Structure

Physi-Chem Properties

Molecular Weight:  438.32
Volume:  485.01
LogP:  3.986
LogD:  3.919
LogS:  -5.389
# Rotatable Bonds:  4
TPSA:  49.74
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.424
Synthetic Accessibility Score:  5.057
Fsp3:  0.75
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.679
MDCK Permeability:  1.4873750842525624e-05
Pgp-inhibitor:  0.998
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.009
20% Bioavailability (F20%):  0.014
30% Bioavailability (F30%):  0.088

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.273
Plasma Protein Binding (PPB):  93.29692840576172%
Volume Distribution (VD):  0.931
Pgp-substrate:  3.6519579887390137%

ADMET: Metabolism

CYP1A2-inhibitor:  0.066
CYP1A2-substrate:  0.79
CYP2C19-inhibitor:  0.112
CYP2C19-substrate:  0.976
CYP2C9-inhibitor:  0.295
CYP2C9-substrate:  0.222
CYP2D6-inhibitor:  0.925
CYP2D6-substrate:  0.922
CYP3A4-inhibitor:  0.811
CYP3A4-substrate:  0.797

ADMET: Excretion

Clearance (CL):  4.867
Half-life (T1/2):  0.158

ADMET: Toxicity

hERG Blockers:  0.092
Human Hepatotoxicity (H-HT):  0.351
Drug-inuced Liver Injury (DILI):  0.489
AMES Toxicity:  0.008
Rat Oral Acute Toxicity:  0.314
Maximum Recommended Daily Dose:  0.802
Skin Sensitization:  0.177
Carcinogencity:  0.347
Eye Corrosion:  0.003
Eye Irritation:  0.01
Respiratory Toxicity:  0.981

Download Data

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

  Natural Product: NPC226509

Natural Product ID:  NPC226509
Common Name*:   (E)-N-[(3S,8R,9S,10R,13R,17S)-17-[(1S)-1-(Dimethylamino)Ethyl]-10,13-Dimethyl-4-Oxo-1,2,3,7,8,9,11,12,16,17-Decahydrocyclopenta[A]Phenanthren-3-Yl]-2-Methylbut-2-Enamide
IUPAC Name:   (E)-N-[(3S,8R,9S,10R,13R,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-4-oxo-1,2,3,7,8,9,11,12,16,17-decahydrocyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide
Synonyms:  
Standard InCHIKey:  GCHGDPVSONOHQE-PNUJEHDGSA-N
Standard InCHI:  InChI=1S/C28H42N2O2/c1-8-17(2)26(32)29-24-14-16-28(5)22-13-15-27(4)20(18(3)30(6)7)11-12-21(27)19(22)9-10-23(28)25(24)31/h8,10,12,18-20,22,24H,9,11,13-16H2,1-7H3,(H,29,32)/b17-8+/t18-,19-,20+,22-,24-,27+,28+/m0/s1
SMILES:  C/C=C(C)/C(=N[C@H]1CC[C@]2(C)[C@H]3CC[C@]4(C)[C@H](CC=C4[C@@H]3CC=C2C1=O)[C@H](C)N(C)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL137039
PubChem CID:   44358110
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001194] Oxosteroids

*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
NPO27888 Sarcococca saligna Species Buxaceae Eukaryota n.a. n.a. n.a. PMID[14584959]
NPO27888 Sarcococca saligna Species Buxaceae Eukaryota n.a. n.a. n.a. PMID[14643329]
NPO27888 Sarcococca saligna Species Buxaceae Eukaryota n.a. n.a. n.a. PMID[9548847]
NPO27888 Sarcococca saligna Species Buxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27888 Sarcococca saligna Species Buxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27888 Sarcococca saligna Species Buxaceae 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
NPT2668 Individual Protein Acetylcholinesterase Torpedo californica IC50 = 5800.0 nM PMID[575717]
NPT2668 Individual Protein Acetylcholinesterase Torpedo californica Ki = 2650.0 nM PMID[575717]
NPT439 Individual Protein Butyrylcholinesterase Homo sapiens IC50 = 4290.0 nM PMID[575717]
NPT439 Individual Protein Butyrylcholinesterase Homo sapiens Ki = 1600.0 nM PMID[575717]
NPT204 Individual Protein Acetylcholinesterase Homo sapiens IC50 = 5754.4 nM PMID[575718]

