Albucyclone A

Details

• Internal ID: 1362805b-410c-4c19-b0f2-f3d3903c32ac
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: N-[4-[(2S,5S,8R,11R,14S,17R)-8-benzyl-20,23-di(butan-2-yl)-5,14-bis[(2S)-butan-2-yl]-17-methyl-11-(2-methylpropyl)-3,6,9,12,15,18,21,24-octaoxo-1,4,7,10,13,16,19,22-octazacyclotetracos-2-yl]butyl]-7-(methylamino)-5,8-dioxoisoquinoline-4-carboxamide
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)C)C(C)CC)CC(C)C)CC2=CC=CC=C2)C(C)CC)CCCCNC(=O)C3=C4C(=O)C=C(C(=O)C4=CN=C3)NC)C(C)CC
• 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)N[C@@H](C(=O)NC(C(=O)NC(C(=O)N[C@H](C(=O)N1)CCCCNC(=O)C2=C3C(=O)C=C(C(=O)C3=CN=C2)NC)C(C)CC)C(C)CC)C)[C@@H](C)CC)CC(C)C)CC4=CC=CC=C4
• InChI: InChI=1S/C59H87N11O11/c1-13-32(7)46-56(78)63-36(11)51(73)67-49(35(10)16-4)59(81)70-48(34(9)15-3)57(79)64-40(24-20-21-25-62-52(74)39-30-61-29-38-45(39)44(71)28-41(60-12)50(38)72)53(75)68-47(33(8)14-2)58(80)66-43(27-37-22-18-17-19-23-37)54(76)65-42(26-31(5)6)55(77)69-46/h17-19,22-23,28-36,40,42-43,46-49,60H,13-16,20-21,24-27H2,1-12H3,(H,62,74)(H,63,78)(H,64,79)(H,65,76)(H,66,80)(H,67,73)(H,68,75)(H,69,77)(H,70,81)/t32-,33-,34?,35?,36+,40-,42+,43+,46-,47-,48?,49?/m0/s1
• InChI Key: NNJZDMYXHVORFJ-CSDXOVPGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₈₇N₁₁O₁₁
• Molecular Weight: 1126.40 g/mol
• Exact Mass: 1125.65865263 g/mol
• Topological Polar Surface Area (TPSA): 321.00 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 13
• H-Bond Donor: 10
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9391	93.91%
Caco-2	-	0.8632	86.32%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6725	67.25%
OATP2B1 inhibitior	-	0.7141	71.41%
OATP1B1 inhibitior	+	0.8306	83.06%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9590	95.90%
P-glycoprotein inhibitior	+	0.7494	74.94%
P-glycoprotein substrate	+	0.9024	90.24%
CYP3A4 substrate	+	0.6984	69.84%
CYP2C9 substrate	-	0.6133	61.33%
CYP2D6 substrate	-	0.8570	85.70%
CYP3A4 inhibition	+	0.6600	66.00%
CYP2C9 inhibition	-	0.5926	59.26%
CYP2C19 inhibition	-	0.5991	59.91%
CYP2D6 inhibition	-	0.8660	86.60%
CYP1A2 inhibition	-	0.6922	69.22%
CYP2C8 inhibition	+	0.7000	70.00%
CYP inhibitory promiscuity	-	0.6350	63.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6371	63.71%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.8991	89.91%
Skin irritation	-	0.7833	78.33%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7288	72.88%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.8740	87.40%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6096	60.96%
Acute Oral Toxicity (c)	III	0.6393	63.93%
Estrogen receptor binding	+	0.7675	76.75%
Androgen receptor binding	+	0.7619	76.19%
Thyroid receptor binding	+	0.5486	54.86%
Glucocorticoid receptor binding	+	0.6375	63.75%
Aromatase binding	+	0.6572	65.72%
PPAR gamma	+	0.8000	80.00%
Honey bee toxicity	-	0.7445	74.45%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8409	84.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.78%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.59%	96.09%
CHEMBL202	P00374	Dihydrofolate reductase	94.84%	89.92%
CHEMBL221	P23219	Cyclooxygenase-1	93.32%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.65%	95.56%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	92.05%	90.24%
CHEMBL3202	P48147	Prolyl endopeptidase	91.92%	90.65%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	89.21%	97.64%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.73%	85.31%
CHEMBL2535	P11166	Glucose transporter	88.50%	98.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.43%	96.90%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.34%	92.88%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.34%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	85.80%	83.82%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.73%	90.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.53%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.02%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.63%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.37%	96.47%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.20%	95.50%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.77%	95.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.64%	99.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.34%	93.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.85%	96.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.03%	90.08%
CHEMBL3401	O75469	Pregnane X receptor	81.71%	94.73%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.51%	95.71%
CHEMBL255	P29275	Adenosine A2b receptor	81.27%	98.59%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.98%	97.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.43%	96.38%
CHEMBL2996	Q05655	Protein kinase C delta	80.22%	97.79%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590161
• LOTUS: LTS0241352
• wikiData: Q105182180