CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL111398 (12414)

Formula C₂₂H₂₁N₅O₄

MW 419.44

InChIKey PXDQNBACSOQKKL-SPEPDGBUNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 7

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 9

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 1.71

logP 2.92056

PSA 139.76

MR 112.078

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -31.87737

PM7_Total_Energy_ev -5095.80156

PM7_Electronic_Energy_ev -43127.66111

PM7_Dipole_Debye 7.03693

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.372

PM7_LUMO_Energy_ev -0.888

PM7_COSMO_Area_square_ang 428.03

PM7_COSMO_Volue_cubic_ang 499.08

PM7_Electron_Affinity_ev 0.888

PM7_Ionization_Energy_ev 9.372

PM7_Energy_Gap_ev 8.484

PM7_Global_Hardness_ev 4.242

PM7_Global_Softness_ev 0.23573785950023574

PM7_Chemical_Potential_ev -5.13

PM7_Electronigativity_ev 5.13

PM7_Back_Donation_Energy_ev -1.0605

PM7_Electrophilicity_ev 3.101944837340877

OPENEYE_Name methyl 4-[[(~{Z})-~{N}-cyano-~{N}'-[(3~{S},4~{R})-6-cyano-3-hydroxy-2,2-dimethyl-chroman-4-yl]carbamimidoyl]amino]benzoate

SMILES C(#N)c1ccc2c(c1)C(C(C(O2)(C)C)O)N=C(NC#N)Nc3ccc(cc3)C(=O)OC

Canonical_SMILES N#CN/C(=N[C@@H]1c2cc(C#N)ccc2OC([C@H]1O)(C)C)/Nc1ccc(cc1)C(=O)OC

InChI 1/C22H21N5O4/c1-22(2)19(28)18(16-10-13(11-23)4-9-17(16)31-22)27-21(25-12-24)26-15-7-5-14(6-8-15)20(29)30-3/h4-10,18-19,28H,1-3H3,(H2,25,26,27)/f/h25-26H

InChI_3D 1S/C22H21N5O4/c1-22(2)19(28)18(16-10-13(11-23)4-9-17(16)31-22)27-21(25-12-24)26-15-7-5-14(6-8-15)20(29)30-3/h4-10,18-19,28H,1-3H3,(H2,25,26,27)/t18-,19+/m1/s1

AuxInfo 1/1/N:20,21,22,3,4,5,6,7,8,9,1,2,10,11,13,12,14,17,18,15,16,19,23,24,26,27,25,30,28,31,29/E:(1,2)(5,6)(7,8)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOHHHHHHHHHHHHHHHHHHHHH/rB:;;;;d4;s5;d3;;s1s3d9;s4d5;s9;s6d7;s8d12;s11;;s12;s17;s18;s19;s19;;t1;t2;w16s17;s2s16;s13s16;d15;s14s19;s18;s15s22;s3;s4;s5;s6;s7;s8;s9;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s26;s27;s30;/rC:-.8653,-.5013,0;1.5676,-3.319,0;0,1.0057,0;6.6055,-1.5668,0;6.9013,-3.2764,0;5.615,-1.7382,0;5.9108,-3.4478,0;.868,1.5138,0;.868,-.4978,0;;7.2436,-2.3368,0;1.736,-.0012,0;5.2626,-2.6796,0;1.7374,1.0057,0;8.968,-2.0384,0;2.8979,-2.2099,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;3.8219,1.9422,0;5.2002,.6961,0;9.2633,-3.7451,0;-1.7306,-1.0025,0;1.2225,-4.2576,0;3.2429,-1.2713,0;1.9126,-2.3804,0;3.5383,-2.978,0;9.313,-1.0998,0;2.6052,1.5109,0;4.0695,-1.6499,0;9.6083,-2.8065,0;-.4338,1.2544,0;6.7787,-1.0978,0;7.222,-3.66,0;5.296,-1.3532,0;5.7397,-3.9176,0;.8678,2.0138,0;.8677,-.9978,0;2.2803,-.8855,0;3.9687,.0821,0;3.3526,2.1144,0;4.2913,1.7699,0;3.9942,2.4116,0;5.1124,.2039,0;5.288,1.1883,0;5.6924,.6083,0;9.7326,-3.9176,0;8.794,-3.5726,0;9.0908,-4.2144,0;1.5924,-1.9964,0;3.3658,-3.4473,0;3.7469,-2.0319,0;

Duplicates CHEMBL111398

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111250-0000111499/CHEMBL111398.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111250-0000111499/CHEMBL111398.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111250-0000111499/CHEMBL111398.sdf

