6,7-dimethoxy-4-methylquinoline - Compound Card

6,7-dimethoxy-4-methylquinoline

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6,7-dimethoxy-4-methylquinoline

Structure
Zoomed Structure
  • Family: Plantae - Chenopodiaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Quinoline Alkaloid
Canonical Smiles COc1cc2c(C)ccnc2cc1OC
InChI InChI=1S/C12H13NO2/c1-8-4-5-13-10-7-12(15-3)11(14-2)6-9(8)10/h4-7H,1-3H3
InChIKey RKGJUDFCBXVRHJ-UHFFFAOYSA-N
Formula C12H13NO2
HBA 3
HBD 0
MW 203.24
Rotatable Bonds 2
TPSA 31.35
LogP 2.56
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 15
Formal Charge 0
Fraction CSP3 0.25
Exact Mass 203.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Haloxylon scoparium Chenopodiaceae Plantae 1665493

Showing of synonyms

  • Lachkar N, Lamchouri F, et al. (2021). Chemical composition, phenolic content and antioxidant capacity of Haloxylon scoparium extracts. Evidence-based complementary and alternative medicine : eCAM, 2021, 2021, 9011168. [View] [PubMed]
Pubchem: 10998092
CPRiL: 434308
Structure

SMILES: c1ccnc(c12)cccc2

Level: 0

Mol. Weight: 203.24 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.49
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.930
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.8

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.920
Plasma Protein Binding
54.51
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
7.770
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.820
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.430
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.250
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
3.250
Rat (Acute)
2.020
Rat (Chronic Oral)
1.810
Fathead Minnow
4.380
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
320.690
Hydration Free Energy
-8.570
Log(D) at pH=7.4
2.480
Log(P)
2.16
Log S
-2.78
Log(Vapor Pressure)
-4.03
Melting Point
117.19
pKa Acid
11.13
pKa Basic
5.84
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9553
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.9521
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9477
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9477
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.9468
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9451
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.9432
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9329
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9320
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9200
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.9171
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.9143
Probable esterase KAI2 Q9SZU7 KAI2_ARATH Arabidopsis thaliana 3 0.9137
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.9100
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9066
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8989
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8940
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8873
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8781
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.8769
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.8744
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8744
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8664
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8627
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8597
Acetylcholine-binding protein P58154 ACHP_LYMST Lymnaea stagnalis 3 0.8536
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8487
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8479
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8475
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8272
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8269
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8206
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.8190
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8147
Eugenol synthase 1 Q15GI4 EGS1_OCIBA Ocimum basilicum 3 0.8116
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8077
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8074
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8059
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7997
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7970
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7958
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7957
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7903
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7846
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7780
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7745
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7714
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7712
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.7712
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 3 0.7711
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7694
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7675
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7673
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7655
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7648
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7596
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7586
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7580
Thymidine phosphorylase P07650 TYPH_ECOLI Escherichia coli 4 0.7573
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7570
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7500
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7484
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7480
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7479
Cholesterol oxidase P22637 CHOD_BREST Brevibacterium sterolicum 3 0.7477
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7468
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7463
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7446
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7428
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7421
Nitroreductase domain-containing protein Q8DW21 Q8DW21_STRMU Streptococcus mutans serotype c 3 0.7385
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7374
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7369
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7361
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7359
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7355
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7353
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7346
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7330
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7322
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7306
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7300
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7285
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7280
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7279
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 2 0.7274
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7252
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.7252
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7247
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7237
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7229
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7219
Thymidylate kinase Q9KQI2 KTHY_VIBCH Vibrio cholerae serotype O1 3 0.7198
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7196
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7190
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7187
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7171
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7153
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7145
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7142
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7120
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7117
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7079
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7078
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7062
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7059
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7046
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7039
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7036
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.7032
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7021
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7004

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