CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5193423 (2535920)

Formula C₂₁H₂₄N₄O₄

MW 396.45

InChIKey GJYAGUSEEGQLCW-GCYWJXMPNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 12

Unbranched_Chain 7

Chiral_Centers 0

ONatoms 8

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 3.21

logP 4.2547

PSA 130.33

MR 108.69

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -75.80023

PM7_Total_Energy_ev -4828.15621

PM7_Electronic_Energy_ev -35546.41962

PM7_Dipole_Debye 6.82325

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.131

PM7_LUMO_Energy_ev -1.087

PM7_COSMO_Area_square_ang 436.99

PM7_COSMO_Volue_cubic_ang 473.42

PM7_Electron_Affinity_ev 1.087

PM7_Ionization_Energy_ev 9.131

PM7_Energy_Gap_ev 8.044

PM7_Global_Hardness_ev 4.022

PM7_Global_Softness_ev 0.2486325211337643

PM7_Chemical_Potential_ev -5.109

PM7_Electronigativity_ev 5.109

PM7_Back_Donation_Energy_ev -1.0055

PM7_Electrophilicity_ev 3.2448882396817504

OPENEYE_Name 2-[4-[7-(hydroxyamino)-7-oxo-heptoxy]phenyl]-1~{H}-benzimidazole-4-carboxamide

SMILES c1cc(c2c(c1)[nH]c(n2)c3ccc(cc3)OCCCCCCC(=O)NO)C(=O)N

Canonical_SMILES ONC(=O)CCCCCCOc1ccc(cc1)c1nc2c([nH]1)cccc2C(=O)N

InChI 1/C21H24N4O4/c22-20(27)16-6-5-7-17-19(16)24-21(23-17)14-9-11-15(12-10-14)29-13-4-2-1-3-8-18(26)25-28/h5-7,9-12,28H,1-4,8,13H2,(H2,22,27)(H,23,24)(H,25,26)/f/h23,25H,22H2

InChI_3D 1S/C21H24N4O4/c22-20(27)16-6-5-7-17-19(16)24-21(23-17)14-9-11-15(12-10-14)29-13-4-2-1-3-8-18(26)25-28/h5-7,9-12,28H,1-4,8,13H2,(H2,22,27)(H,23,24)(H,25,26)

AuxInfo 1/1/N:18,19,17,20,1,4,5,16,2,3,6,7,21,8,12,9,11,15,10,14,13,24,23,22,25,27,26,28,29/E:(9,10)(11,12)/F:m/E:m/rA:53nCCCCCCCCCCCCCCCCCCCCCNNNNOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s1;d2;s3;s2d3;s4;d9;d5s10;s6d7;s8;s9;;s15;s16;s17;s18;s19;s20;s10d13;s11s13;s14;s15;d14;d15;s25;s12s21;s1;s2;s3;s4;s5;s6;s7;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s23;s24;s24;s25;s28;/rC:;4.7832,.364,0;4.7834,-1.371,0;0,-1.0058,0;.868,.5079,0;5.7884,.364,0;5.7886,-1.371,0;4.2858,-.5035,0;.868,-1.5037,0;1.736,-1.0071,0;1.736,0,0;6.2962,-.5034,0;3.2858,-.5036,0;.8674,-2.5037,0;10.7958,5.559,0;10.2959,4.693,0;9.7959,3.8269,0;9.296,2.9609,0;8.796,2.0948,0;8.2961,1.2287,0;7.7961,.3627,0;2.6938,-1.3184,0;2.6938,.311,0;1.7332,-3.0042,0;10.2958,6.425,0;.0011,-3.0032,0;11.7958,5.5591,0;10.7957,7.2911,0;7.2962,-.5034,0;-.4337,.2487,0;4.5326,.7966,0;4.5327,-1.8037,0;-.4327,-1.2564,0;.868,1.0079,0;6.0371,.7978,0;6.0373,-1.8047,0;10.7289,4.443,0;9.8629,4.9429,0;10.229,3.5769,0;9.3629,4.0769,0;9.729,2.7109,0;8.863,3.2108,0;9.2291,1.8448,0;8.363,2.3448,0;8.7291,.9788,0;7.8631,1.4787,0;8.2292,.1127,0;7.3631,.6127,0;2.8483,.7865,0;2.1663,-2.7544,0;1.7329,-3.5042,0;9.7958,6.425,0;10.5457,7.7241,0;

Duplicates CHEMBL5193423

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193423.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193423.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193423.sdf

