Antibiotic SF 2575

Details

• Internal ID: 941ab4e2-7214-45d1-b393-4c953fedbb85
• Taxonomy: Phenylpropanoids and polyketides > Tetracyclines
• IUPAC Name: [3-carbamoyl-4,6,7-trihydroxy-8-[4-hydroxy-6-methyl-5-[(E)-2-methylbut-2-enoyl]oxyoxan-2-yl]-4a,11-dimethoxy-11-methyl-2,5-dioxo-1,11a,12,12a-tetrahydrotetracen-1-yl] 2-hydroxybenzoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(OC(CC1O)C2=C(C3=C(C=C2)C(C4CC5C(C(=O)C(=C(C5(C(=O)C4=C3O)OC)O)C(=O)N)OC(=O)C6=CC=CC=C6O)(C)OC)O)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)OC1C(OC(CC1O)C2=C(C3=C(C=C2)C(C4CC5C(C(=O)C(=C(C5(C(=O)C4=C3O)OC)O)C(=O)N)OC(=O)C6=CC=CC=C6O)(C)OC)O)C
• InChI: InChI=1S/C40H43NO15/c1-7-16(2)37(50)55-32-17(3)54-25(15-24(32)43)19-12-13-20-26(29(19)44)30(45)27-21(39(20,4)52-5)14-22-33(56-38(51)18-10-8-9-11-23(18)42)31(46)28(36(41)49)35(48)40(22,53-6)34(27)47/h7-13,17,21-22,24-25,32-33,42-45,48H,14-15H2,1-6H3,(H2,41,49)/b16-7+
• InChI Key: WYRYRHFKSQKGHJ-FRKPEAEDSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₃NO₁₅
• Molecular Weight: 777.80 g/mol
• Exact Mass: 777.26326966 g/mol
• Topological Polar Surface Area (TPSA): 259.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 15
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

• SF 2575
• SF-2575
• 126728-71-0
• Benzoic acid, 2-hydroxy-, 3-(aminocarbonyl)-8-(2,6-dideoxy-4-O-(2-methyl-1-oxo-2-butenyl)-beta-D-arabino-hexopyranosyl)-1,4,4a,6,11,11a,12,12a-octahydro-2,5,7-trihydroxy-4a,11-dimethoxy-11-methyl-4,6-dioxo-1-naphthacenyl ester, (1R-(1-alpha,4a-alpha,11-beta,11a-beta,12a-beta))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9308	93.08%
Caco-2	-	0.8602	86.02%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.3989	39.89%
OATP2B1 inhibitior	-	0.5678	56.78%
OATP1B1 inhibitior	+	0.8167	81.67%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9260	92.60%
P-glycoprotein inhibitior	+	0.7669	76.69%
P-glycoprotein substrate	+	0.7747	77.47%
CYP3A4 substrate	+	0.7353	73.53%
CYP2C9 substrate	-	0.8121	81.21%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.7473	74.73%
CYP2C9 inhibition	-	0.7035	70.35%
CYP2C19 inhibition	-	0.7616	76.16%
CYP2D6 inhibition	-	0.8979	89.79%
CYP1A2 inhibition	-	0.7970	79.70%
CYP2C8 inhibition	+	0.7308	73.08%
CYP inhibitory promiscuity	-	0.7452	74.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4678	46.78%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9109	91.09%
Skin irritation	-	0.7775	77.75%
Skin corrosion	-	0.9309	93.09%
Ames mutagenesis	-	0.5534	55.34%
Human Ether-a-go-go-Related Gene inhibition	-	0.4077	40.77%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8621	86.21%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6276	62.76%
Acute Oral Toxicity (c)	III	0.4300	43.00%
Estrogen receptor binding	+	0.8440	84.40%
Androgen receptor binding	+	0.7552	75.52%
Thyroid receptor binding	+	0.6005	60.05%
Glucocorticoid receptor binding	+	0.8017	80.17%
Aromatase binding	+	0.7158	71.58%
PPAR gamma	+	0.7737	77.37%
Honey bee toxicity	-	0.6796	67.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8998	89.98%

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	99.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.64%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.21%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.99%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	96.16%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.05%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.95%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	94.79%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.52%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.98%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.50%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.92%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	90.66%	91.19%
CHEMBL2581	P07339	Cathepsin D	89.56%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.64%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	86.08%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.82%	95.64%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	85.68%	83.10%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.65%	83.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.88%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.35%	92.88%
CHEMBL2535	P11166	Glucose transporter	83.92%	98.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.69%	91.24%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.61%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.14%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.60%	89.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.01%	91.38%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.77%	96.00%
CHEMBL4422	O14842	Free fatty acid receptor 1	81.34%	93.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.98%	99.15%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.85%	93.03%
CHEMBL4208	P20618	Proteasome component C5	80.09%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54702959
• LOTUS: LTS0181934
• wikiData: Q105322506