1H-Thieno(3,4-d)imidazole-4-pentanoic acid, hexahydro-2-oxo-, 5,5-dioxide, (3aS,4S,6aR)-

Details

• Internal ID: 8d5cf1bf-f55d-49ae-9082-42735733ec37
• Taxonomy: Organoheterocyclic compounds > Biotin and derivatives
• IUPAC Name: 5-[(3aS,4S,6aR)-2,5,5-trioxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid
• InChI: InChI=1S/C10H16N2O5S/c13-8(14)4-2-1-3-7-9-6(5-18(7,16)17)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-/m0/s1
• InChI Key: QPFQYMONYBAUCY-ZKWXMUAHSA-N
• Popularity: 32 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆N₂O₅S
• Molecular Weight: 276.31 g/mol
• Exact Mass: 276.07799279 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -0.52
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• 40720-05-6
• 22451MYQ9X
• 5-[(3aS,4S,6aR)-2,5,5-trioxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid
• CHEBI:74092
• DTXSID301124523
• 1H-Thieno(3,4-d)imidazole-4-pentanoic acid, hexahydro-2-oxo-, 5,5-dioxide, (3aS,4S,6aR)-
• 1H-Thieno[3,4-d]imidazole-4-pentanoic acid, hexahydro-2-oxo-, 5,5-dioxide, (3aS,4S,6aR)-
• 5-((3aS,4S,6aR)-2,5,5-trioxo-1,3,3a,4,6,6a-hexahydrothieno(3,4-d)imidazol-4-yl)pentanoic acid
• 5-((3aS,4S,6aR)-2,5,5-trioxo-hexahydro-1H-5$l^(6),1,3-(1$l^(6))thieno(3,4-d)imidazolidin-4-yl)pentanoic acid
• 5-[(3aS,4S,6aR)-2,5,5-trioxo-hexahydro-1H-5$l^{6},1,3-[1$l^{6}]thieno[3,4-d]imidazolidin-4-yl]pentanoic acid
• RefChem:119872
• DTXCID001556050
• 5-[(3as,4s,6ar)-5,5-dioxido-2-oxohexahydro-1h-thieno[3,4-d]imidazol-4-yl]pentanoic acid
• 5,5-dioxide Biotin
• 5-((3aS,4S,6aR)-5,5-Dioxido-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid
• 5-[(3Ar,6s,6as)-2,5,5-trioxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-6-yl]pentanoic acid
• 1H-Thieno[3,4-d]imidazole-4-pentanoic acid, hexahydro-2-oxo-, 5,5-dioxide, [3aS-(3aa,4ss,6aa)]-; Biotin, 5,5-dioxide (7CI); Biotin sulfone
• MFCD08444234
• SCHEMBL710629
• UNII-22451MYQ9X
• orb1308858
• AKOS001254221
• FB64039
• BP-40750
• MS-23928
• DB-229284
• HY-113268
• CS-0059469
• NS00124739
• EN300-24308
• C20387
• G13469
• Q27144407
• Z190662994
• [3aS-(3aa,4b,6aa)]- 5,5-dioxide-hexahydro-2-oxo-1H-Thieno[3,4-d]imidazole-4-pentanoate
• 5-((1r,5s,6s)-3,7,7-trioxo-7-thia-2,4-diazabicyclo[3.3.0]oct-6-yl)pentanoic acid
• 5-((3aS,4S,6aR)-5,5-Dioxido-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoicacid
• [3aS-(3aa,4b,6aa)]- 5,5-dioxide-hexahydro-2-oxo-1H-Thieno[3,4-d]imidazole-4-pentanoic acid
• [3aS-(3aa,4b,6aa)]-5,5-dioxide-hexahydro-2-oxo-1H-Thieno[3,4-D]imidazole-4-pentanoic acid
• 1H-Thieno(3,4-d)imidazole-4-pentanoic acid, hexahydro-2-oxo-, 5,5-dioxide, (3aS-(3aalpha,4beta,6aalpha))-
• 5-[(3aS,4S,6aR)-2,5,5-trioxo-hexahydro-1H-5lambda6-thieno[3,4-d]imidazolidin-4-yl]pentanoic acid
• 5-[(3aS,4S,6aR)-2,5,5-Trioxooctahydro-5lambda~6~-thieno[3,4-d]imidazol-4-yl]pentanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6361	63.61%
Caco-2	-	0.8592	85.92%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5955	59.55%
OATP2B1 inhibitior	-	0.8520	85.20%
OATP1B1 inhibitior	+	0.9246	92.46%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8731	87.31%
P-glycoprotein inhibitior	-	0.9406	94.06%
P-glycoprotein substrate	-	0.7867	78.67%
CYP3A4 substrate	-	0.5590	55.90%
CYP2C9 substrate	+	0.6124	61.24%
CYP2D6 substrate	-	0.8154	81.54%
CYP3A4 inhibition	-	0.9058	90.58%
CYP2C9 inhibition	-	0.8491	84.91%
CYP2C19 inhibition	-	0.8245	82.45%
CYP2D6 inhibition	-	0.9154	91.54%
CYP1A2 inhibition	-	0.8411	84.11%
CYP2C8 inhibition	-	0.9028	90.28%
CYP inhibitory promiscuity	-	0.9929	99.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7029	70.29%
Carcinogenicity (trinary)	Non-required	0.6220	62.20%
Eye corrosion	-	0.9770	97.70%
Eye irritation	-	0.9709	97.09%
Skin irritation	-	0.7577	75.77%
Skin corrosion	-	0.9150	91.50%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7278	72.78%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.5211	52.11%
skin sensitisation	-	0.8355	83.55%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6882	68.82%
Acute Oral Toxicity (c)	III	0.5960	59.60%
Estrogen receptor binding	+	0.5820	58.20%
Androgen receptor binding	-	0.6073	60.73%
Thyroid receptor binding	-	0.7113	71.13%
Glucocorticoid receptor binding	-	0.5424	54.24%
Aromatase binding	-	0.6994	69.94%
PPAR gamma	-	0.5643	56.43%
Honey bee toxicity	-	0.9489	94.89%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.8541	85.41%

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	94.84%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.66%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	92.28%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.29%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.93%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.52%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.19%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.88%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.13%	90.71%
CHEMBL4374	Q9Y5X4	Photoreceptor-specific nuclear receptor	81.87%	85.00%
CHEMBL1781	P11387	DNA topoisomerase I	81.00%	97.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.47%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 83863
• LOTUS: LTS0064593
• wikiData: Q27144407