Structure

Physi-Chem Properties

Molecular Weight:  456.36
Volume:  505.751
LogP:  5.031
LogD:  4.117
LogS:  -4.891
# Rotatable Bonds:  1
TPSA:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.454
Synthetic Accessibility Score:  4.83
Fsp3:  0.9
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:  -5.096
MDCK Permeability:  1.0165097592107486e-05
Pgp-inhibitor:  0.42
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.011
20% Bioavailability (F20%):  0.909
30% Bioavailability (F30%):  0.968

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.926
Plasma Protein Binding (PPB):  89.6976547241211%
Volume Distribution (VD):  0.98
Pgp-substrate:  4.851913928985596%

ADMET: Metabolism

CYP1A2-inhibitor:  0.018
CYP1A2-substrate:  0.265
CYP2C19-inhibitor:  0.044
CYP2C19-substrate:  0.932
CYP2C9-inhibitor:  0.159
CYP2C9-substrate:  0.191
CYP2D6-inhibitor:  0.022
CYP2D6-substrate:  0.281
CYP3A4-inhibitor:  0.79
CYP3A4-substrate:  0.667

ADMET: Excretion

Clearance (CL):  7.719
Half-life (T1/2):  0.4

ADMET: Toxicity

hERG Blockers:  0.027
Human Hepatotoxicity (H-HT):  0.402
Drug-inuced Liver Injury (DILI):  0.025
AMES Toxicity:  0.004
Rat Oral Acute Toxicity:  0.532
Maximum Recommended Daily Dose:  0.911
Skin Sensitization:  0.168
Carcinogencity:  0.222
Eye Corrosion:  0.013
Eye Irritation:  0.017
Respiratory Toxicity:  0.98

