(6S,12S)-18-hydroxy-12-methyl-2,7,11,13-tetrazapentacyclo[12.3.1.04,17.07,16.010,15]octadeca-1(18),2,4(17),13,15-pentaene-6-carboxylic acid

Details

• Internal ID: 58bf28f5-e82a-4233-a9b8-d7c2d0b6a97a
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinoline carboxylic acids
• IUPAC Name: (6S,12S)-18-hydroxy-12-methyl-2,7,11,13-tetrazapentacyclo[12.3.1.04,17.07,16.010,15]octadeca-1(18),2,4(17),13,15-pentaene-6-carboxylic acid
• SMILES (Canonical): CC1NC2CCN3C(CC4=C5C3=C2C(=N1)C(=C5N=C4)O)C(=O)O
• SMILES (Isomeric): C[C@H]1NC2CCN3[C@@H](CC4=C5C3=C2C(=N1)C(=C5N=C4)O)C(=O)O
• InChI: InChI=1S/C16H16N4O3/c1-6-18-8-2-3-20-9(16(22)23)4-7-5-17-12-10(7)14(20)11(8)13(19-6)15(12)21/h5-6,8-9,18,21H,2-4H2,1H3,(H,22,23)/t6-,8?,9-/m0/s1
• InChI Key: KJCDJSBKHGBMGO-YJVHFNOHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆N₄O₃
• Molecular Weight: 312.32 g/mol
• Exact Mass: 312.12224039 g/mol
• Topological Polar Surface Area (TPSA): 97.50 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -0.06
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	-	0.7567	75.67%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8360	83.60%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.8855	88.55%
OATP1B3 inhibitior	+	0.9375	93.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6821	68.21%
P-glycoprotein inhibitior	-	0.9495	94.95%
P-glycoprotein substrate	+	0.5732	57.32%
CYP3A4 substrate	+	0.5928	59.28%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.7943	79.43%
CYP3A4 inhibition	-	0.8849	88.49%
CYP2C9 inhibition	-	0.7273	72.73%
CYP2C19 inhibition	-	0.7605	76.05%
CYP2D6 inhibition	-	0.6369	63.69%
CYP1A2 inhibition	-	0.5586	55.86%
CYP2C8 inhibition	-	0.7354	73.54%
CYP inhibitory promiscuity	-	0.6117	61.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6169	61.69%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9799	97.99%
Skin irritation	-	0.7626	76.26%
Skin corrosion	-	0.9192	91.92%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7867	78.67%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8118	81.18%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6593	65.93%
Acute Oral Toxicity (c)	III	0.5609	56.09%
Estrogen receptor binding	-	0.5423	54.23%
Androgen receptor binding	+	0.6495	64.95%
Thyroid receptor binding	-	0.6321	63.21%
Glucocorticoid receptor binding	+	0.6542	65.42%
Aromatase binding	-	0.7261	72.61%
PPAR gamma	+	0.6127	61.27%
Honey bee toxicity	-	0.8955	89.55%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9299	92.99%

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	98.03%	83.82%
CHEMBL2581	P07339	Cathepsin D	94.41%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.87%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.69%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.54%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.69%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.18%	95.89%
CHEMBL4208	P20618	Proteasome component C5	81.79%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 136826582
• LOTUS: LTS0227719
• wikiData: Q105141776