Pepsatin Pr

Details

• Internal ID: 4907fbf9-513a-4ce5-b7de-333d8aa70529
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (3S,4S)-3-hydroxy-4-[[(2S)-2-[[(3S,4S)-3-hydroxy-6-methyl-4-[[(2S)-3-methyl-2-[[(2S)-3-methyl-2-(propanoylamino)butanoyl]amino]butanoyl]amino]heptanoyl]amino]propanoyl]amino]-6-methylheptanoic acid
• SMILES (Canonical): CCC(=O)NC(C(C)C)C(=O)NC(C(C)C)C(=O)NC(CC(C)C)C(CC(=O)NC(C)C(=O)NC(CC(C)C)C(CC(=O)O)O)O
• SMILES (Isomeric): CCC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)[C@H](CC(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)[C@H](CC(=O)O)O)O
• InChI: InChI=1S/C32H59N5O9/c1-11-25(40)36-28(18(6)7)32(46)37-29(19(8)9)31(45)35-21(12-16(2)3)23(38)14-26(41)33-20(10)30(44)34-22(13-17(4)5)24(39)15-27(42)43/h16-24,28-29,38-39H,11-15H2,1-10H3,(H,33,41)(H,34,44)(H,35,45)(H,36,40)(H,37,46)(H,42,43)/t20-,21-,22-,23-,24-,28-,29-/m0/s1
• InChI Key: HUOUXPWOUNLCOX-IWIWXMQLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₉N₅O₉
• Molecular Weight: 657.80 g/mol
• Exact Mass: 657.43127848 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 0.83
• H-Bond Acceptor: 8
• H-Bond Donor: 8
• Rotatable Bonds: 21

Synonyms

• (3S,4S)-3-hydroxy-4-[[(2S)-2-[[(3S,4S)-3-hydroxy-6-methyl-4-[[(2S)-3-methyl-2-[[(2S)-3-methyl-2-(propanoylamino)butanoyl]amino]butanoyl]amino]heptanoyl]amino]propanoyl]amino]-6-methylheptanoic acid
• (3S,4S)-3-hydroxy-4-(((2S)-2-(((3S,4S)-3-hydroxy-6-methyl-4-(((2S)-3-methyl-2-(((2S)-3-methyl-2-(propanoylamino)butanoyl)amino)butanoyl)amino)heptanoyl)amino)propanoyl)amino)-6-methylheptanoic acid
• (3S,4S)-4-(((2S)-2-(((3S,4S)-1,3-dihydroxy-4-(((2S)-1-hydroxy-2-(((2S)-1-hydroxy-2-((1-hydroxypropylidene)amino)-3-methylbutylidene)amino)-3-methylbutylidene)amino)-6-methylheptylidene)amino)-1-hydroxypropylidene)amino)-3-hydroxy-6-methylheptanoate
• (3S,4S)-4-{[(2S)-2-{[(3S,4S)-1,3-dihydroxy-4-{[(2S)-1-hydroxy-2-{[(2S)-1-hydroxy-2-[(1-hydroxypropylidene)amino]-3-methylbutylidene]amino}-3-methylbutylidene]amino}-6-methylheptylidene]amino}-1-hydroxypropylidene]amino}-3-hydroxy-6-methylheptanoate
• RefChem:171541
• CHEMBL3314610
• CHEBI:223323
• BDBM50047352

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7284	72.84%
Caco-2	-	0.8506	85.06%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7363	73.63%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9249	92.49%
OATP1B3 inhibitior	+	0.9270	92.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6256	62.56%
P-glycoprotein inhibitior	-	0.7808	78.08%
P-glycoprotein substrate	+	0.6052	60.52%
CYP3A4 substrate	+	0.5279	52.79%
CYP2C9 substrate	+	0.6267	62.67%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.8449	84.49%
CYP2C9 inhibition	-	0.8887	88.87%
CYP2C19 inhibition	-	0.8870	88.70%
CYP2D6 inhibition	-	0.9288	92.88%
CYP1A2 inhibition	-	0.9068	90.68%
CYP2C8 inhibition	-	0.9170	91.70%
CYP inhibitory promiscuity	-	0.9686	96.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6437	64.37%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.9137	91.37%
Skin irritation	-	0.8480	84.80%
Skin corrosion	-	0.9749	97.49%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5507	55.07%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.9264	92.64%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.6525	65.25%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6616	66.16%
Acute Oral Toxicity (c)	III	0.6750	67.50%
Estrogen receptor binding	+	0.7315	73.15%
Androgen receptor binding	+	0.5343	53.43%
Thyroid receptor binding	+	0.5469	54.69%
Glucocorticoid receptor binding	+	0.6537	65.37%
Aromatase binding	+	0.6721	67.21%
PPAR gamma	-	0.7793	77.93%
Honey bee toxicity	-	0.9435	94.35%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.4563	45.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.61%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	98.29%	90.17%
CHEMBL3776	Q14790	Caspase-8	97.10%	97.06%
CHEMBL230	P35354	Cyclooxygenase-2	95.80%	89.63%
CHEMBL3308	P55212	Caspase-6	94.94%	97.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	94.84%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	93.99%	83.82%
CHEMBL4801	P29466	Caspase-1	92.60%	96.85%
CHEMBL3468	P55210	Caspase-7	91.07%	95.68%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.76%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.64%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.00%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.30%	99.17%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.08%	98.05%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.04%	96.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.98%	89.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.50%	91.11%
CHEMBL236	P41143	Delta opioid receptor	83.44%	99.35%
CHEMBL332	P03956	Matrix metalloproteinase-1	83.35%	94.50%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	83.01%	98.33%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	82.84%	97.23%
CHEMBL1255126	O15151	Protein Mdm4	82.52%	90.20%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	82.24%	89.33%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.25%	97.29%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.99%	97.21%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.41%	90.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 118707673
• LOTUS: LTS0188329
• wikiData: Q105033948