(E)-N-(13-hydroxy-8,15-diazapentacyclo[9.6.2.02,7.08,19.014,18]nonadeca-1(18),2,4,6,9,11(19),12,14,16-nonaen-9-yl)-2-methylbut-2-enamide

Details

• Internal ID: 0cd6641b-e397-4bef-be6d-209085443454
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Pyridoacridines > Pyrido[2,3,4-kl]acridines
• IUPAC Name: (E)-N-(13-hydroxy-8,15-diazapentacyclo[9.6.2.02,7.08,19.014,18]nonadeca-1(18),2,4,6,9,11(19),12,14,16-nonaen-9-yl)-2-methylbut-2-enamide
• SMILES (Canonical): CC=C(C)C(=O)NC1=CC2=C3N1C4=CC=CC=C4C5=C3C(=NC=C5)C(=C2)O
• SMILES (Isomeric): C/C=C(\C)/C(=O)NC1=CC2=C3N1C4=CC=CC=C4C5=C3C(=NC=C5)C(=C2)O
• InChI: InChI=1S/C22H17N3O2/c1-3-12(2)22(27)24-18-11-13-10-17(26)20-19-15(8-9-23-20)14-6-4-5-7-16(14)25(18)21(13)19/h3-11,26H,1-2H3,(H,24,27)/b12-3+
• InChI Key: KNQDHHRMPVESSY-KGVSQERTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₇N₃O₂
• Molecular Weight: 355.40 g/mol
• Exact Mass: 355.132076794 g/mol
• Topological Polar Surface Area (TPSA): 66.60 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.77
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL2419310

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.7778	77.78%
Blood Brain Barrier	+	0.7129	71.29%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5219	52.19%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8902	89.02%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.8272	82.72%
OCT2 inhibitior	-	0.7925	79.25%
BSEP inhibitior	+	0.9067	90.67%
P-glycoprotein inhibitior	-	0.7005	70.05%
P-glycoprotein substrate	-	0.5631	56.31%
CYP3A4 substrate	+	0.5838	58.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9018	90.18%
CYP3A4 inhibition	-	0.6771	67.71%
CYP2C9 inhibition	+	0.7582	75.82%
CYP2C19 inhibition	+	0.6310	63.10%
CYP2D6 inhibition	-	0.7986	79.86%
CYP1A2 inhibition	-	0.5136	51.36%
CYP2C8 inhibition	+	0.6480	64.80%
CYP inhibitory promiscuity	+	0.6905	69.05%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4338	43.38%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9320	93.20%
Skin irritation	-	0.8402	84.02%
Skin corrosion	-	0.9612	96.12%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6948	69.48%
Micronuclear	+	0.9800	98.00%
Hepatotoxicity	+	0.5711	57.11%
skin sensitisation	-	0.9076	90.76%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6292	62.92%
Acute Oral Toxicity (c)	III	0.4192	41.92%
Estrogen receptor binding	+	0.7225	72.25%
Androgen receptor binding	+	0.6939	69.39%
Thyroid receptor binding	+	0.7528	75.28%
Glucocorticoid receptor binding	+	0.7491	74.91%
Aromatase binding	+	0.5936	59.36%
PPAR gamma	+	0.6769	67.69%
Honey bee toxicity	-	0.8822	88.22%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7210	72.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.38%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.13%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.48%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.41%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.39%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.99%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.77%	91.11%
CHEMBL308	P06493	Cyclin-dependent kinase 1	90.36%	91.73%
CHEMBL2535	P11166	Glucose transporter	89.74%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.35%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.89%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.64%	93.65%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.78%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.47%	95.56%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	86.08%	96.47%
CHEMBL301	P24941	Cyclin-dependent kinase 2	85.21%	91.23%
CHEMBL4208	P20618	Proteasome component C5	85.07%	90.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.97%	96.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.79%	96.67%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.38%	99.15%
CHEMBL4040	P28482	MAP kinase ERK2	84.29%	83.82%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.26%	94.00%
CHEMBL230	P35354	Cyclooxygenase-2	84.12%	89.63%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.12%	94.42%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.58%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.56%	82.69%
CHEMBL3401	O75469	Pregnane X receptor	80.55%	94.73%

Plants that contains it

• Aframomum daniellii

Cross-Links

• PubChem: 73355236
• NPASS: NPC132631
• ChEMBL: CHEMBL2419310