Structure

Physi-Chem Properties

Molecular Weight:  204.12
Volume:  229.246
LogP:  3.245
LogD:  3.58
LogS:  -4.042
# Rotatable Bonds:  6
TPSA:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.418
Synthetic Accessibility Score:  1.879
Fsp3:  0.308
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.605
MDCK Permeability:  3.162201392115094e-05
Pgp-inhibitor:  0.004
Pgp-substrate:  0.004
Human Intestinal Absorption (HIA):  0.012
20% Bioavailability (F20%):  0.945
30% Bioavailability (F30%):  0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.266
Plasma Protein Binding (PPB):  96.00395965576172%
Volume Distribution (VD):  1.207
Pgp-substrate:  3.9752159118652344%

ADMET: Metabolism

CYP1A2-inhibitor:  0.979
CYP1A2-substrate:  0.825
CYP2C19-inhibitor:  0.925
CYP2C19-substrate:  0.113
CYP2C9-inhibitor:  0.486
CYP2C9-substrate:  0.682
CYP2D6-inhibitor:  0.224
CYP2D6-substrate:  0.624
CYP3A4-inhibitor:  0.199
CYP3A4-substrate:  0.188

ADMET: Excretion

Clearance (CL):  9.451
Half-life (T1/2):  0.923

ADMET: Toxicity

hERG Blockers:  0.24
Human Hepatotoxicity (H-HT):  0.025
Drug-inuced Liver Injury (DILI):  0.042
AMES Toxicity:  0.011
Rat Oral Acute Toxicity:  0.023
Maximum Recommended Daily Dose:  0.014
Skin Sensitization:  0.883
Carcinogencity:  0.194
Eye Corrosion:  0.059
Eye Irritation:  0.982
Respiratory Toxicity:  0.151

Download Data

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Structure MOL file  
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Similar NPs/Drugs  

  Natural Product: NPC35448

Natural Product ID:  NPC35448
Common Name*:   [(Z)-Hex-3-Enyl] Benzoate
IUPAC Name:   [(Z)-hex-3-enyl] benzoate
Synonyms:  
Standard InCHIKey:  BCOXBEHFBZOJJZ-ARJAWSKDSA-N
Standard InCHI:  InChI=1S/C13H16O2/c1-2-3-4-8-11-15-13(14)12-9-6-5-7-10-12/h3-7,9-10H,2,8,11H2,1H3/b4-3-
SMILES:  CC/C=CCCOC(=O)c1ccccc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3182851
PubChem CID:   5367706
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives
        • [CHEMONTID:0000176] Benzoic acids and derivatives
          • [CHEMONTID:0001350] Benzoic acid esters

