Structure

Physi-Chem Properties

Molecular Weight:  814.33
Volume:  783.421
LogP:  -0.909
LogD:  -1.496
LogS:  -2.997
# Rotatable Bonds:  17
TPSA:  312.05
# H-Bond Aceptor:  19
# H-Bond Donor:  11
# Rings:  3
# Heavy Atoms:  19

MedChem Properties

QED Drug-Likeness Score:  0.044
Synthetic Accessibility Score:  5.758
Fsp3:  0.579
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:  -5.588
MDCK Permeability:  0.0001399518660036847
Pgp-inhibitor:  0.005
Pgp-substrate:  0.996
Human Intestinal Absorption (HIA):  0.982
20% Bioavailability (F20%):  0.874
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.23
Plasma Protein Binding (PPB):  63.87830352783203%
Volume Distribution (VD):  0.526
Pgp-substrate:  4.886806964874268%

ADMET: Metabolism

CYP1A2-inhibitor:  0.28
CYP1A2-substrate:  0.005
CYP2C19-inhibitor:  0.029
CYP2C19-substrate:  0.062
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.964
CYP2D6-inhibitor:  0.023
CYP2D6-substrate:  0.865
CYP3A4-inhibitor:  0.014
CYP3A4-substrate:  0.009

ADMET: Excretion

Clearance (CL):  0.68
Half-life (T1/2):  0.628

ADMET: Toxicity

hERG Blockers:  0.154
Human Hepatotoxicity (H-HT):  0.059
Drug-inuced Liver Injury (DILI):  0.069
AMES Toxicity:  0.11
Rat Oral Acute Toxicity:  0.002
Maximum Recommended Daily Dose:  0.0
Skin Sensitization:  0.374
Carcinogencity:  0.033
Eye Corrosion:  0.003
Eye Irritation:  0.088
Respiratory Toxicity:  0.002

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

  Natural Product: NPC285588

Natural Product ID:  NPC285588
Common Name*:   Crocetin(Beta-D-Glucosyl)(Beta-Gentiobiosyl)Ester
IUPAC Name:   1-O-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 16-O-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioate
Synonyms:  
Standard InCHIKey:  CZSBHMFVVLYIQQ-DRVLGOCHSA-N
Standard InCHI:  InChI=1S/C38H54O19/c1-18(11-7-13-20(3)34(50)56-37-32(48)29(45)26(42)23(16-40)54-37)9-5-6-10-19(2)12-8-14-21(4)35(51)57-38-33(49)30(46)27(43)24(55-38)17-52-36-31(47)28(44)25(41)22(15-39)53-36/h5-14,22-33,36-49H,15-17H2,1-4H3/b6-5+,11-7+,12-8+,18-9+,19-10+,20-13+,21-14+/t22-,23-,24-,25-,26-,27-,28+,29+,30+,31-,32-,33-,36-,37+,38+/m1/s1
SMILES:  OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C(=O)O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)C)C)/C)/C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2311863
PubChem CID:   9940690
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids

*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
NPO9445 Crocus sativus Species Iridaceae Eukaryota n.a. n.a. n.a. DOI[10.1002/hlca.19270100148]
NPO9445 Crocus sativus Species Iridaceae Eukaryota Petals n.a. n.a. PMID[15043425]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota Fruits n.a. n.a. PMID[16309325]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. Seoul, Korea 2000-Jun PMID[16643034]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota fruit n.a. n.a. PMID[18505286]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota fruit n.a. n.a. PMID[19650637]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota fruits n.a. n.a. PMID[23305920]
NPO9445 Crocus sativus Species Iridaceae Eukaryota n.a. n.a. n.a. PMID[24338885]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[32141747]
NPO9445 Crocus sativus Species Iridaceae Eukaryota Silk Stigma Style n.a. n.a. Database[FooDB]
NPO9445 Crocus sativus Species Iridaceae Eukaryota n.a. n.a. Database[FooDB]
NPO9445 Crocus sativus Species Iridaceae Eukaryota n.a. n.a. Database[FooDB]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9445 Crocus sativus Species Iridaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9445 Crocus sativus Species Iridaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9445 Crocus sativus Species Iridaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9445 Crocus sativus Species Iridaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9445 Crocus sativus Species Iridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9518 Gardenia jasminoides Species Rubiaceae 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
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 100000.0 nM PMID[506360]

