Structure

Physi-Chem Properties

Molecular Weight:  135.01
Volume:  131.475
LogP:  1.99
LogD:  1.651
LogS:  -1.538
# Rotatable Bonds:  0
TPSA:  12.89
# H-Bond Aceptor:  1
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.54
Synthetic Accessibility Score:  1.898
Fsp3:  0.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.278
MDCK Permeability:  3.0748738936381415e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.866
30% Bioavailability (F30%):  0.701

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.535
Plasma Protein Binding (PPB):  80.45809173583984%
Volume Distribution (VD):  2.43
Pgp-substrate:  17.3645076751709%

ADMET: Metabolism

CYP1A2-inhibitor:  0.991
CYP1A2-substrate:  0.852
CYP2C19-inhibitor:  0.507
CYP2C19-substrate:  0.524
CYP2C9-inhibitor:  0.09
CYP2C9-substrate:  0.5
CYP2D6-inhibitor:  0.856
CYP2D6-substrate:  0.668
CYP3A4-inhibitor:  0.053
CYP3A4-substrate:  0.36

ADMET: Excretion

Clearance (CL):  9.523
Half-life (T1/2):  0.593

ADMET: Toxicity

hERG Blockers:  0.023
Human Hepatotoxicity (H-HT):  0.074
Drug-inuced Liver Injury (DILI):  0.87
AMES Toxicity:  0.435
Rat Oral Acute Toxicity:  0.145
Maximum Recommended Daily Dose:  0.029
Skin Sensitization:  0.353
Carcinogencity:  0.293
Eye Corrosion:  0.711
Eye Irritation:  0.991
Respiratory Toxicity:  0.919

Download Data

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

  Natural Product: NPC287895

Natural Product ID:  NPC287895
Common Name*:   Benzo[D]Thiazole
IUPAC Name:   1,3-benzothiazole
Synonyms:   Benzothiazole; Benzo[D]Thiazole
Standard InCHIKey:  IOJUPLGTWVMSFF-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C7H5NS/c1-2-4-7-6(3-1)8-5-9-7/h1-5H
SMILES:  c1ccc2c(c1)scn2
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL510309
PubChem CID:   7222
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000311] Benzothiazoles

*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
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. leaf n.a. DOI[10.1016/S0031-9422(00)94055-X]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. flower n.a. DOI[10.3390/70200245]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[22060189]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[22537213]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. flower n.a. PMID[22723874]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23371463]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[24617303]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota Flowers Lasa, China n.a. PMID[24621197]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[27748595]
NPO21355 Elsholtzia ciliata Species Lamiaceae Eukaryota Aerial Parts n.a. n.a. PMID[32991171]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota Bud n.a. n.a. Database[FooDB]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota Oil n.a. n.a. Database[FooDB]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. Database[FooDB]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. Database[FooDB]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18046 Mosla chinensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21355 Elsholtzia ciliata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21355 Elsholtzia ciliata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18046 Mosla chinensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21355 Elsholtzia ciliata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18046 Mosla chinensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18046 Mosla chinensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18311 Carthamus tinctorius Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21355 Elsholtzia ciliata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18046 Mosla chinensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21355 Elsholtzia ciliata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18311 Carthamus tinctorius Species Asteraceae 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
NPO18311 NPC287895 Other Flower 0.001 0.001 0.001 mg/100g Database [DUKE]
NPO18311 NPC287895 Other Leaf 0.003 0.003 0.003 mg/100g Database [DUKE]

☑ 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
NPT347 Cell Line Lymphoblastoid cells Homo sapiens Potency = 19952.6 nM PMID[465882]
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 39810.7 nM PMID[465882]
NPT347 Cell Line Lymphoblastoid cells Homo sapiens Potency = 25118.9 nM PMID[465882]
NPT10 Individual Protein Geminin Homo sapiens Potency n.a. 58.0 nM PMID[465883]
NPT160 Individual Protein TAR DNA-binding protein 43 Homo sapiens Potency n.a. 35481.3 nM PMID[465883]
NPT1835 Individual Protein AMP-activated protein kinase, alpha-2 subunit Rattus norvegicus Activity = 117.4 % PMID[465884]
NPT1078 Individual Protein Indoleamine 2,3-dioxygenase Homo sapiens IC50 = 652000.0 nM PMID[465885]
NPT1078 Individual Protein Indoleamine 2,3-dioxygenase Homo sapiens Inhibition = 74.0 % PMID[465885]
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 9770 nM PubChem BioAssay data set
NPT106 Individual Protein Peroxisome proliferator-activated receptor delta Homo sapiens Potency n.a. 6.2 nM PubChem BioAssay data set
NPT27 Others Unspecified log Ks = 2.38 n.a. PMID[465880]
NPT35 Others n.a. LogD = 1.97 n.a. PMID[465881]
NPT35 Others n.a. LogD = 1.25 n.a. PMID[465881]
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 25118.9 nM PMID[465882]
NPT2 Others Unspecified Potency n.a. 194.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 19331.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 616.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 21872.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 42881.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 68589.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 54482.7 nM PubChem BioAssay data set

