Structure

Physi-Chem Properties

Molecular Weight:  609.25
Volume:  582.384
LogP:  4.677
LogD:  4.808
LogS:  -2.827
# Rotatable Bonds:  9
TPSA:  103.43
# H-Bond Aceptor:  8
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.163
Synthetic Accessibility Score:  5.193
Fsp3:  0.548
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.367
MDCK Permeability:  6.406130978575675e-06
Pgp-inhibitor:  0.939
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.842
20% Bioavailability (F20%):  0.531
30% Bioavailability (F30%):  0.996

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.294
Plasma Protein Binding (PPB):  89.542236328125%
Volume Distribution (VD):  0.946
Pgp-substrate:  16.937576293945312%

ADMET: Metabolism

CYP1A2-inhibitor:  0.101
CYP1A2-substrate:  0.126
CYP2C19-inhibitor:  0.369
CYP2C19-substrate:  0.052
CYP2C9-inhibitor:  0.106
CYP2C9-substrate:  0.076
CYP2D6-inhibitor:  0.99
CYP2D6-substrate:  0.225
CYP3A4-inhibitor:  0.365
CYP3A4-substrate:  0.15

ADMET: Excretion

Clearance (CL):  6.943
Half-life (T1/2):  0.889

ADMET: Toxicity

hERG Blockers:  0.046
Human Hepatotoxicity (H-HT):  0.199
Drug-inuced Liver Injury (DILI):  0.253
AMES Toxicity:  0.014
Rat Oral Acute Toxicity:  0.899
Maximum Recommended Daily Dose:  0.959
Skin Sensitization:  0.258
Carcinogencity:  0.272
Eye Corrosion:  0.003
Eye Irritation:  0.019
Respiratory Toxicity:  0.928

Download Data

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

  Natural Product: NPC265111

Natural Product ID:  NPC265111
Common Name*:   Agelasine G
IUPAC Name:   [(4aS,5R,6S,8aR)-5-[(E)-5-(6-amino-9-methylpurin-9-ium-7-yl)-3-methylpent-3-enyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl 4-bromo-1H-pyrrole-2-carboxylate
Synonyms:  
Standard InCHIKey:  ULTNQKUXFQRXIO-DAYZJRKYSA-O
Standard InCHI:  InChI=1S/C31H41BrN6O2/c1-20(11-14-38-19-37(5)28-26(38)27(33)35-18-36-28)9-12-30(3)21(2)10-13-31(4)22(7-6-8-25(30)31)17-40-29(39)24-15-23(32)16-34-24/h7,11,15-16,18-19,21,25H,6,8-10,12-14,17H2,1-5H3,(H2-,33,34,35,36,39)/p+1/b20-11+/t21-,25-,30+,31-/m0/s1
SMILES:  C/C(=CCn1c[n+](C)c2c1c(N)ncn2)/CC[C@]1(C)[C@@H](C)CC[C@@]2(C)C(=CCC[C@@H]12)COC(=C1C=C(C=N1)Br)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3586411
PubChem CID:   23427285
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]
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[504593]
NPT1210 Individual Protein T-cell protein-tyrosine phosphatase Homo sapiens IC50 > 16000.0 nM PMID[504594]
NPT287 Individual Protein Leukocyte common antigen Homo sapiens IC50 > 16000.0 nM PMID[504594]
NPT1211 Individual Protein Dual specificity protein phosphatase 3 Homo sapiens IC50 = 13000.0 nM PMID[504594]
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens IC50 = 15000.0 nM PMID[504594]
NPT602 Organism Mycobacterium smegmatis Mycobacterium smegmatis IZ = 12.0 mm PMID[504593]
NPT602 Organism Mycobacterium smegmatis Mycobacterium smegmatis IZ = 10.0 mm PMID[504593]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 26000.0 nM PMID[504593]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 18000.0 nM PMID[504593]

