Structure

Physi-Chem Properties

Molecular Weight:  436.33
Volume:  485.768
LogP:  6.599
LogD:  5.472
LogS:  -6.539
# Rotatable Bonds:  2
TPSA:  34.14
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  6
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.442
Synthetic Accessibility Score:  6.624
Fsp3:  0.867
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  2
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.043
MDCK Permeability:  1.845158294599969e-05
Pgp-inhibitor:  0.981
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.012
20% Bioavailability (F20%):  0.726
30% Bioavailability (F30%):  0.973

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.583
Plasma Protein Binding (PPB):  91.02210235595703%
Volume Distribution (VD):  0.581
Pgp-substrate:  5.141347885131836%

ADMET: Metabolism

CYP1A2-inhibitor:  0.04
CYP1A2-substrate:  0.251
CYP2C19-inhibitor:  0.177
CYP2C19-substrate:  0.85
CYP2C9-inhibitor:  0.549
CYP2C9-substrate:  0.095
CYP2D6-inhibitor:  0.038
CYP2D6-substrate:  0.367
CYP3A4-inhibitor:  0.767
CYP3A4-substrate:  0.388

ADMET: Excretion

Clearance (CL):  19.016
Half-life (T1/2):  0.011

ADMET: Toxicity

hERG Blockers:  0.827
Human Hepatotoxicity (H-HT):  0.313
Drug-inuced Liver Injury (DILI):  0.762
AMES Toxicity:  0.007
Rat Oral Acute Toxicity:  0.894
Maximum Recommended Daily Dose:  0.733
Skin Sensitization:  0.197
Carcinogencity:  0.435
Eye Corrosion:  0.314
Eye Irritation:  0.014
Respiratory Toxicity:  0.983

Download Data

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

  Natural Product: NPC52667

Natural Product ID:  NPC52667
Common Name*:   Alertenone
IUPAC Name:   n.a.
Synonyms:   Alertenone
Standard InCHIKey:  WYBSXJBCCDNLRE-BNRYJZQMSA-N
Standard InCHI:  InChI=1S/C30H44O2/c1-16-9-11-21-25-19(26(32)18(3)29(16,25)14-28(21,6)7)12-23-24(31)13-22-20-10-8-17(2)30(22,23)15-27(20,4)5/h16-17,19-23,25H,3,8-15H2,1-2,4-7H3/t16-,17-,19+,20-,21-,22-,23+,25-,29+,30-/m0/s1
SMILES:  C[C@H]1CC[C@H]2[C@@H]3[C@@H](C[C@@H]4C(=O)C[C@H]5[C@@H]6CC[C@H](C)[C@]45CC6(C)C)C(=O)C(=C)[C@@]13CC2(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL490348
PubChem CID:   11743764
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
NPO32784 alertigorgia sp. Species Anthothelidae Eukaryota n.a. n.a. n.a. PMID[10217729]

☑ 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
NPT81 Cell Line A549 Homo sapiens IC50 = 40.0 ug.mL-1 PMID[464144]
NPT372 Cell Line HOP-92 Homo sapiens IC50 = 45.0 ug.mL-1 PMID[464144]
NPT399 Cell Line SF-295 Homo sapiens IC50 = 35.0 ug.mL-1 PMID[464144]
NPT374 Cell Line SF-539 Homo sapiens IC50 = 35.0 ug.mL-1 PMID[464144]
NPT383 Cell Line SNB-19 Homo sapiens IC50 = 45.0 ug.mL-1 PMID[464144]
NPT387 Cell Line M14 Homo sapiens IC50 = 40.0 ug.mL-1 PMID[464144]
NPT375 Cell Line Malme-3M Homo sapiens IC50 = 40.0 ug.mL-1 PMID[464144]
NPT377 Cell Line OVCAR-3 Homo sapiens IC50 = 35.0 ug.mL-1 PMID[464144]
NPT83 Cell Line MCF7 Homo sapiens IC50 = 40.0 ug.mL-1 PMID[464144]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 100.0 ug.mL-1 PMID[464144]

