Structure

Physi-Chem Properties

Molecular Weight:  144.12
Volume:  161.868
LogP:  2.677
LogD:  2.514
LogS:  -2.019
# Rotatable Bonds:  4
TPSA:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  0
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.565
Synthetic Accessibility Score:  1.999
Fsp3:  0.875
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:  -4.198
MDCK Permeability:  3.347136953379959e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.009
20% Bioavailability (F20%):  0.553
30% Bioavailability (F30%):  0.577

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.978
Plasma Protein Binding (PPB):  49.36541748046875%
Volume Distribution (VD):  1.077
Pgp-substrate:  64.24258422851562%

ADMET: Metabolism

CYP1A2-inhibitor:  0.647
CYP1A2-substrate:  0.193
CYP2C19-inhibitor:  0.11
CYP2C19-substrate:  0.9
CYP2C9-inhibitor:  0.134
CYP2C9-substrate:  0.465
CYP2D6-inhibitor:  0.008
CYP2D6-substrate:  0.156
CYP3A4-inhibitor:  0.014
CYP3A4-substrate:  0.31

ADMET: Excretion

Clearance (CL):  8.741
Half-life (T1/2):  0.807

ADMET: Toxicity

hERG Blockers:  0.014
Human Hepatotoxicity (H-HT):  0.021
Drug-inuced Liver Injury (DILI):  0.419
AMES Toxicity:  0.023
Rat Oral Acute Toxicity:  0.065
Maximum Recommended Daily Dose:  0.014
Skin Sensitization:  0.238
Carcinogencity:  0.117
Eye Corrosion:  0.949
Eye Irritation:  0.98
Respiratory Toxicity:  0.269

