Structure

Physi-Chem Properties

Molecular Weight:  262.23
Volume:  318.129
LogP:  5.32
LogD:  4.561
LogS:  -5.527
# Rotatable Bonds:  9
TPSA:  17.07
# H-Bond Aceptor:  1
# H-Bond Donor:  0
# Rings:  0
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.482
Synthetic Accessibility Score:  2.754
Fsp3:  0.611
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:  -4.676
MDCK Permeability:  2.278419015055988e-05
Pgp-inhibitor:  0.422
Pgp-substrate:  0.066
Human Intestinal Absorption (HIA):  0.042
20% Bioavailability (F20%):  0.864
30% Bioavailability (F30%):  0.81

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.566
Plasma Protein Binding (PPB):  97.04667663574219%
Volume Distribution (VD):  2.096
Pgp-substrate:  2.0852794647216797%

ADMET: Metabolism

CYP1A2-inhibitor:  0.674
CYP1A2-substrate:  0.351
CYP2C19-inhibitor:  0.346
CYP2C19-substrate:  0.401
CYP2C9-inhibitor:  0.45
CYP2C9-substrate:  0.959
CYP2D6-inhibitor:  0.303
CYP2D6-substrate:  0.514
CYP3A4-inhibitor:  0.2
CYP3A4-substrate:  0.151

ADMET: Excretion

Clearance (CL):  6.106
Half-life (T1/2):  0.466

ADMET: Toxicity

hERG Blockers:  0.009
Human Hepatotoxicity (H-HT):  0.876
Drug-inuced Liver Injury (DILI):  0.02
AMES Toxicity:  0.0
Rat Oral Acute Toxicity:  0.001
Maximum Recommended Daily Dose:  0.24
Skin Sensitization:  0.95
Carcinogencity:  0.029
Eye Corrosion:  0.826
Eye Irritation:  0.906
Respiratory Toxicity:  0.009

Download Data

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

  Natural Product: NPC180840

Natural Product ID:  NPC180840
Common Name*:   Farnesylacetol
IUPAC Name:   (5E,9E)-6,10,14-trimethylpentadeca-5,9,13-trien-2-one
Synonyms:   Farnesylacetol
Standard InCHIKey:  LTUMRKDLVGQMJU-IUBLYSDUSA-N
Standard InCHI:  InChI=1S/C18H30O/c1-15(2)9-6-10-16(3)11-7-12-17(4)13-8-14-18(5)19/h9,11,13H,6-8,10,12,14H2,1-5H3/b16-11+,17-13+
SMILES:  C/C(=CCC/C(=C/CCC(=O)C)/C)/CCC=C(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL486207
PubChem CID:   1711945
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0001357] Acyclic 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
NPO15462 Angelica sinensis Species Apiaceae Eukaryota roots purchased from Kiu Shun Trading Ltd., Vancouver, Canada 2000 PMID[16643021]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. whole plant n.a. PMID[16755060]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. aerial part n.a. PMID[17666848]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. aerial part n.a. PMID[18239311]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[19785430]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. PMID[19919095]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[19962306]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[20078074]
NPO18007 Agrimonia pilosa Species Rosaceae Eukaryota n.a. n.a. n.a. PMID[22281186]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota flower buds and leaves Khon Kaen province, Thailand 2010 PMID[23270663]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Leaves n.a. n.a. PMID[23642481]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[25538068]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota whole plants Nanning District, Guangxi Province, China 2012-Sep PMID[25647077]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota aerial parts Seoul, Korea n.a. PMID[26331882]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Flowers n.a. n.a. PMID[26462418]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[27400088]
NPO18007 Agrimonia pilosa Species Rosaceae Eukaryota n.a. n.a. n.a. PMID[27588326]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO23256 Mentha arvensis Species Lamiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO23256 Mentha arvensis Species Lamiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Rhizome n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. Database[FooDB]
NPO18681 Artemisia scoparia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18007 Agrimonia pilosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10597 Fructus syzygii n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO24159 Fructus amomi n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8650.1 Perilla frutescens var. arguta Varieties Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11820 Amomum villosum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18007 Agrimonia pilosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8650.1 Perilla frutescens var. arguta Varieties Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24159 Fructus amomi n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13857 Mentha canadensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18681 Artemisia scoparia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10597 Fructus syzygii n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO11820 Amomum villosum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18681 Artemisia scoparia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18007 Agrimonia pilosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO23256 Mentha arvensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18007 Agrimonia pilosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11820 Amomum villosum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13857 Mentha canadensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18007 Agrimonia pilosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11820 Amomum villosum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8650.1 Perilla frutescens var. arguta Varieties Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13857 Mentha canadensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18681 Artemisia scoparia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23256 Mentha arvensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16039 Scutellaria barbata Species Lamiaceae 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
NPT167 Organism Propionibacterium acnes Propionibacterium acnes MIC = 1.56 ug.mL-1 PMID[496789]

