Structure

Physi-Chem Properties

Molecular Weight:  422.33
Volume:  470.43
LogP:  4.193
LogD:  4.953
LogS:  -2.727
# Rotatable Bonds:  8
TPSA:  61.34
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.428
Synthetic Accessibility Score:  4.425
Fsp3:  0.577
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:  -5.477
MDCK Permeability:  3.8102427879493916e-06
Pgp-inhibitor:  0.351
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.848
20% Bioavailability (F20%):  0.99
30% Bioavailability (F30%):  0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.379
Plasma Protein Binding (PPB):  80.05135345458984%
Volume Distribution (VD):  1.04
Pgp-substrate:  20.627687454223633%

ADMET: Metabolism

CYP1A2-inhibitor:  0.03
CYP1A2-substrate:  0.086
CYP2C19-inhibitor:  0.136
CYP2C19-substrate:  0.054
CYP2C9-inhibitor:  0.017
CYP2C9-substrate:  0.486
CYP2D6-inhibitor:  0.982
CYP2D6-substrate:  0.415
CYP3A4-inhibitor:  0.086
CYP3A4-substrate:  0.206

ADMET: Excretion

Clearance (CL):  5.855
Half-life (T1/2):  0.841

ADMET: Toxicity

hERG Blockers:  0.075
Human Hepatotoxicity (H-HT):  0.924
Drug-inuced Liver Injury (DILI):  0.144
AMES Toxicity:  0.016
Rat Oral Acute Toxicity:  0.333
Maximum Recommended Daily Dose:  0.953
Skin Sensitization:  0.111
Carcinogencity:  0.045
Eye Corrosion:  0.003
Eye Irritation:  0.027
Respiratory Toxicity:  0.584

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

  Natural Product: NPC296437

Natural Product ID:  NPC296437
Common Name*:   Agelasine E
IUPAC Name:   7-[(2E,6E)-9-[(1R)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnona-2,6-dienyl]-9-methylpurin-9-ium-6-amine
Synonyms:  
Standard InCHIKey:  PPCBHTAMQFLZHZ-VTUSAZOXSA-N
Standard InCHI:  InChI=1S/C26H40N5/c1-19(12-13-22-21(3)11-8-15-26(22,4)5)9-7-10-20(2)14-16-31-18-30(6)25-23(31)24(27)28-17-29-25/h9,14,17-18,22H,3,7-8,10-13,15-16H2,1-2,4-6H3,(H2,27,28,29)/q+1/b19-9+,20-14+/t22-/m0/s1
SMILES:  C/C(=CCC/C(=C/Cn1c[n+](C)c2c1c(N)ncn2)/C)/CC[C@H]1C(=C)CCCC1(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3586410
PubChem CID:   6478429
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
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]
NPO11199 Agelas nakamurai Species Agelasidae Eukaryota n.a. Okinawan n.a. PMID[26083682]
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[454621]
NPT602 Organism Mycobacterium smegmatis Mycobacterium smegmatis IZ = 14.0 mm PMID[454621]
NPT602 Organism Mycobacterium smegmatis Mycobacterium smegmatis IZ = 10.0 mm PMID[454621]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 50000.0 nM PMID[454621]

