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Cyclo(N-methyl-L-Phe-L-Val-D-Ile-L-Leu-L-Pro)

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 8d649c67-2652-4b59-a941-213ec1489147
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
IUPAC Name (3S,6R,9S,12S,15S)-12-benzyl-6-butan-2-yl-13-methyl-3-(2-methylpropyl)-9-propan-2-yl-1,4,7,10,13-pentazabicyclo[13.3.0]octadecane-2,5,8,11,14-pentone
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H49N5O5/c1-8-21(6)27-30(40)33-23(17-19(2)3)31(41)37-16-12-15-24(37)32(42)36(7)25(18-22-13-10-9-11-14-22)28(38)34-26(20(4)5)29(39)35-27/h9-11,13-14,19-21,23-27H,8,12,15-18H2,1-7H3,(H,33,40)(H,34,38)(H,35,39)/t21?,23-,24-,25-,26-,27+/m0/s1
InChI Key NSBVGLQWOAQURC-OLKMTBAESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H49N5O5
Molecular Weight 583.80 g/mol
Exact Mass 583.37336968 g/mol
Topological Polar Surface Area (TPSA) 128.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 2.26
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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(3S,6R,9S,12S,15S)-12-benzyl-6-butan-2-yl-13-methyl-3-(2-methylpropyl)-9-propan-2-yl-1,4,7,10,13-pentazabicyclo(13.3.0)octadecane-2,5,8,11,14-pentone
(3S,6R,9S,12S,15S)-12-benzyl-6-butan-2-yl-13-methyl-3-(2-methylpropyl)-9-propan-2-yl-1,4,7,10,13-pentazabicyclo[13.3.0]octadecane-2,5,8,11,14-pentone
RefChem:919355
CHEBI:208266
(3S,6R,9S,12S,15S)-12-Benzyl-3-isobutyl-9-isopropyl-13-methyl-6-sec-butyl-1,4,7,10,13-pentazabicyclo[13.3.0]octadecane-2,5,8,11,14-pentone

2D Structure

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2D Structure of Cyclo(N-methyl-L-Phe-L-Val-D-Ile-L-Leu-L-Pro)

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8962 89.62%
Caco-2 - 0.7773 77.73%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.4743 47.43%
OATP2B1 inhibitior - 0.7153 71.53%
OATP1B1 inhibitior + 0.8645 86.45%
OATP1B3 inhibitior + 0.9215 92.15%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9119 91.19%
P-glycoprotein inhibitior + 0.7835 78.35%
P-glycoprotein substrate + 0.8295 82.95%
CYP3A4 substrate + 0.6452 64.52%
CYP2C9 substrate - 0.6180 61.80%
CYP2D6 substrate - 0.7959 79.59%
CYP3A4 inhibition - 0.8394 83.94%
CYP2C9 inhibition - 0.7798 77.98%
CYP2C19 inhibition - 0.8591 85.91%
CYP2D6 inhibition - 0.9198 91.98%
CYP1A2 inhibition - 0.9333 93.33%
CYP2C8 inhibition - 0.6486 64.86%
CYP inhibitory promiscuity - 0.9790 97.90%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.7090 70.90%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9588 95.88%
Skin irritation - 0.7819 78.19%
Skin corrosion - 0.8921 89.21%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4118 41.18%
Micronuclear + 0.6800 68.00%
Hepatotoxicity + 0.6290 62.90%
skin sensitisation - 0.9048 90.48%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.7685 76.85%
Acute Oral Toxicity (c) III 0.7216 72.16%
Estrogen receptor binding + 0.7315 73.15%
Androgen receptor binding + 0.6117 61.17%
Thyroid receptor binding + 0.5550 55.50%
Glucocorticoid receptor binding + 0.6668 66.68%
Aromatase binding + 0.5680 56.80%
PPAR gamma + 0.7426 74.26%
Honey bee toxicity - 0.8615 86.15%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9527 95.27%

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 99.93% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.93% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.03% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 95.92% 90.08%
CHEMBL333 P08253 Matrix metalloproteinase-2 95.71% 96.31%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.04% 85.14%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 94.82% 97.64%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.25% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 92.94% 90.17%
CHEMBL1902 P62942 FK506-binding protein 1A 90.28% 97.05%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 89.96% 82.38%
CHEMBL1937 Q92769 Histone deacetylase 2 88.82% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.71% 95.89%
CHEMBL3524 P56524 Histone deacetylase 4 87.18% 92.97%
CHEMBL226 P30542 Adenosine A1 receptor 86.43% 95.93%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.34% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.94% 86.33%
CHEMBL3202 P48147 Prolyl endopeptidase 85.50% 90.65%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 84.73% 92.67%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.56% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.18% 90.71%
CHEMBL1978 P11511 Cytochrome P450 19A1 83.15% 91.76%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.78% 93.03%
CHEMBL5203 P33316 dUTP pyrophosphatase 82.27% 99.18%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.23% 94.45%
CHEMBL1949 P62937 Cyclophilin A 81.65% 98.57%
CHEMBL4616 Q92847 Ghrelin receptor 81.45% 92.00%
CHEMBL228 P31645 Serotonin transporter 81.29% 95.51%
CHEMBL4523377 Q86WV6 Stimulator of interferon genes protein 81.19% 95.48%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.07% 90.93%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.74% 97.14%

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.
There are no matching plants.

Cross-Links

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PubChem 71591638
LOTUS LTS0120482
wikiData Q77517287