5-(3-amino-3-carboxypropyl)-2,3,8,9,10,11,11a,11b-octahydro-1H-pyrido[2,1-f][1,6]naphthyridine-8-carboxylic acid

Details

• Internal ID: f25d58d1-a85f-491d-b51b-3b5452be2078
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Naphthyridines > Naphthyridine carboxylic acids and derivatives
• IUPAC Name: 5-(3-amino-3-carboxypropyl)-2,3,8,9,10,11,11a,11b-octahydro-1H-pyrido[2,1-f][1,6]naphthyridine-8-carboxylic acid
• SMILES (Canonical): C1CC2C3CCCN=C3C(=CN2C(C1)C(=O)O)CCC(C(=O)O)N
• SMILES (Isomeric): C1CC2C3CCCN=C3C(=CN2C(C1)C(=O)O)CCC(C(=O)O)N
• InChI: InChI=1S/C17H25N3O4/c18-12(16(21)22)7-6-10-9-20-13(4-1-5-14(20)17(23)24)11-3-2-8-19-15(10)11/h9,11-14H,1-8,18H2,(H,21,22)(H,23,24)
• InChI Key: QLEZIMRJCGVZAZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₅N₃O₄
• Molecular Weight: 335.40 g/mol
• Exact Mass: 335.18450629 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): 1.23
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5055	50.55%
Caco-2	-	0.7608	76.08%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7377	73.77%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.9287	92.87%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7042	70.42%
P-glycoprotein inhibitior	-	0.8963	89.63%
P-glycoprotein substrate	-	0.6777	67.77%
CYP3A4 substrate	+	0.5461	54.61%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.7554	75.54%
CYP3A4 inhibition	-	0.9137	91.37%
CYP2C9 inhibition	-	0.8408	84.08%
CYP2C19 inhibition	-	0.8809	88.09%
CYP2D6 inhibition	-	0.8724	87.24%
CYP1A2 inhibition	-	0.7700	77.00%
CYP2C8 inhibition	-	0.8893	88.93%
CYP inhibitory promiscuity	-	0.9866	98.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6368	63.68%
Eye corrosion	-	0.9798	97.98%
Eye irritation	-	0.9824	98.24%
Skin irritation	-	0.7207	72.07%
Skin corrosion	-	0.9005	90.05%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8185	81.85%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5092	50.92%
skin sensitisation	-	0.8369	83.69%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8350	83.50%
Acute Oral Toxicity (c)	III	0.5796	57.96%
Estrogen receptor binding	+	0.5410	54.10%
Androgen receptor binding	+	0.5810	58.10%
Thyroid receptor binding	+	0.5749	57.49%
Glucocorticoid receptor binding	+	0.6493	64.93%
Aromatase binding	-	0.6022	60.22%
PPAR gamma	+	0.5819	58.19%
Honey bee toxicity	-	0.9209	92.09%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6709	67.09%
Fish aquatic toxicity	+	0.8014	80.14%

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	98.71%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.67%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.21%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.55%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	92.02%	86.00%
CHEMBL274	P51681	C-C chemokine receptor type 5	86.78%	98.77%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.48%	93.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.23%	98.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.92%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.50%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.43%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.29%	95.89%

Plants that contains it

• Oryza sativa

Cross-Links

• PubChem: 162967994
• LOTUS: LTS0040698
• wikiData: Q105223530