2-(hydroxymethyl)-4-methyl-6,7-dihydro-1H-cyclopenta[g]indol-8-one

Details

• Internal ID: 56100672-bf3e-4206-a2da-ab0db53191bc
• Taxonomy: Benzenoids > Indanes > Indanones
• IUPAC Name: 2-(hydroxymethyl)-4-methyl-6,7-dihydro-1H-cyclopenta[g]indol-8-one
• SMILES (Canonical): CC1=CC2=C(C(=O)CC2)C3=C1C=C(N3)CO
• SMILES (Isomeric): CC1=CC2=C(C(=O)CC2)C3=C1C=C(N3)CO
• InChI: InChI=1S/C13H13NO2/c1-7-4-8-2-3-11(16)12(8)13-10(7)5-9(6-15)14-13/h4-5,14-15H,2-3,6H2,1H3
• InChI Key: UHIBDZZBBOUXBF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₃NO₂
• Molecular Weight: 215.25 g/mol
• Exact Mass: 215.094628657 g/mol
• Topological Polar Surface Area (TPSA): 53.10 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.6150	61.50%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6365	63.65%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8921	89.21%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.8012	80.12%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6970	69.70%
P-glycoprotein inhibitior	-	0.9482	94.82%
P-glycoprotein substrate	-	0.8972	89.72%
CYP3A4 substrate	-	0.5161	51.61%
CYP2C9 substrate	+	0.6101	61.01%
CYP2D6 substrate	-	0.8184	81.84%
CYP3A4 inhibition	-	0.8281	82.81%
CYP2C9 inhibition	-	0.8230	82.30%
CYP2C19 inhibition	-	0.7464	74.64%
CYP2D6 inhibition	-	0.8936	89.36%
CYP1A2 inhibition	+	0.6149	61.49%
CYP2C8 inhibition	-	0.9015	90.15%
CYP inhibitory promiscuity	-	0.7982	79.82%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6899	68.99%
Eye corrosion	-	0.9894	98.94%
Eye irritation	+	0.8778	87.78%
Skin irritation	-	0.8036	80.36%
Skin corrosion	-	0.9282	92.82%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6872	68.72%
Micronuclear	-	0.5141	51.41%
Hepatotoxicity	+	0.5772	57.72%
skin sensitisation	-	0.8431	84.31%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7947	79.47%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7325	73.25%
Acute Oral Toxicity (c)	III	0.6893	68.93%
Estrogen receptor binding	-	0.5723	57.23%
Androgen receptor binding	+	0.5860	58.60%
Thyroid receptor binding	-	0.6926	69.26%
Glucocorticoid receptor binding	+	0.7210	72.10%
Aromatase binding	-	0.6907	69.07%
PPAR gamma	-	0.7333	73.33%
Honey bee toxicity	-	0.9709	97.09%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.9523	95.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.55%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.52%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.27%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.46%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.50%	96.21%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.76%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.82%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.70%	91.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.65%	93.03%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.76%	93.40%
CHEMBL4040	P28482	MAP kinase ERK2	83.47%	83.82%
CHEMBL4208	P20618	Proteasome component C5	82.96%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.81%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.05%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10488858
• LOTUS: LTS0207037
• wikiData: Q105272896