Structure

Physi-Chem Properties

Molecular Weight:  326.16
Volume:  336.444
LogP:  3.451
LogD:  3.643
LogS:  -3.547
# Rotatable Bonds:  9
TPSA:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.384
Synthetic Accessibility Score:  5.161
Fsp3:  0.722
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.165
MDCK Permeability:  4.351155803306028e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.003
Human Intestinal Absorption (HIA):  0.036
20% Bioavailability (F20%):  1.0
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.036
Plasma Protein Binding (PPB):  96.4338150024414%
Volume Distribution (VD):  1.02
Pgp-substrate:  1.4304746389389038%

ADMET: Metabolism

CYP1A2-inhibitor:  0.066
CYP1A2-substrate:  0.833
CYP2C19-inhibitor:  0.021
CYP2C19-substrate:  0.789
CYP2C9-inhibitor:  0.078
CYP2C9-substrate:  0.983
CYP2D6-inhibitor:  0.006
CYP2D6-substrate:  0.731
CYP3A4-inhibitor:  0.042
CYP3A4-substrate:  0.149

ADMET: Excretion

Clearance (CL):  3.266
Half-life (T1/2):  0.935

ADMET: Toxicity

hERG Blockers:  0.059
Human Hepatotoxicity (H-HT):  0.493
Drug-inuced Liver Injury (DILI):  0.062
AMES Toxicity:  0.268
Rat Oral Acute Toxicity:  0.135
Maximum Recommended Daily Dose:  0.443
Skin Sensitization:  0.516
Carcinogencity:  0.322
Eye Corrosion:  0.035
Eye Irritation:  0.069
Respiratory Toxicity:  0.922

Download Data

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

  Natural Product: NPC475732

Natural Product ID:  NPC475732
Common Name*:   (6Z,9Z)-10-[(1R,2R,4R,5R,7S)-5-Chloro-2-Ethyl-3-Oxabicyclo[2.2.1]Heptan-7-Yl]Deca-6,9-Dienoic Acid
IUPAC Name:   (6Z,9Z)-10-[(1R,2R,4R,5R,7S)-5-chloro-2-ethyl-3-oxabicyclo[2.2.1]heptan-7-yl]deca-6,9-dienoic acid
Synonyms:  
Standard InCHIKey:  LTXCZILODOWVKG-FKNYFFJBSA-N
Standard InCHI:  InChI=1S/C18H27ClO3/c1-2-16-14-12-15(19)18(22-16)13(14)10-8-6-4-3-5-7-9-11-17(20)21/h3-4,8,10,13-16,18H,2,5-7,9,11-12H2,1H3,(H,20,21)/b4-3-,10-8-/t13-,14+,15+,16+,18+/m0/s1
SMILES:  CC[C@H]1O[C@@H]2[C@H]([C@H]1C[C@H]2Cl)/C=CC/C=CCCCCC(=O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL513327
PubChem CID:   11347986
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0000262] Fatty acids and conjugates
          • [CHEMONTID:0003086] Medium-chain fatty acids

*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
NPO27567 Eisenia bicyclis Species Lessoniaceae Eukaryota n.a. n.a. n.a. PMID[14575430]
NPO27567 Eisenia bicyclis Species Lessoniaceae Eukaryota n.a. n.a. n.a. PMID[14738398]
NPO27567 Eisenia bicyclis Species Lessoniaceae Eukaryota n.a. n.a. n.a. PMID[20462757]
NPO27567 Eisenia bicyclis Species Lessoniaceae 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
NPT79 Organism Bacillus subtilis Bacillus subtilis Activity = 0.43 n.a. PMID[478666]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus Activity = 0.4 n.a. PMID[478666]

