Subereamolline A - Compound Card

Subereamolline A

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Subereamolline A

Structure
Zoomed Structure
  • Family: Animalia - Aplysinellidae
  • Kingdom: Animalia
  • Class: Alkaloid
    • Subclass: Bromotyrosine-Derived Alkaloid
Canonical Smiles CCOC(=O)NCCCCNC(=O)C1=NO[C@@]2(C1)C=C(Br)C(=C([C@@H]2O)Br)OC
InChI InChI=1S/C17H23Br2N3O6/c1-3-27-16(25)21-7-5-4-6-20-15(24)11-9-17(28-22-11)8-10(18)13(26-2)12(19)14(17)23/h8,14,23H,3-7,9H2,1-2H3,(H,20,24)(H,21,25)/t14-,17+/m0/s1
InChIKey OSCSKJPZRSOZDO-WMLDXEAASA-N
Formula C17H23Br2N3O6
HBA 7
HBD 3
MW 525.19
Rotatable Bonds 8
TPSA 118.48
LogP 2.05
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.59
Exact Mass 523.0
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Suberea mollis Aplysinellidae Animalia 1161115

Showing of synonyms

  • Abou-Shoer MI, Shaala LA, et al. (2008). Bioactive brominated metabolites from the red sea sponge Suberea mollis. Journal of Natural Products,2008,71(8),1464-1467. [View] [PubMed]
Pubchem: 25016147
Nmrshiftdb2: 70129977

No compound-protein relationship available.

Structure

SMILES: O1N=CCC12C=CC=CC2

Level: 0

Mol. Weight: 525.19 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.18
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.93
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.55

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.55
Plasma Protein Binding
53.63
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-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
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
-0.89
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.99
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.15
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.44
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
-6.13
Rat (Acute)
2.78
Rat (Chronic Oral)
1.7
Fathead Minnow
4.31
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
442.79
Hydration Free Energy
-8.46
Log(D) at pH=7.4
1.77
Log(P)
2.38
Log S
-3.28
Log(Vapor Pressure)
-8.57
Melting Point
131.69
pKa Acid
6.26
pKa Basic
6.32
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Shikimate dehydrogenase (NADP(+)) P56119 AROE_HELPY Helicobacter pylori 3 0.9735
Shikimate dehydrogenase (NADP(+)) P56119 AROE_HELPY Helicobacter pylori 3 0.9735
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9537
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9537
Triosephosphate isomerase P00942 TPIS_YEAST Saccharomyces cerevisiae 3 0.9448
Triosephosphate isomerase P00942 TPIS_YEAST Saccharomyces cerevisiae 3 0.9448
Shikimate kinase P9WPY3 AROK_MYCTU Mycobacterium tuberculosis 3 0.8908
Shikimate kinase P9WPY3 AROK_MYCTU Mycobacterium tuberculosis 3 0.8908
Mevalonate kinase Q4Q6K7 Q4Q6K7_LEIMA Leishmania major 3 0.8881
Mevalonate kinase Q4Q6K7 Q4Q6K7_LEIMA Leishmania major 3 0.8881
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8613
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8613
3-hydroxy-3-methylglutaryl-coenzyme A reductase P13702 MVAA_PSEMV Pseudomonas mevalonii 3 0.8222
3-hydroxy-3-methylglutaryl-coenzyme A reductase P13702 MVAA_PSEMV Pseudomonas mevalonii 3 0.8222
1,4-alpha-glucan branching enzyme GlgB A7ZSW5 GLGB_ECO24 Escherichia coli O139:H28 3 0.8195
1,4-alpha-glucan branching enzyme GlgB A7ZSW5 GLGB_ECO24 Escherichia coli O139:H28 3 0.8195
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8040
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8040
Enterochelin uptake periplasmic binding protein Q0P8Q4 Q0P8Q4_CAMJE Campylobacter jejuni subsp. jejuni serotype O:2 3 0.8022
Enterochelin uptake periplasmic binding protein Q0P8Q4 Q0P8Q4_CAMJE Campylobacter jejuni subsp. jejuni serotype O:2 3 0.8022
2-dehydro-3-deoxyphosphooctonate aldolase P0A715 KDSA_ECOLI Escherichia coli 3 0.7721
2-dehydro-3-deoxyphosphooctonate aldolase P0A715 KDSA_ECOLI Escherichia coli 3 0.7721
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7683
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7683
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7671
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7671
Regucalcin Q64374 RGN_MOUSE Mus musculus 3 0.7619
Regucalcin Q64374 RGN_MOUSE Mus musculus 3 0.7619
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7527
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7527
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7506
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7506
Glucosidase II subunit alpha Q9STC1 Q9STC1_GRALE Gracilariopsis lemaneiformis 3 0.7451
Glucosidase II subunit alpha Q9STC1 Q9STC1_GRALE Gracilariopsis lemaneiformis 3 0.7451
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7443
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7443
Xylose isomerase P12070 XYLA_ARTS7 Arthrobacter sp 3 0.7417
Xylose isomerase P12070 XYLA_ARTS7 Arthrobacter sp 3 0.7417
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 2 0.7285
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 2 0.7285
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7262
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7262
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7255
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7255
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7246
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7246
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7232
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7232
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 2 0.7231
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 2 0.7231
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7178
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7178
14-3-3 protein gamma P61981 1433G_HUMAN Homo sapiens 3 0.7169
14-3-3 protein gamma P61981 1433G_HUMAN Homo sapiens 3 0.7169
Mexicain P84346 MEX1_JACME Jacaratia mexicana 3 0.7121
Mexicain P84346 MEX1_JACME Jacaratia mexicana 3 0.7121
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 2 0.7095
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 2 0.7095
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7090
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7090
Periplasmic pH-dependent serine endoprotease DegQ P39099 DEGQ_ECOLI Escherichia coli 3 0.7072
Periplasmic pH-dependent serine endoprotease DegQ P39099 DEGQ_ECOLI Escherichia coli 3 0.7072
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.7055
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.7055
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7029
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7029
Regulatory protein SdiA P07026 SDIA_ECOLI Escherichia coli 3 0.7004
Regulatory protein SdiA P07026 SDIA_ECOLI Escherichia coli 3 0.7004
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7002
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7002

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