(1R,13S,15R,16S)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.013,18]nonadeca-2,4(8),9,17-tetraen-16-ol

Details

• Internal ID: aa9c0b29-7338-4c48-a3e7-aba57365767f
• Taxonomy: Organoheterocyclic compounds > Benzazepines
• IUPAC Name: (1R,13S,15R,16S)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.013,18]nonadeca-2,4(8),9,17-tetraen-16-ol
• SMILES (Canonical): COC1CC2C(=CC1O)C3CN2CC4=CC5=C(C=C34)OCO5
• SMILES (Isomeric): CO[C@@H]1C[C@H]2C(=C[C@@H]1O)[C@@H]3CN2CC4=CC5=C(C=C34)OCO5
• InChI: InChI=1S/C17H19NO4/c1-20-15-5-13-11(3-14(15)19)12-7-18(13)6-9-2-16-17(4-10(9)12)22-8-21-16/h2-4,12-15,19H,5-8H2,1H3/t12-,13+,14+,15-/m1/s1
• InChI Key: ZSCIOAUFGUNSQT-CBBWQLFWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₉NO₄
• Molecular Weight: 301.34 g/mol
• Exact Mass: 301.13140809 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.8749	87.49%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5225	52.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9202	92.02%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.4715	47.15%
P-glycoprotein inhibitior	-	0.8579	85.79%
P-glycoprotein substrate	-	0.7421	74.21%
CYP3A4 substrate	+	0.6226	62.26%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	+	0.5613	56.13%
CYP3A4 inhibition	-	0.5937	59.37%
CYP2C9 inhibition	-	0.8359	83.59%
CYP2C19 inhibition	-	0.5578	55.78%
CYP2D6 inhibition	+	0.6518	65.18%
CYP1A2 inhibition	-	0.5064	50.64%
CYP2C8 inhibition	-	0.8314	83.14%
CYP inhibitory promiscuity	-	0.6540	65.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5466	54.66%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9748	97.48%
Skin irritation	-	0.7578	75.78%
Skin corrosion	-	0.9284	92.84%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3817	38.17%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8142	81.42%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.7644	76.44%
Acute Oral Toxicity (c)	III	0.5953	59.53%
Estrogen receptor binding	-	0.6363	63.63%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6008	60.08%
Glucocorticoid receptor binding	+	0.5633	56.33%
Aromatase binding	-	0.6275	62.75%
PPAR gamma	+	0.6013	60.13%
Honey bee toxicity	-	0.7243	72.43%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8973	89.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.52%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.58%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.65%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.79%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.28%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.03%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.56%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.13%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.84%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.22%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.58%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.12%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.07%	95.89%

Plants that contains it

• Crossyne flava

Cross-Links

• PubChem: 102586382
• LOTUS: LTS0271455
• wikiData: Q105382436