☑ 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 NPC226509 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
0.9789 High Similarity NPC152718
0.9388 High Similarity NPC469958
0.8911 High Similarity NPC230677
0.8654 High Similarity NPC175585
0.8316 Intermediate Similarity NPC166458
0.8218 Intermediate Similarity NPC184033
0.8137 Intermediate Similarity NPC140685
0.7941 Intermediate Similarity NPC247220
0.7835 Intermediate Similarity NPC182106
0.7835 Intermediate Similarity NPC311769
0.77 Intermediate Similarity NPC249312
0.7653 Intermediate Similarity NPC152684
0.76 Intermediate Similarity NPC259252
0.757 Intermediate Similarity NPC471083
0.757 Intermediate Similarity NPC247060
0.7526 Intermediate Similarity NPC472867
0.7407 Intermediate Similarity NPC50815
0.7347 Intermediate Similarity NPC472239
0.7339 Intermediate Similarity NPC474563
0.7315 Intermediate Similarity NPC474001
0.7273 Intermediate Similarity NPC21667
0.7245 Intermediate Similarity NPC257962
0.7238 Intermediate Similarity NPC476754
0.7207 Intermediate Similarity NPC55462
0.7182 Intermediate Similarity NPC90538
0.7172 Intermediate Similarity NPC142253
0.7172 Intermediate Similarity NPC3511
0.7143 Intermediate Similarity NPC476753
0.7143 Intermediate Similarity NPC476752
0.7105 Intermediate Similarity NPC328052
0.7105 Intermediate Similarity NPC472359
0.7091 Intermediate Similarity NPC58200
0.708 Intermediate Similarity NPC307903
0.708 Intermediate Similarity NPC140251
0.7059 Intermediate Similarity NPC157479
0.703 Intermediate Similarity NPC16287
0.703 Intermediate Similarity NPC178025
0.703 Intermediate Similarity NPC87552
0.703 Intermediate Similarity NPC181743
0.7023 Intermediate Similarity NPC153007
0.7 Intermediate Similarity NPC34193
0.7 Intermediate Similarity NPC215474
0.6983 Remote Similarity NPC469968
0.6983 Remote Similarity NPC80834
0.6964 Remote Similarity NPC119329
0.6961 Remote Similarity NPC60350
0.6961 Remote Similarity NPC8571
0.6947 Remote Similarity NPC303613
0.6947 Remote Similarity NPC474228
0.6931 Remote Similarity NPC41539
0.6847 Remote Similarity NPC77703
0.6842 Remote Similarity NPC21773
0.6842 Remote Similarity NPC265789
0.6837 Remote Similarity NPC91665
0.6833 Remote Similarity NPC474006
0.6832 Remote Similarity NPC224072
0.6827 Remote Similarity NPC476293
0.6803 Remote Similarity NPC242692
0.6796 Remote Similarity NPC472931
0.6796 Remote Similarity NPC472940
0.6796 Remote Similarity NPC147513
0.6786 Remote Similarity NPC469598
0.6783 Remote Similarity NPC24596
0.6771 Remote Similarity NPC251705
0.6765 Remote Similarity NPC279639
0.6765 Remote Similarity NPC3856
0.6757 Remote Similarity NPC275686
0.6754 Remote Similarity NPC476328
0.6754 Remote Similarity NPC185929
0.6748 Remote Similarity NPC472458
0.6737 Remote Similarity NPC159577
0.6737 Remote Similarity NPC307176
0.6737 Remote Similarity NPC265782
0.6737 Remote Similarity NPC282593
0.6737 Remote Similarity NPC251929
0.6737 Remote Similarity NPC35734
0.6737 Remote Similarity NPC2634
0.6735 Remote Similarity NPC69408
0.6733 Remote Similarity NPC4166
0.6731 Remote Similarity NPC472869
0.6727 Remote Similarity NPC167419
0.6726 Remote Similarity NPC98765
0.6723 Remote Similarity NPC476813
0.6723 Remote Similarity NPC476814
0.6701 Remote Similarity NPC255021
0.6701 Remote Similarity NPC476904
0.6701 Remote Similarity NPC309852
0.6699 Remote Similarity NPC472864
0.6699 Remote Similarity NPC19849
0.6699 Remote Similarity NPC472865
0.6698 Remote Similarity NPC473999
0.6698 Remote Similarity NPC262043
0.6698 Remote Similarity NPC309603
0.6696 Remote Similarity NPC169375
0.6696 Remote Similarity NPC25340
