(2S)-2-amino-N-[(1S,11S,14S,17S,20S,23S,33R)-23-benzyl-17-[(2S)-butan-2-yl]-14-methyl-12,15,18,21,24-pentaoxo-2,13,16,19,22,25-hexazaheptacyclo[18.11.1.11,22.12,9.03,8.026,31.025,33]tetratriaconta-3,5,7,9(34),26,28,30-heptaen-11-yl]-3-phenylpropanamide

Details

• Internal ID: 668766e7-6710-4f1e-a63c-55558b7002d7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-2-amino-N-[(1S,11S,14S,17S,20S,23S,33R)-23-benzyl-17-[(2S)-butan-2-yl]-14-methyl-12,15,18,21,24-pentaoxo-2,13,16,19,22,25-hexazaheptacyclo[18.11.1.11,22.12,9.03,8.026,31.025,33]tetratriaconta-3,5,7,9(34),26,28,30-heptaen-11-yl]-3-phenylpropanamide
• SMILES (Canonical): CCC(C)C1C(=O)NC2CC3(C4N(C2=O)C(C(=O)N4C5=CC=CC=C53)CC6=CC=CC=C6)N7C=C(CC(C(=O)NC(C(=O)N1)C)NC(=O)C(CC8=CC=CC=C8)N)C9=CC=CC=C97
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@H]2C[C@]3([C@@H]4N(C2=O)[C@H](C(=O)N4C5=CC=CC=C53)CC6=CC=CC=C6)N7C=C(C[C@@H](C(=O)N[C@H](C(=O)N1)C)NC(=O)[C@H](CC8=CC=CC=C8)N)C9=CC=CC=C97
• InChI: InChI=1S/C49H52N8O6/c1-4-28(2)41-45(61)53-37-26-49(34-20-12-14-22-39(34)56-47(63)40(57(46(37)62)48(49)56)24-31-17-9-6-10-18-31)55-27-32(33-19-11-13-21-38(33)55)25-36(44(60)51-29(3)42(58)54-41)52-43(59)35(50)23-30-15-7-5-8-16-30/h5-22,27-29,35-37,40-41,48H,4,23-26,50H2,1-3H3,(H,51,60)(H,52,59)(H,53,61)(H,54,58)/t28-,29-,35-,36-,37-,40-,41-,48-,49-/m0/s1
• InChI Key: LYSCUZOEWWYEAH-FRHBWFJFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₅₂N₈O₆
• Molecular Weight: 849.00 g/mol
• Exact Mass: 848.40098141 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9565	95.65%
Caco-2	-	0.8632	86.32%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4516	45.16%
OATP2B1 inhibitior	-	0.5719	57.19%
OATP1B1 inhibitior	+	0.8373	83.73%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	0.6658	66.58%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9889	98.89%
P-glycoprotein inhibitior	+	0.7999	79.99%
P-glycoprotein substrate	+	0.8858	88.58%
CYP3A4 substrate	+	0.7198	71.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7899	78.99%
CYP3A4 inhibition	-	0.6028	60.28%
CYP2C9 inhibition	-	0.6479	64.79%
CYP2C19 inhibition	-	0.6359	63.59%
CYP2D6 inhibition	-	0.8775	87.75%
CYP1A2 inhibition	-	0.7850	78.50%
CYP2C8 inhibition	+	0.6999	69.99%
CYP inhibitory promiscuity	-	0.6399	63.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5370	53.70%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9199	91.99%
Skin irritation	-	0.7946	79.46%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8357	83.57%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6837	68.37%
skin sensitisation	-	0.8789	87.89%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6687	66.87%
Acute Oral Toxicity (c)	III	0.4740	47.40%
Estrogen receptor binding	+	0.8261	82.61%
Androgen receptor binding	+	0.7327	73.27%
Thyroid receptor binding	+	0.6755	67.55%
Glucocorticoid receptor binding	+	0.7142	71.42%
Aromatase binding	+	0.5833	58.33%
PPAR gamma	+	0.7848	78.48%
Honey bee toxicity	-	0.7258	72.58%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8206	82.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.75%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.47%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.96%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.46%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	95.56%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.25%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.76%	95.56%
CHEMBL217	P14416	Dopamine D2 receptor	92.79%	95.62%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	92.60%	91.71%
CHEMBL4072	P07858	Cathepsin B	92.18%	93.67%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.13%	97.25%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.81%	97.64%
CHEMBL299	P17252	Protein kinase C alpha	89.02%	98.03%
CHEMBL236	P41143	Delta opioid receptor	88.24%	99.35%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.09%	93.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.79%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.65%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.64%	96.47%
CHEMBL4208	P20618	Proteasome component C5	86.19%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.34%	90.71%
CHEMBL3384	Q16512	Protein kinase N1	85.32%	80.71%
CHEMBL255	P29275	Adenosine A2b receptor	85.30%	98.59%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.77%	90.24%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.52%	95.50%
CHEMBL1914	P06276	Butyrylcholinesterase	83.39%	95.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.36%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.95%	95.93%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.59%	90.08%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.82%	96.37%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.75%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.42%	93.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.24%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163104991
• LOTUS: LTS0184253
• wikiData: Q105159518