CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5190133_t0 (2532310)

Formula C₂₂H₁₈N₄O₄

MW 402.41

InChIKey PNJAZDWABHRXDX-DVIAZDKANA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 0

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 2.64

logP 4.9516

PSA 116.67

MR 114.063

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 25.24383

PM7_Total_Energy_ev -4867.01283

PM7_Electronic_Energy_ev -35305.88529

PM7_Dipole_Debye 8.7821

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.92

PM7_LUMO_Energy_ev -1.427

PM7_COSMO_Area_square_ang 423.07

PM7_COSMO_Volue_cubic_ang 455.19

PM7_Electron_Affinity_ev 1.427

PM7_Ionization_Energy_ev 8.92

PM7_Energy_Gap_ev 7.493

PM7_Global_Hardness_ev 3.7465

PM7_Global_Softness_ev 0.2669157880688643

PM7_Chemical_Potential_ev -5.1735

PM7_Electronigativity_ev 5.1735

PM7_Back_Donation_Energy_ev -0.936625

PM7_Electrophilicity_ev 3.5720141799012413

OPENEYE_Name 2-[4-(5-methyl-1~{H}-benzimidazol-2-yl)phenoxy]-~{N}-(4-nitrophenyl)acetamide

SMILES c1cc(ccc1c2nc3cc(ccc3[nH]2)C)OCC(=O)Nc4ccc(cc4)[N+](=O)[O-]

Canonical_SMILES O=C(Nc1ccc(cc1)[N](=O)O)COc1ccc(cc1)c1nc2c([nH]1)ccc(c2)C

InChI 1/C22H18N4O4/c1-14-2-11-19-20(12-14)25-22(24-19)15-3-9-18(10-4-15)30-13-21(27)23-16-5-7-17(8-6-16)26(28)29/h2-12H,13H2,1H3,(H,23,27)(H,24,25)/f/h23-24H

InChI_3D 1S/C22H19N4O4/c1-14-2-11-19-20(12-14)25-22(24-19)15-3-9-18(10-4-15)30-13-21(27)23-16-5-7-17(8-6-16)26(28)29/h2-12H,13H2,1H3,(H,23,27)(H,24,25)(H,28,29)

AuxInfo 1/1/N:21,3,1,2,5,6,7,8,9,10,4,11,22,13,12,16,17,18,15,14,20,19,25,24,23,26,28,27,29,30/E:(3,4)(5,6)(7,8)(9,10)(28,29)/F:m/E:m/CRV:26.5/rA:48nCCCCCCCCCCCCCCCCCCCCCCNNNN+O-OOOHHHHHHHHHHHHHHHHHH/rB:;;d3;;;d5;s6;d1;s2;;s1d2;s3d11;s11;s4d14;s5d6;s7d8;s9d10;s12;;s13;s20;s14d19;s15s19;s16s20;s17;s26;d20;d26;s18s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s21;s21;s21;s22;s22;s24;s25;/rC:4.7832,.364,0;4.7834,-1.371,0;;.868,.5079,0;7.7934,3.8254,0;9.296,2.9579,0;8.296,4.6959,0;9.7986,3.8285,0;5.7884,.364,0;5.7886,-1.371,0;.868,-1.5037,0;4.2858,-.5035,0;0,-1.0058,0;1.736,-1.0071,0;1.736,0,0;8.296,2.9608,0;9.3011,4.7019,0;6.2962,-.5034,0;3.2858,-.5036,0;8.2961,1.2287,0;-.8653,-1.507,0;7.7961,.3627,0;2.6938,-1.3184,0;2.6938,.311,0;7.796,2.0947,0;9.801,5.568,0;9.301,6.434,0;9.2961,1.2288,0;10.801,5.568,0;7.2962,-.5034,0;4.5326,.7966,0;4.5327,-1.8037,0;-.4337,.2487,0;.868,1.0079,0;7.2934,3.8246,0;9.5454,2.5246,0;8.0447,5.1282,0;10.2986,3.8271,0;6.0371,.7978,0;6.0373,-1.8047,0;.8677,-2.0037,0;-.6147,-1.9397,0;-1.298,-1.7576,0;-1.1159,-1.0744,0;8.2292,.1127,0;7.3631,.6127,0;2.8483,.7865,0;7.296,2.0947,0;

Duplicates CHEMBL5190133_t0;CHEMBL5190133_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190000-0005190249/CHEMBL5190133_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190000-0005190249/CHEMBL5190133_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190000-0005190249/CHEMBL5190133_t0.sdf

