Atratumycin

Details

• Internal ID: a55d9d5d-e450-41a8-b837-019cdb3d3f7c
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (E)-N-[(3S,6R,9S,12S,15S,16R,19R,22R,28R,31S)-6-(2-amino-2-oxoethyl)-12-(hydroxymethyl)-3-[(S)-hydroxy(phenyl)methyl]-19-[(4-hydroxyphenyl)methyl]-9-(1H-indol-3-ylmethyl)-16-methyl-22-(2-methylpropyl)-2,5,8,11,14,18,21,24,27,30-decaoxo-28-propan-2-yl-17-oxa-1,4,7,10,13,20,23,26,29-nonazabicyclo[29.3.0]tetratriacontan-15-yl]-3-(2-methylphenyl)prop-2-enamide
• SMILES (Canonical): CC1C(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)O1)CC3=CC=C(C=C3)O)CC(C)C)C(C)C)C(C4=CC=CC=C4)O)CC(=O)N)CC5=CNC6=CC=CC=C65)CO)NC(=O)C=CC7=CC=CC=C7C
• SMILES (Isomeric): C[C@@H]1[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@@H](C(=O)NCC(=O)N[C@@H](C(=O)N[C@@H](C(=O)O1)CC3=CC=C(C=C3)O)CC(C)C)C(C)C)[C@H](C4=CC=CC=C4)O)CC(=O)N)CC5=CNC6=CC=CC=C65)CO)NC(=O)/C=C/C7=CC=CC=C7C
• InChI: InChI=1S/C68H84N12O16/c1-36(2)29-47-60(87)75-50(30-40-22-25-44(82)26-23-40)68(95)96-39(6)57(77-54(84)27-24-41-16-11-10-15-38(41)5)66(93)76-51(35-81)63(90)73-48(31-43-33-70-46-20-13-12-19-45(43)46)61(88)74-49(32-53(69)83)62(89)79-58(59(86)42-17-8-7-9-18-42)67(94)80-28-14-21-52(80)64(91)78-56(37(3)4)65(92)71-34-55(85)72-47/h7-13,15-20,22-27,33,36-37,39,47-52,56-59,70,81-82,86H,14,21,28-32,34-35H2,1-6H3,(H2,69,83)(H,71,92)(H,72,85)(H,73,90)(H,74,88)(H,75,87)(H,76,93)(H,77,84)(H,78,91)(H,79,89)/b27-24+/t39-,47-,48+,49-,50-,51+,52+,56-,57+,58+,59+/m1/s1
• InChI Key: UFPVKIKINBECRQ-CNSCIBEJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₈H₈₄N₁₂O₁₆
• Molecular Weight: 1325.50 g/mol
• Exact Mass: 1324.61282464 g/mol
• Topological Polar Surface Area (TPSA): 428.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): -0.09
• H-Bond Acceptor: 16
• H-Bond Donor: 14
• Rotatable Bonds: 15

Synonyms

• CHEMBL4649521

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8814	88.14%
Caco-2	-	0.8681	86.81%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Nucleus	0.4691	46.91%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8190	81.90%
OATP1B3 inhibitior	+	0.9312	93.12%
MATE1 inhibitior	-	0.7495	74.95%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9220	92.20%
P-glycoprotein inhibitior	+	0.7437	74.37%
P-glycoprotein substrate	+	0.8825	88.25%
CYP3A4 substrate	+	0.7529	75.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8548	85.48%
CYP3A4 inhibition	-	0.5544	55.44%
CYP2C9 inhibition	-	0.8878	88.78%
CYP2C19 inhibition	-	0.8642	86.42%
CYP2D6 inhibition	-	0.8902	89.02%
CYP1A2 inhibition	-	0.9273	92.73%
CYP2C8 inhibition	+	0.8250	82.50%
CYP inhibitory promiscuity	-	0.7377	73.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5467	54.67%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.8973	89.73%
Skin irritation	-	0.7860	78.60%
Skin corrosion	-	0.9354	93.54%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6994	69.94%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.5841	58.41%
skin sensitisation	-	0.8826	88.26%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8139	81.39%
Acute Oral Toxicity (c)	III	0.5693	56.93%
Estrogen receptor binding	+	0.7199	71.99%
Androgen receptor binding	+	0.6901	69.01%
Thyroid receptor binding	+	0.6648	66.48%
Glucocorticoid receptor binding	+	0.7245	72.45%
Aromatase binding	+	0.6802	68.02%
PPAR gamma	+	0.8009	80.09%
Honey bee toxicity	-	0.6383	63.83%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9432	94.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.74%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.69%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.65%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.58%	95.56%
CHEMBL3524	P56524	Histone deacetylase 4	98.11%	92.97%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.93%	96.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	97.74%	97.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.56%	89.00%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	96.11%	99.09%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	95.63%	96.69%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.92%	90.08%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	93.81%	90.93%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	93.75%	83.10%
CHEMBL4040	P28482	MAP kinase ERK2	93.44%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.40%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.85%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.53%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.36%	96.47%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	90.04%	83.14%
CHEMBL3310	Q96DB2	Histone deacetylase 11	90.02%	88.56%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	89.97%	95.83%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	89.04%	82.38%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	88.99%	95.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	87.99%	96.25%
CHEMBL2535	P11166	Glucose transporter	86.80%	98.75%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.61%	91.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.81%	99.23%
CHEMBL333	P08253	Matrix metalloproteinase-2	85.09%	96.31%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.99%	96.90%
CHEMBL3837	P07711	Cathepsin L	84.16%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.66%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.33%	99.15%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.32%	95.71%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.16%	99.18%
CHEMBL261	P00915	Carbonic anhydrase I	81.48%	96.76%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.57%	97.14%
CHEMBL321	P14780	Matrix metalloproteinase 9	80.04%	92.12%
CHEMBL3401	O75469	Pregnane X receptor	80.00%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683158
• LOTUS: LTS0064128
• wikiData: Q105272028