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[Thr(2),Leu(5),Ala(10)]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 7597495d-1a57-48d7-a648-17aa25e6c4c4
Taxonomy Organic acids and derivatives > Peptidomimetics > Peptoid-peptide hybrids > Cyclosporins
IUPAC Name (3S,6S,9S,12R,15S,18S,21S,24S,33S)-30-[(1R)-1-hydroxyethyl]-33-[(E,1R,2R)-1-hydroxy-2-methylhex-4-enyl]-1,4,6,10,12,15,19,25,28-nonamethyl-9,18,21,24-tetrakis(2-methylpropyl)-3-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) CC=CCC(C)C(C1C(=O)NC(C(=O)N(CC(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)N1C)C(C)C)C)C)CC(C)C)C)C)C)CC(C)C)C)CC(C)C)CC(C)C)C)C)C(C)O)O
SMILES (Isomeric) C/C=C/C[C@@H](C)[C@H]([C@H]1C(=O)NC(C(=O)N(CC(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N1C)C(C)C)C)C)CC(C)C)C)C)C)CC(C)C)C)CC(C)C)CC(C)C)C)C)[C@@H](C)O)O
InChI InChI=1S/C59H105N11O13/c1-23-24-25-36(12)49(73)48-54(78)64-46(40(16)71)58(82)65(17)30-45(72)66(18)42(27-32(4)5)53(77)63-41(26-31(2)3)57(81)68(20)44(29-34(8)9)51(75)60-37(13)50(74)61-38(14)55(79)67(19)43(28-33(6)7)52(76)62-39(15)56(80)69(21)47(35(10)11)59(83)70(48)22/h23-24,31-44,46-49,71,73H,25-30H2,1-22H3,(H,60,75)(H,61,74)(H,62,76)(H,63,77)(H,64,78)/b24-23+/t36-,37+,38-,39+,40-,41+,42+,43+,44+,46?,47+,48+,49-/m1/s1
InChI Key LPPAMBZXYZKEIN-CHKBSSPYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C59H105N11O13
Molecular Weight 1176.50 g/mol
Exact Mass 1175.78933245 g/mol
Topological Polar Surface Area (TPSA) 308.00 Ų
XlogP 5.80
Atomic LogP (AlogP) 1.26
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [Thr(2),Leu(5),Ala(10)]cyclosporin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5000 50.00%
Caco-2 - 0.8588 85.88%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6012 60.12%
OATP2B1 inhibitior - 0.8572 85.72%
OATP1B1 inhibitior - 0.4772 47.72%
OATP1B3 inhibitior - 0.4738 47.38%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9391 93.91%
P-glycoprotein inhibitior + 0.7398 73.98%
P-glycoprotein substrate + 0.7899 78.99%
CYP3A4 substrate + 0.7405 74.05%
CYP2C9 substrate - 0.8284 82.84%
CYP2D6 substrate - 0.8475 84.75%
CYP3A4 inhibition - 0.7428 74.28%
CYP2C9 inhibition - 0.9341 93.41%
CYP2C19 inhibition - 0.9144 91.44%
CYP2D6 inhibition - 0.9361 93.61%
CYP1A2 inhibition - 0.9246 92.46%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9975 99.75%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8000 80.00%
Carcinogenicity (trinary) Non-required 0.5864 58.64%
Eye corrosion - 0.9842 98.42%
Eye irritation - 0.8987 89.87%
Skin irritation - 0.7560 75.60%
Skin corrosion - 0.9156 91.56%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3953 39.53%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.8375 83.75%
skin sensitisation - 0.8790 87.90%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.5837 58.37%
Acute Oral Toxicity (c) III 0.7504 75.04%
Estrogen receptor binding + 0.7772 77.72%
Androgen receptor binding + 0.7124 71.24%
Thyroid receptor binding + 0.6285 62.85%
Glucocorticoid receptor binding + 0.7074 70.74%
Aromatase binding + 0.6063 60.63%
PPAR gamma + 0.7868 78.68%
Honey bee toxicity - 0.7748 77.48%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity - 0.6685 66.85%

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 99.19% 98.95%
CHEMBL1949 P62937 Cyclophilin A 99.10% 98.57%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.95% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.87% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 94.87% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.31% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 91.26% 90.08%
CHEMBL4072 P07858 Cathepsin B 91.15% 93.67%
CHEMBL321 P14780 Matrix metalloproteinase 9 91.12% 92.12%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.25% 85.14%
CHEMBL333 P08253 Matrix metalloproteinase-2 87.86% 96.31%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.52% 97.09%
CHEMBL255 P29275 Adenosine A2b receptor 86.08% 98.59%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.55% 90.71%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 85.49% 90.93%
CHEMBL3310 Q96DB2 Histone deacetylase 11 85.16% 88.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.02% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.18% 99.23%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.10% 89.67%
CHEMBL4208 P20618 Proteasome component C5 83.66% 90.00%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 82.19% 95.00%
CHEMBL332 P03956 Matrix metalloproteinase-1 81.87% 94.50%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.26% 91.11%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.75% 95.71%
CHEMBL226 P30542 Adenosine A1 receptor 80.11% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.07% 94.45%

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 139586506
LOTUS LTS0130645
wikiData Q105155302