☑ 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 NPC285588 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
0.9765 High Similarity NPC110072
0.9524 High Similarity NPC118077
0.9524 High Similarity NPC475186
0.8706 High Similarity NPC251026
0.869 High Similarity NPC127295
0.869 High Similarity NPC163362
0.8681 High Similarity NPC294293
0.8605 High Similarity NPC142111
0.8605 High Similarity NPC473315
0.8539 High Similarity NPC470137
0.8526 High Similarity NPC2313
0.8526 High Similarity NPC57586
0.8526 High Similarity NPC471637
0.8526 High Similarity NPC475157
0.8526 High Similarity NPC154132
0.8526 High Similarity NPC475655
0.8506 High Similarity NPC473308
0.8409 Intermediate Similarity NPC470124
0.8372 Intermediate Similarity NPC469469
0.8351 Intermediate Similarity NPC197736
0.8315 Intermediate Similarity NPC208473
0.8295 Intermediate Similarity NPC475035
0.8295 Intermediate Similarity NPC266718
0.8261 Intermediate Similarity NPC477349
0.8222 Intermediate Similarity NPC475037
0.8191 Intermediate Similarity NPC469543
0.8182 Intermediate Similarity NPC315070
0.8172 Intermediate Similarity NPC320552
0.8152 Intermediate Similarity NPC473311
0.8152 Intermediate Similarity NPC327253
0.8085 Intermediate Similarity NPC477348
0.8085 Intermediate Similarity NPC159698
0.8085 Intermediate Similarity NPC163409
0.8085 Intermediate Similarity NPC238264
0.8085 Intermediate Similarity NPC477345
0.8085 Intermediate Similarity NPC44682
0.8022 Intermediate Similarity NPC125142
0.8 Intermediate Similarity NPC475034
0.8 Intermediate Similarity NPC170204
0.7979 Intermediate Similarity NPC238090
0.7979 Intermediate Similarity NPC472196
0.7979 Intermediate Similarity NPC472195
0.7917 Intermediate Similarity NPC475164
0.7917 Intermediate Similarity NPC475375
0.7917 Intermediate Similarity NPC476066
0.7917 Intermediate Similarity NPC475525
0.7917 Intermediate Similarity NPC475593
0.7917 Intermediate Similarity NPC473605
0.7917 Intermediate Similarity NPC475540
0.7917 Intermediate Similarity NPC473765
0.7917 Intermediate Similarity NPC475241
0.7872 Intermediate Similarity NPC477749
0.7843 Intermediate Similarity NPC193765
0.7835 Intermediate Similarity NPC475332
0.7816 Intermediate Similarity NPC477314
0.7791 Intermediate Similarity NPC326661
0.7766 Intermediate Similarity NPC118078
0.7766 Intermediate Similarity NPC6414
0.7766 Intermediate Similarity NPC303451
0.7701 Intermediate Similarity NPC110813
0.7684 Intermediate Similarity NPC476084
0.7684 Intermediate Similarity NPC476075
0.766 Intermediate Similarity NPC477748
0.7614 Intermediate Similarity NPC133377
0.7604 Intermediate Similarity NPC320089
0.7604 Intermediate Similarity NPC159092
0.7604 Intermediate Similarity NPC61201
0.7596 Intermediate Similarity NPC133625
0.7582 Intermediate Similarity NPC470313
0.7582 Intermediate Similarity NPC156089
0.7582 Intermediate Similarity NPC473500
0.7582 Intermediate Similarity NPC38295
0.7579 Intermediate Similarity NPC202886
0.7576 Intermediate Similarity NPC40182
0.7576 Intermediate Similarity NPC198422
0.7558 Intermediate Similarity NPC472173
0.7551 Intermediate Similarity NPC255410
0.7525 Intermediate Similarity NPC201191
0.7525 Intermediate Similarity NPC222062
0.75 Intermediate Similarity NPC114172
0.75 Intermediate Similarity NPC472124
0.75 Intermediate Similarity NPC206679
0.75 Intermediate Similarity NPC471324
0.75 Intermediate Similarity NPC472126
0.75 Intermediate Similarity NPC472125
0.75 Intermediate Similarity NPC469410
0.75 Intermediate Similarity NPC288471
0.7476 Intermediate Similarity NPC476738
0.7476 Intermediate Similarity NPC476740
0.7476 Intermediate Similarity NPC82251
0.7475 Intermediate Similarity NPC120299
0.7451 Intermediate Similarity NPC197541
0.7451 Intermediate Similarity NPC284929
0.7451 Intermediate Similarity NPC118761
0.7451 Intermediate Similarity NPC267869
0.7451 Intermediate Similarity NPC475367
0.7451 Intermediate Similarity NPC309398
0.7451 Intermediate Similarity NPC473816
0.7451 Intermediate Similarity NPC234304
0.7451 Intermediate Similarity NPC474581
