Ealaine B - Compound Card

Ealaine B

Select a section from the left sidebar

Ealaine B

Structure
Zoomed Structure
  • Family: Plantae - Ancistrocladaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Naphthylisoquinoline Alkaloid
Canonical Smiles COc1cc2C[C@H](C)N[C@H](c2c(c1)O)C
InChI InChI=1S/C12H17NO2/c1-7-4-9-5-10(15-3)6-11(14)12(9)8(2)13-7/h5-8,13-14H,4H2,1-3H3/t7-,8-/m0/s1
InChIKey KDGAUZZOZVQYPE-YUMQZZPRSA-N
Formula C12H17NO2
HBA 3
HBD 2
MW 207.27
Rotatable Bonds 1
TPSA 41.49
LogP 2.0
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 15
Formal Charge 0
Fraction CSP3 0.5
Exact Mass 207.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ancistrocladus ealaensis Ancistrocladaceae Plantae 714098

Showing of synonyms

  • Tshitenge DT, Feineis D, et al. (2018). Mbandakamine-Type Naphthylisoquinoline Dimers and Related Alkaloids from the Central African Liana Ancistrocladus ealaensis with Antiparasitic and Antileukemic Activities.. Journal of natural products,2018, 81(4), 918-933. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CNCc(c12)cccc2

Level: 0

Mol. Weight: 207.27 g/mol

Antileukemia
Antiparasitic

Absorption

Caco-2 (logPapp)
-4.96
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.580
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)
0.190
Plasma Protein Binding
38.88
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.810
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.300
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.750
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
8.230
Micronucleos
Toxic
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
-1.670
Rat (Acute)
2.580
Rat (Chronic Oral)
1.730
Fathead Minnow
4.010
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
306.540
Hydration Free Energy
-9.920
Log(D) at pH=7.4
1.850
Log(P)
1.45
Log S
-1.19
Log(Vapor Pressure)
-4.53
Melting Point
145.19
pKa Acid
10.75
pKa Basic
8.8
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.9862
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9581
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9555
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9451
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9450
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9436
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9434
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9363
S-norcoclaurine synthase Q67A25 NCS_THLFG Thalictrum flavum subsp. glaucum 3 0.9173
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9163
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.8994
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8950
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8921
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8858
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8727
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8698
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8662
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8662
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8575
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8545
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.8535
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8517
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8459
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.8211
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8134
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8103
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7933
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7924
Xanthine dehydrogenase/oxidase P22985 XDH_RAT Rattus norvegicus 4 0.7893
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 2 0.7872
adenine phosphoribosyltransferase Q967M2 Q967M2_GIAIN Giardia intestinalis 3 0.7824
S-methyl-5'-thioadenosine phosphorylase Q13126 MTAP_HUMAN Homo sapiens 3 0.7800
High affinity transport system protein p37 Q49410 P37_MYCGE Mycoplasma genitalium 3 0.7784
O-GlcNAcase NagJ Q0TR53 OGA_CLOP1 Clostridium perfringens 3 0.7749
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7718
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 3 0.7701
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7696
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7657
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7643
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7533
Toluene-4-monooxygenase system, hydroxylase component subunit alpha Q00456 TMOA_PSEME Pseudomonas mendocina 2 0.7529
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7520
Thymidylate kinase Q9KQI2 KTHY_VIBCH Vibrio cholerae serotype O1 3 0.7483
Seed lectin subunit I P05045 LEC1_VIGUC Vigna unguiculata subsp. cylindrica 3 0.7479
DNA topoisomerase 1 P06612 TOP1_ECOLI Escherichia coli 3 0.7450
Capsid protein VP1 O56137 O56137_9VIRU Adeno-associated virus - 6 3 0.7443
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7431
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.7429
S-norcoclaurine synthase Q67A25 NCS_THLFG Thalictrum flavum subsp. glaucum 3 0.7394
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7388
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7386
Thiamine-monophosphate kinase O67883 THIL_AQUAE Aquifex aeolicus 3 0.7385
Glutamate receptor ionotropic, kainate 1 P22756 GRIK1_RAT Rattus norvegicus 2 0.7371
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7330
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7298
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 2 0.7295
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7294
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7294
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7284
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7271
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7271
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7267
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7258
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7254
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7246
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7246
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7234
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7219
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7211
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7203
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7195
Myosin heavy chain kinase A P42527 MHCKA_DICDI Dictyostelium discoideum 2 0.7190
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7176
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7165
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7162
Pyruvate dehydrogenase E1 component subunit alpha P21873 ODPA_GEOSE Geobacillus stearothermophilus 3 0.7144
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7141
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 3 0.7140
GTPase IMAP family member 2 Q9UG22 GIMA2_HUMAN Homo sapiens 3 0.7138
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7132
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7121
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 2 0.7115
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7109
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7098
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7097
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7095
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7093
Gibberellin receptor GID1 Q6L545 GID1_ORYSJ Oryza sativa subsp. japonica 3 0.7087
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7072
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7064
Matrix metalloproteinase-20 O60882 MMP20_HUMAN Homo sapiens 2 0.7061
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7060
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7053
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7044
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7033
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7015
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7013
Kallikrein-4 Q9Y5K2 KLK4_HUMAN Homo sapiens 2 0.7006

Download SDF