CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5189575_t0 (2531668)

Formula C₂₁H₁₅ClN₄O₄

MW 422.83

InChIKey KJWKWRYQMFBYRH-DVIAZDKANA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 49

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 2.96

logP 5.2966

PSA 116.67

MR 114.107

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 25.41665

PM7_Total_Energy_ev -4970.417

PM7_Electronic_Energy_ev -35257.54337

PM7_Dipole_Debye 8.28389

PM7_Point_Group Cs

PM7_HOMO_Energy_ev -9.212

PM7_LUMO_Energy_ev -1.475

PM7_COSMO_Area_square_ang 423.8

PM7_COSMO_Volue_cubic_ang 456.08

PM7_Electron_Affinity_ev 1.475

PM7_Ionization_Energy_ev 9.212

PM7_Energy_Gap_ev 7.737

PM7_Global_Hardness_ev 3.8685

PM7_Global_Softness_ev 0.2584981258885873

PM7_Chemical_Potential_ev -5.3435

PM7_Electronigativity_ev 5.3435

PM7_Back_Donation_Energy_ev -0.967125

PM7_Electrophilicity_ev 3.690447492568179

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

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

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

InChI 1/C21H15ClN4O4/c22-14-3-10-18-19(11-14)25-21(24-18)13-1-8-17(9-2-13)30-12-20(27)23-15-4-6-16(7-5-15)26(28)29/h1-11H,12H2,(H,23,27)(H,24,25)/f/h23-24H

InChI_3D 1S/C21H16ClN4O4/c22-14-3-10-18-19(11-14)25-21(24-18)13-1-8-17(9-2-13)30-12-20(27)23-15-4-6-16(7-5-15)26(28)29/h1-11H,12H2,(H,23,27)(H,24,25)(H,28,29)

AuxInfo 1/1/N:1,2,10,4,5,6,7,8,9,3,11,21,12,18,15,16,17,14,13,20,19,30,24,23,22,25,27,26,28,29/E:(1,2)(4,5)(6,7)(8,9)(28,29)/F:m/E:m/CRV:26.5/rA:45nCCCCCCCCCCCCCCCCCCCCCNNNN+O-OOOClHHHHHHHHHHHHHHH/rB:;;;;d4;s5;d1;s2;d3;;s1d2;s11;s3d13;s4d5;s6d7;s8d9;s10d11;s12;;s20;s13d19;s14s19;s15s20;s16;s25;d20;d25;s17s21;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s21;s21;s23;s24;/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;1.736,-1.0071,0;1.736,0,0;8.296,2.9608,0;9.3011,4.7019,0;6.2962,-.5034,0;0,-1.0058,0;3.2858,-.5036,0;8.2961,1.2287,0;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;-.8653,-1.507,0;4.5326,.7966,0;4.5327,-1.8037,0;.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;-.4337,.2487,0;.8677,-2.0037,0;8.2292,.1127,0;7.3631,.6127,0;2.8483,.7865,0;7.296,2.0947,0;

Duplicates CHEMBL5189575_t0;CHEMBL5189575_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189575_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189575_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189575_t0.sdf

Formula	C₂₁H₁₅ClN₄O₄
MW	422.83
InChIKey	KJWKWRYQMFBYRH-DVIAZDKANA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	49
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	2.96
logP	5.2966
PSA	116.67
MR	114.107
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	25.41665
PM7_Total_Energy_ev	-4970.417
PM7_Electronic_Energy_ev	-35257.54337
PM7_Dipole_Debye	8.28389
PM7_Point_Group	Cs
PM7_HOMO_Energy_ev	-9.212
PM7_LUMO_Energy_ev	-1.475
PM7_COSMO_Area_square_ang	423.8
PM7_COSMO_Volue_cubic_ang	456.08
PM7_Electron_Affinity_ev	1.475
PM7_Ionization_Energy_ev	9.212
PM7_Energy_Gap_ev	7.737
PM7_Global_Hardness_ev	3.8685
PM7_Global_Softness_ev	0.2584981258885873
PM7_Chemical_Potential_ev	-5.3435
PM7_Electronigativity_ev	5.3435
PM7_Back_Donation_Energy_ev	-0.967125
PM7_Electrophilicity_ev	3.690447492568179
OPENEYE_Name	2-[4-(5-chloro-1~{H}-benzimidazol-2-yl)phenoxy]-~{N}-(4-nitrophenyl)acetamide
SMILES	c1cc(ccc1c2nc3cc(ccc3[nH]2)Cl)OCC(=O)Nc4ccc(cc4)[N+](=O)[O-]
Canonical_SMILES	O=C(Nc1ccc(cc1)[N](=O)O)COc1ccc(cc1)c1nc2c([nH]1)ccc(c2)Cl
InChI	1/C21H15ClN4O4/c22-14-3-10-18-19(11-14)25-21(24-18)13-1-8-17(9-2-13)30-12-20(27)23-15-4-6-16(7-5-15)26(28)29/h1-11H,12H2,(H,23,27)(H,24,25)/f/h23-24H
InChI_3D	1S/C21H16ClN4O4/c22-14-3-10-18-19(11-14)25-21(24-18)13-1-8-17(9-2-13)30-12-20(27)23-15-4-6-16(7-5-15)26(28)29/h1-11H,12H2,(H,23,27)(H,24,25)(H,28,29)
AuxInfo	1/1/N:1,2,10,4,5,6,7,8,9,3,11,21,12,18,15,16,17,14,13,20,19,30,24,23,22,25,27,26,28,29/E:(1,2)(4,5)(6,7)(8,9)(28,29)/F:m/E:m/CRV:26.5/rA:45nCCCCCCCCCCCCCCCCCCCCCNNNN+O-OOOClHHHHHHHHHHHHHHH/rB:;;;;d4;s5;d1;s2;d3;;s1d2;s11;s3d13;s4d5;s6d7;s8d9;s10d11;s12;;s20;s13d19;s14s19;s15s20;s16;s25;d20;d25;s17s21;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s21;s21;s23;s24;/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;1.736,-1.0071,0;1.736,0,0;8.296,2.9608,0;9.3011,4.7019,0;6.2962,-.5034,0;0,-1.0058,0;3.2858,-.5036,0;8.2961,1.2287,0;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;-.8653,-1.507,0;4.5326,.7966,0;4.5327,-1.8037,0;.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;-.4337,.2487,0;.8677,-2.0037,0;8.2292,.1127,0;7.3631,.6127,0;2.8483,.7865,0;7.296,2.0947,0;
Duplicates	CHEMBL5189575_t0;CHEMBL5189575_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189575_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189575_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189575_t0.sdf