Oscillacyclin

Details

• Internal ID: ab9a7258-2f68-483b-af29-29409de0b168
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 2-[(3S,6S,9S,12S,15S,18S,21S,24S,27S)-24-benzyl-12-[(2S)-butan-2-yl]-18,21-bis[(1R)-1-hydroxyethyl]-15-(hydroxymethyl)-6-[(4-hydroxyphenyl)methyl]-9-methyl-2,5,8,11,14,17,20,23,26-nonaoxo-1,4,7,10,13,16,19,22,25-nonazabicyclo[25.3.0]triacontan-3-yl]acetamide
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CO)C(C)O)C(C)O)CC3=CC=CC=C3)CC(=O)N)CC4=CC=C(C=C4)O)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CO)[C@@H](C)O)[C@@H](C)O)CC3=CC=CC=C3)CC(=O)N)CC4=CC=C(C=C4)O)C
• InChI: InChI=1S/C47H66N10O14/c1-6-23(2)36-44(68)49-24(3)39(63)50-30(20-28-14-16-29(61)17-15-28)40(64)52-32(21-35(48)62)47(71)57-18-10-13-34(57)43(67)51-31(19-27-11-8-7-9-12-27)41(65)55-38(26(5)60)46(70)56-37(25(4)59)45(69)53-33(22-58)42(66)54-36/h7-9,11-12,14-17,23-26,30-34,36-38,58-61H,6,10,13,18-22H2,1-5H3,(H2,48,62)(H,49,68)(H,50,63)(H,51,67)(H,52,64)(H,53,69)(H,54,66)(H,55,65)(H,56,70)/t23-,24-,25+,26+,30-,31-,32-,33-,34-,36-,37-,38-/m0/s1
• InChI Key: BQQARIDWNCTETM-WVNVVFAISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₆N₁₀O₁₄
• Molecular Weight: 995.10 g/mol
• Exact Mass: 994.47599682 g/mol
• Topological Polar Surface Area (TPSA): 377.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -4.24
• H-Bond Acceptor: 14
• H-Bond Donor: 13
• Rotatable Bonds: 11

Synonyms

• 2-[(3S,6S,9S,12S,15S,18S,21S,24S,27S)-24-benzyl-12-[(2S)-butan-2-yl]-18,21-bis[(1R)-1-hydroxyethyl]-15-(hydroxymethyl)-6-[(4-hydroxyphenyl)methyl]-9-methyl-2,5,8,11,14,17,20,23,26-nonaoxo-1,4,7,10,13,16,19,22,25-nonazabicyclo[25.3.0]triacontan-3-yl]acetamide
• 2-((3S,6S,9S,12S,15S,18S,21S,24S,27S)-24-benzyl-12-((2S)-butan-2-yl)-18,21-bis((1R)-1-hydroxyethyl)-15-(hydroxymethyl)-6-((4-hydroxyphenyl)methyl)-9-methyl-2,5,8,11,14,17,20,23,26-nonaoxo-1,4,7,10,13,16,19,22,25-nonazabicyclo(25.3.0)triacontan-3-yl)acetamide
• 2-((3S,6S,9S,12S,15S,18S,21S,24S,29AS)-3-benzyl-15-((2R)-butan-2-yl)-1,4,7,10,13,16,19,22-octahydroxy-6,9-bis((1R)-1-hydroxyethyl)-12-(hydroxymethyl)-21-((4-hydroxyphenyl)methyl)-18-methyl-25-oxo-3H,6H,9H,12H,15H,18H,21H,24H,25H,27H,28H,29H,29ah-pyrrolo(1,2-a)1,4,7,10,13,16,19,22,25-nonaazacycloheptacosan-24-yl)ethanimidate
• 2-[(3S,6S,9S,12S,15S,18S,21S,24S,29AS)-3-benzyl-15-[(2R)-butan-2-yl]-1,4,7,10,13,16,19,22-octahydroxy-6,9-bis[(1R)-1-hydroxyethyl]-12-(hydroxymethyl)-21-[(4-hydroxyphenyl)methyl]-18-methyl-25-oxo-3H,6H,9H,12H,15H,18H,21H,24H,25H,27H,28H,29H,29ah-pyrrolo[1,2-a]1,4,7,10,13,16,19,22,25-nonaazacycloheptacosan-24-yl]ethanimidate
• RefChem:168650
• 264909-21-9
• SCHEMBL29885347
• CHEBI:202595

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9157	91.57%
Caco-2	-	0.8711	87.11%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5086	50.86%
OATP2B1 inhibitior	-	0.5771	57.71%
OATP1B1 inhibitior	+	0.8405	84.05%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9199	91.99%
P-glycoprotein inhibitior	+	0.7446	74.46%
P-glycoprotein substrate	+	0.8764	87.64%
CYP3A4 substrate	+	0.6706	67.06%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.7877	78.77%
CYP3A4 inhibition	-	0.8107	81.07%
CYP2C9 inhibition	-	0.9282	92.82%
CYP2C19 inhibition	-	0.9106	91.06%
CYP2D6 inhibition	-	0.8426	84.26%
CYP1A2 inhibition	-	0.9544	95.44%
CYP2C8 inhibition	+	0.6230	62.30%
CYP inhibitory promiscuity	-	0.9584	95.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6266	62.66%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9049	90.49%
Skin irritation	-	0.7967	79.67%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3941	39.41%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.9012	90.12%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.5794	57.94%
Acute Oral Toxicity (c)	III	0.5597	55.97%
Estrogen receptor binding	+	0.8025	80.25%
Androgen receptor binding	+	0.6499	64.99%
Thyroid receptor binding	+	0.5591	55.91%
Glucocorticoid receptor binding	+	0.5462	54.62%
Aromatase binding	+	0.5686	56.86%
PPAR gamma	+	0.7764	77.64%
Honey bee toxicity	-	0.8431	84.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7682	76.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.87%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.76%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.55%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.98%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.43%	91.11%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.40%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.09%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.52%	95.89%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	92.54%	82.38%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.50%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.24%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.95%	90.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.39%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.70%	97.25%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.91%	90.93%
CHEMBL4447	Q9Y337	Kallikrein 5	85.38%	87.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.31%	97.14%
CHEMBL4071	P08311	Cathepsin G	83.90%	94.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.94%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.87%	90.00%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	82.17%	95.48%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	81.53%	99.09%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.32%	95.00%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	81.02%	96.03%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.27%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.26%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15885031
• LOTUS: LTS0003998
• wikiData: Q77372307