☑ 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 NPC265111 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
0.9518 High Similarity NPC473585
0.8263 Intermediate Similarity NPC472834
0.7988 Intermediate Similarity NPC476013
0.7988 Intermediate Similarity NPC474986
0.7988 Intermediate Similarity NPC476522
0.7939 Intermediate Similarity NPC476521
0.7879 Intermediate Similarity NPC476520
0.7818 Intermediate Similarity NPC476433
0.7818 Intermediate Similarity NPC476528
0.7805 Intermediate Similarity NPC470266
0.7744 Intermediate Similarity NPC296437
0.7738 Intermediate Similarity NPC476408
0.7657 Intermediate Similarity NPC472832
0.7657 Intermediate Similarity NPC18308
0.7486 Intermediate Similarity NPC472833
0.7283 Intermediate Similarity NPC244700
0.6857 Remote Similarity NPC217656
0.6818 Remote Similarity NPC89139
0.665 Remote Similarity NPC101676
0.6583 Remote Similarity NPC144474
0.6583 Remote Similarity NPC133782
0.6583 Remote Similarity NPC527
0.652 Remote Similarity NPC233431
0.652 Remote Similarity NPC300139
0.6513 Remote Similarity NPC477119
0.65 Remote Similarity NPC313514
0.6379 Remote Similarity NPC57279
0.6378 Remote Similarity NPC164845
0.6364 Remote Similarity NPC276373
0.6333 Remote Similarity NPC5802
0.6318 Remote Similarity NPC477118
0.6311 Remote Similarity NPC115595
0.6303 Remote Similarity NPC157821
0.6287 Remote Similarity NPC477120
0.6283 Remote Similarity NPC160666
0.627 Remote Similarity NPC150853
0.6243 Remote Similarity NPC239737
0.6167 Remote Similarity NPC129756
0.6162 Remote Similarity NPC313897
0.6162 Remote Similarity NPC317054
0.6133 Remote Similarity NPC317821
0.6126 Remote Similarity NPC250178
0.6111 Remote Similarity NPC33996
0.6073 Remote Similarity NPC93365
0.6044 Remote Similarity NPC161659
0.6044 Remote Similarity NPC209525
0.6044 Remote Similarity NPC167285
0.6029 Remote Similarity NPC24589
0.5978 Remote Similarity NPC314152
0.5978 Remote Similarity NPC229974
0.5968 Remote Similarity NPC189068
0.5956 Remote Similarity NPC76544
0.5956 Remote Similarity NPC226184
0.5942 Remote Similarity NPC78941
0.5942 Remote Similarity NPC282458
0.5936 Remote Similarity NPC309832
0.5936 Remote Similarity NPC219313
0.5923 Remote Similarity NPC158055
0.5914 Remote Similarity NPC107374
0.5914 Remote Similarity NPC156461
0.5914 Remote Similarity NPC21448
0.5882 Remote Similarity NPC164665
0.5879 Remote Similarity NPC290959
0.5873 Remote Similarity NPC136349
0.5864 Remote Similarity NPC472816
0.5851 Remote Similarity NPC269827
0.582 Remote Similarity NPC121222
0.5813 Remote Similarity NPC189261
0.5812 Remote Similarity NPC161224
0.5811 Remote Similarity NPC242923
0.5803 Remote Similarity NPC469975
0.5795 Remote Similarity NPC195140
0.5781 Remote Similarity NPC328479
0.5758 Remote Similarity NPC476564
0.5758 Remote Similarity NPC323091
0.5755 Remote Similarity NPC201900
0.5751 Remote Similarity NPC302778
0.5751 Remote Similarity NPC212551
0.5739 Remote Similarity NPC130570
0.5729 Remote Similarity NPC85689
0.5729 Remote Similarity NPC185991
0.5729 Remote Similarity NPC211025
0.5726 Remote Similarity NPC150447
0.5722 Remote Similarity NPC174802
0.5722 Remote Similarity NPC104011
0.5714 Remote Similarity NPC471603
0.5702 Remote Similarity NPC308906
0.5699 Remote Similarity NPC321814
0.5699 Remote Similarity NPC207633
0.5692 Remote Similarity NPC224076
0.5671 Remote Similarity NPC174114
0.5671 Remote Similarity NPC87981
0.567 Remote Similarity NPC130586
0.567 Remote Similarity NPC164952
0.5663 Remote Similarity NPC226245
0.566 Remote Similarity NPC21461
0.5638 Remote Similarity NPC8590
0.5635 Remote Similarity NPC246193
0.5628 Remote Similarity NPC280638
0.5622 Remote Similarity NPC325906
0.5622 Remote Similarity NPC265576
0.5612 Remote Similarity NPC52238
0.5605 Remote Similarity NPC71238
0.56 Remote Similarity NPC54981

