Structure

Physi-Chem Properties

Molecular Weight:  652.27
Volume:  644.25
LogP:  -0.382
LogD:  -1.469
LogS:  -2.88
# Rotatable Bonds:  14
TPSA:  232.9
# H-Bond Aceptor:  14
# H-Bond Donor:  8
# Rings:  2
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.072
Synthetic Accessibility Score:  5.324
Fsp3:  0.5
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:  -5.602
MDCK Permeability:  2.4274588213302195e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.973
Human Intestinal Absorption (HIA):  0.931
20% Bioavailability (F20%):  0.435
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.157
Plasma Protein Binding (PPB):  74.92522430419922%
Volume Distribution (VD):  0.498
Pgp-substrate:  4.463726043701172%

ADMET: Metabolism

CYP1A2-inhibitor:  0.441
CYP1A2-substrate:  0.01
CYP2C19-inhibitor:  0.083
CYP2C19-substrate:  0.05
CYP2C9-inhibitor:  0.011
CYP2C9-substrate:  0.976
CYP2D6-inhibitor:  0.137
CYP2D6-substrate:  0.893
CYP3A4-inhibitor:  0.02
CYP3A4-substrate:  0.017

ADMET: Excretion

Clearance (CL):  0.975
Half-life (T1/2):  0.629

ADMET: Toxicity

hERG Blockers:  0.086
Human Hepatotoxicity (H-HT):  0.099
Drug-inuced Liver Injury (DILI):  0.793
AMES Toxicity:  0.12
Rat Oral Acute Toxicity:  0.007
Maximum Recommended Daily Dose:  0.002
Skin Sensitization:  0.491
Carcinogencity:  0.07
Eye Corrosion:  0.003
Eye Irritation:  0.039
Respiratory Toxicity:  0.009

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

  Natural Product: NPC118077

Natural Product ID:  NPC118077
Common Name*:   Crocin 3
IUPAC Name:   (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethyl-16-oxo-16-[(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]oxyhexadeca-2,4,6,8,10,12,14-heptaenoic acid
Synonyms:   Crocin 3
Standard InCHIKey:  VULLCGFNYWDRHL-YJOFKXFJSA-N
Standard InCHI:  InChI=1S/C32H44O14/c1-17(11-7-13-19(3)29(40)41)9-5-6-10-18(2)12-8-14-20(4)30(42)46-32-28(39)26(37)24(35)22(45-32)16-43-31-27(38)25(36)23(34)21(15-33)44-31/h5-14,21-28,31-39H,15-16H2,1-4H3,(H,40,41)/p-1/b6-5+,11-7+,12-8+,17-9+,18-10+,19-13+,20-14+/t21-,22-,23-,24-,25+,26+,27-,28-,31-,32+/m1/s1
SMILES:  C/C(=CC=CC=C(/C)C=CC=C(/C)C(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)O1)O)O)O)/C=C/C=C(C)/C(=O)[O-]
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL450567
PubChem CID:   10461942
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]
NPO9445 Crocus sativus Species Iridaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
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[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]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9445 Crocus sativus Species Iridaceae 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
NPT43 Individual Protein Tyrosinase Agaricus bisporus IC50 = 960000.0 nM PMID[543786]