*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
NPO26266 Isodon japonicus Species Lamiaceae Eukaryota n.a. n.a. n.a. DOI[10.1039/C39730000707]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. DOI[10.1078/0176-1617-00195]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[10757735]
NPO25769 Heterotheca inuloides Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[11473412]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[14735439]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. callus n.a. PMID[15715262]
NPO26927 Salacia madagascariensis Species Celastraceae Eukaryota n.a. root n.a. PMID[15730255]
NPO26927 Salacia madagascariensis Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[15730255]
NPO25870 Vaccinium vitis-idaea Species Ericaceae Eukaryota n.a. fruit n.a. PMID[16417304]
NPO26834 Eutypella scoparia Species Diatrypaceae Eukaryota n.a. n.a. n.a. PMID[16724861]
NPO26211 Knightia excelsa Species Proteaceae Eukaryota n.a. n.a. n.a. PMID[17315967]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[18220354]
NPO26266 Isodon japonicus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[18491868]
NPO26507 Galenia africana Species Aizoaceae Eukaryota leaf n.a. n.a. PMID[20035557]
NPO26654 Penicillium citreonigrum Species Aspergillaceae Eukaryota n.a. atlantic-forest-soil n.a. PMID[20450206]
NPO26834 Eutypella scoparia Species Diatrypaceae Eukaryota n.a. n.a. n.a. PMID[21302965]
NPO25769 Heterotheca inuloides Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[26566007]
NPO26451 Ophiocoma scolopendrina Species Ophiocomidae Eukaryota n.a. n.a. n.a. PMID[27684202]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[28445039]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota Roots n.a. n.a. PMID[30024167]
NPO14992 Prunus persica Species Rosaceae Eukaryota n.a. kernel n.a. PMID[7092570]
NPO26927 Salacia madagascariensis Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[7288445]
NPO14992 Prunus persica Species Rosaceae Eukaryota n.a. n.a. Database[FooDB]
NPO25870 Vaccinium vitis-idaea Species Ericaceae Eukaryota n.a. n.a. Database[FooDB]
NPO14992 Prunus persica Species Rosaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO14992 Prunus persica Species Rosaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO14992 Prunus persica Species Rosaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO14992 Prunus persica Species Rosaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO25870 Vaccinium vitis-idaea Species Ericaceae Eukaryota Fruits n.a. Database[FooDB]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26134 Epimedium davidii Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7255 Pterocarpus indicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16019.1 Isodon japonica var. glaucocalyx Varieties Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25870 Vaccinium vitis-idaea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14992 Prunus persica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5510 Lepidium draba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7255 Pterocarpus indicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26134 Epimedium davidii Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26349 Frullania tamarisci Species Frullaniaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14992 Prunus persica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25870 Vaccinium vitis-idaea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22505 Bombax ceiba Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16019.1 Isodon japonica var. glaucocalyx Varieties Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26699 Leonurus glaucescens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14992 Prunus persica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5510 Lepidium draba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25972 Eupolyphaga sinensis Species Corydiidae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14992 Prunus persica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26319 Solanum acaule Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26451 Ophiocoma scolopendrina Species Ophiocomidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26134 Epimedium davidii Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26927 Salacia madagascariensis Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2898 Quercus sessiliflora Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26806 Nidula candida Species Nidulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25923 Vismia jefensis Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25870 Vaccinium vitis-idaea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7447 Nemalion vermiculare Species Liagoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26266 Isodon japonicus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26211 Knightia excelsa Species Proteaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7255 Pterocarpus indicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26607 Colobocentrotus atratus Species Echinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26287 Spodoptera eridania Species 0ctuidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26699 Leonurus glaucescens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14992 Prunus persica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26561 Micromeria pineolens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26374 Alangium premnifolium Species Cornaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25949 Streptomyces griseovariabilis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO5510 Lepidium draba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26349 Frullania tamarisci Species Frullaniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25995 Laurencia distichophylla Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22505 Bombax ceiba Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26900 Vallota purpurea n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO26052 Swertia delavayi Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26406 Saussurea carthamoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26654 Penicillium citreonigrum Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26507 Galenia africana Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25739 Erysimum odoratum Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26184 Diphasia angolensis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26624 Ilex amara Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26584 Gnidia lamprantha Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25792 Delphinium andersoni Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26834 Eutypella scoparia Species Diatrypaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26023 Angelica tarokoensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26950 Maba buxifolia Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25896 Bragantia wallichii n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO25972 Eupolyphaga sinensis Species Corydiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26161 Globba malaccensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25769 Heterotheca inuloides 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