  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 NPC265111 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 NPD516 Clinical (unspecified phase)
0.6635 Remote Similarity NPD7323 Phase 2
0.6629 Remote Similarity NPD171 Discontinued
0.6536 Remote Similarity NPD7158 Phase 1
0.6535 Remote Similarity NPD6619 Phase 3
0.6507 Remote Similarity NPD2965 Clinical (unspecified phase)
0.6502 Remote Similarity NPD8004 Discontinued
0.65 Remote Similarity NPD7138 Phase 2
0.6481 Remote Similarity NPD5080 Phase 2
0.645 Remote Similarity NPD5684 Clinical (unspecified phase)
0.645 Remote Similarity NPD5683 Clinical (unspecified phase)
0.645 Remote Similarity NPD5682 Phase 3
0.6435 Remote Similarity NPD5079 Phase 2
0.6422 Remote Similarity NPD3485 Clinical (unspecified phase)
0.6373 Remote Similarity NPD7722 Suspended
0.6368 Remote Similarity NPD2451 Phase 2
0.6368 Remote Similarity NPD2453 Phase 2
0.6368 Remote Similarity NPD2452 Phase 2
0.6368 Remote Similarity NPD2450 Phase 2
0.6354 Remote Similarity NPD5269 Clinical (unspecified phase)
0.6338 Remote Similarity NPD4612 Discontinued
0.6321 Remote Similarity NPD2647 Phase 3
0.632 Remote Similarity NPD7856 Phase 2
0.632 Remote Similarity NPD7857 Phase 3
0.6318 Remote Similarity NPD3590 Clinical (unspecified phase)
0.6306 Remote Similarity NPD6850 Phase 2
0.6306 Remote Similarity NPD6849 Phase 2
0.6283 Remote Similarity NPD2593 Clinical (unspecified phase)
0.6278 Remote Similarity NPD5703 Discontinued
0.6244 Remote Similarity NPD2877 Clinical (unspecified phase)
0.6244 Remote Similarity NPD2876 Phase 3
0.6243 Remote Similarity NPD870 Clinical (unspecified phase)
0.6221 Remote Similarity NPD2903 Clinical (unspecified phase)
0.6221 Remote Similarity NPD2902 Phase 2
0.6209 Remote Similarity NPD4240 Approved
0.6199 Remote Similarity NPD4555 Clinical (unspecified phase)
0.6197 Remote Similarity NPD7103 Approved
0.6186 Remote Similarity NPD2824 Phase 2
0.6183 Remote Similarity NPD3708 Phase 2
0.6176 Remote Similarity NPD3002 Clinical (unspecified phase)
0.6171 Remote Similarity NPD248 Discontinued
0.6164 Remote Similarity NPD6992 Phase 2
0.6129 Remote Similarity NPD4990 Clinical (unspecified phase)
0.6127 Remote Similarity NPD3378 Clinical (unspecified phase)
0.6127 Remote Similarity NPD2591 Phase 2
0.6124 Remote Similarity NPD7935 Phase 2
0.6106 Remote Similarity NPD6352 Phase 2
0.6103 Remote Similarity NPD5486 Discontinued
0.6103 Remote Similarity NPD7988 Suspended
0.6099 Remote Similarity NPD5827 Discontinued
0.6087 Remote Similarity NPD4306 Phase 1
0.6085 Remote Similarity NPD3107 Discontinued
0.6073 Remote Similarity NPD546 Clinical (unspecified phase)
0.6073 Remote Similarity NPD2646 Discontinued
0.6067 Remote Similarity NPD1058 Discontinued
0.6061 Remote Similarity NPD7502 Clinical (unspecified phase)
0.6056 Remote Similarity NPD4458 Phase 2
0.6056 Remote Similarity NPD4459 Clinical (unspecified phase)
0.6056 Remote Similarity NPD4142 Discontinued
0.6044 Remote Similarity NPD3696 Approved
0.6044 Remote Similarity NPD3695 Approved
0.6044 Remote Similarity NPD193 Suspended
0.604 Remote Similarity NPD4716 Approved
0.6034 Remote Similarity NPD9408 Phase 3
0.6025 Remote Similarity NPD7850 Discontinued
0.6025 Remote Similarity NPD7851 Phase 1
0.6023 Remote Similarity NPD9633 Phase 3