☑ 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 NPC296437 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
0.9769 High Similarity NPC476528
0.9769 High Similarity NPC476433
0.9767 High Similarity NPC470266
0.9695 High Similarity NPC474986
0.9695 High Similarity NPC476013
0.9695 High Similarity NPC476522
0.9621 High Similarity NPC476521
0.9545 High Similarity NPC476520
0.9478 High Similarity NPC476408
0.8873 High Similarity NPC472834
0.8849 High Similarity NPC244700
0.8811 High Similarity NPC472833
0.8759 High Similarity NPC472832
0.8759 High Similarity NPC18308
0.8298 Intermediate Similarity NPC217656
0.7986 Intermediate Similarity NPC89139
0.7937 Intermediate Similarity NPC473585
0.7744 Intermediate Similarity NPC265111
0.7323 Intermediate Similarity NPC87981
0.7323 Intermediate Similarity NPC174114
0.7114 Intermediate Similarity NPC167285
0.7048 Intermediate Similarity NPC317054
0.7 Intermediate Similarity NPC226184
0.7 Intermediate Similarity NPC76544
0.6986 Remote Similarity NPC57279
0.6767 Remote Similarity NPC18335
0.6767 Remote Similarity NPC476564
0.6706 Remote Similarity NPC164845
0.6622 Remote Similarity NPC104011
0.6596 Remote Similarity NPC68938
0.6536 Remote Similarity NPC33996
0.6522 Remote Similarity NPC312187
0.6522 Remote Similarity NPC4837
0.6494 Remote Similarity NPC129756
0.6463 Remote Similarity NPC239737
0.6346 Remote Similarity NPC317821
0.6296 Remote Similarity NPC150853
0.6291 Remote Similarity NPC246193
0.6278 Remote Similarity NPC313514
0.6265 Remote Similarity NPC93365
0.6264 Remote Similarity NPC313897
0.625 Remote Similarity NPC189314
0.6242 Remote Similarity NPC209525
0.6242 Remote Similarity NPC161659
0.6168 Remote Similarity NPC476297
0.6168 Remote Similarity NPC476219
0.6164 Remote Similarity NPC229974
0.6164 Remote Similarity NPC314152
0.6154 Remote Similarity NPC300238
0.6149 Remote Similarity NPC189068
0.6145 Remote Similarity NPC469975
0.6111 Remote Similarity NPC309832
0.6111 Remote Similarity NPC219313
0.6102 Remote Similarity NPC477119
0.6087 Remote Similarity NPC107374
0.6087 Remote Similarity NPC156461
0.6087 Remote Similarity NPC21448
0.6082 Remote Similarity NPC470203
0.6067 Remote Similarity NPC248007
0.6053 Remote Similarity NPC469308
0.6049 Remote Similarity NPC164665
0.6037 Remote Similarity NPC136349
0.6023 Remote Similarity NPC470204
0.6012 Remote Similarity NPC269827
0.5976 Remote Similarity NPC121222
0.5964 Remote Similarity NPC161224
0.5964 Remote Similarity NPC114209
0.5955 Remote Similarity NPC189261
0.5941 Remote Similarity NPC195140
0.5929 Remote Similarity NPC476099
0.5928 Remote Similarity NPC328479
0.5902 Remote Similarity NPC477118
0.5893 Remote Similarity NPC212551
0.5893 Remote Similarity NPC302778
0.5882 Remote Similarity NPC120070
0.587 Remote Similarity NPC477120
0.5868 Remote Similarity NPC185991
0.5868 Remote Similarity NPC85689
0.5868 Remote Similarity NPC211025
0.5867 Remote Similarity NPC139776
0.5864 Remote Similarity NPC8590
0.5858 Remote Similarity NPC174802
0.5833 Remote Similarity NPC321814
0.5833 Remote Similarity NPC472816
0.5829 Remote Similarity NPC158055
0.5824 Remote Similarity NPC224076
0.5813 Remote Similarity NPC250178
0.5806 Remote Similarity NPC14330
0.5799 Remote Similarity NPC130586
0.5799 Remote Similarity NPC164952
0.5789 Remote Similarity NPC226245
0.5786 Remote Similarity NPC476561
0.5769 Remote Similarity NPC287876
0.5763 Remote Similarity NPC290959
0.5747 Remote Similarity NPC122141
0.574 Remote Similarity NPC207633
0.5722 Remote Similarity NPC276373
0.5714 Remote Similarity NPC326248
0.5714 Remote Similarity NPC187191
0.5714 Remote Similarity NPC225018
0.5714 Remote Similarity NPC115595
0.5698 Remote Similarity NPC316618
0.5692 Remote Similarity NPC5802
0.5687 Remote Similarity NPC160666
0.568 Remote Similarity NPC201380
0.568 Remote Similarity NPC179787
0.568 Remote Similarity NPC470111
0.5676 Remote Similarity NPC24589
0.5674 Remote Similarity NPC326082
0.5663 Remote Similarity NPC197068
0.5663 Remote Similarity NPC157821
0.5655 Remote Similarity NPC204141
0.5652 Remote Similarity NPC307191
0.565 Remote Similarity NPC325906
0.5647 Remote Similarity NPC282531
0.5647 Remote Similarity NPC321911
0.5644 Remote Similarity NPC216159
0.5625 Remote Similarity NPC323091
0.5621 Remote Similarity NPC63545
0.5614 Remote Similarity NPC40070

