N-[(2S)-3-(2-amino-1H-imidazol-5-yl)-2-[(4Z)-2-amino-5-oxo-4-(8-oxo-1,5,6,7-tetrahydropyrrolo[2,3-c]azepin-4-ylidene)imidazol-1-yl]propyl]-4-bromo-1H-pyrrole-2-carboxamide

Details

• Internal ID: c695ce29-f5f0-40e6-9b09-5907913506a0
• Taxonomy: Organoheterocyclic compounds > Pyrroloazepines
• IUPAC Name: N-[(2S)-3-(2-amino-1H-imidazol-5-yl)-2-[(4Z)-2-amino-5-oxo-4-(8-oxo-1,5,6,7-tetrahydropyrrolo[2,3-c]azepin-4-ylidene)imidazol-1-yl]propyl]-4-bromo-1H-pyrrole-2-carboxamide
• SMILES (Canonical): C1CNC(=O)C2=C(C1=C3C(=O)N(C(=N3)N)C(CC4=CN=C(N4)N)CNC(=O)C5=CC(=CN5)Br)C=CN2
• SMILES (Isomeric): C\1CNC(=O)C2=C(/C1=C\3/C(=O)N(C(=N3)N)[C@@H](CC4=CN=C(N4)N)CNC(=O)C5=CC(=CN5)Br)C=CN2
• InChI: InChI=1S/C22H23BrN10O3/c23-10-5-15(28-7-10)18(34)29-9-12(6-11-8-30-21(24)31-11)33-20(36)17(32-22(33)25)14-2-4-27-19(35)16-13(14)1-3-26-16/h1,3,5,7-8,12,26,28H,2,4,6,9H2,(H2,25,32)(H,27,35)(H,29,34)(H3,24,30,31)/b17-14-/t12-/m0/s1
• InChI Key: WOUYWOYRNOEAKO-SEQUMDBASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₃BrN₁₀O₃
• Molecular Weight: 555.40 g/mol
• Exact Mass: 554.11380 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.45
• H-Bond Acceptor: 7
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9401	94.01%
Caco-2	-	0.8833	88.33%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.3759	37.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8891	88.91%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.6409	64.09%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9092	90.92%
P-glycoprotein inhibitior	+	0.7685	76.85%
P-glycoprotein substrate	+	0.7582	75.82%
CYP3A4 substrate	+	0.6571	65.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8528	85.28%
CYP3A4 inhibition	+	0.8011	80.11%
CYP2C9 inhibition	-	0.6991	69.91%
CYP2C19 inhibition	-	0.5718	57.18%
CYP2D6 inhibition	-	0.7889	78.89%
CYP1A2 inhibition	-	0.5620	56.20%
CYP2C8 inhibition	+	0.6287	62.87%
CYP inhibitory promiscuity	-	0.7005	70.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7622	76.22%
Carcinogenicity (trinary)	Non-required	0.5557	55.57%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.9765	97.65%
Skin irritation	-	0.7526	75.26%
Skin corrosion	-	0.9176	91.76%
Ames mutagenesis	+	0.5030	50.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.5254	52.54%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8335	83.35%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.9302	93.02%
Acute Oral Toxicity (c)	III	0.5912	59.12%
Estrogen receptor binding	+	0.6569	65.69%
Androgen receptor binding	+	0.6342	63.42%
Thyroid receptor binding	+	0.6778	67.78%
Glucocorticoid receptor binding	+	0.6575	65.75%
Aromatase binding	+	0.5539	55.39%
PPAR gamma	+	0.6107	61.07%
Honey bee toxicity	-	0.7734	77.34%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8578	85.78%

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	98.94%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	98.10%	96.38%
CHEMBL2581	P07339	Cathepsin D	97.66%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	97.49%	83.82%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	96.75%	89.34%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	95.05%	90.71%
CHEMBL4208	P20618	Proteasome component C5	94.97%	90.00%
CHEMBL2535	P11166	Glucose transporter	94.70%	98.75%
CHEMBL3384	Q16512	Protein kinase N1	94.32%	80.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.58%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.81%	91.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.70%	95.64%
CHEMBL226	P30542	Adenosine A1 receptor	90.07%	95.93%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.96%	95.17%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	89.38%	82.86%
CHEMBL255	P29275	Adenosine A2b receptor	87.05%	98.59%
CHEMBL221	P23219	Cyclooxygenase-1	86.93%	90.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.17%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.67%	97.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	85.02%	96.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	84.58%	83.10%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	84.57%	81.58%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.29%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.05%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.78%	99.23%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.10%	91.03%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	83.01%	100.00%
CHEMBL1781	P11387	DNA topoisomerase I	82.69%	97.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.69%	85.30%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.06%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.79%	95.89%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.99%	91.38%
CHEMBL3401	O75469	Pregnane X receptor	80.89%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.83%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.83%	95.56%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.52%	96.39%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.52%	81.11%
CHEMBL4072	P07858	Cathepsin B	80.41%	93.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163189474
• LOTUS: LTS0144924
• wikiData: Q105309697