(2S)-2-[[(3S,6R,9R,12S,15R)-3,12-bis[(2S)-butan-2-yl]-6,9-bis[2-(4-hydroxyphenyl)ethyl]-13-methyl-2,5,8,11,14-pentaoxo-1,4,7,10,13-pentazacyclononadec-15-yl]carbamoylamino]-3-(4-hydroxyphenyl)propanoic acid

Details

• Internal ID: e14dc9b0-25ae-43f9-94d7-c09d70b2578f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2S)-2-[[(3S,6R,9R,12S,15R)-3,12-bis[(2S)-butan-2-yl]-6,9-bis[2-(4-hydroxyphenyl)ethyl]-13-methyl-2,5,8,11,14-pentaoxo-1,4,7,10,13-pentazacyclononadec-15-yl]carbamoylamino]-3-(4-hydroxyphenyl)propanoic acid
• SMILES (Canonical): CCC(C)C1C(=O)NCCCCC(C(=O)N(C(C(=O)NC(C(=O)NC(C(=O)N1)CCC2=CC=C(C=C2)O)CCC3=CC=C(C=C3)O)C(C)CC)C)NC(=O)NC(CC4=CC=C(C=C4)O)C(=O)O
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)NCCCC[C@H](C(=O)N([C@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N1)CCC2=CC=C(C=C2)O)CCC3=CC=C(C=C3)O)[C@@H](C)CC)C)NC(=O)N[C@@H](CC4=CC=C(C=C4)O)C(=O)O
• InChI: InChI=1S/C49H67N7O11/c1-6-29(3)41-45(62)50-27-9-8-10-39(53-49(67)54-40(48(65)66)28-33-15-23-36(59)24-16-33)47(64)56(5)42(30(4)7-2)46(63)52-37(25-17-31-11-19-34(57)20-12-31)43(60)51-38(44(61)55-41)26-18-32-13-21-35(58)22-14-32/h11-16,19-24,29-30,37-42,57-59H,6-10,17-18,25-28H2,1-5H3,(H,50,62)(H,51,60)(H,52,63)(H,55,61)(H,65,66)(H2,53,54,67)/t29-,30-,37+,38+,39+,40-,41-,42-/m0/s1
• InChI Key: DWNZUXFPSQNUTK-ISKADWKLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₆₇N₇O₁₁
• Molecular Weight: 930.10 g/mol
• Exact Mass: 929.48985598 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 10
• H-Bond Donor: 10
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5197	51.97%
Caco-2	-	0.8695	86.95%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5866	58.66%
OATP2B1 inhibitior	-	0.7130	71.30%
OATP1B1 inhibitior	+	0.8164	81.64%
OATP1B3 inhibitior	+	0.9321	93.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8905	89.05%
P-glycoprotein inhibitior	+	0.7460	74.60%
P-glycoprotein substrate	+	0.8454	84.54%
CYP3A4 substrate	+	0.6831	68.31%
CYP2C9 substrate	+	0.6075	60.75%
CYP2D6 substrate	-	0.8531	85.31%
CYP3A4 inhibition	-	0.5291	52.91%
CYP2C9 inhibition	-	0.7097	70.97%
CYP2C19 inhibition	-	0.7552	75.52%
CYP2D6 inhibition	-	0.8894	88.94%
CYP1A2 inhibition	-	0.9238	92.38%
CYP2C8 inhibition	+	0.5870	58.70%
CYP inhibitory promiscuity	-	0.8690	86.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.6525	65.25%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9059	90.59%
Skin irritation	-	0.7873	78.73%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6472	64.72%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.6090	60.90%
skin sensitisation	-	0.8900	89.00%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7108	71.08%
Acute Oral Toxicity (c)	III	0.6743	67.43%
Estrogen receptor binding	+	0.8172	81.72%
Androgen receptor binding	+	0.7358	73.58%
Thyroid receptor binding	+	0.5922	59.22%
Glucocorticoid receptor binding	+	0.6326	63.26%
Aromatase binding	+	0.5891	58.91%
PPAR gamma	+	0.7874	78.74%
Honey bee toxicity	-	0.8187	81.87%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9071	90.71%

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%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.19%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.54%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.14%	93.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.98%	90.08%
CHEMBL226	P30542	Adenosine A1 receptor	93.91%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.40%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.60%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	90.84%	83.82%
CHEMBL4072	P07858	Cathepsin B	90.78%	93.67%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.49%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.12%	90.71%
CHEMBL268	P43235	Cathepsin K	90.00%	96.85%
CHEMBL3837	P07711	Cathepsin L	88.29%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.75%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.88%	97.25%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	84.48%	97.64%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.49%	100.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	82.35%	95.00%
CHEMBL1075317	P61964	WD repeat-containing protein 5	82.30%	96.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.07%	97.14%
CHEMBL301	P24941	Cyclin-dependent kinase 2	81.98%	91.23%
CHEMBL236	P41143	Delta opioid receptor	81.48%	99.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.69%	99.17%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.65%	94.00%
CHEMBL2514	O95665	Neurotensin receptor 2	80.49%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.31%	86.33%
CHEMBL4208	P20618	Proteasome component C5	80.24%	90.00%
CHEMBL1808	P12821	Angiotensin-converting enzyme	80.19%	93.39%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.03%	94.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163103905
• LOTUS: LTS0239745
• wikiData: Q104990651