  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 NPC296437 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
0.7535 Intermediate Similarity NPD1058 Discontinued
0.7205 Intermediate Similarity NPD1313 Approved
0.689 Remote Similarity NPD1333 Phase 3
0.6828 Remote Similarity NPD870 Clinical (unspecified phase)
0.6826 Remote Similarity NPD1567 Clinical (unspecified phase)
0.6818 Remote Similarity NPD7158 Phase 1
0.681 Remote Similarity NPD6074 Clinical (unspecified phase)
0.6784 Remote Similarity NPD5962 Phase 2
0.6768 Remote Similarity NPD1015 Phase 2
0.6768 Remote Similarity NPD1016 Phase 2
0.6767 Remote Similarity NPD8836 Approved
0.6748 Remote Similarity NPD516 Clinical (unspecified phase)
0.6725 Remote Similarity NPD2930 Clinical (unspecified phase)
0.6707 Remote Similarity NPD2593 Clinical (unspecified phase)
0.669 Remote Similarity NPD9408 Phase 3
0.6686 Remote Similarity NPD3378 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2875 Clinical (unspecified phase)
0.6667 Remote Similarity NPD9633 Phase 3
0.6648 Remote Similarity NPD3485 Clinical (unspecified phase)
0.6647 Remote Similarity NPD1215 Discontinued
0.6645 Remote Similarity NPD4240 Approved
0.6628 Remote Similarity NPD3341 Clinical (unspecified phase)
0.6622 Remote Similarity NPD248 Discontinued
0.6607 Remote Similarity NPD2333 Discontinued
0.6575 Remote Similarity NPD7023 Clinical (unspecified phase)
0.6571 Remote Similarity NPD2456 Phase 2
0.6571 Remote Similarity NPD2457 Phase 2
0.6559 Remote Similarity NPD2965 Clinical (unspecified phase)
0.6536 Remote Similarity NPD799 Phase 1
0.6536 Remote Similarity NPD3419 Clinical (unspecified phase)
0.6524 Remote Similarity NPD2927 Phase 3
0.6522 Remote Similarity NPD6816 Phase 3
0.6457 Remote Similarity NPD4649 Clinical (unspecified phase)
0.6452 Remote Similarity NPD3695 Approved
0.6452 Remote Similarity NPD3696 Approved
0.645 Remote Similarity NPD2647 Phase 3
0.6442 Remote Similarity NPD2524 Discontinued
0.6409 Remote Similarity NPD3431 Approved
0.6409 Remote Similarity NPD3430 Approved
0.6404 Remote Similarity NPD2793 Discontinued
0.6404 Remote Similarity NPD2591 Phase 2
0.6398 Remote Similarity NPD4568 Phase 2
0.6395 Remote Similarity NPD5324 Clinical (unspecified phase)
0.6392 Remote Similarity NPD171 Discontinued
0.6391 Remote Similarity NPD5269 Clinical (unspecified phase)
0.6379 Remote Similarity NPD3041 Approved
0.6379 Remote Similarity NPD7111 Discontinued
0.6364 Remote Similarity NPD6129 Phase 2
0.6364 Remote Similarity NPD1637 Clinical (unspecified phase)
0.6364 Remote Similarity NPD2523 Phase 2
0.6364 Remote Similarity NPD2526 Phase 2
0.6353 Remote Similarity NPD6794 Approved
0.6343 Remote Similarity NPD5730 Phase 2
0.6343 Remote Similarity NPD40 Phase 2
0.6321 Remote Similarity NPD4352 Phase 1
0.6319 Remote Similarity NPD2839 Phase 2
0.6319 Remote Similarity NPD7722 Suspended
0.6313 Remote Similarity NPD4902 Discontinued
0.6307 Remote Similarity NPD5508 Phase 1
0.6294 Remote Similarity NPD8121 Phase 3
0.6294 Remote Similarity NPD8120 Approved
0.6292 Remote Similarity NPD5463 Clinical (unspecified phase)
0.628 Remote Similarity NPD3107 Discontinued
0.6278 Remote Similarity NPD7138 Phase 2
0.627 Remote Similarity NPD5462 Discontinued
