Cosmomycin D

Details

• Internal ID: 6edf81f7-e838-410f-926f-967fdcd2b334
• Taxonomy: Phenylpropanoids and polyketides > Anthracyclines
• IUPAC Name: (7S,9R,10R)-7,10-bis[[(2S,4S,5S,6S)-4-(dimethylamino)-5-[(2S,4S,5S,6S)-4-hydroxy-5-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy]-9-ethyl-4,6,9,11-tetrahydroxy-8,10-dihydro-7H-tetracene-5,12-dione
• SMILES (Canonical): CCC1(CC(C2=C(C1OC3CC(C(C(O3)C)OC4CC(C(C(O4)C)OC5CCC(C(O5)C)O)O)N(C)C)C(=C6C(=C2O)C(=O)C7=C(C6=O)C=CC=C7O)O)OC8CC(C(C(O8)C)OC9CC(C(C(O9)C)OC1CCC(C(O1)C)O)O)N(C)C)O
• SMILES (Isomeric): CC[C@]1(C[C@@H](C2=C([C@H]1O[C@H]3C[C@@H]([C@@H]([C@@H](O3)C)O[C@H]4C[C@@H]([C@@H]([C@@H](O4)C)O[C@H]5CC[C@@H]([C@@H](O5)C)O)O)N(C)C)C(=C6C(=C2O)C(=O)C7=C(C6=O)C=CC=C7O)O)O[C@H]8C[C@@H]([C@@H]([C@@H](O8)C)O[C@H]9C[C@@H]([C@@H]([C@@H](O9)C)O[C@H]1CC[C@@H]([C@@H](O1)C)O)O)N(C)C)O
• InChI: InChI=1S/C60H88N2O22/c1-12-60(72)24-39(79-42-20-32(61(8)9)55(27(4)75-42)82-44-22-37(66)57(29(6)77-44)80-40-18-16-34(63)25(2)73-40)47-50(54(71)48-49(53(47)70)52(69)46-31(51(48)68)14-13-15-36(46)65)59(60)84-43-21-33(62(10)11)56(28(5)76-43)83-45-23-38(67)58(30(7)78-45)81-41-19-17-35(64)26(3)74-41/h13-15,25-30,32-35,37-45,55-59,63-67,70-72H,12,16-24H2,1-11H3/t25-,26-,27-,28-,29-,30-,32-,33-,34-,35-,37-,38-,39-,40-,41-,42-,43-,44-,45-,55+,56+,57+,58+,59+,60+/m0/s1
• InChI Key: DKWBRHNUUTWKAG-JNZMSYBZSA-N
• Popularity: 19 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₈₈N₂O₂₂
• Molecular Weight: 1189.30 g/mol
• Exact Mass: 1188.58287244 g/mol
• Topological Polar Surface Area (TPSA): 313.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.67
• H-Bond Acceptor: 24
• H-Bond Donor: 8
• Rotatable Bonds: 15

Synonyms

• (7S,9R,10R)-7,10-bis[[(2S,4S,5S,6S)-4-(dimethylamino)-5-[(2S,4S,5S,6S)-4-hydroxy-5-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy]-9-ethyl-4,6,9,11-tetrahydroxy-8,10-dihydro-7H-tetracene-5,12-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7720	77.20%
Caco-2	-	0.8615	86.15%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5476	54.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8708	87.08%
OATP1B3 inhibitior	+	0.9339	93.39%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.9037	90.37%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	+	0.8179	81.79%
CYP3A4 substrate	+	0.7173	71.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7920	79.20%
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	-	0.6055	60.55%
CYP inhibitory promiscuity	-	0.8922	89.22%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6002	60.02%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8981	89.81%
Skin irritation	-	0.7992	79.92%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	+	0.9146	91.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7395	73.95%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.7000	70.00%
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	-	0.7770	77.70%
Acute Oral Toxicity (c)	II	0.6205	62.05%
Estrogen receptor binding	+	0.8237	82.37%
Androgen receptor binding	+	0.7718	77.18%
Thyroid receptor binding	+	0.6343	63.43%
Glucocorticoid receptor binding	+	0.8226	82.26%
Aromatase binding	+	0.6589	65.89%
PPAR gamma	+	0.8544	85.44%
Honey bee toxicity	-	0.7150	71.50%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
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	99.36%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.85%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.20%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.73%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.47%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.95%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.18%	96.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.11%	99.23%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.26%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.55%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.39%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.14%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.78%	95.93%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	88.37%	85.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.88%	92.94%
CHEMBL4208	P20618	Proteasome component C5	86.08%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.71%	100.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.29%	83.00%
CHEMBL3401	O75469	Pregnane X receptor	84.06%	94.73%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.16%	97.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.81%	92.62%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.72%	96.37%
CHEMBL340	P08684	Cytochrome P450 3A4	82.24%	91.19%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.82%	99.15%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.61%	95.83%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.53%	96.67%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.19%	93.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.12%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.86%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 13671161
• LOTUS: LTS0238208
• wikiData: Q75063862