N-[(1-{[(3E,9Z)-5-isopropyl-2,7-dioxo-1,6-diazacyclododeca-3,9-dien-8-yl]carbamoyl}-2-methylpropyl)carbamoyl]valine

Details

• Internal ID: 4404dd1e-97a3-4da2-9e18-11342c0f0bc0
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: 2-[[1-[[(3E,9Z)-2,7-dioxo-5-propan-2-yl-1,6-diazacyclododeca-3,9-dien-8-yl]amino]-3-methyl-1-oxobutan-2-yl]carbamoylamino]-3-methylbutanoic acid
• SMILES (Canonical): CC(C)C1C=CC(=O)NCCC=CC(C(=O)N1)NC(=O)C(C(C)C)NC(=O)NC(C(C)C)C(=O)O
• SMILES (Isomeric): CC(C)C1/C=C/C(=O)NCC/C=C\C(C(=O)N1)NC(=O)C(C(C)C)NC(=O)NC(C(C)C)C(=O)O
• InChI: InChI=1S/C24H39N5O6/c1-13(2)16-10-11-18(30)25-12-8-7-9-17(21(31)26-16)27-22(32)19(14(3)4)28-24(35)29-20(15(5)6)23(33)34/h7,9-11,13-17,19-20H,8,12H2,1-6H3,(H,25,30)(H,26,31)(H,27,32)(H,33,34)(H2,28,29,35)/b9-7-,11-10+
• InChI Key: RUWSLQOIGKYPEZ-NKTIYDDZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₉N₅O₆
• Molecular Weight: 493.60 g/mol
• Exact Mass: 493.29003398 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 0.68
• H-Bond Acceptor: 5
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

• sylA
• N-[(1-{[(3E,9Z)-5-isopropyl-2,7-dioxo-1,6-diazacyclododeca-3,9-dien-8-yl]carbamoyl}-2-methylpropyl)carbamoyl]valine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8280	82.80%
Caco-2	-	0.8387	83.87%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6210	62.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8740	87.40%
OATP1B3 inhibitior	+	0.9400	94.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5091	50.91%
P-glycoprotein inhibitior	-	0.5129	51.29%
P-glycoprotein substrate	+	0.6923	69.23%
CYP3A4 substrate	+	0.5617	56.17%
CYP2C9 substrate	-	0.6090	60.90%
CYP2D6 substrate	-	0.8953	89.53%
CYP3A4 inhibition	-	0.9107	91.07%
CYP2C9 inhibition	-	0.8915	89.15%
CYP2C19 inhibition	-	0.8511	85.11%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	-	0.9001	90.01%
CYP2C8 inhibition	-	0.7892	78.92%
CYP inhibitory promiscuity	-	0.9835	98.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6476	64.76%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.9553	95.53%
Skin irritation	-	0.7690	76.90%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5972	59.72%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5678	56.78%
skin sensitisation	-	0.8724	87.24%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4779	47.79%
Acute Oral Toxicity (c)	III	0.6026	60.26%
Estrogen receptor binding	+	0.7198	71.98%
Androgen receptor binding	-	0.5223	52.23%
Thyroid receptor binding	+	0.6397	63.97%
Glucocorticoid receptor binding	+	0.6638	66.38%
Aromatase binding	+	0.6399	63.99%
PPAR gamma	+	0.5929	59.29%
Honey bee toxicity	-	0.9033	90.33%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.6677	66.77%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	843 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.30%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.64%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.71%	96.09%
CHEMBL4208	P20618	Proteasome component C5	92.15%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.86%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.75%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	89.55%	90.17%
CHEMBL3776	Q14790	Caspase-8	88.33%	97.06%
CHEMBL4072	P07858	Cathepsin B	87.64%	93.67%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.05%	90.08%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.29%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.53%	90.71%
CHEMBL3308	P55212	Caspase-6	82.45%	97.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.42%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.41%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.45%	100.00%

Plants that contains it

• Aucklandia costus
• Bobgunnia madagascariensis
• Diospyros chloroxylon
• Drypetes molunduana
• Helichrysum stoechas
• Nuxia sphaerocephala

Cross-Links

• PubChem: 24978526
• LOTUS: LTS0260343
• wikiData: Q105237253