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

Details

• Internal ID: 9abc367b-5d60-4105-84e5-b7d8ef044ac3
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
• IUPAC Name: 2,6-bis(1-hydroxy-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)O)O
• SMILES (Isomeric): CC(C)C(C1=CC2=C(N1)C(=O)C3=C(C2=O)NC(=C3)C(C(C)C)O)O
• InChI: InChI=1S/C18H22N2O4/c1-7(2)15(21)11-5-9-13(19-11)18(24)10-6-12(16(22)8(3)4)20-14(10)17(9)23/h5-8,15-16,19-22H,1-4H3
• InChI Key: LYYNFZYGNXMEQX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂N₂O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.15795719 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9809	98.09%
Caco-2	-	0.6199	61.99%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8715	87.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9347	93.47%
OATP1B3 inhibitior	+	0.9262	92.62%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9050	90.50%
P-glycoprotein inhibitior	-	0.7627	76.27%
P-glycoprotein substrate	-	0.8831	88.31%
CYP3A4 substrate	-	0.6995	69.95%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.8253	82.53%
CYP3A4 inhibition	-	0.8794	87.94%
CYP2C9 inhibition	-	0.7572	75.72%
CYP2C19 inhibition	-	0.8646	86.46%
CYP2D6 inhibition	-	0.8637	86.37%
CYP1A2 inhibition	-	0.5723	57.23%
CYP2C8 inhibition	-	0.9917	99.17%
CYP inhibitory promiscuity	-	0.9406	94.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8773	87.73%
Carcinogenicity (trinary)	Non-required	0.6136	61.36%
Eye corrosion	-	0.9936	99.36%
Eye irritation	+	0.6306	63.06%
Skin irritation	-	0.8422	84.22%
Skin corrosion	-	0.9618	96.18%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7725	77.25%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.9170	91.70%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5752	57.52%
Acute Oral Toxicity (c)	III	0.6314	63.14%
Estrogen receptor binding	-	0.5751	57.51%
Androgen receptor binding	+	0.6424	64.24%
Thyroid receptor binding	-	0.5077	50.77%
Glucocorticoid receptor binding	-	0.4937	49.37%
Aromatase binding	+	0.6186	61.86%
PPAR gamma	-	0.5273	52.73%
Honey bee toxicity	-	0.9150	91.50%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.6828	68.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.75%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.13%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	93.33%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.77%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.71%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.74%	89.00%
CHEMBL2535	P11166	Glucose transporter	86.32%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	86.10%	94.73%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.46%	93.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.22%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.04%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.40%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73803694
• LOTUS: LTS0065333
• wikiData: Q104171472