☑ 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
NPT163 Individual Protein Nuclear factor NF-kappa-B p105 subunit Homo sapiens Potency n.a. 24544.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 43.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 68589.6 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 NPC35448 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
1.0 High Similarity NPC78701
0.9891 High Similarity NPC146351
0.989 High Similarity NPC249912
0.989 High Similarity NPC276775
0.989 High Similarity NPC92754
0.9783 High Similarity NPC225060
0.967 High Similarity NPC130398
0.9579 High Similarity NPC301943
0.9579 High Similarity NPC474365
0.9574 High Similarity NPC70624
0.9468 High Similarity NPC118343
0.9468 High Similarity NPC325497
0.9368 High Similarity NPC42211
0.9271 High Similarity NPC188895
0.9263 High Similarity NPC203925
0.9192 High Similarity NPC56493
0.9184 High Similarity NPC269457
0.9121 High Similarity NPC173443
0.91 High Similarity NPC17417
0.91 High Similarity NPC469636
0.91 High Similarity NPC10251
0.9091 High Similarity NPC119271
0.901 High Similarity NPC174099
0.901 High Similarity NPC196246
0.901 High Similarity NPC214067
0.901 High Similarity NPC93084
0.901 High Similarity NPC251854
0.898 High Similarity NPC89886
0.8922 High Similarity NPC305912
0.8922 High Similarity NPC476003
0.8922 High Similarity NPC1082
0.8922 High Similarity NPC474157
0.8913 High Similarity NPC220893
0.8911 High Similarity NPC265407
0.8911 High Similarity NPC83628
0.8911 High Similarity NPC474364
0.8901 High Similarity NPC89377
0.8889 High Similarity NPC31786
0.8835 High Similarity NPC321852
0.8835 High Similarity NPC82899
0.8835 High Similarity NPC270699
0.88 High Similarity NPC209632
0.8791 High Similarity NPC318107
0.8788 High Similarity NPC60679
0.875 High Similarity NPC128368
0.8738 High Similarity NPC260818
0.8738 High Similarity NPC210089
0.8713 High Similarity NPC30594
0.8713 High Similarity NPC37622
0.87 High Similarity NPC114594
0.8687 High Similarity NPC45613
0.8681 High Similarity NPC58616
0.8667 High Similarity NPC474363
0.8667 High Similarity NPC307651
0.8667 High Similarity NPC153053
0.8585 High Similarity NPC210092
0.8571 High Similarity NPC161611
0.8571 High Similarity NPC272524
0.8558 High Similarity NPC167504
0.8544 High Similarity NPC85493
0.8544 High Similarity NPC99846
0.8544 High Similarity NPC269023
0.8542 High Similarity NPC261181
0.8526 High Similarity NPC119631
0.8491 Intermediate Similarity NPC308744
0.8478 Intermediate Similarity NPC294134
0.8476 Intermediate Similarity NPC79496
0.8476 Intermediate Similarity NPC158282
0.8476 Intermediate Similarity NPC474314
0.8469 Intermediate Similarity NPC253423
0.8469 Intermediate Similarity NPC270654
0.8421 Intermediate Similarity NPC62765
0.8411 Intermediate Similarity NPC474685
0.8404 Intermediate Similarity NPC304760
0.8396 Intermediate Similarity NPC474176
0.8384 Intermediate Similarity NPC229242
0.8333 Intermediate Similarity NPC149691
0.83 Intermediate Similarity NPC217621
0.8261 Intermediate Similarity NPC288903
0.8241 Intermediate Similarity NPC306740
0.8229 Intermediate Similarity NPC240108
0.8229 Intermediate Similarity NPC213156
0.8198 Intermediate Similarity NPC328459
0.8198 Intermediate Similarity NPC90522
0.8182 Intermediate Similarity NPC61944
0.8182 Intermediate Similarity NPC469574
0.8182 Intermediate Similarity NPC45104
0.8182 Intermediate Similarity NPC217423
0.8165 Intermediate Similarity NPC100353
0.8152 Intermediate Similarity NPC323103
0.8148 Intermediate Similarity NPC237366
0.8137 Intermediate Similarity NPC304873
0.8137 Intermediate Similarity NPC25458
0.8125 Intermediate Similarity NPC473243
0.8125 Intermediate Similarity NPC72977
0.8125 Intermediate Similarity NPC9822
0.8108 Intermediate Similarity NPC27633
0.8108 Intermediate Similarity NPC94637
0.8108 Intermediate Similarity NPC94298
0.8073 Intermediate Similarity NPC81808
0.8065 Intermediate Similarity NPC270507
0.8061 Intermediate Similarity NPC77273
