Structure

Physi-Chem Properties

Molecular Weight:  280.13
Volume:  284.289
LogP:  1.147
LogD:  1.473
LogS:  -1.715
# Rotatable Bonds:  5
TPSA:  75.99
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.745
Synthetic Accessibility Score:  4.707
Fsp3:  0.533
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.857
MDCK Permeability:  2.689832035684958e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.002
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.998
30% Bioavailability (F30%):  0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.816
Plasma Protein Binding (PPB):  72.9084701538086%
Volume Distribution (VD):  0.906
Pgp-substrate:  28.14289093017578%

ADMET: Metabolism

CYP1A2-inhibitor:  0.096
CYP1A2-substrate:  0.217
CYP2C19-inhibitor:  0.049
CYP2C19-substrate:  0.706
CYP2C9-inhibitor:  0.033
CYP2C9-substrate:  0.114
CYP2D6-inhibitor:  0.519
CYP2D6-substrate:  0.058
CYP3A4-inhibitor:  0.849
CYP3A4-substrate:  0.439

ADMET: Excretion

Clearance (CL):  6.169
Half-life (T1/2):  0.786

ADMET: Toxicity

hERG Blockers:  0.017
Human Hepatotoxicity (H-HT):  0.768
Drug-inuced Liver Injury (DILI):  0.022
AMES Toxicity:  0.143
Rat Oral Acute Toxicity:  0.372
Maximum Recommended Daily Dose:  0.919
Skin Sensitization:  0.888
Carcinogencity:  0.846
Eye Corrosion:  0.217
Eye Irritation:  0.603
Respiratory Toxicity:  0.962

Download Data

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

  Natural Product: NPC295448

Natural Product ID:  NPC295448
Common Name*:   Illioliganone C
IUPAC Name:   (6S)-6-[(2S)-2,3-dihydroxy-3-methylbutyl]-6-prop-2-enyl-1,3-benzodioxol-5-one
Synonyms:   Illioliganone C
Standard InCHIKey:  VONUNFAGLHFGLJ-DZGCQCFKSA-N
Standard InCHI:  InChI=1S/C15H20O5/c1-4-5-15(8-13(17)14(2,3)18)7-11-10(6-12(15)16)19-9-20-11/h4,6-7,13,17-18H,1,5,8-9H2,2-3H3/t13-,15+/m0/s1
SMILES:  C=CC[C@]1(C[C@@H](C(O)(C)C)O)C=C2OCOC2=CC1=O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL561063
PubChem CID:   44179781
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0001334] Fatty alcohols

*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
NPO31423 Illicium oligandrum Species Schisandraceae Eukaryota pericarps n.a. n.a. PMID[19159273]
NPO31423 Illicium oligandrum Species Schisandraceae Eukaryota stem bark n.a. n.a. PMID[19496609]
NPO31423 Illicium oligandrum Species Schisandraceae Eukaryota n.a. stem n.a. PMID[21524101]
NPO31423 Illicium oligandrum Species Schisandraceae Eukaryota n.a. root n.a. PMID[25966312]

☑ 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
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 20.1 % PMID[451898]

