methyl (12S,13S,15R,17S,19S)-19-hydroxy-13-[(1S)-1-hydroxyethyl]-4-methoxy-1,11-diazapentacyclo[13.3.1.02,7.08,18.012,17]nonadeca-2(7),3,5,8(18)-tetraene-17-carboxylate

Details

• Internal ID: 75bb54c8-4aa4-4e0e-b355-ba825fde12db
• Taxonomy: Organoheterocyclic compounds > Pyrroloazepines
• IUPAC Name: methyl (12S,13S,15R,17S,19S)-19-hydroxy-13-[(1S)-1-hydroxyethyl]-4-methoxy-1,11-diazapentacyclo[13.3.1.02,7.08,18.012,17]nonadeca-2(7),3,5,8(18)-tetraene-17-carboxylate
• InChI: InChI=1S/C22H28N2O5/c1-11(25)16-8-12-10-22(21(27)29-3)18(16)23-7-6-15-14-5-4-13(28-2)9-17(14)24(19(15)22)20(12)26/h4-5,9,11-12,16,18,20,23,25-26H,6-8,10H2,1-3H3/t11-,12+,16+,18-,20-,22-/m0/s1
• InChI Key: QKYXTXFMWJYJDW-LMIFGVMKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈N₂O₅
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.19982200 g/mol
• Topological Polar Surface Area (TPSA): 93.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8973	89.73%
Caco-2	+	0.5634	56.34%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4464	44.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9253	92.53%
OATP1B3 inhibitior	+	0.9314	93.14%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5740	57.40%
P-glycoprotein inhibitior	-	0.6533	65.33%
P-glycoprotein substrate	+	0.7768	77.68%
CYP3A4 substrate	+	0.6593	65.93%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.3777	37.77%
CYP3A4 inhibition	-	0.6479	64.79%
CYP2C9 inhibition	-	0.6877	68.77%
CYP2C19 inhibition	-	0.7191	71.91%
CYP2D6 inhibition	-	0.7661	76.61%
CYP1A2 inhibition	-	0.7085	70.85%
CYP2C8 inhibition	-	0.5710	57.10%
CYP inhibitory promiscuity	-	0.6199	61.99%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6708	67.08%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9752	97.52%
Skin irritation	-	0.7956	79.56%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4650	46.50%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.5665	56.65%
skin sensitisation	-	0.8729	87.29%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.9400	94.00%
Acute Oral Toxicity (c)	III	0.5312	53.12%
Estrogen receptor binding	+	0.6046	60.46%
Androgen receptor binding	+	0.6347	63.47%
Thyroid receptor binding	+	0.5980	59.80%
Glucocorticoid receptor binding	+	0.6577	65.77%
Aromatase binding	+	0.6273	62.73%
PPAR gamma	+	0.6030	60.30%
Honey bee toxicity	-	0.7809	78.09%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.6498	64.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.38%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.82%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.47%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.72%	85.14%
CHEMBL2179	P04062	Beta-glucocerebrosidase	94.91%	85.31%
CHEMBL2535	P11166	Glucose transporter	94.74%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.53%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.01%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.64%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.68%	96.77%
CHEMBL4208	P20618	Proteasome component C5	88.94%	90.00%
CHEMBL255	P29275	Adenosine A2b receptor	86.84%	98.59%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.64%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	85.96%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.47%	91.07%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.16%	85.30%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.21%	94.08%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.43%	92.62%
CHEMBL5028	O14672	ADAM10	82.30%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.17%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.29%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	80.34%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.09%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.05%	91.03%

Plants that contains it

• Tabernaemontana corymbosa

Cross-Links

• PubChem: 21595540
• LOTUS: LTS0166605
• wikiData: Q105223421