CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5191022 (2533293)

Formula C₂₂H₂₁N₃O₆

MW 423.42

InChIKey DPHPWJUDQAJFTA-ORKIEBPJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 9

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 1.57

logP 3.6377

PSA 125.99

MR 115.08

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -178.43109

PM7_Total_Energy_ev -5316.10256

PM7_Electronic_Energy_ev -41593.80725

PM7_Dipole_Debye 6.92268

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.375

PM7_LUMO_Energy_ev -0.937

PM7_COSMO_Area_square_ang 436.41

PM7_COSMO_Volue_cubic_ang 481.18

PM7_Electron_Affinity_ev 0.937

PM7_Ionization_Energy_ev 8.375

PM7_Energy_Gap_ev 7.438

PM7_Global_Hardness_ev 3.719

PM7_Global_Softness_ev 0.26888948642108096

PM7_Chemical_Potential_ev -4.656

PM7_Electronigativity_ev 4.656

PM7_Back_Donation_Energy_ev -0.92975

PM7_Electrophilicity_ev 2.914538316751815

OPENEYE_Name methyl 4-hydroxy-6-[[2-[(4-methoxyphenyl)carbamoylamino]acetyl]amino]naphthalene-2-carboxylate

SMILES c1cc(cc2c1cc(cc2O)C(=O)OC)NC(=O)CNC(=O)Nc3ccc(cc3)OC

Canonical_SMILES COc1ccc(cc1)NC(=O)NCC(=O)Nc1ccc2c(c1)c(O)cc(c2)C(=O)OC

InChI 1/C22H21N3O6/c1-30-17-7-5-15(6-8-17)25-22(29)23-12-20(27)24-16-4-3-13-9-14(21(28)31-2)10-19(26)18(13)11-16/h3-11,26H,12H2,1-2H3,(H,24,27)(H2,23,25,29)/f/h23-25H

InChI_3D 1S/C22H21N3O6/c1-30-17-7-5-15(6-8-17)25-22(29)23-12-20(27)24-16-4-3-13-9-14(21(28)31-2)10-19(26)18(13)11-16/h3-11,26H,12H2,1-2H3,(H,24,27)(H2,23,25,29)

AuxInfo 1/1/N:20,21,1,2,3,4,5,6,7,9,8,22,10,12,13,14,15,11,16,18,17,19,25,23,24,29,27,26,28,30,31/E:(5,6)(7,8)/F:m/E:m/rA:52nCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;s4;;;;s1d7;s8s10;s7d9;s3d4;s2d8;s5d6;s9d11;s12;;;;;s18;s14s18;s13s19;s19s22;d17;d18;d19;s16;s15s20;s17s21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s20;s20;s20;s21;s21;s21;s22;s22;s23;s24;s25;s29;/rC:2.6038,-.4989,0;3.4748,.0022,0;6.0686,6.5061,0;7.8036,6.5066,0;6.0683,7.5113,0;7.8033,7.5118,0;.8679,-.4978,0;2.6012,1.5124,0;0,1.0057,0;1.7371,0,0;1.7358,1.0057,0;;6.9363,6.0088,0;3.4735,1.0079,0;6.9357,8.0192,0;.8679,1.5135,0;-.8653,-.5012,0;4.3391,2.5081,0;6.0706,4.5086,0;6.0693,9.519,0;-1.7292,-2.0025,0;5.205,3.0084,0;4.3394,1.5081,0;6.9365,5.0088,0;6.0709,3.5086,0;-1.732,-.0025,0;3.473,3.0079,0;5.2045,5.0084,0;.8679,2.5135,0;6.9354,9.0192,0;-.8639,-1.5012,0;2.6037,-.9989,0;3.9078,-.2479,0;5.636,6.2554,0;8.2363,6.2561,0;5.6345,7.7599,0;8.237,7.7606,0;.8677,-.9978,0;2.5999,2.0124,0;-.4337,1.2544,0;5.8194,9.0859,0;6.3192,9.9521,0;5.6362,9.7689,0;-1.4786,-2.4351,0;-1.9798,-1.5698,0;-2.1619,-2.2531,0;4.9549,3.4413,0;5.4551,2.5754,0;4.7725,1.2582,0;7.3696,4.759,0;6.504,3.2587,0;.4349,2.7635,0;

Duplicates CHEMBL5191022

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191000-0005191249/CHEMBL5191022.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191000-0005191249/CHEMBL5191022.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191000-0005191249/CHEMBL5191022.sdf

