Dehydrokuanoniamine B

Details

• Internal ID: d35d511f-37b4-4cde-b1c2-1716230d2bcf
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Pyridoacridines > Pyrido[2,3,4-kl]acridines
• IUPAC Name: 3-methyl-N-[2-(4-thia-6,9,19-triazapentacyclo[10.7.1.03,7.08,20.013,18]icosa-1,3(7),5,8,10,12(20),13,15,17-nonaen-2-yl)ethyl]but-2-enamide
• SMILES (Canonical): CC(=CC(=O)NCCC1=C2C3=C(C=CN=C3C4=C1SC=N4)C5=CC=CC=C5N2)C
• SMILES (Isomeric): CC(=CC(=O)NCCC1=C2C3=C(C=CN=C3C4=C1SC=N4)C5=CC=CC=C5N2)C
• InChI: InChI=1S/C23H20N4OS/c1-13(2)11-18(28)24-9-8-16-20-19-15(14-5-3-4-6-17(14)27-20)7-10-25-21(19)22-23(16)29-12-26-22/h3-7,10-12,27H,8-9H2,1-2H3,(H,24,28)
• InChI Key: MNFNXENJKFDCLJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₀N₄OS
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.13578245 g/mol
• Topological Polar Surface Area (TPSA): 95.20 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.10
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 17-Dehydrokuanoniamine B
• 2-Butenamide, 3-methyl-N-(2-(8H-pyrido(4,3,2-mn)thiazolo(4,5-b)acridin-9-yl)ethyl)-
• 158734-24-8
• CHEMBL124083

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	-	0.7453	74.53%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4827	48.27%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8594	85.94%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.9263	92.63%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9715	97.15%
P-glycoprotein inhibitior	+	0.7294	72.94%
P-glycoprotein substrate	+	0.6680	66.80%
CYP3A4 substrate	+	0.6431	64.31%
CYP2C9 substrate	-	0.8150	81.50%
CYP2D6 substrate	-	0.8811	88.11%
CYP3A4 inhibition	+	0.5764	57.64%
CYP2C9 inhibition	+	0.6913	69.13%
CYP2C19 inhibition	+	0.7122	71.22%
CYP2D6 inhibition	-	0.8320	83.20%
CYP1A2 inhibition	+	0.8051	80.51%
CYP2C8 inhibition	+	0.7092	70.92%
CYP inhibitory promiscuity	+	0.9219	92.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6413	64.13%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9716	97.16%
Skin irritation	-	0.7748	77.48%
Skin corrosion	-	0.9209	92.09%
Ames mutagenesis	+	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8120	81.20%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8464	84.64%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8459	84.59%
Acute Oral Toxicity (c)	III	0.6550	65.50%
Estrogen receptor binding	+	0.8252	82.52%
Androgen receptor binding	+	0.8831	88.31%
Thyroid receptor binding	+	0.6726	67.26%
Glucocorticoid receptor binding	+	0.7564	75.64%
Aromatase binding	+	0.6071	60.71%
PPAR gamma	+	0.8255	82.55%
Honey bee toxicity	-	0.8577	85.77%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.6987	69.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL255	P29275	Adenosine A2b receptor	98.93%	98.59%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.25%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.11%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.64%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.09%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.98%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.34%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	94.01%	85.30%
CHEMBL240	Q12809	HERG	93.77%	89.76%
CHEMBL3524	P56524	Histone deacetylase 4	92.50%	92.97%
CHEMBL3401	O75469	Pregnane X receptor	91.58%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.26%	85.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.97%	89.34%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	90.95%	96.47%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	90.76%	96.39%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	88.04%	85.49%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.31%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.46%	95.56%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	85.32%	89.44%
CHEMBL2535	P11166	Glucose transporter	85.05%	98.75%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.04%	88.56%
CHEMBL1781	P11387	DNA topoisomerase I	84.95%	97.00%
CHEMBL1914	P06276	Butyrylcholinesterase	84.86%	95.00%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	84.77%	93.24%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.53%	90.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.22%	96.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	83.54%	80.96%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.76%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	82.22%	94.75%
CHEMBL4208	P20618	Proteasome component C5	81.05%	90.00%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	80.97%	88.00%

Plants that contains it

• Aframomum daniellii

Cross-Links

• PubChem: 10431121
• NPASS: NPC77022
• ChEMBL: CHEMBL124083
• LOTUS: LTS0121398
• wikiData: Q105168340