Pepstatin B

Details

• Internal ID: 548b6bcd-0594-40dc-9623-a0d755fb8a58
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (3R,4R)-4-[[(2S)-2-[[(3S,4S)-4-[[(2S)-2-[[(2S)-2-(hexanoylamino)-3-methylbutanoyl]amino]-3-methylbutanoyl]amino]-3-hydroxy-6-methylheptanoyl]amino]propanoyl]amino]-3-hydroxy-6-methylheptanoic acid
• SMILES (Canonical): CCCCCC(=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): CCCCCC(=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/C35H65N5O9/c1-11-12-13-14-28(43)39-31(21(6)7)35(49)40-32(22(8)9)34(48)38-24(15-19(2)3)26(41)17-29(44)36-23(10)33(47)37-25(16-20(4)5)27(42)18-30(45)46/h19-27,31-32,41-42H,11-18H2,1-10H3,(H,36,44)(H,37,47)(H,38,48)(H,39,43)(H,40,49)(H,45,46)/t23-,24-,25+,26-,27+,31-,32-/m0/s1
• InChI Key: QTNFTTFYVXJGEA-NGBPREIYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₆₅N₅O₉
• Molecular Weight: 699.90 g/mol
• Exact Mass: 699.47822867 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 8
• H-Bond Donor: 8
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6404	64.04%
Caco-2	-	0.8568	85.68%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7460	74.60%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8925	89.25%
OATP1B3 inhibitior	+	0.9242	92.42%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8822	88.22%
BSEP inhibitior	-	0.4815	48.15%
P-glycoprotein inhibitior	-	0.5750	57.50%
P-glycoprotein substrate	+	0.7192	71.92%
CYP3A4 substrate	+	0.5612	56.12%
CYP2C9 substrate	+	0.6267	62.67%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.7927	79.27%
CYP2C9 inhibition	-	0.8571	85.71%
CYP2C19 inhibition	-	0.8674	86.74%
CYP2D6 inhibition	-	0.9136	91.36%
CYP1A2 inhibition	-	0.8686	86.86%
CYP2C8 inhibition	-	0.8443	84.43%
CYP inhibitory promiscuity	-	0.9102	91.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6760	67.60%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.9080	90.80%
Skin irritation	-	0.8556	85.56%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5377	53.77%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9210	92.10%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.6689	66.89%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.5172	51.72%
Acute Oral Toxicity (c)	III	0.7624	76.24%
Estrogen receptor binding	+	0.7730	77.30%
Androgen receptor binding	+	0.5449	54.49%
Thyroid receptor binding	-	0.4888	48.88%
Glucocorticoid receptor binding	+	0.6724	67.24%
Aromatase binding	+	0.6889	68.89%
PPAR gamma	-	0.5944	59.44%
Honey bee toxicity	-	0.9532	95.32%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5635	56.35%
Fish aquatic toxicity	+	0.7017	70.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.87%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	99.39%	89.63%
CHEMBL221	P23219	Cyclooxygenase-1	97.76%	90.17%
CHEMBL3776	Q14790	Caspase-8	97.69%	97.06%
CHEMBL4040	P28482	MAP kinase ERK2	97.54%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.46%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.85%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	95.20%	100.00%
CHEMBL3468	P55210	Caspase-7	95.14%	95.68%
CHEMBL3308	P55212	Caspase-6	94.12%	97.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	93.74%	97.29%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.46%	96.47%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.85%	96.09%
CHEMBL299	P17252	Protein kinase C alpha	90.13%	98.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.02%	91.11%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.50%	92.86%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.79%	96.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	86.24%	97.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.12%	100.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	84.59%	92.29%
CHEMBL2514	O95665	Neurotensin receptor 2	84.35%	100.00%
CHEMBL4801	P29466	Caspase-1	84.19%	96.85%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.02%	92.08%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.79%	94.66%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	83.20%	97.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.29%	89.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.20%	96.90%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	82.06%	89.33%
CHEMBL268	P43235	Cathepsin K	81.69%	96.85%
CHEMBL236	P41143	Delta opioid receptor	81.65%	99.35%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.55%	90.71%
CHEMBL332	P03956	Matrix metalloproteinase-1	81.55%	94.50%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.38%	97.86%
CHEMBL5979	P05186	Alkaline phosphatase, tissue-nonspecific isozyme	81.18%	85.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.08%	94.45%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	80.91%	96.67%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.75%	97.21%
CHEMBL283	P08254	Matrix metalloproteinase 3	80.74%	97.29%
CHEMBL1255126	O15151	Protein Mdm4	80.61%	90.20%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.55%	98.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.19%	97.25%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.13%	85.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589196
• LOTUS: LTS0119425
• wikiData: Q105227822