Structure

Physi-Chem Properties

Molecular Weight:  358.21
Volume:  391.297
LogP:  4.293
LogD:  1.694
LogS:  -3.612
# Rotatable Bonds:  5
TPSA:  60.44
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.541
Synthetic Accessibility Score:  4.342
Fsp3:  0.591
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  1
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.828
MDCK Permeability:  2.1869362171855755e-05
Pgp-inhibitor:  0.925
Pgp-substrate:  0.095
Human Intestinal Absorption (HIA):  0.05
20% Bioavailability (F20%):  0.323
30% Bioavailability (F30%):  0.539

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.063
Plasma Protein Binding (PPB):  94.36170959472656%
Volume Distribution (VD):  2.689
Pgp-substrate:  5.495607852935791%

ADMET: Metabolism

CYP1A2-inhibitor:  0.076
CYP1A2-substrate:  0.505
CYP2C19-inhibitor:  0.411
CYP2C19-substrate:  0.84
CYP2C9-inhibitor:  0.197
CYP2C9-substrate:  0.079
CYP2D6-inhibitor:  0.568
CYP2D6-substrate:  0.035
CYP3A4-inhibitor:  0.919
CYP3A4-substrate:  0.658

ADMET: Excretion

Clearance (CL):  7.188
Half-life (T1/2):  0.179

ADMET: Toxicity

hERG Blockers:  0.01
Human Hepatotoxicity (H-HT):  0.516
Drug-inuced Liver Injury (DILI):  0.953
AMES Toxicity:  0.007
Rat Oral Acute Toxicity:  0.95
Maximum Recommended Daily Dose:  0.1
Skin Sensitization:  0.254
Carcinogencity:  0.441
Eye Corrosion:  0.011
Eye Irritation:  0.025
Respiratory Toxicity:  0.973

Download Data

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

  Natural Product: NPC475083

Natural Product ID:  NPC475083
Common Name*:   Petiolin A
IUPAC Name:   5-hydroxy-2,8,8-trimethyl-2-(4-methylpent-3-enyl)-6-(2-methylpropanoyl)chromen-7-one
Synonyms:  
Standard InCHIKey:  WCWBRLFAEDFKAR-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C22H30O4/c1-13(2)9-8-11-22(7)12-10-15-18(24)16(17(23)14(3)4)19(25)21(5,6)20(15)26-22/h9-10,12,14,24H,8,11H2,1-7H3
SMILES:  CC(C)C(=O)C1=C(C2=C(C(C1=O)(C)C)OC(C=C2)(C)CCC=C(C)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL496291
PubChem CID:   44576700
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000086] Pyrans

*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
NPO12794.1 Hypericum pseudopetiolatum Under-species n.a. n.a. n.a. n.a. n.a. PMID[18430575]
NPO12794.1 Hypericum pseudopetiolatum Under-species n.a. n.a. n.a. n.a. n.a. PMID[20598881]

☑ 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
NPT137 Cell Line L1210 Mus musculus IC50 = 2.5 ug.mL-1 PMID[546616]
NPT91 Cell Line KB Homo sapiens IC50 = 4.8 ug.mL-1 PMID[546616]

