(Z,2S)-2-[[(2S)-2-[[(2S)-2-amino-4-methylpentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-5-phosphonopent-3-enoic acid

Details

• Internal ID: 82766eef-e8b4-4fe5-a94a-aa0ea96490cb
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (Z,2S)-2-[[(2S)-2-[[(2S)-2-amino-4-methylpentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-5-phosphonopent-3-enoic acid
• SMILES (Canonical): CC(C)CC(C(=O)NC(CCCN=C(N)N)C(=O)NC(C=CCP(=O)(O)O)C(=O)O)N
• SMILES (Isomeric): CC(C)C[C@@H](C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](/C=C\CP(=O)(O)O)C(=O)O)N
• InChI: InChI=1S/C17H33N6O7P/c1-10(2)9-11(18)14(24)22-12(5-3-7-21-17(19)20)15(25)23-13(16(26)27)6-4-8-31(28,29)30/h4,6,10-13H,3,5,7-9,18H2,1-2H3,(H,22,24)(H,23,25)(H,26,27)(H4,19,20,21)(H2,28,29,30)/b6-4-/t11-,12-,13-/m0/s1
• InChI Key: CJJARRUKCLRYDP-DCRFLDTMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₃₃N₆O₇P
• Molecular Weight: 464.50 g/mol
• Exact Mass: 464.21483441 g/mol
• Topological Polar Surface Area (TPSA): 243.00 Ų
• XlogP: -5.10
• Atomic LogP (AlogP): -1.80
• H-Bond Acceptor: 6
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8118	81.18%
Caco-2	-	0.9072	90.72%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7276	72.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8906	89.06%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6087	60.87%
P-glycoprotein inhibitior	-	0.5618	56.18%
P-glycoprotein substrate	+	0.6071	60.71%
CYP3A4 substrate	+	0.5964	59.64%
CYP2C9 substrate	-	0.5958	59.58%
CYP2D6 substrate	-	0.8358	83.58%
CYP3A4 inhibition	-	0.8172	81.72%
CYP2C9 inhibition	-	0.8194	81.94%
CYP2C19 inhibition	-	0.7580	75.80%
CYP2D6 inhibition	-	0.8816	88.16%
CYP1A2 inhibition	-	0.7908	79.08%
CYP2C8 inhibition	-	0.8289	82.89%
CYP inhibitory promiscuity	-	0.9901	99.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.5658	56.58%
Eye corrosion	-	0.9520	95.20%
Eye irritation	-	0.9651	96.51%
Skin irritation	-	0.7836	78.36%
Skin corrosion	-	0.9117	91.17%
Ames mutagenesis	+	0.5172	51.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.6948	69.48%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.6396	63.96%
skin sensitisation	-	0.8386	83.86%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.5392	53.92%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6090	60.90%
Acute Oral Toxicity (c)	III	0.6087	60.87%
Estrogen receptor binding	-	0.5450	54.50%
Androgen receptor binding	-	0.5249	52.49%
Thyroid receptor binding	+	0.5704	57.04%
Glucocorticoid receptor binding	+	0.5476	54.76%
Aromatase binding	-	0.5672	56.72%
PPAR gamma	+	0.5407	54.07%
Honey bee toxicity	-	0.8063	80.63%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.3874	38.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3837	P07711	Cathepsin L	98.08%	96.61%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.39%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	97.10%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.06%	96.09%
CHEMBL236	P41143	Delta opioid receptor	96.46%	99.35%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.79%	97.29%
CHEMBL2581	P07339	Cathepsin D	94.50%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.34%	99.17%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	94.21%	97.88%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	92.98%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	92.82%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.72%	96.47%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	90.53%	92.29%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.12%	96.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	90.01%	98.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.71%	93.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.50%	93.10%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.31%	91.11%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	87.60%	94.01%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.40%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.93%	95.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.11%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.73%	89.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.52%	90.71%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	85.41%	96.67%
CHEMBL3776	Q14790	Caspase-8	85.26%	97.06%
CHEMBL4040	P28482	MAP kinase ERK2	85.18%	83.82%
CHEMBL1255126	O15151	Protein Mdm4	83.17%	90.20%
CHEMBL3308	P55212	Caspase-6	83.04%	97.56%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	82.85%	96.03%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.65%	95.71%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.44%	92.86%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	82.07%	98.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.27%	94.33%
CHEMBL230	P35354	Cyclooxygenase-2	81.21%	89.63%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.03%	97.86%
CHEMBL3018	Q9Y5Y6	Matriptase	80.84%	98.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.79%	96.38%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.56%	96.95%
CHEMBL5028	O14672	ADAM10	80.44%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14061807
• LOTUS: LTS0251966
• wikiData: Q105102677