☑ 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 NPC475732 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
0.9157 High Similarity NPC475405
0.9048 High Similarity NPC475712
0.9036 High Similarity NPC184461
0.7586 Intermediate Similarity NPC191711
0.7386 Intermediate Similarity NPC316844
0.7283 Intermediate Similarity NPC316629
0.7241 Intermediate Similarity NPC27949
0.7241 Intermediate Similarity NPC323249
0.7241 Intermediate Similarity NPC39547
0.7241 Intermediate Similarity NPC260814
0.7191 Intermediate Similarity NPC88735
0.7159 Intermediate Similarity NPC201225
0.7159 Intermediate Similarity NPC164308
0.7111 Intermediate Similarity NPC7414
0.7108 Intermediate Similarity NPC199557
0.7079 Intermediate Similarity NPC115418
0.7011 Intermediate Similarity NPC279537
0.7 Intermediate Similarity NPC47031
0.699 Remote Similarity NPC166115
0.6977 Remote Similarity NPC472966
0.6957 Remote Similarity NPC156485
0.6897 Remote Similarity NPC113639
0.6889 Remote Similarity NPC258965
0.6889 Remote Similarity NPC156658
0.6875 Remote Similarity NPC37607
0.6875 Remote Similarity NPC301969
0.6867 Remote Similarity NPC60120
0.6854 Remote Similarity NPC11796
0.6854 Remote Similarity NPC218817
0.6854 Remote Similarity NPC267231
0.6824 Remote Similarity NPC472955
0.6809 Remote Similarity NPC67493
0.6792 Remote Similarity NPC115352
0.6778 Remote Similarity NPC477088
0.6778 Remote Similarity NPC182550
0.6774 Remote Similarity NPC165287
0.6768 Remote Similarity NPC67584
0.6759 Remote Similarity NPC35069
0.6759 Remote Similarity NPC258711
0.6759 Remote Similarity NPC95290
0.6759 Remote Similarity NPC189338
0.6747 Remote Similarity NPC126899
0.6747 Remote Similarity NPC154728
0.6747 Remote Similarity NPC304665
0.6742 Remote Similarity NPC195785
0.6742 Remote Similarity NPC116177
0.6742 Remote Similarity NPC15975
0.6742 Remote Similarity NPC7563
0.6742 Remote Similarity NPC320630
0.6737 Remote Similarity NPC167877
0.6707 Remote Similarity NPC328089
0.6707 Remote Similarity NPC68343
0.6706 Remote Similarity NPC5714
0.6706 Remote Similarity NPC296522
0.6706 Remote Similarity NPC144511
0.6706 Remote Similarity NPC22301
0.6705 Remote Similarity NPC324762
0.6703 Remote Similarity NPC200446
0.6702 Remote Similarity NPC125290
0.67 Remote Similarity NPC213078
0.6698 Remote Similarity NPC68248
0.6697 Remote Similarity NPC273242
0.6667 Remote Similarity NPC469495
0.6667 Remote Similarity NPC245665
0.6667 Remote Similarity NPC108816
0.6667 Remote Similarity NPC201939
0.6667 Remote Similarity NPC127019
0.6667 Remote Similarity NPC472473
0.6667 Remote Similarity NPC472956
0.6667 Remote Similarity NPC111409
0.6667 Remote Similarity NPC93763
0.6667 Remote Similarity NPC328776
0.6667 Remote Similarity NPC91248
0.6667 Remote Similarity NPC320305
0.6636 Remote Similarity NPC121816
0.6634 Remote Similarity NPC161493
0.663 Remote Similarity NPC325031
0.663 Remote Similarity NPC472471
0.663 Remote Similarity NPC126248
0.663 Remote Similarity NPC255580
0.663 Remote Similarity NPC39411
0.6628 Remote Similarity NPC318766
0.66 Remote Similarity NPC52044
0.66 Remote Similarity NPC213698
0.6596 Remote Similarity NPC295799
0.6593 Remote Similarity NPC470239
0.6593 Remote Similarity NPC209995
0.6593 Remote Similarity NPC470244
0.6593 Remote Similarity NPC226226
0.6593 Remote Similarity NPC89128
0.6593 Remote Similarity NPC55304
0.6591 Remote Similarity NPC469643
0.6591 Remote Similarity NPC469641
0.6591 Remote Similarity NPC55527
0.6588 Remote Similarity NPC476614
0.6577 Remote Similarity NPC255450
0.6577 Remote Similarity NPC170692
