Spindomycin B

Details

• Internal ID: 5046be1a-d4f7-43f1-b687-f23fd4e45633
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: (7R)-5-hydroxy-1',6-dimethylspiro[2,3-dihydro-1H-indene-7,3'-indole]-2',4-dione
• InChI: InChI=1S/C18H17NO3/c1-10-15(20)16(21)11-6-5-8-12(11)18(10)13-7-3-4-9-14(13)19(2)17(18)22/h3-4,7,9,20H,5-6,8H2,1-2H3/t18-/m1/s1
• InChI Key: XUNUUFMAODMJES-GOSISDBHSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₇NO₃
• Molecular Weight: 295.30 g/mol
• Exact Mass: 295.12084340 g/mol
• Topological Polar Surface Area (TPSA): 57.60 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• (7R)-5-hydroxy-1',6-dimethylspiro(2,3-dihydro-1H-indene-7,3'-indole)-2',4-dione
• (7R)-5-hydroxy-1',6-dimethylspiro[2,3-dihydro-1H-indene-7,3'-indole]-2',4-dione
• RefChem:184693
• CHEMBL3335758
• CHEBI:217189

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9680	96.80%
Caco-2	+	0.7859	78.59%
Blood Brain Barrier	+	0.7580	75.80%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6860	68.60%
OATP2B1 inhibitior	-	0.7189	71.89%
OATP1B1 inhibitior	+	0.8840	88.40%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6116	61.16%
BSEP inhibitior	-	0.6485	64.85%
P-glycoprotein inhibitior	-	0.8974	89.74%
P-glycoprotein substrate	-	0.8522	85.22%
CYP3A4 substrate	+	0.5477	54.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8811	88.11%
CYP3A4 inhibition	-	0.7238	72.38%
CYP2C9 inhibition	+	0.5163	51.63%
CYP2C19 inhibition	-	0.6181	61.81%
CYP2D6 inhibition	-	0.6659	66.59%
CYP1A2 inhibition	+	0.6001	60.01%
CYP2C8 inhibition	-	0.9443	94.43%
CYP inhibitory promiscuity	+	0.5896	58.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4156	41.56%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9739	97.39%
Skin irritation	-	0.7591	75.91%
Skin corrosion	-	0.9210	92.10%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7165	71.65%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.6802	68.02%
skin sensitisation	-	0.8530	85.30%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7451	74.51%
Nephrotoxicity	-	0.6269	62.69%
Acute Oral Toxicity (c)	III	0.5501	55.01%
Estrogen receptor binding	+	0.5324	53.24%
Androgen receptor binding	-	0.4848	48.48%
Thyroid receptor binding	-	0.5618	56.18%
Glucocorticoid receptor binding	+	0.8189	81.89%
Aromatase binding	+	0.5386	53.86%
PPAR gamma	+	0.7774	77.74%
Honey bee toxicity	-	0.9499	94.99%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9494	94.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.97%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.82%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.42%	93.40%
CHEMBL4208	P20618	Proteasome component C5	89.47%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.02%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.79%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.15%	96.09%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.30%	93.65%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.25%	96.25%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	82.53%	96.39%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.95%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.54%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 118714681
• LOTUS: LTS0004124
• wikiData: Q77500310