☑ 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 NPC295448 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
0.907 High Similarity NPC300779
0.7895 Intermediate Similarity NPC477241
0.7653 Intermediate Similarity NPC239895
0.7551 Intermediate Similarity NPC135576
0.7551 Intermediate Similarity NPC93271
0.74 Intermediate Similarity NPC81483
0.74 Intermediate Similarity NPC61630
0.74 Intermediate Similarity NPC169468
0.74 Intermediate Similarity NPC307517
0.7396 Intermediate Similarity NPC166554
0.7368 Intermediate Similarity NPC228415
0.7368 Intermediate Similarity NPC87189
0.7347 Intermediate Similarity NPC2003
0.7347 Intermediate Similarity NPC25701
0.7333 Intermediate Similarity NPC10150
0.73 Intermediate Similarity NPC266842
0.7282 Intermediate Similarity NPC472747
0.7282 Intermediate Similarity NPC472750
0.7273 Intermediate Similarity NPC214694
0.7264 Intermediate Similarity NPC187876
0.7263 Intermediate Similarity NPC23622
0.7228 Intermediate Similarity NPC35717
0.7216 Intermediate Similarity NPC473455
0.7216 Intermediate Similarity NPC265856
0.7212 Intermediate Similarity NPC472748
0.7188 Intermediate Similarity NPC471756
0.7188 Intermediate Similarity NPC471755
0.717 Intermediate Similarity NPC327106
0.7143 Intermediate Similarity NPC472751
0.7143 Intermediate Similarity NPC472749
0.7143 Intermediate Similarity NPC475210
0.7143 Intermediate Similarity NPC469852
0.7129 Intermediate Similarity NPC474194
0.7115 Intermediate Similarity NPC473624
0.7115 Intermediate Similarity NPC151516
0.7113 Intermediate Similarity NPC87306
0.7083 Intermediate Similarity NPC473248
0.7071 Intermediate Similarity NPC189651
0.7071 Intermediate Similarity NPC475098
0.7065 Intermediate Similarity NPC160582
0.7065 Intermediate Similarity NPC91332
0.7065 Intermediate Similarity NPC162741
0.7059 Intermediate Similarity NPC278008
0.7059 Intermediate Similarity NPC40182
0.7059 Intermediate Similarity NPC281608
0.7059 Intermediate Similarity NPC475284
0.7059 Intermediate Similarity NPC198422
0.7053 Intermediate Similarity NPC471300
0.7053 Intermediate Similarity NPC474860
0.7053 Intermediate Similarity NPC307112
0.7041 Intermediate Similarity NPC475995
0.7041 Intermediate Similarity NPC474098
0.7037 Intermediate Similarity NPC46407
0.7033 Intermediate Similarity NPC326753
0.703 Intermediate Similarity NPC256230
0.7021 Intermediate Similarity NPC52923
0.701 Intermediate Similarity NPC153570
0.7009 Intermediate Similarity NPC473807
0.7 Intermediate Similarity NPC114162
0.7 Intermediate Similarity NPC469819
0.7 Intermediate Similarity NPC294293
0.6979 Remote Similarity NPC478112
0.6979 Remote Similarity NPC164393
0.6972 Remote Similarity NPC474750
0.697 Remote Similarity NPC475441
0.697 Remote Similarity NPC472010
0.697 Remote Similarity NPC230623
0.6964 Remote Similarity NPC23046
0.6957 Remote Similarity NPC473981
0.6957 Remote Similarity NPC473980
0.6947 Remote Similarity NPC70424
0.6947 Remote Similarity NPC243618
0.6939 Remote Similarity NPC307092
0.6939 Remote Similarity NPC51358
0.6939 Remote Similarity NPC78008
0.6939 Remote Similarity NPC471054
0.6931 Remote Similarity NPC473369
0.6923 Remote Similarity NPC472753
0.6923 Remote Similarity NPC154127
0.6923 Remote Similarity NPC474278
0.6915 Remote Similarity NPC474252
0.6915 Remote Similarity NPC471296
0.6915 Remote Similarity NPC279186
0.6907 Remote Similarity NPC475678
0.6907 Remote Similarity NPC113370
0.6907 Remote Similarity NPC476079
0.6907 Remote Similarity NPC45409
0.6907 Remote Similarity NPC103743
0.69 Remote Similarity NPC29798
0.69 Remote Similarity NPC320552
0.69 Remote Similarity NPC282644
0.6893 Remote Similarity NPC306908
0.6893 Remote Similarity NPC203627