☑ 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 NPC118077 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 NPC475186
0.9524 High Similarity NPC285588
0.9302 High Similarity NPC110072
0.9036 High Similarity NPC142111
0.9036 High Similarity NPC473315
0.8953 High Similarity NPC470137
0.8929 High Similarity NPC473308
0.8916 High Similarity NPC251026
0.8902 High Similarity NPC163362
0.8902 High Similarity NPC127295
0.8721 High Similarity NPC208473
0.8706 High Similarity NPC475035
0.8667 High Similarity NPC294293
0.8621 High Similarity NPC475037
0.8605 High Similarity NPC470124
0.8571 High Similarity NPC469469
0.8488 Intermediate Similarity NPC266718
0.8391 Intermediate Similarity NPC475034
0.8352 Intermediate Similarity NPC472196
0.8352 Intermediate Similarity NPC238090
0.8352 Intermediate Similarity NPC320552
0.8352 Intermediate Similarity NPC472195
0.8333 Intermediate Similarity NPC473311
0.8333 Intermediate Similarity NPC327253
0.8261 Intermediate Similarity NPC159698
0.8193 Intermediate Similarity NPC326661
0.8125 Intermediate Similarity NPC475157
0.8125 Intermediate Similarity NPC154132
0.8125 Intermediate Similarity NPC2313
0.8125 Intermediate Similarity NPC475655
0.8125 Intermediate Similarity NPC57586
0.8125 Intermediate Similarity NPC471637
0.8043 Intermediate Similarity NPC477749
0.8 Intermediate Similarity NPC477314
0.798 Intermediate Similarity NPC315070
0.7979 Intermediate Similarity NPC469543
0.7979 Intermediate Similarity NPC170204
0.7959 Intermediate Similarity NPC197736
0.7935 Intermediate Similarity NPC6414
0.7935 Intermediate Similarity NPC118078
0.7935 Intermediate Similarity NPC303451
0.7882 Intermediate Similarity NPC110813
0.7849 Intermediate Similarity NPC477349
0.7826 Intermediate Similarity NPC477748
0.7816 Intermediate Similarity NPC470147
0.7816 Intermediate Similarity NPC133226
0.7802 Intermediate Similarity NPC313658
0.7802 Intermediate Similarity NPC316138
0.7791 Intermediate Similarity NPC133377
0.7766 Intermediate Similarity NPC61201
0.7765 Intermediate Similarity NPC229655
0.7753 Intermediate Similarity NPC38295
0.7753 Intermediate Similarity NPC156089
0.7753 Intermediate Similarity NPC473500
0.7753 Intermediate Similarity NPC470313
0.7745 Intermediate Similarity NPC133625
0.7742 Intermediate Similarity NPC202886
0.7738 Intermediate Similarity NPC472173
0.7732 Intermediate Similarity NPC203627
0.7732 Intermediate Similarity NPC475653
0.7708 Intermediate Similarity NPC255410
0.7701 Intermediate Similarity NPC180725
0.7701 Intermediate Similarity NPC470148
0.7701 Intermediate Similarity NPC470149
0.7684 Intermediate Similarity NPC477345
0.7684 Intermediate Similarity NPC44682
0.7684 Intermediate Similarity NPC477348
0.7684 Intermediate Similarity NPC163409
0.7684 Intermediate Similarity NPC238264
0.7677 Intermediate Similarity NPC201191
0.7667 Intermediate Similarity NPC288471
0.766 Intermediate Similarity NPC469410
0.7629 Intermediate Similarity NPC120299
0.7629 Intermediate Similarity NPC475332
0.7619 Intermediate Similarity NPC132938
0.7609 Intermediate Similarity NPC125142
0.7604 Intermediate Similarity NPC300710
0.76 Intermediate Similarity NPC284929
0.76 Intermediate Similarity NPC267869
0.76 Intermediate Similarity NPC118761
0.76 Intermediate Similarity NPC197541
0.76 Intermediate Similarity NPC234304
0.759 Intermediate Similarity NPC474078
0.7586 Intermediate Similarity NPC248775
0.7579 Intermediate Similarity NPC320089
0.7551 Intermediate Similarity NPC198422
0.7551 Intermediate Similarity NPC40182
0.7529 Intermediate Similarity NPC477304
0.7529 Intermediate Similarity NPC477308
0.7529 Intermediate Similarity NPC477305
0.7529 Intermediate Similarity NPC477315
0.7529 Intermediate Similarity NPC477313
0.7529 Intermediate Similarity NPC477316
0.7529 Intermediate Similarity NPC477312
0.7529 Intermediate Similarity NPC472174
0.7529 Intermediate Similarity NPC477309
0.7528 Intermediate Similarity NPC21693
0.7528 Intermediate Similarity NPC236649
0.7526 Intermediate Similarity NPC475241
0.7526 Intermediate Similarity NPC475540
