approved
0.6016 Remote Similarity NPD8266 Approved
0.6016 Remote Similarity NPD8267 Approved
0.6016 Remote Similarity NPD8268 Approved
0.6016 Remote Similarity NPD8269 Approved
0.6 Remote Similarity NPD7492 Approved
0.6 Remote Similarity NPD8307 Discontinued
0.6 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6 Remote Similarity NPD4252 Approved
0.6 Remote Similarity NPD8140 Approved
0.598 Remote Similarity NPD5332 Approved
0.598 Remote Similarity NPD5331 Approved
0.5978 Remote Similarity NPD7331 Phase 2
0.5962 Remote Similarity NPD6422 Discontinued
0.5952 Remote Similarity NPD6616 Approved
0.595 Remote Similarity NPD6009 Approved
0.5941 Remote Similarity NPD4790 Discontinued
0.5935 Remote Similarity NPD6319 Approved
0.5935 Remote Similarity NPD6059 Approved
0.5935 Remote Similarity NPD6054 Approved
0.5926 Remote Similarity NPD6399 Phase 3
0.5914 Remote Similarity NPD898 Approved
0.5914 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5914 Remote Similarity NPD897 Approved
0.5914 Remote Similarity NPD896 Approved
0.5906 Remote Similarity NPD7078 Approved
0.5905 Remote Similarity NPD7524 Approved
0.59 Remote Similarity NPD7329 Approved
0.5897 Remote Similarity NPD8306 Approved
0.5897 Remote Similarity NPD8305 Approved
0.5895 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5887 Remote Similarity NPD6921 Approved
0.5872 Remote Similarity NPD7748 Approved
0.5859 Remote Similarity NPD8337 Approved
0.5859 Remote Similarity NPD8336 Approved
0.5856 Remote Similarity NPD6084 Phase 2
0.5856 Remote Similarity NPD6083 Phase 2
0.5856 Remote Similarity NPD7902 Approved
0.5847 Remote Similarity NPD8087 Discontinued
0.5833 Remote Similarity NPD4632 Approved
0.5825 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5825 Remote Similarity NPD3669 Approved
0.5814 Remote Similarity NPD3730 Approved
0.5814 Remote Similarity NPD3728 Approved
0.5809 Remote Similarity NPD8384 Approved
0.5794 Remote Similarity NPD6067 Discontinued
0.5789 Remote Similarity NPD7632 Discontinued
0.5778 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5776 Remote Similarity NPD7128 Approved
0.5776 Remote Similarity NPD6402 Approved
0.5776 Remote Similarity NPD6675 Approved
0.5776 Remote Similarity NPD5739 Approved
0.5773 Remote Similarity NPD3181 Approved
0.5769 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5766 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5763 Remote Similarity NPD6373 Approved
0.5763 Remote Similarity NPD6372 Approved
0.576 Remote Similarity NPD6016 Approved
0.576 Remote Similarity NPD6015 Approved
0.5741 Remote Similarity NPD3168 Discontinued
0.5725 Remote Similarity NPD7260 Phase 2
0.5714 Remote Similarity NPD1694 Approved
0.5714 Remote Similarity NPD5988 Approved
0.57 Remote Similarity NPD4756 Discovery
0.5691 Remote Similarity NPD7505 Discontinued
0.569 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5688 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5688 Remote Similarity NPD7515 Phase 2
0.5682 Remote Similarity NPD8338 Approved
0.568 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5678 Remote Similarity NPD7320 Approved
0.5678 Remote Similarity NPD6881 Approved
0.5678 Remote Similarity NPD6899 Approved
0.5676 Remote Similarity NPD8455 Phase 2
0.5676 Remote Similarity NPD5695 Phase 3

  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