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19-[(1' S,4' R)-4'-hydroxy-1'-methoxy-2'-oxopentyl]geldanamycin

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 d6623484-c64a-4dac-ab1a-c5ec9e7f7891
Taxonomy Phenylpropanoids and polyketides > Macrolactams
IUPAC Name [(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-21-[(1S,4R)-4-hydroxy-1-methoxy-2-oxopentyl]-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl] carbamate
SMILES (Canonical) CC1CC(C(C(C=C(C(C(C=CC=C(C(=O)NC2=C(C(=O)C(=C(C1)C2=O)OC)C(C(=O)CC(C)O)OC)C)OC)OC(=O)N)C)C)O)OC
SMILES (Isomeric) C[C@H]1C[C@@H]([C@@H]([C@H](/C=C(/[C@@H]([C@H](/C=C\C=C(\C(=O)NC2=C(C(=O)C(=C(C1)C2=O)OC)[C@@H](C(=O)C[C@@H](C)O)OC)/C)OC)OC(=O)N)\C)C)O)OC
InChI InChI=1S/C35H50N2O12/c1-17-13-22-29(41)27(26(30(42)32(22)47-8)33(48-9)23(39)16-21(5)38)37-34(43)18(2)11-10-12-24(45-6)31(49-35(36)44)20(4)15-19(3)28(40)25(14-17)46-7/h10-12,15,17,19,21,24-25,28,31,33,38,40H,13-14,16H2,1-9H3,(H2,36,44)(H,37,43)/b12-10-,18-11+,20-15+/t17-,19+,21-,24+,25+,28-,31+,33-/m1/s1
InChI Key NFXTZLQCVNTSMH-FKRTTWPNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H50N2O12
Molecular Weight 690.80 g/mol
Exact Mass 690.33637503 g/mol
Topological Polar Surface Area (TPSA) 210.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 2.13
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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19-[(1' S,4' R)-4'-hydroxy-1'-methoxy-2'-oxopentyl]geldanamycin

2D Structure

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2D Structure of 19-[(1' S,4' R)-4'-hydroxy-1'-methoxy-2'-oxopentyl]geldanamycin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9227 92.27%
Caco-2 - 0.8447 84.47%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.4908 49.08%
OATP2B1 inhibitior + 0.5759 57.59%
OATP1B1 inhibitior + 0.8601 86.01%
OATP1B3 inhibitior + 0.9314 93.14%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9675 96.75%
P-glycoprotein inhibitior + 0.8192 81.92%
P-glycoprotein substrate + 0.8926 89.26%
CYP3A4 substrate + 0.7141 71.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8823 88.23%
CYP3A4 inhibition - 0.8389 83.89%
CYP2C9 inhibition - 0.8534 85.34%
CYP2C19 inhibition - 0.8002 80.02%
CYP2D6 inhibition - 0.9029 90.29%
CYP1A2 inhibition - 0.8232 82.32%
CYP2C8 inhibition + 0.6549 65.49%
CYP inhibitory promiscuity - 0.9327 93.27%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5228 52.28%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9282 92.82%
Skin irritation - 0.7716 77.16%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3898 38.98%
Micronuclear + 0.8100 81.00%
Hepatotoxicity + 0.6625 66.25%
skin sensitisation - 0.8651 86.51%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7726 77.26%
Acute Oral Toxicity (c) III 0.7356 73.56%
Estrogen receptor binding + 0.8374 83.74%
Androgen receptor binding + 0.7883 78.83%
Thyroid receptor binding + 0.5297 52.97%
Glucocorticoid receptor binding + 0.8605 86.05%
Aromatase binding + 0.6599 65.99%
PPAR gamma + 0.7582 75.82%
Honey bee toxicity - 0.6447 64.47%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7900 79.00%
Fish aquatic toxicity + 0.7001 70.01%

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 99.77% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.53% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.46% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.74% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.70% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.58% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.32% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.18% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.67% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 91.69% 90.17%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.71% 96.47%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.19% 96.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.77% 91.07%
CHEMBL2535 P11166 Glucose transporter 86.63% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.46% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.05% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.91% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.61% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.49% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.93% 97.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.33% 95.50%
CHEMBL299 P17252 Protein kinase C alpha 81.65% 98.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.44% 100.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.81% 97.21%

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 71712373
LOTUS LTS0141702
wikiData Q105006836