0.8053 Intermediate Similarity NPC50872
0.8043 Intermediate Similarity NPC303245
0.8039 Intermediate Similarity NPC473325
0.8037 Intermediate Similarity NPC243355
0.8022 Intermediate Similarity NPC78517
0.8022 Intermediate Similarity NPC167577
0.8 Intermediate Similarity NPC220540
0.8 Intermediate Similarity NPC188907
0.7982 Intermediate Similarity NPC477411
0.7982 Intermediate Similarity NPC196075
0.7982 Intermediate Similarity NPC26285
0.7961 Intermediate Similarity NPC284477
0.7957 Intermediate Similarity NPC103387
0.7941 Intermediate Similarity NPC228435
0.7941 Intermediate Similarity NPC472318
0.7941 Intermediate Similarity NPC98911
0.7935 Intermediate Similarity NPC121800
0.7928 Intermediate Similarity NPC131192
0.7928 Intermediate Similarity NPC128825
0.7925 Intermediate Similarity NPC249811
0.7925 Intermediate Similarity NPC470391
0.7913 Intermediate Similarity NPC472703
0.7912 Intermediate Similarity NPC176228
0.7909 Intermediate Similarity NPC474095
0.7905 Intermediate Similarity NPC105899
0.7885 Intermediate Similarity NPC234305
0.7885 Intermediate Similarity NPC255676
0.7885 Intermediate Similarity NPC160382
0.7864 Intermediate Similarity NPC282895
0.7857 Intermediate Similarity NPC185501
0.7857 Intermediate Similarity NPC240664
0.7849 Intermediate Similarity NPC89950
0.7845 Intermediate Similarity NPC472704
0.7838 Intermediate Similarity NPC226093
0.783 Intermediate Similarity NPC474376
0.783 Intermediate Similarity NPC475203
0.783 Intermediate Similarity NPC472316
0.783 Intermediate Similarity NPC472315
0.783 Intermediate Similarity NPC1065
0.7826 Intermediate Similarity NPC170484
0.7818 Intermediate Similarity NPC53953
0.781 Intermediate Similarity NPC85977
0.7807 Intermediate Similarity NPC230951
0.7807 Intermediate Similarity NPC233282
0.7802 Intermediate Similarity NPC3672
0.7802 Intermediate Similarity NPC287790
0.78 Intermediate Similarity NPC23453
0.7798 Intermediate Similarity NPC54626
0.7798 Intermediate Similarity NPC57879
0.7798 Intermediate Similarity NPC23332
0.7798 Intermediate Similarity NPC212415
0.7788 Intermediate Similarity NPC293424
0.7778 Intermediate Similarity NPC221798
0.7778 Intermediate Similarity NPC110704
0.7778 Intermediate Similarity NPC295664
0.7778 Intermediate Similarity NPC246166
0.7778 Intermediate Similarity NPC184219
0.7778 Intermediate Similarity NPC125053
0.7768 Intermediate Similarity NPC470860
0.7766 Intermediate Similarity NPC106313
0.7759 Intermediate Similarity NPC291189
0.7759 Intermediate Similarity NPC69403
0.7759 Intermediate Similarity NPC223351
0.7748 Intermediate Similarity NPC252004
0.7748 Intermediate Similarity NPC228936
0.7745 Intermediate Similarity NPC325499
0.7732 Intermediate Similarity NPC96625
0.7727 Intermediate Similarity NPC13784
0.7723 Intermediate Similarity NPC5472
0.7719 Intermediate Similarity NPC61779
0.7719 Intermediate Similarity NPC204784
0.7714 Intermediate Similarity NPC179686
0.7712 Intermediate Similarity NPC476599
0.7712 Intermediate Similarity NPC49938
0.7712 Intermediate Similarity NPC275576
0.7712 Intermediate Similarity NPC470765
0.7706 Intermediate Similarity NPC183648
0.7699 Intermediate Similarity NPC228318
0.7692 Intermediate Similarity NPC175393
0.7685 Intermediate Similarity NPC281604
0.7685 Intermediate Similarity NPC40178
0.7684 Intermediate Similarity NPC127491
0.7684 Intermediate Similarity NPC308619
0.7684 Intermediate Similarity NPC208183
0.7684 Intermediate Similarity NPC243289
0.7684 Intermediate Similarity NPC285773
0.7684 Intermediate Similarity NPC324835
0.7679 Intermediate Similarity NPC135730
0.767 Intermediate Similarity NPC210529
0.767 Intermediate Similarity NPC175852
0.767 Intermediate Similarity NPC160548
0.7664 Intermediate Similarity NPC326447
0.7664 Intermediate Similarity NPC136962
0.7664 Intermediate Similarity NPC176971
0.766 Intermediate Similarity NPC165212
0.7647 Intermediate Similarity NPC472706
0.7647 Intermediate Similarity NPC110211
0.7647 Intermediate Similarity NPC204579