☑ 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 NPC475083 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
0.9506 High Similarity NPC103743
0.9506 High Similarity NPC113370
0.9506 High Similarity NPC476079
0.95 High Similarity NPC307112
0.809 Intermediate Similarity NPC213636
0.809 Intermediate Similarity NPC280592
0.809 Intermediate Similarity NPC253177
0.8 Intermediate Similarity NPC471329
0.8 Intermediate Similarity NPC296114
0.7882 Intermediate Similarity NPC275766
0.7826 Intermediate Similarity NPC477241
0.7778 Intermediate Similarity NPC472676
0.7778 Intermediate Similarity NPC472688
0.7766 Intermediate Similarity NPC239895
0.775 Intermediate Similarity NPC315597
0.775 Intermediate Similarity NPC203819
0.7738 Intermediate Similarity NPC248624
0.7738 Intermediate Similarity NPC315765
0.7708 Intermediate Similarity NPC469851
0.7701 Intermediate Similarity NPC288281
0.7619 Intermediate Similarity NPC316324
0.7609 Intermediate Similarity NPC45579
0.7531 Intermediate Similarity NPC315285
0.7527 Intermediate Similarity NPC282644
0.7527 Intermediate Similarity NPC29798
0.75 Intermediate Similarity NPC313444
0.7474 Intermediate Similarity NPC93271
0.7474 Intermediate Similarity NPC135576
0.7473 Intermediate Similarity NPC58532
0.7473 Intermediate Similarity NPC472677
0.7473 Intermediate Similarity NPC60765
0.7473 Intermediate Similarity NPC143025
0.7419 Intermediate Similarity NPC166110
0.7419 Intermediate Similarity NPC32552
0.7407 Intermediate Similarity NPC473277
0.74 Intermediate Similarity NPC469852
0.7363 Intermediate Similarity NPC125925
0.734 Intermediate Similarity NPC248193
0.732 Intermediate Similarity NPC35717
0.7317 Intermediate Similarity NPC316029
0.7303 Intermediate Similarity NPC16488
0.7283 Intermediate Similarity NPC26078
0.7283 Intermediate Similarity NPC473658
0.7253 Intermediate Similarity NPC291712
0.7253 Intermediate Similarity NPC315395
0.7253 Intermediate Similarity NPC316426
0.7253 Intermediate Similarity NPC234038
0.7234 Intermediate Similarity NPC472705
0.7234 Intermediate Similarity NPC32944
0.7234 Intermediate Similarity NPC193396
0.7216 Intermediate Similarity NPC208094
0.7216 Intermediate Similarity NPC478233
0.7209 Intermediate Similarity NPC315394
0.7204 Intermediate Similarity NPC118011
0.7204 Intermediate Similarity NPC95364
0.7204 Intermediate Similarity NPC307092
0.7204 Intermediate Similarity NPC142159
0.7204 Intermediate Similarity NPC471054
0.7204 Intermediate Similarity NPC51358
0.7204 Intermediate Similarity NPC36668
0.7188 Intermediate Similarity NPC295347
0.7188 Intermediate Similarity NPC209355
0.7174 Intermediate Similarity NPC23622
0.7172 Intermediate Similarity NPC224172
0.7172 Intermediate Similarity NPC244456
0.7172 Intermediate Similarity NPC469657
0.7172 Intermediate Similarity NPC206079
0.7159 Intermediate Similarity NPC160582
0.7143 Intermediate Similarity NPC64742
0.7143 Intermediate Similarity NPC281172
0.7143 Intermediate Similarity NPC470177
0.7128 Intermediate Similarity NPC212369
0.7126 Intermediate Similarity NPC264391
0.7125 Intermediate Similarity NPC471565
0.7125 Intermediate Similarity NPC471556
0.7125 Intermediate Similarity NPC471566
0.7113 Intermediate Similarity NPC9812
0.7111 Intermediate Similarity NPC258985
0.7097 Intermediate Similarity NPC472008
0.7097 Intermediate Similarity NPC106051
0.7097 Intermediate Similarity NPC72397
0.7097 Intermediate Similarity NPC53454
0.7079 Intermediate Similarity NPC44963
0.7079 Intermediate Similarity NPC472684
0.7079 Intermediate Similarity NPC189237
0.7071 Intermediate Similarity NPC54705
0.7065 Intermediate Similarity NPC477479
0.7065 Intermediate Similarity NPC472009
0.7065 Intermediate Similarity NPC477478
0.7065 Intermediate Similarity NPC198314
0.7059 Intermediate Similarity NPC32006
0.7059 Intermediate Similarity NPC85529
