(2R)-N-[(3S,4R,4aR,5R,6R)-3-(dichloromethyl)-5,6,8-trihydroxy-3-methyl-1-oxo-4a,5,6,7-tetrahydro-4H-isochromen-4-yl]-2-aminopropanamide

Details

• Internal ID: aefa2315-9e13-4de7-aaa4-626da58124af
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (2R)-N-[(3S,4R,4aR,5R,6R)-3-(dichloromethyl)-5,6,8-trihydroxy-3-methyl-1-oxo-4a,5,6,7-tetrahydro-4H-isochromen-4-yl]-2-aminopropanamide
• InChI: InChI=1S/C14H20Cl2N2O6/c1-4(17)11(22)18-10-8-7(5(19)3-6(20)9(8)21)12(23)24-14(10,2)13(15)16/h4,6,8-10,13,19-21H,3,17H2,1-2H3,(H,18,22)/t4-,6-,8+,9+,10-,14+/m1/s1
• InChI Key: RBCHRRIVFAIGFI-NSJAQZICSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀Cl₂N₂O₆
• Molecular Weight: 383.20 g/mol
• Exact Mass: 382.0698418 g/mol
• Topological Polar Surface Area (TPSA): 142.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.51
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8516	85.16%
Caco-2	-	0.8010	80.10%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4359	43.59%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.8906	89.06%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.9046	90.46%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9389	93.89%
P-glycoprotein inhibitior	-	0.8318	83.18%
P-glycoprotein substrate	+	0.8318	83.18%
CYP3A4 substrate	+	0.6104	61.04%
CYP2C9 substrate	-	0.8029	80.29%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	-	0.9476	94.76%
CYP2C9 inhibition	-	0.8578	85.78%
CYP2C19 inhibition	-	0.8192	81.92%
CYP2D6 inhibition	-	0.9064	90.64%
CYP1A2 inhibition	-	0.8604	86.04%
CYP2C8 inhibition	-	0.8297	82.97%
CYP inhibitory promiscuity	-	0.8840	88.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Danger	0.4790	47.90%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9842	98.42%
Skin irritation	-	0.7545	75.45%
Skin corrosion	-	0.9240	92.40%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6271	62.71%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8361	83.61%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.8342	83.42%
Acute Oral Toxicity (c)	III	0.5431	54.31%
Estrogen receptor binding	+	0.6117	61.17%
Androgen receptor binding	-	0.5266	52.66%
Thyroid receptor binding	+	0.6138	61.38%
Glucocorticoid receptor binding	+	0.6735	67.35%
Aromatase binding	-	0.5485	54.85%
PPAR gamma	-	0.5273	52.73%
Honey bee toxicity	-	0.8292	82.92%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.3945	39.45%

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	98.98%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.13%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.47%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.81%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.60%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.71%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	89.92%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.86%	93.56%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	89.72%	83.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.83%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.15%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.82%	97.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.59%	93.03%
CHEMBL3401	O75469	Pregnane X receptor	85.54%	94.73%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.92%	89.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.43%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.09%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.63%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	83.29%	95.93%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.17%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.08%	97.09%
CHEMBL236	P41143	Delta opioid receptor	82.84%	99.35%
CHEMBL2535	P11166	Glucose transporter	82.12%	98.75%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	81.93%	92.29%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.32%	89.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.58%	91.38%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.31%	94.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 154495911
• LOTUS: LTS0151994
• wikiData: Q105233039