(3S,11aS,11bS)-5-[(3S)-3-amino-3-carboxypropyl]-2,3,10,11,11a,11b-hexahydro-1H-pyrido[2,1-f][1,6]naphthyridine-3-carboxylic acid

Details

• Internal ID: 535defde-a04c-4009-bc68-3df6551a0aef
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Naphthyridines > Naphthyridine carboxylic acids and derivatives
• IUPAC Name: (3S,11aS,11bS)-5-[(3S)-3-amino-3-carboxypropyl]-2,3,10,11,11a,11b-hexahydro-1H-pyrido[2,1-f][1,6]naphthyridine-3-carboxylic acid
• InChI: InChI=1S/C17H23N3O4/c18-12(16(21)22)6-4-10-9-20-8-2-1-3-14(20)11-5-7-13(17(23)24)19-15(10)11/h2,8-9,11-14H,1,3-7,18H2,(H,21,22)(H,23,24)/t11-,12-,13-,14-/m0/s1
• InChI Key: OJUMAFDYWJDVPA-XUXIUFHCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃N₃O₄
• Molecular Weight: 333.40 g/mol
• Exact Mass: 333.16885622 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): 1.36
• 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	+	0.6637	66.37%
Caco-2	-	0.7132	71.32%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6953	69.53%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9249	92.49%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7715	77.15%
P-glycoprotein inhibitior	-	0.8043	80.43%
P-glycoprotein substrate	-	0.6788	67.88%
CYP3A4 substrate	+	0.5211	52.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7755	77.55%
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	-	0.6957	69.57%
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	-	0.9914	99.14%
Skin irritation	-	0.7332	73.32%
Skin corrosion	-	0.8975	89.75%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5208	52.08%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.6000	60.00%
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	-	0.8565	85.65%
Acute Oral Toxicity (c)	III	0.5660	56.60%
Estrogen receptor binding	+	0.5747	57.47%
Androgen receptor binding	+	0.6562	65.62%
Thyroid receptor binding	-	0.5238	52.38%
Glucocorticoid receptor binding	+	0.6863	68.63%
Aromatase binding	-	0.5127	51.27%
PPAR gamma	+	0.6151	61.51%
Honey bee toxicity	-	0.9124	91.24%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	99.02%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.75%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.05%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.16%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.73%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.37%	97.25%
CHEMBL2581	P07339	Cathepsin D	85.92%	98.95%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.46%	98.33%
CHEMBL226	P30542	Adenosine A1 receptor	82.50%	95.93%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.08%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.27%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.23%	95.89%

Plants that contains it

• Oryza sativa

Cross-Links

• PubChem: 102166036
• LOTUS: LTS0211064
• wikiData: Q105193290