0.7449 Intermediate Similarity NPC300710
0.7447 Intermediate Similarity NPC313658
0.7447 Intermediate Similarity NPC316138
0.7444 Intermediate Similarity NPC133226
0.7444 Intermediate Similarity NPC470147
0.7423 Intermediate Similarity NPC109406
0.7412 Intermediate Similarity NPC474078
0.74 Intermediate Similarity NPC475653
0.74 Intermediate Similarity NPC203627
0.7396 Intermediate Similarity NPC307699
0.7386 Intermediate Similarity NPC229655
0.7374 Intermediate Similarity NPC143446
0.7374 Intermediate Similarity NPC288350
0.7374 Intermediate Similarity NPC173329
0.7363 Intermediate Similarity NPC236649
0.7363 Intermediate Similarity NPC21693
0.7356 Intermediate Similarity NPC477305
0.7356 Intermediate Similarity NPC477309
0.7356 Intermediate Similarity NPC477308
0.7356 Intermediate Similarity NPC477313
0.7356 Intermediate Similarity NPC477316
0.7356 Intermediate Similarity NPC477312
0.7356 Intermediate Similarity NPC477304
0.7356 Intermediate Similarity NPC477315
0.7347 Intermediate Similarity NPC256368
0.7333 Intermediate Similarity NPC180725
0.7333 Intermediate Similarity NPC470148
0.7333 Intermediate Similarity NPC473807
0.7333 Intermediate Similarity NPC470149
0.7303 Intermediate Similarity NPC475711
0.7303 Intermediate Similarity NPC474026
0.7273 Intermediate Similarity NPC477306
0.7263 Intermediate Similarity NPC199382
0.7255 Intermediate Similarity NPC476611
0.7255 Intermediate Similarity NPC198992
0.7241 Intermediate Similarity NPC55652
0.7241 Intermediate Similarity NPC477303
0.7241 Intermediate Similarity NPC477311
0.7241 Intermediate Similarity NPC132938
0.7222 Intermediate Similarity NPC248775
0.7222 Intermediate Similarity NPC470825
0.7216 Intermediate Similarity NPC231710
0.7216 Intermediate Similarity NPC216826
0.7216 Intermediate Similarity NPC270908
0.7216 Intermediate Similarity NPC117596
0.7216 Intermediate Similarity NPC470573
0.7216 Intermediate Similarity NPC65665
0.7216 Intermediate Similarity NPC120021
0.7209 Intermediate Similarity NPC476012
0.7207 Intermediate Similarity NPC470515
0.72 Intermediate Similarity NPC306041
0.7188 Intermediate Similarity NPC248312
0.7184 Intermediate Similarity NPC195510
0.7184 Intermediate Similarity NPC13171
0.7184 Intermediate Similarity NPC473596
0.7174 Intermediate Similarity NPC280367
0.7172 Intermediate Similarity NPC472198
0.7172 Intermediate Similarity NPC2003
0.7172 Intermediate Similarity NPC25701
0.717 Intermediate Similarity NPC219900
0.717 Intermediate Similarity NPC392
0.717 Intermediate Similarity NPC177524
0.7159 Intermediate Similarity NPC107654
0.7159 Intermediate Similarity NPC472174
0.7158 Intermediate Similarity NPC47937
0.7157 Intermediate Similarity NPC22149
0.7157 Intermediate Similarity NPC255677
0.7157 Intermediate Similarity NPC306344
0.7156 Intermediate Similarity NPC473159
0.7143 Intermediate Similarity NPC470911
0.7143 Intermediate Similarity NPC470915
0.7143 Intermediate Similarity NPC9447
0.7143 Intermediate Similarity NPC472199
0.7143 Intermediate Similarity NPC239961
0.7143 Intermediate Similarity NPC1180
0.7143 Intermediate Similarity NPC472197
0.7143 Intermediate Similarity NPC470517
0.71 Intermediate Similarity NPC101051
0.7094 Intermediate Similarity NPC162925
0.7094 Intermediate Similarity NPC87153
0.7087 Intermediate Similarity NPC219038
0.7087 Intermediate Similarity NPC28304
0.7087 Intermediate Similarity NPC298255
0.708 Intermediate Similarity NPC135369
0.7079 Intermediate Similarity NPC327041
0.7079 Intermediate Similarity NPC285840
0.7075 Intermediate Similarity NPC474285
0.7075 Intermediate Similarity NPC254538
0.7071 Intermediate Similarity NPC473723
0.7071 Intermediate Similarity NPC473663
0.7071 Intermediate Similarity NPC475173
0.7071 Intermediate Similarity NPC473520
0.7071 Intermediate Similarity NPC473561
0.7069 Intermediate Similarity NPC179261
0.7064 Intermediate Similarity NPC328074
0.7064 Intermediate Similarity NPC317460
0.7064 Intermediate Similarity NPC321272
0.7064 Intermediate Similarity NPC470025
0.7059 Intermediate Similarity NPC307517
0.7059 Intermediate Similarity NPC81483