0.6893 Remote Similarity NPC300584
0.6889 Remote Similarity NPC315552
0.6875 Remote Similarity NPC21469
0.6875 Remote Similarity NPC474424
0.6875 Remote Similarity NPC155873
0.6869 Remote Similarity NPC327253
0.6869 Remote Similarity NPC475879
0.6857 Remote Similarity NPC235369
0.6857 Remote Similarity NPC472754
0.6857 Remote Similarity NPC13171
0.6857 Remote Similarity NPC223834
0.6857 Remote Similarity NPC195510
0.6854 Remote Similarity NPC29542
0.6854 Remote Similarity NPC201562
0.6854 Remote Similarity NPC323437
0.6852 Remote Similarity NPC475960
0.6848 Remote Similarity NPC475699
0.6847 Remote Similarity NPC469454
0.6847 Remote Similarity NPC469496
0.6847 Remote Similarity NPC469463
0.6842 Remote Similarity NPC161045
0.6842 Remote Similarity NPC475083
0.6837 Remote Similarity NPC475739
0.6837 Remote Similarity NPC150063
0.6837 Remote Similarity NPC473658
0.6837 Remote Similarity NPC119740
0.6837 Remote Similarity NPC106051
0.6837 Remote Similarity NPC26078
0.6837 Remote Similarity NPC472008
0.6832 Remote Similarity NPC65829
0.6832 Remote Similarity NPC475572
0.6822 Remote Similarity NPC477125
0.6822 Remote Similarity NPC153095
0.6822 Remote Similarity NPC478052
0.6818 Remote Similarity NPC179798
0.6818 Remote Similarity NPC304180
0.6813 Remote Similarity NPC474197
0.6809 Remote Similarity NPC470298
0.6809 Remote Similarity NPC275507
0.6809 Remote Similarity NPC297440
0.68 Remote Similarity NPC141831
0.68 Remote Similarity NPC146852
0.68 Remote Similarity NPC30515
0.68 Remote Similarity NPC472705
0.6796 Remote Similarity NPC27105
0.6796 Remote Similarity NPC134454
0.6796 Remote Similarity NPC20066
0.6796 Remote Similarity NPC17326
0.6792 Remote Similarity NPC110989
0.6789 Remote Similarity NPC38154
0.6774 Remote Similarity NPC291260
0.6771 Remote Similarity NPC163615
0.6771 Remote Similarity NPC9868
0.6771 Remote Similarity NPC475706
0.6771 Remote Similarity NPC38569
0.6771 Remote Similarity NPC471301
0.6771 Remote Similarity NPC31086
0.6771 Remote Similarity NPC219966
0.6768 Remote Similarity NPC174765
0.6768 Remote Similarity NPC478110
0.6765 Remote Similarity NPC13924
0.6765 Remote Similarity NPC316215
0.6765 Remote Similarity NPC107476
0.6762 Remote Similarity NPC469851
0.6759 Remote Similarity NPC474285
0.6759 Remote Similarity NPC254538
0.6757 Remote Similarity NPC66108
0.6754 Remote Similarity NPC13710
0.6739 Remote Similarity NPC315394
0.6739 Remote Similarity NPC82666
0.6739 Remote Similarity NPC97173
0.6737 Remote Similarity NPC324170
0.6737 Remote Similarity NPC474439
0.6737 Remote Similarity NPC474028
0.6737 Remote Similarity NPC475690
0.6737 Remote Similarity NPC471298
0.6735 Remote Similarity NPC241054
0.6735 Remote Similarity NPC472007
0.6735 Remote Similarity NPC179659
0.6733 Remote Similarity NPC81419
0.6733 Remote Similarity NPC475912
0.6733 Remote Similarity NPC61275
0.6733 Remote Similarity NPC295204
0.6733 Remote Similarity NPC156553
0.6733 Remote Similarity NPC471571
0.6733 Remote Similarity NPC273579
0.6733 Remote Similarity NPC179746
0.6733 Remote Similarity NPC242069
0.6733 Remote Similarity NPC288240
0.6733 Remote Similarity NPC162205
0.6731 Remote Similarity NPC471331
0.6731 Remote Similarity NPC203388
0.6731 Remote Similarity NPC472687
0.6731 Remote Similarity NPC471330
0.6731 Remote Similarity NPC99657
0.6729 Remote Similarity NPC472756
0.6729 Remote Similarity NPC203659
0.6727 Remote Similarity NPC41551
0.6727 Remote Similarity NPC37116
0.6727 Remote Similarity NPC5103
0.6727 Remote Similarity NPC478211
0.6724 Remote Similarity NPC473228
0.6724 Remote Similarity NPC470829
0.6703 Remote Similarity NPC225665
0.6703 Remote Similarity NPC169056
0.6703 Remote Similarity NPC166018
0.6702 Remote Similarity NPC233377

