CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5197223 (2540083)

Formula C₂₂H₁₈N₄O₃

MW 386.41

InChIKey GEYNEXNWVREFMS-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 50

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 7

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.32

logP 3.3385

PSA 82.61

MR 113.175

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 6.93957

PM7_Total_Energy_ev -4574.21133

PM7_Electronic_Energy_ev -35580.08982

PM7_Dipole_Debye 6.82859

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.524

PM7_LUMO_Energy_ev -1.919

PM7_COSMO_Area_square_ang 397

PM7_COSMO_Volue_cubic_ang 442.47

PM7_Electron_Affinity_ev 1.919

PM7_Ionization_Energy_ev 7.524

PM7_Energy_Gap_ev 5.605

PM7_Global_Hardness_ev 2.8025

PM7_Global_Softness_ev 0.3568242640499554

PM7_Chemical_Potential_ev -4.7215

PM7_Electronigativity_ev 4.7215

PM7_Back_Donation_Energy_ev -0.700625

PM7_Electrophilicity_ev 3.977263559322034

OPENEYE_Name ~{N}-[4-(dimethylamino)phenyl]-3-(5,7-dioxopyrrolo[3,4-b]pyridin-6-yl)benzamide

SMILES c1cc(cc(c1)N2C(=O)c3cccnc3C2=O)C(=O)Nc4ccc(cc4)N(C)C

Canonical_SMILES O=C(c1cccc(c1)N1C(=O)c2c(C1=O)nccc2)Nc1ccc(cc1)N(C)C

InChI 1/C22H18N4O3/c1-25(2)16-10-8-15(9-11-16)24-20(27)14-5-3-6-17(13-14)26-21(28)18-7-4-12-23-19(18)22(26)29/h3-13H,1-2H3,(H,24,27)/f/h24H

InChI_3D 1S/C22H18N4O3/c1-25(2)16-10-8-15(9-11-16)24-20(27)14-5-3-6-17(13-14)26-21(28)18-7-4-12-23-19(18)22(26)29/h3-13H,1-2H3,(H,24,27)

AuxInfo 1/1/N:21,22,1,2,4,5,3,6,7,8,9,11,10,13,15,16,14,12,17,20,18,19,23,25,26,24,29,27,28/E:(1,2)(8,9)(10,11)/F:m/E:m/rA:47nCCCCCCCCCCCCCCCCCCCCCCNNNNOOOHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1;;;d6;s7;;s2;s3;s4d10;d5s10;s6d7;s8d9;d12;s12;s17;s13;;;d11s17;s14s18s19;s15s20;s16s21s22;d18;d19;d20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s21;s21;s21;s22;s22;s22;s25;/rC:5.7988,-1.371,0;;.868,.5079,0;6.2962,-.5034,0;4.7936,-1.371,0;7.3023,2.9571,0;5.8009,3.8267,0;7.8061,3.827,0;6.3048,4.6965,0;4.7935,.364,0;0,-1.0058,0;1.736,0,0;5.7987,.364,0;4.2858,-.5035,0;6.3023,2.9614,0;7.3099,4.7011,0;1.736,-1.0071,0;2.6938,.311,0;2.6938,-1.3184,0;6.2999,1.2294,0;8.8111,5.565,0;7.3123,6.4331,0;.868,-1.5037,0;3.2858,-.5036,0;5.8011,2.0961,0;7.8111,5.5664,0;3.0029,1.262,0;3.0028,-2.2695,0;7.2999,1.228,0;6.0494,-1.8036,0;-.4337,.2487,0;.868,1.0079,0;6.7962,-.5034,0;4.5449,-1.8048,0;7.5511,2.5234,0;5.3009,3.8267,0;8.3061,3.8248,0;6.0541,5.1292,0;4.5447,.7977,0;-.4327,-1.2564,0;8.8104,5.065,0;8.8118,6.065,0;9.3111,5.5643,0;7.7457,6.6825,0;6.8789,6.1837,0;7.0629,6.8665,0;5.3011,2.0968,0;

Duplicates CHEMBL5197223

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197223.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197223.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197223.sdf

