Makaluvamine O

Details

• Internal ID: a661a67b-b5d4-4ef7-8e9f-604f5eb1dc5e
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: 9-bromo-2,7-diazatricyclo[6.3.1.04,12]dodeca-1(11),2,4(12),7,9-pentaene-10,11-diol
• InChI: InChI=1S/C10H7BrN2O2/c11-6-7-5-4(1-2-12-7)3-13-8(5)10(15)9(6)14/h3,14-15H,1-2H2
• InChI Key: MXPXWLXCZRKWGT-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₇BrN₂O₂
• Molecular Weight: 267.08 g/mol
• Exact Mass: 265.96909 g/mol
• Topological Polar Surface Area (TPSA): 65.20 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.75
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• SCHEMBL517389
• CHEMBL511880
• Putative makaluvamine Br81 isotope
• 6-bromo-1,3,4,5-tetrahydropyrrolo[4,3,2-de]quinoline-7,8-dione
• 6-Bromo-1,3,4,5-tetrahydro-pyrrolo[4,3,2-de]quinoline-7,8-dione
• pyrrolo[4,3,2-de]quinoline-7,8-dione, 6-bromo-1,3,4,5-tetrahydro-
• 9-bromo-2,7-diazatricyclo[6.3.1.04,12]dodeca-1(11),2,4(12),7,9-pentaene-10,11-diol
• InChI=1/C10H7BrN2O2/c11-6-7-5-4(1-2-12-7)3-13-8(5)10(15)9(6)14/h3,12-13H,1-2H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	-	0.6624	66.24%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7030	70.30%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9402	94.02%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5067	50.67%
BSEP inhibitior	-	0.8477	84.77%
P-glycoprotein inhibitior	-	0.9703	97.03%
P-glycoprotein substrate	-	0.8502	85.02%
CYP3A4 substrate	-	0.5097	50.97%
CYP2C9 substrate	-	0.8035	80.35%
CYP2D6 substrate	-	0.7662	76.62%
CYP3A4 inhibition	+	0.5747	57.47%
CYP2C9 inhibition	+	0.6259	62.59%
CYP2C19 inhibition	+	0.5979	59.79%
CYP2D6 inhibition	-	0.5756	57.56%
CYP1A2 inhibition	+	0.8221	82.21%
CYP2C8 inhibition	-	0.7443	74.43%
CYP inhibitory promiscuity	+	0.8514	85.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8940	89.40%
Carcinogenicity (trinary)	Non-required	0.5945	59.45%
Eye corrosion	-	0.9790	97.90%
Eye irritation	+	0.6785	67.85%
Skin irritation	-	0.7540	75.40%
Skin corrosion	-	0.9150	91.50%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5902	59.02%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7781	77.81%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8300	83.00%
Acute Oral Toxicity (c)	III	0.5606	56.06%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.6006	60.06%
Thyroid receptor binding	-	0.6235	62.35%
Glucocorticoid receptor binding	+	0.6582	65.82%
Aromatase binding	-	0.6476	64.76%
PPAR gamma	+	0.6158	61.58%
Honey bee toxicity	-	0.8565	85.65%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8085	80.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.36%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.58%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.31%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.80%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.76%	90.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 636761
• LOTUS: LTS0098529
• wikiData: Q104401299