7-[4-(dimethylamino)-5-[4-hydroxy-5-(5-hydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-9-[4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-9-ethyl-1,6,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione

Details

• Internal ID: d476386c-25e6-4c11-8c99-a24e5a450b4c
• Taxonomy: Phenylpropanoids and polyketides > Anthracyclines
• IUPAC Name: 7-[4-(dimethylamino)-5-[4-hydroxy-5-(5-hydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-9-[4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-9-ethyl-1,6,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione
• SMILES (Canonical): CCC1(CC(C2=C(C1)C(=C3C(=C2O)C(=O)C4=C(C3=O)C(=CC=C4)O)O)OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)OC7CCC(C(O7)C)O)O)N(C)C)OC8CC(C(C(O8)C)O)N(C)C
• SMILES (Isomeric): CCC1(CC(C2=C(C1)C(=C3C(=C2O)C(=O)C4=C(C3=O)C(=CC=C4)O)O)OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)OC7CCC(C(O7)C)O)O)N(C)C)OC8CC(C(C(O8)C)O)N(C)C
• InChI: InChI=1S/C48H68N2O16/c1-10-48(66-36-16-27(49(6)7)41(54)22(3)60-36)19-26-38(45(58)39-40(43(26)56)44(57)37-25(42(39)55)12-11-13-30(37)52)32(20-48)63-34-17-28(50(8)9)46(23(4)61-34)65-35-18-31(53)47(24(5)62-35)64-33-15-14-29(51)21(2)59-33/h11-13,21-24,27-29,31-36,41,46-47,51-54,56,58H,10,14-20H2,1-9H3
• InChI Key: CZVPXGLWFULEJB-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₆₈N₂O₁₆
• Molecular Weight: 929.10 g/mol
• Exact Mass: 928.45688409 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.39
• H-Bond Acceptor: 18
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7720	77.20%
Caco-2	-	0.8677	86.77%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5476	54.76%
OATP2B1 inhibitior	-	0.8648	86.48%
OATP1B1 inhibitior	+	0.8708	87.08%
OATP1B3 inhibitior	+	0.9339	93.39%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.8622	86.22%
P-glycoprotein inhibitior	+	0.7440	74.40%
P-glycoprotein substrate	+	0.8738	87.38%
CYP3A4 substrate	+	0.7250	72.50%
CYP2C9 substrate	-	0.8284	82.84%
CYP2D6 substrate	-	0.7699	76.99%
CYP3A4 inhibition	-	0.8686	86.86%
CYP2C9 inhibition	-	0.8649	86.49%
CYP2C19 inhibition	-	0.8507	85.07%
CYP2D6 inhibition	-	0.8474	84.74%
CYP1A2 inhibition	-	0.7309	73.09%
CYP2C8 inhibition	+	0.4576	45.76%
CYP inhibitory promiscuity	-	0.8922	89.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6002	60.02%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9035	90.35%
Skin irritation	-	0.7992	79.92%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	+	0.8946	89.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.3885	38.85%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8949	89.49%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7290	72.90%
Acute Oral Toxicity (c)	II	0.6205	62.05%
Estrogen receptor binding	+	0.8509	85.09%
Androgen receptor binding	+	0.7718	77.18%
Thyroid receptor binding	+	0.5394	53.94%
Glucocorticoid receptor binding	+	0.7752	77.52%
Aromatase binding	+	0.6939	69.39%
PPAR gamma	+	0.8238	82.38%
Honey bee toxicity	-	0.7114	71.14%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8931	89.31%

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	99.46%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.07%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.40%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.14%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.92%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.61%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.01%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.39%	96.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.70%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.38%	96.77%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	88.83%	96.37%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.63%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.54%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.92%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.08%	100.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.27%	85.11%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.91%	97.33%
CHEMBL3401	O75469	Pregnane X receptor	85.89%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.40%	83.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.36%	93.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.31%	92.62%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.83%	95.83%
CHEMBL1951	P21397	Monoamine oxidase A	84.70%	91.49%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.78%	96.67%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.98%	96.38%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.57%	99.15%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.52%	80.78%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.40%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.27%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163125158
• LOTUS: LTS0164329
• wikiData: Q104973216