0.7059 Intermediate Similarity NPC122244
0.7045 Intermediate Similarity NPC469617
0.7041 Intermediate Similarity NPC53844
0.7037 Intermediate Similarity NPC315115
0.7033 Intermediate Similarity NPC196487
0.7033 Intermediate Similarity NPC14575
0.703 Intermediate Similarity NPC25666
0.703 Intermediate Similarity NPC297281
0.703 Intermediate Similarity NPC473144
0.703 Intermediate Similarity NPC271059
0.7021 Intermediate Similarity NPC210216
0.7021 Intermediate Similarity NPC474918
0.7021 Intermediate Similarity NPC212598
0.7021 Intermediate Similarity NPC284561
0.7019 Intermediate Similarity NPC137911
0.7019 Intermediate Similarity NPC228477
0.7 Intermediate Similarity NPC227925
0.7 Intermediate Similarity NPC85772
0.699 Remote Similarity NPC469853
0.699 Remote Similarity NPC199107
0.699 Remote Similarity NPC232969
0.6989 Remote Similarity NPC472007
0.6989 Remote Similarity NPC241054
0.6977 Remote Similarity NPC315552
0.697 Remote Similarity NPC316598
0.697 Remote Similarity NPC306908
0.697 Remote Similarity NPC244411
0.6966 Remote Similarity NPC91332
0.6966 Remote Similarity NPC162741
0.6957 Remote Similarity NPC471223
0.6957 Remote Similarity NPC15807
0.6957 Remote Similarity NPC261380
0.6957 Remote Similarity NPC67081
0.6957 Remote Similarity NPC11804
0.6947 Remote Similarity NPC145666
0.6947 Remote Similarity NPC265856
0.6947 Remote Similarity NPC469464
0.6941 Remote Similarity NPC215745
0.6941 Remote Similarity NPC12815
0.6941 Remote Similarity NPC153660
0.6941 Remote Similarity NPC238948
0.6939 Remote Similarity NPC472734
0.6939 Remote Similarity NPC472733
0.6932 Remote Similarity NPC275494
0.6932 Remote Similarity NPC478247
0.6932 Remote Similarity NPC99182
0.6932 Remote Similarity NPC478122
0.6932 Remote Similarity NPC478246
0.6932 Remote Similarity NPC471409
0.6931 Remote Similarity NPC235369
0.6923 Remote Similarity NPC220155
0.6923 Remote Similarity NPC161045
0.6915 Remote Similarity NPC478259
0.6915 Remote Similarity NPC478261
0.6915 Remote Similarity NPC478260
0.6915 Remote Similarity NPC260343
0.6915 Remote Similarity NPC472011
0.6907 Remote Similarity NPC143210
0.6907 Remote Similarity NPC53685
0.6907 Remote Similarity NPC65829
0.6905 Remote Similarity NPC59558
0.6893 Remote Similarity NPC478052
0.6889 Remote Similarity NPC470298
0.6889 Remote Similarity NPC225515
0.6882 Remote Similarity NPC186332
0.6882 Remote Similarity NPC116575
0.6882 Remote Similarity NPC203795
0.6882 Remote Similarity NPC47220
0.6875 Remote Similarity NPC478244
0.6875 Remote Similarity NPC478243
0.6869 Remote Similarity NPC472732
0.6869 Remote Similarity NPC472731
0.6869 Remote Similarity NPC202705
0.6869 Remote Similarity NPC134083
0.6863 Remote Similarity NPC473624
0.686 Remote Similarity NPC147438
0.686 Remote Similarity NPC215050
0.6842 Remote Similarity NPC115179
0.6842 Remote Similarity NPC106040
0.6842 Remote Similarity NPC280833
0.6842 Remote Similarity NPC295448
0.6837 Remote Similarity NPC171395
0.6837 Remote Similarity NPC214694
0.6837 Remote Similarity NPC91408
0.6837 Remote Similarity NPC12727
0.6832 Remote Similarity NPC472637
0.6832 Remote Similarity NPC62670
0.6832 Remote Similarity NPC116139
0.6824 Remote Similarity NPC84790
0.6824 Remote Similarity NPC133098
0.6818 Remote Similarity NPC471225
0.6818 Remote Similarity NPC54996
0.6818 Remote Similarity NPC473825
0.6809 Remote Similarity NPC478145
0.6809 Remote Similarity NPC181327
0.6804 Remote Similarity NPC476049
0.6804 Remote Similarity NPC242637
0.68 Remote Similarity NPC472730
0.68 Remote Similarity NPC476120
0.68 Remote Similarity NPC153776
0.68 Remote Similarity NPC472729
0.68 Remote Similarity NPC177680
0.68 Remote Similarity NPC166770
0.6796 Remote Similarity NPC309190
0.6786 Remote Similarity NPC151481
0.6782 Remote Similarity NPC166018
0.6782 Remote Similarity NPC169056
0.6782 Remote Similarity NPC225665

