dimethyl (1S,12S,21S)-21-hydroxy-24-oxo-5,7-dioxa-2,15-diazahexacyclo[17.2.2.112,15.01,12.03,11.04,8]tetracosa-3(11),4(8),9,19(23)-tetraene-2,21-dicarboxylate

Details

• Internal ID: fa3fb670-d902-44e3-88a8-ccd4be9ba99f
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolecarboxylic acids and derivatives > Indolecarboxylic acids
• IUPAC Name: dimethyl (1S,12S,21S)-21-hydroxy-24-oxo-5,7-dioxa-2,15-diazahexacyclo[17.2.2.112,15.01,12.03,11.04,8]tetracosa-3(11),4(8),9,19(23)-tetraene-2,21-dicarboxylate
• SMILES (Canonical): COC(=O)C1(CC2=CCC13C4(CCN(C4=O)CCC2)C5=C(N3C(=O)OC)C6=C(C=C5)OCO6)O
• SMILES (Isomeric): COC(=O)[C@@]1(CC2=CC[C@]13[C@]4(CCN(C4=O)CCC2)C5=C(N3C(=O)OC)C6=C(C=C5)OCO6)O
• InChI: InChI=1S/C24H26N2O8/c1-31-20(28)23(30)12-14-4-3-10-25-11-9-22(19(25)27)15-5-6-16-18(34-13-33-16)17(15)26(21(29)32-2)24(22,23)8-7-14/h5-7,30H,3-4,8-13H2,1-2H3/t22-,23-,24+/m1/s1
• InChI Key: HNAOVPOBPGXGMD-SMIHKQSGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆N₂O₈
• Molecular Weight: 470.50 g/mol
• Exact Mass: 470.16891579 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.63
• H-Bond Acceptor: 8
• 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	+	0.9793	97.93%
Caco-2	-	0.5244	52.44%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6724	67.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9001	90.01%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8934	89.34%
P-glycoprotein inhibitior	+	0.5848	58.48%
P-glycoprotein substrate	+	0.5920	59.20%
CYP3A4 substrate	+	0.6697	66.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8060	80.60%
CYP3A4 inhibition	+	0.7050	70.50%
CYP2C9 inhibition	-	0.7841	78.41%
CYP2C19 inhibition	-	0.6598	65.98%
CYP2D6 inhibition	-	0.8307	83.07%
CYP1A2 inhibition	-	0.7996	79.96%
CYP2C8 inhibition	+	0.5217	52.17%
CYP inhibitory promiscuity	-	0.8333	83.33%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4490	44.90%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9376	93.76%
Skin irritation	-	0.7746	77.46%
Skin corrosion	-	0.9251	92.51%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5307	53.07%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.8471	84.71%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.8057	80.57%
Acute Oral Toxicity (c)	III	0.5996	59.96%
Estrogen receptor binding	+	0.7215	72.15%
Androgen receptor binding	+	0.7840	78.40%
Thyroid receptor binding	-	0.5321	53.21%
Glucocorticoid receptor binding	+	0.5820	58.20%
Aromatase binding	+	0.6235	62.35%
PPAR gamma	+	0.5221	52.21%
Honey bee toxicity	-	0.8202	82.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5356	53.56%
Fish aquatic toxicity	+	0.9597	95.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.52%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.83%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.50%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.76%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.25%	96.09%
CHEMBL4208	P20618	Proteasome component C5	94.76%	90.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.71%	93.40%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	94.55%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.42%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.88%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.59%	85.14%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	87.89%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.41%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	86.36%	91.49%
CHEMBL5028	O14672	ADAM10	86.33%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.48%	94.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.45%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.39%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.56%	100.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.48%	80.96%

Plants that contains it

• Kopsia pauciflora

Cross-Links

• PubChem: 10552307
• LOTUS: LTS0138625
• wikiData: Q105030778