Novae-zelandin A - Compound Card

Novae-zelandin A

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Novae-zelandin A

Structure
Zoomed Structure
  • Family: Fungi - Pleosporineae
  • Kingdom: Fungi
  • Class: Alpha-Pyrone Derivative
Canonical Smiles C/C=C/Cc1c(OC)cc(=O)oc1C
InChI InChI=1S/C11H14O3/c1-4-5-6-9-8(2)14-11(12)7-10(9)13-3/h4-5,7H,6H2,1-3H3/b5-4+
InChIKey VAYLEZJOSRUKOK-SNAWJCMRSA-N
Formula C11H14O3
HBA 3
HBD 0
MW 194.23
Rotatable Bonds 3
TPSA 39.44
LogP 2.08
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 14
Formal Charge 0
Fraction CSP3 0.36
Exact Mass 194.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Alternaria phragmospora Pleosporineae Fungi 570713

Showing of synonyms

  • Metwaly AM, Fronczek FR, et al. (2014). Antileukemic alpha-pyrone derivatives from the endophytic fungus Alternaria phragmospora. Tetrahedron Letters,2014,55(24),3478-3481. [View]
Pubchem: 101379190
Nmrshiftdb2: 70011310

No compound-protein relationship available.

Structure

SMILES: O=c1cccco1

Level: 0

Mol. Weight: 194.23 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.61
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.83
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.99

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.65
Plasma Protein Binding
29.84
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
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
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
5.2
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.95
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.04
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.39
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
3.34
Rat (Acute)
2.11
Rat (Chronic Oral)
1.77
Fathead Minnow
4.33
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
286.97
Hydration Free Energy
-6.22
Log(D) at pH=7.4
1.83
Log(P)
1.58
Log S
-2.04
Log(Vapor Pressure)
-2.58
Melting Point
52.63
pKa Acid
7.97
pKa Basic
3.93
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9687
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9687
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9113
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9113
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8959
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8959
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8953
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8953
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8648
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8648
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8230
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8230
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8225
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8225
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.8181
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.8181
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8105
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8105
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.8055
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.8055
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8046
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8046
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8002
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8002
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7968
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7968
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7951
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7951
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7906
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7906
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7869
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7869
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7743
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7743
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7697
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7697
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.7644
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.7644
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7604
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7604
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7593
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7593
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7593
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7593
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7586
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7586
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7565
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7565
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7564
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7564
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7528
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7528
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7510
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7510
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7495
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7495
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7429
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7429
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 2 0.7426
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 2 0.7426
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7422
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7422
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7383
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7383
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7381
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7381
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7377
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7377
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7368
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7368
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7356
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7356
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 2 0.7345
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 2 0.7345
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 2 0.7342
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 2 0.7342
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7305
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7305
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7276
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7276
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7264
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7264
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7253
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7253
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7249
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7249
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B Q13370 PDE3B_HUMAN Homo sapiens 3 0.7248
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B Q13370 PDE3B_HUMAN Homo sapiens 3 0.7248
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 3 0.7211
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 3 0.7211
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7182
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7182
Kynurenine 3-monooxygenase P38169 KMO_YEAST Saccharomyces cerevisiae 2 0.7173
Kynurenine 3-monooxygenase P38169 KMO_YEAST Saccharomyces cerevisiae 2 0.7173
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7134
Chitinase Q54276 Q54276_SERMA Serratia marcescens 2 0.7134
Chitinase Q54276 Q54276_SERMA Serratia marcescens 2 0.7134
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7134
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.7123
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.7123
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7087
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7087
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.7079
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.7079
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7078
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7078
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7077
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7077
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 3 0.7058
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 3 0.7058
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7056
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7056
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7051
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7051
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7046
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7046
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7044
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7044
Uracil-DNA glycosylase P9WFQ9 UNG_MYCTU Mycobacterium tuberculosis 3 0.7043
Uracil-DNA glycosylase P9WFQ9 UNG_MYCTU Mycobacterium tuberculosis 3 0.7043
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7027
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7027

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