☑ 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 NPC287895 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
0.912 High Similarity NPC273714
0.912 High Similarity NPC69277
0.9048 High Similarity NPC151779
0.7651 Intermediate Similarity NPC161108
0.7466 Intermediate Similarity NPC320863
0.7346 Intermediate Similarity NPC164228
0.7197 Intermediate Similarity NPC473901
0.7 Intermediate Similarity NPC231655
0.6901 Remote Similarity NPC476140
0.6884 Remote Similarity NPC11863
0.6857 Remote Similarity NPC56856
0.6839 Remote Similarity NPC148592
0.6795 Remote Similarity NPC470823
0.6795 Remote Similarity NPC216713
0.6744 Remote Similarity NPC188104
0.6711 Remote Similarity NPC88121
0.669 Remote Similarity NPC46358
0.6688 Remote Similarity NPC285731
0.6667 Remote Similarity NPC82295
0.6667 Remote Similarity NPC83987
0.6667 Remote Similarity NPC75999
0.6641 Remote Similarity NPC213774
0.6603 Remote Similarity NPC471957
0.6552 Remote Similarity NPC135488
0.649 Remote Similarity NPC96102
0.649 Remote Similarity NPC29886
0.649 Remote Similarity NPC261195
0.6447 Remote Similarity NPC105127
0.6447 Remote Similarity NPC150259
0.6447 Remote Similarity NPC84911
0.6438 Remote Similarity NPC200214
0.6403 Remote Similarity NPC143156
0.6389 Remote Similarity NPC41174
0.637 Remote Similarity NPC76540
0.6364 Remote Similarity NPC110126
0.6364 Remote Similarity NPC73767
0.635 Remote Similarity NPC27802
0.6337 Remote Similarity NPC249662
0.633 Remote Similarity NPC147810
0.6323 Remote Similarity NPC469783
0.6323 Remote Similarity NPC469768
0.6323 Remote Similarity NPC230002
0.6323 Remote Similarity NPC469779
0.6323 Remote Similarity NPC469761
0.6323 Remote Similarity NPC469784
0.6323 Remote Similarity NPC279081
0.6323 Remote Similarity NPC469780
0.6323 Remote Similarity NPC469767
0.6319 Remote Similarity NPC265605
0.6319 Remote Similarity NPC182570
0.6319 Remote Similarity NPC48564
0.6312 Remote Similarity NPC148140
0.6282 Remote Similarity NPC469766
0.628 Remote Similarity NPC474791
0.6268 Remote Similarity NPC81561
0.6242 Remote Similarity NPC190296
0.6224 Remote Similarity NPC54102
0.6224 Remote Similarity NPC143603
0.6224 Remote Similarity NPC162689
0.6224 Remote Similarity NPC91958
0.6216 Remote Similarity NPC250361
0.6213 Remote Similarity NPC91895
0.6193 Remote Similarity NPC49051
0.619 Remote Similarity NPC27740
0.6164 Remote Similarity NPC314372
0.6164 Remote Similarity NPC159856
0.6159 Remote Similarity NPC22079
0.6143 Remote Similarity NPC235843
0.6138 Remote Similarity NPC215519
0.6134 Remote Similarity NPC173344
0.6133 Remote Similarity NPC473762
0.6129 Remote Similarity NPC314102
0.6129 Remote Similarity NPC251722
0.6127 Remote Similarity NPC248454
0.6125 Remote Similarity NPC288838
0.6125 Remote Similarity NPC63545
0.6125 Remote Similarity NPC143872
0.6125 Remote Similarity NPC316069
0.6118 Remote Similarity NPC474168
0.6118 Remote Similarity NPC256893
0.6104 Remote Similarity NPC198988
0.6103 Remote Similarity NPC149014
0.6093 Remote Similarity NPC473587
0.609 Remote Similarity NPC169433
0.6087 Remote Similarity NPC179787
0.6087 Remote Similarity NPC470111
0.6087 Remote Similarity NPC201380
0.6087 Remote Similarity NPC469811
0.6074 Remote Similarity NPC328877
0.6065 Remote Similarity NPC325252
0.6065 Remote Similarity NPC218268
0.6053 Remote Similarity NPC282398
0.6053 Remote Similarity NPC475428
0.6051 Remote Similarity NPC104483
0.6049 Remote Similarity NPC321911
0.6042 Remote Similarity NPC471402
0.6042 Remote Similarity NPC297486
0.6042 Remote Similarity NPC240136
