Spindomycin A

Details

• Internal ID: 95bd4470-e416-48b6-a09b-05df43d8abbd
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: (5R,6S,7R)-5-hydroxy-1',6-dimethylspiro[2,3,5,6-tetrahydro-1H-indene-7,3'-indole]-2',4-dione
• SMILES (Canonical): CC1C(C(=O)C2=C(C13C4=CC=CC=C4N(C3=O)C)CCC2)O
• SMILES (Isomeric): C[C@@H]1[C@H](C(=O)C2=C([C@@]13C4=CC=CC=C4N(C3=O)C)CCC2)O
• InChI: InChI=1S/C18H19NO3/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/h3-4,7,9-10,15,20H,5-6,8H2,1-2H3/t10-,15-,18-/m1/s1
• InChI Key: XYZWUTVMGFJRHN-QEIWDELWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₉NO₃
• Molecular Weight: 297.30 g/mol
• Exact Mass: 297.13649347 g/mol
• Topological Polar Surface Area (TPSA): 57.60 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• CHEMBL3335757

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9680	96.80%
Caco-2	+	0.8105	81.05%
Blood Brain Barrier	+	0.7580	75.80%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6860	68.60%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8824	88.24%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6116	61.16%
BSEP inhibitior	-	0.6477	64.77%
P-glycoprotein inhibitior	-	0.8512	85.12%
P-glycoprotein substrate	-	0.7878	78.78%
CYP3A4 substrate	+	0.5881	58.81%
CYP2C9 substrate	-	0.7853	78.53%
CYP2D6 substrate	-	0.8715	87.15%
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	-	0.9563	95.63%
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	-	0.9941	99.41%
Skin irritation	-	0.7591	75.91%
Skin corrosion	-	0.9210	92.10%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6492	64.92%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.8530	85.30%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7451	74.51%
Nephrotoxicity	-	0.5770	57.70%
Acute Oral Toxicity (c)	III	0.5501	55.01%
Estrogen receptor binding	-	0.5383	53.83%
Androgen receptor binding	-	0.5452	54.52%
Thyroid receptor binding	-	0.5787	57.87%
Glucocorticoid receptor binding	+	0.7109	71.09%
Aromatase binding	-	0.5834	58.34%
PPAR gamma	+	0.6449	64.49%
Honey bee toxicity	-	0.9151	91.51%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
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	96.92%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.65%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.71%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.26%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.95%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.72%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.42%	90.00%
CHEMBL217	P14416	Dopamine D2 receptor	85.04%	95.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.46%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 118714680
• LOTUS: LTS0129546
• wikiData: Q77375349