CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL103671 (3778)

Formula C₂₀H₂₂ClN₃O₃

MW 387.87

InChIKey DXPWVKGEXDQUIK-MPIMZMORNA-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 -90.48165

PM7_Total_Energy_ev -4465.44451

PM7_Electronic_Energy_ev -35154.214

PM7_Dipole_Debye 5.67051

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.362

PM7_LUMO_Energy_ev -1.397

PM7_COSMO_Area_square_ang 397.93

PM7_COSMO_Volue_cubic_ang 453

PM7_Electron_Affinity_ev 1.397

PM7_Ionization_Energy_ev 9.362

PM7_Energy_Gap_ev 7.965

PM7_Global_Hardness_ev 3.9825

PM7_Global_Softness_ev 0.25109855618330196

PM7_Chemical_Potential_ev -5.3795

PM7_Electronigativity_ev 5.3795

PM7_Back_Donation_Energy_ev -0.995625

PM7_Electrophilicity_ev 3.633273101067169

OPENEYE_Name methyl 2-chloro-4-[(5,5,7,7-tetramethyl-6~{H}-cyclopenta[b]pyrazine-3-carbonyl)amino]benzoate

SMILES c1cc(cc(c1C(=O)OC)Cl)NC(=O)c2cnc3c(n2)C(CC3(C)C)(C)C

Canonical_SMILES COC(=O)c1ccc(cc1Cl)NC(=O)c1cnc2c(n1)C(C)(C)CC2(C)C

InChI 1/C20H22ClN3O3/c1-19(2)10-20(3,4)16-15(19)22-9-14(24-16)17(25)23-11-6-7-12(13(21)8-11)18(26)27-5/h6-9H,10H2,1-5H3,(H,23,25)/f/h23H

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

AuxInfo 1/1/N:16,17,18,19,20,2,1,3,4,13,6,5,7,8,9,10,12,11,14,15,27,21,23,22,25,24,26/E:(1,2)(3,4)/F:m/E:m/rA:49nCCCCCCCCCCCCCCCCCCCCNNNOOOClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;s2d3;s3d5;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:-2.5925,-4.5132,0;-1.7293,-4.0083,0;-2.6012,-2.5081,0;;-3.4644,-4.0131,0;-1.7292,-3.0082,0;-3.4732,-3.008,0;0,-1.0058,0;1.736,0,0;1.736,-1.0071,0;-4.3275,-4.5182,0;-.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;-5.1848,-6.0232,0;.868,.5079,0;.868,-1.5037,0;-.8639,-2.507,0;-5.1964,-4.0232,0;-1.732,-1.0082,0;-4.3217,-5.5181,0;-4.3407,-2.5105,0;-2.5903,-5.0132,0;-1.2956,-4.257,0;-2.6012,-2.0081,0;-.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;-4.9323,-6.4547,0;-5.4373,-5.5916,0;-5.6164,-6.2757,0;-.4306,-2.7564,0;

Duplicates CHEMBL103671

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103500-0000103749/CHEMBL103671.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103500-0000103749/CHEMBL103671.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103500-0000103749/CHEMBL103671.sdf

Formula	C₂₀H₂₂ClN₃O₃
MW	387.87
InChIKey	DXPWVKGEXDQUIK-MPIMZMORNA-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	-90.48165
PM7_Total_Energy_ev	-4465.44451
PM7_Electronic_Energy_ev	-35154.214
PM7_Dipole_Debye	5.67051
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.362
PM7_LUMO_Energy_ev	-1.397
PM7_COSMO_Area_square_ang	397.93
PM7_COSMO_Volue_cubic_ang	453
PM7_Electron_Affinity_ev	1.397
PM7_Ionization_Energy_ev	9.362
PM7_Energy_Gap_ev	7.965
PM7_Global_Hardness_ev	3.9825
PM7_Global_Softness_ev	0.25109855618330196
PM7_Chemical_Potential_ev	-5.3795
PM7_Electronigativity_ev	5.3795
PM7_Back_Donation_Energy_ev	-0.995625
PM7_Electrophilicity_ev	3.633273101067169
OPENEYE_Name	methyl 2-chloro-4-[(5,5,7,7-tetramethyl-6~{H}-cyclopenta[b]pyrazine-3-carbonyl)amino]benzoate
SMILES	c1cc(cc(c1C(=O)OC)Cl)NC(=O)c2cnc3c(n2)C(CC3(C)C)(C)C
Canonical_SMILES	COC(=O)c1ccc(cc1Cl)NC(=O)c1cnc2c(n1)C(C)(C)CC2(C)C
InChI	1/C20H22ClN3O3/c1-19(2)10-20(3,4)16-15(19)22-9-14(24-16)17(25)23-11-6-7-12(13(21)8-11)18(26)27-5/h6-9H,10H2,1-5H3,(H,23,25)/f/h23H
InChI_3D	1S/C20H22ClN3O3/c1-19(2)10-20(3,4)16-15(19)22-9-14(24-16)17(25)23-11-6-7-12(13(21)8-11)18(26)27-5/h6-9H,10H2,1-5H3,(H,23,25)
AuxInfo	1/1/N:16,17,18,19,20,2,1,3,4,13,6,5,7,8,9,10,12,11,14,15,27,21,23,22,25,24,26/E:(1,2)(3,4)/F:m/E:m/rA:49nCCCCCCCCCCCCCCCCCCCCNNNOOOClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;s2d3;s3d5;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:-2.5925,-4.5132,0;-1.7293,-4.0083,0;-2.6012,-2.5081,0;;-3.4644,-4.0131,0;-1.7292,-3.0082,0;-3.4732,-3.008,0;0,-1.0058,0;1.736,0,0;1.736,-1.0071,0;-4.3275,-4.5182,0;-.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;-5.1848,-6.0232,0;.868,.5079,0;.868,-1.5037,0;-.8639,-2.507,0;-5.1964,-4.0232,0;-1.732,-1.0082,0;-4.3217,-5.5181,0;-4.3407,-2.5105,0;-2.5903,-5.0132,0;-1.2956,-4.257,0;-2.6012,-2.0081,0;-.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;-4.9323,-6.4547,0;-5.4373,-5.5916,0;-5.6164,-6.2757,0;-.4306,-2.7564,0;
Duplicates	CHEMBL103671
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103500-0000103749/CHEMBL103671.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103500-0000103749/CHEMBL103671.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103500-0000103749/CHEMBL103671.sdf