0.602 Remote Similarity NPD1272 Clinical (unspecified phase)
0.602 Remote Similarity NPD1313 Approved
0.6019 Remote Similarity NPD5458 Discontinued
0.601 Remote Similarity NPD4744 Clinical (unspecified phase)
0.6 Remote Similarity NPD4715 Clinical (unspecified phase)
0.6 Remote Similarity NPD34 Approved
0.6 Remote Similarity NPD4714 Approved
0.6 Remote Similarity NPD4713 Clinical (unspecified phase)
0.5991 Remote Similarity NPD6772 Clinical (unspecified phase)
0.5982 Remote Similarity NPD5072 Discontinued
0.5981 Remote Similarity NPD4615 Phase 2
0.5978 Remote Similarity NPD185 Approved
0.5972 Remote Similarity NPD7023 Clinical (unspecified phase)
0.5971 Remote Similarity NPD6721 Phase 1
0.5964 Remote Similarity NPD7423 Phase 2
0.5951 Remote Similarity NPD2456 Phase 2
0.5951 Remote Similarity NPD2457 Phase 2
0.5946 Remote Similarity NPD6528 Phase 1
0.5946 Remote Similarity NPD7188 Phase 3
0.5944 Remote Similarity NPD4763 Clinical (unspecified phase)
0.5936 Remote Similarity NPD7409 Clinical (unspecified phase)
0.5936 Remote Similarity NPD6545 Clinical (unspecified phase)
0.5933 Remote Similarity NPD7709 Discontinued
0.5931 Remote Similarity NPD2523 Phase 2
0.5931 Remote Similarity NPD2526 Phase 2
0.5923 Remote Similarity NPD6840 Approved
0.592 Remote Similarity NPD5666 Phase 2
0.5919 Remote Similarity NPD6957 Approved
0.5919 Remote Similarity NPD6711 Approved
0.5919 Remote Similarity NPD6958 Approved
0.5919 Remote Similarity NPD6643 Discontinued
0.5917 Remote Similarity NPD8410 Clinical (unspecified phase)
0.5915 Remote Similarity NPD3849 Clinical (unspecified phase)
0.5914 Remote Similarity NPD250 Approved
0.5914 Remote Similarity NPD249 Approved
0.5914 Remote Similarity NPD166 Approved
0.5913 Remote Similarity NPD7504 Discontinued
0.5909 Remote Similarity NPD1215 Discontinued
0.5895 Remote Similarity NPD1273 Discontinued
0.5894 Remote Similarity NPD4902 Discontinued
0.5893 Remote Similarity NPD7471 Discontinued
0.5873 Remote Similarity NPD548 Clinical (unspecified phase)
0.5872 Remote Similarity NPD6403 Clinical (unspecified phase)
0.5871 Remote Similarity NPD966 Clinical (unspecified phase)
0.5865 Remote Similarity NPD3501 Phase 2
0.5859 Remote Similarity NPD8120 Approved
0.5859 Remote Similarity NPD1333 Phase 3
0.5859 Remote Similarity NPD8121 Phase 3
0.5855 Remote Similarity NPD6970 Phase 2
0.5851 Remote Similarity NPD186 Discovery
0.5851 Remote Similarity NPD195 Approved
0.5845 Remote Similarity NPD1197 Approved
0.5842 Remote Similarity NPD7297 Phase 2
0.5841 Remote Similarity NPD6469 Phase 3
0.5841 Remote Similarity NPD3287 Clinical (unspecified phase)
0.5841 Remote Similarity NPD6468 Clinical (unspecified phase)
0.5833 Remote Similarity NPD2930 Clinical (unspecified phase)
0.583 Remote Similarity NPD4341 Clinical (unspecified phase)
0.5829 Remote Similarity NPD3431 Approved
0.5829 Remote Similarity NPD3430 Approved
0.5825 Remote Similarity NPD2624 Phase 2
0.5822 Remote Similarity NPD8257 Approved
0.5822 Remote Similarity NPD8256 Approved
0.5822 Remote Similarity NPD8258 Clinical (unspecified phase)
0.5821 Remote Similarity NPD1567 Clinical (unspecified phase)
0.5818 Remote Similarity NPD6521 Phase 3
0.5818 Remote Similarity NPD6520 Phase 3
0.5817 Remote Similarity NPD3913 Clinical (unspecified phase)