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC213412

Natural Product ID:  NPC213412
Common Name*:   Soyasapogenol E
IUPAC Name:   (4aR,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-10-hydroxy-9-(hydroxymethyl)-2,2,4a,6a,6b,9,12a-heptamethyl-3,5,6,6a,7,8,8a,10,11,12,13,14b-dodecahydro-1H-picen-4-one
Synonyms:   Soyasapogenol E
Standard InCHIKey:  FNRBOAGVUNHDIL-LMZUXBMISA-N
Standard InCHI:  InChI=1S/C30H48O3/c1-25(2)16-20-19-8-9-22-27(4)12-11-23(32)28(5,18-31)21(27)10-13-30(22,7)29(19,6)15-14-26(20,3)24(33)17-25/h8,20-23,31-32H,9-18H2,1-7H3/t20-,21+,22+,23-,26+,27-,28+,29+,30+/m0/s1
SMILES:  CC1(C)C[C@H]2C3=CC[C@@H]4[C@@]5(C)CC[C@@H]([C@](C)(CO)[C@@H]5CC[C@@]4(C)[C@]3(C)CC[C@@]2(C)C(=O)C1)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL490989
PubChem CID:   13632872
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. seed n.a. DOI[10.1007/s11418-005-0009-z]
NPO1086 Botrytis cinerea Species Sclerotiniaceae Eukaryota n.a. n.a. n.a. PMID[10691704]
NPO40955 Wistaria brachybotrys Species n.a. n.a. n.a. n.a. n.a. PMID[1294698]
NPO1086 Botrytis cinerea Species Sclerotiniaceae Eukaryota n.a. n.a. n.a. PMID[16378371]
NPO1086 Botrytis cinerea Species Sclerotiniaceae Eukaryota n.a. n.a. n.a. PMID[16643065]
NPO8025 Aaptos ciliata Species Suberitidae Eukaryota n.a. n.a. n.a. PMID[18257536]
NPO5325 Lobophytum durum Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[19177635]
NPO5325 Lobophytum durum Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[19433363]
NPO40955 Wistaria brachybotrys Species n.a. n.a. n.a. n.a. n.a. PMID[1955883]
NPO2765 Oxytropis falcata Species Fabaceae Eukaryota n.a. Sunan County, Gansu Province, China 2006-JUN PMID[20684529]
NPO5608 Croton gratissimus Species Euphorbiaceae Eukaryota n.a. stem n.a. PMID[22032651]
NPO5608 Croton gratissimus Species Euphorbiaceae Eukaryota n.a. leaf n.a. PMID[22032651]
NPO2765 Oxytropis falcata Species Fabaceae Eukaryota whole plant Guide County, Qinghai Province, China 2008-AUG PMID[22775441]
NPO8257 Carpha glomerata Species Cyperaceae Eukaryota n.a. n.a. n.a. PMID[30219526]
NPO1086 Botrytis cinerea Species Sclerotiniaceae Eukaryota n.a. n.a. n.a. PMID[32705864]
NPO784 Sinapis alba Species Brassicaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7845 Tephrosia elata Species Geometridae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6859 Eurycoma harmandiana Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3344 Bryonia alba Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1473 Xanthorhiza simplicissima Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7845 Tephrosia elata Species Geometridae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1473 Xanthorhiza simplicissima Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6859 Eurycoma harmandiana Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8790 Cyanostegia angustifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3344 Bryonia alba Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO373 Viburnum erubescens Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2131 Dactylorhiza viridis Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1473 Xanthorhiza simplicissima Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7845 Tephrosia elata Species Geometridae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8025 Aaptos ciliata Species Suberitidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9998 Abies excelsa Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3838 Chrysosporum ovalisporum Species Aphanizomenonaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO5608 Croton gratissimus Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7418 Eucalyptus resinifera Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6807 Ranunculus asiaticus Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1293 Streptomyces matensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO5325 Lobophytum durum Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5857 Achlya heterosexualis Species Saprolegniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2670 Maytenus chuchuhuasha Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4123 Trididemnum cyanophorum Species Didemnidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9091 Orthosiphon spicatus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4901 Arnica mollis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO373 Viburnum erubescens Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2439 Diplopterygium glaucum Species Gleicheniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9594 Lysimachia fordiana Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1473 Xanthorhiza simplicissima Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3151 Solanum lanceolatum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6859 Eurycoma harmandiana Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10038.1 Abies pinsapo var. marocana Varieties Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2131 Dactylorhiza viridis Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9737 Ampelocera edentula Species Ulmaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6065 Brassica carinata Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8257 Carpha glomerata Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5086 Alternaria macrospora Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9867 Ixeris debilis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8790 Cyanostegia angustifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1086 Botrytis cinerea Species Sclerotiniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2765 Oxytropis falcata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7032 Marasmiellus troyanus Species Omphalotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8938 Halobacillus litoralis Species Bacillaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO4536 Remirea maritima Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3344 Bryonia alba Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21472 Pterolobium hexapetalum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7845 Tephrosia elata Species Geometridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13474 Euphrasia genargentea Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10132 Schizophyllum lobatum Species Schizophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO593 Wikstroemia viridiflora Species Thymelaeaceae 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
NPT80 Cell Line Raji Homo sapiens Activity > 80.0 % PMID[564984]
NPT2 Others Unspecified Activity = 0.0 % PMID[564984]
NPT2 Others Unspecified Activity = 43.9 % PMID[564984]
NPT2 Others Unspecified Activity = 89.5 % PMID[564984]