Formula	C₂₂H₁₈N₄O₃
MW	386.41
InChIKey	GEYNEXNWVREFMS-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	50
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	7
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.32
logP	3.3385
PSA	82.61
MR	113.175
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	6.93957
PM7_Total_Energy_ev	-4574.21133
PM7_Electronic_Energy_ev	-35580.08982
PM7_Dipole_Debye	6.82859
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.524
PM7_LUMO_Energy_ev	-1.919
PM7_COSMO_Area_square_ang	397
PM7_COSMO_Volue_cubic_ang	442.47
PM7_Electron_Affinity_ev	1.919
PM7_Ionization_Energy_ev	7.524
PM7_Energy_Gap_ev	5.605
PM7_Global_Hardness_ev	2.8025
PM7_Global_Softness_ev	0.3568242640499554
PM7_Chemical_Potential_ev	-4.7215
PM7_Electronigativity_ev	4.7215
PM7_Back_Donation_Energy_ev	-0.700625
PM7_Electrophilicity_ev	3.977263559322034
OPENEYE_Name	~{N}-[4-(dimethylamino)phenyl]-3-(5,7-dioxopyrrolo[3,4-b]pyridin-6-yl)benzamide
SMILES	c1cc(cc(c1)N2C(=O)c3cccnc3C2=O)C(=O)Nc4ccc(cc4)N(C)C
Canonical_SMILES	O=C(c1cccc(c1)N1C(=O)c2c(C1=O)nccc2)Nc1ccc(cc1)N(C)C
InChI	1/C22H18N4O3/c1-25(2)16-10-8-15(9-11-16)24-20(27)14-5-3-6-17(13-14)26-21(28)18-7-4-12-23-19(18)22(26)29/h3-13H,1-2H3,(H,24,27)/f/h24H
InChI_3D	1S/C22H18N4O3/c1-25(2)16-10-8-15(9-11-16)24-20(27)14-5-3-6-17(13-14)26-21(28)18-7-4-12-23-19(18)22(26)29/h3-13H,1-2H3,(H,24,27)
AuxInfo	1/1/N:21,22,1,2,4,5,3,6,7,8,9,11,10,13,15,16,14,12,17,20,18,19,23,25,26,24,29,27,28/E:(1,2)(8,9)(10,11)/F:m/E:m/rA:47nCCCCCCCCCCCCCCCCCCCCCCNNNNOOOHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1;;;d6;s7;;s2;s3;s4d10;d5s10;s6d7;s8d9;d12;s12;s17;s13;;;d11s17;s14s18s19;s15s20;s16s21s22;d18;d19;d20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s21;s21;s21;s22;s22;s22;s25;/rC:5.7988,-1.371,0;;.868,.5079,0;6.2962,-.5034,0;4.7936,-1.371,0;7.3023,2.9571,0;5.8009,3.8267,0;7.8061,3.827,0;6.3048,4.6965,0;4.7935,.364,0;0,-1.0058,0;1.736,0,0;5.7987,.364,0;4.2858,-.5035,0;6.3023,2.9614,0;7.3099,4.7011,0;1.736,-1.0071,0;2.6938,.311,0;2.6938,-1.3184,0;6.2999,1.2294,0;8.8111,5.565,0;7.3123,6.4331,0;.868,-1.5037,0;3.2858,-.5036,0;5.8011,2.0961,0;7.8111,5.5664,0;3.0029,1.262,0;3.0028,-2.2695,0;7.2999,1.228,0;6.0494,-1.8036,0;-.4337,.2487,0;.868,1.0079,0;6.7962,-.5034,0;4.5449,-1.8048,0;7.5511,2.5234,0;5.3009,3.8267,0;8.3061,3.8248,0;6.0541,5.1292,0;4.5447,.7977,0;-.4327,-1.2564,0;8.8104,5.065,0;8.8118,6.065,0;9.3111,5.5643,0;7.7457,6.6825,0;6.8789,6.1837,0;7.0629,6.8665,0;5.3011,2.0968,0;
Duplicates	CHEMBL5197223
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197223.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197223.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197223.sdf