Damirone A

Details

• Internal ID: 9c6cd1b7-2011-461a-8448-c43d55c03134
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Pyrroloquinolines > Pyrrolo[4,3,2-de]quinolines
• IUPAC Name: 2,7-dimethyl-2,7-diazatricyclo[6.3.1.04,12]dodeca-1(12),3,8-triene-10,11-dione
• SMILES (Canonical): CN1CCC2=CN(C3=C2C1=CC(=O)C3=O)C
• SMILES (Isomeric): CN1CCC2=CN(C3=C2C1=CC(=O)C3=O)C
• InChI: InChI=1S/C12H12N2O2/c1-13-4-3-7-6-14(2)11-10(7)8(13)5-9(15)12(11)16/h5-6H,3-4H2,1-2H3
• InChI Key: NWBAIJSXHACZNH-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂N₂O₂
• Molecular Weight: 216.24 g/mol
• Exact Mass: 216.089877630 g/mol
• Topological Polar Surface Area (TPSA): 42.30 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.62
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 138683-66-6
• CHEMBL559637
• SCHEMBL9261797
• DTXSID00160759
• NSC700003
• NSC-700003
• Pyrrolo(4,3,2-de)quinoline-7,8-dione, 1,3,4,5-tetrahydro-1,5-dimethyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9844	98.44%
Caco-2	+	0.9198	91.98%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7164	71.64%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9522	95.22%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.9112	91.12%
P-glycoprotein inhibitior	-	0.9716	97.16%
P-glycoprotein substrate	-	0.8508	85.08%
CYP3A4 substrate	-	0.5615	56.15%
CYP2C9 substrate	+	0.6043	60.43%
CYP2D6 substrate	-	0.7473	74.73%
CYP3A4 inhibition	-	0.7624	76.24%
CYP2C9 inhibition	-	0.7802	78.02%
CYP2C19 inhibition	-	0.7520	75.20%
CYP2D6 inhibition	-	0.5554	55.54%
CYP1A2 inhibition	+	0.6121	61.21%
CYP2C8 inhibition	-	0.9835	98.35%
CYP inhibitory promiscuity	+	0.5725	57.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5469	54.69%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9652	96.52%
Skin irritation	-	0.7407	74.07%
Skin corrosion	-	0.9131	91.31%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6387	63.87%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8445	84.45%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5156	51.56%
Acute Oral Toxicity (c)	III	0.6503	65.03%
Estrogen receptor binding	-	0.7411	74.11%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6777	67.77%
Glucocorticoid receptor binding	+	0.5435	54.35%
Aromatase binding	-	0.5644	56.44%
PPAR gamma	-	0.8355	83.55%
Honey bee toxicity	-	0.9106	91.06%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.3947	39.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.06%	93.40%
CHEMBL2581	P07339	Cathepsin D	95.15%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.36%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.55%	96.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.89%	96.67%
CHEMBL4208	P20618	Proteasome component C5	84.98%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.20%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.62%	95.89%
CHEMBL217	P14416	Dopamine D2 receptor	81.56%	95.62%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.94%	96.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 2946
• LOTUS: LTS0136322
• wikiData: Q83029100