  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 NPC475083 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
0.6818 Remote Similarity NPD4756 Discovery
0.6633 Remote Similarity NPD5778 Approved
0.6633 Remote Similarity NPD5779 Approved
0.663 Remote Similarity NPD5209 Approved
0.6627 Remote Similarity NPD7331 Phase 2
0.6598 Remote Similarity NPD5785 Approved
0.6593 Remote Similarity NPD4695 Discontinued
0.6566 Remote Similarity NPD5282 Discontinued
0.6531 Remote Similarity NPD6411 Approved
0.6526 Remote Similarity NPD4623 Approved
0.6526 Remote Similarity NPD4519 Discontinued
0.6421 Remote Similarity NPD1696 Phase 3
0.6413 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6404 Remote Similarity NPD8039 Approved
0.6392 Remote Similarity NPD4518 Approved
0.6364 Remote Similarity NPD7637 Suspended
0.6337 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6327 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6327 Remote Similarity NPD6101 Approved
0.6316 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6311 Remote Similarity NPD4225 Approved
0.6311 Remote Similarity NPD8029 Clinical (unspecified phase)
0.631 Remote Similarity NPD7341 Phase 2
0.6283 Remote Similarity NPD7115 Discovery
0.6265 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6211 Remote Similarity NPD7154 Phase 3
0.6211 Remote Similarity NPD6110 Phase 1
0.62 Remote Similarity NPD7983 Approved
0.62 Remote Similarity NPD5281 Approved
0.62 Remote Similarity NPD5284 Approved
0.6186 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6186 Remote Similarity NPD4694 Approved
0.6186 Remote Similarity NPD5280 Approved
0.6162 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6145 Remote Similarity NPD4191 Approved
0.6145 Remote Similarity NPD4194 Approved
0.6145 Remote Similarity NPD4192 Approved
0.6145 Remote Similarity NPD4193 Approved
0.6117 Remote Similarity NPD7839 Suspended
0.6105 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6105 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6105 Remote Similarity NPD4221 Approved
0.6105 Remote Similarity NPD4223 Phase 3
0.6082 Remote Similarity NPD5363 Approved
0.6082 Remote Similarity NPD1694 Approved
0.6047 Remote Similarity NPD3704 Approved
0.6047 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6044 Remote Similarity NPD8264 Approved
0.604 Remote Similarity NPD5694 Approved
0.604 Remote Similarity NPD5693 Phase 1
0.602 Remote Similarity NPD5690 Phase 2
0.602 Remote Similarity NPD5786 Approved
0.602 Remote Similarity NPD5279 Phase 3
0.6019 Remote Similarity NPD5909 Discontinued
0.5979 Remote Similarity NPD4197 Approved
0.596 Remote Similarity NPD3573 Approved
0.5957 Remote Similarity NPD4195 Approved
0.5943 Remote Similarity NPD7639 Approved
0.5943 Remote Similarity NPD7640 Approved
0.5941 Remote Similarity NPD5692 Phase 3
0.5941 Remote Similarity NPD6698 Approved
0.5941 Remote Similarity NPD46 Approved
0.5941 Remote Similarity NPD4096 Approved
0.5941 Remote Similarity NPD7838 Discovery
0.5941 Remote Similarity NPD5207 Approved
0.5938 Remote Similarity NPD4270 Approved
0.5938 Remote Similarity NPD4269 Approved
0.5929 Remote Similarity NPD6053 Discontinued
0.5918 Remote Similarity NPD5329 Approved
0.5893 Remote Similarity NPD6371 Approved
0.5882 Remote Similarity NPD6050 Approved
0.5876 Remote Similarity NPD6695 Phase 3
0.5865 Remote Similarity NPD5695 Phase 3
