5-bromo-3-[(4R)-2-imino-1,3-dimethylimidazolidin-4-yl]-1H-indole-2-carboxylic acid

Details

• Internal ID: cfe60764-1bae-4f9b-8f2b-178fb661c261
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolecarboxylic acids and derivatives
• IUPAC Name: 5-bromo-3-[(4R)-2-imino-1,3-dimethylimidazolidin-4-yl]-1H-indole-2-carboxylic acid
• InChI: InChI=1S/C14H15BrN4O2/c1-18-6-10(19(2)14(18)16)11-8-5-7(15)3-4-9(8)17-12(11)13(20)21/h3-5,10,16-17H,6H2,1-2H3,(H,20,21)/t10-/m0/s1
• InChI Key: XXZWGZYBJMMHAS-JTQLQIEISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₅BrN₄O₂
• Molecular Weight: 351.20 g/mol
• Exact Mass: 350.03784 g/mol
• Topological Polar Surface Area (TPSA): 83.40 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 2
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9789	97.89%
Caco-2	+	0.6084	60.84%
Blood Brain Barrier	+	0.6570	65.70%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.5858	58.58%
OATP2B1 inhibitior	-	0.8502	85.02%
OATP1B1 inhibitior	+	0.9146	91.46%
OATP1B3 inhibitior	+	0.9382	93.82%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5721	57.21%
P-glycoprotein inhibitior	-	0.9314	93.14%
P-glycoprotein substrate	-	0.6153	61.53%
CYP3A4 substrate	+	0.5645	56.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8678	86.78%
CYP3A4 inhibition	-	0.7546	75.46%
CYP2C9 inhibition	-	0.7851	78.51%
CYP2C19 inhibition	-	0.7561	75.61%
CYP2D6 inhibition	-	0.8523	85.23%
CYP1A2 inhibition	-	0.6033	60.33%
CYP2C8 inhibition	-	0.7586	75.86%
CYP inhibitory promiscuity	-	0.9234	92.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8643	86.43%
Carcinogenicity (trinary)	Non-required	0.6479	64.79%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9659	96.59%
Skin irritation	-	0.7665	76.65%
Skin corrosion	-	0.9247	92.47%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5353	53.53%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8456	84.56%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8172	81.72%
Acute Oral Toxicity (c)	III	0.5090	50.90%
Estrogen receptor binding	+	0.6454	64.54%
Androgen receptor binding	+	0.7188	71.88%
Thyroid receptor binding	+	0.6499	64.99%
Glucocorticoid receptor binding	+	0.6782	67.82%
Aromatase binding	-	0.5460	54.60%
PPAR gamma	+	0.5768	57.68%
Honey bee toxicity	-	0.9531	95.31%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9688	96.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.17%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.85%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.28%	93.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.04%	93.99%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.76%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.65%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.70%	93.03%
CHEMBL217	P14416	Dopamine D2 receptor	83.17%	95.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.88%	99.23%
CHEMBL2535	P11166	Glucose transporter	82.48%	98.75%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.37%	85.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.17%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.83%	89.00%
CHEMBL4208	P20618	Proteasome component C5	80.59%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.25%	91.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163195670
• LOTUS: LTS0145594
• wikiData: Q105344389