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Compound Detail

CHEMBL170988

PHENFORMIN
💊 Approved Drug
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💊 Approved Drug
N=C(N)NC(=N)NCCc1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL170988
Name PHENFORMIN
Phase Approved
Structure Type MOL
InChI Key ICFJFFQQTFMIBG-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Fenformina Phenformin Phenformine
5
Targets
13
Activities
2
Assay Types
0
PK Parameters
20
Publications
3
Known Names
2
Indications

Molecular Properties

205.3
MW (Da)
0.24
ALogP
2
HBA
5
HBD
97.8
PSA (Ų)
0.36
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Withdrawn
Chirality Achiral

Flags

Withdrawn Natural Product
USAN Stem -formin

Extended Properties

Molecular Formula C10H15N5
MW 205.26
Aromatic Rings 1
Heavy Atoms 15
NP-Likeness -0.14

Indications

Diabetes Mellitus Melanoma

ATC Classification

A10BA01
phenformin
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: DRUGS USED IN DIABETES

Drug Warnings

Withdrawn
metabolic toxicity
Lactic acidosis among diabetics receiving biguanides
Country: France; United States; Germany; Switzerland; Norway; Denmark; Canada; Turkey; Finland; Austria; Sweden; Cyprus; Ethiopia; Ireland; Yemen; United Kingdom; Saudia arabia   Year: 1970

Activity Summary

IC50 12 meas. best 5.42
Ki 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 5.42 5.42 3800.0 1
Solute carrier family 22 member 1
CHEMBL5685
 IC50 5.0 5.0 10000.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 4.57 4.57 27000.0 1
Cytochrome P450 2D26
CHEMBL2483
 IC50 4.34 4.34 45400.0 1
Solute carrier family 22 member 2
CHEMBL1743122
 IC50 4.19 4.19 65000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 3800.0 nM 5.42 Inhibition of mitochondrial complex I in human HepG2 cells assessed as reduction... 34982568
Solute carrier family 22 member 1 IC50 = 10000.0 nM 5.0 TP_TRANSPORTER: inhibition of Cimetidine uptake (Cimetidine: 1 uM) in Xenopus la... 12240953
Cytochrome P450 2D6 IC50 = 27000.0 nM 4.57 Inhibition of MAMC O-dealkylation mediated by human Cytochrome P450 2D6 expresse... 12502361
Cytochrome P450 2D26 IC50 = 45400.0 nM 4.34 Inhibition of MAMC O-dealkylation mediated by rat Cytochrome P450 2D2 expressed ... 12502361
Solute carrier family 22 member 2 IC50 = 65000.0 nM 4.19 TP_TRANSPORTER: inhibition of Cimetidine uptake (Cimetidine: 1 uM) in Xenopus la... 12240953

Literature References

PubMed DOI Target Context # Activities
2769683 10.1021/jm00129a015 Rattus norvegicus 20
19422230 10.1021/jm8011933 Mus musculus 15
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
6345781 10.1021/jm00361a007 Rattus norvegicus 5
7069714 10.1021/jm00346a006 Rattus norvegicus 4
7310831 10.1021/jm00144a031 Rattus norvegicus 4
20014752 10.1021/tx900326k Hepatotoxicity 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 3
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
6864736 10.1021/jm00361a006 Rattus norvegicus 3
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 3
33640673 10.1016/j.ejmech.2021.113293 Nakaseomyces glabratus 3
37468498 10.1038/s41467-023-40064-9 Histamine H2 receptor 2
423216 10.1021/jm00189a022 Mus musculus 2
2329563 10.1021/jm00167a022 Rattus norvegicus 2
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 2
27823879 10.1016/j.ejmech.2016.10.037 HCT-116 2

Data from ChEMBL 36 via Core Engine