0.6667 Remote Similarity NPC136948
0.6667 Remote Similarity NPC234707
0.6667 Remote Similarity NPC469805
0.6667 Remote Similarity NPC474736
0.6667 Remote Similarity NPC320514
0.6667 Remote Similarity NPC469804
0.6667 Remote Similarity NPC305501
0.6667 Remote Similarity NPC476290
0.6667 Remote Similarity NPC477581
0.6667 Remote Similarity NPC115023
0.6667 Remote Similarity NPC39966
0.6667 Remote Similarity NPC469806
0.6667 Remote Similarity NPC311092
0.6667 Remote Similarity NPC477583
0.6667 Remote Similarity NPC54123
0.6667 Remote Similarity NPC475239
0.6667 Remote Similarity NPC469799
0.6639 Remote Similarity NPC35037
0.6638 Remote Similarity NPC476276
0.6637 Remote Similarity NPC476755
0.6636 Remote Similarity NPC48010
0.6635 Remote Similarity NPC471224
0.6635 Remote Similarity NPC29447
0.6634 Remote Similarity NPC250632
0.6633 Remote Similarity NPC473171
0.6633 Remote Similarity NPC293803
0.6633 Remote Similarity NPC476346
0.6632 Remote Similarity NPC139397
0.6606 Remote Similarity NPC477290
0.6604 Remote Similarity NPC472870
0.66 Remote Similarity NPC82635
0.6598 Remote Similarity NPC109576
0.6598 Remote Similarity NPC130016
0.6598 Remote Similarity NPC180015
0.6598 Remote Similarity NPC470044
0.6598 Remote Similarity NPC56747
0.6598 Remote Similarity NPC470045
0.6579 Remote Similarity NPC474583
0.6574 Remote Similarity NPC23217
0.6574 Remote Similarity NPC473998
0.6574 Remote Similarity NPC475806
0.6569 Remote Similarity NPC477582
0.6566 Remote Similarity NPC7214
0.6562 Remote Similarity NPC260040
0.6555 Remote Similarity NPC56796
0.6555 Remote Similarity NPC476269
0.6538 Remote Similarity NPC476412
0.6538 Remote Similarity NPC164577
0.6538 Remote Similarity NPC214043
0.6538 Remote Similarity NPC248758
0.6538 Remote Similarity NPC85774
0.6529 Remote Similarity NPC288629
0.6526 Remote Similarity NPC20610
0.6525 Remote Similarity NPC72688
0.6509 Remote Similarity NPC93778
0.6505 Remote Similarity NPC193347
0.6496 Remote Similarity NPC476918
0.6495 Remote Similarity NPC21944
0.6495 Remote Similarity NPC133253
0.6486 Remote Similarity NPC476903
0.6484 Remote Similarity NPC471586
0.6481 Remote Similarity NPC85173
0.6481 Remote Similarity NPC472866
0.6476 Remote Similarity NPC76283
0.6476 Remote Similarity NPC476426
0.6476 Remote Similarity NPC469948
0.6476 Remote Similarity NPC474083
0.6476 Remote Similarity NPC24733
0.6471 Remote Similarity NPC469797
0.6471 Remote Similarity NPC474509
0.6471 Remote Similarity NPC469798
0.6471 Remote Similarity NPC472478
0.6466 Remote Similarity NPC233256
0.6466 Remote Similarity NPC36497
0.6466 Remote Similarity NPC195841
0.6465 Remote Similarity NPC469803
0.6465 Remote Similarity NPC255650
0.6458 Remote Similarity NPC256846
0.6458 Remote Similarity NPC182815
0.6457 Remote Similarity NPC237286
0.6455 Remote Similarity NPC8993
0.6449 Remote Similarity NPC34754
0.6449 Remote Similarity NPC117122
0.6442 Remote Similarity NPC477584
0.6442 Remote Similarity NPC97913
0.6436 Remote Similarity NPC470052
0.6436 Remote Similarity NPC275494
0.6436 Remote Similarity NPC471409
0.6435 Remote Similarity NPC45365
0.6435 Remote Similarity NPC293299
0.6429 Remote Similarity NPC140300
0.6429 Remote Similarity NPC476253
0.6422 Remote Similarity NPC204341
0.6417 Remote Similarity NPC124358
0.6415 Remote Similarity NPC31564
0.6415 Remote Similarity NPC186975
0.6415 Remote Similarity NPC194417
0.6415 Remote Similarity NPC145879
0.6415 Remote Similarity NPC474732
0.6415 Remote Similarity NPC469994
0.6415 Remote Similarity NPC474778
0.6415 Remote Similarity NPC474733
0.6408 Remote Similarity NPC477372
0.6408 Remote Similarity NPC278459
0.6408 Remote Similarity NPC147066

