Structure

Physi-Chem Properties

Molecular Weight:  422.33
Volume:  464.51
LogP:  3.875
LogD:  4.687
LogS:  -2.677
# Rotatable Bonds:  5
TPSA:  61.34
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.505
Synthetic Accessibility Score:  5.046
Fsp3:  0.654
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.247
MDCK Permeability:  3.2782220387161942e-06
Pgp-inhibitor:  0.428
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.938
20% Bioavailability (F20%):  0.985
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.462
Plasma Protein Binding (PPB):  74.86510467529297%
Volume Distribution (VD):  0.957
Pgp-substrate:  26.363727569580078%

ADMET: Metabolism

CYP1A2-inhibitor:  0.031
CYP1A2-substrate:  0.109
CYP2C19-inhibitor:  0.065
CYP2C19-substrate:  0.062
CYP2C9-inhibitor:  0.021
CYP2C9-substrate:  0.075
CYP2D6-inhibitor:  0.984
CYP2D6-substrate:  0.256
CYP3A4-inhibitor:  0.139
CYP3A4-substrate:  0.208

ADMET: Excretion

Clearance (CL):  7.847
Half-life (T1/2):  0.838

ADMET: Toxicity

hERG Blockers:  0.089
Human Hepatotoxicity (H-HT):  0.865
Drug-inuced Liver Injury (DILI):  0.241
AMES Toxicity:  0.017
Rat Oral Acute Toxicity:  0.641
Maximum Recommended Daily Dose:  0.913
Skin Sensitization:  0.675
Carcinogencity:  0.176
Eye Corrosion:  0.004
Eye Irritation:  0.062
Respiratory Toxicity:  0.626

Download Data

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

  Natural Product: NPC476013

Natural Product ID:  NPC476013
Common Name*:   Agelasine A
IUPAC Name:   7-[(E)-5-[(1R,2S,4aR,8aS)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl]-9-methylpurin-9-ium-6-amine;chloride
Synonyms:  
Standard InCHIKey:  XICLOSWTCINPKX-IFENWKNUSA-M
Standard InCHI:  InChI=1S/C26H40N5.ClH/c1-18(12-15-31-17-30(6)24-22(31)23(27)28-16-29-24)10-13-25(4)20(3)11-14-26(5)19(2)8-7-9-21(25)26;/h8,12,16-17,20-21H,7,9-11,13-15H2,1-6H3,(H2,27,28,29);1H/q+1;/p-1/b18-12+;/t20-,21-,25+,26-;/m0./s1
SMILES:  C/C(=CCn1c[n+](c2c1c(N)ncn2)C)/CC[C@]1(C)[C@@H](C)CC[C@@]2([C@H]1CCC=C2C)C.[Cl-]
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL521614
PubChem CID:   10072839
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0001757] Colensane and clerodane 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
NPO11199 Agelas nakamurai Species Agelasidae Eukaryota n.a. at a depth of 14 m near the island of Ambon (Seram Seilale), Indonesia 1997-AUG PMID[10514317]
NPO11199 Agelas nakamurai Species Agelasidae Eukaryota n.a. n.a. n.a. PMID[14677933]
NPO32675 agelas sp. Species Agelasidae Eukaryota n.a. n.a. n.a. PMID[15332839]
NPO32675 agelas sp. Species Agelasidae Eukaryota n.a. n.a. n.a. PMID[16562840]
NPO32675 agelas sp. Species Agelasidae Eukaryota n.a. n.a. n.a. PMID[19209898]
NPO11199 Agelas nakamurai Species Agelasidae Eukaryota n.a. Okinawan n.a. PMID[26083682]
NPO32675 agelas sp. Species Agelasidae Eukaryota n.a. n.a. n.a. PMID[9584409]
NPO11199 Agelas nakamurai Species Agelasidae Eukaryota n.a. papua new guinean n.a. PMID[9784179]
NPO11199 Agelas nakamurai Species Agelasidae 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
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens IC50 > 24000.0 nM PMID[461061]
NPT602 Organism Mycobacterium smegmatis Mycobacterium smegmatis IZ = 14.0 mm PMID[461061]
NPT602 Organism Mycobacterium smegmatis Mycobacterium smegmatis IZ = 12.0 mm PMID[461061]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 50000.0 nM PMID[461061]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 42000.0 nM PMID[461061]

