5,10-Diethoxy-2,3,7,8-tetrahydro-1H,6H-dipyrrolo[1,2-a:1',2'-d]pyrazine

Details

• Internal ID: 98614ddd-2bfc-4ab3-a10a-c2635fde5a9f
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines
• IUPAC Name: 2,8-diethoxy-1,7-diazatricyclo[7.3.0.03,7]dodeca-2,8-diene
• SMILES (Canonical): CCOC1=C2CCCN2C(=C3N1CCC3)OCC
• SMILES (Isomeric): CCOC1=C2CCCN2C(=C3N1CCC3)OCC
• InChI: InChI=1S/C14H22N2O2/c1-3-17-13-11-7-5-10-16(11)14(18-4-2)12-8-6-9-15(12)13/h3-10H2,1-2H3
• InChI Key: RYKFSYFFMUVWFK-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂N₂O₂
• Molecular Weight: 250.34 g/mol
• Exact Mass: 250.168127949 g/mol
• Topological Polar Surface Area (TPSA): 24.90 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• SCHEMBL2558122
• RYKFSYFFMUVWFK-UHFFFAOYSA-N
• 5,10-Diethoxy-2,3,7,8-tetrahydro-1H,6H-dipyrrolo[1,2-a:1,2-d]pyrazine #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.8999	89.99%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7422	74.22%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9669	96.69%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5530	55.30%
P-glycoprotein inhibitior	-	0.8865	88.65%
P-glycoprotein substrate	-	0.8308	83.08%
CYP3A4 substrate	-	0.6483	64.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4103	41.03%
CYP3A4 inhibition	+	0.5333	53.33%
CYP2C9 inhibition	+	0.5429	54.29%
CYP2C19 inhibition	+	0.5161	51.61%
CYP2D6 inhibition	-	0.7539	75.39%
CYP1A2 inhibition	+	0.9017	90.17%
CYP2C8 inhibition	-	0.9673	96.73%
CYP inhibitory promiscuity	+	0.8438	84.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7024	70.24%
Eye corrosion	-	0.9694	96.94%
Eye irritation	+	0.6747	67.47%
Skin irritation	-	0.7488	74.88%
Skin corrosion	-	0.8851	88.51%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6368	63.68%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5804	58.04%
skin sensitisation	-	0.8363	83.63%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6418	64.18%
Acute Oral Toxicity (c)	III	0.6262	62.62%
Estrogen receptor binding	-	0.6984	69.84%
Androgen receptor binding	-	0.5461	54.61%
Thyroid receptor binding	-	0.4898	48.98%
Glucocorticoid receptor binding	-	0.6072	60.72%
Aromatase binding	-	0.7918	79.18%
PPAR gamma	-	0.6164	61.64%
Honey bee toxicity	-	0.9635	96.35%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.5827	58.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.68%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.00%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.81%	86.33%
CHEMBL4208	P20618	Proteasome component C5	81.88%	90.00%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.40%	95.34%

Plants that contains it

• Taraxacum mongolicum

Cross-Links

• PubChem: 551125
• NPASS: NPC6289