☑ 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 NPC52667 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
0.8358 Intermediate Similarity NPC270042
0.8194 Intermediate Similarity NPC477857
0.7867 Intermediate Similarity NPC474228
0.7867 Intermediate Similarity NPC303613
0.7778 Intermediate Similarity NPC107704
0.7778 Intermediate Similarity NPC96812
0.7778 Intermediate Similarity NPC189917
0.7778 Intermediate Similarity NPC168824
0.7778 Intermediate Similarity NPC39462
0.7778 Intermediate Similarity NPC43300
0.7763 Intermediate Similarity NPC159497
0.7763 Intermediate Similarity NPC255021
0.7733 Intermediate Similarity NPC305501
0.7733 Intermediate Similarity NPC223187
0.7692 Intermediate Similarity NPC475932
0.7632 Intermediate Similarity NPC251705
0.76 Intermediate Similarity NPC159577
0.76 Intermediate Similarity NPC307176
0.76 Intermediate Similarity NPC251929
0.76 Intermediate Similarity NPC2634
0.76 Intermediate Similarity NPC265782
0.76 Intermediate Similarity NPC282593
0.76 Intermediate Similarity NPC35734
0.7568 Intermediate Similarity NPC20610
0.7564 Intermediate Similarity NPC69408
0.7532 Intermediate Similarity NPC474797
0.7532 Intermediate Similarity NPC474796
0.7532 Intermediate Similarity NPC329866
0.7532 Intermediate Similarity NPC309852
0.75 Intermediate Similarity NPC115023
0.75 Intermediate Similarity NPC234707
0.75 Intermediate Similarity NPC90965
0.75 Intermediate Similarity NPC54123
0.7468 Intermediate Similarity NPC74685
0.7467 Intermediate Similarity NPC139397
0.7467 Intermediate Similarity NPC182815
0.7436 Intermediate Similarity NPC293803
0.7436 Intermediate Similarity NPC255650
0.7403 Intermediate Similarity NPC470045
0.7403 Intermediate Similarity NPC470044
0.7375 Intermediate Similarity NPC228911
0.7368 Intermediate Similarity NPC260040
0.7368 Intermediate Similarity NPC40574
0.7368 Intermediate Similarity NPC214770
0.7368 Intermediate Similarity NPC477856
0.7361 Intermediate Similarity NPC472306
0.7273 Intermediate Similarity NPC470078
0.7273 Intermediate Similarity NPC5701
0.7246 Intermediate Similarity NPC143597
0.7246 Intermediate Similarity NPC151464
0.7222 Intermediate Similarity NPC475795
0.72 Intermediate Similarity NPC475523
0.7195 Intermediate Similarity NPC474509
0.7125 Intermediate Similarity NPC469793
0.7125 Intermediate Similarity NPC469796
0.7101 Intermediate Similarity NPC184819
0.7073 Intermediate Similarity NPC170793
0.7073 Intermediate Similarity NPC471475
0.7067 Intermediate Similarity NPC323005
0.7067 Intermediate Similarity NPC176171
0.7037 Intermediate Similarity NPC212661
0.7037 Intermediate Similarity NPC106078
0.7037 Intermediate Similarity NPC91665
0.7037 Intermediate Similarity NPC471035
0.7027 Intermediate Similarity NPC473902
0.7027 Intermediate Similarity NPC212210
0.7024 Intermediate Similarity NPC472239
0.7015 Intermediate Similarity NPC274182
0.7013 Intermediate Similarity NPC256846
0.7 Intermediate Similarity NPC473171
0.6986 Remote Similarity NPC60565
0.6977 Remote Similarity NPC8571
0.6974 Remote Similarity NPC176107
0.6962 Remote Similarity NPC474488
0.6957 Remote Similarity NPC53245
0.6957 Remote Similarity NPC288296
0.6951 Remote Similarity NPC115515
0.6951 Remote Similarity NPC63020
0.6951 Remote Similarity NPC470052
0.6951 Remote Similarity NPC82635
0.6951 Remote Similarity NPC469996
0.6941 Remote Similarity NPC175410
0.6941 Remote Similarity NPC472740
0.6941 Remote Similarity NPC41539
0.6923 Remote Similarity NPC151045
0.6923 Remote Similarity NPC246722
0.6914 Remote Similarity NPC20466
0.6892 Remote Similarity NPC165695
0.6892 Remote Similarity NPC32285
0.6883 Remote Similarity NPC188292
0.6883 Remote Similarity NPC260474
0.6867 Remote Similarity NPC192744
0.6867 Remote Similarity NPC201459
