Dimethyl (4-methyl-1,2-phenylene)biscarbamate

Details

• Internal ID: 17ff19b5-d479-4ff7-8236-71dedc75c81e
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylcarbamic acid esters
• IUPAC Name: methyl N-[2-(methoxycarbonylamino)-4-methylphenyl]carbamate
• SMILES (Canonical): CC1=CC(=C(C=C1)NC(=O)OC)NC(=O)OC
• SMILES (Isomeric): CC1=CC(=C(C=C1)NC(=O)OC)NC(=O)OC
• InChI: InChI=1S/C11H14N2O4/c1-7-4-5-8(12-10(14)16-2)9(6-7)13-11(15)17-3/h4-6H,1-3H3,(H,12,14)(H,13,15)
• InChI Key: JLXTZXSQSXGVTK-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄N₂O₄
• Molecular Weight: 238.24 g/mol
• Exact Mass: 238.09535693 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• Cambridge id 7266479
• Oprea1_470746
• CHEMBL1332042
• HMS2383I23
• AKOS003303418
• SMR000071943
• dimethyl (4-methyl-1,2-phenylene)biscarbamate
• SR-01000256833
• SR-01000256833-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7894	78.94%
Caco-2	+	0.7465	74.65%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8301	83.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9644	96.44%
OATP1B3 inhibitior	+	0.9435	94.35%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8267	82.67%
P-glycoprotein inhibitior	-	0.9348	93.48%
P-glycoprotein substrate	-	0.9808	98.08%
CYP3A4 substrate	-	0.6966	69.66%
CYP2C9 substrate	-	0.6248	62.48%
CYP2D6 substrate	-	0.7402	74.02%
CYP3A4 inhibition	-	0.9048	90.48%
CYP2C9 inhibition	-	0.7984	79.84%
CYP2C19 inhibition	-	0.7670	76.70%
CYP2D6 inhibition	-	0.9133	91.33%
CYP1A2 inhibition	-	0.6261	62.61%
CYP2C8 inhibition	-	0.9236	92.36%
CYP inhibitory promiscuity	-	0.8456	84.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6631	66.31%
Carcinogenicity (trinary)	Non-required	0.6394	63.94%
Eye corrosion	-	0.9762	97.62%
Eye irritation	+	0.8561	85.61%
Skin irritation	-	0.8817	88.17%
Skin corrosion	-	0.9790	97.90%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5509	55.09%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.7159	71.59%
skin sensitisation	-	0.9276	92.76%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.7938	79.38%
Acute Oral Toxicity (c)	IV	0.3799	37.99%
Estrogen receptor binding	+	0.5725	57.25%
Androgen receptor binding	+	0.7132	71.32%
Thyroid receptor binding	-	0.5217	52.17%
Glucocorticoid receptor binding	-	0.6920	69.20%
Aromatase binding	+	0.5715	57.15%
PPAR gamma	-	0.5761	57.61%
Honey bee toxicity	-	0.9422	94.22%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9876	98.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293277	O15118	Niemann-Pick C1 protein	92.91%	81.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.61%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.13%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.80%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.94%	91.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	82.78%	87.67%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	82.10%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.88%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	81.54%	91.19%
CHEMBL2535	P11166	Glucose transporter	81.49%	98.75%
CHEMBL2581	P07339	Cathepsin D	80.81%	98.95%
CHEMBL3085	P43003	Excitatory amino acid transporter 1	80.22%	94.67%

Plants that contains it

• Delphinium cuneatum

Cross-Links

• PubChem: 898091
• LOTUS: LTS0257293
• wikiData: Q105131193