(4R,6aS,7S,11aR)-6a,7-Dihydro-4-(hydroxymethyl)-13-methyl-11H-4,11a-(iminomethano)[1,2,3,5]trithiazepino[5,4-a]indole-5,12(4H)-dione

Details

• Internal ID: ddcdb31e-c1df-45cf-9aa7-9d9ad2c18610
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (1R,7S,8S,11R)-7-hydroxy-11-(hydroxymethyl)-16-methyl-12,13,14-trithia-9,16-diazatetracyclo[9.3.2.01,9.03,8]hexadeca-3,5-diene-10,15-dione
• SMILES (Canonical): CN1C(=O)C23CC4=CC=CC(C4N2C(=O)C1(SSS3)CO)O
• SMILES (Isomeric): CN1C(=O)[C@]23CC4=CC=C[C@@H]([C@H]4N2C(=O)[C@]1(SSS3)CO)O
• InChI: InChI=1S/C13H14N2O4S3/c1-14-10(18)12-5-7-3-2-4-8(17)9(7)15(12)11(19)13(14,6-16)21-22-20-12/h2-4,8-9,16-17H,5-6H2,1H3/t8-,9-,12+,13+/m0/s1
• InChI Key: RXXAGINROPIBAW-RBJBARPLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄N₂O₄S₃
• Molecular Weight: 358.50 g/mol
• Exact Mass: 358.01157045 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.34
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• (4R,6aS,7S,11aR)-6a,7-Dihydro-4-(hydroxymethyl)-13-methyl-11H-4,11a-(iminomethano)[1,2,3,5]trithiazepino[5,4-a]indole-5,12(4H)-dione
• 101623-21-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8166	81.66%
Caco-2	-	0.5390	53.90%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5622	56.22%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.8882	88.82%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7778	77.78%
P-glycoprotein inhibitior	-	0.9517	95.17%
P-glycoprotein substrate	-	0.6840	68.40%
CYP3A4 substrate	+	0.6339	63.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8175	81.75%
CYP3A4 inhibition	-	0.8620	86.20%
CYP2C9 inhibition	-	0.6759	67.59%
CYP2C19 inhibition	-	0.7026	70.26%
CYP2D6 inhibition	-	0.8555	85.55%
CYP1A2 inhibition	-	0.7259	72.59%
CYP2C8 inhibition	-	0.9035	90.35%
CYP inhibitory promiscuity	-	0.7622	76.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5778	57.78%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.9883	98.83%
Skin irritation	-	0.7508	75.08%
Skin corrosion	-	0.9113	91.13%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5052	50.52%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8309	83.09%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.6608	66.08%
Acute Oral Toxicity (c)	III	0.5235	52.35%
Estrogen receptor binding	-	0.5120	51.20%
Androgen receptor binding	+	0.6878	68.78%
Thyroid receptor binding	+	0.5429	54.29%
Glucocorticoid receptor binding	+	0.6287	62.87%
Aromatase binding	-	0.5402	54.02%
PPAR gamma	+	0.5326	53.26%
Honey bee toxicity	-	0.8627	86.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8650	86.50%

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	96.47%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.29%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.41%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.53%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.51%	85.14%
CHEMBL4208	P20618	Proteasome component C5	85.35%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.03%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 13819122
• LOTUS: LTS0173201
• wikiData: Q105247342