☑ 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 NPC213412 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
0.9875 High Similarity NPC133954
0.9753 High Similarity NPC74363
0.9753 High Similarity NPC475862
0.9634 High Similarity NPC73064
0.9512 High Similarity NPC95594
0.9512 High Similarity NPC235341
0.9512 High Similarity NPC477579
0.9506 High Similarity NPC180834
0.9405 High Similarity NPC127689
0.9405 High Similarity NPC293048
0.9405 High Similarity NPC130520
0.9405 High Similarity NPC234346
0.9405 High Similarity NPC69627
0.9405 High Similarity NPC121798
0.9405 High Similarity NPC61543
0.9405 High Similarity NPC263393
0.9405 High Similarity NPC270768
0.9405 High Similarity NPC225585
0.9405 High Similarity NPC59263
0.9398 High Similarity NPC142415
0.9398 High Similarity NPC68160
0.9398 High Similarity NPC307426
0.9398 High Similarity NPC102683
0.9398 High Similarity NPC130577
0.9398 High Similarity NPC242468
0.9398 High Similarity NPC171203
0.9398 High Similarity NPC18064
0.9398 High Similarity NPC293564
0.9398 High Similarity NPC98442
0.9398 High Similarity NPC88716
0.9398 High Similarity NPC51700
0.9375 High Similarity NPC3915
0.9294 High Similarity NPC470589
0.9294 High Similarity NPC111110
0.9294 High Similarity NPC86372
0.9294 High Similarity NPC172361
0.9294 High Similarity NPC126369
0.9294 High Similarity NPC291028
0.9294 High Similarity NPC130278
0.9286 High Similarity NPC246708
0.9286 High Similarity NPC470629
0.9286 High Similarity NPC290690
0.9286 High Similarity NPC182797
0.9286 High Similarity NPC40552
0.9286 High Similarity NPC52169
0.9286 High Similarity NPC181225
0.9286 High Similarity NPC473242
0.9286 High Similarity NPC474512
0.9286 High Similarity NPC17733
0.9277 High Similarity NPC72638
0.9259 High Similarity NPC163236
0.9259 High Similarity NPC310989
0.9186 High Similarity NPC233455
0.9186 High Similarity NPC105189
0.9186 High Similarity NPC6255
0.9186 High Similarity NPC966
0.9186 High Similarity NPC228784
0.9186 High Similarity NPC282616
0.9186 High Similarity NPC158030
0.9186 High Similarity NPC145067
0.9186 High Similarity NPC65120
0.9186 High Similarity NPC4036
0.9186 High Similarity NPC288833
0.9186 High Similarity NPC155120
0.9186 High Similarity NPC474525
0.9186 High Similarity NPC471588
0.9186 High Similarity NPC324341
0.9176 High Similarity NPC274330
0.9176 High Similarity NPC474972
0.9176 High Similarity NPC470588
0.9176 High Similarity NPC95246
0.9176 High Similarity NPC143232
0.9176 High Similarity NPC25906
0.9176 High Similarity NPC290972
0.9176 High Similarity NPC161751
0.9176 High Similarity NPC198664
0.9176 High Similarity NPC64872
0.9157 High Similarity NPC274724
0.9091 High Similarity NPC148523
0.908 High Similarity NPC86368
0.908 High Similarity NPC118490
0.908 High Similarity NPC229281
0.908 High Similarity NPC272075
0.908 High Similarity NPC295643
0.908 High Similarity NPC214756
0.907 High Similarity NPC290614
0.907 High Similarity NPC7260
0.907 High Similarity NPC227467
0.907 High Similarity NPC18872
0.907 High Similarity NPC193750
0.907 High Similarity NPC120968
0.907 High Similarity NPC477872
0.907 High Similarity NPC210037
0.907 High Similarity NPC273621
0.907 High Similarity NPC46441
0.9059 High Similarity NPC472802
0.9048 High Similarity NPC158393
0.9024 High Similarity NPC48362