0.5859 Remote Similarity NPD4693 Phase 3
0.5859 Remote Similarity NPD4689 Approved
0.5859 Remote Similarity NPD4688 Approved
0.5859 Remote Similarity NPD4138 Approved
0.5859 Remote Similarity NPD5205 Approved
0.5859 Remote Similarity NPD4690 Approved
0.5851 Remote Similarity NPD3617 Approved
0.5851 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5851 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5849 Remote Similarity NPD7638 Approved
0.5842 Remote Similarity NPD4753 Phase 2
0.5833 Remote Similarity NPD5211 Phase 2
0.5833 Remote Similarity NPD5369 Approved
0.5816 Remote Similarity NPD3666 Approved
0.5816 Remote Similarity NPD3665 Phase 1
0.5816 Remote Similarity NPD3133 Approved
0.5816 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5814 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5798 Remote Similarity NPD8513 Phase 3
0.5773 Remote Similarity NPD3667 Approved
0.5769 Remote Similarity NPD7748 Approved
0.5761 Remote Similarity NPD4058 Approved
0.5761 Remote Similarity NPD4687 Approved
0.5755 Remote Similarity NPD6083 Phase 2
0.5755 Remote Similarity NPD6084 Phase 2
0.5747 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5729 Remote Similarity NPD4820 Approved
0.5729 Remote Similarity NPD7514 Phase 3
0.5729 Remote Similarity NPD4822 Approved
0.5729 Remote Similarity NPD4819 Approved
0.5729 Remote Similarity NPD4252 Approved
0.5729 Remote Similarity NPD7332 Phase 2
0.5729 Remote Similarity NPD4821 Approved
0.5729 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5728 Remote Similarity NPD6079 Approved
0.5727 Remote Similarity NPD5141 Approved
0.5726 Remote Similarity NPD7500 Approved
0.5714 Remote Similarity NPD5276 Approved
0.5714 Remote Similarity NPD4629 Approved
0.5714 Remote Similarity NPD5210 Approved
0.5714 Remote Similarity NPD5362 Discontinued
0.5702 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5701 Remote Similarity NPD5696 Approved
0.57 Remote Similarity NPD4249 Approved
0.57 Remote Similarity NPD3618 Phase 1
0.5686 Remote Similarity NPD5328 Approved
0.5686 Remote Similarity NPD6904 Approved
0.5686 Remote Similarity NPD6673 Approved
0.5686 Remote Similarity NPD6080 Approved
0.5673 Remote Similarity NPD5133 Approved
0.5673 Remote Similarity NPD6399 Phase 3
0.5667 Remote Similarity NPD8516 Approved
0.5667 Remote Similarity NPD8517 Approved
0.5667 Remote Similarity NPD8515 Approved
0.5663 Remote Similarity NPD8779 Phase 3
0.566 Remote Similarity NPD5222 Approved
0.566 Remote Similarity NPD5221 Approved
0.566 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5657 Remote Similarity NPD4786 Approved
0.5652 Remote Similarity NPD4732 Discontinued
0.5648 Remote Similarity NPD6648 Approved
0.5648 Remote Similarity NPD5286 Approved
0.5648 Remote Similarity NPD5285 Approved
0.5648 Remote Similarity NPD4696 Approved
0.5647 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5644 Remote Similarity NPD4251 Approved
0.5644 Remote Similarity NPD4250 Approved
0.5644 Remote Similarity NPD7524 Approved
0.5644 Remote Similarity NPD7750 Discontinued
0.5625 Remote Similarity NPD5697 Approved
0.5619 Remote Similarity NPD5122 Clinical (unspecified phase)
0.5618 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5607 Remote Similarity NPD5173 Approved
0.5607 Remote Similarity NPD7902 Approved
0.5607 Remote Similarity NPD4755 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