CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5191800 (2534138)

Formula C₂₃H₂₁N₃O₃

MW 387.44

InChIKey GHQUQCWGXBGLDW-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 6

HB_Donor 1

HB_Acceptor 5

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 1.94

logP 4.58998

PSA 96.1

MR 109.391

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -14.74651

PM7_Total_Energy_ev -4551.68473

PM7_Electronic_Energy_ev -34908.61078

PM7_Dipole_Debye 5.24517

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.439

PM7_LUMO_Energy_ev -1.591

PM7_COSMO_Area_square_ang 420.74

PM7_COSMO_Volue_cubic_ang 473.84

PM7_Electron_Affinity_ev 1.591

PM7_Ionization_Energy_ev 9.439

PM7_Energy_Gap_ev 7.848

PM7_Global_Hardness_ev 3.924

PM7_Global_Softness_ev 0.254841997961264

PM7_Chemical_Potential_ev -5.515

PM7_Electronigativity_ev 5.515

PM7_Back_Donation_Energy_ev -0.981

PM7_Electrophilicity_ev 3.8755383537206933

OPENEYE_Name 2-[4-[(4-~{tert}-butylphenyl)methoxy]-3-cyano-phenyl]pyrimidine-4-carboxylic acid

SMILES C(#N)c1cc(ccc1OCc2ccc(cc2)C(C)(C)C)c3nccc(n3)C(=O)O

Canonical_SMILES N#Cc1cc(ccc1OCc1ccc(cc1)C(C)(C)C)c1nccc(n1)C(=O)O

InChI 1/C23H21N3O3/c1-23(2,3)18-7-4-15(5-8-18)14-29-20-9-6-16(12-17(20)13-24)21-25-11-10-19(26-21)22(27)28/h4-12H,14H2,1-3H3,(H,27,28)/f/h27H

InChI_3D 1S/C23H21N3O3/c1-23(2,3)18-7-4-15(5-8-18)14-29-20-9-6-16(12-17(20)13-24)21-25-11-10-19(26-21)22(27)28/h4-12H,14H2,1-3H3,(H,27,28)

AuxInfo 1/1/N:19,20,21,3,4,2,5,6,7,8,10,9,1,22,13,12,11,14,16,15,17,18,23,24,25,26,27,28,29/E:(1,2,3)(4,5)(7,8)(27,28)/F:19,20,21,3,4,2,5,6,7,8,10,9,1,22,13,12,11,14,16,15,17,18,23,24,25,26,28,27,29/E:(1,2,3)(4,5)(7,8)/rA:50nCCCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHH/rB:;;;d3;s4;d2;;;d8;s1s9;s2d9;s3d4;s5d6;s7d11;s8;s12;s16;;;;s13;s14s19s20s21;t1;s10d17;d16s17;d18;s18;s15s22;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s28;/rC:5.2005,.9926,0;2.6023,2.5026,0;4.3534,5.5003,0;6.0884,5.4952,0;4.3563,6.5054,0;6.0913,6.5004,0;3.4742,3.0027,0;;3.4654,.9976,0;0,1.0051,0;4.3374,1.4977,0;2.6023,1.5026,0;5.2195,5.0002,0;5.2253,7.0106,0;4.3462,2.5028,0;.8674,-.4976,0;1.7348,1.0051,0;.8674,-1.4976,0;4.2303,8.7635,0;6.2303,8.7577,0;5.2332,9.7606,0;5.2166,4.0002,0;5.2303,8.7606,0;6.0636,.4876,0;.8674,1.5126,0;1.7348,0,0;.0014,-1.9976,0;1.7334,-1.9976,0;5.2137,3.0003,0;2.1696,2.7532,0;3.92,5.2509,0;6.5203,5.2434,0;3.9233,6.7554,0;6.5258,6.7479,0;3.4742,3.5027,0;-.4327,-.2506,0;3.4632,.4976,0;-.4337,1.2538,0;4.2289,8.2635,0;4.2318,9.2635,0;3.7303,8.765,0;6.2318,9.2577,0;6.2289,8.2577,0;6.7303,8.7563,0;4.7332,9.7621,0;5.7332,9.7592,0;5.2347,10.2606,0;5.7166,3.9988,0;4.7166,4.0017,0;1.7334,-2.4976,0;

Duplicates CHEMBL5191800

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191800.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191800.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191800.sdf