0.9 High Similarity NPC253807
0.9 High Similarity NPC98386
0.9 High Similarity NPC196753
0.9 High Similarity NPC230295
0.9 High Similarity NPC158662
0.8989 High Similarity NPC98874
0.8977 High Similarity NPC20235
0.8977 High Similarity NPC299996
0.8977 High Similarity NPC159365
0.8977 High Similarity NPC231063
0.8977 High Similarity NPC282395
0.8977 High Similarity NPC474529
0.8977 High Similarity NPC6818
0.8977 High Similarity NPC191412
0.8977 High Similarity NPC32407
0.8977 High Similarity NPC145667
0.8977 High Similarity NPC263548
0.8977 High Similarity NPC114159
0.8977 High Similarity NPC88116
0.8977 High Similarity NPC222047
0.8966 High Similarity NPC25299
0.8966 High Similarity NPC306541
0.8966 High Similarity NPC84319
0.8966 High Similarity NPC235884
0.8966 High Similarity NPC300351
0.8966 High Similarity NPC71074
0.8966 High Similarity NPC187722
0.8966 High Similarity NPC472149
0.8966 High Similarity NPC38754
0.8966 High Similarity NPC52021
0.8966 High Similarity NPC475708
0.8953 High Similarity NPC474686
0.8941 High Similarity NPC71507
0.8889 High Similarity NPC53744
0.8876 High Similarity NPC139570
0.8875 High Similarity NPC101475
0.8875 High Similarity NPC157996
0.8875 High Similarity NPC40394
0.8875 High Similarity NPC34177
0.8864 High Similarity NPC63118
0.8864 High Similarity NPC118519
0.8864 High Similarity NPC202728
0.8864 High Similarity NPC298554
0.8864 High Similarity NPC136313
0.8864 High Similarity NPC307335
0.8864 High Similarity NPC275809
0.8864 High Similarity NPC49776
0.8864 High Similarity NPC158059
0.8864 High Similarity NPC474436
0.8864 High Similarity NPC74855
0.8851 High Similarity NPC474728
0.8851 High Similarity NPC85173
0.8851 High Similarity NPC49320
0.8851 High Similarity NPC120840
0.8851 High Similarity NPC113989
0.8837 High Similarity NPC230387
0.8837 High Similarity NPC206060
0.881 High Similarity NPC171789
0.8778 High Similarity NPC476327
0.8778 High Similarity NPC173744
0.8778 High Similarity NPC116457
0.8778 High Similarity NPC307282
0.8778 High Similarity NPC204961
0.8778 High Similarity NPC473158
0.8778 High Similarity NPC476318
0.8778 High Similarity NPC305464
0.8778 High Similarity NPC19376
0.8778 High Similarity NPC201657
0.8778 High Similarity NPC73004
0.8778 High Similarity NPC25848
0.8778 High Similarity NPC62516
0.8778 High Similarity NPC157113
0.8778 High Similarity NPC132824
0.8765 High Similarity NPC300499
0.8765 High Similarity NPC474989
0.8765 High Similarity NPC470396
0.8765 High Similarity NPC22955
0.8765 High Similarity NPC99168
0.8764 High Similarity NPC91010
0.8764 High Similarity NPC74751
0.8764 High Similarity NPC78580
0.8764 High Similarity NPC209868
0.8764 High Similarity NPC80365
0.8764 High Similarity NPC184006
0.8764 High Similarity NPC23621
0.8764 High Similarity NPC23170
0.875 High Similarity NPC60755
0.875 High Similarity NPC265328
0.875 High Similarity NPC120098
0.875 High Similarity NPC285184
0.875 High Similarity NPC301244
0.875 High Similarity NPC290598
0.875 High Similarity NPC470590
0.875 High Similarity NPC27765
0.875 High Similarity NPC77099
0.875 High Similarity NPC30590
0.875 High Similarity NPC272746
0.875 High Similarity NPC122418
0.8736 High Similarity NPC281524
0.8736 High Similarity NPC30522
0.8721 High Similarity NPC173089
0.8721 High Similarity NPC158141