0.6041 Remote Similarity NPC77022
0.6026 Remote Similarity NPC125746
0.6026 Remote Similarity NPC313823
0.6014 Remote Similarity NPC84268
0.6013 Remote Similarity NPC179365
0.6013 Remote Similarity NPC475450
0.6012 Remote Similarity NPC24678
0.6012 Remote Similarity NPC105818
0.6012 Remote Similarity NPC40070
0.6012 Remote Similarity NPC53947
0.601 Remote Similarity NPC216221
0.5989 Remote Similarity NPC163055
0.5987 Remote Similarity NPC71236
0.5976 Remote Similarity NPC470233
0.5974 Remote Similarity NPC473930
0.5973 Remote Similarity NPC122718
0.5972 Remote Similarity NPC476566
0.5963 Remote Similarity NPC86288
0.5954 Remote Similarity NPC314557
0.5949 Remote Similarity NPC88097
0.5939 Remote Similarity NPC469763
0.5939 Remote Similarity NPC469765
0.5939 Remote Similarity NPC259644
0.5939 Remote Similarity NPC469760
0.5939 Remote Similarity NPC325903
0.5939 Remote Similarity NPC469786
0.5939 Remote Similarity NPC25008
0.5939 Remote Similarity NPC73952
0.5939 Remote Similarity NPC141926
0.5938 Remote Similarity NPC20144
0.5912 Remote Similarity NPC2949
0.5912 Remote Similarity NPC59084
0.5912 Remote Similarity NPC238499
0.5904 Remote Similarity NPC80597
0.5904 Remote Similarity NPC212376
0.5904 Remote Similarity NPC70922
0.5904 Remote Similarity NPC34844
0.5904 Remote Similarity NPC211572
0.5904 Remote Similarity NPC75540
0.5897 Remote Similarity NPC291517
0.5891 Remote Similarity NPC153467
0.5886 Remote Similarity NPC315715
0.5875 Remote Similarity NPC473868
0.5875 Remote Similarity NPC63157
0.5868 Remote Similarity NPC51054
0.5868 Remote Similarity NPC469785
0.5867 Remote Similarity NPC476322
0.586 Remote Similarity NPC272483
0.586 Remote Similarity NPC216159
0.5856 Remote Similarity NPC238242
0.5849 Remote Similarity NPC32002
0.5849 Remote Similarity NPC315348
0.5849 Remote Similarity NPC316811
0.5833 Remote Similarity NPC236711
0.5833 Remote Similarity NPC286427
0.5833 Remote Similarity NPC316910
0.5833 Remote Similarity NPC216643
0.5833 Remote Similarity NPC469762
0.5828 Remote Similarity NPC166424
0.5828 Remote Similarity NPC146373
0.5828 Remote Similarity NPC245244
0.5814 Remote Similarity NPC475920
0.5813 Remote Similarity NPC115611
0.58 Remote Similarity NPC290094
0.5799 Remote Similarity NPC41257
0.5799 Remote Similarity NPC230869
0.5799 Remote Similarity NPC92796
0.5799 Remote Similarity NPC135141
0.5799 Remote Similarity NPC293487
0.5799 Remote Similarity NPC477591
0.5799 Remote Similarity NPC206819
0.5799 Remote Similarity NPC318065
0.5799 Remote Similarity NPC56765
0.5796 Remote Similarity NPC23215
0.5792 Remote Similarity NPC134079
0.5786 Remote Similarity NPC104049
0.5769 Remote Similarity NPC206251
0.5769 Remote Similarity NPC74382
0.5767 Remote Similarity NPC470440
0.5767 Remote Similarity NPC204141
0.5765 Remote Similarity NPC44773
0.5765 Remote Similarity NPC279918
0.5765 Remote Similarity NPC215584
0.5765 Remote Similarity NPC122141
0.5765 Remote Similarity NPC131718
0.5765 Remote Similarity NPC470204
0.5759 Remote Similarity NPC138562
0.5759 Remote Similarity NPC328029
0.5755 Remote Similarity NPC24060
0.575 Remote Similarity NPC312092
0.5749 Remote Similarity NPC138842
0.574 Remote Similarity NPC129721
0.5738 Remote Similarity NPC224327
0.5737 Remote Similarity NPC469308
0.5731 Remote Similarity NPC470203
0.5731 Remote Similarity NPC478185
0.5731 Remote Similarity NPC225018
0.5731 Remote Similarity NPC282231
0.5731 Remote Similarity NPC242116
0.5723 Remote Similarity NPC65408
0.5723 Remote Similarity NPC472288
0.5714 Remote Similarity NPC284635

