Structure

Physi-Chem Properties

Molecular Weight:  242.17
Volume:  292.923
LogP:  4.184
LogD:  3.948
LogS:  -4.156
# Rotatable Bonds:  8
TPSA:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.391
Synthetic Accessibility Score:  4.016
Fsp3:  0.412
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:  -4.589
MDCK Permeability:  3.780904444283806e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.055
20% Bioavailability (F20%):  0.994
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.005
Plasma Protein Binding (PPB):  101.46341705322266%
Volume Distribution (VD):  1.746
Pgp-substrate:  1.1152827739715576%

ADMET: Metabolism

CYP1A2-inhibitor:  0.922
CYP1A2-substrate:  0.511
CYP2C19-inhibitor:  0.917
CYP2C19-substrate:  0.555
CYP2C9-inhibitor:  0.921
CYP2C9-substrate:  0.983
CYP2D6-inhibitor:  0.354
CYP2D6-substrate:  0.893
CYP3A4-inhibitor:  0.925
CYP3A4-substrate:  0.172

ADMET: Excretion

Clearance (CL):  7.142
Half-life (T1/2):  0.84

ADMET: Toxicity

hERG Blockers:  0.002
Human Hepatotoxicity (H-HT):  0.111
Drug-inuced Liver Injury (DILI):  0.673
AMES Toxicity:  0.477
Rat Oral Acute Toxicity:  0.97
Maximum Recommended Daily Dose:  0.997
Skin Sensitization:  0.961
Carcinogencity:  0.675
Eye Corrosion:  0.97
Eye Irritation:  0.98
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: NPC101616

Natural Product ID:  NPC101616
Common Name*:   (3S)-16,17-Didehydrofalcarinol
IUPAC Name:   (3S,9Z)-heptadeca-1,9,16-trien-4,6-diyn-3-ol
Synonyms:   (3S)-16,17-Didehydrofalcarinol
Standard InCHIKey:  JRLHSTVTOOELAF-MQNTZWLQSA-N
Standard InCHI:  InChI=1S/C17H22O/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17(18)4-2/h3-4,10-11,17-18H,1-2,5-9,12H2/b11-10-/t17-/m0/s1
SMILES:  C=CCCCCC/C=CCC#CC#C[C@H](C=C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL465006
PubChem CID:   5469785
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0001334] Fatty alcohols
          • [CHEMONTID:0002951] Long-chain fatty alcohols

