(S)-4-benzyl-3-oxo-3,4-dihydro-1H-pyrrolo[2,1-c] [1,4]oxazine-6-carbaldehyde

Details

• Internal ID: 4689ff4a-dc58-42c9-bd2b-39fefd210466
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acid esters
• IUPAC Name: (4S)-4-benzyl-3-oxo-1,4-dihydropyrrolo[2,1-c][1,4]oxazine-6-carbaldehyde
• InChI: InChI=1S/C15H13NO3/c17-9-12-6-7-13-10-19-15(18)14(16(12)13)8-11-4-2-1-3-5-11/h1-7,9,14H,8,10H2/t14-/m0/s1
• InChI Key: UMCJKAAHDXLKRZ-AWEZNQCLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₃NO₃
• Molecular Weight: 255.27 g/mol
• Exact Mass: 255.08954328 g/mol
• Topological Polar Surface Area (TPSA): 48.30 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.6865	68.65%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6642	66.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8712	87.12%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6301	63.01%
P-glycoprotein inhibitior	-	0.9431	94.31%
P-glycoprotein substrate	-	0.7984	79.84%
CYP3A4 substrate	-	0.5197	51.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8714	87.14%
CYP3A4 inhibition	-	0.5630	56.30%
CYP2C9 inhibition	-	0.7460	74.60%
CYP2C19 inhibition	-	0.6309	63.09%
CYP2D6 inhibition	-	0.8985	89.85%
CYP1A2 inhibition	+	0.7620	76.20%
CYP2C8 inhibition	-	0.7885	78.85%
CYP inhibitory promiscuity	+	0.5239	52.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7049	70.49%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.7941	79.41%
Skin irritation	-	0.7598	75.98%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6015	60.15%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5628	56.28%
skin sensitisation	-	0.8789	87.89%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5656	56.56%
Acute Oral Toxicity (c)	III	0.5698	56.98%
Estrogen receptor binding	+	0.5799	57.99%
Androgen receptor binding	-	0.4921	49.21%
Thyroid receptor binding	-	0.7115	71.15%
Glucocorticoid receptor binding	-	0.5897	58.97%
Aromatase binding	+	0.7260	72.60%
PPAR gamma	-	0.6337	63.37%
Honey bee toxicity	-	0.8733	87.33%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8770	87.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.80%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.86%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.68%	86.33%
CHEMBL5805	Q9NR97	Toll-like receptor 8	87.05%	96.25%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.68%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.74%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.65%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.03%	93.00%
CHEMBL3891	P07384	Calpain 1	80.92%	93.04%

Plants that contains it

• Celastrus orbiculatus

Cross-Links

• PubChem: 122389043
• LOTUS: LTS0175818
• wikiData: Q105275475