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11-Deoxy-13-deoxodaunorubicin

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 828db968-1e0a-4096-b37d-34d287b6e47d
Taxonomy Phenylpropanoids and polyketides > Anthracyclines
IUPAC Name (7S,9S)-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-9-ethyl-6,9-dihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
SMILES (Canonical) CCC1(CC(C2=C(C3=C(C=C2C1)C(=O)C4=C(C3=O)C(=CC=C4)OC)O)OC5CC(C(C(O5)C)O)N)O
SMILES (Isomeric) CC[C@]1(C[C@@H](C2=C(C3=C(C=C2C1)C(=O)C4=C(C3=O)C(=CC=C4)OC)O)O[C@H]5C[C@@H]([C@@H]([C@@H](O5)C)O)N)O
InChI InChI=1S/C27H31NO8/c1-4-27(33)10-13-8-15-22(26(32)21-14(24(15)30)6-5-7-17(21)34-3)25(31)20(13)18(11-27)36-19-9-16(28)23(29)12(2)35-19/h5-8,12,16,18-19,23,29,31,33H,4,9-11,28H2,1-3H3/t12-,16-,18-,19-,23+,27-/m0/s1
InChI Key IYSDLBHEPBYCFI-PAFKHDOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H31NO8
Molecular Weight 497.50 g/mol
Exact Mass 497.20496695 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.14
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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(7S,9S)-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-9-ethyl-6,9-dihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
(7S,9S)-7-((2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl)oxy-9-ethyl-6,9-dihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
RefChem:77826
CHEBI:222482

2D Structure

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2D Structure of 11-Deoxy-13-deoxodaunorubicin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7865 78.65%
Caco-2 - 0.7416 74.16%
Blood Brain Barrier - 0.9750 97.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Nucleus 0.7049 70.49%
OATP2B1 inhibitior - 0.8701 87.01%
OATP1B1 inhibitior + 0.8977 89.77%
OATP1B3 inhibitior + 0.9402 94.02%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7393 73.93%
P-glycoprotein inhibitior - 0.4832 48.32%
P-glycoprotein substrate + 0.8853 88.53%
CYP3A4 substrate + 0.6863 68.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7894 78.94%
CYP3A4 inhibition - 0.8577 85.77%
CYP2C9 inhibition - 0.9139 91.39%
CYP2C19 inhibition - 0.9261 92.61%
CYP2D6 inhibition - 0.9243 92.43%
CYP1A2 inhibition + 0.7486 74.86%
CYP2C8 inhibition - 0.7667 76.67%
CYP inhibitory promiscuity - 0.8922 89.22%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5916 59.16%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9425 94.25%
Skin irritation - 0.8017 80.17%
Skin corrosion - 0.9328 93.28%
Ames mutagenesis + 0.8400 84.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5436 54.36%
Micronuclear + 0.7500 75.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8844 88.44%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7248 72.48%
Acute Oral Toxicity (c) II 0.6351 63.51%
Estrogen receptor binding + 0.8598 85.98%
Androgen receptor binding + 0.7605 76.05%
Thyroid receptor binding + 0.5394 53.94%
Glucocorticoid receptor binding + 0.8707 87.07%
Aromatase binding + 0.7755 77.55%
PPAR gamma + 0.8599 85.99%
Honey bee toxicity - 0.7071 70.71%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.8851 88.51%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.21% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.72% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 98.14% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.55% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.46% 89.00%
CHEMBL2581 P07339 Cathepsin D 97.43% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 96.07% 95.93%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.92% 96.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.81% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.32% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.78% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.54% 92.94%
CHEMBL2535 P11166 Glucose transporter 88.96% 98.75%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 88.20% 94.03%
CHEMBL4208 P20618 Proteasome component C5 87.57% 90.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.25% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.63% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.07% 99.23%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.69% 96.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.11% 90.71%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.10% 96.21%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 82.96% 96.00%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 82.45% 96.86%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.46% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.44% 96.95%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 80.33% 83.10%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.18% 82.69%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 102115576
LOTUS LTS0048498
wikiData Q105122962