  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 NPC35448 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
0.9468 High Similarity NPD1238 Approved
0.91 High Similarity NPD2182 Approved
0.8922 High Similarity NPD2181 Clinical (unspecified phase)
0.8889 High Similarity NPD164 Approved
0.8791 High Similarity NPD9257 Approved
0.8791 High Similarity NPD9259 Approved
0.8542 High Similarity NPD1202 Approved
0.8421 Intermediate Similarity NPD9256 Approved
0.8421 Intermediate Similarity NPD9258 Approved
0.8108 Intermediate Similarity NPD9545 Approved
0.8081 Intermediate Similarity NPD9260 Approved
0.7928 Intermediate Similarity NPD9493 Approved
0.785 Intermediate Similarity NPD6831 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD6287 Discontinued
0.7826 Intermediate Similarity NPD9490 Approved
0.7822 Intermediate Similarity NPD1989 Approved
0.7798 Intermediate Similarity NPD1609 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD2199 Approved
0.7778 Intermediate Similarity NPD2067 Discontinued
0.7778 Intermediate Similarity NPD2198 Approved
0.7748 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.7732 Intermediate Similarity NPD1087 Approved
0.7684 Intermediate Similarity NPD9491 Approved
0.7677 Intermediate Similarity NPD3673 Approved
0.7677 Intermediate Similarity NPD3672 Approved
0.767 Intermediate Similarity NPD9495 Approved
0.7664 Intermediate Similarity NPD3134 Approved
0.7658 Intermediate Similarity NPD1241 Discontinued
0.7642 Intermediate Similarity NPD1237 Approved
0.7593 Intermediate Similarity NPD1358 Approved
0.7576 Intermediate Similarity NPD800 Approved
0.7568 Intermediate Similarity NPD5277 Phase 2
0.7563 Intermediate Similarity NPD552 Approved
0.7563 Intermediate Similarity NPD553 Approved
0.7563 Intermediate Similarity NPD9567 Approved
0.7551 Intermediate Similarity NPD1282 Approved
0.7547 Intermediate Similarity NPD9261 Approved
0.7527 Intermediate Similarity NPD227 Approved
0.7527 Intermediate Similarity NPD225 Approved
0.7521 Intermediate Similarity NPD518 Clinical (unspecified phase)
0.7521 Intermediate Similarity NPD6832 Phase 2
0.75 Intermediate Similarity NPD1019 Discontinued
0.75 Intermediate Similarity NPD1086 Approved
0.75 Intermediate Similarity NPD1089 Approved
0.75 Intermediate Similarity NPD1090 Approved
0.7477 Intermediate Similarity NPD5909 Discontinued
0.7459 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7458 Intermediate Similarity NPD9717 Approved
0.7434 Intermediate Similarity NPD5951 Approved
0.7429 Intermediate Similarity NPD2066 Phase 3
0.7383 Intermediate Similarity NPD1929 Approved
0.7383 Intermediate Similarity NPD6647 Phase 2
0.7383 Intermediate Similarity NPD1930 Approved
0.7383 Intermediate Similarity NPD1931 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD1088 Approved
0.735 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD5926 Approved
0.7321 Intermediate Similarity NPD9508 Approved
0.7317 Intermediate Similarity NPD7008 Discontinued
0.7292 Intermediate Similarity NPD226 Approved
0.7281 Intermediate Similarity NPD2629 Approved
0.728 Intermediate Similarity NPD3373 Approved
0.7273 Intermediate Similarity NPD9263 Approved
