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Gramicidina

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 a95ba5ae-688a-463f-b93a-7913b5fe8e03
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
IUPAC Name (2R)-2-[[(2S)-2-[[2-[[(2S)-2-formamido-3-methylbutanoyl]amino]acetyl]amino]propanoyl]amino]-N-[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-(2-hydroxyethylamino)-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]-4-methylpentanamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C99H140N20O17/c1-51(2)37-73(109-86(123)59(17)107-81(122)49-105-96(133)82(55(9)10)106-50-121)89(126)108-60(18)87(124)117-84(57(13)14)98(135)119-85(58(15)16)99(136)118-83(56(11)12)97(134)116-80(44-64-48-104-72-34-26-22-30-68(64)72)95(132)112-76(40-54(7)8)92(129)115-79(43-63-47-103-71-33-25-21-29-67(63)71)94(131)111-75(39-53(5)6)91(128)114-78(42-62-46-102-70-32-24-20-28-66(62)70)93(130)110-74(38-52(3)4)90(127)113-77(88(125)100-35-36-120)41-61-45-101-69-31-23-19-27-65(61)69/h19-34,45-48,50-60,73-80,82-85,101-104,120H,35-44,49H2,1-18H3,(H,100,125)(H,105,133)(H,106,121)(H,107,122)(H,108,126)(H,109,123)(H,110,130)(H,111,131)(H,112,132)(H,113,127)(H,114,128)(H,115,129)(H,116,134)(H,117,124)(H,118,136)(H,119,135)/t59-,60-,73+,74+,75+,76+,77-,78-,79-,80-,82-,83-,84+,85-/m0/s1
InChI Key ZWCXYZRRTRDGQE-SORVKSEFSA-N
Popularity 6,418 references in papers

Physical and Chemical Properties

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Molecular Formula C99H140N20O17
Molecular Weight 1882.30 g/mol
Exact Mass 1882.07388791 g/mol
Topological Polar Surface Area (TPSA) 549.00 Ų
XlogP 10.70
Atomic LogP (AlogP) 4.37
H-Bond Acceptor 17
H-Bond Donor 21
Rotatable Bonds 53

Synonyms

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Gramicidina
1405-97-6
Gramicidinum
Gramicidine
9,27-bis(3-aminopropyl)-3,21-dibenzyl-6,24-bis(2-methylpropyl)-12,30-di(propan-2-yl)-1,4,7,10,13,19,22,25,28,31-decazatricyclo[31.3.0.015,19]hexatriacontane-2,5,8,11,14,20,23,26,29,32-decone
Gramoderm
Gramicidine [INN-French]
Gramicidinum [INN-Latin]
Gramicidina [INN-Spanish]
Gramicidin [USP:INN:BAN]
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Gramicidina

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9699 96.99%
Caco-2 - 0.8624 86.24%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6976 69.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8463 84.63%
OATP1B3 inhibitior + 0.9356 93.56%
MATE1 inhibitior - 0.7169 71.69%
OCT2 inhibitior - 0.8399 83.99%
BSEP inhibitior + 0.9832 98.32%
P-glycoprotein inhibitior + 0.7420 74.20%
P-glycoprotein substrate + 0.8573 85.73%
CYP3A4 substrate + 0.6873 68.73%
CYP2C9 substrate - 0.6201 62.01%
CYP2D6 substrate - 0.8084 80.84%
CYP3A4 inhibition - 0.5548 55.48%
CYP2C9 inhibition - 0.6807 68.07%
CYP2C19 inhibition - 0.6662 66.62%
CYP2D6 inhibition - 0.8537 85.37%
CYP1A2 inhibition - 0.8824 88.24%
CYP2C8 inhibition + 0.5433 54.33%
CYP inhibitory promiscuity - 0.8359 83.59%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8200 82.00%
Carcinogenicity (trinary) Non-required 0.6637 66.37%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.8955 89.55%
Skin irritation - 0.8129 81.29%
Skin corrosion - 0.9399 93.99%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7426 74.26%
Micronuclear + 0.5900 59.00%
Hepatotoxicity - 0.5675 56.75%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6015 60.15%
Acute Oral Toxicity (c) III 0.6874 68.74%
Estrogen receptor binding - 0.4757 47.57%
Androgen receptor binding + 0.7585 75.85%
Thyroid receptor binding + 0.7867 78.67%
Glucocorticoid receptor binding + 0.8262 82.62%
Aromatase binding + 0.7953 79.53%
PPAR gamma + 0.7597 75.97%
Honey bee toxicity - 0.8119 81.19%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity - 0.3860 38.60%

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 99.85% 98.95%
CHEMBL230 P35354 Cyclooxygenase-2 99.33% 89.63%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.60% 91.11%
CHEMBL3837 P07711 Cathepsin L 97.64% 96.61%
CHEMBL1914 P06276 Butyrylcholinesterase 97.10% 95.00%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 95.48% 97.23%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 94.42% 89.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.05% 95.56%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 93.53% 100.00%
CHEMBL5701 Q9H2K8 Serine/threonine-protein kinase TAO3 92.76% 96.67%
CHEMBL3310 Q96DB2 Histone deacetylase 11 92.22% 88.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.22% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.83% 96.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 90.83% 90.08%
CHEMBL2885 P07451 Carbonic anhydrase III 90.19% 87.45%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 90.13% 98.33%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 88.34% 97.64%
CHEMBL2535 P11166 Glucose transporter 88.07% 98.75%
CHEMBL1255126 O15151 Protein Mdm4 87.60% 90.20%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.82% 89.00%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 86.28% 83.10%
CHEMBL3176 O43603 Galanin receptor 2 85.32% 98.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.57% 96.90%
CHEMBL2095164 P49354 Geranylgeranyl transferase type I 84.48% 92.80%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.96% 89.62%
CHEMBL213 P08588 Beta-1 adrenergic receptor 83.87% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.74% 95.50%
CHEMBL5028 O14672 ADAM10 83.36% 97.50%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 82.59% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.48% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.39% 97.14%
CHEMBL3308 P55212 Caspase-6 82.12% 97.56%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 81.81% 96.37%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.36% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.32% 94.45%
CHEMBL2094135 Q96BI3 Gamma-secretase 81.13% 98.05%
CHEMBL3401 O75469 Pregnane X receptor 80.16% 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.
There are no matching plants.

Cross-Links

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PubChem 16130140
LOTUS LTS0244741
wikiData Q105384829