Emodacidamide G

Details

• Internal ID: 2c7d616f-81ce-4125-890f-64a1bcd4dd6d
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: (2S)-2-[(6-chloro-4,5,7-trihydroxy-9,10-dioxoanthracene-2-carbonyl)amino]-4-methylpentanoic acid
• SMILES (Canonical): CC(C)CC(C(=O)O)NC(=O)C1=CC2=C(C(=C1)O)C(=O)C3=C(C(=C(C=C3C2=O)O)Cl)O
• SMILES (Isomeric): CC(C)C[C@@H](C(=O)O)NC(=O)C1=CC2=C(C(=C1)O)C(=O)C3=C(C(=C(C=C3C2=O)O)Cl)O
• InChI: InChI=1S/C21H18ClNO8/c1-7(2)3-11(21(30)31)23-20(29)8-4-9-14(12(24)5-8)18(27)15-10(17(9)26)6-13(25)16(22)19(15)28/h4-7,11,24-25,28H,3H2,1-2H3,(H,23,29)(H,30,31)/t11-/m0/s1
• InChI Key: VOXKCJAIEWKHLK-NSHDSACASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈ClNO₈
• Molecular Weight: 447.80 g/mol
• Exact Mass: 447.0720942 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.46
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• (2S)-2-[(6-chloro-4,5,7-trihydroxy-9,10-dioxoanthracene-2-carbonyl)amino]-4-methylpentanoic acid
• (2S)-2-(((6-chloro-4,5,7-trihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)(hydroxy)methylidene)amino)-4-methylpentanoate
• (2S)-2-((6-chloro-4,5,7-trihydroxy-9,10-dioxoanthracene-2-carbonyl)amino)-4-methylpentanoic acid
• (2S)-2-{[(6-chloro-4,5,7-trihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)(hydroxy)methylidene]amino}-4-methylpentanoate
• RefChem:136706
• CHEMBL4127268
• CHEBI:207659

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9684	96.84%
Caco-2	-	0.8041	80.41%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5974	59.74%
OATP2B1 inhibitior	-	0.7079	70.79%
OATP1B1 inhibitior	+	0.8025	80.25%
OATP1B3 inhibitior	+	0.9156	91.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7092	70.92%
P-glycoprotein inhibitior	-	0.7271	72.71%
P-glycoprotein substrate	-	0.5822	58.22%
CYP3A4 substrate	+	0.5983	59.83%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8809	88.09%
CYP3A4 inhibition	-	0.8887	88.87%
CYP2C9 inhibition	-	0.7177	71.77%
CYP2C19 inhibition	-	0.7663	76.63%
CYP2D6 inhibition	-	0.8399	83.99%
CYP1A2 inhibition	-	0.6237	62.37%
CYP2C8 inhibition	-	0.7772	77.72%
CYP inhibitory promiscuity	-	0.7518	75.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8031	80.31%
Carcinogenicity (trinary)	Non-required	0.4850	48.50%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9257	92.57%
Skin irritation	-	0.8133	81.33%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4779	47.79%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8479	84.79%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5960	59.60%
Acute Oral Toxicity (c)	III	0.5740	57.40%
Estrogen receptor binding	+	0.7461	74.61%
Androgen receptor binding	+	0.7663	76.63%
Thyroid receptor binding	-	0.4872	48.72%
Glucocorticoid receptor binding	+	0.6555	65.55%
Aromatase binding	-	0.5345	53.45%
PPAR gamma	+	0.8309	83.09%
Honey bee toxicity	-	0.9234	92.34%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5894	58.94%
Fish aquatic toxicity	+	0.9930	99.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.34%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.92%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.10%	96.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.62%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.94%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.79%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.62%	89.34%
CHEMBL4208	P20618	Proteasome component C5	90.33%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	89.72%	90.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	89.15%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.68%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.05%	96.90%
CHEMBL226	P30542	Adenosine A1 receptor	85.57%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.06%	99.17%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.23%	96.67%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.14%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	83.04%	94.73%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.56%	92.29%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.43%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.48%	96.21%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.34%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.90%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.50%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132489983
• LOTUS: LTS0089862
• wikiData: Q105290506