☑ 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 NPC476013 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 NPC474986
1.0 High Similarity NPC476522
0.9924 High Similarity NPC476521
0.9848 High Similarity NPC476520
0.9773 High Similarity NPC476528
0.9773 High Similarity NPC476433
0.9771 High Similarity NPC470266
0.9695 High Similarity NPC296437
0.9485 High Similarity NPC476408
0.9034 High Similarity NPC472832
0.9034 High Similarity NPC18308
0.9 High Similarity NPC244700
0.8889 High Similarity NPC472834
0.8828 High Similarity NPC472833
0.8451 Intermediate Similarity NPC217656
0.8187 Intermediate Similarity NPC473585
0.8138 Intermediate Similarity NPC89139
0.7988 Intermediate Similarity NPC265111
0.7099 Intermediate Similarity NPC87981
0.7099 Intermediate Similarity NPC174114
0.6928 Remote Similarity NPC167285
0.6882 Remote Similarity NPC317054
0.6818 Remote Similarity NPC226184
0.6818 Remote Similarity NPC76544
0.68 Remote Similarity NPC57279
0.6744 Remote Similarity NPC164845
0.6569 Remote Similarity NPC18335
0.6569 Remote Similarity NPC476564
0.6447 Remote Similarity NPC104011
0.6414 Remote Similarity NPC68938
0.6369 Remote Similarity NPC33996
0.6338 Remote Similarity NPC312187
0.6338 Remote Similarity NPC4837
0.6329 Remote Similarity NPC129756
0.631 Remote Similarity NPC239737
0.6236 Remote Similarity NPC477119
0.6188 Remote Similarity NPC317821
0.6145 Remote Similarity NPC150853
0.6141 Remote Similarity NPC313514
0.6129 Remote Similarity NPC246193
0.6124 Remote Similarity NPC313897
0.6118 Remote Similarity NPC476219
0.6118 Remote Similarity NPC93365
0.6087 Remote Similarity NPC209525
0.6087 Remote Similarity NPC161659
0.6081 Remote Similarity NPC189314
0.6033 Remote Similarity NPC477118
0.6023 Remote Similarity NPC476297
0.6012 Remote Similarity NPC300238
0.6012 Remote Similarity NPC229974
0.6012 Remote Similarity NPC314152
0.601 Remote Similarity NPC469308
0.6 Remote Similarity NPC477120
0.6 Remote Similarity NPC469975
0.6 Remote Similarity NPC189068
0.5964 Remote Similarity NPC219313
0.5964 Remote Similarity NPC309832
0.5943 Remote Similarity NPC470203
0.5939 Remote Similarity NPC21448
0.5939 Remote Similarity NPC107374
0.5939 Remote Similarity NPC156461
0.5909 Remote Similarity NPC248007
0.5904 Remote Similarity NPC164665
0.5893 Remote Similarity NPC136349
0.5886 Remote Similarity NPC470204
0.5868 Remote Similarity NPC269827
0.5838 Remote Similarity NPC120070
0.5833 Remote Similarity NPC121222
0.5824 Remote Similarity NPC114209
0.5824 Remote Similarity NPC189261
0.5824 Remote Similarity NPC161224
0.5805 Remote Similarity NPC195140
0.5794 Remote Similarity NPC158055
0.5789 Remote Similarity NPC328479
0.5764 Remote Similarity NPC476099
0.5756 Remote Similarity NPC302778
0.5756 Remote Similarity NPC212551
0.5731 Remote Similarity NPC211025
0.5731 Remote Similarity NPC185991
0.5731 Remote Similarity NPC85689
0.5723 Remote Similarity NPC174802
0.5723 Remote Similarity NPC8590
0.5714 Remote Similarity NPC139776
0.5706 Remote Similarity NPC122141
0.57 Remote Similarity NPC250178
0.5698 Remote Similarity NPC472816
0.5698 Remote Similarity NPC321814
0.569 Remote Similarity NPC224076
0.5685 Remote Similarity NPC276373
0.5674 Remote Similarity NPC225018
0.5665 Remote Similarity NPC130586
0.5665 Remote Similarity NPC164952
0.566 Remote Similarity NPC14330
0.5657 Remote Similarity NPC5802
0.5657 Remote Similarity NPC226245
0.5638 Remote Similarity NPC24589
0.5635 Remote Similarity NPC290959
0.5628 Remote Similarity NPC157821
0.5625 Remote Similarity NPC476561
0.5625 Remote Similarity NPC287876
0.5607 Remote Similarity NPC115595
0.5607 Remote Similarity NPC207633

