(S)-phenopyrrozin - Compound Card

(S)-phenopyrrozin

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(S)-phenopyrrozin

Structure
Zoomed Structure
  • Family: Fungi - Bionectriaceae
  • Kingdom: Fungi
  • Class: Alkaloid
Canonical Smiles C1(=C([C@H]2N(C1=O)CCC2)c1ccccc1)O
InChI InChI=1S/C13H13NO2/c15-12-11(9-5-2-1-3-6-9)10-7-4-8-14(10)13(12)16/h1-3,5-6,10,15H,4,7-8H2/t10-/m0/s1
InChIKey APSZCQZJXWEGJS-JTQLQIEISA-N
Formula C13H13NO2
HBA 2
HBD 1
MW 215.25
Rotatable Bonds 1
TPSA 40.54
LogP 1.96
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 16
Formal Charge 0
Fraction CSP3 0.31
Exact Mass 215.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Bionectria sp. Bionectriaceae Fungi —

Showing of synonyms

  • Kamdem RST, Wang H, et al. (2018). Induction of new metabolites from the endophytic fungus Bionectria sp. through bacterial co-culture.. Fitoterapia,2018, 124, 132-136. [View] [PubMed]
Pubchem: 38349351

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C2=CC(=O)N(C23)CCC3

Level: 1

Mol. Weight: 215.25 g/mol

Structure

SMILES: C1=CC(=O)N(C12)CCC2

Level: 0

Mol. Weight: 215.25 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 215.25 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.72
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.07
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.24

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.59
Plasma Protein Binding
51.73
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.03
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.19
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.15
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.26
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
1.82
Rat (Acute)
2.14
Rat (Chronic Oral)
2.29
Fathead Minnow
3.92
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
346.41
Hydration Free Energy
-11.67
Log(D) at pH=7.4
1.1
Log(P)
0.71
Log S
-2.05
Log(Vapor Pressure)
-6.8
Melting Point
162.45
pKa Acid
8.28
pKa Basic
5.34
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.9188
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9186
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.8068
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7906
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7893
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7537
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7443
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7411
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7328
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7305
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 2 0.7280
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7280
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7196
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7193
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7152
Plasma membrane ATPase Q42932 Q42932_NICPL Nicotiana plumbaginifolia 2 0.7142
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7122
Odorant binding protein ASP1 Q8WRW5 Q8WRW5_APIME Apis mellifera 2 0.7095
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7077
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7052
Polymerase basic protein 2 P31345 PB2_I75A3 Influenza A virus 2 0.7036
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7008

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