☑ 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 NPC180840 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
0.9714 High Similarity NPC185839
0.9429 High Similarity NPC38497
0.8537 High Similarity NPC477686
0.8421 Intermediate Similarity NPC155880
0.8421 Intermediate Similarity NPC92863
0.8333 Intermediate Similarity NPC191337
0.8293 Intermediate Similarity NPC301972
0.814 Intermediate Similarity NPC8610
0.814 Intermediate Similarity NPC262558
0.7857 Intermediate Similarity NPC216921
0.7838 Intermediate Similarity NPC12889
0.7778 Intermediate Similarity NPC267110
0.7727 Intermediate Similarity NPC100380
0.7674 Intermediate Similarity NPC25771
0.7632 Intermediate Similarity NPC269641
0.7609 Intermediate Similarity NPC15325
0.7609 Intermediate Similarity NPC118788
0.7609 Intermediate Similarity NPC225974
0.7568 Intermediate Similarity NPC266979
0.7561 Intermediate Similarity NPC111474
0.75 Intermediate Similarity NPC166788
0.7442 Intermediate Similarity NPC106819
0.7442 Intermediate Similarity NPC292463
0.7391 Intermediate Similarity NPC145311
0.7333 Intermediate Similarity NPC471752
0.7317 Intermediate Similarity NPC217923
0.7273 Intermediate Similarity NPC471753
0.7234 Intermediate Similarity NPC32351
0.7222 Intermediate Similarity NPC123965
0.7222 Intermediate Similarity NPC115959
0.7174 Intermediate Similarity NPC91962
0.7143 Intermediate Similarity NPC12319
0.7143 Intermediate Similarity NPC101147
0.7143 Intermediate Similarity NPC18205
0.7143 Intermediate Similarity NPC217188
0.7083 Intermediate Similarity NPC27438
0.6957 Remote Similarity NPC195246
0.6957 Remote Similarity NPC22098
0.6957 Remote Similarity NPC276009
0.6889 Remote Similarity NPC145755
0.6889 Remote Similarity NPC267514
0.6875 Remote Similarity NPC58970
0.6875 Remote Similarity NPC20934
0.6875 Remote Similarity NPC228776
0.6875 Remote Similarity NPC288381
0.6875 Remote Similarity NPC163984
0.6875 Remote Similarity NPC176819
0.6842 Remote Similarity NPC471327
0.6829 Remote Similarity NPC24833
0.68 Remote Similarity NPC296311
0.68 Remote Similarity NPC37644
0.68 Remote Similarity NPC268564
0.68 Remote Similarity NPC45283
0.6757 Remote Similarity NPC138113
0.6744 Remote Similarity NPC113082
0.6739 Remote Similarity NPC117572
0.6739 Remote Similarity NPC239754
0.6735 Remote Similarity NPC64866
0.6735 Remote Similarity NPC234829
0.6735 Remote Similarity NPC477458
0.6731 Remote Similarity NPC473733
0.6667 Remote Similarity NPC189677
0.6667 Remote Similarity NPC270796
0.6667 Remote Similarity NPC135698
0.6667 Remote Similarity NPC317796
0.6667 Remote Similarity NPC202850
0.6667 Remote Similarity NPC63396
0.6604 Remote Similarity NPC267626
0.6604 Remote Similarity NPC299369
0.6604 Remote Similarity NPC49575
0.6604 Remote Similarity NPC200831
0.6604 Remote Similarity NPC283502
0.6604 Remote Similarity NPC268185
0.6604 Remote Similarity NPC230823
0.6604 Remote Similarity NPC55004
0.6604 Remote Similarity NPC224103
0.66 Remote Similarity NPC151919
0.66 Remote Similarity NPC471751
0.6596 Remote Similarity NPC197467
0.6596 Remote Similarity NPC44363
0.6596 Remote Similarity NPC14917
0.6596 Remote Similarity NPC128280
0.6596 Remote Similarity NPC236355
0.6596 Remote Similarity NPC163751
0.6596 Remote Similarity NPC308331
0.6596 Remote Similarity NPC4079
0.6596 Remote Similarity NPC110234
0.6591 Remote Similarity NPC188596
0.6591 Remote Similarity NPC269823
0.6579 Remote Similarity NPC60288
0.6538 Remote Similarity NPC275472
0.6531 Remote Similarity NPC474391
0.6531 Remote Similarity NPC27264
0.6522 Remote Similarity NPC304079
0.6522 Remote Similarity NPC6963