0.6867 Remote Similarity NPC118987
0.6867 Remote Similarity NPC215843
0.686 Remote Similarity NPC181743
0.686 Remote Similarity NPC16287
0.686 Remote Similarity NPC178025
0.686 Remote Similarity NPC320801
0.6857 Remote Similarity NPC200258
0.6849 Remote Similarity NPC25853
0.6842 Remote Similarity NPC92327
0.6835 Remote Similarity NPC474562
0.6835 Remote Similarity NPC190035
0.6829 Remote Similarity NPC66105
0.6829 Remote Similarity NPC470557
0.6824 Remote Similarity NPC3511
0.6824 Remote Similarity NPC258153
0.6824 Remote Similarity NPC476458
0.6824 Remote Similarity NPC100297
0.6824 Remote Similarity NPC320514
0.6824 Remote Similarity NPC142253
0.6824 Remote Similarity NPC469804
0.6824 Remote Similarity NPC469805
0.6824 Remote Similarity NPC472867
0.6806 Remote Similarity NPC30215
0.68 Remote Similarity NPC469662
0.6795 Remote Similarity NPC286814
0.679 Remote Similarity NPC469803
0.6786 Remote Similarity NPC164999
0.6786 Remote Similarity NPC469798
0.6786 Remote Similarity NPC472478
0.6786 Remote Similarity NPC170038
0.6786 Remote Similarity NPC469797
0.6782 Remote Similarity NPC472940
0.6782 Remote Similarity NPC94531
0.6782 Remote Similarity NPC29447
0.6782 Remote Similarity NPC123319
0.6782 Remote Similarity NPC11711
0.6782 Remote Similarity NPC60350
0.6782 Remote Similarity NPC311702
0.6782 Remote Similarity NPC472931
0.6782 Remote Similarity NPC76518
0.6765 Remote Similarity NPC236623
0.6761 Remote Similarity NPC474105
0.6757 Remote Similarity NPC213152
0.6757 Remote Similarity NPC97322
0.6753 Remote Similarity NPC220210
0.6753 Remote Similarity NPC20181
0.675 Remote Similarity NPC279241
0.6747 Remote Similarity NPC321690
0.6744 Remote Similarity NPC469561
0.6744 Remote Similarity NPC3856
0.6744 Remote Similarity NPC474790
0.6744 Remote Similarity NPC279639
0.6744 Remote Similarity NPC271784
0.6744 Remote Similarity NPC474976
0.6716 Remote Similarity NPC247786
0.6716 Remote Similarity NPC258672
0.6716 Remote Similarity NPC293343
0.6712 Remote Similarity NPC259261
0.6711 Remote Similarity NPC251118
0.6707 Remote Similarity NPC474463
0.6707 Remote Similarity NPC246445
0.6706 Remote Similarity NPC477372
0.6706 Remote Similarity NPC103754
0.6706 Remote Similarity NPC147066
0.6706 Remote Similarity NPC232625
0.6706 Remote Similarity NPC474484
0.6667 Remote Similarity NPC477371
0.6667 Remote Similarity NPC142754
0.6667 Remote Similarity NPC230823
0.6667 Remote Similarity NPC214043
0.6667 Remote Similarity NPC82477
0.6667 Remote Similarity NPC87141
0.6667 Remote Similarity NPC49575
0.6667 Remote Similarity NPC39157
0.6667 Remote Similarity NPC155198
0.6667 Remote Similarity NPC55004
0.6667 Remote Similarity NPC209882
0.6667 Remote Similarity NPC87552
0.6667 Remote Similarity NPC85774
0.6667 Remote Similarity NPC267626
0.6667 Remote Similarity NPC202118
0.6667 Remote Similarity NPC296697
0.6667 Remote Similarity NPC472490
0.6667 Remote Similarity NPC310992
0.6667 Remote Similarity NPC197238
0.6629 Remote Similarity NPC476293
0.6629 Remote Similarity NPC93778
0.6628 Remote Similarity NPC327969
0.6628 Remote Similarity NPC145143
0.6628 Remote Similarity NPC469799
0.6628 Remote Similarity NPC469806
0.6628 Remote Similarity NPC469325
0.6628 Remote Similarity NPC477858
0.6628 Remote Similarity NPC193347
0.6628 Remote Similarity NPC321289
0.6627 Remote Similarity NPC149249
0.6627 Remote Similarity NPC68828
0.6625 Remote Similarity NPC225467
0.6625 Remote Similarity NPC181204
0.6623 Remote Similarity NPC103734
0.6622 Remote Similarity NPC127582
0.6593 Remote Similarity NPC126993
0.6591 Remote Similarity NPC473038
0.6591 Remote Similarity NPC142649
0.6591 Remote Similarity NPC469948
0.6591 Remote Similarity NPC470223
0.6585 Remote Similarity NPC201263

