6-Amino-2-[[8-benzyl-11-(hydroxymethyl)-2-[[3-(4-hydroxyphenyl)-2-[[1-(5-oxopyrrolidine-2-carbonyl)pyrrolidine-2-carbonyl]amino]propanoyl]amino]-3,6,9,12-tetraoxo-5-propan-2-yl-1,4,7,10,13-pentazatricyclo[14.6.1.017,22]tricosa-16(23),17,19,21-tetraene-14-carbonyl]amino]hexanoic acid

Details

• Internal ID: 2830dec8-fc62-491e-997a-c142db5c649b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: 6-amino-2-[[8-benzyl-11-(hydroxymethyl)-2-[[3-(4-hydroxyphenyl)-2-[[1-(5-oxopyrrolidine-2-carbonyl)pyrrolidine-2-carbonyl]amino]propanoyl]amino]-3,6,9,12-tetraoxo-5-propan-2-yl-1,4,7,10,13-pentazatricyclo[14.6.1.017,22]tricosa-16(23),17,19,21-tetraene-14-carbonyl]amino]hexanoic acid
• SMILES (Canonical): CC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(CC2=CN(C(C(=O)N1)NC(=O)C(CC3=CC=C(C=C3)O)NC(=O)C4CCCN4C(=O)C5CCC(=O)N5)C6=CC=CC=C26)C(=O)NC(CCCCN)C(=O)O)CO)CC7=CC=CC=C7
• SMILES (Isomeric): CC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(CC2=CN(C(C(=O)N1)NC(=O)C(CC3=CC=C(C=C3)O)NC(=O)C4CCCN4C(=O)C5CCC(=O)N5)C6=CC=CC=C26)C(=O)NC(CCCCN)C(=O)O)CO)CC7=CC=CC=C7
• InChI: InChI=1S/C55H69N11O13/c1-30(2)45-52(75)61-38(25-31-11-4-3-5-12-31)47(70)62-41(29-67)50(73)59-40(48(71)58-37(55(78)79)14-8-9-23-56)27-33-28-66(42-15-7-6-13-35(33)42)46(53(76)63-45)64-49(72)39(26-32-17-19-34(68)20-18-32)60-51(74)43-16-10-24-65(43)54(77)36-21-22-44(69)57-36/h3-7,11-13,15,17-20,28,30,36-41,43,45-46,67-68H,8-10,14,16,21-27,29,56H2,1-2H3,(H,57,69)(H,58,71)(H,59,73)(H,60,74)(H,61,75)(H,62,70)(H,63,76)(H,64,72)(H,78,79)
• InChI Key: CARJUOBZMZRPOF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₆₉N₁₁O₁₃
• Molecular Weight: 1092.20 g/mol
• Exact Mass: 1091.50763130 g/mol
• Topological Polar Surface Area (TPSA): 362.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.96
• H-Bond Acceptor: 14
• H-Bond Donor: 12
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9215	92.15%
Caco-2	-	0.8694	86.94%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Nucleus	0.3732	37.32%
OATP2B1 inhibitior	-	0.7132	71.32%
OATP1B1 inhibitior	+	0.8386	83.86%
OATP1B3 inhibitior	+	0.9352	93.52%
MATE1 inhibitior	-	0.8438	84.38%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9341	93.41%
P-glycoprotein inhibitior	+	0.7444	74.44%
P-glycoprotein substrate	+	0.8803	88.03%
CYP3A4 substrate	+	0.7548	75.48%
CYP2C9 substrate	-	0.6032	60.32%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.8704	87.04%
CYP2C9 inhibition	-	0.8865	88.65%
CYP2C19 inhibition	-	0.8228	82.28%
CYP2D6 inhibition	-	0.9045	90.45%
CYP1A2 inhibition	-	0.9258	92.58%
CYP2C8 inhibition	+	0.7420	74.20%
CYP inhibitory promiscuity	-	0.7457	74.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6167	61.67%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8996	89.96%
Skin irritation	-	0.7859	78.59%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6604	66.04%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.5647	56.47%
skin sensitisation	-	0.8852	88.52%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8435	84.35%
Acute Oral Toxicity (c)	III	0.6025	60.25%
Estrogen receptor binding	+	0.7759	77.59%
Androgen receptor binding	+	0.6656	66.56%
Thyroid receptor binding	+	0.5358	53.58%
Glucocorticoid receptor binding	+	0.5722	57.22%
Aromatase binding	+	0.6172	61.72%
PPAR gamma	+	0.7267	72.67%
Honey bee toxicity	-	0.6971	69.71%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.6717	67.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.94%	98.95%
CHEMBL5103	Q969S8	Histone deacetylase 10	99.29%	90.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.08%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.87%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.28%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	98.22%	97.64%
CHEMBL3837	P07711	Cathepsin L	98.19%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.51%	91.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	97.44%	93.10%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	97.33%	91.71%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	96.16%	96.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.92%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.82%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.77%	93.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	95.76%	88.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.27%	82.69%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	95.18%	97.23%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	94.64%	98.24%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.54%	93.99%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	94.50%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.82%	95.89%
CHEMBL2514	O95665	Neurotensin receptor 2	93.80%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.58%	99.17%
CHEMBL236	P41143	Delta opioid receptor	92.99%	99.35%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	92.96%	98.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.69%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	91.12%	85.00%
CHEMBL217	P14416	Dopamine D2 receptor	91.03%	95.62%
CHEMBL3384	Q16512	Protein kinase N1	90.31%	80.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.29%	96.47%
CHEMBL5805	Q9NR97	Toll-like receptor 8	89.95%	96.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.65%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	88.36%	98.10%
CHEMBL1937	Q92769	Histone deacetylase 2	88.13%	94.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.57%	93.00%
CHEMBL1921	P47901	Vasopressin V1b receptor	87.34%	92.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.94%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	85.43%	95.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.47%	95.83%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	83.12%	82.86%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	83.06%	96.03%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.77%	100.00%
CHEMBL3524	P56524	Histone deacetylase 4	82.38%	92.97%
CHEMBL4588	P22894	Matrix metalloproteinase 8	82.30%	94.66%
CHEMBL1255126	O15151	Protein Mdm4	81.68%	90.20%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.59%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	80.52%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.13%	100.00%

Plants that contains it

• Celosia argentea

Cross-Links

• PubChem: 72775034
• LOTUS: LTS0016258
• wikiData: Q104951815