His-His-Leu

Details

• Internal ID: 42540a24-737e-4227-90f7-c08d41352bb2
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-2-[[(2S)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-4-methylpentanoic acid
• SMILES (Canonical): CC(C)CC(C(=O)O)NC(=O)C(CC1=CN=CN1)NC(=O)C(CC2=CN=CN2)N
• SMILES (Isomeric): CC(C)C[C@@H](C(=O)O)NC(=O)[C@H](CC1=CN=CN1)NC(=O)[C@H](CC2=CN=CN2)N
• InChI: InChI=1S/C18H27N7O4/c1-10(2)3-15(18(28)29)25-17(27)14(5-12-7-21-9-23-12)24-16(26)13(19)4-11-6-20-8-22-11/h6-10,13-15H,3-5,19H2,1-2H3,(H,20,22)(H,21,23)(H,24,26)(H,25,27)(H,28,29)/t13-,14-,15-/m0/s1
• InChI Key: PMWSGVRIMIFXQH-KKUMJFAQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₇N₇O₄
• Molecular Weight: 405.50 g/mol
• Exact Mass: 405.21245237 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -0.65
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

• Histidyl-histidyl-leucine
• L-Histidyl-L-histidyl-L-leucine
• CHEBI:164530
• (2S)-2-[[(2S)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-4-methylpentanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8493	84.93%
Caco-2	-	0.8282	82.82%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4359	43.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7678	76.78%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.9809	98.09%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6210	62.10%
P-glycoprotein inhibitior	-	0.6270	62.70%
P-glycoprotein substrate	-	0.5220	52.20%
CYP3A4 substrate	-	0.5616	56.16%
CYP2C9 substrate	-	0.6133	61.33%
CYP2D6 substrate	-	0.8443	84.43%
CYP3A4 inhibition	-	0.9506	95.06%
CYP2C9 inhibition	-	0.9388	93.88%
CYP2C19 inhibition	-	0.9066	90.66%
CYP2D6 inhibition	-	0.9445	94.45%
CYP1A2 inhibition	-	0.9318	93.18%
CYP2C8 inhibition	-	0.7312	73.12%
CYP inhibitory promiscuity	-	0.9845	98.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7607	76.07%
Carcinogenicity (trinary)	Non-required	0.6643	66.43%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9923	99.23%
Skin irritation	-	0.8056	80.56%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6965	69.65%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5287	52.87%
skin sensitisation	-	0.9061	90.61%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8535	85.35%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8503	85.03%
Acute Oral Toxicity (c)	III	0.6150	61.50%
Estrogen receptor binding	-	0.5061	50.61%
Androgen receptor binding	+	0.5838	58.38%
Thyroid receptor binding	-	0.5391	53.91%
Glucocorticoid receptor binding	-	0.5215	52.15%
Aromatase binding	-	0.6336	63.36%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9382	93.82%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.5104	51.04%

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	98.42%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.90%	90.17%
CHEMBL2581	P07339	Cathepsin D	97.16%	98.95%
CHEMBL3837	P07711	Cathepsin L	97.11%	96.61%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	96.91%	92.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.48%	93.56%
CHEMBL1255126	O15151	Protein Mdm4	94.53%	90.20%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	93.76%	92.80%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	93.47%	97.23%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	89.84%	98.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.32%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	87.46%	83.82%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.87%	90.24%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.58%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.54%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	85.21%	89.63%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.39%	90.71%
CHEMBL2514	O95665	Neurotensin receptor 2	84.19%	100.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.66%	83.10%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.96%	96.90%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.88%	100.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.72%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.62%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.60%	96.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.56%	93.03%
CHEMBL5028	O14672	ADAM10	80.12%	97.50%

Plants that contains it

• Glycine max

Cross-Links

• PubChem: 9844201
• LOTUS: LTS0043160
• wikiData: Q105211790