Formula	C₂₃H₂₁N₃O₃
MW	387.44
InChIKey	GHQUQCWGXBGLDW-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	6
HB_Donor	1
HB_Acceptor	5
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	1.94
logP	4.58998
PSA	96.1
MR	109.391
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-14.74651
PM7_Total_Energy_ev	-4551.68473
PM7_Electronic_Energy_ev	-34908.61078
PM7_Dipole_Debye	5.24517
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.439
PM7_LUMO_Energy_ev	-1.591
PM7_COSMO_Area_square_ang	420.74
PM7_COSMO_Volue_cubic_ang	473.84
PM7_Electron_Affinity_ev	1.591
PM7_Ionization_Energy_ev	9.439
PM7_Energy_Gap_ev	7.848
PM7_Global_Hardness_ev	3.924
PM7_Global_Softness_ev	0.254841997961264
PM7_Chemical_Potential_ev	-5.515
PM7_Electronigativity_ev	5.515
PM7_Back_Donation_Energy_ev	-0.981
PM7_Electrophilicity_ev	3.8755383537206933
OPENEYE_Name	2-[4-[(4-~{tert}-butylphenyl)methoxy]-3-cyano-phenyl]pyrimidine-4-carboxylic acid
SMILES	C(#N)c1cc(ccc1OCc2ccc(cc2)C(C)(C)C)c3nccc(n3)C(=O)O
Canonical_SMILES	N#Cc1cc(ccc1OCc1ccc(cc1)C(C)(C)C)c1nccc(n1)C(=O)O
InChI	1/C23H21N3O3/c1-23(2,3)18-7-4-15(5-8-18)14-29-20-9-6-16(12-17(20)13-24)21-25-11-10-19(26-21)22(27)28/h4-12H,14H2,1-3H3,(H,27,28)/f/h27H
InChI_3D	1S/C23H21N3O3/c1-23(2,3)18-7-4-15(5-8-18)14-29-20-9-6-16(12-17(20)13-24)21-25-11-10-19(26-21)22(27)28/h4-12H,14H2,1-3H3,(H,27,28)
AuxInfo	1/1/N:19,20,21,3,4,2,5,6,7,8,10,9,1,22,13,12,11,14,16,15,17,18,23,24,25,26,27,28,29/E:(1,2,3)(4,5)(7,8)(27,28)/F:19,20,21,3,4,2,5,6,7,8,10,9,1,22,13,12,11,14,16,15,17,18,23,24,25,26,28,27,29/E:(1,2,3)(4,5)(7,8)/rA:50nCCCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHH/rB:;;;d3;s4;d2;;;d8;s1s9;s2d9;s3d4;s5d6;s7d11;s8;s12;s16;;;;s13;s14s19s20s21;t1;s10d17;d16s17;d18;s18;s15s22;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s28;/rC:5.2005,.9926,0;2.6023,2.5026,0;4.3534,5.5003,0;6.0884,5.4952,0;4.3563,6.5054,0;6.0913,6.5004,0;3.4742,3.0027,0;;3.4654,.9976,0;0,1.0051,0;4.3374,1.4977,0;2.6023,1.5026,0;5.2195,5.0002,0;5.2253,7.0106,0;4.3462,2.5028,0;.8674,-.4976,0;1.7348,1.0051,0;.8674,-1.4976,0;4.2303,8.7635,0;6.2303,8.7577,0;5.2332,9.7606,0;5.2166,4.0002,0;5.2303,8.7606,0;6.0636,.4876,0;.8674,1.5126,0;1.7348,0,0;.0014,-1.9976,0;1.7334,-1.9976,0;5.2137,3.0003,0;2.1696,2.7532,0;3.92,5.2509,0;6.5203,5.2434,0;3.9233,6.7554,0;6.5258,6.7479,0;3.4742,3.5027,0;-.4327,-.2506,0;3.4632,.4976,0;-.4337,1.2538,0;4.2289,8.2635,0;4.2318,9.2635,0;3.7303,8.765,0;6.2318,9.2577,0;6.2289,8.2577,0;6.7303,8.7563,0;4.7332,9.7621,0;5.7332,9.7592,0;5.2347,10.2606,0;5.7166,3.9988,0;4.7166,4.0017,0;1.7334,-2.4976,0;
Duplicates	CHEMBL5191800
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191800.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191800.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191800.sdf