0.5815 Remote Similarity NPD6856 Discontinued
0.5813 Remote Similarity NPD5843 Discontinued
0.5811 Remote Similarity NPD3265 Phase 1
0.5809 Remote Similarity NPD8250 Phase 2
0.5806 Remote Similarity NPD4872 Clinical (unspecified phase)
0.5806 Remote Similarity NPD2807 Discontinued
0.5805 Remote Similarity NPD5508 Phase 1
0.5805 Remote Similarity NPD5962 Phase 2
0.5803 Remote Similarity NPD3612 Phase 2
0.58 Remote Similarity NPD5052 Clinical (unspecified phase)
0.5792 Remote Similarity NPD5996 Clinical (unspecified phase)
0.5787 Remote Similarity NPD6074 Clinical (unspecified phase)
0.5785 Remote Similarity NPD4896 Clinical (unspecified phase)
0.5785 Remote Similarity NPD8458 Clinical (unspecified phase)
0.5783 Remote Similarity NPD3938 Phase 1
0.5782 Remote Similarity NPD1286 Suspended
0.578 Remote Similarity NPD2364 Suspended
0.5773 Remote Similarity NPD3906 Approved
0.5771 Remote Similarity NPD8105 Discontinued
0.5767 Remote Similarity NPD5885 Approved
0.5766 Remote Similarity NPD3013 Phase 3
0.5766 Remote Similarity NPD3014 Clinical (unspecified phase)
0.5766 Remote Similarity NPD6192 Phase 3
0.5766 Remote Similarity NPD5116 Phase 1
0.5762 Remote Similarity NPD2152 Clinical (unspecified phase)
0.576 Remote Similarity NPD6307 Clinical (unspecified phase)
0.576 Remote Similarity NPD5949 Phase 3
0.5759 Remote Similarity NPD7277 Approved
0.5759 Remote Similarity NPD7276 Approved
0.5759 Remote Similarity NPD5679 Clinical (unspecified phase)
0.5759 Remote Similarity NPD8488 Clinical (unspecified phase)
0.5758 Remote Similarity NPD1016 Phase 2
0.5758 Remote Similarity NPD2480 Clinical (unspecified phase)
0.5758 Remote Similarity NPD1015 Phase 2
0.5756 Remote Similarity NPD3341 Clinical (unspecified phase)
0.5753 Remote Similarity NPD1915 Phase 1
0.5752 Remote Similarity NPD4893 Phase 3
0.5751 Remote Similarity NPD1369 Phase 2
0.5751 Remote Similarity NPD1750 Clinical (unspecified phase)
0.575 Remote Similarity NPD4440 Clinical (unspecified phase)
0.575 Remote Similarity NPD6573 Phase 3
0.575 Remote Similarity NPD6572 Phase 2
0.575 Remote Similarity NPD6794 Approved
0.575 Remote Similarity NPD7067 Approved
0.575 Remote Similarity NPD7068 Approved
0.575 Remote Similarity NPD4213 Clinical (unspecified phase)
0.5747 Remote Similarity NPD5529 Phase 1
0.5747 Remote Similarity NPD5528 Clinical (unspecified phase)
0.5745 Remote Similarity NPD7415 Suspended
0.5744 Remote Similarity NPD5969 Clinical (unspecified phase)
0.5744 Remote Similarity NPD3405 Phase 3
0.5743 Remote Similarity NPD2993 Clinical (unspecified phase)
0.5742 Remote Similarity NPD5757 Discontinued
0.5739 Remote Similarity NPD5045 Phase 2
0.5739 Remote Similarity NPD7202 Clinical (unspecified phase)
0.5735 Remote Similarity NPD6281 Approved
0.5735 Remote Similarity NPD5943 Clinical (unspecified phase)
0.5734 Remote Similarity NPD6129 Phase 2
0.5733 Remote Similarity NPD6165 Phase 2
0.5733 Remote Similarity NPD6164 Phase 2
0.5733 Remote Similarity NPD7694 Discontinued
0.5729 Remote Similarity NPD283 Approved
0.5728 Remote Similarity NPD3403 Clinical (unspecified phase)
0.5727 Remote Similarity NPD6470 Phase 3
0.5727 Remote Similarity NPD4023 Clinical (unspecified phase)

  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