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name Structure Reference Source Properties Activities Metabolism

(-)-rolipram

AlkaPlorer ID: AK045646

Synonym: None

IUPAC Name: (4R)-4-(3-cyclopentyloxy-4-methoxyphenyl)pyrrolidin-2-one

Structure

SMILES: COC1=CC=C([C@@H]2CNC(=O)C2)C=C1OC1CCCC1

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InChI: InChI=1S/C16H21NO3/c1-19-14-7-6-11(12-9-16(18)17-10-12)8-15(14)20-13-4-2-3-5-13/h6-8,12-13H,2-5,9-10H2,1H3,(H,17,18)/t12-/m0/s1

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InChIKey: HJORMJIFDVBMOB-LBPRGKRZSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain

Properties Information

Molecule Weight: 275.348

TPSA？: 47.56

MolLogP？: 2.6201000000000008

Number of H-Donors: 1

Number of H-Acceptors: 3

RingCount: 3

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bacillus anthracis Anthrax lethal factor Potency 12589.3 nM None
Canis lupus familiaris Canis familiaris ED50 0.04 mg.kg-1 10.1021/jm970090r
Cavia porcellus Cavia porcellus ID50 0.2 mg.kg-1 10.1021/jm970090r
Cavia porcellus Cavia porcellus ID50 2.0 mg.kg-1 10.1021/jm970090r
Homo sapiens 78 kDa glucose-regulated protein Potency 63095.7 nM None
Homo sapiens A549 Activity 39.1 % 10.1016/j.bmcl.2017.12.019
Homo sapiens A549 Activity 92.5 % 10.1016/j.bmcl.2017.12.019
Homo sapiens A549 Activity 95.7 % 10.1016/j.bmcl.2017.12.019
Homo sapiens A549 Activity 97.1 % 10.1016/j.bmcl.2017.12.019
Homo sapiens Aldehyde dehydrogenase 1A1 Potency 39810.7 nM None
Homo sapiens Arachidonate 15-lipoxygenase Potency 12589.3 nM None
Homo sapiens Arachidonate 15-lipoxygenase Potency 15848.9 nM None
Homo sapiens CREB-binding protein Potency 28.2 nM None
Homo sapiens CREB-binding protein Potency 50.1 nM None
Homo sapiens Cytochrome P450 1A2 AC50 2511.89 nM None
Homo sapiens Cytochrome P450 1A2 AC50 3162.28 nM None
Homo sapiens Cytochrome P450 1A2 AC50 3981.07 nM None
Homo sapiens Cytochrome P450 1A2 AC50 19952.62 nM None
Homo sapiens Cytochrome P450 2C19 AC50 nan None None
Homo sapiens Cytochrome P450 2C9 AC50 nan None None
Homo sapiens Cytochrome P450 2C9 Potency 39810.7 nM None
Homo sapiens Cytochrome P450 2D6 AC50 nan None None
Homo sapiens Cytochrome P450 3A4 AC50 12589.25 nM None
Homo sapiens Cytochrome P450 3A4 AC50 15848.93 nM None
Homo sapiens Cytochrome P450 3A4 AC50 39810.72 nM None
Homo sapiens Cytochrome P450 3A4 AC50 nan None None
Homo sapiens Cytochrome P450 3A4 Potency 12589.3 nM None
Homo sapiens Cytochrome P450 3A4 Potency 15848.9 nM None
Homo sapiens Cytochrome P450 3A4 Potency 39810.7 nM None
Homo sapiens HEK293 CC50 10000.0 nM 10.1016/j.bmcl.2006.04.012
Homo sapiens Histone deacetylase 6 Inhibition 1.97 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition 3.1 % 10.6019/CHEMBL4808148
Homo sapiens Microtubule-associated protein tau Potency 3548.1 nM None