  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 NPC213412 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
0.9186 High Similarity NPD7515 Phase 2
0.8889 High Similarity NPD7645 Phase 2
0.8764 High Similarity NPD7748 Approved
0.8605 High Similarity NPD3618 Phase 1
0.8588 High Similarity NPD4786 Approved
0.8571 High Similarity NPD3667 Approved
0.8523 High Similarity NPD5328 Approved
0.8478 Intermediate Similarity NPD7902 Approved
0.8333 Intermediate Similarity NPD6079 Approved
0.8276 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8161 Intermediate Similarity NPD3133 Approved
0.8161 Intermediate Similarity NPD3665 Phase 1
0.8161 Intermediate Similarity NPD3666 Approved
0.8152 Intermediate Similarity NPD7900 Approved
0.8152 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.8043 Intermediate Similarity NPD4202 Approved
0.7895 Intermediate Similarity NPD4755 Approved
0.7789 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7789 Intermediate Similarity NPD5222 Approved
0.7789 Intermediate Similarity NPD4697 Phase 3
0.7789 Intermediate Similarity NPD5221 Approved
0.7753 Intermediate Similarity NPD3668 Phase 3
0.7732 Intermediate Similarity NPD4700 Approved
0.7732 Intermediate Similarity NPD4696 Approved
0.7732 Intermediate Similarity NPD5285 Approved
0.7732 Intermediate Similarity NPD5286 Approved
0.7717 Intermediate Similarity NPD4753 Phase 2
0.7708 Intermediate Similarity NPD5173 Approved
0.7701 Intermediate Similarity NPD7525 Registered
0.766 Intermediate Similarity NPD6399 Phase 3
0.7609 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD5279 Phase 3
0.7576 Intermediate Similarity NPD5225 Approved
0.7576 Intermediate Similarity NPD5226 Approved
0.7576 Intermediate Similarity NPD5211 Phase 2
0.7576 Intermediate Similarity NPD5224 Approved
0.7576 Intermediate Similarity NPD4633 Approved
0.7553 Intermediate Similarity NPD8035 Phase 2
0.7553 Intermediate Similarity NPD8034 Phase 2
0.7529 Intermediate Similarity NPD7339 Approved
0.7529 Intermediate Similarity NPD6942 Approved
0.7528 Intermediate Similarity NPD4223 Phase 3
0.7528 Intermediate Similarity NPD4221 Approved
0.7527 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7525 Intermediate Similarity NPD7128 Approved
0.7525 Intermediate Similarity NPD6402 Approved
0.7525 Intermediate Similarity NPD5739 Approved
0.7525 Intermediate Similarity NPD6675 Approved
0.75 Intermediate Similarity NPD4695 Discontinued
0.75 Intermediate Similarity NPD5175 Approved
0.75 Intermediate Similarity NPD5174 Approved
0.7475 Intermediate Similarity NPD5223 Approved
0.7473 Intermediate Similarity NPD5329 Approved
0.7444 Intermediate Similarity NPD4788 Approved
0.7442 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7426 Intermediate Similarity NPD5141 Approved
0.7391 Intermediate Similarity NPD6684 Approved
0.7391 Intermediate Similarity NPD5330 Approved
0.7391 Intermediate Similarity NPD7521 Approved
0.7391 Intermediate Similarity NPD7146 Approved
0.7391 Intermediate Similarity NPD6409 Approved
0.7391 Intermediate Similarity NPD7334 Approved
0.7391 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD6881 Approved
0.7379 Intermediate Similarity NPD6899 Approved
0.7379 Intermediate Similarity NPD7320 Approved
0.7363 Intermediate Similarity NPD4197 Approved
0.7353 Intermediate Similarity NPD4768 Approved
0.7353 Intermediate Similarity NPD4767 Approved
0.7349 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD6083 Phase 2
0.7347 Intermediate Similarity NPD6084 Phase 2
0.7327 Intermediate Similarity NPD4754 Approved
0.732 Intermediate Similarity NPD5210 Approved
0.732 Intermediate Similarity NPD4629 Approved
0.7312 Intermediate Similarity NPD3573 Approved
0.7308 Intermediate Similarity NPD6373 Approved
0.7308 Intermediate Similarity NPD6372 Approved
0.7282 Intermediate Similarity NPD5697 Approved
0.7282 Intermediate Similarity NPD5701 Approved
0.7273 Intermediate Similarity NPD3617 Approved
0.7273 Intermediate Similarity NPD7638 Approved
0.7238 Intermediate Similarity NPD7102 Approved
0.7238 Intermediate Similarity NPD6883 Approved
0.7238 Intermediate Similarity NPD7290 Approved
0.7234 Intermediate Similarity NPD6903 Approved
0.7212 Intermediate Similarity NPD5128 Approved
0.7212 Intermediate Similarity NPD4730 Approved
0.7212 Intermediate Similarity NPD4729 Approved
0.7204 Intermediate Similarity NPD4138 Approved
0.7204 Intermediate Similarity NPD4690 Approved
0.7204 Intermediate Similarity NPD5205 Approved
0.7204 Intermediate Similarity NPD4693 Phase 3
0.7204 Intermediate Similarity NPD4689 Approved
0.7204 Intermediate Similarity NPD4623 Approved