  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 NPC476013 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
0.7329 Intermediate Similarity NPD1058 Discontinued
0.703 Intermediate Similarity NPD1313 Approved
0.6747 Remote Similarity NPD6074 Clinical (unspecified phase)
0.6726 Remote Similarity NPD1333 Phase 3
0.6667 Remote Similarity NPD2930 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1567 Clinical (unspecified phase)
0.6647 Remote Similarity NPD2593 Clinical (unspecified phase)
0.6646 Remote Similarity NPD7158 Phase 1
0.6644 Remote Similarity NPD870 Clinical (unspecified phase)
0.6629 Remote Similarity NPD5962 Phase 2
0.6629 Remote Similarity NPD3378 Clinical (unspecified phase)
0.6608 Remote Similarity NPD2875 Clinical (unspecified phase)
0.6607 Remote Similarity NPD1015 Phase 2
0.6607 Remote Similarity NPD1016 Phase 2
0.6587 Remote Similarity NPD516 Clinical (unspecified phase)
0.6571 Remote Similarity NPD3341 Clinical (unspecified phase)
0.6569 Remote Similarity NPD8836 Approved
0.6529 Remote Similarity NPD8120 Approved
0.6529 Remote Similarity NPD8121 Phase 3
0.6522 Remote Similarity NPD7023 Clinical (unspecified phase)
0.651 Remote Similarity NPD9408 Phase 3
0.6503 Remote Similarity NPD3485 Clinical (unspecified phase)
0.6491 Remote Similarity NPD1215 Discontinued
0.649 Remote Similarity NPD9633 Phase 3
0.6489 Remote Similarity NPD6129 Phase 2
0.6484 Remote Similarity NPD3419 Clinical (unspecified phase)
0.6478 Remote Similarity NPD4240 Approved
0.6471 Remote Similarity NPD6816 Phase 3
0.6467 Remote Similarity NPD2927 Phase 3
0.6453 Remote Similarity NPD2333 Discontinued
0.6447 Remote Similarity NPD248 Discontinued
0.6433 Remote Similarity NPD5269 Clinical (unspecified phase)
0.6425 Remote Similarity NPD2457 Phase 2
0.6425 Remote Similarity NPD2456 Phase 2
0.6421 Remote Similarity NPD2965 Clinical (unspecified phase)
0.642 Remote Similarity NPD7111 Discontinued
0.6407 Remote Similarity NPD5969 Clinical (unspecified phase)
0.6404 Remote Similarity NPD4649 Clinical (unspecified phase)
0.64 Remote Similarity NPD3799 Suspended
0.6384 Remote Similarity NPD40 Phase 2
0.6384 Remote Similarity NPD5730 Phase 2
0.6369 Remote Similarity NPD799 Phase 1
0.6364 Remote Similarity NPD5843 Discontinued
0.6359 Remote Similarity NPD3430 Approved
0.6359 Remote Similarity NPD6619 Phase 3
0.6359 Remote Similarity NPD3431 Approved
0.6359 Remote Similarity NPD4352 Phase 1
0.6341 Remote Similarity NPD4568 Phase 2
0.6304 Remote Similarity NPD6761 Discontinued
0.6302 Remote Similarity NPD7323 Phase 2
0.6301 Remote Similarity NPD2647 Phase 3
0.6301 Remote Similarity NPD6794 Approved
0.6289 Remote Similarity NPD3695 Approved
0.6289 Remote Similarity NPD3696 Approved
0.6287 Remote Similarity NPD2524 Discontinued
0.627 Remote Similarity NPD7722 Suspended
0.6264 Remote Similarity NPD2591 Phase 2
0.6264 Remote Similarity NPD2793 Discontinued
0.6264 Remote Similarity NPD4902 Discontinued
0.6257 Remote Similarity NPD5508 Phase 1
0.625 Remote Similarity NPD5324 Clinical (unspecified phase)
0.6243 Remote Similarity NPD5463 Clinical (unspecified phase)
0.6236 Remote Similarity NPD3041 Approved
0.6235 Remote Similarity NPD171 Discontinued
0.6223 Remote Similarity NPD5462 Discontinued