  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 NPC295448 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
0.6667 Remote Similarity NPD6110 Phase 1
0.6602 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6571 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6535 Remote Similarity NPD5785 Approved
0.6441 Remote Similarity NPD8515 Approved
0.6441 Remote Similarity NPD8517 Approved
0.6441 Remote Similarity NPD8516 Approved
0.6441 Remote Similarity NPD8513 Phase 3
0.6429 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6396 Remote Similarity NPD6686 Approved
0.6364 Remote Similarity NPD1694 Approved
0.6354 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6262 Remote Similarity NPD4225 Approved
0.6228 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6224 Remote Similarity NPD5209 Approved
0.6214 Remote Similarity NPD6698 Approved
0.6214 Remote Similarity NPD46 Approved
0.62 Remote Similarity NPD1696 Phase 3
0.619 Remote Similarity NPD5282 Discontinued
0.618 Remote Similarity NPD7331 Phase 2
0.617 Remote Similarity NPD8039 Approved
0.6167 Remote Similarity NPD7503 Approved
0.6161 Remote Similarity NPD6412 Phase 2
0.6154 Remote Similarity NPD7983 Approved
0.6139 Remote Similarity NPD5786 Approved
0.6102 Remote Similarity NPD7115 Discovery
0.6087 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6083 Remote Similarity NPD7299 Clinical (unspecified phase)
0.6058 Remote Similarity NPD7838 Discovery
0.6048 Remote Similarity NPD8074 Phase 3
0.6042 Remote Similarity NPD4756 Discovery
0.604 Remote Similarity NPD1733 Clinical (unspecified phase)
0.604 Remote Similarity NPD5363 Approved
0.6 Remote Similarity NPD6371 Approved
0.6 Remote Similarity NPD7154 Phase 3
0.6 Remote Similarity NPD6411 Approved
0.5984 Remote Similarity NPD6370 Approved
0.598 Remote Similarity NPD5279 Phase 3
0.5968 Remote Similarity NPD7507 Approved
0.5966 Remote Similarity NPD6009 Approved
0.596 Remote Similarity NPD5369 Approved
0.595 Remote Similarity NPD6054 Approved
0.5943 Remote Similarity NPD5778 Approved
0.5943 Remote Similarity NPD5779 Approved
0.5935 Remote Similarity NPD7642 Approved
0.5935 Remote Similarity NPD7829 Approved
0.5935 Remote Similarity NPD7830 Approved
0.5934 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5926 Remote Similarity NPD7839 Suspended
0.5917 Remote Similarity NPD7641 Discontinued
0.5902 Remote Similarity NPD6015 Approved
0.5902 Remote Similarity NPD8444 Approved
0.5902 Remote Similarity NPD6016 Approved
0.59 Remote Similarity NPD4269 Approved
0.59 Remote Similarity NPD6435 Approved
0.59 Remote Similarity NPD4270 Approved
0.5897 Remote Similarity NPD6882 Approved
0.5859 Remote Similarity NPD4252 Approved
0.5859 Remote Similarity NPD5368 Approved
0.5854 Remote Similarity NPD5988 Approved
0.5849 Remote Similarity NPD6079 Approved
0.5849 Remote Similarity NPD5281 Approved
0.5849 Remote Similarity NPD5284 Approved
0.5847 Remote Similarity NPD4632 Approved
0.584 Remote Similarity NPD8451 Approved
0.5827 Remote Similarity NPD7319 Approved
0.5825 Remote Similarity NPD3618 Phase 1
0.582 Remote Similarity NPD6059 Approved
0.581 Remote Similarity NPD5764 Clinical (unspecified phase)
0.581 Remote Similarity NPD5328 Approved
0.581 Remote Similarity NPD6101 Approved
0.5804 Remote Similarity NPD5211 Phase 2
0.5795 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5794 Remote Similarity NPD8448 Approved
0.5784 Remote Similarity NPD3133 Approved
0.5784 Remote Similarity NPD3665 Phase 1
0.5784 Remote Similarity NPD3666 Approved
