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Keramamide B

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 723eec2b-0b43-491c-aebe-b4e3db8cc363
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
IUPAC Name (2S)-N-[(2S)-1-[[(2S,6S,9S,15S,21S,24Z)-21-[(2-bromo-5-hydroxy-1H-indol-3-yl)methyl]-2-ethyl-6-(2-methylpropyl)-4,5,8,14,20,23-hexaoxo-28-oxa-3,7,13,19,22,29-hexazatricyclo[24.2.1.09,13]nonacosa-1(29),24,26-trien-15-yl]amino]-1-oxopentan-2-yl]-2-[[(2S,3S)-2-hydroxy-3-methylpentanoyl]amino]-3-methylpentanamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C54H77BrN10O12/c1-9-15-37(61-50(73)43(29(7)10-2)64-51(74)44(68)30(8)11-3)48(71)62-38-16-13-22-56-47(70)40(26-34-33-25-32(66)19-20-36(33)59-46(34)55)58-42(67)21-18-31-27-77-53(57-31)35(12-4)60-52(75)45(69)39(24-28(5)6)63-49(72)41-17-14-23-65(41)54(38)76/h18-21,25,27-30,35,37-41,43-44,59,66,68H,9-17,22-24,26H2,1-8H3,(H,56,70)(H,58,67)(H,60,75)(H,61,73)(H,62,71)(H,63,72)(H,64,74)/b21-18-/t29?,30-,35-,37-,38-,39-,40-,41-,43-,44-/m0/s1
InChI Key VYASPLJSUYWMDN-AHOCAZPXSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C54H77BrN10O12
Molecular Weight 1138.20 g/mol
Exact Mass 1136.49058 g/mol
Topological Polar Surface Area (TPSA) 323.00 Ų
XlogP 6.00
Atomic LogP (AlogP) 3.64
H-Bond Acceptor 13
H-Bond Donor 10
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Keramamide B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9373 93.73%
Caco-2 - 0.8666 86.66%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Nucleus 0.3745 37.45%
OATP2B1 inhibitior - 0.8549 85.49%
OATP1B1 inhibitior + 0.8030 80.30%
OATP1B3 inhibitior + 0.9280 92.80%
MATE1 inhibitior - 0.7855 78.55%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9698 96.98%
P-glycoprotein inhibitior + 0.7449 74.49%
P-glycoprotein substrate + 0.8745 87.45%
CYP3A4 substrate + 0.7455 74.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8550 85.50%
CYP3A4 inhibition + 0.5222 52.22%
CYP2C9 inhibition - 0.6425 64.25%
CYP2C19 inhibition - 0.6140 61.40%
CYP2D6 inhibition - 0.8029 80.29%
CYP1A2 inhibition - 0.7909 79.09%
CYP2C8 inhibition + 0.8240 82.40%
CYP inhibitory promiscuity + 0.5911 59.11%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.7822 78.22%
Carcinogenicity (trinary) Non-required 0.5638 56.38%
Eye corrosion - 0.9856 98.56%
Eye irritation - 0.8989 89.89%
Skin irritation - 0.7618 76.18%
Skin corrosion - 0.9246 92.46%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3641 36.41%
Micronuclear + 0.9100 91.00%
Hepatotoxicity + 0.5103 51.03%
skin sensitisation - 0.8540 85.40%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.6026 60.26%
Estrogen receptor binding + 0.7509 75.09%
Androgen receptor binding + 0.7328 73.28%
Thyroid receptor binding + 0.6105 61.05%
Glucocorticoid receptor binding + 0.6675 66.75%
Aromatase binding + 0.6748 67.48%
PPAR gamma + 0.7851 78.51%
Honey bee toxicity - 0.6932 69.32%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9818 98.18%

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 99.91% 98.95%
CHEMBL5103 Q969S8 Histone deacetylase 10 98.82% 90.08%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.71% 94.45%
CHEMBL3524 P56524 Histone deacetylase 4 98.56% 92.97%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.38% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.52% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.44% 97.25%
CHEMBL255 P29275 Adenosine A2b receptor 96.28% 98.59%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.07% 96.09%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 95.86% 95.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.70% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 95.50% 93.56%
CHEMBL1937 Q92769 Histone deacetylase 2 94.95% 94.75%
CHEMBL3310 Q96DB2 Histone deacetylase 11 94.87% 88.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 94.51% 90.71%
CHEMBL213 P08588 Beta-1 adrenergic receptor 94.44% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.34% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.73% 99.17%
CHEMBL204 P00734 Thrombin 93.47% 96.01%
CHEMBL1907 P15144 Aminopeptidase N 92.74% 93.31%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 92.27% 90.93%
CHEMBL4073 P09237 Matrix metalloproteinase 7 91.88% 97.56%
CHEMBL333 P08253 Matrix metalloproteinase-2 91.60% 96.31%
CHEMBL332 P03956 Matrix metalloproteinase-1 91.55% 94.50%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 90.90% 82.38%
CHEMBL2094135 Q96BI3 Gamma-secretase 90.03% 98.05%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.82% 96.21%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.80% 93.03%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 89.17% 98.33%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 88.59% 97.64%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.17% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.05% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.04% 96.90%
CHEMBL2535 P11166 Glucose transporter 86.53% 98.75%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 86.49% 95.34%
CHEMBL259 P32245 Melanocortin receptor 4 86.11% 95.38%
CHEMBL1781 P11387 DNA topoisomerase I 85.67% 97.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.94% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.00% 99.15%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.59% 85.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.58% 92.88%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.68% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.52% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.21% 94.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.29% 96.38%

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 100915835
LOTUS LTS0080567
wikiData Q104403278