(1R,13S,16S,17R)-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,14-tetraene-13,16,17-triol

Details

• Internal ID: 6bc81213-ac2a-4a50-a3ff-6d97e357fb2e
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
• IUPAC Name: (1R,13S,16S,17R)-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,14-tetraene-13,16,17-triol
• SMILES (Canonical): C1CN2CC3=CC4=C(C=C3C15C2(C=CC(C5O)O)O)OCO4
• SMILES (Isomeric): C1CN2CC3=CC4=C(C=C3[C@]15[C@]2(C=C[C@@H]([C@@H]5O)O)O)OCO4
• InChI: InChI=1S/C16H17NO5/c18-11-1-2-16(20)15(14(11)19)3-4-17(16)7-9-5-12-13(6-10(9)15)22-8-21-12/h1-2,5-6,11,14,18-20H,3-4,7-8H2/t11-,14-,15+,16-/m0/s1
• InChI Key: ICMXHARUBOJYFS-KSYCFECVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₇NO₅
• Molecular Weight: 303.31 g/mol
• Exact Mass: 303.11067264 g/mol
• Topological Polar Surface Area (TPSA): 82.40 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.15
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7706	77.06%
Caco-2	+	0.5139	51.39%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5057	50.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9262	92.62%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5681	56.81%
P-glycoprotein inhibitior	-	0.8895	88.95%
P-glycoprotein substrate	-	0.7417	74.17%
CYP3A4 substrate	+	0.5231	52.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7257	72.57%
CYP3A4 inhibition	-	0.7421	74.21%
CYP2C9 inhibition	-	0.8561	85.61%
CYP2C19 inhibition	-	0.8240	82.40%
CYP2D6 inhibition	-	0.6869	68.69%
CYP1A2 inhibition	-	0.7401	74.01%
CYP2C8 inhibition	-	0.8999	89.99%
CYP inhibitory promiscuity	-	0.8600	86.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5767	57.67%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.9231	92.31%
Skin irritation	-	0.7479	74.79%
Skin corrosion	-	0.9237	92.37%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6015	60.15%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5176	51.76%
skin sensitisation	-	0.8028	80.28%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6213	62.13%
Acute Oral Toxicity (c)	III	0.5429	54.29%
Estrogen receptor binding	+	0.5468	54.68%
Androgen receptor binding	+	0.6827	68.27%
Thyroid receptor binding	+	0.7709	77.09%
Glucocorticoid receptor binding	-	0.5483	54.83%
Aromatase binding	+	0.5327	53.27%
PPAR gamma	+	0.6963	69.63%
Honey bee toxicity	-	0.8829	88.29%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8314	83.14%

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	96.91%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.58%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.21%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.28%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.76%	94.45%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	88.82%	90.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.09%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.79%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.59%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.47%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.20%	92.62%
CHEMBL4208	P20618	Proteasome component C5	80.23%	90.00%

Plants that contains it

• Crinum asiaticum

Cross-Links

• PubChem: 162892480
• LOTUS: LTS0218162
• wikiData: Q105111082