0.6512 Remote Similarity NPC29091
0.6512 Remote Similarity NPC182840
0.6512 Remote Similarity NPC103213
0.6512 Remote Similarity NPC255042
0.65 Remote Similarity NPC305759
0.65 Remote Similarity NPC99088
0.65 Remote Similarity NPC173592
0.6486 Remote Similarity NPC138325
0.6481 Remote Similarity NPC30215
0.6481 Remote Similarity NPC94991
0.6481 Remote Similarity NPC266295
0.6471 Remote Similarity NPC474141
0.6471 Remote Similarity NPC474805
0.6471 Remote Similarity NPC23117
0.6471 Remote Similarity NPC284224
0.6471 Remote Similarity NPC61177
0.6458 Remote Similarity NPC91495
0.6458 Remote Similarity NPC324812
0.6444 Remote Similarity NPC213538
0.6444 Remote Similarity NPC209279
0.6444 Remote Similarity NPC180871
0.6444 Remote Similarity NPC67761
0.6444 Remote Similarity NPC51758
0.6444 Remote Similarity NPC256766
0.6444 Remote Similarity NPC108494
0.6444 Remote Similarity NPC194586
0.6444 Remote Similarity NPC68889
0.6444 Remote Similarity NPC88079
0.6429 Remote Similarity NPC254764
0.6429 Remote Similarity NPC220061
0.641 Remote Similarity NPC66577
0.641 Remote Similarity NPC100879
0.641 Remote Similarity NPC3649
0.641 Remote Similarity NPC206088
0.64 Remote Similarity NPC178586
0.64 Remote Similarity NPC148056
0.64 Remote Similarity NPC48162
0.6383 Remote Similarity NPC47946
0.6383 Remote Similarity NPC474202
0.6383 Remote Similarity NPC474362
0.6383 Remote Similarity NPC270706
0.6383 Remote Similarity NPC26600
0.6364 Remote Similarity NPC278202
0.6364 Remote Similarity NPC259261
0.6364 Remote Similarity NPC56917
0.6346 Remote Similarity NPC300121
0.6346 Remote Similarity NPC322461
0.6327 Remote Similarity NPC15912
0.6327 Remote Similarity NPC149821
0.6327 Remote Similarity NPC5413
0.6316 Remote Similarity NPC34671
0.6316 Remote Similarity NPC155900
0.6304 Remote Similarity NPC116934
0.6296 Remote Similarity NPC192843
0.6296 Remote Similarity NPC281230
0.6296 Remote Similarity NPC193695
0.6279 Remote Similarity NPC130923
0.6275 Remote Similarity NPC216407
0.6275 Remote Similarity NPC170167
0.6275 Remote Similarity NPC137396
0.625 Remote Similarity NPC25853
0.625 Remote Similarity NPC79756
0.625 Remote Similarity NPC213749
0.6226 Remote Similarity NPC188789
0.6222 Remote Similarity NPC7754
0.6222 Remote Similarity NPC270170
0.6222 Remote Similarity NPC33489
0.62 Remote Similarity NPC220191
0.62 Remote Similarity NPC59051
0.62 Remote Similarity NPC116906
0.62 Remote Similarity NPC236338
0.62 Remote Similarity NPC224227
0.619 Remote Similarity NPC92224
0.6182 Remote Similarity NPC311852
0.617 Remote Similarity NPC12907
0.617 Remote Similarity NPC138935
0.6154 Remote Similarity NPC14002
0.614 Remote Similarity NPC151648
0.614 Remote Similarity NPC64971
0.614 Remote Similarity NPC475795
0.614 Remote Similarity NPC97322
0.614 Remote Similarity NPC60565
0.6136 Remote Similarity NPC33761
0.6122 Remote Similarity NPC471958
0.6122 Remote Similarity NPC207292
0.6111 Remote Similarity NPC20603
0.6111 Remote Similarity NPC477201
0.6111 Remote Similarity NPC325977
0.6087 Remote Similarity NPC208936
0.6087 Remote Similarity NPC67920
0.6087 Remote Similarity NPC287397
0.6087 Remote Similarity NPC298710
0.6087 Remote Similarity NPC187922
0.6078 Remote Similarity NPC30433
0.6078 Remote Similarity NPC22329
0.6078 Remote Similarity NPC262968
0.6078 Remote Similarity NPC244452
0.6071 Remote Similarity NPC96551
0.6071 Remote Similarity NPC38455
0.6071 Remote Similarity NPC472304
0.6071 Remote Similarity NPC276764
0.6071 Remote Similarity NPC143834
0.6071 Remote Similarity NPC285594
0.6053 Remote Similarity NPC262789
0.6053 Remote Similarity NPC64176

