1-[alpha-(1-Adamantyl)benzylidene]thiosemicarbazide

Details

• Internal ID: 193be386-3eee-4481-bb5b-1403973e03fe
• Taxonomy: Benzenoids > Benzene and substituted derivatives
• IUPAC Name: [(Z)-[1-adamantyl(phenyl)methylidene]amino]thiourea
• SMILES (Canonical): C1C2CC3CC1CC(C2)(C3)C(=NNC(=S)N)C4=CC=CC=C4
• SMILES (Isomeric): C1C2CC3CC1CC(C2)(C3)/C(=N/NC(=S)N)/C4=CC=CC=C4
• InChI: InChI=1S/C18H23N3S/c19-17(22)21-20-16(15-4-2-1-3-5-15)18-9-12-6-13(10-18)8-14(7-12)11-18/h1-5,12-14H,6-11H2,(H3,19,21,22)/b20-16+
• InChI Key: PGIRXIIXIDFXFM-CAPFRKAQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₃N₃S
• Molecular Weight: 313.50 g/mol
• Exact Mass: 313.16126892 g/mol
• Topological Polar Surface Area (TPSA): 82.50 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• MFCD01825621
• AKOS002345658
• BIM-0014178.P001
• (Z)-1-Adamantyl(phenyl)methanone thiosemicarbazone #
• 1-[.alpha.-(1-Adamantyl)benzylidene]thiosemicarbazide
• F3284-0704
• (Z)-2-((3r,5r,7r)-adamantan-1-yl(phenyl)methylene)hydrazinecarbothioamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9796	97.96%
Caco-2	+	0.6361	63.61%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Lysosomes	0.5361	53.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9499	94.99%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7622	76.22%
P-glycoprotein inhibitior	-	0.8651	86.51%
P-glycoprotein substrate	-	0.6364	63.64%
CYP3A4 substrate	-	0.5848	58.48%
CYP2C9 substrate	-	0.5994	59.94%
CYP2D6 substrate	-	0.7423	74.23%
CYP3A4 inhibition	+	0.7286	72.86%
CYP2C9 inhibition	-	0.5917	59.17%
CYP2C19 inhibition	-	0.7243	72.43%
CYP2D6 inhibition	-	0.7976	79.76%
CYP1A2 inhibition	+	0.7342	73.42%
CYP2C8 inhibition	-	0.5765	57.65%
CYP inhibitory promiscuity	+	0.6878	68.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5300	53.00%
Carcinogenicity (trinary)	Non-required	0.5826	58.26%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.9827	98.27%
Skin irritation	-	0.6330	63.30%
Skin corrosion	-	0.8762	87.62%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8232	82.32%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7473	74.73%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.8214	82.14%
Nephrotoxicity	-	0.7374	73.74%
Acute Oral Toxicity (c)	III	0.4326	43.26%
Estrogen receptor binding	+	0.7209	72.09%
Androgen receptor binding	-	0.6541	65.41%
Thyroid receptor binding	+	0.6095	60.95%
Glucocorticoid receptor binding	-	0.7213	72.13%
Aromatase binding	+	0.6633	66.33%
PPAR gamma	+	0.6818	68.18%
Honey bee toxicity	-	0.9209	92.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9617	96.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.52%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	93.73%	90.17%
CHEMBL3837	P07711	Cathepsin L	92.85%	96.61%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	92.38%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.80%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.21%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.87%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.12%	94.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.94%	95.56%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.61%	85.31%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.24%	94.23%
CHEMBL2535	P11166	Glucose transporter	80.62%	98.75%

Plants that contains it

• Hypericum japonicum

Cross-Links

• PubChem: 5337921
• NPASS: NPC299326