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

Details

• Internal ID: 0a9402e3-daa3-4a28-9213-9abd0d21a4d8
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-2-[[(3S,6S,9R,12S,15R)-3-benzyl-12-[(2S)-butan-2-yl]-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-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)NC(C(=O)N(C(C(=O)NC(C(=O)NCCCCC(C(=O)N1)NC(=O)NC(CC2=CC=C(C=C2)O)C(=O)O)CC3=CC=CC=C3)C)C)CCC4=CC=C(C=C4)O
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)NCCCC[C@H](C(=O)N1)NC(=O)N[C@@H](CC2=CC=C(C=C2)O)C(=O)O)CC3=CC=CC=C3)C)C)CCC4=CC=C(C=C4)O
• InChI: InChI=1S/C45H59N7O10/c1-5-27(2)38-42(58)47-35(23-18-29-14-19-32(53)20-15-29)43(59)52(4)28(3)39(55)48-36(25-30-11-7-6-8-12-30)40(56)46-24-10-9-13-34(41(57)51-38)49-45(62)50-37(44(60)61)26-31-16-21-33(54)22-17-31/h6-8,11-12,14-17,19-22,27-28,34-38,53-54H,5,9-10,13,18,23-26H2,1-4H3,(H,46,56)(H,47,58)(H,48,55)(H,51,57)(H,60,61)(H2,49,50,62)/t27-,28-,34+,35+,36-,37-,38-/m0/s1
• InChI Key: KCAKUFQSCADGHZ-CIUTUIRZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₅₉N₇O₁₀
• Molecular Weight: 858.00 g/mol
• Exact Mass: 857.43234110 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 9
• H-Bond Donor: 9
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5902	59.02%
Caco-2	-	0.8731	87.31%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6587	65.87%
OATP2B1 inhibitior	-	0.5705	57.05%
OATP1B1 inhibitior	+	0.8263	82.63%
OATP1B3 inhibitior	+	0.9287	92.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9047	90.47%
P-glycoprotein inhibitior	+	0.7552	75.52%
P-glycoprotein substrate	+	0.8621	86.21%
CYP3A4 substrate	+	0.7112	71.12%
CYP2C9 substrate	+	0.6075	60.75%
CYP2D6 substrate	-	0.8531	85.31%
CYP3A4 inhibition	+	0.5817	58.17%
CYP2C9 inhibition	-	0.6743	67.43%
CYP2C19 inhibition	-	0.7511	75.11%
CYP2D6 inhibition	-	0.8962	89.62%
CYP1A2 inhibition	-	0.9383	93.83%
CYP2C8 inhibition	+	0.6897	68.97%
CYP inhibitory promiscuity	-	0.8713	87.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.6532	65.32%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9133	91.33%
Skin irritation	-	0.7878	78.78%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6557	65.57%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5731	57.31%
skin sensitisation	-	0.8947	89.47%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7061	70.61%
Acute Oral Toxicity (c)	III	0.6646	66.46%
Estrogen receptor binding	+	0.8070	80.70%
Androgen receptor binding	+	0.7719	77.19%
Thyroid receptor binding	+	0.5855	58.55%
Glucocorticoid receptor binding	+	0.6065	60.65%
Aromatase binding	+	0.5509	55.09%
PPAR gamma	+	0.7676	76.76%
Honey bee toxicity	-	0.7826	78.26%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9462	94.62%

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%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.04%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.67%	95.93%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.30%	90.08%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.62%	97.64%
CHEMBL268	P43235	Cathepsin K	94.25%	96.85%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	92.25%	92.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.25%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.13%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.03%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	89.99%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.20%	93.00%
CHEMBL4072	P07858	Cathepsin B	88.90%	93.67%
CHEMBL236	P41143	Delta opioid receptor	87.67%	99.35%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.56%	97.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.38%	90.71%
CHEMBL3837	P07711	Cathepsin L	86.88%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.37%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.92%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.45%	95.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	85.04%	95.00%
CHEMBL4616	Q92847	Ghrelin receptor	84.94%	92.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.81%	100.00%
CHEMBL1808	P12821	Angiotensin-converting enzyme	84.43%	93.39%
CHEMBL1293287	P14735	Insulin-degrading enzyme	82.51%	88.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.31%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.28%	95.89%
CHEMBL2535	P11166	Glucose transporter	80.97%	98.75%

Plants that contains it

• Elsholtzia bodinieri
• Ipomoea purpurea

Cross-Links

• PubChem: 10629412
• NPASS: NPC179830