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Compound Detail

CHEMBL63857

PHENOLPHTHALEIN
💊 Approved Drug
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💊 Approved Drug
O=C1OC(c2ccc(O)cc2)(c2ccc(O)cc2)c2ccccc21

Basic Information

ChEMBL ID CHEMBL63857
Name PHENOLPHTHALEIN
Phase Approved
Structure Type MOL
InChI Key KJFMBFZCATUALV-UHFFFAOYSA-N

Known Names

Alophen Fenolftaleina Phenolphtaleine Phenolphthalein
7
Targets
8
Activities
2
Assay Types
1
PK Parameters
20
Publications
4
Known Names
1
Indications
1
Mechanisms

Molecular Properties

318.3
MW (Da)
3.56
ALogP
4
HBA
2
HBD
66.8
PSA (Ų)
0.71
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Withdrawn
Chirality Achiral

Flags

Withdrawn Natural Product

Extended Properties

Molecular Formula C20H14O4
MW 318.33
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness 0.41

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Laxative - -

Indications

Constipation

ATC Classification

A06AB04
phenolphthalein
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: DRUGS FOR CONSTIPATION

Drug Warnings

Withdrawn
carcinogenicity
May cause cancer
Country: Oman; Canada; Saudi Arabia   Year: 1997
Withdrawn
carcinogenicity
May cause cancer; Potential risk of carcinogenicity
Country: Oman; Canada; Saudi Arabia   Year: 1997

Activity Summary

Ki 5 meas. best 5.92
IC50 3 meas. best 5.43

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Thymidylate synthase
CHEMBL1952
Ki 5.92 5.92 1200.0 1
Thymidylate synthase
CHEMBL1795144
Ki 5.85 5.85 1400.0 1
Estrogen receptor
CHEMBL206
IC50 5.43 5.43 3700.0 1
Thymidylate synthase
CHEMBL2555
Ki 5.33 5.33 4700.0 1
Thymidylate synthase
CHEMBL5328
Ki 5.33 5.245 4700.0 2
G-protein coupled receptor 55
CHEMBL1075322
IC50 5.18 5.18 6667.2 1
Estrogen receptor beta
CHEMBL242
IC50 4.85 4.85 14000.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 20.0 % Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
9784117 10.1021/jm980315d COS-7 6
10377217 10.1021/jm9900016 Thymidylate synthase 5
20014752 10.1021/tx900326k Hepatotoxicity 3
21696158 10.1021/jm2005018 Thymidylate synthase 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
10377217 10.1021/jm9900016 Streptococcus 2
10836148 10.1146/annurev.pharmtox.40.1.581 UDP-glucuronosyltransferase 2B17 2
10891117 10.1021/jm0000564 No relevant target 2
10891117 10.1021/jm0000564 ADMET 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
20020916 10.1080/15376510701857262 Phospholipidosis 1
10836148 10.1146/annurev.pharmtox.40.1.581 UDP-glucuronosyltransferase 2B10 1
10836148 10.1146/annurev.pharmtox.40.1.581 UDP-glucuronosyltransferase 1A9 1
10836148 10.1146/annurev.pharmtox.40.1.581 UDP-glucuronosyltransferase 1-6 1
10836148 10.1146/annurev.pharmtox.40.1.581 UDP-glucuronosyltransferase 1A10 1
10836148 10.1146/annurev.pharmtox.40.1.581 UDP-glucuronosyltransferase 1A1 1
10377217 10.1021/jm9900016 NON-PROTEIN TARGET 1
10377217 10.1021/jm9900016 Cryptococcus neoformans 1
10377217 10.1021/jm9900016 Staphylococcus aureus 1

Data from ChEMBL 36 via Core Engine