  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 NPC52667 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
0.76 Intermediate Similarity NPD4747 Approved
0.76 Intermediate Similarity NPD4691 Approved
0.7467 Intermediate Similarity NPD4137 Phase 3
0.7308 Intermediate Similarity NPD5733 Approved
0.7308 Intermediate Similarity NPD4058 Approved
0.7105 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD4687 Approved
0.7051 Intermediate Similarity NPD5276 Approved
0.6941 Remote Similarity NPD4788 Approved
0.6628 Remote Similarity NPD4221 Approved
0.6628 Remote Similarity NPD4223 Phase 3
0.6591 Remote Similarity NPD5329 Approved
0.6556 Remote Similarity NPD6903 Approved
0.6548 Remote Similarity NPD3617 Approved
0.6477 Remote Similarity NPD4786 Approved
0.6477 Remote Similarity NPD4197 Approved
0.642 Remote Similarity NPD6081 Approved
0.6418 Remote Similarity NPD343 Approved
0.6418 Remote Similarity NPD345 Approved
0.6418 Remote Similarity NPD344 Approved
0.6374 Remote Similarity NPD6672 Approved
0.6374 Remote Similarity NPD5737 Approved
0.6364 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6344 Remote Similarity NPD6079 Approved
0.6333 Remote Similarity NPD7521 Approved
0.6333 Remote Similarity NPD5205 Approved
0.6333 Remote Similarity NPD4693 Phase 3
0.6333 Remote Similarity NPD4138 Approved
0.6333 Remote Similarity NPD6684 Approved
0.6333 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6333 Remote Similarity NPD5330 Approved
0.6333 Remote Similarity NPD4689 Approved
0.6333 Remote Similarity NPD6098 Approved
0.6333 Remote Similarity NPD5690 Phase 2
0.6333 Remote Similarity NPD7146 Approved
0.6333 Remote Similarity NPD6409 Approved
0.6333 Remote Similarity NPD4690 Approved
0.6333 Remote Similarity NPD7334 Approved
0.6333 Remote Similarity NPD4688 Approved
0.6322 Remote Similarity NPD8028 Phase 2
0.6316 Remote Similarity NPD5210 Approved
0.6316 Remote Similarity NPD4629 Approved
0.6304 Remote Similarity NPD5328 Approved
0.6304 Remote Similarity NPD6904 Approved
0.6304 Remote Similarity NPD6673 Approved
0.6304 Remote Similarity NPD6080 Approved
0.6292 Remote Similarity NPD3666 Approved
0.6292 Remote Similarity NPD3133 Approved
0.6292 Remote Similarity NPD3665 Phase 1
0.6282 Remote Similarity NPD3171 Clinical (unspecified phase)
0.625 Remote Similarity NPD5360 Phase 3
0.625 Remote Similarity NPD5361 Clinical (unspecified phase)
0.625 Remote Similarity NPD3667 Approved
0.6222 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6196 Remote Similarity NPD5208 Approved
0.6196 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6154 Remote Similarity NPD5280 Approved
0.6154 Remote Similarity NPD3618 Phase 1
0.6154 Remote Similarity NPD4694 Approved
0.6146 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6136 Remote Similarity NPD4139 Approved
0.6136 Remote Similarity NPD4692 Approved
0.6129 Remote Similarity NPD4753 Phase 2
