2,6-Bis(1-methoxy-2-methylpropyl)-1,5-dihydropyrrolo[2,3-f]indole-4,8-dione

Details

• Internal ID: df63c08a-b399-4a05-a335-50854175bfa2
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
• IUPAC Name: 2,6-bis(1-methoxy-2-methylpropyl)-1,5-dihydropyrrolo[2,3-f]indole-4,8-dione
• SMILES (Canonical): CC(C)C(C1=CC2=C(N1)C(=O)C3=C(C2=O)NC(=C3)C(C(C)C)OC)OC
• SMILES (Isomeric): CC(C)C(C1=CC2=C(N1)C(=O)C3=C(C2=O)NC(=C3)C(C(C)C)OC)OC
• InChI: InChI=1S/C20H26N2O4/c1-9(2)19(25-5)13-7-11-15(21-13)18(24)12-8-14(20(26-6)10(3)4)22-16(12)17(11)23/h7-10,19-22H,1-6H3
• InChI Key: KPBCXPMTKRBLKG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆N₂O₄
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.18925731 g/mol
• Topological Polar Surface Area (TPSA): 84.20 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.81
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.5331	53.31%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8801	88.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8917	89.17%
P-glycoprotein inhibitior	-	0.5951	59.51%
P-glycoprotein substrate	-	0.8159	81.59%
CYP3A4 substrate	-	0.6441	64.41%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8438	84.38%
CYP3A4 inhibition	-	0.6899	68.99%
CYP2C9 inhibition	-	0.8173	81.73%
CYP2C19 inhibition	-	0.8527	85.27%
CYP2D6 inhibition	-	0.9143	91.43%
CYP1A2 inhibition	-	0.5276	52.76%
CYP2C8 inhibition	-	0.9802	98.02%
CYP inhibitory promiscuity	-	0.7219	72.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.5459	54.59%
Eye corrosion	-	0.9907	99.07%
Eye irritation	+	0.6099	60.99%
Skin irritation	-	0.8837	88.37%
Skin corrosion	-	0.9677	96.77%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6512	65.12%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9410	94.10%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.7333	73.33%
Acute Oral Toxicity (c)	III	0.6032	60.32%
Estrogen receptor binding	+	0.6081	60.81%
Androgen receptor binding	+	0.6843	68.43%
Thyroid receptor binding	+	0.5660	56.60%
Glucocorticoid receptor binding	-	0.5344	53.44%
Aromatase binding	+	0.6466	64.66%
PPAR gamma	+	0.6211	62.11%
Honey bee toxicity	-	0.6326	63.26%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.3950	39.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.85%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.31%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.93%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.00%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.38%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	87.77%	94.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.52%	93.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.24%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	82.73%	94.73%
CHEMBL2535	P11166	Glucose transporter	81.09%	98.75%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.94%	96.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.42%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163065392
• LOTUS: LTS0174534
• wikiData: Q104170486