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Compound Detail

CHEMBL1552

GLYCOCHENODEOXYCHOLATE
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C[C@H](CCC(=O)NCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

Basic Information

ChEMBL ID CHEMBL1552
Name GLYCOCHENODEOXYCHOLATE
Phase Preclinical
Structure Type MOL
InChI Key GHCZAUBVMUEKKP-GYPHWSFCSA-N
3
Targets
3
Activities
2
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

449.6
MW (Da)
3.59
ALogP
4
HBA
4
HBD
106.9
PSA (Ų)
0.50
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C26H43NO5
MW 449.63
Aromatic Rings 0
Heavy Atoms 32
NP-Likeness 1.90

Activity Summary

EC50 2 meas. best 5.52
Ki 1 meas. best 5.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bile acid receptor
CHEMBL2047
EC50 5.52 5.52 3000.0 1
G-protein coupled bile acid receptor 1
CHEMBL5409
EC50 5.41 5.41 3880.0 1
Bile salt export pump
CHEMBL6020
Ki 5.16 5.16 7000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
20713311 10.1016/j.bmc.2010.07.030 ADMET 4
18307294 10.1021/jm7015864 G-protein coupled bile acid receptor 1 2
11093941 10.1152/ajpgi.2000.279.6.g1188 Solute carrier organic anion transporter family member 1A5 2
8045503 10.1016/0270-9139(94)90194-5 Solute carrier organic anion transporter family member 1A1 2
12749886 10.1016/s0960-894x(03)00281-6 Bile acid receptor 1
11093941 10.1152/ajpgi.2000.279.6.g1188 Ileal sodium/bile acid cotransporter 1
15297262 10.1152/ajpgi.00360.2003 Unchecked 1
10648470 10.1016/s0016-5085(00)70224-1 Bile salt export pump 1
8132774 10.1172/jci117091 Hepatic sodium/bile acid cotransporter 1
10101033 - Solute carrier organic anion transporter family member 1A3 1
9458785 10.1152/ajpgi.1998.274.1.g157 Ileal sodium/bile acid cotransporter 1
12842829 10.1152/ajpgi.00352.2002 Solute carrier organic anion transporter family member 1A1 1
12404239 10.1053/gast.2002.36591 Bile salt export pump 1
22541068 10.1021/jm300212s Solute carrier organic anion transporter family member 2B1 1
22541068 10.1021/jm300212s Solute carrier organic anion transporter family member 1B3 1
22541068 10.1021/jm300212s Solute carrier organic anion transporter family member 1B1 1

Data from ChEMBL 36 via Core Engine