0.6562 Remote Similarity NPC237540
0.6559 Remote Similarity NPC474252
0.6559 Remote Similarity NPC89555
0.6556 Remote Similarity NPC476439
0.6556 Remote Similarity NPC276769
0.6556 Remote Similarity NPC107668
0.6552 Remote Similarity NPC163003
0.6543 Remote Similarity NPC243532
0.6538 Remote Similarity NPC52264
0.6526 Remote Similarity NPC284534
0.6526 Remote Similarity NPC300082
0.6526 Remote Similarity NPC235792
0.6526 Remote Similarity NPC475206
0.6526 Remote Similarity NPC329738
0.6526 Remote Similarity NPC204105
0.6522 Remote Similarity NPC276356
0.6522 Remote Similarity NPC51507
0.6517 Remote Similarity NPC477421
0.65 Remote Similarity NPC198853
0.65 Remote Similarity NPC90453
0.6495 Remote Similarity NPC28227
0.6495 Remote Similarity NPC294480
0.6489 Remote Similarity NPC128246
0.6489 Remote Similarity NPC470948
0.6489 Remote Similarity NPC477667
0.6489 Remote Similarity NPC477852
0.6489 Remote Similarity NPC250315
0.6484 Remote Similarity NPC471465
0.6484 Remote Similarity NPC192006
0.6484 Remote Similarity NPC196653
0.6471 Remote Similarity NPC475438
0.6471 Remote Similarity NPC475894
0.6465 Remote Similarity NPC133698
0.6465 Remote Similarity NPC475925
0.6463 Remote Similarity NPC125312
0.6463 Remote Similarity NPC174560
0.6458 Remote Similarity NPC56593
0.6452 Remote Similarity NPC470241
0.6452 Remote Similarity NPC52861
0.6444 Remote Similarity NPC123360
0.6444 Remote Similarity NPC472967
0.6444 Remote Similarity NPC12740
0.6444 Remote Similarity NPC61863
0.6444 Remote Similarity NPC266159
0.6444 Remote Similarity NPC110461
0.6442 Remote Similarity NPC150923
0.6437 Remote Similarity NPC475310
0.6436 Remote Similarity NPC469599
0.6436 Remote Similarity NPC472469
0.6436 Remote Similarity NPC170120
0.6421 Remote Similarity NPC82297
0.6421 Remote Similarity NPC100391
0.6421 Remote Similarity NPC476804
0.6413 Remote Similarity NPC475210
0.6413 Remote Similarity NPC167881
0.6413 Remote Similarity NPC469690
0.6413 Remote Similarity NPC98557
0.641 Remote Similarity NPC137538
0.6408 Remote Similarity NPC221615
0.6408 Remote Similarity NPC152480
0.6404 Remote Similarity NPC476355
0.6404 Remote Similarity NPC140287
0.64 Remote Similarity NPC470224
0.64 Remote Similarity NPC109414
0.6395 Remote Similarity NPC209327
0.6395 Remote Similarity NPC273508
0.6392 Remote Similarity NPC45957
0.6392 Remote Similarity NPC312215
0.6392 Remote Similarity NPC160138
0.6392 Remote Similarity NPC471657
0.6374 Remote Similarity NPC103987
0.6374 Remote Similarity NPC53581
0.6374 Remote Similarity NPC476794
0.6374 Remote Similarity NPC470240
0.6373 Remote Similarity NPC24956
0.6373 Remote Similarity NPC322063
0.6373 Remote Similarity NPC18019
0.6364 Remote Similarity NPC478004
0.6364 Remote Similarity NPC478003
0.6364 Remote Similarity NPC123854
0.6364 Remote Similarity NPC67076
0.6364 Remote Similarity NPC54065
0.6364 Remote Similarity NPC46281
0.6364 Remote Similarity NPC297474
0.6364 Remote Similarity NPC319163
0.6364 Remote Similarity NPC472466
0.6364 Remote Similarity NPC158388
0.6364 Remote Similarity NPC129665
0.6354 Remote Similarity NPC323765
0.6354 Remote Similarity NPC78089
0.6354 Remote Similarity NPC255307
0.6354 Remote Similarity NPC476602
0.6353 Remote Similarity NPC18252
0.6344 Remote Similarity NPC103634
0.6344 Remote Similarity NPC74673
0.6344 Remote Similarity NPC472470
0.6344 Remote Similarity NPC69271
0.6344 Remote Similarity NPC302426
0.6337 Remote Similarity NPC323008
0.6337 Remote Similarity NPC262133
0.6337 Remote Similarity NPC470010
0.6337 Remote Similarity NPC470013
0.6337 Remote Similarity NPC477131

