Ealaine D - Compound Card

Ealaine D

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Ealaine D

Structure
Zoomed Structure
  • Family: Plantae - Ancistrocladaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Naphthylisoquinoline Alkaloid
Canonical Smiles COc1cc(O)cc2c1C(=N[C@H](C2)C)C
InChI InChI=1S/C12H15NO2/c1-7-4-9-5-10(14)6-11(15-3)12(9)8(2)13-7/h5-7,14H,4H2,1-3H3/t7-/m0/s1
InChIKey RZNYTVOTEIMHNS-ZETCQYMHSA-N
Formula C12H15NO2
HBA 3
HBD 1
MW 205.26
Rotatable Bonds 1
TPSA 41.82
LogP 2.15
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 15
Formal Charge 0
Fraction CSP3 0.42
Exact Mass 205.11
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: C1=NCCc(c12)cccc2

Level: 0

Mol. Weight: 205.26 g/mol

Antileukemia
Antiparasitic

Absorption

Caco-2 (logPapp)
-4.9
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.340
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.74

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.370
Plasma Protein Binding
45.88
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
9.240
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.970
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
-0.540
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.140
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
2.660
Rat (Acute)
2.120
Rat (Chronic Oral)
2.000
Fathead Minnow
4.030
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
316.660
Hydration Free Energy
-8.260
Log(D) at pH=7.4
1.840
Log(P)
2.22
Log S
-2.88
Log(Vapor Pressure)
-4.09
Melting Point
128.31
pKa Acid
10.37
pKa Basic
7.92
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 0.9734
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9553
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9520
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9515
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9471
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.9439
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9427
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9415
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9405
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9397
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9340
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9334
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.9333
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9320
Repressor protein Q7X0D9 Q7X0D9_ACIAD Acinetobacter baylyi 3 0.9278
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9276
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.9272
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9227
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9224
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9034
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8991
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8968
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.8745
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.8705
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.8677
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8512
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.8486
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.8466
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8458
S-norcoclaurine synthase Q67A25 NCS_THLFG Thalictrum flavum subsp. glaucum 3 0.8435
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8435
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8389
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8363
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.8225
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.8162
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8109
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8095
orotidine-5'-phosphate decarboxylase Q8T6J6 Q8T6J6_PLAFA Plasmodium falciparum 4 0.7896
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7772
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7760
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7704
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7655
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7651
O-GlcNAcase NagJ Q0TR53 OGA_CLOP1 Clostridium perfringens 3 0.7633
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7628
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7616
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7603
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7598
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7583
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7569
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7548
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q8ZMF7 ISPF_SALTY Salmonella typhimurium 3 0.7542
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7534
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7516
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7516
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7455
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7448
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7438
Rac-like GTP-binding protein ARAC7 O82480 RAC7_ARATH Arabidopsis thaliana 3 0.7430
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7411
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 3 0.7404
chitinase B0Y2Y2 B0Y2Y2_ASPFC Aspergillus fumigatus 3 0.7403
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7391
Poly(A) polymerase P29468 PAP_YEAST Saccharomyces cerevisiae 3 0.7382
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7369
Putative N-acetyl glucosaminyl transferase Q6U8B0 Q6U8B0_RAOTE Raoultella terrigena 3 0.7354
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7347
Metallo-beta-lactamase type 2 P26918 BLAB_AERHY Aeromonas hydrophila 2 0.7318
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 3 0.7305
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7305
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7303
3',5'-cyclic-AMP phosphodiesterase 4B Q07343 PDE4B_HUMAN Homo sapiens 3 0.7289
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7275
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7271
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7266
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7266
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q8RQP5 ISPF_THET8 Thermus thermophilus 3 0.7245
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7239
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7238
Thymidylate kinase Q9KQI2 KTHY_VIBCH Vibrio cholerae serotype O1 3 0.7238
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7234
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7227
4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl glucoside beta-D-glucosidase 1, chloroplastic P49235 HGGL1_MAIZE Zea mays 2 0.7227
Beta-galactoside alpha-2,6-sialyltransferase 1 P15907 SIAT1_HUMAN Homo sapiens 3 0.7225
Capsid protein VP1 O56137 O56137_9VIRU Adeno-associated virus - 6 3 0.7220
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7202
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7194
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 4 0.7191
Cytochrome b-c1 complex subunit 1, mitochondrial P31800 QCR1_BOVIN Bos taurus 3 0.7171
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7171
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7170
Cytidylate kinase Q5SL35 KCY_THET8 Thermus thermophilus 3 0.7162
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 2 0.7162
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7159
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7145
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7143
DNA topoisomerase 1 P06612 TOP1_ECOLI Escherichia coli 3 0.7133
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7109
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.7107
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7103
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7097
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 2 0.7090
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7088
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7088
GTPase IMAP family member 2 Q9UG22 GIMA2_HUMAN Homo sapiens 3 0.7081
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7077
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 2 0.7050
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7048
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7042
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7041
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7033
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 2 0.7032
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7021
Purine nucleoside phosphorylase 2 P45563 XAPA_ECOLI Escherichia coli 3 0.7020
Cytosolic IMP-GMP specific 5'-nucleotidase Q5ZZB6 Q5ZZB6_LEGPH Legionella pneumophila subsp. pneumophila 3 0.7010
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7006
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7006

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