Alline

Details

• Internal ID: a2317039-6b43-41ca-b005-6bb905ff10b4
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
• IUPAC Name: 3-methyl-1,2,3a,4-tetrahydropyrrolo[2,3-b]indol-8b-ol
• SMILES (Canonical): CN1CCC2(C1NC3=CC=CC=C32)O
• SMILES (Isomeric): CN1CCC2(C1NC3=CC=CC=C32)O
• InChI: InChI=1S/C11H14N2O/c1-13-7-6-11(14)8-4-2-3-5-9(8)12-10(11)13/h2-5,10,12,14H,6-7H2,1H3
• InChI Key: CBQYNPHHHJTCJS-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄N₂O
• Molecular Weight: 190.24 g/mol
• Exact Mass: 190.110613074 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.96
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 101053-34-3
• 3-methyl-1,2,3a,4-tetrahydropyrrolo[2,3-b]indol-8b-ol
• Pyrrolo[2,3-b]indol-3a(1H)-ol,2,3,8,8a-tetrahydro-1-Methyl-, (3aR,8aS)-
• CHEMBL4169161
• CHEBI:193984
• 2,3,8,8a-Tetrahydro-1-methylpyrrolo[2,3-b]indol-3a(1H)-ol, 9CI

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9670	96.70%
Caco-2	+	0.8737	87.37%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Lysosomes	0.7636	76.36%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9593	95.93%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9161	91.61%
P-glycoprotein inhibitior	-	0.9891	98.91%
P-glycoprotein substrate	-	0.5460	54.60%
CYP3A4 substrate	+	0.5326	53.26%
CYP2C9 substrate	-	0.6027	60.27%
CYP2D6 substrate	+	0.3481	34.81%
CYP3A4 inhibition	-	0.9105	91.05%
CYP2C9 inhibition	-	0.7482	74.82%
CYP2C19 inhibition	-	0.6590	65.90%
CYP2D6 inhibition	-	0.7181	71.81%
CYP1A2 inhibition	-	0.7446	74.46%
CYP2C8 inhibition	-	0.9833	98.33%
CYP inhibitory promiscuity	-	0.9374	93.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6375	63.75%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.9812	98.12%
Skin irritation	-	0.7385	73.85%
Skin corrosion	-	0.8671	86.71%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6844	68.44%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.5405	54.05%
skin sensitisation	-	0.8328	83.28%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6632	66.32%
Acute Oral Toxicity (c)	III	0.5248	52.48%
Estrogen receptor binding	-	0.7985	79.85%
Androgen receptor binding	+	0.5636	56.36%
Thyroid receptor binding	-	0.6922	69.22%
Glucocorticoid receptor binding	-	0.9189	91.89%
Aromatase binding	-	0.8705	87.05%
PPAR gamma	-	0.6666	66.66%
Honey bee toxicity	-	0.9763	97.63%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.8843	88.43%

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	96.71%	96.09%
CHEMBL4208	P20618	Proteasome component C5	93.22%	90.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.01%	93.40%
CHEMBL2581	P07339	Cathepsin D	91.99%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.73%	82.69%
CHEMBL1937	Q92769	Histone deacetylase 2	91.70%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.86%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.99%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.76%	95.56%
CHEMBL238	Q01959	Dopamine transporter	85.40%	95.88%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.29%	88.56%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.99%	96.39%
CHEMBL5028	O14672	ADAM10	80.77%	97.50%

Plants that contains it

• Allium anisopodium
• Allium ramosum
• Allium sativum
• Chersodoma candida
• Lordhowea insularis

Cross-Links

• PubChem: 73124019
• LOTUS: LTS0185490
• wikiData: Q104991286