0.7273 Intermediate Similarity NPD9267 Approved
0.7273 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD9264 Approved
0.7241 Intermediate Similarity NPD2347 Approved
0.7227 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD1693 Approved
0.7207 Intermediate Similarity NPD9266 Approved
0.7207 Intermediate Similarity NPD74 Approved
0.7167 Intermediate Similarity NPD3972 Approved
0.7131 Intermediate Similarity NPD1203 Approved
0.7115 Intermediate Similarity NPD5122 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD1563 Approved
0.7109 Intermediate Similarity NPD2670 Approved
0.7109 Intermediate Similarity NPD2567 Approved
0.7109 Intermediate Similarity NPD2569 Approved
0.7091 Intermediate Similarity NPD9697 Approved
0.7087 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD1239 Approved
0.7073 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD5346 Phase 2
0.7059 Intermediate Similarity NPD1104 Approved
0.7059 Intermediate Similarity NPD7163 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD1362 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD5347 Phase 2
0.7059 Intermediate Similarity NPD689 Discontinued
0.7054 Intermediate Similarity NPD1109 Approved
0.7054 Intermediate Similarity NPD3170 Approved
0.7054 Intermediate Similarity NPD1110 Approved
0.7049 Intermediate Similarity NPD5667 Approved
0.704 Intermediate Similarity NPD6039 Approved
0.7034 Intermediate Similarity NPD1894 Discontinued
0.7031 Intermediate Similarity NPD1654 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD3528 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD4793 Discontinued
0.7021 Intermediate Similarity NPD9716 Approved
0.7018 Intermediate Similarity NPD969 Suspended
0.6991 Remote Similarity NPD5236 Approved
0.6991 Remote Similarity NPD1756 Approved
0.6991 Remote Similarity NPD5235 Approved
0.6991 Remote Similarity NPD5239 Approved
0.6991 Remote Similarity NPD5240 Approved
0.6991 Remote Similarity NPD4234 Approved
0.6991 Remote Similarity NPD1752 Approved
0.6991 Remote Similarity NPD4233 Approved
0.6991 Remote Similarity NPD5237 Approved
0.6975 Remote Similarity NPD5585 Approved
0.6972 Remote Similarity NPD1932 Approved
0.6953 Remote Similarity NPD1933 Approved
0.6953 Remote Similarity NPD230 Phase 1
0.6947 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6944 Remote Similarity NPD7798 Approved
0.6939 Remote Similarity NPD942 Approved
0.6935 Remote Similarity NPD2798 Approved
0.693 Remote Similarity NPD2201 Approved
0.6929 Remote Similarity NPD7713 Phase 3
0.6923 Remote Similarity NPD4198 Discontinued
0.6917 Remote Similarity NPD5306 Approved
0.6917 Remote Similarity NPD5305 Approved
0.6917 Remote Similarity NPD1778 Approved
0.6917 Remote Similarity NPD17 Approved
0.6916 Remote Similarity NPD1566 Phase 3
0.6916 Remote Similarity NPD1565 Approved
0.6916 Remote Similarity NPD1564 Approved
0.6911 Remote Similarity NPD1876 Approved
0.6887 Remote Similarity NPD688 Clinical (unspecified phase)
0.6875 Remote Similarity NPD3142 Approved
0.6875 Remote Similarity NPD3140 Approved
0.6875 Remote Similarity NPD9294 Approved
0.6875 Remote Similarity NPD4307 Phase 2