  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 NPC180840 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
0.9722 High Similarity NPD5783 Phase 3
0.6739 Remote Similarity NPD4222 Approved
0.6739 Remote Similarity NPD39 Approved
0.6739 Remote Similarity NPD3174 Discontinued
0.6735 Remote Similarity NPD6927 Phase 3
0.6667 Remote Similarity NPD5326 Phase 3
0.6604 Remote Similarity NPD8779 Phase 3
0.6522 Remote Similarity NPD6097 Approved
0.6522 Remote Similarity NPD6096 Approved
0.6458 Remote Similarity NPD5343 Approved
0.6327 Remote Similarity NPD4220 Pre-registration
0.6327 Remote Similarity NPD3173 Approved
0.6078 Remote Similarity NPD28 Approved
0.6078 Remote Similarity NPD29 Approved
0.6042 Remote Similarity NPD4265 Approved
0.6038 Remote Similarity NPD539 Approved
0.5926 Remote Similarity NPD4627 Clinical (unspecified phase)
0.5893 Remote Similarity NPD287 Approved
0.5849 Remote Similarity NPD3172 Approved
0.5763 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5741 Remote Similarity NPD3194 Approved
0.5741 Remote Similarity NPD4266 Approved
0.5741 Remote Similarity NPD3196 Approved
0.5741 Remote Similarity NPD3195 Phase 2
0.5738 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5738 Remote Similarity NPD7331 Phase 2
0.5682 Remote Similarity NPD319 Phase 1
0.5652 Remote Similarity NPD1153 Clinical (unspecified phase)
0.5614 Remote Similarity NPD6109 Phase 1

  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