6-[8-[(4-Hydroxyphenyl)methyl]-5,12-dimethyl-3,6,9,13-tetraoxo-2-propan-2-yl-1,4,7,10-tetrazacyclotridec-11-yl]hex-4-enoic acid

Details

• Internal ID: 79876843-8c2c-49c3-8447-62bdba410493
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: 6-[8-[(4-hydroxyphenyl)methyl]-5,12-dimethyl-3,6,9,13-tetraoxo-2-propan-2-yl-1,4,7,10-tetrazacyclotridec-11-yl]hex-4-enoic acid
• SMILES (Canonical): CC1C(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)C(C)C)C)CC2=CC=C(C=C2)O)CC=CCCC(=O)O
• SMILES (Isomeric): CC1C(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)C(C)C)C)CC2=CC=C(C=C2)O)CC=CCCC(=O)O
• InChI: InChI=1S/C27H38N4O7/c1-15(2)23-27(38)28-17(4)25(36)30-21(14-18-10-12-19(32)13-11-18)26(37)29-20(16(3)24(35)31-23)8-6-5-7-9-22(33)34/h5-6,10-13,15-17,20-21,23,32H,7-9,14H2,1-4H3,(H,28,38)(H,29,37)(H,30,36)(H,31,35)(H,33,34)
• InChI Key: QKNOLJBQLJGNKI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₈N₄O₇
• Molecular Weight: 530.60 g/mol
• Exact Mass: 530.27404956 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.01
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8862	88.62%
Caco-2	-	0.8544	85.44%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7909	79.09%
OATP2B1 inhibitior	-	0.7138	71.38%
OATP1B1 inhibitior	+	0.7746	77.46%
OATP1B3 inhibitior	+	0.9026	90.26%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8140	81.40%
BSEP inhibitior	+	0.7522	75.22%
P-glycoprotein inhibitior	+	0.6883	68.83%
P-glycoprotein substrate	+	0.6765	67.65%
CYP3A4 substrate	+	0.6067	60.67%
CYP2C9 substrate	-	0.6079	60.79%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	+	0.5192	51.92%
CYP2C9 inhibition	-	0.8992	89.92%
CYP2C19 inhibition	-	0.8588	85.88%
CYP2D6 inhibition	-	0.9359	93.59%
CYP1A2 inhibition	-	0.9066	90.66%
CYP2C8 inhibition	+	0.5755	57.55%
CYP inhibitory promiscuity	-	0.8159	81.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9111	91.11%
Carcinogenicity (trinary)	Non-required	0.6916	69.16%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9581	95.81%
Skin irritation	-	0.7869	78.69%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6552	65.52%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5733	57.33%
skin sensitisation	-	0.8714	87.14%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.9054	90.54%
Acute Oral Toxicity (c)	III	0.6532	65.32%
Estrogen receptor binding	+	0.7197	71.97%
Androgen receptor binding	+	0.6374	63.74%
Thyroid receptor binding	+	0.5850	58.50%
Glucocorticoid receptor binding	+	0.6838	68.38%
Aromatase binding	-	0.5260	52.60%
PPAR gamma	+	0.6971	69.71%
Honey bee toxicity	-	0.8738	87.38%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9183	91.83%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL325	Q13547	Histone deacetylase 1	20 nM	Ki	via Super-PRED
CHEMBL5103	Q969S8	Histone deacetylase 10	10 nM	Ki	via Super-PRED
CHEMBL3310	Q96DB2	Histone deacetylase 11	35 nM	Ki	via Super-PRED
CHEMBL1937	Q92769	Histone deacetylase 2	10 nM	Ki	via Super-PRED
CHEMBL2111363	O15379	Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)	9.67 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.88%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.19%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.30%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.40%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.62%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.02%	95.56%
CHEMBL1949	P62937	Cyclophilin A	89.66%	98.57%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.61%	97.25%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.89%	90.93%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.61%	93.10%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.94%	91.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.77%	90.71%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.40%	85.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.22%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163051691
• LOTUS: LTS0059441
• wikiData: Q105223224