Dragmacidin E

Details

• Internal ID: b7eee0e8-6d80-4396-bfe5-8b82c2bb080b
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Hydroxyindoles
• IUPAC Name: (5S,9'R)-2-amino-5'-(6-bromo-1H-indol-3-yl)-13'-hydroxy-9'-methylspiro[1,4-dihydroimidazole-5,8'-3,6,15-triazatetracyclo[8.6.1.02,7.014,17]heptadeca-1(16),2(7),5,10(17),11,13-hexaene]-4'-one
• InChI: InChI=1S/C25H20BrN7O2/c1-10-12-4-5-17(34)21-18(12)15(8-29-21)19-22(25(10)9-30-24(27)33-25)31-20(23(35)32-19)14-7-28-16-6-11(26)2-3-13(14)16/h2-8,10,28-29,34H,9H2,1H3,(H,32,35)(H3,27,30,33)/t10-,25-/m1/s1
• InChI Key: ZUCSTWKVHHAHLA-REFGNXHDSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₀BrN₇O₂
• Molecular Weight: 530.40 g/mol
• Exact Mass: 529.08619 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 1

Synonyms

• RefChem:135766
• (5S,9'R)-2-amino-5'-(6-bromo-1H-indol-3-yl)-13'-hydroxy-9'-methylspiro(1,4-dihydroimidazole-5,8'-3,6,15-triazatetracyclo(8.6.1.02,7.014,17)heptadeca-1(16),2(7),5,10(17),11,13-hexaene)-4'-one
• CHEMBL472439
• SCHEMBL29725985

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9805	98.05%
Caco-2	-	0.8590	85.90%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.3776	37.76%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9096	90.96%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9218	92.18%
P-glycoprotein inhibitior	+	0.6296	62.96%
P-glycoprotein substrate	+	0.6979	69.79%
CYP3A4 substrate	+	0.7006	70.06%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8609	86.09%
CYP3A4 inhibition	-	0.6181	61.81%
CYP2C9 inhibition	-	0.7075	70.75%
CYP2C19 inhibition	-	0.6590	65.90%
CYP2D6 inhibition	-	0.7813	78.13%
CYP1A2 inhibition	-	0.6604	66.04%
CYP2C8 inhibition	+	0.6242	62.42%
CYP inhibitory promiscuity	-	0.8613	86.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6083	60.83%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.9676	96.76%
Skin irritation	-	0.7669	76.69%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5191	51.91%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8309	83.09%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8176	81.76%
Acute Oral Toxicity (c)	III	0.5832	58.32%
Estrogen receptor binding	+	0.7872	78.72%
Androgen receptor binding	+	0.7805	78.05%
Thyroid receptor binding	+	0.7311	73.11%
Glucocorticoid receptor binding	+	0.8014	80.14%
Aromatase binding	+	0.7120	71.20%
PPAR gamma	+	0.8175	81.75%
Honey bee toxicity	-	0.7564	75.64%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.7456	74.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.55%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.17%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.99%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	96.85%	94.75%
CHEMBL1951	P21397	Monoamine oxidase A	96.41%	91.49%
CHEMBL213	P08588	Beta-1 adrenergic receptor	95.66%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.40%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.75%	94.45%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	94.25%	93.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.24%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.73%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.87%	99.15%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.73%	92.94%
CHEMBL2581	P07339	Cathepsin D	92.14%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	91.66%	85.30%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	91.51%	93.03%
CHEMBL2535	P11166	Glucose transporter	89.75%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.53%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.93%	95.89%
CHEMBL5443	O00311	Cell division cycle 7-related protein kinase	88.87%	96.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.59%	93.99%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	88.26%	85.11%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.30%	90.08%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	87.09%	96.67%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.41%	88.56%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	85.85%	80.96%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.64%	96.12%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	84.69%	82.86%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	84.27%	92.68%
CHEMBL1781	P11387	DNA topoisomerase I	84.06%	97.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	84.00%	96.39%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.42%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.04%	100.00%
CHEMBL1907	P15144	Aminopeptidase N	82.28%	93.31%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.56%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.49%	90.71%
CHEMBL4581	P52732	Kinesin-like protein 1	81.47%	93.18%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.12%	93.04%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.82%	98.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.39%	93.40%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.26%	95.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135475363
• LOTUS: LTS0056396
• wikiData: Q105383506