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC127696

Natural Product ID:  NPC127696
Common Name*:   2-Methylpropyl 2-Methylpropanoate
IUPAC Name:   2-methylpropyl 2-methylpropanoate
Synonyms:  
Standard InCHIKey:  RXGUIWHIADMCFC-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C8H16O2/c1-6(2)5-10-8(9)7(3)4/h6-7H,5H2,1-4H3
SMILES:  CC(COC(=O)C(C)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3188433
PubChem CID:   7351
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0001093] Carboxylic acid derivatives
          • [CHEMONTID:0001238] Carboxylic 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
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota Seeds n.a. DOI[10.1002/ejlt.201100207]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota Seeds n.a. DOI[10.1007/s11746-010-1670-2]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota Seeds n.a. DOI[10.1016/j.foodcont.2016.09.002]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jep.2005.01.054]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota Seeds n.a. DOI[10.1016/j.jfca.2010.08.006]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota Seeds n.a. DOI[10.1016/j.supflu.2010.06.003]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota Seeds n.a. DOI[10.1016/j.supflu.2010.12.007]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota Seeds n.a. DOI[10.1016/j.supflu.2016.02.010]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota Seeds n.a. DOI[10.1016/j.supflu.2018.06.017]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota Seeds n.a. DOI[10.12691/jfnr-2-5-9]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota Seeds n.a. DOI[10.5219/332]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. cone n.a. PMID[10336650]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. root n.a. PMID[11374978]
NPO3492 Negombata magnifica Species Latrunculiidae Eukaryota n.a. n.a. n.a. PMID[15217296]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[15679315]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[15679317]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[16252923]
NPO3492 Negombata magnifica Species Latrunculiidae Eukaryota n.a. n.a. n.a. PMID[16499319]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota roots purchased from Kiu Shun Trading Ltd., Vancouver, Canada 2000 PMID[16643021]
NPO13478 Scorzonera pseudodivaricata Species Asteraceae Eukaryota n.a. Mongolian n.a. PMID[17542634]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. cone n.a. PMID[17624889]
NPO25094 Artemisia princeps Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[17996677]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. root n.a. PMID[17997069]
NPO3492 Negombata magnifica Species Latrunculiidae Eukaryota n.a. sand-covered bottom at -10 to -15 m at Hurghada, on the Egyptian Red Sea coast 2003-JUN PMID[18298079]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[18611049]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[18768384]
NPO3492 Negombata magnifica Species Latrunculiidae Eukaryota n.a. n.a. n.a. PMID[18942825]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[19476340]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota Seeds n.a. PMID[19628108]
NPO12855 Alkanna cappadocica Species Boraginaceae Eukaryota n.a. n.a. n.a. PMID[20405844]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[21912858]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. cone n.a. PMID[22111577]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. flower n.a. PMID[22166201]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota Seeds n.a. PMID[22538527]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[23790907]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota Seeds n.a. PMID[24811150]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[24948953]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[25538068]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[25564559]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[27400088]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota Seeds n.a. PMID[28274428]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[29154541]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota Seeds n.a. PMID[30236698]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota Seeds Guangzhou, China PMID[30563201]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota Seeds n.a. PMID[30583361]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota Seeds n.a. PMID[30599958]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota Seeds n.a. PMID[31159190]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[31181920]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[31418264]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota Seeds n.a. PMID[31861466]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2398 Millettia erythrocalyx Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25094 Artemisia princeps Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24390.1 Juniperus rigida var. conferta Varieties Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1834 Atalantia racemosa Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25094 Artemisia princeps Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9313 Fritillaria ningguoensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2398 Millettia erythrocalyx Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9313 Fritillaria ningguoensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15462 Angelica sinensis Species Apiaceae 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]
NPO25094 Artemisia princeps Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO10492 Artemisia montana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO6360 Xenoacremonium recifei Species Nectriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8928 Pteris semipinnata Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11848 Lemaireocereus griseus Species Cactaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25094 Artemisia princeps Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9934 Mycobacterium leprae Species Mycobacteriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO5930 Crambe tatarica Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10783 Syncarpia hillii Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12196 Buphane fischeri n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13585 Rapanea lancifolia Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1834 Atalantia racemosa Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3492 Negombata magnifica Species Latrunculiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2398 Millettia erythrocalyx Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24390.1 Juniperus rigida var. conferta Varieties Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13030 Artemisia dentata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10492 Artemisia montana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21830 Buddleja cordata Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9313 Fritillaria ningguoensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12855 Alkanna cappadocica Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13478 Scorzonera pseudodivaricata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO252 Hoffmannia strigillosa Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12700 Diospyros eriantha Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13671 Ononis vaginalis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14578 Prorocentrum micans Species Prorocentraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13281 Salvia hispanica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Potency n.a. 76958.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 48557.7 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 NPC127696 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
0.9 High Similarity NPC41007
0.9 High Similarity NPC35371
0.9 High Similarity NPC168714
0.9 High Similarity NPC178643
0.8889 High Similarity NPC211250
0.8889 High Similarity NPC201132
0.8519 High Similarity NPC32280
0.8519 High Similarity NPC41485
0.8438 Intermediate Similarity NPC155872
0.8333 Intermediate Similarity NPC21374
0.8276 Intermediate Similarity NPC317739
0.8276 Intermediate Similarity NPC281943
0.8214 Intermediate Similarity NPC166804
0.8148 Intermediate Similarity NPC110107
0.8065 Intermediate Similarity NPC12904
0.7941 Intermediate Similarity NPC14608
0.7931 Intermediate Similarity NPC143211
0.7857 Intermediate Similarity NPC3693
0.7812 Intermediate Similarity NPC322892
0.7812 Intermediate Similarity NPC286695
0.7778 Intermediate Similarity NPC8187
0.7778 Intermediate Similarity NPC23508
0.7778 Intermediate Similarity NPC203105
0.7586 Intermediate Similarity NPC127134
0.7576 Intermediate Similarity NPC154396
0.75 Intermediate Similarity NPC81263
0.75 Intermediate Similarity NPC40965
0.7333 Intermediate Similarity NPC248233
0.7273 Intermediate Similarity NPC108238
0.7241 Intermediate Similarity NPC28246
0.7222 Intermediate Similarity NPC316546
0.7188 Intermediate Similarity NPC5934
0.7188 Intermediate Similarity NPC265882
0.7143 Intermediate Similarity NPC80396
0.7143 Intermediate Similarity NPC80641
0.7143 Intermediate Similarity NPC154642
0.7097 Intermediate Similarity NPC88135
0.7059 Intermediate Similarity NPC140229
0.7059 Intermediate Similarity NPC286498
0.7 Intermediate Similarity NPC230726
0.697 Remote Similarity NPC281883
0.6923 Remote Similarity NPC187922
0.6923 Remote Similarity NPC325102
0.6857 Remote Similarity NPC196442
0.6857 Remote Similarity NPC301398
0.6857 Remote Similarity NPC223374
0.6857 Remote Similarity NPC86545
0.6667 Remote Similarity NPC37493
0.6579 Remote Similarity NPC80234
0.6562 Remote Similarity NPC55956
0.6562 Remote Similarity NPC234005
0.6552 Remote Similarity NPC133819
0.6552 Remote Similarity NPC208021
0.6486 Remote Similarity NPC128996
0.6452 Remote Similarity NPC314668
0.6429 Remote Similarity NPC61373
0.6429 Remote Similarity NPC308301
0.641 Remote Similarity NPC40597
0.641 Remote Similarity NPC256163
0.641 Remote Similarity NPC123357
0.641 Remote Similarity NPC149299
0.641 Remote Similarity NPC250028
0.6389 Remote Similarity NPC316685
0.6364 Remote Similarity NPC180423
0.6364 Remote Similarity NPC122768
0.6364 Remote Similarity NPC232172
0.6364 Remote Similarity NPC104195
0.6364 Remote Similarity NPC61066
0.6364 Remote Similarity NPC151140
0.6364 Remote Similarity NPC312003
0.6333 Remote Similarity NPC8368
0.6296 Remote Similarity NPC137050
0.6286 Remote Similarity NPC99700
0.6286 Remote Similarity NPC217218
0.6279 Remote Similarity NPC249754
0.625 Remote Similarity NPC159773
0.625 Remote Similarity NPC53541
0.6216 Remote Similarity NPC321699
0.6216 Remote Similarity NPC24967
0.6216 Remote Similarity NPC103612
0.619 Remote Similarity NPC312547
0.6176 Remote Similarity NPC302611
0.6154 Remote Similarity NPC474205
0.6154 Remote Similarity NPC223249
0.6154 Remote Similarity NPC225963
0.6129 Remote Similarity NPC289974
0.6129 Remote Similarity NPC304927
0.6129 Remote Similarity NPC35155
0.6111 Remote Similarity NPC63354
0.6111 Remote Similarity NPC57499
0.6098 Remote Similarity NPC203531
0.6098 Remote Similarity NPC236579
0.6061 Remote Similarity NPC231957
0.6047 Remote Similarity NPC282440
0.6 Remote Similarity NPC165533
0.6 Remote Similarity NPC280532
0.6 Remote Similarity NPC2419
0.5946 Remote Similarity NPC289344
0.5946 Remote Similarity NPC325165
0.5938 Remote Similarity NPC149209
0.5897 Remote Similarity NPC201622
0.5897 Remote Similarity NPC54980
0.5897 Remote Similarity NPC226511
0.5897 Remote Similarity NPC22903
0.5897 Remote Similarity NPC305660
0.587 Remote Similarity NPC305182
0.5862 Remote Similarity NPC260610
0.5833 Remote Similarity NPC147054
0.5814 Remote Similarity NPC287231
0.5814 Remote Similarity NPC47363
0.5789 Remote Similarity NPC65353
0.5789 Remote Similarity NPC1591
0.5778 Remote Similarity NPC68577
0.5758 Remote Similarity NPC283626
0.575 Remote Similarity NPC3531
0.575 Remote Similarity NPC94368
0.575 Remote Similarity NPC316217
0.575 Remote Similarity NPC219536
0.575 Remote Similarity NPC31551
0.575 Remote Similarity NPC222792
0.5745 Remote Similarity NPC314084
0.5745 Remote Similarity NPC244452
0.5714 Remote Similarity NPC198126
0.5714 Remote Similarity NPC144829
0.5714 Remote Similarity NPC241404
0.5682 Remote Similarity NPC172042
0.5682 Remote Similarity NPC52700
0.5682 Remote Similarity NPC47946
0.5682 Remote Similarity NPC26600
0.5682 Remote Similarity NPC105329
0.5682 Remote Similarity NPC63182
0.5682 Remote Similarity NPC145045
0.5676 Remote Similarity NPC307027
0.5667 Remote Similarity NPC37479
0.5667 Remote Similarity NPC181153
0.5667 Remote Similarity NPC83723
0.5652 Remote Similarity NPC223675
0.5652 Remote Similarity NPC135698
0.5625 Remote Similarity NPC170167
0.561 Remote Similarity NPC28598
0.561 Remote Similarity NPC161097
0.561 Remote Similarity NPC281043
0.561 Remote Similarity NPC12156

