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

Details

• Internal ID: 817f3282-0a47-4548-a689-54b3c2d39dbd
• 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-3,8-dicarboxylic acid
• InChI: InChI=1S/C18H25N3O6/c19-11(16(22)23)6-4-9-8-21-13(2-1-3-14(21)18(26)27)10-5-7-12(17(24)25)20-15(9)10/h8,10-14H,1-7,19H2,(H,22,23)(H,24,25)(H,26,27)
• InChI Key: SHGUDPYPHXWETM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₅N₃O₆
• Molecular Weight: 379.40 g/mol
• Exact Mass: 379.17433553 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): 0.69
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6637	66.37%
Caco-2	-	0.7490	74.90%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6953	69.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9250	92.50%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8120	81.20%
P-glycoprotein inhibitior	-	0.8054	80.54%
P-glycoprotein substrate	-	0.7599	75.99%
CYP3A4 substrate	+	0.5160	51.60%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.7554	75.54%
CYP3A4 inhibition	-	0.8726	87.26%
CYP2C9 inhibition	-	0.8124	81.24%
CYP2C19 inhibition	-	0.8691	86.91%
CYP2D6 inhibition	-	0.8734	87.34%
CYP1A2 inhibition	-	0.7556	75.56%
CYP2C8 inhibition	-	0.8350	83.50%
CYP inhibitory promiscuity	-	0.9725	97.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6280	62.80%
Eye corrosion	-	0.9795	97.95%
Eye irritation	-	0.9770	97.70%
Skin irritation	-	0.7332	73.32%
Skin corrosion	-	0.8975	89.75%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6620	66.20%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5717	57.17%
skin sensitisation	-	0.8345	83.45%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7811	78.11%
Acute Oral Toxicity (c)	III	0.5660	56.60%
Estrogen receptor binding	+	0.5835	58.35%
Androgen receptor binding	+	0.6001	60.01%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5965	59.65%
Aromatase binding	-	0.6050	60.50%
PPAR gamma	+	0.5982	59.82%
Honey bee toxicity	-	0.9328	93.28%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6809	68.09%
Fish aquatic toxicity	+	0.8148	81.48%

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	98.25%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.95%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.73%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.74%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	89.00%	86.00%
CHEMBL4040	P28482	MAP kinase ERK2	88.16%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.68%	94.45%
CHEMBL274	P51681	C-C chemokine receptor type 5	85.79%	98.77%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.70%	98.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.80%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.53%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.52%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.42%	90.71%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.70%	94.00%

Plants that contains it

• Oryza sativa

Cross-Links

• PubChem: 163013403
• LOTUS: LTS0180997
• wikiData: Q105252966