*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
NPO17800 Isodon rosthornii Species Lamiaceae Eukaryota aerial parts n.a. n.a. PMID[23819871]
NPO12187 Convolvulus arvensis Species Convolvulaceae Eukaryota n.a. n.a. n.a. PMID[31181918]
NPO40831 Desmanthodium guatemalense Species n.a. n.a. n.a. n.a. n.a. PMID[33021790]
NPO4031.1 Cynara cardunculus var. scolymus Varieties Asteraceae Eukaryota n.a. n.a. n.a. PMID[3430163]
NPO12285 Cassipourea guianensis Species Rhizophoraceae Eukaryota n.a. n.a. n.a. PMID[6387055]
NPO4031.1 Cynara cardunculus var. scolymus Varieties Asteraceae Eukaryota n.a. n.a. n.a. PMID[6821187]
NPO21711 Dendropanax arboreus Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[8792622]
NPO4031.1 Cynara cardunculus var. scolymus Varieties Asteraceae Eukaryota n.a. n.a. Database[FooDB]
NPO4031.1 Cynara cardunculus var. scolymus Varieties Asteraceae Eukaryota n.a. n.a. Database[FooDB]
NPO19250 Digitalis orientalis Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17800 Isodon rosthornii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4031.1 Cynara cardunculus var. scolymus Varieties Asteraceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO19250 Digitalis orientalis Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1153 Crotalaria madurensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17800 Isodon rosthornii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4031.1 Cynara cardunculus var. scolymus Varieties Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12187 Convolvulus arvensis Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12187 Convolvulus arvensis Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17649 Eugenia caryophyllus Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21711 Dendropanax arboreus Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11224 Byrsonima microphylla Species Malpighiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17123 Delphinium roylei Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9010 Lomatia silaifolia Species Proteaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18448 Hamelia patens Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18274 Centaurea deusta Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17800 Isodon rosthornii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5747 Streptomyces rugosporus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO18065 Siparuna gilgiana Species Siparunaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15108 Angiopteris evecta Species Marattiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4031.1 Cynara cardunculus var. scolymus Varieties Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12187 Convolvulus arvensis Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13870 Podocarpium podocarpum n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO1153 Crotalaria madurensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19250 Digitalis orientalis Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12285 Cassipourea guianensis Species Rhizophoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12902 Alstonia undulata Species Apocynaceae 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
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 = 51.0 nM PMID[573006]
NPT82 Cell Line MDA-MB-231 Homo sapiens LC50 = 170.0 nM PMID[573006]
NPT82 Cell Line MDA-MB-231 Homo sapiens TGI = 89.0 nM PMID[573006]
NPT2463 Cell Line MDA-MB-157 Homo sapiens GI50 = 59.0 nM PMID[573006]
NPT2463 Cell Line MDA-MB-157 Homo sapiens TGI = 130.0 nM PMID[573006]
NPT2463 Cell Line MDA-MB-157 Homo sapiens LC50 = 290.0 nM PMID[573006]
NPT457 Cell Line BT-549 Homo sapiens GI50 = 220.0 nM PMID[573006]
NPT457 Cell Line BT-549 Homo sapiens TGI = 420.0 nM PMID[573006]
NPT457 Cell Line BT-549 Homo sapiens LC50 = 900.0 nM PMID[573006]
NPT2426 Cell Line HCC1806 Homo sapiens GI50 = 300.0 nM PMID[573006]
NPT2426 Cell Line HCC1806 Homo sapiens TGI = 540.0 nM PMID[573006]
NPT2426 Cell Line HCC1806 Homo sapiens LC50 = 1200.0 nM PMID[573006]
NPT784 Cell Line MDA-MB-468 Homo sapiens GI50 = 850.0 nM PMID[573006]
NPT784 Cell Line MDA-MB-468 Homo sapiens TGI = 2000.0 nM PMID[573006]
NPT784 Cell Line MDA-MB-468 Homo sapiens LC50 = 4400.0 nM PMID[573006]
NPT2488 Cell Line MDA-MB-453 Homo sapiens GI50 = 2800.0 nM PMID[573006]
NPT2488 Cell Line MDA-MB-453 Homo sapiens TGI > 5000.0 nM PMID[573006]
NPT2488 Cell Line MDA-MB-453 Homo sapiens LC50 > 5000.0 nM PMID[573006]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. GI50 = 400.0 nM PMID[573004]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. TGI = 1300.0 nM PMID[573004]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. LC50 = 4800.0 nM PMID[573004]
NPT32 Organism Mus musculus Mus musculus Activity = 18.0 day PMID[573004]
NPT32 Organism Mus musculus Mus musculus Activity = 16.0 day PMID[573004]
NPT32 Organism Mus musculus Mus musculus Activity = 15.0 day PMID[573004]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 47.0 % PMID[573004]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 27.0 % PMID[573004]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 20.0 % PMID[573004]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 13.0 % PMID[573004]
NPT842 Organism Leishmania mexicana Leishmania mexicana IC50 = 480.0 nM PMID[573005]
NPT842 Organism Leishmania mexicana Leishmania mexicana IC50 = 550.0 nM PMID[573005]
NPT2 Others Unspecified RatioLC50 = 1.7 n.a. PMID[573006]
NPT2 Others Unspecified RatioLC50 = 5.3 n.a. PMID[573006]
NPT2 Others Unspecified RatioLC50 = 7.1 n.a. PMID[573006]
NPT2 Others Unspecified RatioLC50 = 26.0 n.a. PMID[573006]
NPT2 Others Unspecified RatioLC50 > 29.0 n.a. PMID[573006]
NPT2 Others Unspecified Selectivity Index = 7.3 n.a. PMID[573006]

