7,7'-Dimethoxyperonatin B

Details

• Internal ID: fb80d55b-a4da-490e-8f2b-5db3d8c696f5
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolines
• IUPAC Name: (2S)-7-methoxy-2-[(2R)-7-methoxy-2,4-dimethyl-3-oxo-1H-indol-2-yl]-2,4-dimethyl-1H-indol-3-one
• SMILES (Canonical): CC1=C2C(=C(C=C1)OC)NC(C2=O)(C)C3(C(=O)C4=C(C=CC(=C4N3)OC)C)C
• SMILES (Isomeric): CC1=C2C(=C(C=C1)OC)N[C@@](C2=O)(C)[C@@]3(C(=O)C4=C(C=CC(=C4N3)OC)C)C
• InChI: InChI=1S/C22H24N2O4/c1-11-7-9-13(27-5)17-15(11)19(25)21(3,23-17)22(4)20(26)16-12(2)8-10-14(28-6)18(16)24-22/h7-10,23-24H,1-6H3/t21-,22+
• InChI Key: VJPYNRLFQXJJDD-SZPZYZBQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄N₂O₄
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.17360725 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.75
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 7,7'-Dimethoxyperonatin B
• CHEMBL2000048
• NSC-692341
• NCI60_033107

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	+	0.6989	69.89%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8309	83.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9665	96.65%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9068	90.68%
BSEP inhibitior	+	0.6530	65.30%
P-glycoprotein inhibitior	+	0.5919	59.19%
P-glycoprotein substrate	-	0.9010	90.10%
CYP3A4 substrate	-	0.5497	54.97%
CYP2C9 substrate	-	0.7817	78.17%
CYP2D6 substrate	-	0.7246	72.46%
CYP3A4 inhibition	+	0.5115	51.15%
CYP2C9 inhibition	+	0.5668	56.68%
CYP2C19 inhibition	-	0.5307	53.07%
CYP2D6 inhibition	-	0.8338	83.38%
CYP1A2 inhibition	+	0.5086	50.86%
CYP2C8 inhibition	-	0.7696	76.96%
CYP inhibitory promiscuity	+	0.7502	75.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8243	82.43%
Carcinogenicity (trinary)	Non-required	0.4059	40.59%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.7190	71.90%
Skin irritation	-	0.8694	86.94%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4594	45.94%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.9295	92.95%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6884	68.84%
Acute Oral Toxicity (c)	III	0.6900	69.00%
Estrogen receptor binding	+	0.9351	93.51%
Androgen receptor binding	+	0.6977	69.77%
Thyroid receptor binding	+	0.7476	74.76%
Glucocorticoid receptor binding	+	0.5494	54.94%
Aromatase binding	-	0.5314	53.14%
PPAR gamma	+	0.7236	72.36%
Honey bee toxicity	-	0.8905	89.05%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9380	93.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.97%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.18%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	94.14%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.98%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	87.48%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.18%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.05%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.31%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.98%	89.62%
CHEMBL4208	P20618	Proteasome component C5	82.41%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.86%	96.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 392208
• LOTUS: LTS0011387
• wikiData: Q75063853