Select a section from the left sidebar
Acriquinoline B
- Family: Plantae - Rutaceae
- Kingdom: Plantae
-
Class: Alkaloid
- Subclass: Acridone-Quinoline Alkaloid
| Canonical Smiles | COc1ccc2c(c1C1(O)C(=O)c3c4n1c(=O)ccc4cc(c3)C)n(C)c1c(c2=O)c(O)cc2c1C=CC(O2)(C)C |
|---|---|
| InChI | InChI=1S/C32H26N2O7/c1-15-12-16-6-9-23(36)34-26(16)19(13-15)30(38)32(34,39)25-21(40-5)8-7-18-28(25)33(4)27-17-10-11-31(2,3)41-22(17)14-20(35)24(27)29(18)37/h6-14,35,39H,1-5H3 |
| InChIKey | XLPUBLKUJHSITH-UHFFFAOYSA-N |
| Formula | C32H26N2O7 |
| HBA | 9 |
| HBD | 2 |
| MW | 550.57 |
| Rotatable Bonds | 2 |
| TPSA | 119.99 |
| LogP | 4.1 |
| Number Rings | 7 |
| Number Aromatic Rings | 5 |
| Heavy Atom Count | 41 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.22 |
| Exact Mass | 550.17 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Citrus reticulata | Rutaceae | Plantae | 85571 |
Showing of synonyms
Acriquinoline B
CHEMBL3752540
Pubchem:
127027299
Chembl:
CHEMBL3752540
No compound-protein relationship available.
SMILES: c1ccc(c2c13)ccc(=O)n2C(C3=O)c4cccc(c5=O)c4[nH]c(c56)c7c(cc6)OCC=C7
Level: 1
Mol. Weight: 550.57 g/mol
SMILES: C1=CCOc(cc2)c1c(c23)[nH]c4c(c3=O)cccc4
Level: 0
Mol. Weight: 550.57 g/mol
SMILES: c1ccc(c2c13)ccc(=O)n2CC3=O
Level: 0
Mol. Weight: 550.57 g/mol
Cytotoxic
Absorption
- Caco-2 (logPapp)
- -5.42
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.810
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 4.47
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 1.790
- Plasma Protein Binding
- 65.11
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- Non-Substrate
- CYP 2C19 Inhibitor
- Inhibitor
- CYP 2C19 Substrate
- Non-Substrate
- CYP 2C9 Inhibitor
- Non-Inhibitor
- CYP 2C9 Substrate
- Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 2.710
- Organic Cation Transporter 2
- Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.410
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.070
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 4.740
- Micronucleos
- Toxic
- NR-AhR
- Toxic
- 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
- Toxic
- T. Pyriformis
- -9222.480
- Rat (Acute)
- 2.660
- Rat (Chronic Oral)
- 2.490
- Fathead Minnow
- 28.920
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Toxic
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Toxic
General Properties
- Boiling Point
- 511.630
- Hydration Free Energy
- -2.940
- Log(D) at pH=7.4
- 2.830
- Log(P)
- 3.51
- Log S
- -5.32
- Log(Vapor Pressure)
- -13.06
- Melting Point
- 338.04
- pKa Acid
- 8.37
- pKa Basic
- 4.17
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Na(+):neurotransmitter symporter (Snf family) | O67854 | O67854_AQUAE | Aquifex aeolicus | 3 | 0.8763 |
| Chitinase A | Q9AMP1 | Q9AMP1_VIBHA | Vibrio harveyi | 3 | 0.8508 |
| Soluble cytochrome b562 | P0ABE7 | C562_ECOLX | Escherichia coli | 3 | 0.8323 |
| Genome polyprotein | O92972 | POLG_HCVJ4 | Hepatitis C virus genotype 1b | 3 | 0.8234 |
| Gag-Pol polyprotein | P03369 | POL_HV1A2 | Human immunodeficiency virus type 1 group M subtype B | 3 | 0.8001 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 3 | 0.7966 |
| Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha | Q4WP27 | Q4WP27_ASPFU | Aspergillus fumigatus | 3 | 0.7638 |
| Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha | Q04631 | FNTA_RAT | Rattus norvegicus | 3 | 0.7489 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7422 |
| Enoyl-acyl carrier reductase | C6KSZ2 | C6KSZ2_PLAF7 | Plasmodium falciparum | 4 | 0.7320 |
| Integrin alpha-L | P20701 | ITAL_HUMAN | Homo sapiens | 3 | 0.7257 |
| Lactotransferrin | P24627 | TRFL_BOVIN | Bos taurus | 2 | 0.7246 |
| Na(+):neurotransmitter symporter (Snf family) | O67854 | O67854_AQUAE | Aquifex aeolicus | 3 | 0.7188 |
| Casein kinase I isoform gamma-3 | Q9Y6M4 | KC1G3_HUMAN | Homo sapiens | 4 | 0.7098 |
| Basic phospholipase A2 VRV-PL-VIIIa | P59071 | PA2B8_DABRR | Daboia russelii | 2 | 0.7086 |
| High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A | O76083 | PDE9A_HUMAN | Homo sapiens | 3 | 0.7055 |
| cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A | Q9Y233 | PDE10_HUMAN | Homo sapiens | 3 | 0.7009 |