  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 NPC226509 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
0.7921 Intermediate Similarity NPD5769 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD6404 Discontinued
0.6964 Remote Similarity NPD7812 Clinical (unspecified phase)
0.6916 Remote Similarity NPD5771 Approved
0.6737 Remote Similarity NPD4747 Approved
0.6737 Remote Similarity NPD4691 Approved
0.6632 Remote Similarity NPD4137 Phase 3
0.6614 Remote Similarity NPD6330 Clinical (unspecified phase)
0.6602 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6571 Remote Similarity NPD4519 Discontinued
0.6571 Remote Similarity NPD4623 Approved
0.6531 Remote Similarity NPD4058 Approved
0.6531 Remote Similarity NPD5733 Approved
0.6505 Remote Similarity NPD4221 Approved
0.6505 Remote Similarity NPD4223 Phase 3
0.6476 Remote Similarity NPD5329 Approved
0.6466 Remote Similarity NPD7333 Discontinued
0.6385 Remote Similarity NPD6914 Discontinued
0.6381 Remote Similarity NPD4197 Approved
0.6364 Remote Similarity NPD4687 Approved
0.6327 Remote Similarity NPD5276 Approved
0.6273 Remote Similarity NPD6079 Approved
0.6262 Remote Similarity NPD4690 Approved
0.6262 Remote Similarity NPD4688 Approved
0.6262 Remote Similarity NPD4693 Phase 3
0.6262 Remote Similarity NPD5205 Approved
0.6262 Remote Similarity NPD4138 Approved
0.6262 Remote Similarity NPD4689 Approved
0.6262 Remote Similarity NPD5690 Phase 2
0.625 Remote Similarity NPD8028 Phase 2
0.6239 Remote Similarity NPD5328 Approved
0.6226 Remote Similarity NPD3666 Approved
0.6226 Remote Similarity NPD3665 Phase 1
0.6226 Remote Similarity NPD4786 Approved
0.6226 Remote Similarity NPD3133 Approved
0.6186 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6182 Remote Similarity NPD4096 Approved
0.6154 Remote Similarity NPD4695 Discontinued
0.6142 Remote Similarity NPD7739 Clinical (unspecified phase)
0.6117 Remote Similarity NPD3617 Approved
0.6111 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6111 Remote Similarity NPD3618 Phase 1
0.6111 Remote Similarity NPD4694 Approved
0.6111 Remote Similarity NPD5280 Approved
0.6091 Remote Similarity NPD4753 Phase 2
0.6061 Remote Similarity NPD6939 Phase 2
0.6061 Remote Similarity NPD6938 Clinical (unspecified phase)
0.6058 Remote Similarity NPD4195 Approved
0.6053 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6038 Remote Similarity NPD3667 Approved
0.6036 Remote Similarity NPD6934 Discontinued
0.6016 Remote Similarity NPD6909 Approved
0.6016 Remote Similarity NPD6908 Approved
0.5969 Remote Similarity NPD7623 Phase 3
0.5969 Remote Similarity NPD7624 Clinical (unspecified phase)
0.5965 Remote Similarity NPD5210 Approved
0.5965 Remote Similarity NPD4629 Approved
0.5963 Remote Similarity NPD5279 Phase 3
0.5935 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5932 Remote Similarity NPD5211 Phase 2
