CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL101533 (1624)

Formula C₂₂H₁₉F₃N₄O₄

MW 460.42

InChIKey RFIQBMDZRWXNQL-NZRUPFPENA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 8

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.58

logP 3.0362

PSA 104.01

MR 115.796

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -223.6478

PM7_Total_Energy_ev -6281.4267

PM7_Electronic_Energy_ev -50645.74893

PM7_Dipole_Debye 9.55539

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.956

PM7_LUMO_Energy_ev -1.23

PM7_COSMO_Area_square_ang 422.07

PM7_COSMO_Volue_cubic_ang 507.01

PM7_Electron_Affinity_ev 1.23

PM7_Ionization_Energy_ev 8.956

PM7_Energy_Gap_ev 7.726

PM7_Global_Hardness_ev 3.863

PM7_Global_Softness_ev 0.2588661661920787

PM7_Chemical_Potential_ev -5.093

PM7_Electronigativity_ev 5.093

PM7_Back_Donation_Energy_ev -0.96575

PM7_Electrophilicity_ev 3.357319311415998

OPENEYE_Name 2-[(2~{S},4~{S})-4-acetamido-2-methyl-pyrrolidin-1-yl]-9-(2,4-difluorophenyl)-3-fluoro-6-oxo-pyrido[1,2-a]pyrimidine-7-carboxylic acid

SMILES c1cc(cc(c1c2cc(c(=O)n3c2nc(c(c3)F)N4CC(CC4C)NC(=O)C)C(=O)O)F)F

Canonical_SMILES CC(=O)N[C@H]1C[C@@H](N(C1)c1nc2c(cc(c(=O)n2cc1F)C(=O)O)c1ccc(cc1F)F)C

InChI 1/C22H19F3N4O4/c1-10-5-13(26-11(2)30)8-28(10)20-18(25)9-29-19(27-20)15(7-16(21(29)31)22(32)33)14-4-3-12(23)6-17(14)24/h3-4,6-7,9-10,13H,5,8H2,1-2H3,(H,26,30)(H,32,33)/f/h26,32H

InChI_3D 1S/C22H19F3N4O4/c1-10-5-13(26-11(2)30)8-28(10)20-18(25)9-29-19(27-20)15(7-16(21(29)31)22(32)33)14-4-3-12(23)6-17(14)24/h3-4,6-7,9-10,13H,5,8H2,1-2H3,(H,26,30)(H,32,33)/t10-,13-/m0/s1

AuxInfo 1/1/N:22,21,2,1,17,3,7,18,8,20,16,5,19,4,9,10,6,11,12,13,14,15,31,32,33,26,23,25,24,29,27,28,30/E:(32,33)/F:22,21,2,1,17,3,7,18,8,20,16,5,19,4,9,10,6,11,12,13,14,15,31,32,33,26,23,25,24,29,27,30,28/rA:52cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOFFFHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2d3;s3d4;;;s4s7;d7;d8;d9;s11;s10;s10;;;;s17s18;s17;s16;s20;s12d13;s8s12s14;s13s18s20;s16s19;d14;d15;d16;s15;s5;s6;s11;s1;s2;s3;s7;s8;s17;s17;s18;s18;s19;s20;s21;s21;s21;s22;s22;s22;s26;s30;/rC:-1.7419,-3.0067,0;-1.7421,-4.0068,0;-.0069,-4.012,0;-.8698,-2.5068,0;-.879,-4.5119,0;.0021,-3.0069,0;.0013,-1.0057,0;-2.6056,.5056,0;-.8697,-1.5068,0;;-3.4735,-.0022,0;-1.7364,-1.0079,0;-3.4735,-1.0079,0;-.8723,.5045,0;.8659,.5002,0;-6.206,-5.4971,0;-6.5742,-2.2225,0;-5.0933,-2.8841,0;-6.0735,-3.0899,0;-5.9031,-1.4812,0;-5.8986,-6.4487,0;-7.3181,-.4516,0;-2.6056,-1.5057,0;-1.7377,-.0022,0;-4.9878,-1.8851,0;-5.5356,-4.7551,0;-.875,1.5045,0;1.7321,.0005,0;-7.1838,-5.2875,0;.8656,1.5002,0;-.8835,-5.5119,0;.8696,-2.5096,0;-4.341,.4953,0;-2.1745,-2.756,0;-2.1758,-4.2554,0;.4246,-4.2646,0;.4343,-1.2558,0;-2.6056,1.0056,0;-6.979,-2.516,0;-6.908,-1.8503,0;-4.5933,-2.8847,0;-5.042,-3.3814,0;-6.5305,-3.2928,0;-5.6536,-1.0479,0;-5.4228,-6.295,0;-6.3744,-6.6024,0;-5.7449,-6.9245,0;-7.6123,-.8559,0;-7.0239,-.0473,0;-7.7224,-.1574,0;-5.0467,-4.8599,0;1.2986,1.7503,0;

Duplicates CHEMBL101533

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101500-0000101749/CHEMBL101533.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101500-0000101749/CHEMBL101533.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101500-0000101749/CHEMBL101533.sdf

Formula	C₂₂H₁₉F₃N₄O₄
MW	460.42
InChIKey	RFIQBMDZRWXNQL-NZRUPFPENA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	8
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.58
logP	3.0362
PSA	104.01
MR	115.796
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-223.6478
PM7_Total_Energy_ev	-6281.4267
PM7_Electronic_Energy_ev	-50645.74893
PM7_Dipole_Debye	9.55539
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.956
PM7_LUMO_Energy_ev	-1.23
PM7_COSMO_Area_square_ang	422.07
PM7_COSMO_Volue_cubic_ang	507.01
PM7_Electron_Affinity_ev	1.23
PM7_Ionization_Energy_ev	8.956
PM7_Energy_Gap_ev	7.726
PM7_Global_Hardness_ev	3.863
PM7_Global_Softness_ev	0.2588661661920787
PM7_Chemical_Potential_ev	-5.093
PM7_Electronigativity_ev	5.093
PM7_Back_Donation_Energy_ev	-0.96575
PM7_Electrophilicity_ev	3.357319311415998
OPENEYE_Name	2-[(2~{S},4~{S})-4-acetamido-2-methyl-pyrrolidin-1-yl]-9-(2,4-difluorophenyl)-3-fluoro-6-oxo-pyrido[1,2-a]pyrimidine-7-carboxylic acid
SMILES	c1cc(cc(c1c2cc(c(=O)n3c2nc(c(c3)F)N4CC(CC4C)NC(=O)C)C(=O)O)F)F
Canonical_SMILES	CC(=O)N[C@H]1C[C@@H](N(C1)c1nc2c(cc(c(=O)n2cc1F)C(=O)O)c1ccc(cc1F)F)C
InChI	1/C22H19F3N4O4/c1-10-5-13(26-11(2)30)8-28(10)20-18(25)9-29-19(27-20)15(7-16(21(29)31)22(32)33)14-4-3-12(23)6-17(14)24/h3-4,6-7,9-10,13H,5,8H2,1-2H3,(H,26,30)(H,32,33)/f/h26,32H
InChI_3D	1S/C22H19F3N4O4/c1-10-5-13(26-11(2)30)8-28(10)20-18(25)9-29-19(27-20)15(7-16(21(29)31)22(32)33)14-4-3-12(23)6-17(14)24/h3-4,6-7,9-10,13H,5,8H2,1-2H3,(H,26,30)(H,32,33)/t10-,13-/m0/s1
AuxInfo	1/1/N:22,21,2,1,17,3,7,18,8,20,16,5,19,4,9,10,6,11,12,13,14,15,31,32,33,26,23,25,24,29,27,28,30/E:(32,33)/F:22,21,2,1,17,3,7,18,8,20,16,5,19,4,9,10,6,11,12,13,14,15,31,32,33,26,23,25,24,29,27,30,28/rA:52cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOFFFHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2d3;s3d4;;;s4s7;d7;d8;d9;s11;s10;s10;;;;s17s18;s17;s16;s20;s12d13;s8s12s14;s13s18s20;s16s19;d14;d15;d16;s15;s5;s6;s11;s1;s2;s3;s7;s8;s17;s17;s18;s18;s19;s20;s21;s21;s21;s22;s22;s22;s26;s30;/rC:-1.7419,-3.0067,0;-1.7421,-4.0068,0;-.0069,-4.012,0;-.8698,-2.5068,0;-.879,-4.5119,0;.0021,-3.0069,0;.0013,-1.0057,0;-2.6056,.5056,0;-.8697,-1.5068,0;;-3.4735,-.0022,0;-1.7364,-1.0079,0;-3.4735,-1.0079,0;-.8723,.5045,0;.8659,.5002,0;-6.206,-5.4971,0;-6.5742,-2.2225,0;-5.0933,-2.8841,0;-6.0735,-3.0899,0;-5.9031,-1.4812,0;-5.8986,-6.4487,0;-7.3181,-.4516,0;-2.6056,-1.5057,0;-1.7377,-.0022,0;-4.9878,-1.8851,0;-5.5356,-4.7551,0;-.875,1.5045,0;1.7321,.0005,0;-7.1838,-5.2875,0;.8656,1.5002,0;-.8835,-5.5119,0;.8696,-2.5096,0;-4.341,.4953,0;-2.1745,-2.756,0;-2.1758,-4.2554,0;.4246,-4.2646,0;.4343,-1.2558,0;-2.6056,1.0056,0;-6.979,-2.516,0;-6.908,-1.8503,0;-4.5933,-2.8847,0;-5.042,-3.3814,0;-6.5305,-3.2928,0;-5.6536,-1.0479,0;-5.4228,-6.295,0;-6.3744,-6.6024,0;-5.7449,-6.9245,0;-7.6123,-.8559,0;-7.0239,-.0473,0;-7.7224,-.1574,0;-5.0467,-4.8599,0;1.2986,1.7503,0;
Duplicates	CHEMBL101533
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101500-0000101749/CHEMBL101533.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101500-0000101749/CHEMBL101533.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101500-0000101749/CHEMBL101533.sdf