0.6222 Remote Similarity NPD2523 Phase 2
0.6222 Remote Similarity NPD1637 Clinical (unspecified phase)
0.6222 Remote Similarity NPD2526 Phase 2
0.6215 Remote Similarity NPD7006 Approved
0.6207 Remote Similarity NPD2478 Clinical (unspecified phase)
0.6201 Remote Similarity NPD1892 Phase 2
0.6201 Remote Similarity NPD3409 Phase 1
0.6201 Remote Similarity NPD1893 Phase 2
0.6193 Remote Similarity NPD6827 Clinical (unspecified phase)
0.6193 Remote Similarity NPD6828 Phase 2
0.619 Remote Similarity NPD6468 Clinical (unspecified phase)
0.619 Remote Similarity NPD1257 Approved
0.619 Remote Similarity NPD6469 Phase 3
0.6186 Remote Similarity NPD2452 Phase 2
0.6186 Remote Similarity NPD2450 Phase 2
0.6186 Remote Similarity NPD2453 Phase 2
0.6186 Remote Similarity NPD2451 Phase 2
0.6183 Remote Similarity NPD4615 Phase 2
0.6183 Remote Similarity NPD2839 Phase 2
0.618 Remote Similarity NPD2406 Clinical (unspecified phase)
0.6178 Remote Similarity NPD4763 Clinical (unspecified phase)
0.6175 Remote Similarity NPD5684 Clinical (unspecified phase)
0.6175 Remote Similarity NPD5683 Clinical (unspecified phase)
0.6175 Remote Similarity NPD5682 Phase 3
0.6175 Remote Similarity NPD6721 Phase 1
0.6162 Remote Similarity NPD5145 Clinical (unspecified phase)
0.6154 Remote Similarity NPD4612 Discontinued
0.6141 Remote Similarity NPD7138 Phase 2
0.614 Remote Similarity NPD5300 Clinical (unspecified phase)
0.6134 Remote Similarity NPD2877 Clinical (unspecified phase)
0.6134 Remote Similarity NPD2876 Phase 3
0.6133 Remote Similarity NPD5806 Clinical (unspecified phase)
0.6131 Remote Similarity NPD3107 Discontinued
0.6127 Remote Similarity NPD6850 Phase 2
0.6127 Remote Similarity NPD6849 Phase 2
0.6124 Remote Similarity NPD7297 Phase 2
0.6121 Remote Similarity NPD4182 Phase 3
0.6121 Remote Similarity NPD4183 Phase 3
0.6118 Remote Similarity NPD2646 Discontinued
0.6118 Remote Similarity NPD546 Clinical (unspecified phase)
0.6103 Remote Similarity NPD7445 Phase 1
0.6096 Remote Similarity NPD6577 Clinical (unspecified phase)
0.6094 Remote Similarity NPD6151 Phase 2
0.6093 Remote Similarity NPD306 Approved
0.6091 Remote Similarity NPD6192 Phase 3
0.6087 Remote Similarity NPD5642 Approved
0.6087 Remote Similarity NPD193 Suspended
0.6085 Remote Similarity NPD3362 Clinical (unspecified phase)
0.6082 Remote Similarity NPD5012 Phase 2
0.6081 Remote Similarity NPD8831 Approved
0.6081 Remote Similarity NPD8833 Approved
0.6075 Remote Similarity NPD2818 Discontinued
0.6074 Remote Similarity NPD174 Discontinued
0.6071 Remote Similarity NPD2824 Phase 2
0.6071 Remote Similarity NPD6520 Phase 3
0.6071 Remote Similarity NPD6521 Phase 3
0.6057 Remote Similarity NPD3889 Approved
0.6057 Remote Similarity NPD509 Phase 3
0.6054 Remote Similarity NPD6418 Phase 1
0.6048 Remote Similarity NPD3708 Phase 2
0.6041 Remote Similarity NPD3860 Discontinued
0.604 Remote Similarity NPD6470 Phase 3
0.6036 Remote Similarity NPD1029 Clinical (unspecified phase)
0.6036 Remote Similarity NPD1030 Approved
0.6036 Remote Similarity NPD1027 Approved
0.6031 Remote Similarity NPD2364 Suspended
0.6022 Remote Similarity NPD7504 Discontinued
0.6012 Remote Similarity NPD185 Approved
0.6011 Remote Similarity NPD4441 Phase 2
0.601 Remote Similarity NPD4142 Discontinued