0.6265 Remote Similarity NPD546 Clinical (unspecified phase)
0.6265 Remote Similarity NPD2646 Discontinued
0.6264 Remote Similarity NPD3799 Suspended
0.6264 Remote Similarity NPD7006 Approved
0.6264 Remote Similarity NPD6761 Discontinued
0.6263 Remote Similarity NPD2877 Clinical (unspecified phase)
0.6263 Remote Similarity NPD2876 Phase 3
0.6263 Remote Similarity NPD7323 Phase 2
0.6259 Remote Similarity NPD306 Approved
0.6257 Remote Similarity NPD2478 Clinical (unspecified phase)
0.625 Remote Similarity NPD3409 Phase 1
0.625 Remote Similarity NPD8833 Approved
0.625 Remote Similarity NPD1892 Phase 2
0.625 Remote Similarity NPD1893 Phase 2
0.625 Remote Similarity NPD8831 Approved
0.6242 Remote Similarity NPD193 Suspended
0.6242 Remote Similarity NPD1257 Approved
0.623 Remote Similarity NPD2453 Phase 2
0.623 Remote Similarity NPD2451 Phase 2
0.623 Remote Similarity NPD2452 Phase 2
0.623 Remote Similarity NPD2450 Phase 2
0.623 Remote Similarity NPD4615 Phase 2
0.6229 Remote Similarity NPD5843 Discontinued
0.6229 Remote Similarity NPD2406 Clinical (unspecified phase)
0.6226 Remote Similarity NPD174 Discontinued
0.6222 Remote Similarity NPD6721 Phase 1
0.6222 Remote Similarity NPD5683 Clinical (unspecified phase)
0.6222 Remote Similarity NPD5642 Approved
0.6222 Remote Similarity NPD5684 Clinical (unspecified phase)
0.6222 Remote Similarity NPD5682 Phase 3
0.6216 Remote Similarity NPD3362 Clinical (unspecified phase)
0.6209 Remote Similarity NPD2818 Discontinued
0.6199 Remote Similarity NPD509 Phase 3
0.6198 Remote Similarity NPD4612 Discontinued
0.6198 Remote Similarity NPD2824 Phase 2
0.6196 Remote Similarity NPD3708 Phase 2
0.619 Remote Similarity NPD5300 Clinical (unspecified phase)
0.6188 Remote Similarity NPD6418 Phase 1
0.6173 Remote Similarity NPD4183 Phase 3
0.6173 Remote Similarity NPD4182 Phase 3
0.6171 Remote Similarity NPD7297 Phase 2
0.6168 Remote Similarity NPD5969 Clinical (unspecified phase)
0.6164 Remote Similarity NPD185 Approved
0.6158 Remote Similarity NPD2364 Suspended
0.615 Remote Similarity NPD6468 Clinical (unspecified phase)
0.615 Remote Similarity NPD6469 Phase 3
0.6149 Remote Similarity NPD6828 Phase 2
0.6149 Remote Similarity NPD6827 Clinical (unspecified phase)
0.6145 Remote Similarity NPD3612 Phase 2
0.6141 Remote Similarity NPD6577 Clinical (unspecified phase)
0.6141 Remote Similarity NPD6619 Phase 3
0.6138 Remote Similarity NPD4142 Discontinued
0.6135 Remote Similarity NPD1690 Clinical (unspecified phase)
0.6134 Remote Similarity NPD6192 Phase 3
0.6133 Remote Similarity NPD2963 Phase 1
0.6129 Remote Similarity NPD4763 Clinical (unspecified phase)
0.6126 Remote Similarity NPD5012 Phase 2
0.6124 Remote Similarity NPD1873 Clinical (unspecified phase)
0.6124 Remote Similarity NPD4716 Approved
0.6118 Remote Similarity NPD1807 Clinical (unspecified phase)
0.6118 Remote Similarity NPD1288 Clinical (unspecified phase)
0.6114 Remote Similarity NPD6521 Phase 3
0.6114 Remote Similarity NPD6520 Phase 3
0.6114 Remote Similarity NPD5996 Clinical (unspecified phase)
0.6108 Remote Similarity NPD1303 Phase 1
0.6105 Remote Similarity NPD7988 Suspended
0.6105 Remote Similarity NPD3889 Approved
0.6102 Remote Similarity NPD2731 Phase 2
0.6102 Remote Similarity NPD1272 Clinical (unspecified phase)
