Didemnimide A

Details

• Internal ID: 91192ae8-4059-4100-8d24-bb29ed306c5e
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: 3-(1H-imidazol-5-yl)-4-(1H-indol-3-yl)pyrrole-2,5-dione
• SMILES (Canonical): C1=CC=C2C(=C1)C(=CN2)C3=C(C(=O)NC3=O)C4=CN=CN4
• SMILES (Isomeric): C1=CC=C2C(=C1)C(=CN2)C3=C(C(=O)NC3=O)C4=CN=CN4
• InChI: InChI=1S/C15H10N4O2/c20-14-12(9-5-17-10-4-2-1-3-8(9)10)13(15(21)19-14)11-6-16-7-18-11/h1-7,17H,(H,16,18)(H,19,20,21)
• InChI Key: HYVUONWSNKUQCE-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀N₄O₂
• Molecular Weight: 278.26 g/mol
• Exact Mass: 278.08037557 g/mol
• Topological Polar Surface Area (TPSA): 90.60 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.46
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• CHEBI:67326
• 3-(1H-imidazol-5-yl)-4-(1H-indol-3-yl)-1H-pyrrole-2,5-dione
• NSC708404
• SCHEMBL5228651
• CHEMBL1789638
• HYVUONWSNKUQCE-UHFFFAOYSA-N
• 3-(1H-imidazol-5-yl)-4-(1H-indol-3-yl)pyrrole-2,5-dione
• NSC-708404
• NCI60_038376
• Q27135783
• 1H-pyrrole-2,5-dione, 3-(1H-imidazol-5-yl)-4-(1H-indol-3-yl)-
• 186143-93-1
• InChI=1/C15H10N4O2/c20-14-12(9-5-17-10-4-2-1-3-8(9)10)13(15(21)19-14)11-6-16-7-18-11/h1-7,17H,(H,16,18)(H,19,20,21

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.6948	69.48%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4053	40.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9190	91.90%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6809	68.09%
P-glycoprotein inhibitior	-	0.8599	85.99%
P-glycoprotein substrate	-	0.8442	84.42%
CYP3A4 substrate	+	0.5466	54.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8716	87.16%
CYP3A4 inhibition	-	0.7290	72.90%
CYP2C9 inhibition	-	0.6298	62.98%
CYP2C19 inhibition	-	0.7292	72.92%
CYP2D6 inhibition	-	0.7895	78.95%
CYP1A2 inhibition	+	0.6536	65.36%
CYP2C8 inhibition	-	0.6034	60.34%
CYP inhibitory promiscuity	-	0.5967	59.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8643	86.43%
Carcinogenicity (trinary)	Non-required	0.6235	62.35%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.9605	96.05%
Skin irritation	-	0.8599	85.99%
Skin corrosion	-	0.9574	95.74%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6155	61.55%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.9314	93.14%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5859	58.59%
Acute Oral Toxicity (c)	III	0.6040	60.40%
Estrogen receptor binding	+	0.8721	87.21%
Androgen receptor binding	+	0.7373	73.73%
Thyroid receptor binding	+	0.5583	55.83%
Glucocorticoid receptor binding	+	0.7908	79.08%
Aromatase binding	+	0.8975	89.75%
PPAR gamma	+	0.6358	63.58%
Honey bee toxicity	-	0.8200	82.00%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.6477	64.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	96.88%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.66%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.43%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	94.97%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.39%	95.56%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	91.60%	95.72%
CHEMBL2535	P11166	Glucose transporter	91.09%	98.75%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	90.71%	80.96%
CHEMBL3310	Q96DB2	Histone deacetylase 11	89.97%	88.56%
CHEMBL299	P17252	Protein kinase C alpha	89.36%	98.03%
CHEMBL1937	Q92769	Histone deacetylase 2	88.97%	94.75%
CHEMBL255	P29275	Adenosine A2b receptor	88.87%	98.59%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	88.67%	92.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.68%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.52%	98.95%
CHEMBL3038469	P24941	CDK2/Cyclin A	87.33%	91.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.97%	94.00%
CHEMBL3045	P05771	Protein kinase C beta	86.78%	97.63%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	86.76%	88.84%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	86.27%	85.49%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.01%	94.08%
CHEMBL3920	Q04759	Protein kinase C theta	85.67%	97.69%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.45%	93.03%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.63%	83.00%
CHEMBL3524	P56524	Histone deacetylase 4	84.19%	92.97%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	83.73%	96.47%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.39%	96.39%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.54%	96.67%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	81.93%	81.14%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	80.44%	88.42%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	80.26%	98.21%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.25%	89.44%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 398493
• LOTUS: LTS0145526
• wikiData: Q27135783