Shermilamine C

Details

• Internal ID: f76947de-1d7a-4b2a-9260-a6d9b17e9018
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Pyridoacridines > Pyrido[2,3,4-kl]acridines
• IUPAC Name: 3-methyl-N-[2-(16-oxo-18-thia-2,12,15-triazapentacyclo[11.7.1.03,8.09,21.014,19]henicosa-1(20),3,5,7,9(21),10,12,14(19)-octaen-20-yl)ethyl]but-2-enamide
• SMILES (Canonical): CC(=CC(=O)NCCC1=C2C3=C(C=CN=C3C4=C1SCC(=O)N4)C5=CC=CC=C5N2)C
• SMILES (Isomeric): CC(=CC(=O)NCCC1=C2C3=C(C=CN=C3C4=C1SCC(=O)N4)C5=CC=CC=C5N2)C
• InChI: InChI=1S/C24H22N4O2S/c1-13(2)11-18(29)25-9-8-16-21-20-15(14-5-3-4-6-17(14)27-21)7-10-26-22(20)23-24(16)31-12-19(30)28-23/h3-7,10-11,27H,8-9,12H2,1-2H3,(H,25,29)(H,28,30)
• InChI Key: HYPFBWXPSYPBCL-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₂N₄O₂S
• Molecular Weight: 430.50 g/mol
• Exact Mass: 430.14634713 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.54
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 158758-41-9
• 2-Butenamide, 3-methyl-N-(2-(8,11,12,13-tetrahydro-12-oxopyrido(4,3,2-mn)(1,4)thiazino(3,2-b)acridin-9-yl)ethyl)-
• CHEMBL127939

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	-	0.8675	86.75%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6230	62.30%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8836	88.36%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.8863	88.63%
OCT2 inhibitior	-	0.7899	78.99%
BSEP inhibitior	+	0.9819	98.19%
P-glycoprotein inhibitior	+	0.7962	79.62%
P-glycoprotein substrate	+	0.6845	68.45%
CYP3A4 substrate	+	0.6781	67.81%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8685	86.85%
CYP3A4 inhibition	-	0.6118	61.18%
CYP2C9 inhibition	-	0.6692	66.92%
CYP2C19 inhibition	+	0.7262	72.62%
CYP2D6 inhibition	-	0.8456	84.56%
CYP1A2 inhibition	+	0.5707	57.07%
CYP2C8 inhibition	+	0.6688	66.88%
CYP inhibitory promiscuity	+	0.6427	64.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6256	62.56%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9771	97.71%
Skin irritation	-	0.7817	78.17%
Skin corrosion	-	0.9326	93.26%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8636	86.36%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8458	84.58%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8227	82.27%
Acute Oral Toxicity (c)	III	0.6642	66.42%
Estrogen receptor binding	+	0.7839	78.39%
Androgen receptor binding	+	0.8551	85.51%
Thyroid receptor binding	+	0.7198	71.98%
Glucocorticoid receptor binding	+	0.7612	76.12%
Aromatase binding	+	0.5366	53.66%
PPAR gamma	+	0.9063	90.63%
Honey bee toxicity	-	0.8535	85.35%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7275	72.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.92%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	98.92%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.03%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.85%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.60%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.23%	85.14%
CHEMBL255	P29275	Adenosine A2b receptor	96.94%	98.59%
CHEMBL3524	P56524	Histone deacetylase 4	96.63%	92.97%
CHEMBL240	Q12809	HERG	96.26%	89.76%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.13%	90.08%
CHEMBL3310	Q96DB2	Histone deacetylase 11	95.07%	88.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.05%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.01%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	94.94%	85.30%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.90%	89.34%
CHEMBL325	Q13547	Histone deacetylase 1	92.57%	95.92%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	92.40%	96.39%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	92.39%	85.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.18%	95.56%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	89.24%	89.44%
CHEMBL1829	O15379	Histone deacetylase 3	88.68%	95.00%
CHEMBL4208	P20618	Proteasome component C5	86.91%	90.00%
CHEMBL4302	P08183	P-glycoprotein 1	85.68%	92.98%
CHEMBL2535	P11166	Glucose transporter	85.48%	98.75%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	84.77%	80.96%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	84.61%	96.47%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	83.92%	92.29%
CHEMBL202	P00374	Dihydrofolate reductase	83.72%	89.92%
CHEMBL3401	O75469	Pregnane X receptor	83.62%	94.73%
CHEMBL4040	P28482	MAP kinase ERK2	81.60%	83.82%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.22%	96.67%

Plants that contains it

• Aframomum daniellii

Cross-Links

• PubChem: 10025716
• NPASS: NPC124636
• ChEMBL: CHEMBL127939
• LOTUS: LTS0246609
• wikiData: Q105035401