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(4S)-4-[[(1S,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-enoic acid

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 6ccac6a0-57bb-40ae-ba57-f305112097d0
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 (4S)-4-[[(1S,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-enoic acid
SMILES (Canonical) CC(=CC(=O)C(CCC(=O)O)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)O)NC(=O)[C@@]12C(=O)CC3=CC=CC=C3C1([C@H]([C@@H](N2C)C(=O)NC)OC)O)C
InChI InChI=1S/C26H33N3O8/c1-14(2)12-18(30)17(10-11-20(32)33)28-24(35)25-19(31)13-15-8-6-7-9-16(15)26(25,36)22(37-5)21(29(25)4)23(34)27-3/h6-9,12,17,21-22,36H,10-11,13H2,1-5H3,(H,27,34)(H,28,35)(H,32,33)/t17-,21+,22-,25-,26?/m0/s1
InChI Key ZJWSUVTUVLTDNG-PWVHOQKMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H33N3O8
Molecular Weight 515.60 g/mol
Exact Mass 515.22676502 g/mol
Topological Polar Surface Area (TPSA) 162.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -0.30
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4S)-4-[[(1S,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-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8077 80.77%
Caco-2 - 0.7585 75.85%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.5754 57.54%
OATP2B1 inhibitior - 0.7096 70.96%
OATP1B1 inhibitior + 0.8930 89.30%
OATP1B3 inhibitior + 0.9236 92.36%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7890 78.90%
BSEP inhibitior + 0.9489 94.89%
P-glycoprotein inhibitior + 0.6989 69.89%
P-glycoprotein substrate + 0.7028 70.28%
CYP3A4 substrate + 0.6907 69.07%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.7952 79.52%
CYP3A4 inhibition - 0.7150 71.50%
CYP2C9 inhibition - 0.7408 74.08%
CYP2C19 inhibition - 0.6826 68.26%
CYP2D6 inhibition - 0.9031 90.31%
CYP1A2 inhibition - 0.8226 82.26%
CYP2C8 inhibition - 0.7720 77.20%
CYP inhibitory promiscuity + 0.5278 52.78%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5245 52.45%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9621 96.21%
Skin irritation - 0.7781 77.81%
Skin corrosion - 0.9297 92.97%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5606 56.06%
Micronuclear + 0.7300 73.00%
Hepatotoxicity + 0.5336 53.36%
skin sensitisation - 0.8703 87.03%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.7682 76.82%
Acute Oral Toxicity (c) III 0.5801 58.01%
Estrogen receptor binding + 0.5884 58.84%
Androgen receptor binding + 0.7137 71.37%
Thyroid receptor binding + 0.5825 58.25%
Glucocorticoid receptor binding + 0.7420 74.20%
Aromatase binding + 0.6264 62.64%
PPAR gamma + 0.5928 59.28%
Honey bee toxicity - 0.7482 74.82%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.7913 79.13%

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 99.67% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.17% 96.09%
CHEMBL2581 P07339 Cathepsin D 98.89% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.40% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.87% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.31% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 91.73% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.05% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.83% 99.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.69% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.13% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 85.44% 91.19%
CHEMBL5028 O14672 ADAM10 85.11% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.62% 97.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.03% 96.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.44% 91.07%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.14% 95.83%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.77% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.77% 93.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.34% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.65% 95.89%
CHEMBL4208 P20618 Proteasome component C5 81.15% 90.00%

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 163116197
LOTUS LTS0087388
wikiData Q105378223