Structure

Physi-Chem Properties

Molecular Weight:  803.66
Volume:  912.769
LogP:  10.517
LogD:  5.54
LogS:  -1.135
# Rotatable Bonds:  45
TPSA:  122.16
# H-Bond Aceptor:  8
# H-Bond Donor:  3
# Rings:  0
# Heavy Atoms:  8

MedChem Properties

QED Drug-Likeness Score:  0.032
Synthetic Accessibility Score:  4.326
Fsp3:  0.816
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:  -5.103
MDCK Permeability:  1.544803672004491e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.813
20% Bioavailability (F20%):  1.0
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.008
Plasma Protein Binding (PPB):  104.02975463867188%
Volume Distribution (VD):  1.719
Pgp-substrate:  0.46331527829170227%

ADMET: Metabolism

CYP1A2-inhibitor:  0.025
CYP1A2-substrate:  0.148
CYP2C19-inhibitor:  0.098
CYP2C19-substrate:  0.038
CYP2C9-inhibitor:  0.059
CYP2C9-substrate:  0.994
CYP2D6-inhibitor:  0.663
CYP2D6-substrate:  0.045
CYP3A4-inhibitor:  0.763
CYP3A4-substrate:  0.035

ADMET: Excretion

Clearance (CL):  3.9
Half-life (T1/2):  0.839

ADMET: Toxicity

hERG Blockers:  0.719
Human Hepatotoxicity (H-HT):  0.497
Drug-inuced Liver Injury (DILI):  0.028
AMES Toxicity:  0.103
Rat Oral Acute Toxicity:  0.015
Maximum Recommended Daily Dose:  0.034
Skin Sensitization:  0.979
Carcinogencity:  0.054
Eye Corrosion:  0.003
Eye Irritation:  0.011
Respiratory Toxicity:  0.264

Download Data

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

  Natural Product: NPC39290

Natural Product ID:  NPC39290
Common Name*:   Bathymodiolamide A
IUPAC Name:   [(2S,3R,4S)-4-(dodecanoylamino)-2-[(6Z,9Z,12Z)-hexadeca-6,9,12-trienoyl]oxy-3,5-dihydroxypentyl] hexadecanoate
Synonyms:   Bathymodiolamide A
Standard InCHIKey:  ZWRWCDYNQPJUJY-MWNPFMMGSA-N
Standard InCHI:  InChI=1S/C49H89NO7/c1-4-7-10-13-16-19-21-23-25-28-31-34-37-40-47(53)56-43-45(57-48(54)41-38-35-32-29-26-24-22-20-17-14-11-8-5-2)49(55)44(42-51)50-46(52)39-36-33-30-27-18-15-12-9-6-3/h11,14,20,22,26,29,44-45,49,51,55H,4-10,12-13,15-19,21,23-25,27-28,30-43H2,1-3H3,(H,50,52)/b14-11-,22-20-,29-26-/t44-,45-,49+/m0/s1
SMILES:  CCCCCCCCCCCC(=N[C@H]([C@H]([C@@H](OC(=O)CCCC/C=CC/C=CC/C=CCCC)COC(=O)CCCCCCCCCCCCCCC)O)CO)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1773151
PubChem CID:   54585951
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0000324] Fatty acid esters

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO5885 Bathymodiolus thermophilus Species Mytilidae Eukaryota n.a. gill n.a. PMID[21222464]
NPO5885 Bathymodiolus thermophilus Species Mytilidae 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
NPT165 Cell Line HeLa Homo sapiens IC50 = 400.0 nM PMID[522972]
NPT83 Cell Line MCF7 Homo sapiens IC50 = 100.0 nM PMID[522972]