0.578 Remote Similarity NPD5222 Approved
0.578 Remote Similarity NPD5221 Approved
0.578 Remote Similarity NPD4697 Phase 3
0.578 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5766 Remote Similarity NPD5286 Approved
0.5766 Remote Similarity NPD5285 Approved
0.5766 Remote Similarity NPD4696 Approved
0.5763 Remote Similarity NPD8297 Approved
0.5763 Remote Similarity NPD6053 Discontinued
0.576 Remote Similarity NPD7492 Approved
0.5758 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5748 Remote Similarity NPD7736 Approved
0.5743 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5743 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5739 Remote Similarity NPD5697 Approved
0.5739 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5736 Remote Similarity NPD7260 Phase 2
0.5727 Remote Similarity NPD4755 Approved
0.5727 Remote Similarity NPD5173 Approved
0.5726 Remote Similarity NPD7623 Phase 3
0.5726 Remote Similarity NPD7624 Clinical (unspecified phase)
0.5714 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5223 Approved
0.5714 Remote Similarity NPD7341 Phase 2
0.5714 Remote Similarity NPD6616 Approved
0.5702 Remote Similarity NPD5141 Approved
0.5702 Remote Similarity NPD7500 Approved
0.5701 Remote Similarity NPD7637 Suspended
0.57 Remote Similarity NPD4820 Approved
0.57 Remote Similarity NPD4819 Approved
0.57 Remote Similarity NPD4821 Approved
0.57 Remote Similarity NPD4822 Approved
0.569 Remote Similarity NPD6011 Approved
0.569 Remote Similarity NPD6881 Approved
0.569 Remote Similarity NPD6899 Approved
0.5688 Remote Similarity NPD5210 Approved
0.5688 Remote Similarity NPD4629 Approved
0.5686 Remote Similarity NPD5362 Discontinued
0.568 Remote Similarity NPD8328 Phase 3
0.5678 Remote Similarity NPD6650 Approved
0.5678 Remote Similarity NPD6649 Approved
0.5676 Remote Similarity NPD7638 Approved
0.5673 Remote Similarity NPD4249 Approved
0.5673 Remote Similarity NPD4519 Discontinued
0.5673 Remote Similarity NPD4623 Approved
0.5669 Remote Similarity NPD8293 Discontinued
0.5669 Remote Similarity NPD7078 Approved
0.5664 Remote Similarity NPD4633 Approved
0.5664 Remote Similarity NPD5224 Approved
0.5664 Remote Similarity NPD5225 Approved
0.5664 Remote Similarity NPD5226 Approved
0.566 Remote Similarity NPD4753 Phase 2
0.5659 Remote Similarity NPD8392 Approved
0.5659 Remote Similarity NPD8391 Approved
0.5659 Remote Similarity NPD8390 Approved
0.5652 Remote Similarity NPD7128 Approved
0.5652 Remote Similarity NPD6675 Approved
0.5652 Remote Similarity NPD5739 Approved
0.5652 Remote Similarity NPD6402 Approved
0.5652 Remote Similarity NPD3704 Approved
0.5641 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5641 Remote Similarity NPD6014 Approved
0.5641 Remote Similarity NPD6012 Approved
0.5641 Remote Similarity NPD6372 Approved
0.5641 Remote Similarity NPD6373 Approved
0.5641 Remote Similarity NPD6013 Approved
0.5635 Remote Similarity NPD8341 Approved
0.5635 Remote Similarity NPD8299 Approved
0.5635 Remote Similarity NPD8342 Approved
0.5635 Remote Similarity NPD8340 Approved
0.5625 Remote Similarity NPD7640 Approved
0.5625 Remote Similarity NPD7639 Approved
0.5625 Remote Similarity NPD4700 Approved
0.5619 Remote Similarity NPD4250 Approved
0.5619 Remote Similarity NPD4251 Approved
0.5614 Remote Similarity NPD5175 Approved
0.5614 Remote Similarity NPD5174 Approved
0.5607 Remote Similarity NPD5207 Approved
0.5604 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5603 Remote Similarity NPD5701 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