(S)-banchromene - Compound Card

(S)-banchromene

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(S)-banchromene

Structure
Zoomed Structure
  • Family: Fungi - Nectriaceae
  • Kingdom: Fungi
  • Class: Chromene
Canonical Smiles OC[C@H](CC(=O)c1ccc2c(c1N)C=CC(O2)(C)C)NC(=O)C
InChI InChI=1S/C17H22N2O4/c1-10(21)19-11(9-20)8-14(22)12-4-5-15-13(16(12)18)6-7-17(2,3)23-15/h4-7,11,20H,8-9,18H2,1-3H3,(H,19,21)/t11-/m0/s1
InChIKey JWWKBOBMBFAOAR-NSHDSACASA-N
Formula C17H22N2O4
HBA 5
HBD 3
MW 318.37
Rotatable Bonds 5
TPSA 101.65
LogP 1.52
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.41
Exact Mass 318.16
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Fusarium sp. Nectriaceae Fungi 29916

Showing of synonyms

  • Kongue Tatong M, Talontsi F, et al. (2014). Banchromene and other secondary metabolites from the endophytic fungus Fusarium sp. obtained from Piper guineense inhibit the motility of phytopathogenic Plasmopara viticola zoospores. Tetrahedron Letters, 2014, 55(30), 4057-4061. [View]
Pubchem: 101878853
Nmrshiftdb2: 80021872

No compound-protein relationship available.

Structure

SMILES: C1=CCOc(c12)cccc2

Level: 0

Mol. Weight: 318.37 g/mol

Motility-impairing

Absorption

Caco-2 (logPapp)
-5.13
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.74
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.23

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.25
Plasma Protein Binding
32.31
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
5.5
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.51
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.57
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
4.66
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
0.27
Rat (Acute)
2.69
Rat (Chronic Oral)
2.22
Fathead Minnow
3.98
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
415.38
Hydration Free Energy
-14.91
Log(D) at pH=7.4
1.62
Log(P)
1.55
Log S
-2.86
Log(Vapor Pressure)
-8.83
Melting Point
163.3
pKa Acid
8.44
pKa Basic
5.35
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.9224
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 3 0.8911
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8884
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8836
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8803
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.8711
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8677
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8609
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8443
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8363
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.8267
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.8265
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8250
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8168
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8143
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7913
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7912
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7911
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7862
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7861
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7849
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7778
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7736
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7680
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.7667
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7663
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7635
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7635
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7567
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7548
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7529
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7524
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7516
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7509
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7507
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7507
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7462
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7428
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7425
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7353
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7317
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7228
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.7198
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7172
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7162
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7156
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7145
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7118
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7115
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7108
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7099
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7096
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7085
Nucleoside diphosphate kinase Q9U1E1 Q9U1E1_LEIMA Leishmania major 3 0.7079
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7078
Beta-glucosidase 1A Q25BW5 BGL1A_PHACH Phanerodontia chrysosporium 3 0.7066
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7043
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7026
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7012
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7012
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7002
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7001

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