[(6S,7R)-4-methoxycarbonyl-7-methyl-6,7-dihydro-5H-cyclopenta[c]pyridin-6-yl] (1R)-1-methyl-1,2-dihydro-2,7-naphthyridine-4-carboxylate

Details

• Internal ID: d07f2ca5-3dcf-4aab-8413-061880300670
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Naphthyridines > Naphthyridine carboxylic acids and derivatives
• IUPAC Name: [(6S,7R)-4-methoxycarbonyl-7-methyl-6,7-dihydro-5H-cyclopenta[c]pyridin-6-yl] (1R)-1-methyl-1,2-dihydro-2,7-naphthyridine-4-carboxylate
• SMILES (Canonical): CC1C(CC2=C(C=NC=C12)C(=O)OC)OC(=O)C3=CNC(C4=C3C=CN=C4)C
• SMILES (Isomeric): C[C@H]1[C@H](CC2=C(C=NC=C12)C(=O)OC)OC(=O)C3=CN[C@@H](C4=C3C=CN=C4)C
• InChI: InChI=1S/C21H21N3O4/c1-11-15-7-23-9-17(20(25)27-3)14(15)6-19(11)28-21(26)18-10-24-12(2)16-8-22-5-4-13(16)18/h4-5,7-12,19,24H,6H2,1-3H3/t11-,12-,19+/m1/s1
• InChI Key: VPKQJEIHIRHOKN-CLUVUEOHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₁N₃O₄
• Molecular Weight: 379.40 g/mol
• Exact Mass: 379.15320616 g/mol
• Topological Polar Surface Area (TPSA): 90.40 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	+	0.5323	53.23%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7030	70.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8725	87.25%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8880	88.80%
P-glycoprotein inhibitior	+	0.7309	73.09%
P-glycoprotein substrate	+	0.5765	57.65%
CYP3A4 substrate	+	0.6363	63.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.7289	72.89%
CYP2C9 inhibition	+	0.5497	54.97%
CYP2C19 inhibition	-	0.5707	57.07%
CYP2D6 inhibition	-	0.8057	80.57%
CYP1A2 inhibition	+	0.5460	54.60%
CYP2C8 inhibition	+	0.8289	82.89%
CYP inhibitory promiscuity	+	0.7437	74.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4610	46.10%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9788	97.88%
Skin irritation	-	0.8180	81.80%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7676	76.76%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5661	56.61%
skin sensitisation	-	0.8835	88.35%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6280	62.80%
Acute Oral Toxicity (c)	III	0.5943	59.43%
Estrogen receptor binding	+	0.7489	74.89%
Androgen receptor binding	+	0.5522	55.22%
Thyroid receptor binding	+	0.6524	65.24%
Glucocorticoid receptor binding	+	0.6735	67.35%
Aromatase binding	-	0.6004	60.04%
PPAR gamma	-	0.5229	52.29%
Honey bee toxicity	-	0.8548	85.48%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9184	91.84%

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	98.15%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	95.95%	97.79%
CHEMBL1951	P21397	Monoamine oxidase A	95.37%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.95%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.81%	85.14%
CHEMBL2535	P11166	Glucose transporter	91.36%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.88%	86.33%
CHEMBL255	P29275	Adenosine A2b receptor	88.31%	98.59%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.97%	91.24%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.80%	97.33%
CHEMBL301	P24941	Cyclin-dependent kinase 2	86.66%	91.23%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.18%	92.88%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.13%	93.03%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	85.54%	96.47%
CHEMBL221	P23219	Cyclooxygenase-1	85.34%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.88%	99.23%
CHEMBL4208	P20618	Proteasome component C5	84.25%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.64%	95.89%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	82.53%	98.99%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.30%	94.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.95%	96.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.82%	94.45%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.30%	96.00%

Plants that contains it

• Scaevola racemigera

Cross-Links

• PubChem: 162880802
• LOTUS: LTS0182749
• wikiData: Q105290842