Formula	C₂₁H₂₄N₄O₄
MW	396.45
InChIKey	GJYAGUSEEGQLCW-GCYWJXMPNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	12
Unbranched_Chain	7
Chiral_Centers	0
ONatoms	8
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	3.21
logP	4.2547
PSA	130.33
MR	108.69
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-75.80023
PM7_Total_Energy_ev	-4828.15621
PM7_Electronic_Energy_ev	-35546.41962
PM7_Dipole_Debye	6.82325
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.131
PM7_LUMO_Energy_ev	-1.087
PM7_COSMO_Area_square_ang	436.99
PM7_COSMO_Volue_cubic_ang	473.42
PM7_Electron_Affinity_ev	1.087
PM7_Ionization_Energy_ev	9.131
PM7_Energy_Gap_ev	8.044
PM7_Global_Hardness_ev	4.022
PM7_Global_Softness_ev	0.2486325211337643
PM7_Chemical_Potential_ev	-5.109
PM7_Electronigativity_ev	5.109
PM7_Back_Donation_Energy_ev	-1.0055
PM7_Electrophilicity_ev	3.2448882396817504
OPENEYE_Name	2-[4-[7-(hydroxyamino)-7-oxo-heptoxy]phenyl]-1~{H}-benzimidazole-4-carboxamide
SMILES	c1cc(c2c(c1)[nH]c(n2)c3ccc(cc3)OCCCCCCC(=O)NO)C(=O)N
Canonical_SMILES	ONC(=O)CCCCCCOc1ccc(cc1)c1nc2c([nH]1)cccc2C(=O)N
InChI	1/C21H24N4O4/c22-20(27)16-6-5-7-17-19(16)24-21(23-17)14-9-11-15(12-10-14)29-13-4-2-1-3-8-18(26)25-28/h5-7,9-12,28H,1-4,8,13H2,(H2,22,27)(H,23,24)(H,25,26)/f/h23,25H,22H2
InChI_3D	1S/C21H24N4O4/c22-20(27)16-6-5-7-17-19(16)24-21(23-17)14-9-11-15(12-10-14)29-13-4-2-1-3-8-18(26)25-28/h5-7,9-12,28H,1-4,8,13H2,(H2,22,27)(H,23,24)(H,25,26)
AuxInfo	1/1/N:18,19,17,20,1,4,5,16,2,3,6,7,21,8,12,9,11,15,10,14,13,24,23,22,25,27,26,28,29/E:(9,10)(11,12)/F:m/E:m/rA:53nCCCCCCCCCCCCCCCCCCCCCNNNNOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s1;d2;s3;s2d3;s4;d9;d5s10;s6d7;s8;s9;;s15;s16;s17;s18;s19;s20;s10d13;s11s13;s14;s15;d14;d15;s25;s12s21;s1;s2;s3;s4;s5;s6;s7;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s23;s24;s24;s25;s28;/rC:;4.7832,.364,0;4.7834,-1.371,0;0,-1.0058,0;.868,.5079,0;5.7884,.364,0;5.7886,-1.371,0;4.2858,-.5035,0;.868,-1.5037,0;1.736,-1.0071,0;1.736,0,0;6.2962,-.5034,0;3.2858,-.5036,0;.8674,-2.5037,0;10.7958,5.559,0;10.2959,4.693,0;9.7959,3.8269,0;9.296,2.9609,0;8.796,2.0948,0;8.2961,1.2287,0;7.7961,.3627,0;2.6938,-1.3184,0;2.6938,.311,0;1.7332,-3.0042,0;10.2958,6.425,0;.0011,-3.0032,0;11.7958,5.5591,0;10.7957,7.2911,0;7.2962,-.5034,0;-.4337,.2487,0;4.5326,.7966,0;4.5327,-1.8037,0;-.4327,-1.2564,0;.868,1.0079,0;6.0371,.7978,0;6.0373,-1.8047,0;10.7289,4.443,0;9.8629,4.9429,0;10.229,3.5769,0;9.3629,4.0769,0;9.729,2.7109,0;8.863,3.2108,0;9.2291,1.8448,0;8.363,2.3448,0;8.7291,.9788,0;7.8631,1.4787,0;8.2292,.1127,0;7.3631,.6127,0;2.8483,.7865,0;2.1663,-2.7544,0;1.7329,-3.5042,0;9.7958,6.425,0;10.5457,7.7241,0;
Duplicates	CHEMBL5193423
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193423.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193423.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193423.sdf