Homo sapiens Phosphodiesterase 3 IC50 3162.28 nM 10.1021/jm010838c
Homo sapiens Phosphodiesterase 4 IC50 50.12 nM 10.1021/jm010838c
Homo sapiens Phosphodiesterase 4 IC50 50.12 nM 10.1021/jm0110340
Homo sapiens Phosphodiesterase 4 IC50 300.0 nM 10.1021/jm970090r
Homo sapiens Phosphodiesterase 4 IC50 1400.0 nM 10.1021/jm00074a007
Homo sapiens Phosphodiesterase 4 Kd 1.6 nM 10.1021/acs.jmedchem.1c00115
Homo sapiens Phosphodiesterase 4 Ratio 1.0 None 10.1021/jm0110340
Homo sapiens Phosphodiesterase 4A EC50 480.0 nM 10.1021/jm200070e
Homo sapiens Phosphodiesterase 4A IC50 162.0 nM 10.1021/jm060904g
Homo sapiens Phosphodiesterase 4A IC50 550.0 nM 10.1021/jm200070e
Homo sapiens Phosphodiesterase 4A IC50 4000.0 nM 10.1016/s0960-894x(98)00742-2
Homo sapiens Phosphodiesterase 4B IC50 39.81 nM 10.1016/j.bmcl.2009.04.012
Homo sapiens Phosphodiesterase 4B IC50 231.0 nM 10.1021/acs.jmedchem.5b01813
Homo sapiens Phosphodiesterase 4B IC50 231.0 nM 10.1021/jm060904g
Homo sapiens Phosphodiesterase 4B IC50 500.0 nM 10.1016/j.bmcl.2012.01.013
Homo sapiens Phosphodiesterase 4B IC50 500.0 nM 10.1016/j.bmcl.2012.11.058
Homo sapiens Phosphodiesterase 4B IC50 500.0 nM 10.1016/j.bmcl.2013.11.028
Homo sapiens Phosphodiesterase 4C IC50 3690.0 nM 10.1021/jm060904g
Homo sapiens Phosphodiesterase 4D IC50 231.0 nM 10.1021/acs.jmedchem.5b01813
Homo sapiens Phosphodiesterase 4D IC50 622.0 nM 10.1021/jm060904g
Homo sapiens Prelamin-A/C Potency 2.0 nM None
Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 10000.0 nM 10.1016/j.bmcl.2006.04.012
Mus musculus Mus musculus ED50 0.2 mg.kg-1 10.1021/jm970090r
Mus musculus Mus musculus ID50 5.1 mg.kg-1 10.1021/jm970090r
Mus musculus Mus musculus Inhibition 55.0 % 10.1021/jm0110340
Mustela putorius furo Mustela putorius furo Threshold value 0.3 mg kg-1 10.1016/s0960-894x(98)00742-2
Oryctolagus cuniculus Oryctolagus cuniculus EC50 4.0 nM 10.1021/jm970090r
Rattus norvegicus Peripheral myelin protein 22 Potency 7754.3 nM None
Rattus norvegicus Phosphodiesterase 4 IC50 5.0 nM 10.1021/jm970090r
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 16.13 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 0.47 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 9.08 % 10.21203/rs.3.rs-23951/v1
Zika virus Zika virus IC50 77.6 nM 10.1016/j.bmcl.2017.12.019
None ADMET IC50 70.0 nM 10.1021/jm970090r
None ADMET Therapeutic index 0.1 None 10.1021/jm970090r
None Unchecked pIC30 5.7 None 10.1021/jm0110340
None Unchecked pIC35 7.22 None 10.1021/jm0110340
None Unchecked Potency 15848.9 nM None
None Unchecked Potency 28183.8 nM None
None Unchecked Potency 39810.7 nM None
None Unchecked Ratio IC50 5.5 None 10.1021/acs.jmedchem.9b00193
None Unchecked Ratio IC50 21.0 None 10.1021/acs.jmedchem.9b00193
None Unchecked Selectivity 0.017 None 10.1021/jm970090r

Metabolism Information