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Orfamide C

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 54446ffd-dc1a-4bd0-bb2e-9a936f03cda5
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name 5-[[21-butan-2-yl-6,15-bis(hydroxymethyl)-25-methyl-9,12,18-tris(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-3-propan-2-yl-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-24-yl]amino]-4-[[2-(3-hydroxydodecanoylamino)-4-methylpentanoyl]amino]-5-oxopentanoic acid
SMILES (Canonical) CCCCCCCCCC(CC(=O)NC(CC(C)C)C(=O)NC(CCC(=O)O)C(=O)NC1C(OC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)C(C)CC)CC(C)C)CO)CC(C)C)CC(C)C)CO)C(C)C)C)O
SMILES (Isomeric) CCCCCCCCCC(CC(=O)NC(CC(C)C)C(=O)NC(CCC(=O)O)C(=O)NC1C(OC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)C(C)CC)CC(C)C)CO)CC(C)C)CC(C)C)CO)C(C)C)C)O
InChI InChI=1S/C62H110N10O17/c1-15-17-18-19-20-21-22-23-40(75)30-48(76)63-42(26-33(3)4)54(80)64-41(24-25-49(77)78)53(79)72-52-39(14)89-62(88)50(37(11)12)70-59(85)47(32-74)69-56(82)44(28-35(7)8)65-55(81)43(27-34(5)6)66-58(84)46(31-73)68-57(83)45(29-36(9)10)67-60(86)51(38(13)16-2)71-61(52)87/h33-47,50-52,73-75H,15-32H2,1-14H3,(H,63,76)(H,64,80)(H,65,81)(H,66,84)(H,67,86)(H,68,83)(H,69,82)(H,70,85)(H,71,87)(H,72,79)(H,77,78)
InChI Key STDTUHSFISWYFO-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C62H110N10O17
Molecular Weight 1267.60 g/mol
Exact Mass 1266.80504208 g/mol
Topological Polar Surface Area (TPSA) 415.00 Ų
XlogP 7.30
Atomic LogP (AlogP) 1.41
H-Bond Acceptor 16
H-Bond Donor 14
Rotatable Bonds 31

Synonyms

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Putative orfamide C

2D Structure

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2D Structure of Orfamide C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5058 50.58%
Caco-2 - 0.8584 85.84%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5577 55.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8137 81.37%
OATP1B3 inhibitior + 0.8899 88.99%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9356 93.56%
P-glycoprotein inhibitior + 0.7403 74.03%
P-glycoprotein substrate + 0.8756 87.56%
CYP3A4 substrate + 0.6989 69.89%
CYP2C9 substrate - 0.5928 59.28%
CYP2D6 substrate - 0.8672 86.72%
CYP3A4 inhibition - 0.6690 66.90%
CYP2C9 inhibition - 0.9408 94.08%
CYP2C19 inhibition - 0.9364 93.64%
CYP2D6 inhibition - 0.9278 92.78%
CYP1A2 inhibition - 0.9435 94.35%
CYP2C8 inhibition + 0.6052 60.52%
CYP inhibitory promiscuity - 0.9871 98.71%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.6344 63.44%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.8960 89.60%
Skin irritation - 0.7894 78.94%
Skin corrosion - 0.9398 93.98%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6721 67.21%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.5272 52.72%
skin sensitisation - 0.8786 87.86%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.5738 57.38%
Acute Oral Toxicity (c) III 0.6979 69.79%
Estrogen receptor binding + 0.7254 72.54%
Androgen receptor binding + 0.6725 67.25%
Thyroid receptor binding + 0.5286 52.86%
Glucocorticoid receptor binding + 0.6760 67.60%
Aromatase binding + 0.6965 69.65%
PPAR gamma + 0.7583 75.83%
Honey bee toxicity - 0.7602 76.02%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5665 56.65%
Fish aquatic toxicity - 0.4210 42.10%

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 99.79% 98.95%
CHEMBL3837 P07711 Cathepsin L 99.11% 96.61%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.54% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 98.04% 93.56%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 96.97% 92.08%
CHEMBL4801 P29466 Caspase-1 96.04% 96.85%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.13% 91.11%
CHEMBL5103 Q969S8 Histone deacetylase 10 95.09% 90.08%
CHEMBL2094135 Q96BI3 Gamma-secretase 94.65% 98.05%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 94.59% 96.90%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.36% 96.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 94.23% 96.47%
CHEMBL230 P35354 Cyclooxygenase-2 92.85% 89.63%
CHEMBL3468 P55210 Caspase-7 91.43% 95.68%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 90.73% 91.81%
CHEMBL221 P23219 Cyclooxygenase-1 90.55% 90.17%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 90.49% 96.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 90.30% 97.29%
CHEMBL3776 Q14790 Caspase-8 90.16% 97.06%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.94% 100.00%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 89.71% 95.00%
CHEMBL1255126 O15151 Protein Mdm4 89.24% 90.20%
CHEMBL2413 P32246 C-C chemokine receptor type 1 88.79% 89.50%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 88.40% 97.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.52% 90.71%
CHEMBL1949 P62937 Cyclophilin A 87.25% 98.57%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 86.95% 90.24%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.83% 97.14%
CHEMBL4588 P22894 Matrix metalloproteinase 8 86.50% 94.66%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.13% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 85.12% 94.75%
CHEMBL236 P41143 Delta opioid receptor 84.85% 99.35%
CHEMBL5255 O00206 Toll-like receptor 4 84.23% 92.50%
CHEMBL237 P41145 Kappa opioid receptor 83.50% 98.10%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.50% 95.56%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 83.45% 92.32%
CHEMBL4662 P28074 Proteasome Macropain subunit MB1 83.26% 93.85%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.22% 93.00%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 83.17% 92.29%
CHEMBL1801 P00747 Plasminogen 82.79% 92.44%
CHEMBL340 P08684 Cytochrome P450 3A4 82.73% 91.19%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 82.70% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 82.52% 98.03%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 82.45% 97.64%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 82.43% 96.11%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 82.29% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.11% 97.09%
CHEMBL4374 Q9Y5X4 Photoreceptor-specific nuclear receptor 81.62% 85.00%
CHEMBL2514 O95665 Neurotensin receptor 2 81.54% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.59% 95.50%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.19% 92.88%

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 137628537
LOTUS LTS0098449
wikiData Q77371044