  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 NPC287895 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
0.8417 Intermediate Similarity NPD5502 Approved
0.8417 Intermediate Similarity NPD5503 Approved
0.7838 Intermediate Similarity NPD1597 Phase 1
0.7778 Intermediate Similarity NPD649 Clinical (unspecified phase)
0.7676 Intermediate Similarity NPD2059 Approved
0.7676 Intermediate Similarity NPD2058 Phase 2
0.7676 Intermediate Similarity NPD2057 Approved
0.7569 Intermediate Similarity NPD7135 Phase 2
0.7255 Intermediate Similarity NPD4436 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD754 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD924 Discontinued
0.7091 Intermediate Similarity NPD412 Approved
0.7 Intermediate Similarity NPD9099 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD9098 Phase 3
0.6963 Remote Similarity NPD60 Approved
0.6943 Remote Similarity NPD1647 Phase 1
0.6943 Remote Similarity NPD1648 Phase 1
0.6908 Remote Similarity NPD9725 Approved
0.6861 Remote Similarity NPD8840 Approved
0.6842 Remote Similarity NPD4509 Discontinued
0.6842 Remote Similarity NPD3401 Clinical (unspecified phase)
0.6818 Remote Similarity NPD4470 Phase 2
0.6797 Remote Similarity NPD1365 Approved
0.6797 Remote Similarity NPD1366 Approved
0.6797 Remote Similarity NPD1364 Approved
0.6782 Remote Similarity NPD2717 Phase 2
0.6774 Remote Similarity NPD2104 Approved
0.6774 Remote Similarity NPD2102 Approved
0.6744 Remote Similarity NPD2015 Discontinued
0.6726 Remote Similarity NPD1928 Discontinued
0.6724 Remote Similarity NPD7127 Clinical (unspecified phase)
0.6688 Remote Similarity NPD2103 Approved
0.6667 Remote Similarity NPD954 Phase 1
0.6667 Remote Similarity NPD445 Discontinued
0.6645 Remote Similarity NPD1528 Clinical (unspecified phase)
0.6628 Remote Similarity NPD9542 Approved
0.6603 Remote Similarity NPD1005 Phase 2
0.6603 Remote Similarity NPD1004 Phase 2
0.6566 Remote Similarity NPD647 Approved
0.6558 Remote Similarity NPD4510 Discontinued
0.655 Remote Similarity NPD1745 Approved
0.6528 Remote Similarity NPD9357 Approved
0.65 Remote Similarity NPD9396 Approved
0.65 Remote Similarity NPD9392 Approved
0.6497 Remote Similarity NPD2320 Discontinued
0.6496 Remote Similarity NPD2587 Approved
0.6493 Remote Similarity NPD9402 Discontinued
0.649 Remote Similarity NPD198 Clinical (unspecified phase)
0.6486 Remote Similarity NPD235 Discontinued
0.6486 Remote Similarity NPD3476 Approved
0.6486 Remote Similarity NPD3475 Approved
0.648 Remote Similarity NPD1218 Approved
0.648 Remote Similarity NPD1219 Approved
0.6477 Remote Similarity NPD4949 Discontinued
0.6474 Remote Similarity NPD5439 Approved
0.6474 Remote Similarity NPD5438 Approved
0.6457 Remote Similarity NPD2775 Phase 1
0.6444 Remote Similarity NPD1789 Approved
0.6444 Remote Similarity NPD1788 Approved
0.6438 Remote Similarity NPD9583 Approved
0.6438 Remote Similarity NPD5189 Clinical (unspecified phase)
0.6434 Remote Similarity NPD9598 Discontinued
0.6419 Remote Similarity NPD3654 Approved
0.6409 Remote Similarity NPD5828 Phase 2
0.6402 Remote Similarity NPD2385 Clinical (unspecified phase)
0.6402 Remote Similarity NPD5315 Discontinued
