Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL27768

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@@H](C=C(CO)C[C@]3(O)C(=O)C(C)=C[C@@H]23)[C@@H]2C(C)(C)[C@]12OC(=O)CCC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL27768
Phase Preclinical
Structure Type MOL
InChI Key BQJRUJTZSGYBEZ-YVQNUNKESA-N

Known Names

[3H]-Phorbol 12,13-Dibutyrate
18
Targets
105
Activities
4
Assay Types
0
PK Parameters
20
Publications
1
Known Names

Molecular Properties

504.6
MW (Da)
2.63
ALogP
8
HBA
3
HBD
130.4
PSA (Ų)
0.36
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C28H40O8
MW 504.62
Aromatic Rings 0
Heavy Atoms 36
NP-Likeness 2.77

Activity Summary

Kd 58 meas. best 9.71
Ki 42 meas. best 9.7
EC50 4 meas. best 7.85
IC50 1 meas. best 6.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Protein kinase C delta type
CHEMBL2996
 Kd 9.71 8.426 0.2 10
Protein kinase C alpha type
CHEMBL2213
 Ki 9.7 9.7 0.2 1
Protein kinase C alpha type
CHEMBL299
 Ki 9.7 8.845 0.2 4
Protein kinase C epsilon type
CHEMBL3582
 Kd 9.66 8.9522 0.2 9
Protein kinase C delta type
CHEMBL2560
 Kd 9.64 8.25 0.2 3
Protein kinase C alpha type
CHEMBL299
 Kd 9.55 8.69 0.3 10
Unchecked
CHEMBL612545
 Ki 9.49 7.8433 0.3 9
Protein kinase C delta type
CHEMBL2560
 Ki 9.48 8.2655 0.3 11
Protein kinase C eta type
CHEMBL3616
 Kd 9.35 9.0271 0.5 7
Protein kinase C eta type
CHEMBL4992
 Ki 9.22 9.22 0.6 1
Protein kinase C theta type
CHEMBL3920
 Kd 9.14 8.9725 0.7 4
Protein kinase C delta type
CHEMBL2996
 Ki 9.1 7.9417 0.8 6
Protein kinase C eta type
CHEMBL3616
 Ki 9.02 8.505 0.9 2
Proto-oncogene vav
CHEMBL3259472
 Kd 8.98 8.98 1.1 1
Protein kinase C gamma type
CHEMBL2938
 Kd 8.92 8.8533 1.2 6
Protein kinase C beta type
CHEMBL3045
 Kd 8.89 8.8814 1.3 7
Protein kinase C epsilon type
CHEMBL3582
 Ki 8.87 8.35 1.4 2
Protein kinase C theta type
CHEMBL3920
 Ki 8.81 8.81 1.5 1
Protein kinase C gamma type
CHEMBL2938
 Ki 8.8 8.67 1.6 2
Protein kinase C beta type
CHEMBL3045
 Ki 8.74 8.725 1.8 2
Protein kinase C (PKC)
CHEMBL2093867
 Kd 8.22 8.22 6.0 1
Human immunodeficiency virus 2
CHEMBL380
 EC50 7.85 7.85 14.0 1
Protein kinase C gamma type
CHEMBL3604
 Ki 7.28 7.28 52.9 1
Human immunodeficiency virus 1
CHEMBL378
 EC50 7.1 7.1 79.0 1
Protein kinase C delta type
CHEMBL2996
 IC50 6.6 6.6 250.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 5.75 5.75 1800.0 1
Transient receptor potential cation channel subfamily V member 4
CHEMBL6126
 EC50 4.65 4.65 22470.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Protein kinase C delta type Kd = 0.193 nM 9.71 Binding affinity to PKC-delta C1B domain (unknown origin) 24684293
Protein kinase C alpha type Ki = 0.2 nM 9.7 Binding Affinity against protein kinase C alpha 10715158
Protein kinase C alpha type Ki = 0.2 nM 9.7 Ability to displace bound [20-3H]-PDBU from a recombinant single isozyme (PKCalp... 11384235
Protein kinase C epsilon type Kd = 0.22 nM 9.66 Displacement of [20-3H] phorbol 12, 13-dibutylate from recombinant PKCepsilon (u... 25437619
Protein kinase C delta type Kd = 0.23 nM 9.64 Displacement of [20-3H]PDBu from GST-tagged full-length mouse PKC-delta C1B doma... 24684293
Protein kinase C alpha type Kd = 0.28 nM 9.55 Displacement of [20-3H] phorbol 12, 13-dibutylate from recombinant PKCalpha (unk... 25437619
Unchecked Ki = 0.32 nM 9.49 Displacement of [20-3H]PDBu from GST-tagged mouse PKC-delta C1B domain S10R muta... 24684293
Protein kinase C delta type Ki = 0.33 nM 9.48 Displacement of [3H]PDBu from mouse wild type C1b domain of PKCdelta expressed i... 17591763
Protein kinase C delta type Ki = 0.351 nM 9.46 Displacement of [3H]PDBu from protein kinase C delta C1b domain (Wild type) 11356104
Protein kinase C eta type Kd = 0.45 nM 9.35 Binding affinity for Protein kinase C eta C1b domain 10999477
Protein kinase C eta type Kd = 0.45 nM 9.35 Inhibition of [3H]PDBu binding to PKCeta C1B peptide 20817520
Protein kinase C eta type Kd = 0.45 nM 9.35 Binding affinity to PKCeta-C1B domain peptide using [3H]-labeled compound 21696964
Protein kinase C eta type Kd = 0.45 nM 9.35 Binding affinity for protein kinase C eta-C1B domain 12941324
Protein kinase C delta type Kd = 0.53 nM 9.28 Binding affinity for Protein kinase C delta C1b domain 10999477
Protein kinase C delta type Kd = 0.53 nM 9.28 Binding affinity to PKCdelta-C1B domain peptide using [3H]-labeled compound 21696964
Protein kinase C delta type Kd = 0.53 nM 9.28 Binding affinity for protein kinase C Delta-C1B domain 12941324
Protein kinase C delta type Kd = 0.53 nM 9.28 Inhibition of [3H]PDBu binding to PKC delta C1B peptide 20817520
Protein kinase C epsilon type Kd = 0.59 nM 9.23 Displacement of [20-3H] phorbol 12, 13-dibutylate from recombinant PKCepsilon (u... 25437619
Protein kinase C eta type Ki = 0.6 nM 9.22 Inhibition of [3H]- PDBu binding to peptide D of mouse skin Protein kinase C eta -
Protein kinase C theta type Kd = 0.72 nM 9.14 Binding affinity for protein kinase C Theta-C1B domain 12941324

