PlantaeDB Logo
Login Sign-up

(6aR,9R)-N-[(1S,2S,4R,7S)-7-[(2R)-butan-2-yl]-2-hydroxy-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide

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

Top
Internal ID 139daaa1-51f8-4b6b-8e37-835b7ae53b4e
Taxonomy Alkaloids and derivatives > Ergoline and derivatives > Lysergic acids and derivatives > Ergopeptines
IUPAC Name (6aR,9R)-N-[(1S,2S,4R,7S)-7-[(2R)-butan-2-yl]-2-hydroxy-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H41N5O5/c1-6-18(4)27-29(39)36-12-8-11-25(36)32(41)37(27)30(40)31(42-32,17(2)3)34-28(38)20-13-22-21-9-7-10-23-26(21)19(15-33-23)14-24(22)35(5)16-20/h7,9-10,13,15,17-18,20,24-25,27,33,41H,6,8,11-12,14,16H2,1-5H3,(H,34,38)/t18-,20-,24-,25+,27+,31-,32+/m1/s1
InChI Key YYWXOXLDOMRDHW-XUXDENHJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C32H41N5O5
Molecular Weight 575.70 g/mol
Exact Mass 575.31076943 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.43
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (6aR,9R)-N-[(1S,2S,4R,7S)-7-[(2R)-butan-2-yl]-2-hydroxy-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9620 96.20%
Caco-2 - 0.8037 80.37%
Blood Brain Barrier - 0.9500 95.00%
Human oral bioavailability - 0.9286 92.86%
Subcellular localzation Nucleus 0.3246 32.46%
OATP2B1 inhibitior - 0.5676 56.76%
OATP1B1 inhibitior + 0.8514 85.14%
OATP1B3 inhibitior + 0.9156 91.56%
MATE1 inhibitior + 0.9967 99.67%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9482 94.82%
P-glycoprotein inhibitior + 0.7023 70.23%
P-glycoprotein substrate + 0.7158 71.58%
CYP3A4 substrate + 0.7798 77.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7671 76.71%
CYP3A4 inhibition + 0.8722 87.22%
CYP2C9 inhibition - 0.9035 90.35%
CYP2C19 inhibition - 0.6268 62.68%
CYP2D6 inhibition - 0.9117 91.17%
CYP1A2 inhibition + 0.8646 86.46%
CYP2C8 inhibition + 0.6383 63.83%
CYP inhibitory promiscuity - 0.6302 63.02%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5102 51.02%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9563 95.63%
Skin irritation - 0.7478 74.78%
Skin corrosion - 0.9231 92.31%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7553 75.53%
Micronuclear + 0.8800 88.00%
Hepatotoxicity - 0.7763 77.63%
skin sensitisation - 0.8639 86.39%
Respiratory toxicity + 0.9667 96.67%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.7950 79.50%
Acute Oral Toxicity (c) III 0.5991 59.91%
Estrogen receptor binding + 0.8381 83.81%
Androgen receptor binding + 0.6766 67.66%
Thyroid receptor binding + 0.5461 54.61%
Glucocorticoid receptor binding + 0.7274 72.74%
Aromatase binding + 0.7825 78.25%
PPAR gamma + 0.8025 80.25%
Honey bee toxicity - 0.7496 74.96%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5850 58.50%
Fish aquatic toxicity + 0.9852 98.52%

Targets

Top

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
CHEMBL2581 P07339 Cathepsin D 99.78% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.88% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.28% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 96.19% 95.89%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 95.36% 93.03%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.15% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.05% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.53% 82.69%
CHEMBL1951 P21397 Monoamine oxidase A 94.32% 91.49%
CHEMBL217 P14416 Dopamine D2 receptor 93.14% 95.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.10% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.68% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.63% 94.45%
CHEMBL2094135 Q96BI3 Gamma-secretase 89.91% 98.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.22% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.02% 94.00%
CHEMBL5203 P33316 dUTP pyrophosphatase 86.88% 99.18%
CHEMBL4208 P20618 Proteasome component C5 86.79% 90.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 86.74% 97.50%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 86.44% 97.64%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.17% 86.33%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 85.73% 83.10%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.12% 93.56%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 85.06% 98.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.20% 90.08%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.88% 96.47%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 81.73% 95.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.18% 91.24%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.45% 93.04%
CHEMBL4805 Q99572 P2X purinoceptor 7 80.31% 97.50%
CHEMBL3310 Q96DB2 Histone deacetylase 11 80.29% 88.56%

Plants that contains it

Top
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

Top
PubChem 70416843
LOTUS LTS0078025
wikiData Q105368964