CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL105657 (5865)

Formula C₂₀H₂₂ClN₃O₃

MW 387.87

InChIKey CUBQYMMSOMSUSQ-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 51

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 6

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.71

logP 4.2008

PSA 81.18

MR 104.155

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -89.73936

PM7_Total_Energy_ev -4465.38479

PM7_Electronic_Energy_ev -35757.66675

PM7_Dipole_Debye 5.0078

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.204

PM7_LUMO_Energy_ev -1.278

PM7_COSMO_Area_square_ang 391.77

PM7_COSMO_Volue_cubic_ang 456.57

PM7_Electron_Affinity_ev 1.278

PM7_Ionization_Energy_ev 9.204

PM7_Energy_Gap_ev 7.926

PM7_Global_Hardness_ev 3.963

PM7_Global_Softness_ev 0.25233409033560433

PM7_Chemical_Potential_ev -5.241

PM7_Electronigativity_ev 5.241

PM7_Back_Donation_Energy_ev -0.99075

PM7_Electrophilicity_ev 3.4655666161998484

OPENEYE_Name methyl 4-chloro-3-[(5,5,7,7-tetramethyl-6~{H}-cyclopenta[b]pyrazine-3-carbonyl)amino]benzoate

SMILES c1cc(c(cc1C(=O)OC)NC(=O)c2cnc3c(n2)C(CC3(C)C)(C)C)Cl

Canonical_SMILES COC(=O)c1ccc(c(c1)NC(=O)c1cnc2c(n1)C(C)(C)CC2(C)C)Cl

InChI 1/C20H22ClN3O3/c1-19(2)10-20(3,4)16-15(19)22-9-14(23-16)17(25)24-13-8-11(18(26)27-5)6-7-12(13)21/h6-9H,10H2,1-5H3,(H,24,25)/f/h24H

InChI_3D 1S/C20H22ClN3O3/c1-19(2)10-20(3,4)16-15(19)22-9-14(23-16)17(25)24-13-8-11(18(26)27-5)6-7-12(13)21/h6-9H,10H2,1-5H3,(H,24,25)

AuxInfo 1/1/N:16,17,18,19,20,1,2,3,4,13,5,7,6,8,9,10,12,11,14,15,27,21,22,23,25,24,26/E:(1,2)(3,4)/F:m/E:m/rA:49nCCCCCCCCCCCCCCCCCCCCNNNOOOClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;s3;s2d6;d4;;s9;s5;s8;;s9s13;s10s13;s14;s14;s15;s15;;s4d9;s8d10;s6s12;d11;d12;s11s20;s7;s1;s2;s3;s4;s13;s13;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s23;/rC:-3.4599,-4.021,0;-3.4642,-3.0158,0;-1.7249,-4.0134,0;;-2.5902,-4.5147,0;-1.7292,-3.0082,0;-2.5989,-2.5043,0;0,-1.0058,0;1.736,0,0;1.736,-1.0071,0;-2.5826,-6.2647,0;-.8653,-1.507,0;3.2858,-.5036,0;2.6938,.311,0;2.6938,-1.3184,0;2.2871,1.2246,0;4.2093,1.186,0;4.2093,-2.1935,0;2.287,-2.2319,0;-.8505,-6.2571,0;.868,.5079,0;.868,-1.5037,0;-.8639,-2.507,0;-3.4464,-6.7684,0;-1.732,-1.0082,0;-1.7144,-6.7609,0;-2.6033,-1.5043,0;-3.8914,-4.2735,0;-3.8991,-2.7689,0;-1.2911,-4.2622,0;-.4337,.2487,0;3.6573,-.169,0;3.6574,-.8382,0;1.8304,1.0213,0;2.7439,1.4279,0;2.0838,1.6814,0;3.9593,1.619,0;4.4593,.753,0;4.6423,1.436,0;4.4593,-1.7605,0;3.9593,-2.6265,0;4.6423,-2.4435,0;1.8302,-2.0285,0;2.7438,-2.4353,0;2.0836,-2.6887,0;-.5987,-6.6891,0;-1.1024,-5.8252,0;-.4186,-6.0052,0;-.4306,-2.7564,0;

Duplicates CHEMBL105657

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105500-0000105749/CHEMBL105657.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105500-0000105749/CHEMBL105657.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105500-0000105749/CHEMBL105657.sdf

