H-Leu-Trp-D-Pro-Phe-OH

Details

• Internal ID: e1120f74-1cc6-42dd-9c8c-69623a5d00b7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2S)-2-[[(2R)-1-[(2S)-2-[[(2S)-2-amino-4-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoic acid
• InChI: InChI=1S/C31H39N5O5/c1-19(2)15-23(32)28(37)34-25(17-21-18-33-24-12-7-6-11-22(21)24)30(39)36-14-8-13-27(36)29(38)35-26(31(40)41)16-20-9-4-3-5-10-20/h3-7,9-12,18-19,23,25-27,33H,8,13-17,32H2,1-2H3,(H,34,37)(H,35,38)(H,40,41)/t23-,25-,26-,27+/m0/s1
• InChI Key: FZMVRHBXJMOBJO-PGXSJUQOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₉N₅O₅
• Molecular Weight: 561.70 g/mol
• Exact Mass: 561.29511936 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8417	84.17%
Caco-2	-	0.8819	88.19%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6720	67.20%
OATP2B1 inhibitior	-	0.5776	57.76%
OATP1B1 inhibitior	+	0.9127	91.27%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.9409	94.09%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9724	97.24%
P-glycoprotein inhibitior	+	0.7547	75.47%
P-glycoprotein substrate	+	0.7697	76.97%
CYP3A4 substrate	+	0.7102	71.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7997	79.97%
CYP3A4 inhibition	-	0.5950	59.50%
CYP2C9 inhibition	-	0.6935	69.35%
CYP2C19 inhibition	-	0.6797	67.97%
CYP2D6 inhibition	-	0.9536	95.36%
CYP1A2 inhibition	-	0.8608	86.08%
CYP2C8 inhibition	-	0.6984	69.84%
CYP inhibitory promiscuity	-	0.7870	78.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6677	66.77%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9698	96.98%
Skin irritation	-	0.8031	80.31%
Skin corrosion	-	0.9436	94.36%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5679	56.79%
skin sensitisation	-	0.9092	90.92%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.9401	94.01%
Acute Oral Toxicity (c)	III	0.7028	70.28%
Estrogen receptor binding	+	0.6611	66.11%
Androgen receptor binding	+	0.5460	54.60%
Thyroid receptor binding	+	0.5238	52.38%
Glucocorticoid receptor binding	+	0.6067	60.67%
Aromatase binding	-	0.5716	57.16%
PPAR gamma	+	0.6668	66.68%
Honey bee toxicity	-	0.8645	86.45%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6449	64.49%
Fish aquatic toxicity	+	0.9752	97.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.80%	98.95%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	99.23%	98.33%
CHEMBL3837	P07711	Cathepsin L	99.11%	96.61%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	98.30%	97.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.08%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	96.72%	90.20%
CHEMBL221	P23219	Cyclooxygenase-1	96.40%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.74%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.71%	91.11%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	95.58%	98.24%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	93.81%	91.81%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.61%	97.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	92.51%	88.56%
CHEMBL2514	O95665	Neurotensin receptor 2	92.29%	100.00%
CHEMBL230	P35354	Cyclooxygenase-2	90.61%	89.63%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.60%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.30%	94.45%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	90.19%	83.10%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	89.28%	96.03%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	89.14%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.57%	97.14%
CHEMBL4123	P30989	Neurotensin receptor 1	87.70%	96.67%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.48%	90.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.30%	100.00%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	87.24%	92.80%
CHEMBL340	P08684	Cytochrome P450 3A4	86.17%	91.19%
CHEMBL1808	P12821	Angiotensin-converting enzyme	86.06%	93.39%
CHEMBL2535	P11166	Glucose transporter	85.40%	98.75%
CHEMBL5028	O14672	ADAM10	85.13%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.04%	93.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.97%	93.10%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.71%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.59%	89.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.94%	82.69%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	83.74%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.17%	96.47%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.09%	93.03%
CHEMBL4208	P20618	Proteasome component C5	82.99%	90.00%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	82.81%	88.42%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	82.22%	87.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.79%	96.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.48%	93.99%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	80.47%	96.28%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163188946
• LOTUS: LTS0058029
• wikiData: Q105005047