CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5188755 (2530750)

Formula C₂₀H₂₂FN₃O₅

MW 403.41

InChIKey RZBCOENKEKIARY-PDJAEHLQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 8

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.14

logP 2.5667

PSA 100.13

MR 105.021

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -150.04371

PM7_Total_Energy_ev -5251.77728

PM7_Electronic_Energy_ev -43904.14187

PM7_Dipole_Debye 6.75532

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.787

PM7_LUMO_Energy_ev -0.765

PM7_COSMO_Area_square_ang 362.74

PM7_COSMO_Volue_cubic_ang 473.68

PM7_Electron_Affinity_ev 0.765

PM7_Ionization_Energy_ev 8.787

PM7_Energy_Gap_ev 8.022

PM7_Global_Hardness_ev 4.011

PM7_Global_Softness_ev 0.2493143854400399

PM7_Chemical_Potential_ev -4.776

PM7_Electronigativity_ev 4.776

PM7_Back_Donation_Energy_ev -1.00275

PM7_Electrophilicity_ev 2.843452505609574

OPENEYE_Name 5-fluoro-~{N}-[[3-(hydroxycarbamoyl)-4-methoxy-phenyl]methyl]-2-morpholino-benzamide

SMILES c1cc(c(cc1CNC(=O)c2cc(ccc2N3CCOCC3)F)C(=O)NO)OC

Canonical_SMILES ONC(=O)c1cc(CNC(=O)c2cc(F)ccc2N2CCOCC2)ccc1OC

InChI 1/C20H22FN3O5/c1-28-18-5-2-13(10-16(18)20(26)23-27)12-22-19(25)15-11-14(21)3-4-17(15)24-6-8-29-9-7-24/h2-5,10-11,27H,6-9,12H2,1H3,(H,22,25)(H,23,26)/f/h22-23H

InChI_3D 1S/C20H22FN3O5/c1-28-18-5-2-13(10-16(18)20(26)23-27)12-22-19(25)15-11-14(21)3-4-17(15)24-6-8-29-9-7-24/h2-5,10-11,27H,6-9,12H2,1H3,(H,22,25)(H,23,26)

AuxInfo 1/1/N:19,1,4,2,3,15,16,17,18,5,6,20,9,12,8,7,10,11,14,13,29,22,23,21,25,24,27,28,26/E:(6,7)(8,9)/F:m/E:m/rA:51nCCCCCCCCCCCCCCCCCCCCNNNOOOOOFHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s5;s6;s1d5;s2d8;s3d7;s4d6;s7;s8;;;s15;s16;;s9;s10s15s16;s14s20;s13;d13;d14;s17s18;s23;s11s19;s12;s1;s2;s3;s4;s5;s6;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s19;s20;s20;s22;s23;s27;/rC:5.8423,.386,0;0,-1.995,0;6.7121,.8899,0;0,-3.0002,0;6.7119,-1.1153,0;1.735,-3.0002,0;7.5817,-.6114,0;1.735,-1.995,0;5.8466,-.614,0;.8675,-1.4975,0;7.5862,.3937,0;.8675,-3.5079,0;8.447,-1.1127,0;3.2493,-1.1178,0;;1.735,0,0;0,1.0052,0;1.735,1.0052,0;8.4501,1.895,0;4.9813,-1.1153,0;.8675,-.4975,0;4.116,-1.6165,0;9.3138,-.614,0;8.4455,-2.1127,0;3.2478,-.1178,0;.8675,1.5129,0;10.1791,-1.1153,0;8.4515,.895,0;.8675,-4.5079,0;5.4085,.6347,0;-.4326,-1.7444,0;6.7099,1.3899,0;-.4337,-3.2489,0;6.7119,-1.6153,0;2.1688,-3.2489,0;-.1701,-.4702,0;-.4925,.0863,0;2.2275,.0863,0;1.9051,-.4702,0;-.4922,.9174,0;-.1729,1.4744,0;1.9079,1.4744,0;2.2272,.9174,0;7.9501,1.8942,0;8.9501,1.8957,0;8.4493,2.395,0;4.7307,-.6826,0;5.232,-1.5479,0;4.1168,-2.1165,0;9.3145,-.114,0;10.6125,-.866,0;

Duplicates CHEMBL5188755

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188755.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188755.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188755.sdf

Formula	C₂₀H₂₂FN₃O₅
MW	403.41
InChIKey	RZBCOENKEKIARY-PDJAEHLQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	8
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.14
logP	2.5667
PSA	100.13
MR	105.021
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-150.04371
PM7_Total_Energy_ev	-5251.77728
PM7_Electronic_Energy_ev	-43904.14187
PM7_Dipole_Debye	6.75532
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.787
PM7_LUMO_Energy_ev	-0.765
PM7_COSMO_Area_square_ang	362.74
PM7_COSMO_Volue_cubic_ang	473.68
PM7_Electron_Affinity_ev	0.765
PM7_Ionization_Energy_ev	8.787
PM7_Energy_Gap_ev	8.022
PM7_Global_Hardness_ev	4.011
PM7_Global_Softness_ev	0.2493143854400399
PM7_Chemical_Potential_ev	-4.776
PM7_Electronigativity_ev	4.776
PM7_Back_Donation_Energy_ev	-1.00275
PM7_Electrophilicity_ev	2.843452505609574
OPENEYE_Name	5-fluoro-~{N}-[[3-(hydroxycarbamoyl)-4-methoxy-phenyl]methyl]-2-morpholino-benzamide
SMILES	c1cc(c(cc1CNC(=O)c2cc(ccc2N3CCOCC3)F)C(=O)NO)OC
Canonical_SMILES	ONC(=O)c1cc(CNC(=O)c2cc(F)ccc2N2CCOCC2)ccc1OC
InChI	1/C20H22FN3O5/c1-28-18-5-2-13(10-16(18)20(26)23-27)12-22-19(25)15-11-14(21)3-4-17(15)24-6-8-29-9-7-24/h2-5,10-11,27H,6-9,12H2,1H3,(H,22,25)(H,23,26)/f/h22-23H
InChI_3D	1S/C20H22FN3O5/c1-28-18-5-2-13(10-16(18)20(26)23-27)12-22-19(25)15-11-14(21)3-4-17(15)24-6-8-29-9-7-24/h2-5,10-11,27H,6-9,12H2,1H3,(H,22,25)(H,23,26)
AuxInfo	1/1/N:19,1,4,2,3,15,16,17,18,5,6,20,9,12,8,7,10,11,14,13,29,22,23,21,25,24,27,28,26/E:(6,7)(8,9)/F:m/E:m/rA:51nCCCCCCCCCCCCCCCCCCCCNNNOOOOOFHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s5;s6;s1d5;s2d8;s3d7;s4d6;s7;s8;;;s15;s16;;s9;s10s15s16;s14s20;s13;d13;d14;s17s18;s23;s11s19;s12;s1;s2;s3;s4;s5;s6;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s19;s20;s20;s22;s23;s27;/rC:5.8423,.386,0;0,-1.995,0;6.7121,.8899,0;0,-3.0002,0;6.7119,-1.1153,0;1.735,-3.0002,0;7.5817,-.6114,0;1.735,-1.995,0;5.8466,-.614,0;.8675,-1.4975,0;7.5862,.3937,0;.8675,-3.5079,0;8.447,-1.1127,0;3.2493,-1.1178,0;;1.735,0,0;0,1.0052,0;1.735,1.0052,0;8.4501,1.895,0;4.9813,-1.1153,0;.8675,-.4975,0;4.116,-1.6165,0;9.3138,-.614,0;8.4455,-2.1127,0;3.2478,-.1178,0;.8675,1.5129,0;10.1791,-1.1153,0;8.4515,.895,0;.8675,-4.5079,0;5.4085,.6347,0;-.4326,-1.7444,0;6.7099,1.3899,0;-.4337,-3.2489,0;6.7119,-1.6153,0;2.1688,-3.2489,0;-.1701,-.4702,0;-.4925,.0863,0;2.2275,.0863,0;1.9051,-.4702,0;-.4922,.9174,0;-.1729,1.4744,0;1.9079,1.4744,0;2.2272,.9174,0;7.9501,1.8942,0;8.9501,1.8957,0;8.4493,2.395,0;4.7307,-.6826,0;5.232,-1.5479,0;4.1168,-2.1165,0;9.3145,-.114,0;10.6125,-.866,0;
Duplicates	CHEMBL5188755
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188755.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188755.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188755.sdf