☑ 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 NPC39290 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 NPC159369
0.8265 Intermediate Similarity NPC74035
0.8235 Intermediate Similarity NPC474833
0.7882 Intermediate Similarity NPC264417
0.7882 Intermediate Similarity NPC217095
0.7822 Intermediate Similarity NPC475918
0.7684 Intermediate Similarity NPC61894
0.7684 Intermediate Similarity NPC475603
0.7667 Intermediate Similarity NPC474312
0.759 Intermediate Similarity NPC141481
0.759 Intermediate Similarity NPC473559
0.759 Intermediate Similarity NPC48218
0.759 Intermediate Similarity NPC324981
0.7476 Intermediate Similarity NPC201128
0.747 Intermediate Similarity NPC475443
0.747 Intermediate Similarity NPC473829
0.747 Intermediate Similarity NPC127091
0.747 Intermediate Similarity NPC271921
0.747 Intermediate Similarity NPC148192
0.747 Intermediate Similarity NPC22101
0.747 Intermediate Similarity NPC330426
0.747 Intermediate Similarity NPC104537
0.7412 Intermediate Similarity NPC476660
0.7396 Intermediate Similarity NPC74672
0.7396 Intermediate Similarity NPC139782
0.7396 Intermediate Similarity NPC209047
0.7396 Intermediate Similarity NPC43074
0.7396 Intermediate Similarity NPC242503
0.7391 Intermediate Similarity NPC196102
0.7391 Intermediate Similarity NPC178758
0.7356 Intermediate Similarity NPC288086
0.732 Intermediate Similarity NPC473950
0.732 Intermediate Similarity NPC473581
0.732 Intermediate Similarity NPC473604
0.732 Intermediate Similarity NPC186840
0.732 Intermediate Similarity NPC15851
0.732 Intermediate Similarity NPC475125
0.732 Intermediate Similarity NPC111567
0.732 Intermediate Similarity NPC309898
0.732 Intermediate Similarity NPC263545
0.7294 Intermediate Similarity NPC473772
0.7176 Intermediate Similarity NPC474812
0.7174 Intermediate Similarity NPC21693
0.7174 Intermediate Similarity NPC236649
0.7172 Intermediate Similarity NPC3568
0.7172 Intermediate Similarity NPC157353
0.7172 Intermediate Similarity NPC17290
0.7172 Intermediate Similarity NPC282088
0.7172 Intermediate Similarity NPC54961
0.7172 Intermediate Similarity NPC256570
0.7172 Intermediate Similarity NPC192066
0.7172 Intermediate Similarity NPC156782
0.7172 Intermediate Similarity NPC158445
0.7143 Intermediate Similarity NPC282705
0.7143 Intermediate Similarity NPC182632
0.7128 Intermediate Similarity NPC477199
0.7105 Intermediate Similarity NPC273185
0.7093 Intermediate Similarity NPC291196
0.7093 Intermediate Similarity NPC103712
0.7091 Intermediate Similarity NPC471645
0.7033 Intermediate Similarity NPC473984
0.703 Intermediate Similarity NPC197294
0.703 Intermediate Similarity NPC183449
0.703 Intermediate Similarity NPC8098
0.7021 Intermediate Similarity NPC156089
0.7021 Intermediate Similarity NPC473500
0.7021 Intermediate Similarity NPC470313
0.7021 Intermediate Similarity NPC38295
0.7019 Intermediate Similarity NPC477198
0.7011 Intermediate Similarity NPC42526
0.7009 Intermediate Similarity NPC70235
0.7 Intermediate Similarity NPC262312
0.7 Intermediate Similarity NPC23454
0.7 Intermediate Similarity NPC70323
0.7 Intermediate Similarity NPC35269
0.6988 Remote Similarity NPC54925
0.697 Remote Similarity NPC319473
0.6966 Remote Similarity NPC474321
0.6941 Remote Similarity NPC476656
0.6941 Remote Similarity NPC476659
0.6909 Remote Similarity NPC261750
0.6909 Remote Similarity NPC1111
0.6863 Remote Similarity NPC45313
0.6863 Remote Similarity NPC175614
0.6857 Remote Similarity NPC325339
0.6857 Remote Similarity NPC72401
0.6824 Remote Similarity NPC476655
0.6824 Remote Similarity NPC476654
0.6824 Remote Similarity NPC476657
0.6822 Remote Similarity NPC154601
0.6807 Remote Similarity NPC477793
0.6807 Remote Similarity NPC329919
