Cyclosporin B

Details

• Internal ID: 5eb9f9a5-6dd8-4ef7-9be1-5baf7e2c9e98
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Peptoid-peptide hybrids > Cyclosporins
• IUPAC Name: (3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-33-[(E,1R,2R)-1-hydroxy-2-methylhex-4-enyl]-1,4,7,10,12,15,19,25,28,30-decamethyl-6,9,18,24-tetrakis(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): 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)N(C(C(=O)N(C(C(=O)N1C)C(C)C)C)CC(C)C)C)CC(C)C)C)C)C)CC(C)C)C)C(C)C)CC(C)C)C)C)C)O
• SMILES (Isomeric): C/C=C/C[C@@H](C)[C@H]([C@H]1C(=O)N[C@H](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)CC(C)C)C)CC(C)C)C)C)C)CC(C)C)C)C(C)C)CC(C)C)C)C)C)O
• InChI: InChI=1S/C61H109N11O12/c1-25-26-27-39(14)51(74)50-55(78)64-41(16)56(79)66(18)32-47(73)67(19)43(28-33(2)3)54(77)65-48(37(10)11)60(83)68(20)44(29-34(4)5)53(76)62-40(15)52(75)63-42(17)57(80)69(21)45(30-35(6)7)58(81)70(22)46(31-36(8)9)59(82)71(23)49(38(12)13)61(84)72(50)24/h25-26,33-46,48-51,74H,27-32H2,1-24H3,(H,62,76)(H,63,75)(H,64,78)(H,65,77)/b26-25+/t39-,40+,41+,42-,43+,44+,45+,46+,48+,49+,50+,51-/m1/s1
• InChI Key: UCOQITKXMNKTKF-MXGZYYNMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₁₀₉N₁₁O₁₂
• Molecular Weight: 1188.60 g/mol
• Exact Mass: 1187.82571795 g/mol
• Topological Polar Surface Area (TPSA): 279.00 Ų
• XlogP: 7.00

Synonyms

• 63775-95-1
• 8PZQ1RZS5A
• Cyclosporin A, 7-L-alanine-
• Ala2-cyclosporine
• (3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-33-((1R,2R,E)-1-hydroxy-2-methylhex-4-en-1-yl)-6,9,18,24-tetraisobutyl-3,21-diisopropyl-1,4,7,10,12,15,19,25,28,30-decamethyl-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontan-2,5,8,11,14,17,20,23,26,29,32-undecaone
• Antibiotic S 7481F2
• UNII-8PZQ1RZS5A
• 7-L-Alanine-cyclosporin A
• CYCLOSPORIN B [MI]
• ANTIBIOTIC-S 7481F2
• CHEMBL4555889
• SCHEMBL16596082
• DTXSID501017528
• EX-A2528
• HY-P1973
• AKOS030573279
• CS-0104065
• SR-01000872583
• SR-01000872583-1
• Q27270874
• (3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-33-[(E,1R,2R)-1-hydroxy-2-methylhex-4-enyl]-1,4,7,10,12,15,19,25,28,30-decamethyl-6,9,18,24-tetrakis(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
• CYCLO(L-ALANYL-D-ALANYL-N-METHYL-L-LEUCYL-N-METHYL-L-LEUCYL-N-METHYL-L-VALYL-(3R,4R,6E)-6,7-DIDEHYDRO-3-HYDROXY-N,4-DIMETHYL-L-2-AMINOOCTANOYL-L-ALANYL-N-METHYLGLYCYL-N-METHYL-L-LEUCYL-L-VALYL-N-METHYL-L-LEUCYL)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1949	P62937	Cyclophilin A	99.15%	98.57%
CHEMBL2581	P07339	Cathepsin D	98.73%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.79%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.26%	97.25%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.86%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.99%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	90.70%	94.75%
CHEMBL4072	P07858	Cathepsin B	88.80%	93.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.07%	90.71%
CHEMBL4208	P20618	Proteasome component C5	87.97%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.90%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.28%	97.09%
CHEMBL321	P14780	Matrix metalloproteinase 9	86.81%	92.12%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.90%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.56%	99.23%
CHEMBL332	P03956	Matrix metalloproteinase-1	84.21%	94.50%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.20%	90.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.11%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.23%	89.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.99%	89.67%
CHEMBL3310	Q96DB2	Histone deacetylase 11	81.02%	88.56%
CHEMBL4302	P08183	P-glycoprotein 1	80.14%	92.98%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.12%	90.24%
CHEMBL333	P08253	Matrix metalloproteinase-2	80.00%	96.31%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 12797522
• LOTUS: LTS0223426
• wikiData: Q27270874