  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 NPC475732 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
0.7931 Intermediate Similarity NPD5766 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD5790 Clinical (unspecified phase)
0.7416 Intermediate Similarity NPD5362 Discontinued
0.7386 Intermediate Similarity NPD5369 Approved
0.7363 Intermediate Similarity NPD4249 Approved
0.7303 Intermediate Similarity NPD6435 Approved
0.7283 Intermediate Similarity NPD4250 Approved
0.7283 Intermediate Similarity NPD4251 Approved
0.7241 Intermediate Similarity NPD4268 Approved
0.7241 Intermediate Similarity NPD4271 Approved
0.7216 Intermediate Similarity NPD4792 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD4270 Approved
0.7111 Intermediate Similarity NPD4269 Approved
0.7079 Intermediate Similarity NPD4822 Approved
0.7079 Intermediate Similarity NPD5368 Approved
0.7079 Intermediate Similarity NPD4821 Approved
0.7079 Intermediate Similarity NPD4820 Approved
0.7079 Intermediate Similarity NPD4252 Approved
0.7079 Intermediate Similarity NPD4819 Approved
0.7033 Intermediate Similarity NPD5332 Approved
0.7033 Intermediate Similarity NPD5331 Approved
0.7 Intermediate Similarity NPD4790 Discontinued
0.6989 Remote Similarity NPD5786 Approved
0.6882 Remote Similarity NPD5363 Approved
0.6848 Remote Similarity NPD7154 Phase 3
0.6702 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6701 Remote Similarity NPD5785 Approved
0.6667 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6327 Remote Similarity NPD6903 Approved
0.6316 Remote Similarity NPD6335 Approved
0.6316 Remote Similarity NPD6314 Approved
0.6316 Remote Similarity NPD6313 Approved
0.6289 Remote Similarity NPD6409 Approved
0.6289 Remote Similarity NPD7334 Approved
0.6289 Remote Similarity NPD5330 Approved
0.6289 Remote Similarity NPD7146 Approved
0.6289 Remote Similarity NPD6684 Approved
0.6289 Remote Similarity NPD7521 Approved
0.6263 Remote Similarity NPD5370 Suspended
0.6261 Remote Similarity NPD7100 Approved
0.6238 Remote Similarity NPD6399 Phase 3
0.622 Remote Similarity NPD3198 Approved
0.6162 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6139 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6121 Remote Similarity NPD7101 Approved
0.6118 Remote Similarity NPD3197 Phase 1
0.6117 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6117 Remote Similarity NPD5695 Phase 3
0.61 Remote Similarity NPD6101 Approved
0.61 Remote Similarity NPD5764 Clinical (unspecified phase)
0.61 Remote Similarity NPD1695 Approved
0.6082 Remote Similarity NPD3133 Approved
0.6082 Remote Similarity NPD3665 Phase 1
0.6082 Remote Similarity NPD3666 Approved
0.6078 Remote Similarity NPD5781 Clinical (unspecified phase)
0.6076 Remote Similarity NPD3172 Approved
0.6071 Remote Similarity NPD1719 Phase 1
0.6042 Remote Similarity NPD3667 Approved
0.604 Remote Similarity NPD5207 Approved
0.6017 Remote Similarity NPD5983 Phase 2
0.6 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6 Remote Similarity NPD6083 Phase 2
0.6 Remote Similarity NPD3194 Approved
0.6 Remote Similarity NPD6868 Approved
0.6 Remote Similarity NPD3196 Approved
0.6 Remote Similarity NPD6084 Phase 2
0.6 Remote Similarity NPD3195 Phase 2
0.6 Remote Similarity NPD4266 Approved
0.6 Remote Similarity NPD6614 Approved
0.5982 Remote Similarity NPD5169 Approved
0.598 Remote Similarity NPD7637 Suspended
0.598 Remote Similarity NPD6411 Approved
0.5962 Remote Similarity NPD5654 Approved
0.5943 Remote Similarity NPD5696 Approved
0.5929 Remote Similarity NPD5215 Approved
0.5929 Remote Similarity NPD5127 Approved
0.5926 Remote Similarity NPD5091 Approved
