Guvacine hydrochloride

Details

• Internal ID: 4877abf4-ce20-41b9-ae4f-54772db969b0
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: 1,2,3,6-tetrahydropyridine-5-carboxylic acid;hydrochloride
• SMILES (Canonical): C1CNCC(=C1)C(=O)O.Cl
• SMILES (Isomeric): C1CNCC(=C1)C(=O)O.Cl
• InChI: InChI=1S/C6H9NO2.ClH/c8-6(9)5-2-1-3-7-4-5;/h2,7H,1,3-4H2,(H,8,9);1H
• InChI Key: FGNUNVVTHHKDAM-UHFFFAOYSA-N
• Popularity: 40 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₀ClNO₂
• Molecular Weight: 163.60 g/mol
• Exact Mass: 163.0400063 g/mol
• Topological Polar Surface Area (TPSA): 49.30 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.41
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 6027-91-4
• 1,2,5,6-tetrahydropyridine-3-carboxylic acid hydrochloride
• 1,2,5,6-Tetrahydro-pyridine-3-carboxylic acid hydrochloride
• Guvacine HCl
• GUVACINE HYDROCHLORIDE >96% \ GABA UPTAK
• 1,2,3,6-Tetrahydropyridine-5-carboxylic acid hydrochloride
• 1,2,3,6-tetrahydropyridine-5-carboxylic acid;hydrochloride
• MLS000859975
• SR-01000075614
• SMR000326834
• Guvacine, hydrochloride
• SPECTRUM1502126
• SCHEMBL1057880
• CHEMBL1256362
• FGNUNVVTHHKDAM-UHFFFAOYSA-N
• 1,2,5,6-Tetrahydro-3-pyridinecarboxylic Acid Hydrochloride
• DTXSID801017446
• Tox21_500571
• CCG-38871
• MFCD00055191
• AKOS015849631
• LP00571
• SB37884
• NCGC00093955-01
• NCGC00093955-02
• NCGC00093955-03
• NCGC00261256-01
• AC-34589
• CS-13242
• HY-100809
• CS-0020452
• EU-0100571
• FT-0669083
• G-007
• Guvacine hydrochloride, >=97% (NMR), solid
• A13613
• EN300-736806
• SR-01000075614-1
• SR-01000075614-3
• SR-01000075614-6
• Z1198149389
• 1,2,5,6-TETRAHYDROPYRIDINE-3-CARBOXYLIC ACID HCL
• 3-Pyridinecarboxylic acid, 1,2,5,6-tetrahydro-, hydrochloride
• 1,2,5,6-tetrahydro-3-pyridinecarboxylic acid, hydrochloride salt

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9606	96.06%
Caco-2	+	0.6494	64.94%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5759	57.59%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.9704	97.04%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9550	95.50%
P-glycoprotein inhibitior	-	0.9870	98.70%
P-glycoprotein substrate	-	0.9746	97.46%
CYP3A4 substrate	-	0.7799	77.99%
CYP2C9 substrate	-	0.7867	78.67%
CYP2D6 substrate	-	0.8281	82.81%
CYP3A4 inhibition	-	0.9701	97.01%
CYP2C9 inhibition	-	0.8710	87.10%
CYP2C19 inhibition	-	0.8651	86.51%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.8570	85.70%
CYP2C8 inhibition	-	0.9769	97.69%
CYP inhibitory promiscuity	-	0.9853	98.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8156	81.56%
Carcinogenicity (trinary)	Non-required	0.6079	60.79%
Eye corrosion	-	0.8888	88.88%
Eye irritation	+	0.9935	99.35%
Skin irritation	-	0.5618	56.18%
Skin corrosion	-	0.8842	88.42%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8444	84.44%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5287	52.87%
skin sensitisation	-	0.7697	76.97%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5141	51.41%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6091	60.91%
Acute Oral Toxicity (c)	III	0.5582	55.82%
Estrogen receptor binding	-	0.9554	95.54%
Androgen receptor binding	-	0.8714	87.14%
Thyroid receptor binding	-	0.9038	90.38%
Glucocorticoid receptor binding	-	0.9310	93.10%
Aromatase binding	-	0.8821	88.21%
PPAR gamma	-	0.8725	87.25%
Honey bee toxicity	-	0.9393	93.93%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	-	0.7718	77.18%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293237	P54132	Bloom syndrome protein	50.1 nM; 50.1 nM; 50.1 nM	Potency; Potency; Potency	via CMAUP; via CMAUP; via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	0.8 nM; 0.8 nM	Potency; Potency	via CMAUP; via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.62%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.40%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.27%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.00%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.33%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.91%	93.00%

Plants that contains it

• Garcinia morella

Cross-Links

• PubChem: 11957555
• NPASS: NPC133758
• ChEMBL: CHEMBL1256362