0.7204 Intermediate Similarity NPD4688 Approved
0.7204 Intermediate Similarity NPD4519 Discontinued
0.72 Intermediate Similarity NPD7640 Approved
0.72 Intermediate Similarity NPD7639 Approved
0.7188 Intermediate Similarity NPD6411 Approved
0.717 Intermediate Similarity NPD6869 Approved
0.717 Intermediate Similarity NPD6617 Approved
0.717 Intermediate Similarity NPD8130 Phase 1
0.717 Intermediate Similarity NPD6650 Approved
0.717 Intermediate Similarity NPD6649 Approved
0.717 Intermediate Similarity NPD6847 Approved
0.7143 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6013 Approved
0.7143 Intermediate Similarity NPD6012 Approved
0.7143 Intermediate Similarity NPD6014 Approved
0.7126 Intermediate Similarity NPD3703 Phase 2
0.7115 Intermediate Similarity NPD6412 Phase 2
0.7103 Intermediate Similarity NPD8297 Approved
0.7103 Intermediate Similarity NPD6882 Approved
0.708 Intermediate Similarity NPD8328 Phase 3
0.7075 Intermediate Similarity NPD5251 Approved
0.7075 Intermediate Similarity NPD4634 Approved
0.7075 Intermediate Similarity NPD5250 Approved
0.7075 Intermediate Similarity NPD5248 Approved
0.7075 Intermediate Similarity NPD5249 Phase 3
0.7075 Intermediate Similarity NPD5247 Approved
0.7071 Intermediate Similarity NPD7614 Phase 1
0.7059 Intermediate Similarity NPD4244 Approved
0.7059 Intermediate Similarity NPD4245 Approved
0.7053 Intermediate Similarity NPD5737 Approved
0.7053 Intermediate Similarity NPD6672 Approved
0.7048 Intermediate Similarity NPD6011 Approved
0.7048 Intermediate Similarity NPD5168 Approved
0.7045 Intermediate Similarity NPD6117 Approved
0.7021 Intermediate Similarity NPD4694 Approved
0.7021 Intermediate Similarity NPD5280 Approved
0.7021 Intermediate Similarity NPD5690 Phase 2
0.7011 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD5215 Approved
0.7009 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD5217 Approved
0.7009 Intermediate Similarity NPD5216 Approved
0.7 Intermediate Similarity NPD7115 Discovery
0.6979 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6979 Remote Similarity NPD6101 Approved
0.697 Remote Similarity NPD5695 Phase 3
0.6966 Remote Similarity NPD6116 Phase 1
0.6941 Remote Similarity NPD4137 Phase 3
0.6941 Remote Similarity NPD3698 Phase 2
0.6931 Remote Similarity NPD5696 Approved
0.6923 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6916 Remote Similarity NPD5169 Approved
0.6916 Remote Similarity NPD5135 Approved
0.6916 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6889 Remote Similarity NPD6118 Approved
0.6889 Remote Similarity NPD6115 Approved
0.6889 Remote Similarity NPD6114 Approved
0.6889 Remote Similarity NPD6697 Approved
0.686 Remote Similarity NPD4747 Approved
0.686 Remote Similarity NPD4789 Approved
0.686 Remote Similarity NPD4691 Approved
0.6852 Remote Similarity NPD5127 Approved
0.6848 Remote Similarity NPD4692 Approved
0.6848 Remote Similarity NPD4139 Approved
0.6847 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6842 Remote Similarity NPD6098 Approved
0.6824 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6824 Remote Similarity NPD5360 Phase 3
0.6824 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6818 Remote Similarity NPD6926 Approved
0.6818 Remote Similarity NPD6924 Approved
0.6813 Remote Similarity NPD4195 Approved
0.68 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6782 Remote Similarity NPD4243 Approved
0.6765 Remote Similarity NPD5290 Discontinued
0.6757 Remote Similarity NPD6274 Approved
0.6757 Remote Similarity NPD6868 Approved
0.6742 Remote Similarity NPD8264 Approved
0.6733 Remote Similarity NPD7732 Phase 3
0.6727 Remote Similarity NPD4632 Approved
0.6726 Remote Similarity NPD7100 Approved
0.6726 Remote Similarity NPD7101 Approved
0.6703 Remote Similarity NPD3671 Phase 1
0.6667 Remote Similarity NPD6054 Approved
0.6667 Remote Similarity NPD5167 Approved
0.6667 Remote Similarity NPD5284 Approved
0.6667 Remote Similarity NPD6933 Approved
0.6667 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8028 Phase 2
0.6667 Remote Similarity NPD5281 Approved
0.6667 Remote Similarity NPD6059 Approved
0.6637 Remote Similarity NPD6335 Approved
0.6633 Remote Similarity NPD6080 Approved
0.6633 Remote Similarity NPD6904 Approved
0.6633 Remote Similarity NPD6673 Approved
0.663 Remote Similarity NPD6929 Approved
0.6629 Remote Similarity NPD4058 Approved
0.6629 Remote Similarity NPD5733 Approved
0.6629 Remote Similarity NPD4784 Approved
0.6629 Remote Similarity NPD4785 Approved
0.6609 Remote Similarity NPD6909 Approved
0.6609 Remote Similarity NPD6908 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