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

Details

• Internal ID: abe8aa97-79eb-4f24-8a30-1cf42e3061e2
• 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]-2-hydroxypropylidene]imidazol-4-yl]amino]ethanesulfonic acid
• SMILES (Canonical): C1=C(NC(=C1Br)Br)C(=O)NCC(C=C2C(=NC(=N2)N)NCCS(=O)(=O)O)O
• SMILES (Isomeric): C1=C(NC(=C1Br)Br)C(=O)NCC(/C=C\2/C(=NC(=N2)N)NCCS(=O)(=O)O)O
• InChI: InChI=1S/C13H16Br2N6O5S/c14-7-4-9(19-10(7)15)12(23)18-5-6(22)3-8-11(21-13(16)20-8)17-1-2-27(24,25)26/h3-4,6,19,22H,1-2,5H2,(H,18,23)(H,24,25,26)(H3,16,17,20,21)/b8-3-
• InChI Key: HXXOFJVFKMAZGM-BAQGIRSFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆Br₂N₆O₅S
• Molecular Weight: 528.18 g/mol
• Exact Mass: 527.92491 g/mol
• Topological Polar Surface Area (TPSA): 191.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.28
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6840	68.40%
Caco-2	-	0.8825	88.25%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4804	48.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9034	90.34%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.9209	92.09%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6040	60.40%
P-glycoprotein inhibitior	-	0.6829	68.29%
P-glycoprotein substrate	+	0.6722	67.22%
CYP3A4 substrate	+	0.5564	55.64%
CYP2C9 substrate	+	0.6030	60.30%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.8732	87.32%
CYP2C9 inhibition	-	0.7088	70.88%
CYP2C19 inhibition	-	0.6615	66.15%
CYP2D6 inhibition	-	0.8433	84.33%
CYP1A2 inhibition	-	0.6850	68.50%
CYP2C8 inhibition	-	0.6302	63.02%
CYP inhibitory promiscuity	-	0.8184	81.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	+	0.5100	51.00%
Carcinogenicity (trinary)	Non-required	0.5678	56.78%
Eye corrosion	-	0.9749	97.49%
Eye irritation	-	0.9529	95.29%
Skin irritation	-	0.7554	75.54%
Skin corrosion	-	0.9080	90.80%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4247	42.47%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5725	57.25%
skin sensitisation	-	0.8157	81.57%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9250	92.50%
Acute Oral Toxicity (c)	III	0.5589	55.89%
Estrogen receptor binding	+	0.6139	61.39%
Androgen receptor binding	-	0.5726	57.26%
Thyroid receptor binding	+	0.6546	65.46%
Glucocorticoid receptor binding	+	0.5504	55.04%
Aromatase binding	-	0.5437	54.37%
PPAR gamma	+	0.6813	68.13%
Honey bee toxicity	-	0.8373	83.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.4338	43.38%

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	98.43%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.74%	96.09%
CHEMBL255	P29275	Adenosine A2b receptor	92.40%	98.59%
CHEMBL2581	P07339	Cathepsin D	92.30%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.11%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.82%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.66%	95.56%
CHEMBL1829	O15379	Histone deacetylase 3	90.36%	95.00%
CHEMBL1952	P04818	Thymidylate synthase	89.50%	93.53%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.88%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.34%	94.45%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	85.82%	94.01%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	85.75%	80.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.45%	90.71%
CHEMBL2535	P11166	Glucose transporter	84.11%	98.75%
CHEMBL4208	P20618	Proteasome component C5	83.71%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.47%	99.23%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.15%	96.90%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.02%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	81.34%	94.75%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.37%	89.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10392171
• LOTUS: LTS0024200
• wikiData: Q105035190