2-(4-oxo-1H-quinazolin-2-yl)-1H-indole-3-carboxylic acid

Details

• Internal ID: 00a574fd-b0db-4bd8-a35e-7fd7ea5287db
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolecarboxylic acids and derivatives
• IUPAC Name: 2-(4-oxo-1H-quinazolin-2-yl)-1H-indole-3-carboxylic acid
• SMILES (Canonical): C1=CC=C2C(=C1)C(=C(N2)C3=NC(=O)C4=CC=CC=C4N3)C(=O)O
• SMILES (Isomeric): C1=CC=C2C(=C1)C(=C(N2)C3=NC(=O)C4=CC=CC=C4N3)C(=O)O
• InChI: InChI=1S/C17H11N3O3/c21-16-10-6-2-4-8-12(10)19-15(20-16)14-13(17(22)23)9-5-1-3-7-11(9)18-14/h1-8,18H,(H,22,23)(H,19,20,21)
• InChI Key: RYPVNUWXDYEUIX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₁N₃O₃
• Molecular Weight: 305.29 g/mol
• Exact Mass: 305.08004122 g/mol
• Topological Polar Surface Area (TPSA): 94.60 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9757	97.57%
Caco-2	-	0.5933	59.33%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6839	68.39%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9454	94.54%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6820	68.20%
P-glycoprotein inhibitior	-	0.8597	85.97%
P-glycoprotein substrate	-	0.9406	94.06%
CYP3A4 substrate	-	0.6060	60.60%
CYP2C9 substrate	-	0.6116	61.16%
CYP2D6 substrate	-	0.9093	90.93%
CYP3A4 inhibition	-	0.7718	77.18%
CYP2C9 inhibition	-	0.7775	77.75%
CYP2C19 inhibition	-	0.7119	71.19%
CYP2D6 inhibition	-	0.6783	67.83%
CYP1A2 inhibition	+	0.8882	88.82%
CYP2C8 inhibition	-	0.6471	64.71%
CYP inhibitory promiscuity	-	0.9337	93.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6990	69.90%
Eye corrosion	-	0.9922	99.22%
Eye irritation	+	0.5839	58.39%
Skin irritation	-	0.8573	85.73%
Skin corrosion	-	0.9671	96.71%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8078	80.78%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6126	61.26%
skin sensitisation	-	0.9121	91.21%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5564	55.64%
Acute Oral Toxicity (c)	III	0.5137	51.37%
Estrogen receptor binding	+	0.6231	62.31%
Androgen receptor binding	+	0.6946	69.46%
Thyroid receptor binding	+	0.6287	62.87%
Glucocorticoid receptor binding	-	0.6265	62.65%
Aromatase binding	+	0.8349	83.49%
PPAR gamma	+	0.8273	82.73%
Honey bee toxicity	-	0.9668	96.68%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.7860	78.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.31%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.02%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.36%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.29%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.24%	94.08%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.16%	94.23%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	84.64%	96.47%
CHEMBL2535	P11166	Glucose transporter	82.15%	98.75%
CHEMBL1781	P11387	DNA topoisomerase I	82.14%	97.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.12%	91.71%

Plants that contains it

• Tetradium ruticarpum

Cross-Links

• PubChem: 102253822
• NPASS: NPC259874