0.6096 Remote Similarity NPD2880 Discontinued
0.6089 Remote Similarity NPD1674 Clinical (unspecified phase)
0.6089 Remote Similarity NPD5806 Clinical (unspecified phase)
0.6089 Remote Similarity NPD1675 Phase 1
0.6089 Remote Similarity NPD4744 Clinical (unspecified phase)
0.6087 Remote Similarity NPD249 Approved
0.6087 Remote Similarity NPD166 Approved
0.6087 Remote Similarity NPD250 Approved
0.6084 Remote Similarity NPD1027 Approved
0.6084 Remote Similarity NPD1030 Approved
0.6084 Remote Similarity NPD1029 Clinical (unspecified phase)
0.6082 Remote Similarity NPD3860 Discontinued
0.6071 Remote Similarity NPD2903 Clinical (unspecified phase)
0.6071 Remote Similarity NPD2902 Phase 2
0.6071 Remote Similarity NPD3405 Phase 3
0.6069 Remote Similarity NPD4213 Clinical (unspecified phase)
0.6067 Remote Similarity NPD9084 Phase 2
0.6067 Remote Similarity NPD3432 Approved
0.6066 Remote Similarity NPD7504 Discontinued
0.6062 Remote Similarity NPD7445 Phase 1
0.6058 Remote Similarity NPD7502 Clinical (unspecified phase)
0.6056 Remote Similarity NPD4441 Phase 2
0.6053 Remote Similarity NPD6151 Phase 2
0.6053 Remote Similarity NPD4318 Clinical (unspecified phase)
0.6048 Remote Similarity NPD2128 Phase 1
0.6044 Remote Similarity NPD5757 Discontinued
0.6037 Remote Similarity NPD548 Clinical (unspecified phase)
0.6036 Remote Similarity NPD2150 Discontinued
0.6034 Remote Similarity NPD702 Clinical (unspecified phase)
0.6033 Remote Similarity NPD5145 Clinical (unspecified phase)
0.6026 Remote Similarity NPD9484 Clinical (unspecified phase)
0.6025 Remote Similarity NPD3706 Clinical (unspecified phase)
0.6021 Remote Similarity NPD2807 Discontinued
0.602 Remote Similarity NPD4863 Approved
0.6012 Remote Similarity NPD186 Discovery
0.6012 Remote Similarity NPD195 Approved
0.6011 Remote Similarity NPD4155 Approved
0.6011 Remote Similarity NPD3002 Clinical (unspecified phase)
0.601 Remote Similarity NPD6849 Phase 2
0.601 Remote Similarity NPD6271 Approved
0.601 Remote Similarity NPD4023 Clinical (unspecified phase)
0.601 Remote Similarity NPD6850 Phase 2
0.6 Remote Similarity NPD1895 Discontinued
0.6 Remote Similarity NPD757 Phase 3
0.6 Remote Similarity NPD1658 Discontinued
0.6 Remote Similarity NPD6470 Phase 3
0.6 Remote Similarity NPD1869 Phase 2
0.599 Remote Similarity NPD4854 Phase 3
0.5989 Remote Similarity NPD2868 Clinical (unspecified phase)
0.5989 Remote Similarity NPD5666 Phase 2
0.5988 Remote Similarity NPD2149 Clinical (unspecified phase)
0.598 Remote Similarity NPD5079 Phase 2
0.5979 Remote Similarity NPD5885 Approved
0.5978 Remote Similarity NPD2729 Approved
0.5978 Remote Similarity NPD2730 Approved
0.5978 Remote Similarity NPD2728 Approved
0.5977 Remote Similarity NPD3361 Phase 1
0.5976 Remote Similarity NPD2624 Phase 2
0.5962 Remote Similarity NPD9083 Clinical (unspecified phase)
0.5959 Remote Similarity NPD4446 Approved
0.5956 Remote Similarity NPD3913 Clinical (unspecified phase)
0.5955 Remote Similarity NPD5943 Clinical (unspecified phase)
0.595 Remote Similarity NPD5080 Phase 2
0.5949 Remote Similarity NPD2443 Approved
0.5949 Remote Similarity NPD2442 Approved
0.5948 Remote Similarity NPD1354 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