[(Z)-3-[(4aR,5R,7S,8aS)-5-[[(1R,2S,5R,7S,9S,11R,13S,17R)-6-(4-bromobenzoyl)-2-hydroxy-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecan-5-yl]methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]-1-(4-bromophenyl)-3-oxoprop-1-enyl] 4-bromobenzoate

Details

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Internal ID 7f845512-158b-4caf-bead-7fa505c3bbc3
Taxonomy Organoheterocyclic compounds > Piperidines > N-acylpiperidines > N-benzoylpiperidines
IUPAC Name [(Z)-3-[(4aR,5R,7S,8aS)-5-[[(1R,2S,5R,7S,9S,11R,13S,17R)-6-(4-bromobenzoyl)-2-hydroxy-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecan-5-yl]methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]-1-(4-bromophenyl)-3-oxoprop-1-enyl] 4-bromobenzoate
SMILES (Canonical) CC1CC2CC3C(CCC(N3C(=O)C4=CC=C(C=C4)Br)CC5CC(CC6C5CCCN6C(=O)C=C(C7=CC=C(C=C7)Br)OC(=O)C8=CC=C(C=C8)Br)C)(C9CC2C(C1)N(C9)C)O
SMILES (Isomeric) C[C@@H]1C[C@H]2C[C@H]3[C@](CC[C@@H](N3C(=O)C4=CC=C(C=C4)Br)C[C@H]5C[C@@H](C[C@H]6[C@@H]5CCCN6C(=O)/C=C(/C7=CC=C(C=C7)Br)\OC(=O)C8=CC=C(C=C8)Br)C)([C@@H]9C[C@H]2[C@H](C1)N(C9)C)O
InChI InChI=1S/C51H60Br3N3O5/c1-30-22-36-26-47-51(61,37-27-43(36)44(23-30)55(3)29-37)19-18-41(57(47)49(59)33-8-14-39(53)15-9-33)25-35-21-31(2)24-45-42(35)5-4-20-56(45)48(58)28-46(32-6-12-38(52)13-7-32)62-50(60)34-10-16-40(54)17-11-34/h6-17,28,30-31,35-37,41-45,47,61H,4-5,18-27,29H2,1-3H3/b46-28-/t30-,31+,35-,36+,37-,41-,42-,43-,44+,45+,47+,51+/m1/s1
InChI Key UBIUTQWVXNHRTB-WWSYDLJHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C51H60Br3N3O5
Molecular Weight 1034.70 g/mol
Exact Mass 1033.20626 g/mol
Topological Polar Surface Area (TPSA) 90.40 Ų
XlogP 11.60
Atomic LogP (AlogP) 11.01
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(Z)-3-[(4aR,5R,7S,8aS)-5-[[(1R,2S,5R,7S,9S,11R,13S,17R)-6-(4-bromobenzoyl)-2-hydroxy-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecan-5-yl]methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]-1-(4-bromophenyl)-3-oxoprop-1-enyl] 4-bromobenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9128 91.28%
Caco-2 - 0.8521 85.21%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.5057 50.57%
OATP2B1 inhibitior - 0.7209 72.09%
OATP1B1 inhibitior + 0.8408 84.08%
OATP1B3 inhibitior + 0.9291 92.91%
MATE1 inhibitior - 0.8255 82.55%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9250 92.50%
P-glycoprotein inhibitior + 0.7758 77.58%
P-glycoprotein substrate + 0.7612 76.12%
CYP3A4 substrate + 0.7281 72.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7805 78.05%
CYP3A4 inhibition - 0.7337 73.37%
CYP2C9 inhibition - 0.8475 84.75%
CYP2C19 inhibition - 0.7884 78.84%
CYP2D6 inhibition - 0.9020 90.20%
CYP1A2 inhibition - 0.7945 79.45%
CYP2C8 inhibition + 0.6979 69.79%
CYP inhibitory promiscuity - 0.9259 92.59%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8610 86.10%
Carcinogenicity (trinary) Non-required 0.5051 50.51%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9126 91.26%
Skin irritation - 0.7680 76.80%
Skin corrosion - 0.9325 93.25%
Ames mutagenesis - 0.7354 73.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7478 74.78%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.5077 50.77%
skin sensitisation - 0.8616 86.16%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.9675 96.75%
Acute Oral Toxicity (c) III 0.6414 64.14%
Estrogen receptor binding + 0.8366 83.66%
Androgen receptor binding + 0.7803 78.03%
Thyroid receptor binding + 0.5778 57.78%
Glucocorticoid receptor binding + 0.7133 71.33%
Aromatase binding + 0.5400 54.00%
PPAR gamma + 0.7774 77.74%
Honey bee toxicity - 0.7269 72.69%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.9667 96.67%

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 98.03% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.89% 97.25%
CHEMBL3192 Q9BY41 Histone deacetylase 8 96.59% 93.99%
CHEMBL2581 P07339 Cathepsin D 94.89% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.88% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.90% 97.09%
CHEMBL240 Q12809 HERG 92.34% 89.76%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 91.73% 90.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 91.58% 100.00%
CHEMBL4208 P20618 Proteasome component C5 90.01% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.00% 91.07%
CHEMBL238 Q01959 Dopamine transporter 89.17% 95.88%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.03% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.63% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.47% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.01% 93.56%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 85.16% 91.43%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.74% 93.04%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.74% 89.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.62% 96.00%
CHEMBL5646 Q6L5J4 FML2_HUMAN 84.03% 100.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 83.84% 82.38%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.17% 93.40%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.65% 100.00%
CHEMBL233 P35372 Mu opioid receptor 82.61% 97.93%
CHEMBL1871 P10275 Androgen Receptor 82.45% 96.43%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.96% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.10% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.92% 91.19%

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.
Huperzia lucidula

Cross-Links

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PubChem 15409558
LOTUS LTS0220563
wikiData Q105269314