Formula	C₂₂H₁₈N₄O₄
MW	402.41
InChIKey	PNJAZDWABHRXDX-DVIAZDKANA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	0
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	2.64
logP	4.9516
PSA	116.67
MR	114.063
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	25.24383
PM7_Total_Energy_ev	-4867.01283
PM7_Electronic_Energy_ev	-35305.88529
PM7_Dipole_Debye	8.7821
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.92
PM7_LUMO_Energy_ev	-1.427
PM7_COSMO_Area_square_ang	423.07
PM7_COSMO_Volue_cubic_ang	455.19
PM7_Electron_Affinity_ev	1.427
PM7_Ionization_Energy_ev	8.92
PM7_Energy_Gap_ev	7.493
PM7_Global_Hardness_ev	3.7465
PM7_Global_Softness_ev	0.2669157880688643
PM7_Chemical_Potential_ev	-5.1735
PM7_Electronigativity_ev	5.1735
PM7_Back_Donation_Energy_ev	-0.936625
PM7_Electrophilicity_ev	3.5720141799012413
OPENEYE_Name	2-[4-(5-methyl-1~{H}-benzimidazol-2-yl)phenoxy]-~{N}-(4-nitrophenyl)acetamide
SMILES	c1cc(ccc1c2nc3cc(ccc3[nH]2)C)OCC(=O)Nc4ccc(cc4)[N+](=O)[O-]
Canonical_SMILES	O=C(Nc1ccc(cc1)[N](=O)O)COc1ccc(cc1)c1nc2c([nH]1)ccc(c2)C
InChI	1/C22H18N4O4/c1-14-2-11-19-20(12-14)25-22(24-19)15-3-9-18(10-4-15)30-13-21(27)23-16-5-7-17(8-6-16)26(28)29/h2-12H,13H2,1H3,(H,23,27)(H,24,25)/f/h23-24H
InChI_3D	1S/C22H19N4O4/c1-14-2-11-19-20(12-14)25-22(24-19)15-3-9-18(10-4-15)30-13-21(27)23-16-5-7-17(8-6-16)26(28)29/h2-12H,13H2,1H3,(H,23,27)(H,24,25)(H,28,29)
AuxInfo	1/1/N:21,3,1,2,5,6,7,8,9,10,4,11,22,13,12,16,17,18,15,14,20,19,25,24,23,26,28,27,29,30/E:(3,4)(5,6)(7,8)(9,10)(28,29)/F:m/E:m/CRV:26.5/rA:48nCCCCCCCCCCCCCCCCCCCCCCNNNN+O-OOOHHHHHHHHHHHHHHHHHH/rB:;;d3;;;d5;s6;d1;s2;;s1d2;s3d11;s11;s4d14;s5d6;s7d8;s9d10;s12;;s13;s20;s14d19;s15s19;s16s20;s17;s26;d20;d26;s18s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s21;s21;s21;s22;s22;s24;s25;/rC:4.7832,.364,0;4.7834,-1.371,0;;.868,.5079,0;7.7934,3.8254,0;9.296,2.9579,0;8.296,4.6959,0;9.7986,3.8285,0;5.7884,.364,0;5.7886,-1.371,0;.868,-1.5037,0;4.2858,-.5035,0;0,-1.0058,0;1.736,-1.0071,0;1.736,0,0;8.296,2.9608,0;9.3011,4.7019,0;6.2962,-.5034,0;3.2858,-.5036,0;8.2961,1.2287,0;-.8653,-1.507,0;7.7961,.3627,0;2.6938,-1.3184,0;2.6938,.311,0;7.796,2.0947,0;9.801,5.568,0;9.301,6.434,0;9.2961,1.2288,0;10.801,5.568,0;7.2962,-.5034,0;4.5326,.7966,0;4.5327,-1.8037,0;-.4337,.2487,0;.868,1.0079,0;7.2934,3.8246,0;9.5454,2.5246,0;8.0447,5.1282,0;10.2986,3.8271,0;6.0371,.7978,0;6.0373,-1.8047,0;.8677,-2.0037,0;-.6147,-1.9397,0;-1.298,-1.7576,0;-1.1159,-1.0744,0;8.2292,.1127,0;7.3631,.6127,0;2.8483,.7865,0;7.296,2.0947,0;
Duplicates	CHEMBL5190133_t0;CHEMBL5190133_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190000-0005190249/CHEMBL5190133_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190000-0005190249/CHEMBL5190133_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190000-0005190249/CHEMBL5190133_t0.sdf