cyclo[Gly-bAla(3R-heptyl)-Ser-Ser-Pro-Ser-D-Tyr-D-Leu-Ile-Ile-Pro]

Details

• Internal ID: 55b9bb68-60dc-49fe-950e-731431f4a86b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S,6S,10R,16S,22S,25S,28R,31R,34S,37S)-22,25-bis[(2S)-butan-2-yl]-10-heptyl-3,6,34-tris(hydroxymethyl)-31-[(4-hydroxyphenyl)methyl]-28-(2-methylpropyl)-1,4,7,11,14,20,23,26,29,32,35-undecazatricyclo[35.3.0.016,20]tetracontane-2,5,8,12,15,21,24,27,30,33,36-undecone
• SMILES (Canonical): CCCCCCCC1CC(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)NCC(=O)N1)C(C)CC)C(C)CC)CC(C)C)CC4=CC=C(C=C4)O)CO)CO)CO
• SMILES (Isomeric): CCCCCCC[C@@H]1CC(=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)N[C@H](C(=O)N3CCC[C@H]3C(=O)NCC(=O)N1)[C@@H](C)CC)[C@@H](C)CC)CC(C)C)CC4=CC=C(C=C4)O)CO)CO)CO
• InChI: InChI=1S/C58H93N11O15/c1-8-11-12-13-14-17-37-28-46(74)61-41(30-70)52(78)65-43(32-72)57(83)68-24-16-19-45(68)55(81)64-42(31-71)53(79)63-40(27-36-20-22-38(73)23-21-36)50(76)62-39(26-33(4)5)51(77)66-48(34(6)9-2)56(82)67-49(35(7)10-3)58(84)69-25-15-18-44(69)54(80)59-29-47(75)60-37/h20-23,33-35,37,39-45,48-49,70-73H,8-19,24-32H2,1-7H3,(H,59,80)(H,60,75)(H,61,74)(H,62,76)(H,63,79)(H,64,81)(H,65,78)(H,66,77)(H,67,82)/t34-,35-,37+,39+,40+,41-,42-,43-,44-,45-,48-,49-/m0/s1
• InChI Key: YNLIJTVZSFUHKP-LWISRNBCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₃N₁₁O₁₅
• Molecular Weight: 1184.40 g/mol
• Exact Mass: 1183.68526130 g/mol
• Topological Polar Surface Area (TPSA): 383.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): -1.21
• H-Bond Acceptor: 15
• H-Bond Donor: 13
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9335	93.35%
Caco-2	-	0.8637	86.37%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6266	62.66%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8234	82.34%
OATP1B3 inhibitior	+	0.9185	91.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9626	96.26%
P-glycoprotein inhibitior	+	0.7427	74.27%
P-glycoprotein substrate	+	0.8999	89.99%
CYP3A4 substrate	+	0.7026	70.26%
CYP2C9 substrate	-	0.6108	61.08%
CYP2D6 substrate	-	0.7865	78.65%
CYP3A4 inhibition	-	0.8623	86.23%
CYP2C9 inhibition	-	0.9172	91.72%
CYP2C19 inhibition	-	0.9128	91.28%
CYP2D6 inhibition	-	0.8816	88.16%
CYP1A2 inhibition	-	0.9502	95.02%
CYP2C8 inhibition	+	0.7518	75.18%
CYP inhibitory promiscuity	-	0.9596	95.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.6544	65.44%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8976	89.76%
Skin irritation	-	0.7869	78.69%
Skin corrosion	-	0.9192	91.92%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3914	39.14%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.8840	88.40%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6726	67.26%
Acute Oral Toxicity (c)	III	0.6183	61.83%
Estrogen receptor binding	+	0.7586	75.86%
Androgen receptor binding	+	0.7039	70.39%
Thyroid receptor binding	+	0.5479	54.79%
Glucocorticoid receptor binding	+	0.6483	64.83%
Aromatase binding	+	0.6581	65.81%
PPAR gamma	+	0.7439	74.39%
Honey bee toxicity	-	0.8027	80.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5596	55.96%
Fish aquatic toxicity	+	0.8247	82.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.91%	98.95%
CHEMBL3524	P56524	Histone deacetylase 4	99.10%	92.97%
CHEMBL5103	Q969S8	Histone deacetylase 10	98.69%	90.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.66%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.55%	94.45%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	97.86%	82.38%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	96.17%	90.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	95.82%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	95.81%	97.29%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	95.59%	90.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.45%	91.11%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	95.36%	96.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.26%	97.25%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.91%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.08%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.89%	90.71%
CHEMBL1902	P62942	FK506-binding protein 1A	91.32%	97.05%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.04%	91.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.67%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	90.53%	97.79%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	90.45%	99.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.87%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	89.84%	94.75%
CHEMBL3310	Q96DB2	Histone deacetylase 11	89.28%	88.56%
CHEMBL226	P30542	Adenosine A1 receptor	89.03%	95.93%
CHEMBL5203	P33316	dUTP pyrophosphatase	88.50%	99.18%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.25%	92.86%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	88.08%	94.36%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.53%	96.90%
CHEMBL2443	P49862	Kallikrein 7	86.98%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.94%	99.17%
CHEMBL220	P22303	Acetylcholinesterase	86.88%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.83%	95.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.75%	92.88%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.29%	93.00%
CHEMBL217	P14416	Dopamine D2 receptor	86.27%	95.62%
CHEMBL242	Q92731	Estrogen receptor beta	85.73%	98.35%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.70%	93.56%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	85.09%	91.81%
CHEMBL4071	P08311	Cathepsin G	84.84%	94.64%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.68%	97.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.04%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.06%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.51%	86.33%
CHEMBL4633	P22001	Voltage-gated potassium channel subunit Kv1.3	82.04%	100.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.69%	85.00%
CHEMBL4616	Q92847	Ghrelin receptor	81.09%	92.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.97%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.46%	93.99%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.26%	91.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683700
• LOTUS: LTS0187572
• wikiData: Q105350987