0.6804 Remote Similarity NPC258824
0.6792 Remote Similarity NPC215988
0.6789 Remote Similarity NPC473578
0.6789 Remote Similarity NPC329305
0.6786 Remote Similarity NPC316674
0.6774 Remote Similarity NPC263574
0.6774 Remote Similarity NPC469747
0.6757 Remote Similarity NPC60432
0.6747 Remote Similarity NPC321919
0.6747 Remote Similarity NPC81896
0.6739 Remote Similarity NPC110813
0.6739 Remote Similarity NPC325936
0.6737 Remote Similarity NPC477487
0.6731 Remote Similarity NPC132931
0.6731 Remote Similarity NPC234542
0.6729 Remote Similarity NPC14537
0.6706 Remote Similarity NPC476658
0.6703 Remote Similarity NPC3094
0.6701 Remote Similarity NPC471567
0.6701 Remote Similarity NPC120398
0.6701 Remote Similarity NPC322529
0.6697 Remote Similarity NPC475150
0.6667 Remote Similarity NPC95478
0.6667 Remote Similarity NPC473224
0.6667 Remote Similarity NPC155670
0.6667 Remote Similarity NPC292345
0.6667 Remote Similarity NPC133377
0.6667 Remote Similarity NPC29501
0.6667 Remote Similarity NPC99619
0.6667 Remote Similarity NPC321838
0.6667 Remote Similarity NPC201939
0.6667 Remote Similarity NPC228638
0.6667 Remote Similarity NPC26500
0.6667 Remote Similarity NPC145748
0.6667 Remote Similarity NPC473252
0.6639 Remote Similarity NPC475472
0.6634 Remote Similarity NPC270005
0.6634 Remote Similarity NPC208537
0.663 Remote Similarity NPC190400
0.663 Remote Similarity NPC49392
0.6627 Remote Similarity NPC325550
0.6627 Remote Similarity NPC329003
0.6627 Remote Similarity NPC326524
0.6607 Remote Similarity NPC469865
0.6598 Remote Similarity NPC156804
0.6598 Remote Similarity NPC163093
0.6598 Remote Similarity NPC227051
0.6591 Remote Similarity NPC273508
0.6591 Remote Similarity NPC209327
0.6585 Remote Similarity NPC73829
0.6585 Remote Similarity NPC119794
0.6579 Remote Similarity NPC30196
0.6552 Remote Similarity NPC477515
0.6552 Remote Similarity NPC314268
0.6552 Remote Similarity NPC67917
0.6552 Remote Similarity NPC313802
0.6548 Remote Similarity NPC243532
0.6532 Remote Similarity NPC76999
0.6531 Remote Similarity NPC329615
0.6531 Remote Similarity NPC477014
0.6531 Remote Similarity NPC477013
0.6531 Remote Similarity NPC329838
0.6522 Remote Similarity NPC6531
0.6522 Remote Similarity NPC201968
0.6518 Remote Similarity NPC476875
0.6517 Remote Similarity NPC317583
0.6514 Remote Similarity NPC271269
0.6512 Remote Similarity NPC328089
0.6512 Remote Similarity NPC68343
0.6509 Remote Similarity NPC233932
0.6506 Remote Similarity NPC321030
0.65 Remote Similarity NPC233551
0.65 Remote Similarity NPC21208
0.65 Remote Similarity NPC48338
0.65 Remote Similarity NPC320458
0.65 Remote Similarity NPC20339
0.65 Remote Similarity NPC280621
0.65 Remote Similarity NPC473905
0.65 Remote Similarity NPC89001
0.65 Remote Similarity NPC40376
0.6495 Remote Similarity NPC253801
0.6491 Remote Similarity NPC50694
0.6489 Remote Similarity NPC11796
0.6489 Remote Similarity NPC478017
0.6489 Remote Similarity NPC315535
0.6489 Remote Similarity NPC315131
0.6489 Remote Similarity NPC218817
0.6486 Remote Similarity NPC474725
0.6484 Remote Similarity NPC470435
0.648 Remote Similarity NPC75318
0.648 Remote Similarity NPC235772
0.648 Remote Similarity NPC280941
0.6471 Remote Similarity NPC145627
0.6471 Remote Similarity NPC314629
0.6465 Remote Similarity NPC47937
0.6465 Remote Similarity NPC62118
0.6465 Remote Similarity NPC107717
0.6465 Remote Similarity NPC309211
0.6465 Remote Similarity NPC114694
0.6465 Remote Similarity NPC69082
0.6465 Remote Similarity NPC132940
0.6465 Remote Similarity NPC477015
0.6465 Remote Similarity NPC241360
0.6465 Remote Similarity NPC171174
0.6465 Remote Similarity NPC477728
0.6465 Remote Similarity NPC240695
0.6465 Remote Similarity NPC231096
0.6465 Remote Similarity NPC232555

