6-Hydroxy-6-(3-oxopentan-2-yl)indolo[2,1-b]quinazolin-12-one

Details

• Internal ID: 1d46b0e5-a131-47fc-9399-723dbb98be02
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinazolines > Indoloquinazolines
• IUPAC Name: 6-hydroxy-6-(3-oxopentan-2-yl)indolo[2,1-b]quinazolin-12-one
• SMILES (Canonical): CCC(=O)C(C)C1(C2=CC=CC=C2N3C1=NC4=CC=CC=C4C3=O)O
• SMILES (Isomeric): CCC(=O)C(C)C1(C2=CC=CC=C2N3C1=NC4=CC=CC=C4C3=O)O
• InChI: InChI=1S/C20H18N2O3/c1-3-17(23)12(2)20(25)14-9-5-7-11-16(14)22-18(24)13-8-4-6-10-15(13)21-19(20)22/h4-12,25H,3H2,1-2H3
• InChI Key: KRSSDHONRPUAMT-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈N₂O₃
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.13174244 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9869	98.69%
Caco-2	+	0.8342	83.42%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7107	71.07%
OATP2B1 inhibitior	-	0.7157	71.57%
OATP1B1 inhibitior	+	0.8927	89.27%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8816	88.16%
BSEP inhibitior	+	0.6694	66.94%
P-glycoprotein inhibitior	-	0.5383	53.83%
P-glycoprotein substrate	-	0.7374	73.74%
CYP3A4 substrate	+	0.5704	57.04%
CYP2C9 substrate	-	0.5872	58.72%
CYP2D6 substrate	-	0.8666	86.66%
CYP3A4 inhibition	-	0.8421	84.21%
CYP2C9 inhibition	+	0.5641	56.41%
CYP2C19 inhibition	-	0.6319	63.19%
CYP2D6 inhibition	-	0.9132	91.32%
CYP1A2 inhibition	-	0.5354	53.54%
CYP2C8 inhibition	-	0.6254	62.54%
CYP inhibitory promiscuity	-	0.5455	54.55%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.4935	49.35%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9832	98.32%
Skin irritation	-	0.8363	83.63%
Skin corrosion	-	0.9460	94.60%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5327	53.27%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.6147	61.47%
skin sensitisation	-	0.8903	89.03%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8764	87.64%
Acute Oral Toxicity (c)	II	0.4523	45.23%
Estrogen receptor binding	-	0.5069	50.69%
Androgen receptor binding	-	0.5120	51.20%
Thyroid receptor binding	+	0.5798	57.98%
Glucocorticoid receptor binding	+	0.8431	84.31%
Aromatase binding	+	0.8334	83.34%
PPAR gamma	+	0.7242	72.42%
Honey bee toxicity	-	0.9571	95.71%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.3814	38.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.37%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.15%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.66%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.04%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.29%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.14%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.07%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.80%	94.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.01%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.44%	89.00%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	81.21%	87.50%
CHEMBL1781	P11387	DNA topoisomerase I	80.82%	97.00%
CHEMBL4208	P20618	Proteasome component C5	80.24%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.10%	99.15%

Plants that contains it

• Phaius mishmensis

Cross-Links

• PubChem: 24970701
• NPASS: NPC474081
• ChEMBL: CHEMBL460270