Formula	C₂₂H₂₁N₃O₆
MW	423.42
InChIKey	DPHPWJUDQAJFTA-ORKIEBPJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	9
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	1.57
logP	3.6377
PSA	125.99
MR	115.08
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-178.43109
PM7_Total_Energy_ev	-5316.10256
PM7_Electronic_Energy_ev	-41593.80725
PM7_Dipole_Debye	6.92268
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.375
PM7_LUMO_Energy_ev	-0.937
PM7_COSMO_Area_square_ang	436.41
PM7_COSMO_Volue_cubic_ang	481.18
PM7_Electron_Affinity_ev	0.937
PM7_Ionization_Energy_ev	8.375
PM7_Energy_Gap_ev	7.438
PM7_Global_Hardness_ev	3.719
PM7_Global_Softness_ev	0.26888948642108096
PM7_Chemical_Potential_ev	-4.656
PM7_Electronigativity_ev	4.656
PM7_Back_Donation_Energy_ev	-0.92975
PM7_Electrophilicity_ev	2.914538316751815
OPENEYE_Name	methyl 4-hydroxy-6-[[2-[(4-methoxyphenyl)carbamoylamino]acetyl]amino]naphthalene-2-carboxylate
SMILES	c1cc(cc2c1cc(cc2O)C(=O)OC)NC(=O)CNC(=O)Nc3ccc(cc3)OC
Canonical_SMILES	COc1ccc(cc1)NC(=O)NCC(=O)Nc1ccc2c(c1)c(O)cc(c2)C(=O)OC
InChI	1/C22H21N3O6/c1-30-17-7-5-15(6-8-17)25-22(29)23-12-20(27)24-16-4-3-13-9-14(21(28)31-2)10-19(26)18(13)11-16/h3-11,26H,12H2,1-2H3,(H,24,27)(H2,23,25,29)/f/h23-25H
InChI_3D	1S/C22H21N3O6/c1-30-17-7-5-15(6-8-17)25-22(29)23-12-20(27)24-16-4-3-13-9-14(21(28)31-2)10-19(26)18(13)11-16/h3-11,26H,12H2,1-2H3,(H,24,27)(H2,23,25,29)
AuxInfo	1/1/N:20,21,1,2,3,4,5,6,7,9,8,22,10,12,13,14,15,11,16,18,17,19,25,23,24,29,27,26,28,30,31/E:(5,6)(7,8)/F:m/E:m/rA:52nCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;s4;;;;s1d7;s8s10;s7d9;s3d4;s2d8;s5d6;s9d11;s12;;;;;s18;s14s18;s13s19;s19s22;d17;d18;d19;s16;s15s20;s17s21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s20;s20;s20;s21;s21;s21;s22;s22;s23;s24;s25;s29;/rC:2.6038,-.4989,0;3.4748,.0022,0;6.0686,6.5061,0;7.8036,6.5066,0;6.0683,7.5113,0;7.8033,7.5118,0;.8679,-.4978,0;2.6012,1.5124,0;0,1.0057,0;1.7371,0,0;1.7358,1.0057,0;;6.9363,6.0088,0;3.4735,1.0079,0;6.9357,8.0192,0;.8679,1.5135,0;-.8653,-.5012,0;4.3391,2.5081,0;6.0706,4.5086,0;6.0693,9.519,0;-1.7292,-2.0025,0;5.205,3.0084,0;4.3394,1.5081,0;6.9365,5.0088,0;6.0709,3.5086,0;-1.732,-.0025,0;3.473,3.0079,0;5.2045,5.0084,0;.8679,2.5135,0;6.9354,9.0192,0;-.8639,-1.5012,0;2.6037,-.9989,0;3.9078,-.2479,0;5.636,6.2554,0;8.2363,6.2561,0;5.6345,7.7599,0;8.237,7.7606,0;.8677,-.9978,0;2.5999,2.0124,0;-.4337,1.2544,0;5.8194,9.0859,0;6.3192,9.9521,0;5.6362,9.7689,0;-1.4786,-2.4351,0;-1.9798,-1.5698,0;-2.1619,-2.2531,0;4.9549,3.4413,0;5.4551,2.5754,0;4.7725,1.2582,0;7.3696,4.759,0;6.504,3.2587,0;.4349,2.7635,0;
Duplicates	CHEMBL5191022
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191000-0005191249/CHEMBL5191022.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191000-0005191249/CHEMBL5191022.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191000-0005191249/CHEMBL5191022.sdf