N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-[(Z)-5-hydroxy-3-(prop-2-enyldisulfanyl)pent-2-en-2-yl]formamide

Details

• Internal ID: f0250dac-8c93-4ad9-b61c-0d5992c552f3
• Taxonomy: Organoheterocyclic compounds > Diazines > Pyrimidines and pyrimidine derivatives > Aminopyrimidines and derivatives
• IUPAC Name: N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-[(Z)-5-hydroxy-3-(prop-2-enyldisulfanyl)pent-2-en-2-yl]formamide
• SMILES (Canonical): CC1=NC=C(C(=N1)N)CN(C=O)C(=C(CCO)SSCC=C)C
• SMILES (Isomeric): CC1=NC=C(C(=N1)N)CN(C=O)/C(=C(/CCO)\SSCC=C)/C
• InChI: InChI=1S/C15H22N4O2S2/c1-4-7-22-23-14(5-6-20)11(2)19(10-21)9-13-8-17-12(3)18-15(13)16/h4,8,10,20H,1,5-7,9H2,2-3H3,(H2,16,17,18)/b14-11-
• InChI Key: WNCAVNGLACHSRZ-KAMYIIQDSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂N₄O₂S₂
• Molecular Weight: 354.50 g/mol
• Exact Mass: 354.11841830 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

• 554-44-9
• Thiamin-allyl-disulfid
• N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-[(Z)-5-hydroxy-3-(prop-2-enyldisulfanyl)pent-2-en-2-yl]formamide
• UNII-83SWN21920
• 83SWN21920
• N-(4-Amino-2-methyl-5-pyrimidinylmethyl)-N-(2-allyldithio-4-hydroxy-1-methyl-1-butenyl)formamid
• C15H22N4O2S2
• SCHEMBL163426
• THIAMINE ALLYL DISULFIDE
• CHEBI:169524
• Q4732877
• Formamide, N-((4-amino-2-methyl-5-pyrimidinyl)methyl)-N-(4-hydroxy-1-methyl-2-(2-propenyldithio)-1-butenyl)-
• N-((4-AMINO-2-METHYLPYRIMIDIN-5-YL)METHYL)-N-((1Z)-4-HYDROXY-1-METHYL-2-(PROP-2-EN-1-YLDISULFANYL)BUT-1-EN-1-YL)FORMAMIDE
• N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-[(Z)-5-hydroxy-3-(prop-2-enyldisulanyl)pent-2-en-2-yl]ormamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9697	96.97%
Caco-2	+	0.6120	61.20%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4472	44.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8972	89.72%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.8230	82.30%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5374	53.74%
P-glycoprotein inhibitior	-	0.6966	69.66%
P-glycoprotein substrate	-	0.5874	58.74%
CYP3A4 substrate	+	0.5739	57.39%
CYP2C9 substrate	-	0.5885	58.85%
CYP2D6 substrate	-	0.8828	88.28%
CYP3A4 inhibition	+	0.8246	82.46%
CYP2C9 inhibition	-	0.8157	81.57%
CYP2C19 inhibition	-	0.8224	82.24%
CYP2D6 inhibition	-	0.8866	88.66%
CYP1A2 inhibition	-	0.8044	80.44%
CYP2C8 inhibition	-	0.6217	62.17%
CYP inhibitory promiscuity	-	0.8847	88.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5837	58.37%
Eye corrosion	-	0.9769	97.69%
Eye irritation	-	0.9192	91.92%
Skin irritation	-	0.7459	74.59%
Skin corrosion	-	0.9137	91.37%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7840	78.40%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.6355	63.55%
skin sensitisation	-	0.8217	82.17%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5621	56.21%
Acute Oral Toxicity (c)	III	0.7079	70.79%
Estrogen receptor binding	+	0.5546	55.46%
Androgen receptor binding	-	0.7926	79.26%
Thyroid receptor binding	+	0.6347	63.47%
Glucocorticoid receptor binding	+	0.8790	87.90%
Aromatase binding	+	0.6891	68.91%
PPAR gamma	+	0.8360	83.60%
Honey bee toxicity	-	0.8089	80.89%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.7690	76.90%

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	97.61%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	93.48%	93.10%
CHEMBL3492	P49721	Proteasome Macropain subunit	91.92%	90.24%
CHEMBL3401	O75469	Pregnane X receptor	91.00%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.87%	86.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.88%	85.30%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.44%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.29%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.90%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	87.16%	83.82%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.66%	83.57%
CHEMBL1829	O15379	Histone deacetylase 3	86.28%	95.00%
CHEMBL2581	P07339	Cathepsin D	85.48%	98.95%
CHEMBL4208	P20618	Proteasome component C5	84.29%	90.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.13%	90.08%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.12%	88.56%
CHEMBL1937	Q92769	Histone deacetylase 2	80.55%	94.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.18%	96.00%

Plants that contains it

• Allium sativum
• Aniba megaphylla
• Berberis integerrima
• Calocedrus decurrens
• Digitalis sceptrum
• Herbertus sakuraii
• Nauclea latifolia
• Orthopappus angustifolius
• Scurrula parasitica

Cross-Links

• PubChem: 3037212
• NPASS: NPC218298