0.6863 Remote Similarity NPD650 Approved
0.686 Remote Similarity NPD4136 Approved
0.686 Remote Similarity NPD4106 Approved
0.686 Remote Similarity NPD7457 Clinical (unspecified phase)
0.686 Remote Similarity NPD4135 Approved
0.6855 Remote Similarity NPD2797 Approved
0.685 Remote Similarity NPD3764 Approved
0.685 Remote Similarity NPD2313 Discontinued
0.685 Remote Similarity NPD411 Approved
0.6842 Remote Similarity NPD1317 Discontinued
0.6842 Remote Similarity NPD3646 Clinical (unspecified phase)
0.6842 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6838 Remote Similarity NPD9281 Approved
0.6833 Remote Similarity NPD5691 Approved
0.6822 Remote Similarity NPD447 Suspended
0.6818 Remote Similarity NPD2343 Clinical (unspecified phase)
0.681 Remote Similarity NPD2607 Approved
0.6803 Remote Similarity NPD4806 Approved
0.6803 Remote Similarity NPD1281 Approved
0.6803 Remote Similarity NPD4807 Approved
0.6794 Remote Similarity NPD2799 Discontinued
0.6791 Remote Similarity NPD4628 Phase 3
0.6767 Remote Similarity NPD6414 Clinical (unspecified phase)
0.6762 Remote Similarity NPD7609 Phase 3
0.6754 Remote Similarity NPD2329 Discontinued
0.6752 Remote Similarity NPD2652 Approved
0.6752 Remote Similarity NPD2650 Approved
0.6748 Remote Similarity NPD6637 Approved
0.6748 Remote Similarity NPD1608 Approved
0.6746 Remote Similarity NPD9494 Approved
0.6742 Remote Similarity NPD2935 Discontinued
0.6742 Remote Similarity NPD1551 Phase 2
0.6741 Remote Similarity NPD3887 Approved
0.6727 Remote Similarity NPD2550 Approved
0.6727 Remote Similarity NPD2558 Approved
0.6727 Remote Similarity NPD2552 Approved
0.6727 Remote Similarity NPD2549 Approved
0.6727 Remote Similarity NPD2553 Approved
0.6727 Remote Similarity NPD2555 Approved
0.6723 Remote Similarity NPD694 Clinical (unspecified phase)
0.6723 Remote Similarity NPD5292 Approved
0.6723 Remote Similarity NPD5291 Approved
0.6721 Remote Similarity NPD1889 Phase 1
0.6721 Remote Similarity NPD3496 Discontinued
0.672 Remote Similarity NPD3266 Approved
0.672 Remote Similarity NPD3267 Approved
0.6719 Remote Similarity NPD9471 Clinical (unspecified phase)
0.6699 Remote Similarity NPD506 Clinical (unspecified phase)
0.6698 Remote Similarity NPD7631 Approved
0.6695 Remote Similarity NPD4766 Approved
0.6695 Remote Similarity NPD1246 Approved
0.6694 Remote Similarity NPD5159 Phase 2
0.6694 Remote Similarity NPD5157 Phase 1
0.6694 Remote Similarity NPD4102 Approved
0.6694 Remote Similarity NPD4359 Approved
0.6694 Remote Similarity NPD4105 Approved
0.6694 Remote Similarity NPD5158 Clinical (unspecified phase)
0.6694 Remote Similarity NPD182 Clinical (unspecified phase)
0.6692 Remote Similarity NPD7611 Approved
0.6691 Remote Similarity NPD7236 Approved
0.6667 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6667 Remote Similarity NPD520 Approved
0.6667 Remote Similarity NPD5535 Approved
0.6667 Remote Similarity NPD4189 Approved
0.6667 Remote Similarity NPD6085 Phase 2
0.6667 Remote Similarity NPD4188 Approved
0.6667 Remote Similarity NPD6858 Approved
0.6667 Remote Similarity NPD4308 Phase 3

  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