cyclo[Ala-D-Leu(3S-OH)-D-Gln-N(Me)xiIle-D-Asn(3R-OH)-Thr-Pro-D-Leu-Thr-bAla(3R-pentyl)-Val-D-Leu(3S-OH)]

Details

• Internal ID: 9688808c-3a19-45bd-be54-4cacef56a19e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 3-[(3S,6R,9S,12R,15R,18S,21R,24S,28R,31S,34R,37S)-6-[(1R)-2-amino-1-hydroxy-2-oxoethyl]-9-butan-2-yl-3,31-bis[(1R)-1-hydroxyethyl]-15,21-bis[(1S)-1-hydroxy-2-methylpropyl]-10,18-dimethyl-34-(2-methylpropyl)-2,5,8,11,14,17,20,23,26,30,33,36-dodecaoxo-28-pentyl-24-propan-2-yl-1,4,7,10,13,16,19,22,25,29,32,35-dodecazabicyclo[35.3.0]tetracontan-12-yl]propanamide
• SMILES (Canonical): CCCCCC1CC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)N1)C(C)O)CC(C)C)C(C)O)C(C(=O)N)O)C(C)CC)C)CCC(=O)N)C(C(C)C)O)C)C(C(C)C)O)C(C)C
• SMILES (Isomeric): CCCCC[C@@H]1CC(=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)N2CCC[C@H]2C(=O)N[C@@H](C(=O)N[C@H](C(=O)N1)[C@@H](C)O)CC(C)C)[C@@H](C)O)[C@H](C(=O)N)O)C(C)CC)C)CCC(=O)N)[C@H](C(C)C)O)C)[C@H](C(C)C)O)C(C)C
• InChI: InChI=1S/C63H110N14O19/c1-16-18-19-21-36-27-41(81)70-42(29(5)6)56(89)74-45(49(82)30(7)8)58(91)66-33(12)53(86)73-46(50(83)31(9)10)59(92)68-37(23-24-40(64)80)62(95)76(15)48(32(11)17-2)61(94)75-47(51(84)52(65)85)60(93)72-44(35(14)79)63(96)77-25-20-22-39(77)55(88)69-38(26-28(3)4)54(87)71-43(34(13)78)57(90)67-36/h28-39,42-51,78-79,82-84H,16-27H2,1-15H3,(H2,64,80)(H2,65,85)(H,66,91)(H,67,90)(H,68,92)(H,69,88)(H,70,81)(H,71,87)(H,72,93)(H,73,86)(H,74,89)(H,75,94)/t32?,33-,34+,35+,36+,37+,38+,39-,42-,43-,44-,45+,46+,47+,48-,49-,50-,51+/m0/s1
• InChI Key: OIXICRGCRLGQCN-LNRFGQPBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₁₁₀N₁₄O₁₉
• Molecular Weight: 1367.60 g/mol
• Exact Mass: 1366.80716733 g/mol
• Topological Polar Surface Area (TPSA): 519.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): -4.69
• H-Bond Acceptor: 19
• H-Bond Donor: 17
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8601	86.01%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4221	42.21%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.8100	81.00%
OATP1B3 inhibitior	+	0.8803	88.03%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9222	92.22%
P-glycoprotein inhibitior	+	0.7411	74.11%
P-glycoprotein substrate	+	0.8808	88.08%
CYP3A4 substrate	+	0.7269	72.69%
CYP2C9 substrate	-	0.6033	60.33%
CYP2D6 substrate	-	0.8122	81.22%
CYP3A4 inhibition	-	0.9159	91.59%
CYP2C9 inhibition	-	0.9051	90.51%
CYP2C19 inhibition	-	0.9110	91.10%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.9329	93.29%
CYP2C8 inhibition	+	0.7166	71.66%
CYP inhibitory promiscuity	-	0.9956	99.56%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6273	62.73%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.8960	89.60%
Skin irritation	-	0.7777	77.77%
Skin corrosion	-	0.9014	90.14%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6526	65.26%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.6712	67.12%
skin sensitisation	-	0.8808	88.08%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8103	81.03%
Acute Oral Toxicity (c)	III	0.6888	68.88%
Estrogen receptor binding	+	0.7172	71.72%
Androgen receptor binding	+	0.7050	70.50%
Thyroid receptor binding	+	0.5811	58.11%
Glucocorticoid receptor binding	+	0.6974	69.74%
Aromatase binding	+	0.7445	74.45%
PPAR gamma	+	0.7939	79.39%
Honey bee toxicity	-	0.7546	75.46%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5782	57.82%
Fish aquatic toxicity	-	0.5454	54.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.90%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.44%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.13%	96.09%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	97.50%	90.24%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	96.54%	97.64%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	95.66%	82.38%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	95.55%	91.81%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.43%	90.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	94.49%	100.00%
CHEMBL2443	P49862	Kallikrein 7	94.28%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.92%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.70%	96.47%
CHEMBL299	P17252	Protein kinase C alpha	93.42%	98.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.28%	90.71%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	93.16%	95.50%
CHEMBL333	P08253	Matrix metalloproteinase-2	93.06%	96.31%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	93.00%	95.00%
CHEMBL1949	P62937	Cyclophilin A	92.36%	98.57%
CHEMBL1937	Q92769	Histone deacetylase 2	92.25%	94.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.91%	93.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.48%	97.29%
CHEMBL5203	P33316	dUTP pyrophosphatase	89.55%	99.18%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.32%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.23%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	89.20%	97.79%
CHEMBL228	P31645	Serotonin transporter	88.87%	95.51%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.71%	82.69%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.43%	93.03%
CHEMBL332	P03956	Matrix metalloproteinase-1	88.39%	94.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.13%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.84%	95.56%
CHEMBL1902	P62942	FK506-binding protein 1A	87.78%	97.05%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.57%	93.00%
CHEMBL4071	P08311	Cathepsin G	87.41%	94.64%
CHEMBL217	P14416	Dopamine D2 receptor	87.08%	95.62%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	86.93%	96.00%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	85.44%	96.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.23%	94.45%
CHEMBL4073	P09237	Matrix metalloproteinase 7	85.11%	97.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.50%	86.33%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.41%	94.66%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.08%	97.47%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.67%	98.46%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.95%	95.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.74%	92.86%
CHEMBL3045	P05771	Protein kinase C beta	82.23%	97.63%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.16%	98.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.60%	99.23%
CHEMBL238	Q01959	Dopamine transporter	80.90%	95.88%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.16%	92.94%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.01%	97.50%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.00%	90.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587226
• LOTUS: LTS0225818
• wikiData: Q77560721