5-(penta-1,3-diynyl)-2-(but-3-en-1-ynyl)-thiophene - Compound Card

5-(penta-1,3-diynyl)-2-(but-3-en-1-ynyl)-thiophene

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5-(penta-1,3-diynyl)-2-(but-3-en-1-ynyl)-thiophene

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Monothiophene
Canonical Smiles CC#CC#Cc1ccc(s1)C#CC=C
InChI InChI=1S/C13H8S/c1-3-5-7-9-13-11-10-12(14-13)8-6-4-2/h4,10-11H,2H2,1H3
InChIKey ANIAOEHACLPLEY-UHFFFAOYSA-N
Formula C13H8S
HBA 1
HBD 0
MW 196.27
Rotatable Bonds 0
TPSA 0.0
LogP 2.66
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 14
Formal Charge 0
Fraction CSP3 0.08
Exact Mass 196.03
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Escinops ellenbeckii Asteraceae Plantae —

Showing of synonyms

  • Hymete A, Rohloff J, et al. (2005). Acetylenic thiophenes from the roots of Escinops ellenbeckii from Ethiopia. Natural Product Research,2005,19(8),755-761. [View] [PubMed]
Pubchem: 14262770
Nmrshiftdb2: 60033870

No compound-protein relationship available.

Structure

SMILES: c1ccsc1

Level: 0

Mol. Weight: 196.27 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.02
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.21
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)
1.43
Plasma Protein Binding
50.75
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
7.41
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.47
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
0.55
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.79
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
Toxic
T. Pyriformis
6.82
Rat (Acute)
2.39
Rat (Chronic Oral)
1.34
Fathead Minnow
4.82
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
303.26
Hydration Free Energy
-1.11
Log(D) at pH=7.4
4.38
Log(P)
5.36
Log S
-4.14
Log(Vapor Pressure)
-2.4
Melting Point
56.78
pKa Acid
8.56
pKa Basic
-0.87
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.8233
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.8233
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.8082
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.8082
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.8067
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.8067
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7932
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7932
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7853
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7853
Histone deacetylase-like amidohydrolase Q70I53 HDAH_ALCSD Alcaligenes sp.) 2 0.7849
Histone deacetylase-like amidohydrolase Q70I53 HDAH_ALCSD Alcaligenes sp.) 2 0.7849
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 2 0.7779
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 2 0.7779
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7711
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7711
Hexokinase-4 P35557 HXK4_HUMAN Homo sapiens 2 0.7702
Hexokinase-4 P35557 HXK4_HUMAN Homo sapiens 2 0.7702
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7695
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7695
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7692
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7692
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7685
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7685
Histone deacetylase-like amidohydrolase Q70I53 HDAH_ALCSD Alcaligenes sp.) 2 0.7681
Histone deacetylase-like amidohydrolase Q70I53 HDAH_ALCSD Alcaligenes sp.) 2 0.7681
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7678
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7678
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 2 0.7605
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 2 0.7605
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 2 0.7589
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 2 0.7589
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7588
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7588
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 2 0.7569
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 2 0.7569
Cellular retinoic acid-binding protein 2 P29373 RABP2_HUMAN Homo sapiens 2 0.7434
Cellular retinoic acid-binding protein 2 P29373 RABP2_HUMAN Homo sapiens 2 0.7434
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7361
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7361
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7357
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7357
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7294
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7294
Fumarate reductase subunit D P0A8Q3 FRDD_ECOLI Escherichia coli 2 0.7201
Fumarate reductase subunit D P0A8Q3 FRDD_ECOLI Escherichia coli 2 0.7201
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7182
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7182
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7156
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7156
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7019
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7019

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