0.5929 Remote Similarity NPD4202 Approved
0.5913 Remote Similarity NPD7614 Phase 1
0.5913 Remote Similarity NPD5221 Approved
0.5913 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5913 Remote Similarity NPD5222 Approved
0.5909 Remote Similarity NPD7747 Phase 1
0.5909 Remote Similarity NPD7746 Phase 1
0.5862 Remote Similarity NPD6084 Phase 2
0.5862 Remote Similarity NPD6083 Phase 2
0.5862 Remote Similarity NPD5173 Approved
0.5856 Remote Similarity NPD4723 Approved
0.5856 Remote Similarity NPD6672 Approved
0.5856 Remote Similarity NPD4722 Approved
0.5856 Remote Similarity NPD5737 Approved
0.5854 Remote Similarity NPD6420 Discontinued
0.5841 Remote Similarity NPD5281 Approved
0.5841 Remote Similarity NPD5284 Approved
0.5833 Remote Similarity NPD4788 Approved
0.5833 Remote Similarity NPD5141 Approved
0.5818 Remote Similarity NPD6684 Approved
0.5818 Remote Similarity NPD7334 Approved
0.5818 Remote Similarity NPD7521 Approved
0.5818 Remote Similarity NPD7146 Approved
0.5818 Remote Similarity NPD5330 Approved
0.5818 Remote Similarity NPD6409 Approved
0.5804 Remote Similarity NPD6673 Approved
0.5804 Remote Similarity NPD6904 Approved
0.5804 Remote Similarity NPD6080 Approved
0.5789 Remote Similarity NPD6399 Phase 3
0.5776 Remote Similarity NPD4697 Phase 3
0.5763 Remote Similarity NPD5286 Approved
0.5763 Remote Similarity NPD5285 Approved
0.5763 Remote Similarity NPD4696 Approved
0.5755 Remote Similarity NPD7155 Clinical (unspecified phase)
0.5752 Remote Similarity NPD790 Approved
0.5726 Remote Similarity NPD4755 Approved
0.5714 Remote Similarity NPD5223 Approved
0.5714 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6903 Approved
0.5714 Remote Similarity NPD8298 Phase 2
0.5714 Remote Similarity NPD5208 Approved
0.5703 Remote Similarity NPD7500 Approved
0.5702 Remote Similarity NPD7515 Phase 2
0.5702 Remote Similarity NPD5693 Phase 1
0.569 Remote Similarity NPD5695 Phase 3
0.5678 Remote Similarity NPD5696 Approved
0.5676 Remote Similarity NPD6098 Approved
0.5667 Remote Similarity NPD4633 Approved
0.5667 Remote Similarity NPD5224 Approved
0.5667 Remote Similarity NPD5091 Approved
0.5667 Remote Similarity NPD5225 Approved
0.5667 Remote Similarity NPD5226 Approved
0.5664 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5652 Remote Similarity NPD5133 Approved
0.5648 Remote Similarity NPD4692 Approved
0.5648 Remote Similarity NPD4139 Approved
0.5636 Remote Similarity NPD3668 Phase 3
0.563 Remote Similarity NPD4700 Approved
0.563 Remote Similarity NPD8418 Phase 2
0.562 Remote Similarity NPD5175 Approved
0.562 Remote Similarity NPD5174 Approved
0.5603 Remote Similarity NPD5707 Approved
0.5603 Remote Similarity NPD6333 Approved
0.5603 Remote Similarity NPD7748 Approved
0.5603 Remote Similarity NPD6334 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