Limazepine C

Details

• Internal ID: 174bcd4d-cada-41fa-9bd8-35b7e0faf471
• Taxonomy: Organoheterocyclic compounds > Benzodiazepines > 1,4-benzodiazepines
• IUPAC Name: (6aS)-8-ethyl-4-hydroxy-3-methoxy-6a,7-dihydropyrrolo[2,1-c][1,4]benzodiazepin-11-one
• SMILES (Canonical): CCC1=CN2C(C1)C=NC3=C(C2=O)C=CC(=C3O)OC
• SMILES (Isomeric): CCC1=CN2[C@@H](C1)C=NC3=C(C2=O)C=CC(=C3O)OC
• InChI: InChI=1S/C15H16N2O3/c1-3-9-6-10-7-16-13-11(15(19)17(10)8-9)4-5-12(20-2)14(13)18/h4-5,7-8,10,18H,3,6H2,1-2H3/t10-/m0/s1
• InChI Key: FLGURYUVNVBBFP-JTQLQIEISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆N₂O₃
• Molecular Weight: 272.30 g/mol
• Exact Mass: 272.11609238 g/mol
• Topological Polar Surface Area (TPSA): 62.10 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL555727

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9869	98.69%
Caco-2	+	0.7122	71.22%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5740	57.40%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9117	91.17%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7159	71.59%
P-glycoprotein inhibitior	-	0.9216	92.16%
P-glycoprotein substrate	+	0.5114	51.14%
CYP3A4 substrate	+	0.5876	58.76%
CYP2C9 substrate	-	0.7914	79.14%
CYP2D6 substrate	-	0.8209	82.09%
CYP3A4 inhibition	+	0.7086	70.86%
CYP2C9 inhibition	-	0.5826	58.26%
CYP2C19 inhibition	-	0.5462	54.62%
CYP2D6 inhibition	-	0.8012	80.12%
CYP1A2 inhibition	+	0.6291	62.91%
CYP2C8 inhibition	-	0.5630	56.30%
CYP inhibitory promiscuity	+	0.7643	76.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5999	59.99%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.7848	78.48%
Skin irritation	-	0.7675	76.75%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6406	64.06%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	+	0.5149	51.49%
skin sensitisation	-	0.8208	82.08%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7313	73.13%
Acute Oral Toxicity (c)	III	0.5956	59.56%
Estrogen receptor binding	+	0.5276	52.76%
Androgen receptor binding	-	0.5217	52.17%
Thyroid receptor binding	+	0.6712	67.12%
Glucocorticoid receptor binding	+	0.8369	83.69%
Aromatase binding	+	0.5725	57.25%
PPAR gamma	+	0.7551	75.51%
Honey bee toxicity	-	0.9059	90.59%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6149	61.49%
Fish aquatic toxicity	+	0.8745	87.45%

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	98.46%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.54%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.25%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.39%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.74%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.73%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.43%	85.14%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.37%	97.21%
CHEMBL1951	P21397	Monoamine oxidase A	83.31%	91.49%
CHEMBL4208	P20618	Proteasome component C5	81.66%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 42639506
• LOTUS: LTS0014113
• wikiData: Q77569997