  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 NPC39290 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
0.7692 Intermediate Similarity NPD6421 Discontinued
0.7396 Intermediate Similarity NPD8522 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD6935 Phase 3
0.7117 Intermediate Similarity NPD6936 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD5781 Clinical (unspecified phase)
0.6863 Remote Similarity NPD4228 Discovery
0.6832 Remote Similarity NPD8394 Approved
0.6754 Remote Similarity NPD6918 Phase 1
0.6706 Remote Similarity NPD3197 Phase 1
0.6667 Remote Similarity NPD618 Clinical (unspecified phase)
0.6609 Remote Similarity NPD7641 Discontinued
0.6577 Remote Similarity NPD6420 Discontinued
0.6489 Remote Similarity NPD7917 Clinical (unspecified phase)
0.6489 Remote Similarity NPD7918 Clinical (unspecified phase)
0.6471 Remote Similarity NPD7983 Approved
0.6441 Remote Similarity NPD8444 Approved
0.6417 Remote Similarity NPD8340 Approved
0.6417 Remote Similarity NPD8299 Approved
0.6417 Remote Similarity NPD8342 Approved
0.6417 Remote Similarity NPD8341 Approved
0.6374 Remote Similarity NPD2256 Clinical (unspecified phase)
0.6364 Remote Similarity NPD4816 Clinical (unspecified phase)
0.6364 Remote Similarity NPD619 Phase 3
0.6364 Remote Similarity NPD8451 Approved
0.6333 Remote Similarity NPD7829 Approved
0.6333 Remote Similarity NPD7830 Approved
0.633 Remote Similarity NPD2259 Approved
0.633 Remote Similarity NPD2258 Approved
0.6325 Remote Similarity NPD7756 Clinical (unspecified phase)
0.6316 Remote Similarity NPD3732 Approved
0.6311 Remote Similarity NPD8448 Approved
0.629 Remote Similarity NPD8390 Approved
0.629 Remote Similarity NPD8392 Approved
0.629 Remote Similarity NPD8391 Approved
0.6275 Remote Similarity NPD3716 Discontinued
0.6239 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6228 Remote Similarity NPD1719 Phase 1
0.6214 Remote Similarity NPD6698 Approved
0.6214 Remote Similarity NPD46 Approved
0.6211 Remote Similarity NPD3160 Suspended
0.6198 Remote Similarity NPD7642 Approved
0.6182 Remote Similarity NPD1407 Approved
0.6105 Remote Similarity NPD818 Approved
0.6105 Remote Similarity NPD819 Approved
0.6098 Remote Similarity NPD8273 Phase 1
0.6075 Remote Similarity NPD6428 Approved
0.6061 Remote Similarity NPD6435 Approved
0.6061 Remote Similarity NPD7345 Approved
0.6061 Remote Similarity NPD883 Phase 2
0.6061 Remote Similarity NPD882 Phase 2
0.6053 Remote Similarity NPD6941 Approved
0.6053 Remote Similarity NPD8306 Approved
0.6053 Remote Similarity NPD6413 Approved
0.6053 Remote Similarity NPD8305 Approved
0.6033 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6024 Remote Similarity NPD4266 Approved
0.6024 Remote Similarity NPD3194 Approved
0.6024 Remote Similarity NPD3728 Approved
0.6024 Remote Similarity NPD3196 Approved
0.6024 Remote Similarity NPD3195 Phase 2
0.6024 Remote Similarity NPD3730 Approved
0.6022 Remote Similarity NPD6944 Clinical (unspecified phase)
0.6 Remote Similarity NPD7651 Approved
0.5984 Remote Similarity NPD8080 Discontinued
0.5943 Remote Similarity NPD1447 Phase 3
0.5943 Remote Similarity NPD1446 Phase 3