0.5922 Remote Similarity NPD5778 Approved
0.5922 Remote Similarity NPD5779 Approved
0.5918 Remote Similarity NPD4786 Approved
0.5913 Remote Similarity NPD5167 Approved
0.5876 Remote Similarity NPD5209 Approved
0.5865 Remote Similarity NPD5282 Discontinued
0.5856 Remote Similarity NPD5697 Approved
0.5849 Remote Similarity NPD5959 Approved
0.5841 Remote Similarity NPD6420 Discontinued
0.5826 Remote Similarity NPD4632 Approved
0.5825 Remote Similarity NPD5281 Approved
0.5825 Remote Similarity NPD5284 Approved
0.5825 Remote Similarity NPD7983 Approved
0.582 Remote Similarity NPD6336 Discontinued
0.581 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5804 Remote Similarity NPD7320 Approved
0.5804 Remote Similarity NPD6881 Approved
0.5804 Remote Similarity NPD6011 Approved
0.5804 Remote Similarity NPD6899 Approved
0.58 Remote Similarity NPD6422 Discontinued
0.58 Remote Similarity NPD6098 Approved
0.5794 Remote Similarity NPD7638 Approved
0.5789 Remote Similarity NPD5217 Approved
0.5789 Remote Similarity NPD5216 Approved
0.5769 Remote Similarity NPD3173 Approved
0.5769 Remote Similarity NPD5133 Approved
0.5766 Remote Similarity NPD5739 Approved
0.5766 Remote Similarity NPD6008 Approved
0.5766 Remote Similarity NPD7128 Approved
0.5766 Remote Similarity NPD6402 Approved
0.5766 Remote Similarity NPD6675 Approved
0.5765 Remote Similarity NPD4246 Clinical (unspecified phase)
0.576 Remote Similarity NPD5956 Approved
0.5752 Remote Similarity NPD6014 Approved
0.5752 Remote Similarity NPD6012 Approved
0.5752 Remote Similarity NPD6013 Approved
0.5745 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5741 Remote Similarity NPD7640 Approved
0.5741 Remote Similarity NPD7639 Approved
0.5739 Remote Similarity NPD6053 Discontinued
0.5728 Remote Similarity NPD46 Approved
0.5728 Remote Similarity NPD6698 Approved
0.5726 Remote Similarity NPD6033 Approved
0.5714 Remote Similarity NPD4221 Approved
0.5714 Remote Similarity NPD5701 Approved
0.5714 Remote Similarity NPD4223 Phase 3
0.5714 Remote Similarity NPD6685 Approved
0.5714 Remote Similarity NPD6001 Approved
0.5702 Remote Similarity NPD6883 Approved
0.5702 Remote Similarity NPD7290 Approved
0.5702 Remote Similarity NPD7102 Approved
0.57 Remote Similarity NPD1733 Clinical (unspecified phase)
0.57 Remote Similarity NPD1694 Approved
0.5686 Remote Similarity NPD4518 Approved
0.5686 Remote Similarity NPD5737 Approved
0.5686 Remote Similarity NPD6672 Approved
0.5686 Remote Similarity NPD5208 Approved
0.5678 Remote Similarity NPD6009 Approved
0.5673 Remote Similarity NPD5694 Approved
0.5664 Remote Similarity NPD5168 Approved
0.5652 Remote Similarity NPD6869 Approved
0.5652 Remote Similarity NPD6847 Approved
0.5652 Remote Similarity NPD6617 Approved
0.5652 Remote Similarity NPD6649 Approved
0.5652 Remote Similarity NPD8130 Phase 1
0.5652 Remote Similarity NPD6650 Approved
0.5644 Remote Similarity NPD5690 Phase 2
0.5644 Remote Similarity NPD5279 Phase 3
0.5644 Remote Similarity NPD3618 Phase 1
0.5638 Remote Similarity NPD8039 Approved
0.5631 Remote Similarity NPD6904 Approved
0.5631 Remote Similarity NPD6080 Approved
0.5631 Remote Similarity NPD4753 Phase 2
0.5631 Remote Similarity NPD6673 Approved
0.5625 Remote Similarity NPD28 Approved
0.5625 Remote Similarity NPD29 Approved
0.5619 Remote Similarity NPD4202 Approved
0.5614 Remote Similarity NPD6373 Approved
0.5614 Remote Similarity NPD6372 Approved
0.5607 Remote Similarity NPD7839 Suspended
0.5603 Remote Similarity NPD8297 Approved
0.5603 Remote Similarity NPD6882 Approved
0.56 Remote Similarity NPD4197 Approved
0.56 Remote Similarity NPD3668 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