methyl (12R)-12-hydroxy-6-oxoindolo[2,1-b]quinazoline-12-carboxylate

Details

• Internal ID: eb7e1ea4-faa5-4706-8b94-3795926b45c8
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinazolines > Indoloquinazolines
• IUPAC Name: methyl (12R)-12-hydroxy-6-oxoindolo[2,1-b]quinazoline-12-carboxylate
• SMILES (Canonical): COC(=O)C1(C2=CC=CC=C2N=C3N1C4=CC=CC=C4C3=O)O
• SMILES (Isomeric): COC(=O)[C@@]1(C2=CC=CC=C2N=C3N1C4=CC=CC=C4C3=O)O
• InChI: InChI=1S/C17H12N2O4/c1-23-16(21)17(22)11-7-3-4-8-12(11)18-15-14(20)10-6-2-5-9-13(10)19(15)17/h2-9,22H,1H3/t17-/m1/s1
• InChI Key: KBIGHBLKYNEVDZ-QGZVFWFLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂N₂O₄
• Molecular Weight: 308.29 g/mol
• Exact Mass: 308.07970687 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7917	79.17%
Caco-2	+	0.5593	55.93%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5934	59.34%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.9478	94.78%
OATP1B3 inhibitior	+	0.9435	94.35%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7941	79.41%
P-glycoprotein inhibitior	-	0.6372	63.72%
P-glycoprotein substrate	-	0.8143	81.43%
CYP3A4 substrate	+	0.5950	59.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8377	83.77%
CYP3A4 inhibition	-	0.7242	72.42%
CYP2C9 inhibition	-	0.5338	53.38%
CYP2C19 inhibition	-	0.5681	56.81%
CYP2D6 inhibition	-	0.8716	87.16%
CYP1A2 inhibition	-	0.5167	51.67%
CYP2C8 inhibition	-	0.8652	86.52%
CYP inhibitory promiscuity	-	0.7839	78.39%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5273	52.73%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.6437	64.37%
Skin irritation	-	0.8073	80.73%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9203	92.03%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8912	89.12%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7008	70.08%
Acute Oral Toxicity (c)	III	0.5384	53.84%
Estrogen receptor binding	+	0.8293	82.93%
Androgen receptor binding	+	0.6723	67.23%
Thyroid receptor binding	+	0.5544	55.44%
Glucocorticoid receptor binding	+	0.8234	82.34%
Aromatase binding	+	0.8332	83.32%
PPAR gamma	+	0.7567	75.67%
Honey bee toxicity	-	0.9334	93.34%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.4101	41.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.32%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.68%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.36%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.46%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.28%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.64%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.50%	85.14%
CHEMBL2535	P11166	Glucose transporter	84.54%	98.75%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.49%	96.67%
CHEMBL4208	P20618	Proteasome component C5	83.32%	90.00%
CHEMBL5028	O14672	ADAM10	81.77%	97.50%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.18%	93.65%

Plants that contains it

• Phaius mishmensis

Cross-Links

• PubChem: 154496999
• LOTUS: LTS0254393
• wikiData: Q105138254