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4,5-dihydro-19-S-methylgeldanamycin

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 0e6bef35-41b0-49ac-9bd3-22536d094599
Taxonomy Phenylpropanoids and polyketides > Macrolactams
IUPAC Name [(4E,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-21-methylsulfanyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,10,18-tetraen-9-yl] carbamate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H44N2O9S/c1-15-12-19-24(34)22(28(42-8)25(35)27(19)40-7)32-29(36)16(2)10-9-11-20(38-5)26(41-30(31)37)18(4)14-17(3)23(33)21(13-15)39-6/h10,14-15,17,20-21,23,26,33H,9,11-13H2,1-8H3,(H2,31,37)(H,32,36)/b16-10+,18-14+/t15-,17+,20+,21+,23-,26+/m1/s1
InChI Key BDIJKIUDWJLNEF-JIUNPTPGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44N2O9S
Molecular Weight 608.70 g/mol
Exact Mass 608.27675216 g/mol
Topological Polar Surface Area (TPSA) 189.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.32
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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RefChem:96474
((4E,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-21-methylsulfanyl-3,20,22-trioxo-2-azabicyclo(16.3.1)docosa-1(21),4,10,18-tetraen-9-yl) carbamate
CHEBI:216011
[(4E,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-21-methylsulanyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,10,18-tetraen-9-yl] carbamate

2D Structure

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2D Structure of 4,5-dihydro-19-S-methylgeldanamycin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8042 80.42%
Caco-2 - 0.7820 78.20%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.5739 57.39%
OATP2B1 inhibitior - 0.7157 71.57%
OATP1B1 inhibitior + 0.9004 90.04%
OATP1B3 inhibitior + 0.9334 93.34%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.7822 78.22%
BSEP inhibitior + 0.9172 91.72%
P-glycoprotein inhibitior + 0.8459 84.59%
P-glycoprotein substrate + 0.8233 82.33%
CYP3A4 substrate + 0.7080 70.80%
CYP2C9 substrate + 0.6014 60.14%
CYP2D6 substrate - 0.8759 87.59%
CYP3A4 inhibition - 0.8536 85.36%
CYP2C9 inhibition - 0.7639 76.39%
CYP2C19 inhibition - 0.6930 69.30%
CYP2D6 inhibition - 0.8901 89.01%
CYP1A2 inhibition - 0.7257 72.57%
CYP2C8 inhibition + 0.6431 64.31%
CYP inhibitory promiscuity - 0.8863 88.63%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5432 54.32%
Eye corrosion - 0.9836 98.36%
Eye irritation - 0.9427 94.27%
Skin irritation - 0.7632 76.32%
Skin corrosion - 0.9258 92.58%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6819 68.19%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.5586 55.86%
skin sensitisation - 0.8519 85.19%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7202 72.02%
Acute Oral Toxicity (c) III 0.6801 68.01%
Estrogen receptor binding + 0.8049 80.49%
Androgen receptor binding + 0.7621 76.21%
Thyroid receptor binding + 0.5405 54.05%
Glucocorticoid receptor binding + 0.8430 84.30%
Aromatase binding + 0.6888 68.88%
PPAR gamma + 0.6650 66.50%
Honey bee toxicity - 0.6456 64.56%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8572 85.72%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.80% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.53% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.49% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.76% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.66% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.76% 92.94%
CHEMBL2581 P07339 Cathepsin D 93.45% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 91.59% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.80% 85.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 90.39% 93.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.46% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.61% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.66% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.64% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.63% 99.23%
CHEMBL2535 P11166 Glucose transporter 83.59% 98.75%
CHEMBL204 P00734 Thrombin 83.34% 96.01%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.57% 97.33%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.65% 94.08%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.63% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.40% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.92% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.36% 91.07%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 80.26% 83.10%
CHEMBL3038469 P24941 CDK2/Cyclin A 80.25% 91.38%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.21% 96.77%

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 53392760
LOTUS LTS0185405
wikiData Q77563676