Methyl 4-(8-hydroxy-4a,8-dimethyldecahydronaphthalen-2-yl)-4,5-dihydro-3H-pyrazole-4-carboxylate - Compound Card

Methyl 4-(8-hydroxy-4a,8-dimethyldecahydronaphthalen-2-yl)-4,5-dihydro-3H-pyrazole-4-carboxylate

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Methyl 4-(8-hydroxy-4a,8-dimethyldecahydronaphthalen-2-yl)-4,5-dihydro-3H-pyrazole-4-carboxylate

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Naphthalene Derivative
Canonical Smiles COC(=O)C1(CCN=N1)C1CC[C@@]2([C@@H](C1)[C@@](C)(O)CCC2)C
InChI InChI=1S/C17H28N2O3/c1-15-6-4-7-16(2,21)13(15)11-12(5-8-15)17(14(20)22-3)9-10-18-19-17/h12-13,21H,4-11H2,1-3H3/t12?,13-,15-,16+,17?/m1/s1
InChIKey ZJBUKWUCFVUZCF-OEKQDRQZSA-N
Formula C17H28N2O3
HBA 5
HBD 1
MW 308.42
Rotatable Bonds 2
TPSA 71.25
LogP 3.11
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.94
Exact Mass 308.21
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Tarchonanthus camphoratus Asteraceae Plantae 41650

Showing of synonyms

  • Hegazy MEF, Tawfik WA, et al. (2015). Sesquiterpene acid derivatives from Tarchonanthus camphoratus. Research Journal of Pharmaceutical, Biological and Chemical Sciences,2015,6(1),659-663. [View]
Pubchem: 162816843

No compound-protein relationship available.

Structure

SMILES: N1=NCCC1C(C2)CCC(C23)CCCC3

Level: 1

Mol. Weight: 308.42 g/mol

Structure

SMILES: C1CCCC(C12)CCCC2

Level: 0

Mol. Weight: 308.42 g/mol

Structure

SMILES: C1CN=NC1

Level: 0

Mol. Weight: 308.42 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.87
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.540
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.86

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.900
Plasma Protein Binding
84.85
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.160
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.150
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.540
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.510
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
0.190
Rat (Acute)
2.220
Rat (Chronic Oral)
1.280
Fathead Minnow
3.920
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
356.790
Hydration Free Energy
-4.790
Log(D) at pH=7.4
3.650
Log(P)
3.0
Log S
-3.54
Log(Vapor Pressure)
-6.39
Melting Point
118.82
pKa Acid
9.64
pKa Basic
5.91
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7809
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7809
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7594
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7594
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7583
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7583
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7496
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7496
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7484
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7484
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7299
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7299
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7282
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7282
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7267
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7267
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7232
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7232
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7219
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7219
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7206
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7206
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7178
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7178
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7169
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7169
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7139
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7139
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7137
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7137
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7040
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7040
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7014
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7014
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7008
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7008

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