2-{[1-(2-Amino-3-methyl-pentanoyl)-pyrrolidine-2-carbonyl]-amino}-3-methyl-pentanoic acid

Details

• Internal ID: 45a900af-e966-475d-97dc-be7d1c9e2c48
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 2-[[1-(2-amino-3-methylpentanoyl)pyrrolidine-2-carbonyl]amino]-3-methylpentanoic acid
• SMILES (Canonical): CCC(C)C(C(=O)N1CCCC1C(=O)NC(C(C)CC)C(=O)O)N
• SMILES (Isomeric): CCC(C)C(C(=O)N1CCCC1C(=O)NC(C(C)CC)C(=O)O)N
• InChI: InChI=1S/C17H31N3O4/c1-5-10(3)13(18)16(22)20-9-7-8-12(20)15(21)19-14(17(23)24)11(4)6-2/h10-14H,5-9,18H2,1-4H3,(H,19,21)(H,23,24)
• InChI Key: JNTMAZFVYNDPLB-UHFFFAOYSA-N
• Popularity: 52 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₃₁N₃O₄
• Molecular Weight: 341.40 g/mol
• Exact Mass: 341.23145648 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): 0.97
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

• NSC602337
• HIV inhibitor
• DivK1c_000899
• CHEMBL158110
• SCHEMBL17867000
• HMS502M21
• KBio1_000899
• NINDS_000899
• Ile-Pro-Ile, >=97% (HPLC)
• BDBM50085083
• NSC-602337
• IDI1_000899
• n-(1-l-isoleucyl-l-prolyl)-l-isoleucin
• SMR001306756
• FT-0642173
• Bacillus cereus BMF673-RF1 culture filtrate
• A901538
• 2-{[1-(2-Amino-3-methyl-pentanoyl)-pyrrolidine-2-carbonyl]-amino}-3-methyl-pentanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5394	53.94%
Caco-2	-	0.6401	64.01%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5650	56.50%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9294	92.94%
BSEP inhibitior	-	0.9234	92.34%
P-glycoprotein inhibitior	-	0.8215	82.15%
P-glycoprotein substrate	-	0.5774	57.74%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8005	80.05%
CYP2D6 substrate	-	0.8236	82.36%
CYP3A4 inhibition	-	0.9127	91.27%
CYP2C9 inhibition	-	0.9411	94.11%
CYP2C19 inhibition	-	0.8865	88.65%
CYP2D6 inhibition	-	0.9334	93.34%
CYP1A2 inhibition	-	0.8650	86.50%
CYP2C8 inhibition	-	0.9557	95.57%
CYP inhibitory promiscuity	-	0.9839	98.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6575	65.75%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9832	98.32%
Skin irritation	-	0.7871	78.71%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7481	74.81%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.7316	73.16%
skin sensitisation	-	0.9171	91.71%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7494	74.94%
Acute Oral Toxicity (c)	III	0.6552	65.52%
Estrogen receptor binding	-	0.4898	48.98%
Androgen receptor binding	-	0.5955	59.55%
Thyroid receptor binding	+	0.5336	53.36%
Glucocorticoid receptor binding	+	0.6328	63.28%
Aromatase binding	-	0.7190	71.90%
PPAR gamma	-	0.5448	54.48%
Honey bee toxicity	-	0.9680	96.80%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.7490	74.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.49%	96.09%
CHEMBL204	P00734	Thrombin	97.46%	96.01%
CHEMBL2581	P07339	Cathepsin D	97.02%	98.95%
CHEMBL2514	O95665	Neurotensin receptor 2	95.12%	100.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	94.68%	98.33%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	93.88%	98.24%
CHEMBL221	P23219	Cyclooxygenase-1	92.42%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	91.07%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.84%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.56%	96.47%
CHEMBL220	P22303	Acetylcholinesterase	90.09%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.74%	93.56%
CHEMBL237	P41145	Kappa opioid receptor	89.06%	98.10%
CHEMBL274	P51681	C-C chemokine receptor type 5	88.00%	98.77%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.68%	100.00%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	87.13%	96.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.12%	97.09%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	87.03%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.01%	90.71%
CHEMBL230	P35354	Cyclooxygenase-2	86.97%	89.63%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.44%	100.00%
CHEMBL4208	P20618	Proteasome component C5	85.24%	90.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.13%	94.33%
CHEMBL4123	P30989	Neurotensin receptor 1	84.93%	96.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.21%	95.89%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.92%	99.18%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.81%	95.58%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.61%	95.36%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.83%	93.04%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.78%	94.66%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.15%	90.24%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.10%	97.50%
CHEMBL5028	O14672	ADAM10	80.49%	97.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.48%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.17%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3107
• LOTUS: LTS0107298
• wikiData: Q105132106