(7S,10R)-7-benzyl-4-[(2R)-butan-2-yl]-10-hydroxy-15-oxa-2,5,8-triazatricyclo[8.5.0.03,8]pentadeca-1,3,11,13-tetraene-6,9-dione

Details

• Internal ID: 566b9209-f34e-4646-af23-a6f5988ba41d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (7S,10R)-7-benzyl-4-[(2R)-butan-2-yl]-10-hydroxy-15-oxa-2,5,8-triazatricyclo[8.5.0.03,8]pentadeca-1,3,11,13-tetraene-6,9-dione
• InChI: InChI=1S/C22H23N3O4/c1-3-14(2)17-18-24-20-22(28,11-7-8-12-29-20)21(27)25(18)16(19(26)23-17)13-15-9-5-4-6-10-15/h4-12,14,16,28H,3,13H2,1-2H3,(H,23,26)/t14-,16+,22-/m1/s1
• InChI Key: KEGQNQRTFBYGDC-WEBUEUPWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₃N₃O₄
• Molecular Weight: 393.40 g/mol
• Exact Mass: 393.16885622 g/mol
• Topological Polar Surface Area (TPSA): 91.20 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9728	97.28%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.3736	37.36%
OATP2B1 inhibitior	-	0.7117	71.17%
OATP1B1 inhibitior	+	0.8865	88.65%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9316	93.16%
BSEP inhibitior	+	0.7925	79.25%
P-glycoprotein inhibitior	+	0.7107	71.07%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.5977	59.77%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.8670	86.70%
CYP3A4 inhibition	-	0.7808	78.08%
CYP2C9 inhibition	-	0.7141	71.41%
CYP2C19 inhibition	-	0.6798	67.98%
CYP2D6 inhibition	-	0.8806	88.06%
CYP1A2 inhibition	-	0.6781	67.81%
CYP2C8 inhibition	+	0.6400	64.00%
CYP inhibitory promiscuity	-	0.7166	71.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.5683	56.83%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.9838	98.38%
Skin irritation	-	0.7583	75.83%
Skin corrosion	-	0.9223	92.23%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8223	82.23%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.5354	53.54%
skin sensitisation	-	0.8257	82.57%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6050	60.50%
Acute Oral Toxicity (c)	III	0.5500	55.00%
Estrogen receptor binding	+	0.7112	71.12%
Androgen receptor binding	+	0.6855	68.55%
Thyroid receptor binding	+	0.5417	54.17%
Glucocorticoid receptor binding	+	0.6811	68.11%
Aromatase binding	+	0.6264	62.64%
PPAR gamma	+	0.5445	54.45%
Honey bee toxicity	-	0.8851	88.51%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8130	81.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.10%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.03%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.69%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.32%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	94.83%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.26%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.10%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.90%	95.50%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	84.83%	97.64%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.70%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.64%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	82.05%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 51003426
• LOTUS: LTS0060238
• wikiData: Q105139957