2-[[(5Z)-2-amino-5-[3-[(4,5-dibromo-1H-pyrrole-2-carbonyl)amino]propylidene]imidazol-4-yl]amino]ethanesulfonic acid

Details

• Internal ID: a1f481a2-ea4b-4811-a965-ba12a11f18a9
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Carboxylic acid amides > 2-heteroaryl carboxamides
• IUPAC Name: 2-[[(5Z)-2-amino-5-[3-[(4,5-dibromo-1H-pyrrole-2-carbonyl)amino]propylidene]imidazol-4-yl]amino]ethanesulfonic acid
• SMILES (Canonical): C1=C(NC(=C1Br)Br)C(=O)NCCC=C2C(=NC(=N2)N)NCCS(=O)(=O)O
• SMILES (Isomeric): C1=C(NC(=C1Br)Br)C(=O)NCC/C=C\2/C(=NC(=N2)N)NCCS(=O)(=O)O
• InChI: InChI=1S/C13H16Br2N6O4S/c14-7-6-9(19-10(7)15)12(22)18-3-1-2-8-11(21-13(16)20-8)17-4-5-26(23,24)25/h2,6,19H,1,3-5H2,(H,18,22)(H,23,24,25)(H3,16,17,20,21)/b8-2-
• InChI Key: RPPSGEYLUBPWMM-WAPJZHGLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆Br₂N₆O₄S
• Molecular Weight: 512.18 g/mol
• Exact Mass: 511.93000 g/mol
• Topological Polar Surface Area (TPSA): 170.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.75
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5679	56.79%
Caco-2	-	0.8866	88.66%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4664	46.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9133	91.33%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.9009	90.09%
OCT2 inhibitior	-	0.6362	63.62%
BSEP inhibitior	+	0.6570	65.70%
P-glycoprotein inhibitior	-	0.6834	68.34%
P-glycoprotein substrate	+	0.6660	66.60%
CYP3A4 substrate	+	0.5578	55.78%
CYP2C9 substrate	-	0.6017	60.17%
CYP2D6 substrate	-	0.8562	85.62%
CYP3A4 inhibition	-	0.8805	88.05%
CYP2C9 inhibition	-	0.7192	71.92%
CYP2C19 inhibition	-	0.6661	66.61%
CYP2D6 inhibition	-	0.8398	83.98%
CYP1A2 inhibition	-	0.6939	69.39%
CYP2C8 inhibition	-	0.6801	68.01%
CYP inhibitory promiscuity	-	0.8639	86.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5000	50.00%
Carcinogenicity (trinary)	Non-required	0.5720	57.20%
Eye corrosion	-	0.9747	97.47%
Eye irritation	-	0.9529	95.29%
Skin irritation	-	0.7550	75.50%
Skin corrosion	-	0.9085	90.85%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4442	44.42%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8150	81.50%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8215	82.15%
Acute Oral Toxicity (c)	III	0.5575	55.75%
Estrogen receptor binding	+	0.7080	70.80%
Androgen receptor binding	-	0.5164	51.64%
Thyroid receptor binding	+	0.7029	70.29%
Glucocorticoid receptor binding	+	0.6274	62.74%
Aromatase binding	-	0.5683	56.83%
PPAR gamma	+	0.7829	78.29%
Honey bee toxicity	-	0.8700	87.00%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.4015	40.15%

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	96.99%	83.82%
CHEMBL1829	O15379	Histone deacetylase 3	95.60%	95.00%
CHEMBL255	P29275	Adenosine A2b receptor	95.22%	98.59%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.79%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.31%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.17%	95.56%
CHEMBL1952	P04818	Thymidylate synthase	89.84%	93.53%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.96%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.93%	89.34%
CHEMBL2581	P07339	Cathepsin D	88.61%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.91%	91.11%
CHEMBL261	P00915	Carbonic anhydrase I	85.53%	96.76%
CHEMBL4208	P20618	Proteasome component C5	84.20%	90.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.92%	85.30%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.64%	96.90%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.16%	89.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.43%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.22%	94.75%
CHEMBL2535	P11166	Glucose transporter	81.81%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.58%	99.23%
CHEMBL2326	P43166	Carbonic anhydrase VII	81.52%	97.39%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.79%	96.00%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.40%	80.00%

Plants that contains it

• Artemisia vestita
• Monochaetum vulcanicum

Cross-Links

• PubChem: 10436427
• NPASS: NPC274606
• LOTUS: LTS0208327
• wikiData: Q105242893