☑ 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 NPC101616 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
0.9535 High Similarity NPC35141
0.9535 High Similarity NPC19834
0.9535 High Similarity NPC124183
0.9535 High Similarity NPC55063
0.9111 High Similarity NPC85079
0.9111 High Similarity NPC471275
0.9111 High Similarity NPC471276
0.9111 High Similarity NPC471280
0.9111 High Similarity NPC31194
0.9111 High Similarity NPC248884
0.9111 High Similarity NPC125122
0.9111 High Similarity NPC153538
0.8913 High Similarity NPC473913
0.8913 High Similarity NPC474642
0.8913 High Similarity NPC199286
0.8913 High Similarity NPC477727
0.8913 High Similarity NPC72699
0.8913 High Similarity NPC471281
0.8913 High Similarity NPC249670
0.8864 High Similarity NPC269074
0.8723 High Similarity NPC475477
0.8723 High Similarity NPC165447
0.8723 High Similarity NPC170776
0.8723 High Similarity NPC76198
0.8723 High Similarity NPC329608
0.8723 High Similarity NPC471959
0.8723 High Similarity NPC93639
0.8723 High Similarity NPC294278
0.8723 High Similarity NPC151782
0.8723 High Similarity NPC224148
0.8723 High Similarity NPC9273
0.8723 High Similarity NPC256656
0.8723 High Similarity NPC89824
0.8723 High Similarity NPC55383
0.8723 High Similarity NPC197272
0.8723 High Similarity NPC477723
0.8667 High Similarity NPC180575
0.8605 High Similarity NPC304151
0.8605 High Similarity NPC149668
0.8571 High Similarity NPC103236
0.8571 High Similarity NPC27444
0.8571 High Similarity NPC329762
0.8542 High Similarity NPC142092
0.8333 Intermediate Similarity NPC59408
0.8333 Intermediate Similarity NPC71053
0.8298 Intermediate Similarity NPC302310
0.8261 Intermediate Similarity NPC157096
0.8222 Intermediate Similarity NPC108195
0.82 Intermediate Similarity NPC49059
0.82 Intermediate Similarity NPC48058
0.82 Intermediate Similarity NPC256209
0.82 Intermediate Similarity NPC110732
0.82 Intermediate Similarity NPC473532
0.8125 Intermediate Similarity NPC291437
0.8125 Intermediate Similarity NPC328784
0.8049 Intermediate Similarity NPC213767
0.8043 Intermediate Similarity NPC276825
0.8039 Intermediate Similarity NPC475353
0.8039 Intermediate Similarity NPC146551
0.8039 Intermediate Similarity NPC152668
0.8039 Intermediate Similarity NPC473910
0.8039 Intermediate Similarity NPC473725
0.8039 Intermediate Similarity NPC477726
0.8039 Intermediate Similarity NPC473721
0.8039 Intermediate Similarity NPC474513
0.8039 Intermediate Similarity NPC474644
0.8039 Intermediate Similarity NPC473896
0.8039 Intermediate Similarity NPC477725
0.8039 Intermediate Similarity NPC470963
0.8039 Intermediate Similarity NPC471239
0.8039 Intermediate Similarity NPC473735
0.7959 Intermediate Similarity NPC129263
0.7907 Intermediate Similarity NPC15934
0.7885 Intermediate Similarity NPC161838
0.7885 Intermediate Similarity NPC470967
0.7885 Intermediate Similarity NPC470964
0.7885 Intermediate Similarity NPC311648
0.7885 Intermediate Similarity NPC477661
0.7885 Intermediate Similarity NPC473847
0.7885 Intermediate Similarity NPC473865
0.7885 Intermediate Similarity NPC470969
0.7885 Intermediate Similarity NPC470966
0.7885 Intermediate Similarity NPC475384
0.7885 Intermediate Similarity NPC471960
0.7885 Intermediate Similarity NPC470968
0.7885 Intermediate Similarity NPC474643
0.7857 Intermediate Similarity NPC216416
0.7778 Intermediate Similarity NPC206906
0.7755 Intermediate Similarity NPC473768
0.7736 Intermediate Similarity NPC594
0.7736 Intermediate Similarity NPC470970
0.7736 Intermediate Similarity NPC212730
0.7736 Intermediate Similarity NPC265551
0.7736 Intermediate Similarity NPC48968
0.7736 Intermediate Similarity NPC193975
0.7647 Intermediate Similarity NPC477724
0.7647 Intermediate Similarity NPC61177
0.7647 Intermediate Similarity NPC26102
0.7647 Intermediate Similarity NPC187361
0.7647 Intermediate Similarity NPC34577
0.7455 Intermediate Similarity NPC473652
0.7407 Intermediate Similarity NPC44542
0.7391 Intermediate Similarity NPC46248
0.7391 Intermediate Similarity NPC249801
0.7321 Intermediate Similarity NPC471278
0.7308 Intermediate Similarity NPC284224
0.7255 Intermediate Similarity NPC474495
