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(Melle-4)cyclosporin

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 1768f931-7a64-47b4-84cf-d057533ec8c7
Taxonomy Organic acids and derivatives > Peptidomimetics > Peptoid-peptide hybrids > Cyclosporins
IUPAC Name (3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-24-[(2S)-butan-2-yl]-30-ethyl-33-[(E,1R,2R)-1-hydroxy-2-methylhex-4-enyl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18-tris(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C62H111N11O12/c1-25-28-29-40(15)52(75)51-56(79)65-43(27-3)58(81)67(18)33-47(74)71(22)50(39(14)26-2)55(78)66-48(37(10)11)61(84)68(19)44(30-34(4)5)54(77)63-41(16)53(76)64-42(17)57(80)69(20)45(31-35(6)7)59(82)70(21)46(32-36(8)9)60(83)72(23)49(38(12)13)62(85)73(51)24/h25,28,34-46,48-52,75H,26-27,29-33H2,1-24H3,(H,63,77)(H,64,76)(H,65,79)(H,66,78)/b28-25+/t39-,40+,41-,42+,43-,44-,45-,46-,48-,49-,50-,51-,52+/m0/s1
InChI Key RPJPZDVUUKWPGT-FOIHOXPVSA-N
Popularity 227 references in papers

Physical and Chemical Properties

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Molecular Formula C62H111N11O12
Molecular Weight 1202.60 g/mol
Exact Mass 1201.84136802 g/mol
Topological Polar Surface Area (TPSA) 279.00 Ų
XlogP 7.50
Atomic LogP (AlogP) 3.27
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 15

Synonyms

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(Melle-4)cyclosporin
143205-42-9
NIM-811
Sdz-nim-811
Sdz nim811
NIM 811
9-(N-methyl-L-isoleucine)-cyclosporin A
CHEMBL1688529
96262S4I14
Cyclosporin A, 9-(N-methyl-L-isoleucine)-
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of (Melle-4)cyclosporin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6464 64.64%
Caco-2 - 0.8581 85.81%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.5714 57.14%
OATP2B1 inhibitior - 0.8567 85.67%
OATP1B1 inhibitior - 0.6984 69.84%
OATP1B3 inhibitior - 0.5699 56.99%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9495 94.95%
P-glycoprotein inhibitior + 0.7419 74.19%
P-glycoprotein substrate + 0.8028 80.28%
CYP3A4 substrate + 0.7760 77.60%
CYP2C9 substrate - 0.8284 82.84%
CYP2D6 substrate - 0.8475 84.75%
CYP3A4 inhibition - 0.6112 61.12%
CYP2C9 inhibition - 0.9230 92.30%
CYP2C19 inhibition - 0.9026 90.26%
CYP2D6 inhibition - 0.9265 92.65%
CYP1A2 inhibition - 0.9045 90.45%
CYP2C8 inhibition + 0.6265 62.65%
CYP inhibitory promiscuity - 0.9968 99.68%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.7700 77.00%
Carcinogenicity (trinary) Non-required 0.5869 58.69%
Eye corrosion - 0.9848 98.48%
Eye irritation - 0.8988 89.88%
Skin irritation - 0.7606 76.06%
Skin corrosion - 0.9104 91.04%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4142 41.42%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.8182 81.82%
skin sensitisation - 0.8771 87.71%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.7380 73.80%
Acute Oral Toxicity (c) III 0.7726 77.26%
Estrogen receptor binding + 0.7865 78.65%
Androgen receptor binding + 0.7311 73.11%
Thyroid receptor binding + 0.6380 63.80%
Glucocorticoid receptor binding + 0.7217 72.17%
Aromatase binding + 0.6090 60.90%
PPAR gamma + 0.7933 79.33%
Honey bee toxicity - 0.7582 75.82%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity - 0.5926 59.26%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1949 P62937 Cyclophilin A 2.11 nM
 Ki
 via Super-PRED
CHEMBL2075 P23284 Cyclophilin B 7.4 nM
 Kd
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2581 P07339 Cathepsin D 98.62% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.23% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.71% 96.09%
CHEMBL4072 P07858 Cathepsin B 95.04% 93.67%
CHEMBL1937 Q92769 Histone deacetylase 2 91.89% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.40% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.34% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.32% 90.71%
CHEMBL5103 Q969S8 Histone deacetylase 10 88.28% 90.08%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 86.17% 95.71%
CHEMBL321 P14780 Matrix metalloproteinase 9 85.50% 92.12%
CHEMBL255 P29275 Adenosine A2b receptor 84.68% 98.59%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.32% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.32% 85.14%
CHEMBL4208 P20618 Proteasome component C5 84.25% 90.00%
CHEMBL333 P08253 Matrix metalloproteinase-2 83.52% 96.31%
CHEMBL3401 O75469 Pregnane X receptor 83.00% 94.73%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 82.98% 90.93%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.19% 96.47%
CHEMBL3492 P49721 Proteasome Macropain subunit 82.05% 90.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.85% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.77% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.22% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.94% 91.11%
CHEMBL4588 P22894 Matrix metalloproteinase 8 80.90% 94.66%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.45% 89.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.07% 93.56%

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 6473876
LOTUS LTS0000800
wikiData Q6954330