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Lonafarnib

AlkaPlorer ID: AK141260

Synonym: None

IUPAC Name: 4-[2-[4-[(2R)-6,15-dibromo-13-chloro-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl]piperidin-1-yl]-2-oxoethyl]piperidine-1-carboxamide

Structure

SMILES: N=C(O)N1CCC(CC(=O)N2CCC([C@H]3C4=NC=C(Br)C=C4CCC4=CC(Cl)=CC(Br)=C43)CC2)CC1

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InChI: InChI=1S/C27H31Br2ClN4O2/c28-20-12-19-2-1-18-13-21(30)14-22(29)24(18)25(26(19)32-15-20)17-5-9-33(10-6-17)23(35)11-16-3-7-34(8-4-16)27(31)36/h12-17,25H,1-11H2,(H2,31,36)/t25-/m1/s1

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InChIKey: DHMTURDWPRKSOA-RUZDIDTESA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Dichrostachys cinerea Dichrostachys Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 638.8319999999999

TPSA？: 80.52

MolLogP？: 6.323970000000005

Number of H-Donors: 2

Number of H-Acceptors: 3

RingCount: 5

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bos taurus Geranylgeranyl transferase type I IC50 10000.0 nM 10.1016/j.bmcl.2004.08.012
Bos taurus Geranylgeranyl transferase type I IC50 10000.0 nM 10.1016/j.bmcl.2005.02.062
Bos taurus Protein farnesyltransferase IC50 7.8 nM 10.1016/s0960-894x(03)00096-9
Bos taurus Protein farnesyltransferase IC50 8.3 nM 10.1016/j.bmcl.2004.08.012
Bos taurus Protein farnesyltransferase IC50 8.3 nM 10.1016/j.bmcl.2005.02.062
Chlorocebus aethiops COS-1 IC50 75.0 nM 10.1021/jm990059k
Homo sapiens Caco-2 CC50 10710.0 nM 10.21203/rs.3.rs-23951/v1
Homo sapiens Cytochrome P450 3A4 Activity nan None None
Homo sapiens Geranylgeranyl transferase type I IC50 50000.0 nM 10.1039/c2md20299a
Homo sapiens HCT-116 IC50 70.0 nM 10.1021/jm980462b
Homo sapiens Histone deacetylase 6 Inhibition -24.81 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition -3.38 % 10.6019/CHEMBL4808148
Homo sapiens MCF7 IC50 50.0 nM 10.1021/jm980462b
Homo sapiens P-glycoprotein 1 IC50 2700.0 nM None
Homo sapiens Protein farnesyltransferase IC50 1.9 nM 10.1021/jm010463v
Homo sapiens Protein farnesyltransferase IC50 1.9 nM 10.1021/jm0305467
Homo sapiens Protein farnesyltransferase IC50 1.9 nM 10.1021/jm980462b
Homo sapiens Protein farnesyltransferase IC50 1.9 nM 10.1021/jm990030g
Homo sapiens Protein farnesyltransferase IC50 1.9 nM 10.1021/jm990059k
Homo sapiens Protein farnesyltransferase IC50 1.9 nM 10.1039/c2md20299a
Homo sapiens Protein farnesyltransferase IC50 2.0 nM 10.1016/j.bmcl.2004.09.020
Homo sapiens Protein farnesyltransferase IC50 2.0 nM 10.1021/jm030434f
Homo sapiens Protein farnesyltransferase IC50 10.0 nM 10.1021/jm100189a
Homo sapiens Protein farnesyltransferase IC50 10.0 nM 10.1021/jm980462b
Homo sapiens Protein farnesyltransferase IC50 10.0 nM 10.1021/jm990059k
Homo sapiens Protein farnesyltransferase IC50 1900.0 nM 10.1016/s0960-894x(99)00287-5
Homo sapiens Protein farnesyltransferase IC50 500000.0 nM 10.1016/j.bmcl.2004.09.020
Homo sapiens Protein farnesyltransferase Inhibition nan % 10.1021/acs.jmedchem.9b00145
Homo sapiens Transforming protein p21/H-Ras-1 IC50 70.0 nM 10.1021/jm980462b
Macaca fascicularis Cynomolgus monkey AUC 14700.0 ng.hr.mL-1 10.1021/jm980462b
Macaca fascicularis Cynomolgus monkey Cmax 1900.0 nM 10.1021/jm980462b