  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 NPC127696 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
0.7586 Intermediate Similarity NPD8989 Approved
0.7576 Intermediate Similarity NPD900 Approved
0.7188 Intermediate Similarity NPD8856 Phase 2
0.697 Remote Similarity NPD9636 Phase 2
0.6364 Remote Similarity NPD9191 Approved
0.6296 Remote Similarity NPD8200 Phase 2
0.625 Remote Similarity NPD8990 Clinical (unspecified phase)
0.6207 Remote Similarity NPD8616 Clinical (unspecified phase)
0.6207 Remote Similarity NPD8615 Phase 2
0.6129 Remote Similarity NPD8188 Approved
0.6053 Remote Similarity NPD9131 Discovery
0.5946 Remote Similarity NPD9136 Clinical (unspecified phase)
0.5946 Remote Similarity NPD9447 Approved
0.5854 Remote Similarity NPD9456 Approved
0.5854 Remote Similarity NPD9457 Approved
0.5814 Remote Similarity NPD2699 Approved
0.5814 Remote Similarity NPD377 Approved
0.5814 Remote Similarity NPD6096 Approved
0.5814 Remote Similarity NPD6097 Approved
0.5789 Remote Similarity NPD9236 Approved
0.5789 Remote Similarity NPD9235 Approved
0.5778 Remote Similarity NPD2266 Phase 2
0.575 Remote Similarity NPD9450 Approved
0.575 Remote Similarity NPD77 Approved
0.5714 Remote Similarity NPD8618 Approved
0.5682 Remote Similarity NPD9378 Approved
0.5667 Remote Similarity NPD8201 Phase 2
0.5641 Remote Similarity NPD9449 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