0.6382 Remote Similarity NPD206 Clinical (unspecified phase)
0.6364 Remote Similarity NPD786 Approved
0.6358 Remote Similarity NPD5634 Approved
0.6328 Remote Similarity NPD3474 Discovery
0.6319 Remote Similarity NPD270 Clinical (unspecified phase)
0.6319 Remote Similarity NPD268 Approved
0.6319 Remote Similarity NPD271 Approved
0.6316 Remote Similarity NPD5755 Clinical (unspecified phase)
0.6309 Remote Similarity NPD9305 Clinical (unspecified phase)
0.6304 Remote Similarity NPD4134 Clinical (unspecified phase)
0.6304 Remote Similarity NPD3015 Discontinued
0.6284 Remote Similarity NPD991 Phase 2
0.6284 Remote Similarity NPD2118 Approved
0.6284 Remote Similarity NPD992 Clinical (unspecified phase)
0.6284 Remote Similarity NPD2119 Approved
0.6282 Remote Similarity NPD1722 Approved
0.6282 Remote Similarity NPD461 Approved
0.628 Remote Similarity NPD2308 Clinical (unspecified phase)
0.6278 Remote Similarity NPD5904 Clinical (unspecified phase)
0.627 Remote Similarity NPD5144 Discontinued
0.6267 Remote Similarity NPD715 Phase 3
0.6264 Remote Similarity NPD5106 Approved
0.6264 Remote Similarity NPD5105 Approved
0.6259 Remote Similarity NPD4823 Approved
0.6259 Remote Similarity NPD4824 Approved
0.625 Remote Similarity NPD3385 Approved
0.6242 Remote Similarity NPD2006 Phase 2
0.6237 Remote Similarity NPD5628 Clinical (unspecified phase)
0.6209 Remote Similarity NPD740 Clinical (unspecified phase)
0.6188 Remote Similarity NPD1661 Suspended
0.6182 Remote Similarity NPD704 Clinical (unspecified phase)
0.6176 Remote Similarity NPD3610 Approved
0.6176 Remote Similarity NPD3609 Approved
0.6175 Remote Similarity NPD3469 Phase 3
0.617 Remote Similarity NPD2924 Approved
0.617 Remote Similarity NPD2925 Approved
0.6169 Remote Similarity NPD792 Discontinued
0.6168 Remote Similarity NPD1545 Discontinued
0.6163 Remote Similarity NPD2771 Approved
0.6158 Remote Similarity NPD3843 Clinical (unspecified phase)
0.6158 Remote Similarity NPD2963 Phase 1
0.6149 Remote Similarity NPD1873 Clinical (unspecified phase)
0.6145 Remote Similarity NPD1403 Approved
0.6145 Remote Similarity NPD1404 Approved
0.6144 Remote Similarity NPD4030 Approved
0.6144 Remote Similarity NPD4029 Approved
0.6144 Remote Similarity NPD4028 Approved
0.6135 Remote Similarity NPD491 Approved
0.6129 Remote Similarity NPD45 Approved
0.6129 Remote Similarity NPD6554 Approved
0.6129 Remote Similarity NPD2528 Approved
0.6124 Remote Similarity NPD5590 Clinical (unspecified phase)
0.6118 Remote Similarity NPD803 Phase 1
0.6117 Remote Similarity NPD2849 Clinical (unspecified phase)
0.6105 Remote Similarity NPD3859 Clinical (unspecified phase)
0.6092 Remote Similarity NPD676 Discontinued
0.609 Remote Similarity NPD714 Clinical (unspecified phase)
0.6087 Remote Similarity NPD4547 Phase 3
0.6087 Remote Similarity NPD2089 Clinical (unspecified phase)
0.6087 Remote Similarity NPD2520 Approved
0.6087 Remote Similarity NPD2522 Approved
0.6069 Remote Similarity NPD3348 Phase 2
0.6067 Remote Similarity NPD2409 Clinical (unspecified phase)
0.6066 Remote Similarity NPD3127 Clinical (unspecified phase)
0.6059 Remote Similarity NPD773 Approved
0.6056 Remote Similarity NPD2818 Discontinued
0.6054 Remote Similarity NPD1315 Clinical (unspecified phase)