Macaca fascicularis Cynomolgus monkey F 50.0 % 10.1021/jm980462b
Macaca fascicularis Cynomolgus monkey T1/2 3.0 hr 10.1021/jm980462b
Mus musculus Mus musculus AUC 24100.0 ng.hr.mL-1 10.1021/jm980462b
Mus musculus Mus musculus AUC 24100.0 ng.hr.mL-1 10.1021/jm990059k
Mus musculus Mus musculus AUC 31800.0 ng.hr.mL-1 10.1021/jm990059k
Mus musculus Mus musculus AUC 41450.0 ng.hr.mL-1 10.1021/jm990059k
Mus musculus Mus musculus Cmax 8.84 ug 10.1021/jm980462b
Mus musculus Mus musculus Cmax 8840.0 nM 10.1021/jm990059k
Mus musculus Mus musculus Cmax 16600.0 nM 10.1021/jm990059k
Mus musculus Mus musculus Cmax 20000.0 nM 10.1021/jm990059k
Mus musculus Mus musculus Efficacy 40.0 % 10.1021/jm980462b
Mus musculus Mus musculus Efficacy 76.0 % 10.1021/jm980462b
Mus musculus Mus musculus F 76.0 % 10.1021/jm980462b
Mus musculus Mus musculus T1/2 1.4 hr 10.1021/jm980462b
Mus musculus Mus musculus T1/2 1.4 hr 10.1021/jm990059k
Mus musculus NIH3T3 EC50 160.0 nM 10.1016/s0960-894x(03)00096-9
Mus musculus Protein farnesyltransferase EC50 100.0 nM 10.1016/j.bmcl.2004.08.012
Mus musculus Protein farnesyltransferase Inhibition 100.0 % 10.1016/j.bmcl.2005.02.062
Plasmodium falciparum Plasmodium falciparum ED50 3000.0 nM 10.1021/jm0491039
Plasmodium falciparum Protein farnesyltransferase (PFT) IC50 250.0 nM 10.1021/jm0491039
Rattus norvegicus geranylgeranyltransferase type-I IC50 1000.0 nM 10.1021/acs.jmedchem.6b01817
Rattus norvegicus Protein farnesyltransferase IC50 1.9 nM 10.1021/acs.jmedchem.6b01817
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 8.968 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 4990.0 nM 10.1021/acs.jmedchem.1c00335
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 5680.0 nM 10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 19952.62 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 20000.0 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.06 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 104.38 % 10.21203/rs.3.rs-23951/v1
None ADMET AUC 14700.0 ng.hr.mL-1 10.1016/j.ejmech.2020.113006
None ADMET AUC 24100.0 ng.hr.mL-1 10.1016/j.bmcl.2004.09.020
None ADMET Cmax 1900.0 nM 10.1016/j.ejmech.2020.113006
None ADMET F 50.0 % 10.1016/j.ejmech.2020.113006
None ADMET F 75.8 % 10.1021/jm990059k
None ADMET F 76.0 % 10.1016/j.bmcl.2004.09.020
None ADMET F 76.0 % 10.1016/j.ejmech.2020.113006
None ADMET Selectivity index 2.0 None 10.21203/rs.3.rs-23951/v1
None NIH-H IC50 72.0 nM 10.1021/jm980462b
None NIH-K IC50 500.0 nM 10.1021/jm980462b
None NON-PROTEIN TARGET Activity 10.0 uM 10.1021/np900095z
None NON-PROTEIN TARGET IC50 70.0 nM 10.1016/j.bmcl.2004.09.020
None Unchecked IC50 1.9 nM 10.1021/acs.jmedchem.1c00410
None Unchecked IC50 2.0 nM 10.1016/j.bmcl.2004.09.020
None Unchecked IC50 10.0 nM 10.1016/j.bmcl.2004.09.020
None Unchecked IC50 50.0 nM 10.1021/jm980462b
None Unchecked IC50 100.0 nM 10.1021/np900095z
None Unchecked IC50 250.0 nM 10.1021/jm980462b
None Unchecked IC50 500.0 nM 10.1021/jm980462b
None Unchecked IC50 72000.0 nM 10.1016/j.bmcl.2004.09.020
None Unchecked Inhibition nan % 10.1021/acs.jmedchem.9b00145
None Unchecked Selectivity ratio 1000.0 None 10.1038/nchembio818

Metabolism Information