Formula	C₂₂H₂₁N₅O₄
MW	419.44
InChIKey	PXDQNBACSOQKKL-SPEPDGBUNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	7
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	9
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	1.71
logP	2.92056
PSA	139.76
MR	112.078
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-31.87737
PM7_Total_Energy_ev	-5095.80156
PM7_Electronic_Energy_ev	-43127.66111
PM7_Dipole_Debye	7.03693
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.372
PM7_LUMO_Energy_ev	-0.888
PM7_COSMO_Area_square_ang	428.03
PM7_COSMO_Volue_cubic_ang	499.08
PM7_Electron_Affinity_ev	0.888
PM7_Ionization_Energy_ev	9.372
PM7_Energy_Gap_ev	8.484
PM7_Global_Hardness_ev	4.242
PM7_Global_Softness_ev	0.23573785950023574
PM7_Chemical_Potential_ev	-5.13
PM7_Electronigativity_ev	5.13
PM7_Back_Donation_Energy_ev	-1.0605
PM7_Electrophilicity_ev	3.101944837340877
OPENEYE_Name	methyl 4-[[(~{Z})-~{N}-cyano-~{N}'-[(3~{S},4~{R})-6-cyano-3-hydroxy-2,2-dimethyl-chroman-4-yl]carbamimidoyl]amino]benzoate
SMILES	C(#N)c1ccc2c(c1)C(C(C(O2)(C)C)O)N=C(NC#N)Nc3ccc(cc3)C(=O)OC
Canonical_SMILES	N#CN/C(=N[C@@H]1c2cc(C#N)ccc2OC([C@H]1O)(C)C)/Nc1ccc(cc1)C(=O)OC
InChI	1/C22H21N5O4/c1-22(2)19(28)18(16-10-13(11-23)4-9-17(16)31-22)27-21(25-12-24)26-15-7-5-14(6-8-15)20(29)30-3/h4-10,18-19,28H,1-3H3,(H2,25,26,27)/f/h25-26H
InChI_3D	1S/C22H21N5O4/c1-22(2)19(28)18(16-10-13(11-23)4-9-17(16)31-22)27-21(25-12-24)26-15-7-5-14(6-8-15)20(29)30-3/h4-10,18-19,28H,1-3H3,(H2,25,26,27)/t18-,19+/m1/s1
AuxInfo	1/1/N:20,21,22,3,4,5,6,7,8,9,1,2,10,11,13,12,14,17,18,15,16,19,23,24,26,27,25,30,28,31,29/E:(1,2)(5,6)(7,8)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOHHHHHHHHHHHHHHHHHHHHH/rB:;;;;d4;s5;d3;;s1s3d9;s4d5;s9;s6d7;s8d12;s11;;s12;s17;s18;s19;s19;;t1;t2;w16s17;s2s16;s13s16;d15;s14s19;s18;s15s22;s3;s4;s5;s6;s7;s8;s9;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s26;s27;s30;/rC:-.8653,-.5013,0;1.5676,-3.319,0;0,1.0057,0;6.6055,-1.5668,0;6.9013,-3.2764,0;5.615,-1.7382,0;5.9108,-3.4478,0;.868,1.5138,0;.868,-.4978,0;;7.2436,-2.3368,0;1.736,-.0012,0;5.2626,-2.6796,0;1.7374,1.0057,0;8.968,-2.0384,0;2.8979,-2.2099,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;3.8219,1.9422,0;5.2002,.6961,0;9.2633,-3.7451,0;-1.7306,-1.0025,0;1.2225,-4.2576,0;3.2429,-1.2713,0;1.9126,-2.3804,0;3.5383,-2.978,0;9.313,-1.0998,0;2.6052,1.5109,0;4.0695,-1.6499,0;9.6083,-2.8065,0;-.4338,1.2544,0;6.7787,-1.0978,0;7.222,-3.66,0;5.296,-1.3532,0;5.7397,-3.9176,0;.8678,2.0138,0;.8677,-.9978,0;2.2803,-.8855,0;3.9687,.0821,0;3.3526,2.1144,0;4.2913,1.7699,0;3.9942,2.4116,0;5.1124,.2039,0;5.288,1.1883,0;5.6924,.6083,0;9.7326,-3.9176,0;8.794,-3.5726,0;9.0908,-4.2144,0;1.5924,-1.9964,0;3.3658,-3.4473,0;3.7469,-2.0319,0;
Duplicates	CHEMBL111398
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111250-0000111499/CHEMBL111398.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111250-0000111499/CHEMBL111398.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111250-0000111499/CHEMBL111398.sdf