Aristolamide Ii

Details

• Internal ID: 4ebdf7a8-8e09-4bbe-baf7-01085bd9ea7f
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: naphtho[2,1-g][1,3]benzodioxole-5-carboxamide
• SMILES (Canonical): C1OC2=C(O1)C3=C(C=CC4=CC=CC=C43)C(=C2)C(=O)N
• SMILES (Isomeric): C1OC2=C(O1)C3=C(C=CC4=CC=CC=C43)C(=C2)C(=O)N
• InChI: InChI=1S/C16H11NO3/c17-16(18)12-7-13-15(20-8-19-13)14-10-4-2-1-3-9(10)5-6-11(12)14/h1-7H,8H2,(H2,17,18)
• InChI Key: MOCSPCCAGNSGTH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₁NO₃
• Molecular Weight: 265.26 g/mol
• Exact Mass: 265.07389321 g/mol
• Topological Polar Surface Area (TPSA): 61.60 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL1684819

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8100	81.00%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5722	57.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9671	96.71%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7485	74.85%
P-glycoprotein inhibitior	-	0.7693	76.93%
P-glycoprotein substrate	-	0.9235	92.35%
CYP3A4 substrate	-	0.5919	59.19%
CYP2C9 substrate	-	0.8105	81.05%
CYP2D6 substrate	-	0.8536	85.36%
CYP3A4 inhibition	+	0.5240	52.40%
CYP2C9 inhibition	-	0.6813	68.13%
CYP2C19 inhibition	+	0.5582	55.82%
CYP2D6 inhibition	+	0.6930	69.30%
CYP1A2 inhibition	+	0.7456	74.56%
CYP2C8 inhibition	-	0.7869	78.69%
CYP inhibitory promiscuity	+	0.6844	68.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8218	82.18%
Carcinogenicity (trinary)	Non-required	0.4842	48.42%
Eye corrosion	-	0.9855	98.55%
Eye irritation	+	0.7197	71.97%
Skin irritation	-	0.5939	59.39%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	+	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6269	62.69%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7601	76.01%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7062	70.62%
Acute Oral Toxicity (c)	III	0.5732	57.32%
Estrogen receptor binding	+	0.8985	89.85%
Androgen receptor binding	+	0.8881	88.81%
Thyroid receptor binding	+	0.6185	61.85%
Glucocorticoid receptor binding	+	0.8324	83.24%
Aromatase binding	+	0.8009	80.09%
PPAR gamma	+	0.7338	73.38%
Honey bee toxicity	-	0.9145	91.45%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7757	77.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.36%	91.11%
CHEMBL240	Q12809	HERG	96.41%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.28%	95.56%
CHEMBL3384	Q16512	Protein kinase N1	89.82%	80.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.85%	94.45%
CHEMBL3959	P16083	Quinone reductase 2	86.47%	89.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.41%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.09%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.44%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.19%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.78%	97.09%
CHEMBL2535	P11166	Glucose transporter	82.19%	98.75%

Plants that contains it

• Aristolochia manshuriensis

Cross-Links

• PubChem: 51346765
• NPASS: NPC16436