Formula	C₂₀H₂₂ClN₃O₃
MW	387.87
InChIKey	CUBQYMMSOMSUSQ-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	51
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	6
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.71
logP	4.2008
PSA	81.18
MR	104.155
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-89.73936
PM7_Total_Energy_ev	-4465.38479
PM7_Electronic_Energy_ev	-35757.66675
PM7_Dipole_Debye	5.0078
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.204
PM7_LUMO_Energy_ev	-1.278
PM7_COSMO_Area_square_ang	391.77
PM7_COSMO_Volue_cubic_ang	456.57
PM7_Electron_Affinity_ev	1.278
PM7_Ionization_Energy_ev	9.204
PM7_Energy_Gap_ev	7.926
PM7_Global_Hardness_ev	3.963
PM7_Global_Softness_ev	0.25233409033560433
PM7_Chemical_Potential_ev	-5.241
PM7_Electronigativity_ev	5.241
PM7_Back_Donation_Energy_ev	-0.99075
PM7_Electrophilicity_ev	3.4655666161998484
OPENEYE_Name	methyl 4-chloro-3-[(5,5,7,7-tetramethyl-6~{H}-cyclopenta[b]pyrazine-3-carbonyl)amino]benzoate
SMILES	c1cc(c(cc1C(=O)OC)NC(=O)c2cnc3c(n2)C(CC3(C)C)(C)C)Cl
Canonical_SMILES	COC(=O)c1ccc(c(c1)NC(=O)c1cnc2c(n1)C(C)(C)CC2(C)C)Cl
InChI	1/C20H22ClN3O3/c1-19(2)10-20(3,4)16-15(19)22-9-14(23-16)17(25)24-13-8-11(18(26)27-5)6-7-12(13)21/h6-9H,10H2,1-5H3,(H,24,25)/f/h24H
InChI_3D	1S/C20H22ClN3O3/c1-19(2)10-20(3,4)16-15(19)22-9-14(23-16)17(25)24-13-8-11(18(26)27-5)6-7-12(13)21/h6-9H,10H2,1-5H3,(H,24,25)
AuxInfo	1/1/N:16,17,18,19,20,1,2,3,4,13,5,7,6,8,9,10,12,11,14,15,27,21,22,23,25,24,26/E:(1,2)(3,4)/F:m/E:m/rA:49nCCCCCCCCCCCCCCCCCCCCNNNOOOClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;s3;s2d6;d4;;s9;s5;s8;;s9s13;s10s13;s14;s14;s15;s15;;s4d9;s8d10;s6s12;d11;d12;s11s20;s7;s1;s2;s3;s4;s13;s13;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s23;/rC:-3.4599,-4.021,0;-3.4642,-3.0158,0;-1.7249,-4.0134,0;;-2.5902,-4.5147,0;-1.7292,-3.0082,0;-2.5989,-2.5043,0;0,-1.0058,0;1.736,0,0;1.736,-1.0071,0;-2.5826,-6.2647,0;-.8653,-1.507,0;3.2858,-.5036,0;2.6938,.311,0;2.6938,-1.3184,0;2.2871,1.2246,0;4.2093,1.186,0;4.2093,-2.1935,0;2.287,-2.2319,0;-.8505,-6.2571,0;.868,.5079,0;.868,-1.5037,0;-.8639,-2.507,0;-3.4464,-6.7684,0;-1.732,-1.0082,0;-1.7144,-6.7609,0;-2.6033,-1.5043,0;-3.8914,-4.2735,0;-3.8991,-2.7689,0;-1.2911,-4.2622,0;-.4337,.2487,0;3.6573,-.169,0;3.6574,-.8382,0;1.8304,1.0213,0;2.7439,1.4279,0;2.0838,1.6814,0;3.9593,1.619,0;4.4593,.753,0;4.6423,1.436,0;4.4593,-1.7605,0;3.9593,-2.6265,0;4.6423,-2.4435,0;1.8302,-2.0285,0;2.7438,-2.4353,0;2.0836,-2.6887,0;-.5987,-6.6891,0;-1.1024,-5.8252,0;-.4186,-6.0052,0;-.4306,-2.7564,0;
Duplicates	CHEMBL105657
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105500-0000105749/CHEMBL105657.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105500-0000105749/CHEMBL105657.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105500-0000105749/CHEMBL105657.sdf