0.593 Remote Similarity NPD6109 Phase 1
0.5929 Remote Similarity NPD5357 Phase 1
0.5926 Remote Similarity NPD7839 Suspended
0.592 Remote Similarity NPD8074 Phase 3
0.5905 Remote Similarity NPD7838 Discovery
0.5905 Remote Similarity NPD6095 Approved
0.5905 Remote Similarity NPD6094 Approved
0.5904 Remote Similarity NPD3172 Approved
0.5891 Remote Similarity NPD4738 Phase 2
0.5865 Remote Similarity NPD4264 Clinical (unspecified phase)
0.5859 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5859 Remote Similarity NPD5368 Approved
0.5846 Remote Similarity NPD8415 Approved
0.5842 Remote Similarity NPD7154 Phase 3
0.5833 Remote Similarity NPD7500 Approved
0.582 Remote Similarity NPD2217 Approved
0.582 Remote Similarity NPD2218 Phase 2
0.5818 Remote Similarity NPD2255 Approved
0.5812 Remote Similarity NPD2204 Approved
0.5812 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5806 Remote Similarity NPD8277 Approved
0.5804 Remote Similarity NPD7139 Approved
0.5804 Remote Similarity NPD7140 Approved
0.5804 Remote Similarity NPD8086 Approved
0.5804 Remote Similarity NPD8082 Approved
0.5804 Remote Similarity NPD8139 Approved
0.5804 Remote Similarity NPD8084 Approved
0.5804 Remote Similarity NPD8138 Approved
0.5804 Remote Similarity NPD8085 Approved
0.5804 Remote Similarity NPD7141 Clinical (unspecified phase)
0.5804 Remote Similarity NPD8083 Approved
0.5802 Remote Similarity NPD8387 Clinical (unspecified phase)
0.5798 Remote Similarity NPD7915 Approved
0.5798 Remote Similarity NPD7916 Approved
0.5795 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5789 Remote Similarity NPD4211 Phase 1
0.5773 Remote Similarity NPD2689 Clinical (unspecified phase)
0.5769 Remote Similarity NPD4251 Approved
0.5769 Remote Similarity NPD4250 Approved
0.5761 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5752 Remote Similarity NPD8276 Approved
0.5752 Remote Similarity NPD8275 Approved
0.575 Remote Similarity NPD869 Approved
0.5745 Remote Similarity NPD9446 Approved
0.5739 Remote Similarity NPD8140 Approved
0.5739 Remote Similarity NPD8307 Discontinued
0.5702 Remote Similarity NPD8081 Approved
0.5702 Remote Similarity NPD7505 Discontinued
0.5699 Remote Similarity NPD8278 Approved
0.5688 Remote Similarity NPD7844 Discontinued
0.5684 Remote Similarity NPD6704 Discontinued
0.5673 Remote Similarity NPD4249 Approved
0.567 Remote Similarity NPD1453 Phase 1
0.5667 Remote Similarity NPD3210 Clinical (unspecified phase)
0.5663 Remote Similarity NPD29 Approved
0.5663 Remote Similarity NPD28 Approved
0.5657 Remote Similarity NPD4268 Approved
0.5657 Remote Similarity NPD4271 Approved
0.5652 Remote Similarity NPD8393 Approved
0.5645 Remote Similarity NPD5981 Approved
0.5644 Remote Similarity NPD5369 Approved
0.5638 Remote Similarity NPD9445 Approved
0.5636 Remote Similarity NPD5349 Clinical (unspecified phase)
0.563 Remote Similarity NPD6852 Discontinued
0.5619 Remote Similarity NPD4759 Clinical (unspecified phase)
0.5614 Remote Similarity NPD8045 Clinical (unspecified phase)
0.56 Remote Similarity NPD7624 Clinical (unspecified phase)
0.56 Remote Similarity NPD7623 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