0.7255 Intermediate Similarity NPC29234
0.7255 Intermediate Similarity NPC473672
0.72 Intermediate Similarity NPC475153
0.7193 Intermediate Similarity NPC271282
0.7193 Intermediate Similarity NPC325929
0.7193 Intermediate Similarity NPC168407
0.7193 Intermediate Similarity NPC66460
0.7193 Intermediate Similarity NPC475984
0.7174 Intermediate Similarity NPC269823
0.7111 Intermediate Similarity NPC103213
0.7111 Intermediate Similarity NPC255042
0.7111 Intermediate Similarity NPC182840
0.7111 Intermediate Similarity NPC29091
0.7111 Intermediate Similarity NPC306850
0.7091 Intermediate Similarity NPC472445
0.7083 Intermediate Similarity NPC138935
0.7069 Intermediate Similarity NPC29697
0.7069 Intermediate Similarity NPC470965
0.7059 Intermediate Similarity NPC475071
0.7021 Intermediate Similarity NPC31121
0.7021 Intermediate Similarity NPC213538
0.7021 Intermediate Similarity NPC256766
0.6981 Remote Similarity NPC474496
0.6981 Remote Similarity NPC217188
0.6977 Remote Similarity NPC58957
0.6939 Remote Similarity NPC474202
0.6939 Remote Similarity NPC76976
0.6939 Remote Similarity NPC474362
0.6889 Remote Similarity NPC34873
0.6889 Remote Similarity NPC40434
0.6875 Remote Similarity NPC252978
0.6875 Remote Similarity NPC116934
0.6842 Remote Similarity NPC222852
0.6818 Remote Similarity NPC79544
0.6792 Remote Similarity NPC35756
0.6792 Remote Similarity NPC473705
0.6786 Remote Similarity NPC121034
0.6744 Remote Similarity NPC250734
0.6744 Remote Similarity NPC62779
0.6744 Remote Similarity NPC81989
0.6735 Remote Similarity NPC145755
0.6735 Remote Similarity NPC267514
0.6731 Remote Similarity NPC26960
0.6731 Remote Similarity NPC288381
0.6731 Remote Similarity NPC474460
0.6731 Remote Similarity NPC20934
0.6731 Remote Similarity NPC473487
0.6731 Remote Similarity NPC182102
0.6727 Remote Similarity NPC329686
0.6727 Remote Similarity NPC227135
0.6727 Remote Similarity NPC317899
0.6667 Remote Similarity NPC181872
0.6667 Remote Similarity NPC470320
0.6667 Remote Similarity NPC196831
0.6667 Remote Similarity NPC475723
0.6667 Remote Similarity NPC226592
0.6613 Remote Similarity NPC473752
0.661 Remote Similarity NPC477829
0.66 Remote Similarity NPC160628
0.66 Remote Similarity NPC140501
0.6552 Remote Similarity NPC473866
0.6545 Remote Similarity NPC300121
0.6538 Remote Similarity NPC267110
0.6491 Remote Similarity NPC471277
0.6491 Remote Similarity NPC471279
0.6491 Remote Similarity NPC474577
0.6441 Remote Similarity NPC327112
0.6429 Remote Similarity NPC232247
0.6429 Remote Similarity NPC251666
0.64 Remote Similarity NPC473539
0.64 Remote Similarity NPC474413
0.6379 Remote Similarity NPC226848
0.6379 Remote Similarity NPC469373
0.6346 Remote Similarity NPC471958
0.6327 Remote Similarity NPC51758
0.6327 Remote Similarity NPC67761
0.6327 Remote Similarity NPC180871
0.6327 Remote Similarity NPC209279
0.6327 Remote Similarity NPC88079
0.6327 Remote Similarity NPC108494
0.6327 Remote Similarity NPC68889
0.6327 Remote Similarity NPC194586
0.6316 Remote Similarity NPC472808
0.6316 Remote Similarity NPC48891
0.6316 Remote Similarity NPC55412
0.6316 Remote Similarity NPC249645
0.6316 Remote Similarity NPC324224
0.6304 Remote Similarity NPC174396
0.6296 Remote Similarity NPC200772
0.6296 Remote Similarity NPC244038
0.6271 Remote Similarity NPC475931
0.6271 Remote Similarity NPC474267
0.6271 Remote Similarity NPC122239

  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 NPC101616 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
0.66 Remote Similarity NPD4265 Approved
0.6441 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6316 Remote Similarity NPD4219 Approved
0.623 Remote Similarity NPD3210 Clinical (unspecified phase)
0.5862 Remote Similarity NPD342 Phase 1
0.5862 Remote Similarity NPD4627 Clinical (unspecified phase)
0.5833 Remote Similarity NPD585 Clinical (unspecified phase)
0.5806 Remote Similarity NPD368 Approved
0.566 Remote Similarity NPD39 Approved
0.5636 Remote Similarity NPD4220 Pre-registration
0.5625 Remote Similarity NPD3197 Phase 1
0.5606 Remote Similarity NPD4247 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