  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 NPC285588 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
0.7755 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD7838 Discovery
0.717 Intermediate Similarity NPD6686 Approved
0.687 Remote Similarity NPD8513 Phase 3
0.687 Remote Similarity NPD8516 Approved
0.687 Remote Similarity NPD8517 Approved
0.687 Remote Similarity NPD8515 Approved
0.6869 Remote Similarity NPD6698 Approved
0.6869 Remote Similarity NPD46 Approved
0.6818 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6752 Remote Similarity NPD7829 Approved
0.6752 Remote Similarity NPD7830 Approved
0.6724 Remote Similarity NPD7503 Approved
0.6638 Remote Similarity NPD8377 Approved
0.6638 Remote Similarity NPD8294 Approved
0.6581 Remote Similarity NPD8296 Approved
0.6581 Remote Similarity NPD8379 Approved
0.6581 Remote Similarity NPD8335 Approved
0.6581 Remote Similarity NPD8378 Approved
0.6581 Remote Similarity NPD8380 Approved
0.6471 Remote Similarity NPD7983 Approved
0.6441 Remote Similarity NPD8033 Approved
0.6353 Remote Similarity NPD6123 Approved
0.6325 Remote Similarity NPD7327 Approved
0.6325 Remote Similarity NPD7328 Approved
0.6311 Remote Similarity NPD8448 Approved
0.6303 Remote Similarity NPD8444 Approved
0.629 Remote Similarity NPD8390 Approved
0.629 Remote Similarity NPD8391 Approved
0.629 Remote Similarity NPD8392 Approved
0.6271 Remote Similarity NPD7516 Approved
0.6263 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6261 Remote Similarity NPD8133 Approved
0.625 Remote Similarity NPD7329 Approved
0.623 Remote Similarity NPD8451 Approved
0.6214 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6186 Remote Similarity NPD7641 Discontinued
0.6179 Remote Similarity NPD8074 Phase 3
0.6147 Remote Similarity NPD5344 Discontinued
0.6098 Remote Similarity NPD7507 Approved
0.6075 Remote Similarity NPD7839 Suspended
0.6066 Remote Similarity NPD8328 Phase 3
0.6055 Remote Similarity NPD6648 Approved
0.6024 Remote Similarity NPD7346 Approved
0.6018 Remote Similarity NPD6412 Phase 2
0.6016 Remote Similarity NPD8342 Approved
0.6016 Remote Similarity NPD8340 Approved
0.6016 Remote Similarity NPD8341 Approved
0.6016 Remote Similarity NPD8299 Approved
0.5952 Remote Similarity NPD7319 Approved
0.5935 Remote Similarity NPD7642 Approved
0.5934 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5904 Remote Similarity NPD893 Approved
0.5904 Remote Similarity NPD891 Phase 3
0.5904 Remote Similarity NPD890 Clinical (unspecified phase)
0.5904 Remote Similarity NPD888 Phase 3
0.5904 Remote Similarity NPD892 Phase 3
0.5897 Remote Similarity NPD6430 Approved
0.5897 Remote Similarity NPD6429 Approved
0.5893 Remote Similarity NPD1407 Approved
0.5878 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5877 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5852 Remote Similarity NPD7266 Discontinued
0.5795 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5789 Remote Similarity NPD3181 Approved
0.5783 Remote Similarity NPD2269 Approved
0.5776 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5701 Remote Similarity NPD7637 Suspended
0.5686 Remote Similarity NPD6110 Phase 1
0.5676 Remote Similarity NPD7638 Approved
0.5676 Remote Similarity NPD4225 Approved
0.5663 Remote Similarity NPD904 Phase 3
0.5663 Remote Similarity NPD905 Approved
0.5648 Remote Similarity NPD5779 Approved
0.5648 Remote Similarity NPD5778 Approved
0.5625 Remote Similarity NPD7640 Approved
0.5625 Remote Similarity NPD7639 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