(17S)-6,9-dihydroxy-5-methoxy-16-oxa-23-azapentacyclo[15.7.1.18,12.02,7.019,24]hexacosa-2(7),3,5,8,10,12(26)-hexaen-15-one

Details

• Internal ID: d4fbbafd-a2c6-4755-9987-a23bb5782745
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (17S)-6,9-dihydroxy-5-methoxy-16-oxa-23-azapentacyclo[15.7.1.18,12.02,7.019,24]hexacosa-2(7),3,5,8,10,12(26)-hexaen-15-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)C3CC(CC4C3NCCC4)OC(=O)CCC5=CC2=C(C=C5)O)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C3C[C@H](CC4C3NCCC4)OC(=O)CCC5=CC2=C(C=C5)O)O
• InChI: InChI=1S/C25H29NO5/c1-30-21-8-6-17-18-13-16(12-15-3-2-10-26-24(15)18)31-22(28)9-5-14-4-7-20(27)19(11-14)23(17)25(21)29/h4,6-8,11,15-16,18,24,26-27,29H,2-3,5,9-10,12-13H2,1H3/t15?,16-,18?,24?/m0/s1
• InChI Key: FPUGEZQMCZNKFY-UMKOHVKBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₉NO₅
• Molecular Weight: 423.50 g/mol
• Exact Mass: 423.20457303 g/mol
• Topological Polar Surface Area (TPSA): 88.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9335	93.35%
Caco-2	-	0.6844	68.44%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6032	60.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8842	88.42%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9721	97.21%
P-glycoprotein inhibitior	+	0.6319	63.19%
P-glycoprotein substrate	+	0.5386	53.86%
CYP3A4 substrate	+	0.6788	67.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4305	43.05%
CYP3A4 inhibition	-	0.9075	90.75%
CYP2C9 inhibition	-	0.9249	92.49%
CYP2C19 inhibition	-	0.7863	78.63%
CYP2D6 inhibition	-	0.5893	58.93%
CYP1A2 inhibition	-	0.5769	57.69%
CYP2C8 inhibition	+	0.7715	77.15%
CYP inhibitory promiscuity	-	0.9436	94.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6687	66.87%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9662	96.62%
Skin irritation	-	0.7401	74.01%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6462	64.62%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8570	85.70%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7675	76.75%
Acute Oral Toxicity (c)	III	0.5945	59.45%
Estrogen receptor binding	+	0.6927	69.27%
Androgen receptor binding	+	0.8251	82.51%
Thyroid receptor binding	-	0.5220	52.20%
Glucocorticoid receptor binding	+	0.7777	77.77%
Aromatase binding	+	0.5872	58.72%
PPAR gamma	+	0.6071	60.71%
Honey bee toxicity	-	0.8311	83.11%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5149	51.49%
Fish aquatic toxicity	-	0.5603	56.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	97.23%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.36%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.60%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.54%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	94.36%	92.88%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.97%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.02%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.50%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.26%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.17%	92.94%
CHEMBL213	P08588	Beta-1 adrenergic receptor	91.47%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.31%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.02%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.74%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.19%	96.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.95%	99.23%
CHEMBL3438	Q05513	Protein kinase C zeta	87.99%	88.48%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	87.95%	83.10%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.10%	96.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.80%	93.03%
CHEMBL1937	Q92769	Histone deacetylase 2	86.44%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	85.30%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.87%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.80%	92.62%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.42%	95.78%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.33%	100.00%
CHEMBL3194	P02766	Transthyretin	82.25%	90.71%
CHEMBL2535	P11166	Glucose transporter	82.03%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.49%	85.14%
CHEMBL2056	P21728	Dopamine D1 receptor	81.17%	91.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	80.94%	91.79%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.61%	95.50%
CHEMBL1873	P00750	Tissue-type plasminogen activator	80.36%	93.33%

Plants that contains it

• Lagerstroemia indica

Cross-Links

• PubChem: 5316425
• NPASS: NPC33631