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Compound Detail

CHEMBL8597

ASCOMYCIN
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CC[C@@H]1/C=C(\C)C[C@H](C)C[C@H](OC)[C@H]2O[C@@](O)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@H](/C(C)=C/[C@@H]3CC[C@@H](O)[C@H](OC)C3)[C@H](C)[C@@H](O)CC1=O)[C@H](C)C[C@@H]2OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL8597
Name ASCOMYCIN
Phase Preclinical
Structure Type MOL
InChI Key ZDQSOHOQTUFQEM-NURRSENYSA-N

Known Names

FR-900520 Immunomycin
7
Targets
19
Activities
2
Assay Types
2
PK Parameters
20
Publications
2
Known Names

Molecular Properties

792.0
MW (Da)
4.47
ALogP
12
HBA
3
HBD
178.4
PSA (Ų)
0.20
QED
2
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 C43H69NO12
MW 792.02
Aromatic Rings 0
Heavy Atoms 56
NP-Likeness 1.38

Activity Summary

IC50 15 meas. best 9.69
EC50 4 meas. best 8.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 9.69 9.69 0.2 1
Homo sapiens
CHEMBL372
 IC50 9.6 9.37 0.2 4
Mus musculus
CHEMBL375
 IC50 9.16 9.16 0.7 2
T-cell
CHEMBL614309
 IC50 9.16 9.16 0.7 4
Murine T-cell line
CHEMBL614766
 IC50 9.16 9.16 0.7 1
Peptidyl-prolyl cis-trans isomerase FKBP1A
CHEMBL1902
 EC50 8.8 8.8 1.6 4
Peptidyl-prolyl cis-trans isomerase FKBP1A
CHEMBL1902
 IC50 8.68 8.68 2.1 2
Peptidyl-prolyl cis-trans isomerase FKBP4
CHEMBL4050
 IC50 5.1 5.1 8000.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.29 hr Mus musculus
T1/2 0.04 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 0.205 nM 9.69 Inhibition of calcineurin in human Jurkat cells assessed as inhibition of NFAT-m... -
Homo sapiens IC50 = 0.25 nM 9.6 Compound was tested in vitro for inhibition of human mixed lymphocyte proliferat... 9871515
Homo sapiens IC50 = 0.25 nM 9.6 Inhibition of human mixed lymphocyte response (MLR) 9599228
Homo sapiens IC50 = 0.26 nM 9.59 Immunosuppressive activity examined in an in vitro model of allogenic T-lymphocy... 10543889
T-cell IC50 = 0.69 nM 9.16 In vitro suppression of T-cell proliferation. -
T-cell IC50 = 0.69 nM 9.16 In vitro evaluation for immunosuppressive activity against proliferation of anti... -
Murine T-cell line IC50 = 0.69 nM 9.16 Inhibition of proliferation of PMA and Ionomycin stimulated murine T cells -
Mus musculus IC50 = 0.69 nM 9.16 In vitro immunosuppressive activity in murine splenic T cells 10450986
Mus musculus IC50 = 0.69 nM 9.16 In vitro immunosuppressive activity against proliferation of antigen stimulated ... -
T-cell IC50 = 0.69 nM 9.16 Agonistic activity in a murine splenic T-cell proliferation assay was calculated... -
T-cell IC50 = 0.69 nM 9.16 Immunosuppressive activity was determined as the ability to inhibit T cell proli... 9873523
Peptidyl-prolyl cis-trans isomerase FKBP1A EC50 = 1.6 nM 8.8 Ability to bind the major cystolic receptor FK506 binding protein 12 by using co... -
Peptidyl-prolyl cis-trans isomerase FKBP1A EC50 = 1.6 nM 8.8 Ability to bind the major cystolic receptor FK506 binding protein 12 by using co... -
Peptidyl-prolyl cis-trans isomerase FKBP1A EC50 = 1.6 nM 8.8 Binding affinity for FK506 binding protein 12 using [3H]-dihydro FK-506 radiolig... 9873523
Peptidyl-prolyl cis-trans isomerase FKBP1A EC50 = 1.6 nM 8.8 Effective concentration determined was towards FK506 binding protein 12 by compe... 10450986
Homo sapiens IC50 = 2.06 nM 8.69 Compound was tested in vitro for inhibitory activity against human FKBP 9871515
Peptidyl-prolyl cis-trans isomerase FKBP1A IC50 = 2.1 nM 8.68 Inhibitory binding activity against human Immunophilin-FK-506 binding protein 12 9599228
Peptidyl-prolyl cis-trans isomerase FKBP1A IC50 = 2.1 nM 8.68 The compound was tested for binding affinity against human FK506 binding protein... 10543889
Peptidyl-prolyl cis-trans isomerase FKBP4 IC50 = 8000.0 nM 5.1 50% inhibitory concentration of competitive binding against hCyp-18 PPIase activ... 10794694

Literature References

PubMed DOI Target Context # Activities
9871515 10.1016/s0960-894x(98)00145-0 No relevant target 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
9871515 10.1016/s0960-894x(98)00145-0 Homo sapiens 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
9599228 10.1021/jm960066y Peptidyl-prolyl cis-trans isomerase FKBP1A 2
9599228 10.1021/jm960066y Rattus norvegicus 1
- 10.1016/S0960-894X(01)80264-X T-cell 1
10543889 10.1021/jm980252z Rattus norvegicus 1
10543889 10.1021/jm980252z Homo sapiens 1
10543889 10.1021/jm980252z Peptidyl-prolyl cis-trans isomerase FKBP1A 1
- 10.1016/0960-894X(95)00161-L Murine T-cell line 1
9873523 10.1016/s0960-894x(98)00397-7 Peptidyl-prolyl cis-trans isomerase FKBP1A 1
9873523 10.1016/s0960-894x(98)00397-7 T-cell 1
10794694 10.1021/jm9903139 Peptidyl-prolyl cis-trans isomerase FKBP4 1
10450986 10.1016/s0960-894x(99)00335-2 Mus musculus 1
9599228 10.1021/jm960066y Homo sapiens 1
- 10.1016/S0960-894X(01)81248-8 T-cell 1
- 10.1016/S0960-894X(01)80265-1 Peptidyl-prolyl cis-trans isomerase FKBP1A 1
- 10.1016/S0960-894X(01)80265-1 Mus musculus 1
9871515 10.1016/s0960-894x(98)00145-0 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine