(+/-)-debromoflustramine B

Details

• Internal ID: d0697698-a2e7-4099-846d-0f9150d4075c
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
• IUPAC Name: 3-methyl-4,8b-bis(3-methylbut-2-enyl)-2,3a-dihydro-1H-pyrrolo[2,3-b]indole
• SMILES (Canonical): CC(=CCC12CCN(C1N(C3=CC=CC=C23)CC=C(C)C)C)C
• SMILES (Isomeric): CC(=CCC12CCN(C1N(C3=CC=CC=C23)CC=C(C)C)C)C
• InChI: InChI=1S/C21H30N2/c1-16(2)10-12-21-13-15-22(5)20(21)23(14-11-17(3)4)19-9-7-6-8-18(19)21/h6-11,20H,12-15H2,1-5H3
• InChI Key: NUWYFFDZPIGJJO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀N₂
• Molecular Weight: 310.50 g/mol
• Exact Mass: 310.240898965 g/mol
• Topological Polar Surface Area (TPSA): 6.50 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 4.73
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• CHEMBL452582
• NSC676585
• BDBM50245239
• 3-methyl-4,8b-bis(3-methylbut-2-enyl)-2,3a-dihydro-1H-pyrrolo[2,3-b]indole
• 1-Methyl-3a,8-bis(3-methyl-2-butenyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9693	96.93%
Caco-2	+	0.9015	90.15%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Plasma membrane	0.3514	35.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9214	92.14%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.6570	65.70%
P-glycoprotein inhibitior	-	0.7054	70.54%
P-glycoprotein substrate	-	0.5222	52.22%
CYP3A4 substrate	+	0.5420	54.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6828	68.28%
CYP3A4 inhibition	-	0.9812	98.12%
CYP2C9 inhibition	-	0.8377	83.77%
CYP2C19 inhibition	-	0.7730	77.30%
CYP2D6 inhibition	-	0.5444	54.44%
CYP1A2 inhibition	-	0.7091	70.91%
CYP2C8 inhibition	-	0.8525	85.25%
CYP inhibitory promiscuity	-	0.8020	80.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6674	66.74%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.8931	89.31%
Skin irritation	-	0.7081	70.81%
Skin corrosion	-	0.7659	76.59%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7376	73.76%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5573	55.73%
skin sensitisation	-	0.8085	80.85%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.5808	58.08%
Acute Oral Toxicity (c)	III	0.7131	71.31%
Estrogen receptor binding	+	0.5978	59.78%
Androgen receptor binding	-	0.5555	55.55%
Thyroid receptor binding	+	0.8033	80.33%
Glucocorticoid receptor binding	+	0.5523	55.23%
Aromatase binding	+	0.5222	52.22%
PPAR gamma	+	0.8402	84.02%
Honey bee toxicity	-	0.9166	91.66%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9604	96.04%

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	98.12%	96.09%
CHEMBL240	Q12809	HERG	97.83%	89.76%
CHEMBL221	P23219	Cyclooxygenase-1	92.62%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.90%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.68%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.70%	95.89%
CHEMBL4208	P20618	Proteasome component C5	82.54%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.33%	95.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.76%	90.24%
CHEMBL238	Q01959	Dopamine transporter	81.23%	95.88%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.30%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 496015
• LOTUS: LTS0175671
• wikiData: Q104403164