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Compound Detail

CHEMBL1370561

AMINOPHYLLINE
💊 Approved Drug
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💊 Approved Drug
Cn1c(=O)c2[nH]cnc2n(C)c1=O.Cn1c(=O)c2[nH]cnc2n(C)c1=O.NCCN

Basic Information

ChEMBL ID CHEMBL1370561
Name AMINOPHYLLINE
Phase Approved
Structure Type MOL
InChI Key FQPFAHBPWDRTLU-UHFFFAOYSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL190
Active Moiety CHEMBL190

Known Names

Aminofilina Aminophyllin Aminophylline Aminophylline dye free Aminophyllinum Ammophyllin Amnivent-225 sr Amnivent-350 sr Cardophyllin Linampheta NSC-7919 Peterphyllin +6 more
3
Targets
20
Activities
3
Assay Types
1
PK Parameters
20
Publications
18
Known Names
9
Indications
3
Mechanisms

Molecular Properties

180.2
MW (Da)
-1.04
ALogP
5
HBA
1
HBD
72.7
PSA (Ų)
0.56
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Protein
First Approval 1940
Availability Prescription
Chirality Achiral

Routes of Administration

Oral Parenteral Topical

Extended Properties

Molecular Formula C16H24N10O4
MW 420.43
Aromatic Rings 2
Heavy Atoms 13
NP-Likeness -0.75

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Phosphodiesterase 4 inhibitor INHIBITOR Phosphodiesterase 4
Phosphodiesterase 3 inhibitor INHIBITOR Phosphodiesterase 3
Adenosine receptor antagonist ANTAGONIST Adenosine receptor

Indications

Asthma Lung Diseases, Obstructive Acute Kidney Injury Headache Heart Arrest Altitude Sickness Hypertension, Pulmonary Premature Birth Urinary Bladder Neoplasms

ATC Classification

R03DA05
aminophylline
Level 1: RESPIRATORY SYSTEM
Level 2: DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES
R03DA55
aminophylline, combinations
Level 1: RESPIRATORY SYSTEM
Level 2: DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES

Activity Summary

IC50 16 meas. best 4.78
EC50 3 meas. best 7.3
Kd 1 meas. best 7.32

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Trachea
CHEMBL4296542
Kd 7.32 7.32 47.9 1
Trachea
CHEMBL4296542
EC50 7.3 7.3 50.0 1
Cavia porcellus
CHEMBL369
IC50 4.78 4.5283 16700.0 12
Unchecked
CHEMBL612545
IC50 4.52 4.52 30000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 246.0 hr Cavia porcellus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Trachea Kd = 47.86 nM 7.32 Inhibition of Ach-induced contraction in Sprague-Dawley rat trachea at 1 to 100 ... 26965859
Trachea EC50 = 50.0 nM 7.3 Inhibition of Ach-induced contraction in Sprague-Dawley rat trachea 26965859
Cavia porcellus IC50 = 16700.0 nM 4.78 Inhibition of the Schulz-Dale (SD) reaction-induced contraction in trachea of gu... 1331454
Cavia porcellus IC50 = 16700.0 nM 4.78 Schultz-Dale (SD) reaction in tracheal strip isolated from passively sensitized ... 1479586
Cavia porcellus IC50 = 20100.0 nM 4.7 Inhibition of spontaneous tone in Guinea pig tracheal spiral strips. 2231602
Cavia porcellus IC50 = 23600.0 nM 4.63 Inhibitory effect on spasmogen (leukotriene, LTD4) induced contraction of guinea... 1331454
Cavia porcellus IC50 = 23600.0 nM 4.63 Effect on LTD4 induced contraction of guinea pig tracheal strips 1479586
Unchecked IC50 = 30000.0 nM 4.52 Inhibition of guinea pig Phosphodiesterase 2496230
Cavia porcellus IC50 = 33200.0 nM 4.48 Inhibitory effect on spasmogen (histamine) induced contraction of guinea pig tra... 1331454
Cavia porcellus IC50 = 33200.0 nM 4.48 Effect on histamine induced contraction of guinea pig tracheal strips 1479586
Cavia porcellus IC50 = 37700.0 nM 4.42 Inhibitory effect on spasmogen (carbachol) induced contraction of guinea pig tra... 1331454
Cavia porcellus IC50 = 37700.0 nM 4.42 Effect on carbachol induced contraction of guinea pig tracheal strips 1479586
Cavia porcellus IC50 = 44000.0 nM 4.36 In vitro inhibitory effect on the contraction of guinea pig tracheal strips was ... 8258828
Cavia porcellus IC50 = 46773.51 nM 4.33 Tested in vitro for bronchodilatory activity by spontaneous tone inhibition in g... 8258827
Cavia porcellus IC50 = 46773.51 nM 4.33 In vitro bronchodilatory activity in guinea pig isolated tracheal strips 8258828

Literature References

PubMed DOI Target Context # Activities
1331454 10.1021/jm00100a009 Cavia porcellus 14
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
8258828 10.1021/jm00077a009 Cavia porcellus 9
3172141 10.1021/jm00118a032 Cavia porcellus 5
1479586 10.1021/jm00104a013 Cavia porcellus 4
533884 10.1021/jm00197a015 Cavia porcellus 3
20014752 10.1021/tx900326k Hepatotoxicity 3
2903244 10.1021/jm00119a010 Cavia porcellus 3
29202404 10.1016/j.ejmech.2017.07.068 Smooth muscle of trachea 3
8258827 10.1021/jm00077a008 Thromboxane-A synthase 2
26965859 10.1016/j.bmcl.2016.03.001 Trachea 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
1992150 10.1021/jm00105a072 Rattus norvegicus 2
8258828 10.1021/jm00077a009 Thromboxane-A synthase 2
2231602 10.1021/jm00173a019 Cavia porcellus 2
8258827 10.1021/jm00077a008 Cavia porcellus 2
1479586 10.1021/jm00104a013 Phosphodiesterase 4 1
2496230 10.1021/jm00125a029 Unchecked 1
1972965 10.1021/jm00169a037 Cavia porcellus 1
- 10.1101/2020.04.03.023846 SARS-CoV-2 1

Data from ChEMBL 36 via Core Engine