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methyl (4S)-4-[[(1R,2R,3aS)-9b-hydroxy-1-methoxy-3-methyl-2-(methylcarbamoyl)-4-oxo-2,5-dihydro-1H-benzo[e]indole-3a-carbonyl]amino]-7-methyl-5-oxooct-6-enoate

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 0616ca97-e63a-43d5-87bb-3473b1ec2d2c
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Amino acids and derivatives > Gamma amino acids and derivatives
IUPAC Name methyl (4S)-4-[[(1R,2R,3aS)-9b-hydroxy-1-methoxy-3-methyl-2-(methylcarbamoyl)-4-oxo-2,5-dihydro-1H-benzo[e]indole-3a-carbonyl]amino]-7-methyl-5-oxooct-6-enoate
SMILES (Canonical) CC(=CC(=O)C(CCC(=O)OC)NC(=O)C12C(=O)CC3=CC=CC=C3C1(C(C(N2C)C(=O)NC)OC)O)C
SMILES (Isomeric) CC(=CC(=O)[C@H](CCC(=O)OC)NC(=O)[C@@]12C(=O)CC3=CC=CC=C3C1([C@@H]([C@@H](N2C)C(=O)NC)OC)O)C
InChI InChI=1S/C27H35N3O8/c1-15(2)13-19(31)18(11-12-21(33)37-5)29-25(35)26-20(32)14-16-9-7-8-10-17(16)27(26,36)23(38-6)22(30(26)4)24(34)28-3/h7-10,13,18,22-23,36H,11-12,14H2,1-6H3,(H,28,34)(H,29,35)/t18-,22+,23+,26-,27?/m0/s1
InChI Key JSYSUIXFPMCTJG-MNWZKLQZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H35N3O8
Molecular Weight 529.60 g/mol
Exact Mass 529.24241508 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP 1.40
Atomic LogP (AlogP) -0.21
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (4S)-4-[[(1R,2R,3aS)-9b-hydroxy-1-methoxy-3-methyl-2-(methylcarbamoyl)-4-oxo-2,5-dihydro-1H-benzo[e]indole-3a-carbonyl]amino]-7-methyl-5-oxooct-6-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8659 86.59%
Caco-2 - 0.7529 75.29%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5141 51.41%
OATP2B1 inhibitior - 0.7049 70.49%
OATP1B1 inhibitior + 0.8807 88.07%
OATP1B3 inhibitior + 0.9219 92.19%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7890 78.90%
BSEP inhibitior + 0.9674 96.74%
P-glycoprotein inhibitior + 0.8093 80.93%
P-glycoprotein substrate + 0.7346 73.46%
CYP3A4 substrate + 0.6988 69.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7898 78.98%
CYP3A4 inhibition - 0.7066 70.66%
CYP2C9 inhibition - 0.7423 74.23%
CYP2C19 inhibition - 0.6931 69.31%
CYP2D6 inhibition - 0.9005 90.05%
CYP1A2 inhibition - 0.8093 80.93%
CYP2C8 inhibition - 0.7510 75.10%
CYP inhibitory promiscuity - 0.5073 50.73%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5515 55.15%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9639 96.39%
Skin irritation - 0.7686 76.86%
Skin corrosion - 0.9265 92.65%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5263 52.63%
Micronuclear + 0.7500 75.00%
Hepatotoxicity + 0.5405 54.05%
skin sensitisation - 0.8692 86.92%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6658 66.58%
Acute Oral Toxicity (c) III 0.5813 58.13%
Estrogen receptor binding + 0.5960 59.60%
Androgen receptor binding + 0.7179 71.79%
Thyroid receptor binding + 0.5752 57.52%
Glucocorticoid receptor binding + 0.7311 73.11%
Aromatase binding + 0.5965 59.65%
PPAR gamma + 0.6318 63.18%
Honey bee toxicity - 0.7162 71.62%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8705 87.05%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.52% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.17% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.23% 85.14%
CHEMBL2581 P07339 Cathepsin D 97.90% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.62% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.26% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.49% 82.69%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.59% 95.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 88.48% 95.83%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.66% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.56% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.12% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.08% 86.33%
CHEMBL5028 O14672 ADAM10 84.69% 97.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.67% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 83.54% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 83.00% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.42% 99.23%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.15% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.60% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.34% 97.25%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.51% 100.00%

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 163110232
LOTUS LTS0065255
wikiData Q105134651