cyclo[D-Ala-Gly-DL-Pro-D-Thr-Gln-DL-Tyr-Pro-Pro-Tyr-DL-Tyr-D-Thr-Pro]

Details

• Internal ID: 4fc6f41b-08f9-4cd7-953c-a627656360bb
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 3-[(3S,12S,15R,27R,30S,36R,42S,45S)-15,36-bis[(1S)-1-hydroxyethyl]-9,39,42-tris[(4-hydroxyphenyl)methyl]-27-methyl-2,8,11,14,17,23,26,29,35,38,41,44-dodecaoxo-1,7,10,13,16,22,25,28,34,37,40,43-dodecazapentacyclo[43.3.0.03,7.018,22.030,34]octatetracontan-12-yl]propanamide
• SMILES (Canonical): CC1C(=O)NCC(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)N4CCCC4C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N5CCCC5C(=O)N1)C(C)O)CC6=CC=C(C=C6)O)CC7=CC=C(C=C7)O)CC8=CC=C(C=C8)O)CCC(=O)N)C(C)O
• SMILES (Isomeric): C[C@@H]1C(=O)NCC(=O)N2CCCC2C(=O)N[C@@H](C(=O)N[C@H](C(=O)NC(C(=O)N3CCC[C@H]3C(=O)N4CCC[C@H]4C(=O)N[C@H](C(=O)NC(C(=O)N[C@@H](C(=O)N5CCC[C@H]5C(=O)N1)[C@H](C)O)CC6=CC=C(C=C6)O)CC7=CC=C(C=C7)O)CC8=CC=C(C=C8)O)CCC(=O)N)[C@H](C)O
• InChI: InChI=1S/C65H85N13O18/c1-34-55(86)67-33-52(85)75-26-4-8-47(75)61(92)73-53(35(2)79)62(93)69-43(24-25-51(66)84)56(87)72-46(32-39-16-22-42(83)23-17-39)63(94)78-29-7-11-50(78)64(95)76-27-5-10-49(76)60(91)71-44(30-37-12-18-40(81)19-13-37)57(88)70-45(31-38-14-20-41(82)21-15-38)58(89)74-54(36(3)80)65(96)77-28-6-9-48(77)59(90)68-34/h12-23,34-36,43-50,53-54,79-83H,4-11,24-33H2,1-3H3,(H2,66,84)(H,67,86)(H,68,90)(H,69,93)(H,70,88)(H,71,91)(H,72,87)(H,73,92)(H,74,89)/t34-,35+,36+,43+,44+,45?,46?,47?,48+,49+,50+,53-,54-/m1/s1
• InChI Key: KGOVKRHETJWBCR-QBWYMCABSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₅H₈₅N₁₃O₁₈
• Molecular Weight: 1336.40 g/mol
• Exact Mass: 1335.61355291 g/mol
• Topological Polar Surface Area (TPSA): 458.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -3.63
• H-Bond Acceptor: 18
• H-Bond Donor: 14
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5959	59.59%
Caco-2	-	0.8638	86.38%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6195	61.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8663	86.63%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9751	97.51%
P-glycoprotein inhibitior	+	0.7428	74.28%
P-glycoprotein substrate	+	0.8821	88.21%
CYP3A4 substrate	+	0.6860	68.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7690	76.90%
CYP3A4 inhibition	-	0.8282	82.82%
CYP2C9 inhibition	-	0.9185	91.85%
CYP2C19 inhibition	-	0.8971	89.71%
CYP2D6 inhibition	-	0.8821	88.21%
CYP1A2 inhibition	-	0.9574	95.74%
CYP2C8 inhibition	+	0.6356	63.56%
CYP inhibitory promiscuity	-	0.9515	95.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6086	60.86%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8967	89.67%
Skin irritation	-	0.7964	79.64%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6898	68.98%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5534	55.34%
skin sensitisation	-	0.9031	90.31%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8647	86.47%
Acute Oral Toxicity (c)	III	0.6208	62.08%
Estrogen receptor binding	+	0.7026	70.26%
Androgen receptor binding	+	0.7416	74.16%
Thyroid receptor binding	+	0.6191	61.91%
Glucocorticoid receptor binding	+	0.7180	71.80%
Aromatase binding	+	0.7029	70.29%
PPAR gamma	+	0.7882	78.82%
Honey bee toxicity	-	0.7926	79.26%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.4465	44.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.58%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.40%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.00%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.38%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.76%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.90%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.92%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.86%	90.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.25%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.72%	90.71%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	91.30%	82.38%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	89.34%	96.69%
CHEMBL4071	P08311	Cathepsin G	87.26%	94.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.13%	95.56%
CHEMBL5203	P33316	dUTP pyrophosphatase	87.07%	99.18%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.37%	100.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.36%	97.64%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.23%	93.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.14%	97.33%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	84.92%	83.10%
CHEMBL1902	P62942	FK506-binding protein 1A	83.94%	97.05%
CHEMBL226	P30542	Adenosine A1 receptor	83.62%	95.93%
CHEMBL4208	P20618	Proteasome component C5	83.05%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.99%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.75%	93.03%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.22%	85.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.10%	95.89%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	81.70%	99.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.68%	90.93%
CHEMBL4616	Q92847	Ghrelin receptor	81.29%	92.00%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	80.93%	94.36%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.83%	91.03%
CHEMBL3384	Q16512	Protein kinase N1	80.78%	80.71%

Plants that contains it

• Leonurus japonicus

Cross-Links

• PubChem: 101602079
• LOTUS: LTS0105239
• wikiData: Q105140888