Ac-Phe-Aib-Aib-Ala-Iva-Gly-Phe-Iva-Unk

Details

• Internal ID: 44f8e351-e79e-4889-8347-e76fba8d82f1
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-2-[[(2S)-2-[[2-[[2-[[(2S)-2-acetamido-3-phenylpropanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]propanoyl]amino]-N-[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[3-(4-aminobutylamino)propylamino]-3-phenylpropan-2-yl]amino]-2-methyl-1-oxobutan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-2-oxoethyl]-2-methylbutanamide
• SMILES (Canonical): CCC(C)(C(=O)NCC(=O)NC(CC1=CC=CC=C1)C(=O)NC(C)(CC)C(=O)NC(CC2=CC=CC=C2)CNCCCNCCCCN)NC(=O)C(C)NC(=O)C(C)(C)NC(=O)C(C)(C)NC(=O)C(CC3=CC=CC=C3)NC(=O)C
• SMILES (Isomeric): CC[C@@](C)(C(=O)NCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@](C)(CC)C(=O)N[C@@H](CC2=CC=CC=C2)CNCCCNCCCCN)NC(=O)[C@H](C)NC(=O)C(C)(C)NC(=O)C(C)(C)NC(=O)[C@H](CC3=CC=CC=C3)NC(=O)C
• InChI: InChI=1S/C59H90N12O9/c1-11-58(9,69-49(74)40(3)64-52(77)56(5,6)71-53(78)57(7,8)68-50(75)46(65-41(4)72)36-43-27-18-14-19-28-43)54(79)63-39-48(73)67-47(37-44-29-20-15-21-30-44)51(76)70-59(10,12-2)55(80)66-45(35-42-25-16-13-17-26-42)38-62-34-24-33-61-32-23-22-31-60/h13-21,25-30,40,45-47,61-62H,11-12,22-24,31-39,60H2,1-10H3,(H,63,79)(H,64,77)(H,65,72)(H,66,80)(H,67,73)(H,68,75)(H,69,74)(H,70,76)(H,71,78)/t40-,45-,46-,47-,58-,59-/m0/s1
• InChI Key: VZDJIKIRSZPOGN-MRQLTWONSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₀N₁₂O₉
• Molecular Weight: 1111.40 g/mol
• Exact Mass: 1110.69537250 g/mol
• Topological Polar Surface Area (TPSA): 312.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 1.48
• H-Bond Acceptor: 12
• H-Bond Donor: 12
• Rotatable Bonds: 35

Synonyms

• CHEBI:205228
• (2S)-2-[[(2S)-2-[[2-[[2-[[(2S)-2-acetamido-3-phenylpropanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]propanoyl]amino]-N-[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[3-(4-aminobutylamino)propylamino]-3-phenylpropan-2-yl]amino]-2-methyl-1-oxobutan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-2-oxoethyl]-2-methylbutanamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8819	88.19%
Caco-2	-	0.8604	86.04%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.5468	54.68%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8559	85.59%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9831	98.31%
P-glycoprotein inhibitior	+	0.7463	74.63%
P-glycoprotein substrate	+	0.8931	89.31%
CYP3A4 substrate	+	0.6801	68.01%
CYP2C9 substrate	-	0.8297	82.97%
CYP2D6 substrate	-	0.6905	69.05%
CYP3A4 inhibition	+	0.7221	72.21%
CYP2C9 inhibition	-	0.8387	83.87%
CYP2C19 inhibition	-	0.7175	71.75%
CYP2D6 inhibition	-	0.7319	73.19%
CYP1A2 inhibition	-	0.8767	87.67%
CYP2C8 inhibition	+	0.6105	61.05%
CYP inhibitory promiscuity	-	0.9223	92.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6724	67.24%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.8976	89.76%
Skin irritation	-	0.8222	82.22%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7021	70.21%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8817	88.17%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.5595	55.95%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7644	76.44%
Acute Oral Toxicity (c)	III	0.6737	67.37%
Estrogen receptor binding	+	0.6972	69.72%
Androgen receptor binding	+	0.7479	74.79%
Thyroid receptor binding	+	0.6116	61.16%
Glucocorticoid receptor binding	+	0.7045	70.45%
Aromatase binding	+	0.7073	70.73%
PPAR gamma	+	0.7578	75.78%
Honey bee toxicity	-	0.8252	82.52%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9161	91.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.90%	98.95%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	98.03%	97.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.19%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	96.28%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.21%	91.11%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.60%	97.29%
CHEMBL1914	P06276	Butyrylcholinesterase	93.63%	95.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.48%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	93.35%	100.00%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	92.71%	96.67%
CHEMBL3837	P07711	Cathepsin L	92.64%	96.61%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	92.63%	98.33%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	92.61%	89.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.07%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	90.99%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.65%	94.45%
CHEMBL2664	P23526	Adenosylhomocysteinase	88.59%	86.67%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.02%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.61%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.52%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.48%	97.14%
CHEMBL2514	O95665	Neurotensin receptor 2	86.05%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	85.41%	94.73%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	84.48%	96.28%
CHEMBL2535	P11166	Glucose transporter	83.65%	98.75%
CHEMBL3891	P07384	Calpain 1	82.17%	93.04%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.03%	80.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.60%	95.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10748732
• LOTUS: LTS0170332
• wikiData: Q77422940