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methyl (2R)-3-[[(2S)-3-(3-chloro-4-methoxyphenyl)-2-[[(E,5S,6S,7R,8S)-5,7,8-trihydroxy-6-methyl-8-phenyloct-2-enoyl]amino]propanoyl]amino]-2-methylpropanoate

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 ded01ba6-bdf5-4c53-823d-873f27f15d7e
Taxonomy Organic acids and derivatives > Peptidomimetics > Hybrid peptides
IUPAC Name methyl (2R)-3-[[(2S)-3-(3-chloro-4-methoxyphenyl)-2-[[(E,5S,6S,7R,8S)-5,7,8-trihydroxy-6-methyl-8-phenyloct-2-enoyl]amino]propanoyl]amino]-2-methylpropanoate
SMILES (Canonical) CC(CNC(=O)C(CC1=CC(=C(C=C1)OC)Cl)NC(=O)C=CCC(C(C)C(C(C2=CC=CC=C2)O)O)O)C(=O)OC
SMILES (Isomeric) C[C@H](CNC(=O)[C@H](CC1=CC(=C(C=C1)OC)Cl)NC(=O)/C=C/C[C@@H]([C@H](C)[C@H]([C@H](C2=CC=CC=C2)O)O)O)C(=O)OC
InChI InChI=1S/C30H39ClN2O8/c1-18(30(39)41-4)17-32-29(38)23(16-20-13-14-25(40-3)22(31)15-20)33-26(35)12-8-11-24(34)19(2)27(36)28(37)21-9-6-5-7-10-21/h5-10,12-15,18-19,23-24,27-28,34,36-37H,11,16-17H2,1-4H3,(H,32,38)(H,33,35)/b12-8+/t18-,19+,23+,24+,27-,28+/m1/s1
InChI Key VIMVAIVZDDHRDJ-ZTTOAXQJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H39ClN2O8
Molecular Weight 591.10 g/mol
Exact Mass 590.2394939 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.34
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2R)-3-[[(2S)-3-(3-chloro-4-methoxyphenyl)-2-[[(E,5S,6S,7R,8S)-5,7,8-trihydroxy-6-methyl-8-phenyloct-2-enoyl]amino]propanoyl]amino]-2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8151 81.51%
Caco-2 - 0.8555 85.55%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7026 70.26%
OATP2B1 inhibitior - 0.5678 56.78%
OATP1B1 inhibitior + 0.8564 85.64%
OATP1B3 inhibitior + 0.9207 92.07%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9114 91.14%
P-glycoprotein inhibitior + 0.7555 75.55%
P-glycoprotein substrate + 0.6379 63.79%
CYP3A4 substrate + 0.6693 66.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8689 86.89%
CYP3A4 inhibition - 0.6299 62.99%
CYP2C9 inhibition - 0.8071 80.71%
CYP2C19 inhibition - 0.7214 72.14%
CYP2D6 inhibition - 0.7609 76.09%
CYP1A2 inhibition - 0.7878 78.78%
CYP2C8 inhibition + 0.7312 73.12%
CYP inhibitory promiscuity - 0.7662 76.62%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7549 75.49%
Carcinogenicity (trinary) Non-required 0.5800 58.00%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9473 94.73%
Skin irritation - 0.7720 77.20%
Skin corrosion - 0.9375 93.75%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6990 69.90%
Micronuclear + 0.7000 70.00%
Hepatotoxicity + 0.5234 52.34%
skin sensitisation - 0.8616 86.16%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7643 76.43%
Acute Oral Toxicity (c) III 0.6618 66.18%
Estrogen receptor binding + 0.6571 65.71%
Androgen receptor binding + 0.7436 74.36%
Thyroid receptor binding + 0.5817 58.17%
Glucocorticoid receptor binding + 0.6556 65.56%
Aromatase binding - 0.5114 51.14%
PPAR gamma + 0.6464 64.64%
Honey bee toxicity - 0.8058 80.58%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9850 98.50%

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
CHEMBL2581 P07339 Cathepsin D 98.87% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 98.82% 90.17%
CHEMBL1255126 O15151 Protein Mdm4 97.58% 90.20%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.69% 96.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 96.31% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.58% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.13% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.52% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.18% 99.17%
CHEMBL2535 P11166 Glucose transporter 91.75% 98.75%
CHEMBL4040 P28482 MAP kinase ERK2 91.09% 83.82%
CHEMBL4208 P20618 Proteasome component C5 90.36% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.30% 86.33%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 89.61% 92.29%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 89.50% 100.00%
CHEMBL240 Q12809 HERG 88.30% 89.76%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.71% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 86.14% 91.19%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.36% 91.11%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.61% 89.50%
CHEMBL5028 O14672 ADAM10 84.60% 97.50%
CHEMBL3492 P49721 Proteasome Macropain subunit 84.01% 90.24%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.82% 96.90%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 82.97% 89.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.56% 96.95%
CHEMBL5701 Q9H2K8 Serine/threonine-protein kinase TAO3 81.22% 96.67%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.20% 89.67%
CHEMBL3401 O75469 Pregnane X receptor 80.78% 94.73%

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.
Neurolaena lobata

Cross-Links

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PubChem 9985876
NPASS NPC150484
LOTUS LTS0102861
wikiData Q77560732