(2S)-2-[[(3S,6S,9S,12S,15R)-3-benzyl-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-2,5,8,11,14-pentaoxo-12-propan-2-yl-1,4,7,10,13-pentazacyclononadec-15-yl]carbamoylamino]-3-phenylpropanoic acid

Details

• Internal ID: 7437ae57-cfc9-4785-94c1-4fce0d14e7d3
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2S)-2-[[(3S,6S,9S,12S,15R)-3-benzyl-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-2,5,8,11,14-pentaoxo-12-propan-2-yl-1,4,7,10,13-pentazacyclononadec-15-yl]carbamoylamino]-3-phenylpropanoic acid
• SMILES (Canonical): CC1C(=O)NC(C(=O)NCCCCC(C(=O)NC(C(=O)NC(C(=O)N1C)CCC2=CC=C(C=C2)O)C(C)C)NC(=O)NC(CC3=CC=CC=C3)C(=O)O)CC4=CC=CC=C4
• SMILES (Isomeric): C[C@H]1C(=O)N[C@H](C(=O)NCCCC[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1C)CCC2=CC=C(C=C2)O)C(C)C)NC(=O)N[C@@H](CC3=CC=CC=C3)C(=O)O)CC4=CC=CC=C4
• InChI: InChI=1S/C44H57N7O9/c1-27(2)37-41(56)46-34(23-20-29-18-21-32(52)22-19-29)42(57)51(4)28(3)38(53)47-35(25-30-13-7-5-8-14-30)39(54)45-24-12-11-17-33(40(55)50-37)48-44(60)49-36(43(58)59)26-31-15-9-6-10-16-31/h5-10,13-16,18-19,21-22,27-28,33-37,52H,11-12,17,20,23-26H2,1-4H3,(H,45,54)(H,46,56)(H,47,53)(H,50,55)(H,58,59)(H2,48,49,60)/t28-,33+,34-,35-,36-,37-/m0/s1
• InChI Key: ROZAAMMJQDDESR-DGILKIICSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₇N₇O₉
• Molecular Weight: 828.00 g/mol
• Exact Mass: 827.42177642 g/mol
• Topological Polar Surface Area (TPSA): 235.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 8
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5484	54.84%
Caco-2	-	0.8740	87.40%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7248	72.48%
OATP2B1 inhibitior	-	0.5692	56.92%
OATP1B1 inhibitior	+	0.8416	84.16%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9050	90.50%
P-glycoprotein inhibitior	+	0.7606	76.06%
P-glycoprotein substrate	+	0.8602	86.02%
CYP3A4 substrate	+	0.7101	71.01%
CYP2C9 substrate	+	0.6075	60.75%
CYP2D6 substrate	-	0.8531	85.31%
CYP3A4 inhibition	+	0.6154	61.54%
CYP2C9 inhibition	-	0.6736	67.36%
CYP2C19 inhibition	-	0.7513	75.13%
CYP2D6 inhibition	-	0.9182	91.82%
CYP1A2 inhibition	-	0.9405	94.05%
CYP2C8 inhibition	+	0.6751	67.51%
CYP inhibitory promiscuity	-	0.8372	83.72%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.6662	66.62%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9175	91.75%
Skin irritation	-	0.7840	78.40%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6552	65.52%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5929	59.29%
skin sensitisation	-	0.8921	89.21%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7967	79.67%
Acute Oral Toxicity (c)	III	0.6771	67.71%
Estrogen receptor binding	+	0.8060	80.60%
Androgen receptor binding	+	0.7651	76.51%
Thyroid receptor binding	+	0.5898	58.98%
Glucocorticoid receptor binding	+	0.6300	63.00%
Aromatase binding	+	0.5579	55.79%
PPAR gamma	+	0.7683	76.83%
Honey bee toxicity	-	0.8064	80.64%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9039	90.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.93%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.02%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	98.00%	95.93%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.28%	90.08%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.09%	97.64%
CHEMBL268	P43235	Cathepsin K	93.49%	96.85%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.75%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.25%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.57%	93.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.75%	93.00%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	87.22%	92.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.75%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.67%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.65%	97.14%
CHEMBL4072	P07858	Cathepsin B	86.35%	93.67%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	85.59%	95.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.48%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.40%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.92%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.66%	85.14%
CHEMBL1293287	P14735	Insulin-degrading enzyme	83.65%	88.10%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.23%	100.00%
CHEMBL3837	P07711	Cathepsin L	83.08%	96.61%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.75%	88.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.19%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	81.41%	90.17%
CHEMBL236	P41143	Delta opioid receptor	81.09%	99.35%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	80.90%	98.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.88%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 12110711
• LOTUS: LTS0081849
• wikiData: Q104203267