0.7526 Intermediate Similarity NPC288350
0.7526 Intermediate Similarity NPC173329
0.7526 Intermediate Similarity NPC475164
0.7526 Intermediate Similarity NPC473605
0.7526 Intermediate Similarity NPC475375
0.7526 Intermediate Similarity NPC473765
0.7526 Intermediate Similarity NPC476066
0.7526 Intermediate Similarity NPC475525
0.7526 Intermediate Similarity NPC475593
0.75 Intermediate Similarity NPC222062
0.75 Intermediate Similarity NPC256368
0.75 Intermediate Similarity NPC473596
0.75 Intermediate Similarity NPC1180
0.75 Intermediate Similarity NPC13171
0.75 Intermediate Similarity NPC195510
0.7476 Intermediate Similarity NPC193765
0.7475 Intermediate Similarity NPC306344
0.7475 Intermediate Similarity NPC22149
0.7475 Intermediate Similarity NPC255677
0.7474 Intermediate Similarity NPC472124
0.7474 Intermediate Similarity NPC472126
0.7474 Intermediate Similarity NPC472197
0.7474 Intermediate Similarity NPC472125
0.7474 Intermediate Similarity NPC472199
0.7471 Intermediate Similarity NPC474026
0.7471 Intermediate Similarity NPC475711
0.7451 Intermediate Similarity NPC82251
0.7442 Intermediate Similarity NPC477306
0.7419 Intermediate Similarity NPC199382
0.7412 Intermediate Similarity NPC477303
0.7412 Intermediate Similarity NPC55652
0.7412 Intermediate Similarity NPC477311
0.74 Intermediate Similarity NPC198992
0.74 Intermediate Similarity NPC28304
0.74 Intermediate Similarity NPC298255
0.7396 Intermediate Similarity NPC109406
0.7396 Intermediate Similarity NPC159092
0.7391 Intermediate Similarity NPC471494
0.7381 Intermediate Similarity NPC476037
0.7381 Intermediate Similarity NPC476012
0.7379 Intermediate Similarity NPC474285
0.7379 Intermediate Similarity NPC254538
0.7374 Intermediate Similarity NPC61630
0.7374 Intermediate Similarity NPC307517
0.7374 Intermediate Similarity NPC169468
0.7374 Intermediate Similarity NPC81483
0.7368 Intermediate Similarity NPC307699
0.7368 Intermediate Similarity NPC117596
0.7368 Intermediate Similarity NPC473904
0.7358 Intermediate Similarity NPC470025
0.7358 Intermediate Similarity NPC321272
0.7358 Intermediate Similarity NPC317460
0.7358 Intermediate Similarity NPC328074
0.7353 Intermediate Similarity NPC86095
0.7347 Intermediate Similarity NPC143446
0.7347 Intermediate Similarity NPC306041
0.734 Intermediate Similarity NPC137368
0.7333 Intermediate Similarity NPC280367
0.7326 Intermediate Similarity NPC107654
0.7326 Intermediate Similarity NPC315843
0.732 Intermediate Similarity NPC25701
0.732 Intermediate Similarity NPC472198
0.732 Intermediate Similarity NPC2003
0.7312 Intermediate Similarity NPC311163
0.7312 Intermediate Similarity NPC47937
0.7308 Intermediate Similarity NPC473807
0.7303 Intermediate Similarity NPC321728
0.7292 Intermediate Similarity NPC206679
0.7292 Intermediate Similarity NPC476075
0.7292 Intermediate Similarity NPC471324
0.7292 Intermediate Similarity NPC9447
0.7292 Intermediate Similarity NPC476084
0.7292 Intermediate Similarity NPC114172
0.729 Intermediate Similarity NPC473159
0.729 Intermediate Similarity NPC470027
0.7282 Intermediate Similarity NPC239961
0.7273 Intermediate Similarity NPC233071
0.7264 Intermediate Similarity NPC17791
0.7263 Intermediate Similarity NPC139418
0.7255 Intermediate Similarity NPC309398
0.7245 Intermediate Similarity NPC101051
0.7241 Intermediate Similarity NPC327041
0.7241 Intermediate Similarity NPC285840
0.7234 Intermediate Similarity NPC45409
0.7228 Intermediate Similarity NPC219038
0.7228 Intermediate Similarity NPC476611
0.7228 Intermediate Similarity NPC20673
0.7216 Intermediate Similarity NPC473663
0.7216 Intermediate Similarity NPC473520
0.7216 Intermediate Similarity NPC473561
0.7216 Intermediate Similarity NPC475173
0.7216 Intermediate Similarity NPC473723
0.7209 Intermediate Similarity NPC284006
0.7209 Intermediate Similarity NPC329890
0.7209 Intermediate Similarity NPC329914
0.7204 Intermediate Similarity NPC477013
0.7204 Intermediate Similarity NPC477746
0.7204 Intermediate Similarity NPC477747
0.7204 Intermediate Similarity NPC329838
0.7204 Intermediate Similarity NPC471567

