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Thiangazole

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 70bff031-bd2f-4033-b66f-f90e4768f8a5
Taxonomy Organoheterocyclic compounds > Azoles > Oxazoles > 2,4,5-trisubstituted oxazoles
IUPAC Name N,5-dimethyl-2-[(4R)-4-methyl-2-[(4S)-4-methyl-2-[(4S)-4-methyl-2-[(E)-2-phenylethenyl]-5H-1,3-thiazol-4-yl]-5H-1,3-thiazol-4-yl]-5H-1,3-thiazol-4-yl]-1,3-oxazole-4-carboxamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H29N5O2S3/c1-16-19(20(32)27-5)28-21(33-16)24(2)13-35-23(30-24)26(4)15-36-22(31-26)25(3)14-34-18(29-25)12-11-17-9-7-6-8-10-17/h6-12H,13-15H2,1-5H3,(H,27,32)/b12-11+/t24-,25-,26-/m0/s1
InChI Key IPNBHSCJCMEBFX-WMXIMKIMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H29N5O2S3
Molecular Weight 539.70 g/mol
Exact Mass 539.14833871 g/mol
Topological Polar Surface Area (TPSA) 168.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 5.22
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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(-)-Thiangazole
138667-71-7
N,5-dimethyl-2-[(4R)-4-methyl-2-[(4S)-4-methyl-2-[(4S)-4-methyl-2-[(E)-2-phenylethenyl]-5H-1,3-thiazol-4-yl]-5H-1,3-thiazol-4-yl]-5H-1,3-thiazol-4-yl]-1,3-oxazole-4-carboxamide
4-Oxazolecarboxamide,2-(4,4',4'',5,5',5''-hexahydro-4,4',4''-trimethyl-2''-(2-phenylethenyl)(2,4':2',4''-terthiazol)-4-yl)-N,5-dimethyl-, (4R-(2(2'(2''(E),4''S*),4'S*),4R*))-
4-Oxazolecarboxamide,2-[4,4',4'',5,5',5''-hexahydro-4,4',4''-trimethyl-2''-(2-phenylethenyl)[2,4':2',4''-terthiazol]-4-yl]-N,5-dimethyl-, [4R-[2[2'[2''(E),4''S*],4'S*],4R*]]-
SCHEMBL13342866
N,5-dimethyl-2-[(4R)-4-methyl-2-[(4S)-4-methyl-2-[(4S)-4-methyl-2-[(E)-styryl]-5H-thiazol-4-yl]-5H-thiazol-4-yl]-5H-thiazol-4-yl]oxazole-4-carboxamide

2D Structure

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2D Structure of Thiangazole

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9772 97.72%
Caco-2 - 0.8175 81.75%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.5463 54.63%
OATP2B1 inhibitior - 0.8537 85.37%
OATP1B1 inhibitior + 0.9034 90.34%
OATP1B3 inhibitior + 0.9390 93.90%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9495 94.95%
P-glycoprotein inhibitior + 0.7141 71.41%
P-glycoprotein substrate - 0.6929 69.29%
CYP3A4 substrate + 0.6034 60.34%
CYP2C9 substrate - 0.6136 61.36%
CYP2D6 substrate - 0.8957 89.57%
CYP3A4 inhibition - 0.8738 87.38%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition + 0.5689 56.89%
CYP2D6 inhibition - 0.8932 89.32%
CYP1A2 inhibition + 0.5271 52.71%
CYP2C8 inhibition + 0.6288 62.88%
CYP inhibitory promiscuity + 0.8108 81.08%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7300 73.00%
Carcinogenicity (trinary) Non-required 0.6419 64.19%
Eye corrosion - 0.9826 98.26%
Eye irritation - 0.9283 92.83%
Skin irritation - 0.7710 77.10%
Skin corrosion - 0.9169 91.69%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8378 83.78%
Micronuclear + 0.5500 55.00%
Hepatotoxicity + 0.7366 73.66%
skin sensitisation - 0.8039 80.39%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.5573 55.73%
Acute Oral Toxicity (c) III 0.6063 60.63%
Estrogen receptor binding + 0.6991 69.91%
Androgen receptor binding + 0.6857 68.57%
Thyroid receptor binding + 0.7545 75.45%
Glucocorticoid receptor binding + 0.6911 69.11%
Aromatase binding + 0.7211 72.11%
PPAR gamma + 0.7271 72.71%
Honey bee toxicity - 0.8557 85.57%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.8259 82.59%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL1293294 P51151 Ras-related protein Rab-9A 94.60% 87.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.02% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 94.00% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.81% 96.00%
CHEMBL221 P23219 Cyclooxygenase-1 93.63% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.22% 91.11%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 92.83% 85.30%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.74% 99.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.58% 94.62%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 89.27% 96.47%
CHEMBL5028 O14672 ADAM10 88.58% 97.50%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 88.40% 81.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.99% 86.33%
CHEMBL4208 P20618 Proteasome component C5 85.99% 90.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.02% 95.50%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 81.20% 96.39%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.49% 90.24%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 6451119
LOTUS LTS0239181
wikiData Q105117333