0.601 Remote Similarity NPD4318 Clinical (unspecified phase)
0.6 Remote Similarity NPD2963 Phase 1
0.6 Remote Similarity NPD3612 Phase 2
0.6 Remote Similarity NPD2960 Clinical (unspecified phase)
0.599 Remote Similarity NPD6352 Phase 2
0.5989 Remote Similarity NPD702 Clinical (unspecified phase)
0.5989 Remote Similarity NPD4716 Approved
0.5989 Remote Similarity NPD1873 Clinical (unspecified phase)
0.5988 Remote Similarity NPD1690 Clinical (unspecified phase)
0.598 Remote Similarity NPD4863 Approved
0.5978 Remote Similarity NPD5996 Clinical (unspecified phase)
0.5977 Remote Similarity NPD1288 Clinical (unspecified phase)
0.5969 Remote Similarity NPD4023 Clinical (unspecified phase)
0.5969 Remote Similarity NPD2880 Discontinued
0.5969 Remote Similarity NPD6271 Approved
0.5967 Remote Similarity NPD1272 Clinical (unspecified phase)
0.5967 Remote Similarity NPD2731 Phase 2
0.5966 Remote Similarity NPD7988 Suspended
0.5965 Remote Similarity NPD1303 Phase 1
0.5962 Remote Similarity NPD1807 Clinical (unspecified phase)
0.5957 Remote Similarity NPD7709 Discontinued
0.5956 Remote Similarity NPD1895 Discontinued
0.5956 Remote Similarity NPD1674 Clinical (unspecified phase)
0.5956 Remote Similarity NPD4744 Clinical (unspecified phase)
0.5956 Remote Similarity NPD1675 Phase 1
0.5951 Remote Similarity NPD4854 Phase 3
0.595 Remote Similarity NPD2903 Clinical (unspecified phase)
0.595 Remote Similarity NPD2902 Phase 2
0.5946 Remote Similarity NPD4298 Clinical (unspecified phase)
0.5946 Remote Similarity NPD2868 Clinical (unspecified phase)
0.5943 Remote Similarity NPD7502 Clinical (unspecified phase)
0.5939 Remote Similarity NPD249 Approved
0.5939 Remote Similarity NPD166 Approved
0.5939 Remote Similarity NPD3905 Phase 3
0.5939 Remote Similarity NPD250 Approved
0.5938 Remote Similarity NPD5885 Approved
0.5934 Remote Similarity NPD3432 Approved
0.5932 Remote Similarity NPD4213 Clinical (unspecified phase)
0.593 Remote Similarity NPD3405 Phase 3
0.5928 Remote Similarity NPD1988 Phase 1
0.5926 Remote Similarity NPD7127 Clinical (unspecified phase)
0.5918 Remote Similarity NPD7103 Approved
0.5914 Remote Similarity NPD5757 Discontinued
0.5909 Remote Similarity NPD9084 Phase 2
0.5906 Remote Similarity NPD2128 Phase 1
0.59 Remote Similarity NPD3265 Phase 1
0.5897 Remote Similarity NPD4924 Clinical (unspecified phase)
0.5897 Remote Similarity NPD2807 Discontinued
0.5897 Remote Similarity NPD5486 Discontinued
0.5896 Remote Similarity NPD2150 Discontinued
0.5893 Remote Similarity NPD548 Clinical (unspecified phase)
0.5885 Remote Similarity NPD3830 Phase 1
0.5882 Remote Similarity NPD3002 Clinical (unspecified phase)
0.5879 Remote Similarity NPD4155 Approved
0.5879 Remote Similarity NPD3706 Clinical (unspecified phase)
0.5877 Remote Similarity NPD8004 Discontinued
0.5875 Remote Similarity NPD9484 Clinical (unspecified phase)
0.5873 Remote Similarity NPD1658 Discontinued
0.5871 Remote Similarity NPD7164 Discontinued
0.5868 Remote Similarity NPD4864 Approved
0.5868 Remote Similarity NPD195 Approved
0.5868 Remote Similarity NPD186 Discovery
0.5868 Remote Similarity NPD4047 Discontinued
0.5864 Remote Similarity NPD4294 Phase 2
0.5864 Remote Similarity NPD5464 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