Literature References

PubMed DOI Target Context # Activities
11356104 10.1021/jm000488e Protein kinase C delta type 23
24684293 10.1021/jm500165n Unchecked 16
9135029 10.1021/jm960875h Protein kinase C delta type 9
11266177 10.1016/s0960-894x(01)00045-2 HL-60 8
17591763 10.1021/jm0702579 Protein kinase C delta type 5
25970561 10.1021/acs.jnatprod.5b00073 Unchecked 3
8691452 10.1021/jm950403n Protein kinase C alpha type 3
10999477 10.1016/s0960-894x(00)00411-x Protein kinase C theta type 2
10999477 10.1016/s0960-894x(00)00411-x Protein kinase C eta type 2
10999477 10.1016/s0960-894x(00)00411-x Protein kinase C delta type 2
10999477 10.1016/s0960-894x(00)00411-x Protein kinase C gamma type 2
10999477 10.1016/s0960-894x(00)00411-x Protein kinase C alpha type 2
11266177 10.1016/s0960-894x(01)00045-2 Protein kinase C alpha type 2
10715158 10.1021/jm9904607 Protein kinase C alpha type 2
12941324 10.1016/s0960-894x(03)00637-1 Protein kinase C theta type 2
12941324 10.1016/s0960-894x(03)00637-1 Protein kinase C epsilon type 2
12941324 10.1016/s0960-894x(03)00637-1 Protein kinase C delta type 2
12941324 10.1016/s0960-894x(03)00637-1 Protein kinase C gamma type 2
12941324 10.1016/s0960-894x(03)00637-1 Protein kinase C beta type 2
12941324 10.1016/s0960-894x(03)00637-1 Protein kinase C alpha type 2

Data from ChEMBL 36 via Core Engine