(1R,9R,17S)-5-benzyl-7,13-diazatetracyclo[7.7.1.02,7.013,17]heptadeca-2,4-dien-6-one

Details

• Internal ID: aa221801-1e35-4246-966d-3df07aefa529
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Naphthyridines
• IUPAC Name: (1R,9R,17S)-5-benzyl-7,13-diazatetracyclo[7.7.1.02,7.013,17]heptadeca-2,4-dien-6-one
• InChI: InChI=1S/C22H26N2O/c25-22-17(14-16-6-2-1-3-7-16)10-11-20-19-9-5-13-23-12-4-8-18(21(19)23)15-24(20)22/h1-3,6-7,10-11,18-19,21H,4-5,8-9,12-15H2/t18-,19+,21+/m1/s1
• InChI Key: PSQXPBRTGSXMJP-DYXWJJEUSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆N₂O
• Molecular Weight: 334.50 g/mol
• Exact Mass: 334.204513457 g/mol
• Topological Polar Surface Area (TPSA): 23.60 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.4935	49.35%
Blood Brain Barrier	+	0.9288	92.88%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8473	84.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9064	90.64%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	+	0.6400	64.00%
OCT2 inhibitior	+	0.9000	90.00%
BSEP inhibitior	+	0.9385	93.85%
P-glycoprotein inhibitior	+	0.7588	75.88%
P-glycoprotein substrate	-	0.6660	66.60%
CYP3A4 substrate	+	0.5578	55.78%
CYP2C9 substrate	-	0.8260	82.60%
CYP2D6 substrate	+	0.3552	35.52%
CYP3A4 inhibition	+	0.6013	60.13%
CYP2C9 inhibition	-	0.7651	76.51%
CYP2C19 inhibition	+	0.6681	66.81%
CYP2D6 inhibition	-	0.7661	76.61%
CYP1A2 inhibition	+	0.7438	74.38%
CYP2C8 inhibition	-	0.7469	74.69%
CYP inhibitory promiscuity	+	0.8673	86.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7115	71.15%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9897	98.97%
Skin irritation	-	0.7313	73.13%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8240	82.40%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8721	87.21%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.5646	56.46%
Acute Oral Toxicity (c)	II	0.4760	47.60%
Estrogen receptor binding	+	0.6678	66.78%
Androgen receptor binding	+	0.6568	65.68%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5483	54.83%
Aromatase binding	+	0.7626	76.26%
PPAR gamma	+	0.6343	63.43%
Honey bee toxicity	-	0.7889	78.89%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	-	0.4388	43.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.57%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.73%	95.56%
CHEMBL1978	P11511	Cytochrome P450 19A1	92.44%	91.76%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	90.53%	91.43%
CHEMBL5805	Q9NR97	Toll-like receptor 8	88.72%	96.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.22%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.84%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.26%	93.99%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.17%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.95%	97.09%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.93%	98.33%
CHEMBL2327	P21452	Neurokinin 2 receptor	82.78%	98.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.30%	86.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	81.57%	97.64%

Plants that contains it

• Sophora pachycarpa

Cross-Links

• PubChem: 21627980
• LOTUS: LTS0155025
• wikiData: Q105214356