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

Details

• Internal ID: 656f6918-72b8-40e8-ba94-8b2340fb8ec5
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Naphthyridines > Naphthyridine carboxylic acids and derivatives
• IUPAC Name: (4-methoxycarbonyl-7-methyl-2,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyridin-6-yl) 1-methyl-1,2-dihydro-2,7-naphthyridine-4-carboxylate
• SMILES (Canonical): CC1C(CC2C1CNC=C2C(=O)OC)OC(=O)C3=CNC(C4=C3C=CN=C4)C
• SMILES (Isomeric): CC1C(CC2C1CNC=C2C(=O)OC)OC(=O)C3=CNC(C4=C3C=CN=C4)C
• InChI: InChI=1S/C21H25N3O4/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/h4-5,8-12,14-15,19,23-24H,6-7H2,1-3H3
• InChI Key: OLILADGYLCBVII-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₅N₃O₄
• Molecular Weight: 383.40 g/mol
• Exact Mass: 383.18450629 g/mol
• Topological Polar Surface Area (TPSA): 89.60 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9563	95.63%
Caco-2	+	0.5171	51.71%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8094	80.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8268	82.68%
OATP1B3 inhibitior	+	0.9305	93.05%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8429	84.29%
P-glycoprotein inhibitior	+	0.7346	73.46%
P-glycoprotein substrate	+	0.6330	63.30%
CYP3A4 substrate	+	0.6744	67.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8657	86.57%
CYP3A4 inhibition	-	0.7706	77.06%
CYP2C9 inhibition	-	0.6227	62.27%
CYP2C19 inhibition	-	0.6546	65.46%
CYP2D6 inhibition	-	0.8287	82.87%
CYP1A2 inhibition	+	0.5460	54.60%
CYP2C8 inhibition	+	0.8777	87.77%
CYP inhibitory promiscuity	+	0.5275	52.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5752	57.52%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9823	98.23%
Skin irritation	-	0.7827	78.27%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9073	90.73%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5711	57.11%
skin sensitisation	-	0.8628	86.28%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7618	76.18%
Acute Oral Toxicity (c)	III	0.5866	58.66%
Estrogen receptor binding	+	0.6373	63.73%
Androgen receptor binding	+	0.6308	63.08%
Thyroid receptor binding	+	0.6745	67.45%
Glucocorticoid receptor binding	+	0.6488	64.88%
Aromatase binding	+	0.5513	55.13%
PPAR gamma	-	0.5438	54.38%
Honey bee toxicity	-	0.8173	81.73%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9356	93.56%

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	98.27%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.82%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	93.15%	97.79%
CHEMBL255	P29275	Adenosine A2b receptor	88.95%	98.59%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.42%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.09%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.52%	85.14%
CHEMBL2581	P07339	Cathepsin D	86.53%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.44%	99.23%
CHEMBL4208	P20618	Proteasome component C5	86.38%	90.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.32%	93.10%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	85.15%	96.00%
CHEMBL301	P24941	Cyclin-dependent kinase 2	85.10%	91.23%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.61%	97.33%
CHEMBL221	P23219	Cyclooxygenase-1	83.80%	90.17%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.04%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.97%	97.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.50%	81.11%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.33%	92.88%
CHEMBL1951	P21397	Monoamine oxidase A	82.22%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.03%	99.17%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.43%	85.30%

Plants that contains it

• Scaevola racemigera

Cross-Links

• PubChem: 13857100
• LOTUS: LTS0252983
• wikiData: Q105193988