  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 NPC118077 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
0.8105 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7553 Intermediate Similarity NPD7838 Discovery
0.7143 Intermediate Similarity NPD6686 Approved
0.701 Intermediate Similarity NPD46 Approved
0.701 Intermediate Similarity NPD6698 Approved
0.687 Remote Similarity NPD7830 Approved
0.687 Remote Similarity NPD7829 Approved
0.6842 Remote Similarity NPD8515 Approved
0.6842 Remote Similarity NPD8517 Approved
0.6842 Remote Similarity NPD8516 Approved
0.6842 Remote Similarity NPD8513 Phase 3
0.6789 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6768 Remote Similarity NPD7983 Approved
0.6696 Remote Similarity NPD7503 Approved
0.6562 Remote Similarity NPD6400 Clinical (unspecified phase)
0.65 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6466 Remote Similarity NPD8377 Approved
0.6466 Remote Similarity NPD8294 Approved
0.6415 Remote Similarity NPD5344 Discontinued
0.641 Remote Similarity NPD8296 Approved
0.641 Remote Similarity NPD8380 Approved
0.641 Remote Similarity NPD8033 Approved
0.641 Remote Similarity NPD8335 Approved
0.641 Remote Similarity NPD8379 Approved
0.641 Remote Similarity NPD8378 Approved
0.6346 Remote Similarity NPD7839 Suspended
0.6333 Remote Similarity NPD8451 Approved
0.6321 Remote Similarity NPD6648 Approved
0.6293 Remote Similarity NPD7328 Approved
0.6293 Remote Similarity NPD7641 Discontinued
0.6293 Remote Similarity NPD7327 Approved
0.6281 Remote Similarity NPD8074 Phase 3
0.6281 Remote Similarity NPD8448 Approved
0.6271 Remote Similarity NPD8444 Approved
0.625 Remote Similarity NPD4247 Clinical (unspecified phase)
0.625 Remote Similarity NPD8299 Approved
0.625 Remote Similarity NPD8342 Approved
0.625 Remote Similarity NPD8341 Approved
0.625 Remote Similarity NPD8340 Approved
0.6239 Remote Similarity NPD7516 Approved
0.6147 Remote Similarity NPD1407 Approved
0.6129 Remote Similarity NPD8390 Approved
0.6129 Remote Similarity NPD8391 Approved
0.6129 Remote Similarity NPD8392 Approved
0.6118 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6066 Remote Similarity NPD7507 Approved
0.6049 Remote Similarity NPD893 Approved
0.6049 Remote Similarity NPD892 Phase 3
0.6049 Remote Similarity NPD890 Clinical (unspecified phase)
0.6049 Remote Similarity NPD888 Phase 3
0.6049 Remote Similarity NPD891 Phase 3
0.6033 Remote Similarity NPD7642 Approved
0.5982 Remote Similarity NPD6412 Phase 2
0.5982 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5969 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5962 Remote Similarity NPD7637 Suspended
0.596 Remote Similarity NPD6110 Phase 1
0.5948 Remote Similarity NPD8133 Approved
0.594 Remote Similarity NPD7266 Discontinued
0.593 Remote Similarity NPD6123 Approved
0.5926 Remote Similarity NPD2269 Approved
0.5926 Remote Similarity NPD4225 Approved
0.592 Remote Similarity NPD7319 Approved
0.5905 Remote Similarity NPD5778 Approved
0.5905 Remote Similarity NPD5779 Approved
0.5902 Remote Similarity NPD8328 Phase 3
0.5876 Remote Similarity NPD7329 Approved
0.5826 Remote Similarity NPD6371 Approved
0.5802 Remote Similarity NPD905 Approved
0.5802 Remote Similarity NPD904 Phase 3
0.5745 Remote Similarity NPD3181 Approved
0.5739 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5728 Remote Similarity NPD4251 Approved
0.5728 Remote Similarity NPD4250 Approved
0.5727 Remote Similarity NPD7639 Approved
0.5727 Remote Similarity NPD7640 Approved
0.5726 Remote Similarity NPD6430 Approved
0.5726 Remote Similarity NPD6429 Approved
0.5714 Remote Similarity NPD897 Approved
0.5714 Remote Similarity NPD896 Approved
0.5714 Remote Similarity NPD898 Approved
0.5698 Remote Similarity NPD6109 Phase 1
0.568 Remote Similarity NPD8273 Phase 1
0.567 Remote Similarity NPD4756 Discovery
0.5667 Remote Similarity NPD7505 Discontinued
0.5667 Remote Similarity NPD7500 Approved
0.5663 Remote Similarity NPD894 Approved
0.5663 Remote Similarity NPD889 Approved
0.5663 Remote Similarity NPD887 Approved
0.5663 Remote Similarity NPD895 Approved
0.5657 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5641 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5636 Remote Similarity NPD7638 Approved
0.5631 Remote Similarity NPD4249 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