(1S,13R,14S,15S)-6,8-dioxa-12-azapentacyclo[10.6.1.02,10.05,9.013,18]nonadeca-2(10),3,5(9),17-tetraene-14,15-diol

Details

• Internal ID: 97670c28-0aec-4764-9594-87adce5b51fd
• Taxonomy: Organoheterocyclic compounds > Benzazepines
• IUPAC Name: (1S,13R,14S,15S)-6,8-dioxa-12-azapentacyclo[10.6.1.02,10.05,9.013,18]nonadeca-2(10),3,5(9),17-tetraene-14,15-diol
• InChI: InChI=1S/C16H17NO4/c18-12-3-1-9-10-5-17(14(9)15(12)19)6-11-8(10)2-4-13-16(11)21-7-20-13/h1-2,4,10,12,14-15,18-19H,3,5-7H2/t10-,12-,14+,15+/m0/s1
• InChI Key: ZPVADMLRJXSFCT-OBCWZRDOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₇NO₄
• Molecular Weight: 287.31 g/mol
• Exact Mass: 287.11575802 g/mol
• Topological Polar Surface Area (TPSA): 62.20 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.75
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9221	92.21%
Caco-2	+	0.6553	65.53%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5312	53.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9509	95.09%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.9005	90.05%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5230	52.30%
P-glycoprotein inhibitior	-	0.9228	92.28%
P-glycoprotein substrate	-	0.7457	74.57%
CYP3A4 substrate	+	0.5465	54.65%
CYP2C9 substrate	-	0.8004	80.04%
CYP2D6 substrate	+	0.4851	48.51%
CYP3A4 inhibition	-	0.9233	92.33%
CYP2C9 inhibition	-	0.7868	78.68%
CYP2C19 inhibition	-	0.7256	72.56%
CYP2D6 inhibition	-	0.6025	60.25%
CYP1A2 inhibition	+	0.6076	60.76%
CYP2C8 inhibition	-	0.8016	80.16%
CYP inhibitory promiscuity	-	0.8748	87.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5388	53.88%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9470	94.70%
Skin irritation	-	0.7531	75.31%
Skin corrosion	-	0.9173	91.73%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3899	38.99%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8055	80.55%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6526	65.26%
Acute Oral Toxicity (c)	III	0.5444	54.44%
Estrogen receptor binding	-	0.6109	61.09%
Androgen receptor binding	+	0.5585	55.85%
Thyroid receptor binding	-	0.5062	50.62%
Glucocorticoid receptor binding	-	0.6561	65.61%
Aromatase binding	-	0.6478	64.78%
PPAR gamma	+	0.5959	59.59%
Honey bee toxicity	-	0.8285	82.85%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.7569	75.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.34%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.80%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.32%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	93.08%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.78%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.93%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.79%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.66%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.46%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.85%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.92%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.66%	93.40%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.22%	82.67%

Plants that contains it

• Narcissus poeticus subsp. radiiflorus

Cross-Links

• PubChem: 163106927
• LOTUS: LTS0191392
• wikiData: Q105381240