Keramadine

Details

• Internal ID: 09870fe7-03eb-4e30-9cd4-bc7a4aee50a7
• Taxonomy: Organoheterocyclic compounds > Azoles > Imidazoles > Trisubstituted imidazoles > 1,2,5-trisubstituted imidazoles
• IUPAC Name: N-[(Z)-3-(2-amino-3-methylimidazol-4-yl)prop-2-enyl]-4-bromo-1H-pyrrole-2-carboxamide
• SMILES (Canonical): CN1C(=CN=C1N)C=CCNC(=O)C2=CC(=CN2)Br
• SMILES (Isomeric): CN1C(=CN=C1N)/C=C\CNC(=O)C2=CC(=CN2)Br
• InChI: InChI=1S/C12H14BrN5O/c1-18-9(7-17-12(18)14)3-2-4-15-11(19)10-5-8(13)6-16-10/h2-3,5-7,16H,4H2,1H3,(H2,14,17)(H,15,19)/b3-2-
• InChI Key: IHGGTFLLONNOLE-IHWYPQMZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄BrN₅O
• Molecular Weight: 324.18 g/mol
• Exact Mass: 323.03817 g/mol
• Topological Polar Surface Area (TPSA): 88.70 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 9,10-Dihydrokeramadine
• CHEMBL1162276
• SCHEMBL11123414

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9460	94.60%
Caco-2	+	0.6506	65.06%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.3708	37.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9224	92.24%
OATP1B3 inhibitior	+	0.9423	94.23%
MATE1 inhibitior	-	0.9209	92.09%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4660	46.60%
P-glycoprotein inhibitior	-	0.9364	93.64%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.5425	54.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8860	88.60%
CYP3A4 inhibition	-	0.7667	76.67%
CYP2C9 inhibition	-	0.7021	70.21%
CYP2C19 inhibition	-	0.6454	64.54%
CYP2D6 inhibition	-	0.8819	88.19%
CYP1A2 inhibition	+	0.6947	69.47%
CYP2C8 inhibition	-	0.7862	78.62%
CYP inhibitory promiscuity	-	0.5909	59.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8022	80.22%
Carcinogenicity (trinary)	Non-required	0.3880	38.80%
Eye corrosion	-	0.9765	97.65%
Eye irritation	-	0.9250	92.50%
Skin irritation	-	0.7621	76.21%
Skin corrosion	-	0.9197	91.97%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4448	44.48%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8662	86.62%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8878	88.78%
Acute Oral Toxicity (c)	III	0.5792	57.92%
Estrogen receptor binding	+	0.5959	59.59%
Androgen receptor binding	-	0.6098	60.98%
Thyroid receptor binding	+	0.7198	71.98%
Glucocorticoid receptor binding	+	0.7364	73.64%
Aromatase binding	+	0.7260	72.60%
PPAR gamma	-	0.6132	61.32%
Honey bee toxicity	-	0.8808	88.08%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.3838	38.38%

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	98.38%	96.09%
CHEMBL4208	P20618	Proteasome component C5	89.13%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.03%	95.56%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	86.93%	95.52%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.77%	81.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.13%	89.34%
CHEMBL2535	P11166	Glucose transporter	85.06%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.13%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	84.06%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.61%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.41%	94.45%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.26%	94.42%
CHEMBL3384	Q16512	Protein kinase N1	81.80%	80.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.57%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10471474
• LOTUS: LTS0267605
• wikiData: Q104400824