0.6051 Remote Similarity NPD174 Discontinued
0.6049 Remote Similarity NPD3100 Discontinued
0.6049 Remote Similarity NPD2430 Phase 2
0.6049 Remote Similarity NPD426 Approved
0.6049 Remote Similarity NPD428 Approved
0.6049 Remote Similarity NPD162 Approved
0.6049 Remote Similarity NPD4374 Clinical (unspecified phase)
0.6049 Remote Similarity NPD427 Approved
0.6045 Remote Similarity NPD2306 Approved
0.6042 Remote Similarity NPD3223 Clinical (unspecified phase)
0.6039 Remote Similarity NPD3942 Approved
0.6039 Remote Similarity NPD3944 Approved
0.6036 Remote Similarity NPD2719 Clinical (unspecified phase)
0.6036 Remote Similarity NPD2720 Phase 1
0.6027 Remote Similarity NPD4811 Discontinued
0.6026 Remote Similarity NPD1031 Discontinued
0.6014 Remote Similarity NPD269 Clinical (unspecified phase)
0.6012 Remote Similarity NPD2172 Phase 1
0.6011 Remote Similarity NPD6888 Discontinued
0.601 Remote Similarity NPD7195 Clinical (unspecified phase)
0.6 Remote Similarity NPD2639 Approved
0.6 Remote Similarity NPD3566 Approved
0.6 Remote Similarity NPD9104 Approved
0.6 Remote Similarity NPD2521 Approved
0.6 Remote Similarity NPD3565 Approved
0.6 Remote Similarity NPD2642 Approved
0.6 Remote Similarity NPD3036 Approved
0.6 Remote Similarity NPD2518 Approved
0.6 Remote Similarity NPD3009 Approved
0.6 Remote Similarity NPD3010 Approved
0.6 Remote Similarity NPD2519 Approved
0.5989 Remote Similarity NPD952 Approved
0.5966 Remote Similarity NPD4556 Approved
0.5965 Remote Similarity NPD2641 Approved
0.5965 Remote Similarity NPD2185 Clinical (unspecified phase)
0.5965 Remote Similarity NPD2640 Approved
0.5963 Remote Similarity NPD2529 Approved
0.5946 Remote Similarity NPD5787 Discontinued
0.5944 Remote Similarity NPD2749 Discontinued
0.5941 Remote Similarity NPD6170 Phase 2
0.5939 Remote Similarity NPD2837 Discontinued
0.5938 Remote Similarity NPD4047 Discontinued
0.5938 Remote Similarity NPD4637 Clinical (unspecified phase)
0.5922 Remote Similarity NPD3279 Phase 2
0.5921 Remote Similarity NPD1095 Clinical (unspecified phase)
0.5918 Remote Similarity NPD1556 Clinical (unspecified phase)
0.5918 Remote Similarity NPD5101 Discontinued
0.5914 Remote Similarity NPD2718 Clinical (unspecified phase)
0.5912 Remote Similarity NPD3943 Clinical (unspecified phase)
0.5906 Remote Similarity NPD1601 Approved
0.5902 Remote Similarity NPD3288 Approved
0.5901 Remote Similarity NPD1918 Clinical (unspecified phase)
0.5888 Remote Similarity NPD5059 Clinical (unspecified phase)
0.5874 Remote Similarity NPD4085 Approved
0.5873 Remote Similarity NPD1897 Discontinued
0.5868 Remote Similarity NPD2580 Discontinued
0.5868 Remote Similarity NPD473 Clinical (unspecified phase)
0.586 Remote Similarity NPD1254 Approved
0.586 Remote Similarity NPD1255 Approved
0.586 Remote Similarity NPD1256 Approved
0.586 Remote Similarity NPD6224 Clinical (unspecified phase)
0.586 Remote Similarity NPD1253 Approved
0.5855 Remote Similarity NPD1598 Discontinued
0.5849 Remote Similarity NPD758 Approved
0.5849 Remote Similarity NPD2071 Approved
0.5849 Remote Similarity NPD945 Clinical (unspecified phase)
0.5849 Remote Similarity NPD2070 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