0.6111 Remote Similarity NPD3668 Phase 3
0.6098 Remote Similarity NPD4789 Approved
0.6092 Remote Similarity NPD4195 Approved
0.6064 Remote Similarity NPD5207 Approved
0.6042 Remote Similarity NPD6001 Approved
0.6024 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6024 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6023 Remote Similarity NPD4695 Discontinued
0.6 Remote Similarity NPD4224 Phase 2
0.6 Remote Similarity NPD6050 Approved
0.6 Remote Similarity NPD5693 Phase 1
0.5978 Remote Similarity NPD5279 Phase 3
0.596 Remote Similarity NPD5696 Approved
0.5941 Remote Similarity NPD5091 Approved
0.5938 Remote Similarity NPD4202 Approved
0.5938 Remote Similarity NPD6399 Phase 3
0.5921 Remote Similarity NPD287 Approved
0.5918 Remote Similarity NPD5221 Approved
0.5918 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5918 Remote Similarity NPD5222 Approved
0.5904 Remote Similarity NPD4244 Approved
0.5904 Remote Similarity NPD4245 Approved
0.5895 Remote Similarity NPD5692 Phase 3
0.5865 Remote Similarity NPD6614 Approved
0.5859 Remote Similarity NPD5173 Approved
0.5859 Remote Similarity NPD6084 Phase 2
0.5859 Remote Similarity NPD6083 Phase 2
0.5833 Remote Similarity NPD8034 Phase 2
0.5833 Remote Similarity NPD8035 Phase 2
0.5833 Remote Similarity NPD5284 Approved
0.5833 Remote Similarity NPD5777 Approved
0.5833 Remote Similarity NPD5694 Approved
0.5833 Remote Similarity NPD5281 Approved
0.5833 Remote Similarity NPD4758 Discontinued
0.5806 Remote Similarity NPD4623 Approved
0.5806 Remote Similarity NPD4519 Discontinued
0.5783 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5783 Remote Similarity NPD3698 Phase 2
0.5783 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5773 Remote Similarity NPD5133 Approved
0.5758 Remote Similarity NPD7614 Phase 1
0.5758 Remote Similarity NPD4697 Phase 3
0.5758 Remote Similarity NPD7732 Phase 3
0.5745 Remote Similarity NPD3573 Approved
0.5743 Remote Similarity NPD5286 Approved
0.5743 Remote Similarity NPD4696 Approved
0.5743 Remote Similarity NPD5285 Approved
0.5729 Remote Similarity NPD4096 Approved
0.5728 Remote Similarity NPD6052 Approved
0.5714 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5769 Clinical (unspecified phase)
0.57 Remote Similarity NPD4755 Approved
0.5698 Remote Similarity NPD6113 Clinical (unspecified phase)
0.5686 Remote Similarity NPD5223 Approved
0.566 Remote Similarity NPD7320 Approved
0.5657 Remote Similarity NPD5654 Approved
0.5657 Remote Similarity NPD5695 Phase 3
0.5647 Remote Similarity NPD4243 Approved
0.5631 Remote Similarity NPD4633 Approved
0.5631 Remote Similarity NPD5226 Approved
0.5631 Remote Similarity NPD5224 Approved
0.5631 Remote Similarity NPD5225 Approved
0.5631 Remote Similarity NPD5211 Phase 2
0.5625 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5618 Remote Similarity NPD5364 Discontinued

  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