CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5196959 (2539805)

Formula C₂₃H₂₀ClN₃O₄

MW 437.88

InChIKey XGDASOMLZBQTRK-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 8

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 7

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.98

logP 2.602

PSA 93.33

MR 120.389

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -56.3847

PM7_Total_Energy_ev -5100.50688

PM7_Electronic_Energy_ev -43376.62715

PM7_Dipole_Debye 4.05147

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.863

PM7_LUMO_Energy_ev -0.798

PM7_COSMO_Area_square_ang 409.42

PM7_COSMO_Volue_cubic_ang 507.09

PM7_Electron_Affinity_ev 0.798

PM7_Ionization_Energy_ev 8.863

PM7_Energy_Gap_ev 8.065

PM7_Global_Hardness_ev 4.0325

PM7_Global_Softness_ev 0.24798512089274644

PM7_Chemical_Potential_ev -4.8305

PM7_Electronigativity_ev 4.8305

PM7_Back_Donation_Energy_ev -1.008125

PM7_Electrophilicity_ev 2.893208958462492

OPENEYE_Name ~{N}-[6-chloro-1-[3-(3-hydroxyphenyl)prop-2-ynyl]-3-methyl-2,4-dioxo-pyrimidin-5-yl]-3-phenyl-propanamide

SMILES C(#CCn1c(c(c(=O)n(c1=O)C)NC(=O)CCc2ccccc2)Cl)c3cccc(c3)O

Canonical_SMILES O=C(Nc1c(Cl)n(CC#Cc2cccc(c2)O)c(=O)n(c1=O)C)CCc1ccccc1

InChI 1/C23H20ClN3O4/c1-26-22(30)20(25-19(29)13-12-16-7-3-2-4-8-16)21(24)27(23(26)31)14-6-10-17-9-5-11-18(28)15-17/h2-5,7-9,11,15,28H,12-14H2,1H3,(H,25,29)/f/h25H

InChI_3D 1S/C23H20ClN3O4/c1-26-22(30)20(25-19(29)13-12-16-7-3-2-4-8-16)21(24)27(23(26)31)14-6-10-17-9-5-11-18(28)15-17/h2-5,7-9,11,15,28H,12-14H2,1H3,(H,25,29)

AuxInfo 1/1/N:20,3,4,5,6,2,8,9,7,1,10,22,23,21,11,13,12,14,19,15,16,17,18,31,26,25,24,30,29,27,28/E:(3,4)(7,8)/F:m/E:m/rA:51nCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOClHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;s3;;d6;s4;d5;s6;;s1s7d11;d8s9;d10s11;;d15;s15;;;;s2;s13;s19s22;s16s18s21;s17s18s20;s15s19;d17;d18;d19;s14;s16;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s20;s21;s21;s22;s22;s23;s23;s26;s30;/rC:.8674,4.5126,0;.8674,3.5126,0;-5.1996,-4.0124,0;-5.2039,-3.0124,0;-4.3343,-4.5137,0;-.0023,7.0139,0;.0021,6.0139,0;-4.3341,-2.5086,0;-3.4645,-4.0099,0;.8675,7.5178,0;1.7372,6.0165,0;.8674,5.5126,0;-3.4599,-3.0048,0;1.7417,7.0216,0;;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;-.864,-1.5012,0;2.6001,-.5012,0;.8674,2.5126,0;-2.5946,-2.5036,0;-1.7293,-2.0024,0;.8674,1.5126,0;1.7348,0,0;-.8653,-.5012,0;.8674,-1.4976,0;2.6023,1.5026,0;.0028,-2,0;2.607,7.5229,0;-.8675,1.5026,0;-5.6323,-4.263,0;-5.6376,-2.7636,0;-4.3344,-5.0137,0;-.436,7.2626,0;-.4306,5.7632,0;-4.3362,-2.0086,0;-3.0319,-4.2606,0;.8653,8.0178,0;2.1698,5.7658,0;2.3495,-.9339,0;2.8507,-.0685,0;3.0328,-.7518,0;1.3674,2.5126,0;.3674,2.5126,0;-2.8452,-2.0709,0;-2.344,-2.9363,0;-1.4787,-2.4351,0;-1.9799,-1.5697,0;-1.2987,-.2518,0;2.6062,8.0229,0;

Duplicates CHEMBL5196959

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196959.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196959.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196959.sdf

Formula	C₂₃H₂₀ClN₃O₄
MW	437.88
InChIKey	XGDASOMLZBQTRK-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	8
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	7
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.98
logP	2.602
PSA	93.33
MR	120.389
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-56.3847
PM7_Total_Energy_ev	-5100.50688
PM7_Electronic_Energy_ev	-43376.62715
PM7_Dipole_Debye	4.05147
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.863
PM7_LUMO_Energy_ev	-0.798
PM7_COSMO_Area_square_ang	409.42
PM7_COSMO_Volue_cubic_ang	507.09
PM7_Electron_Affinity_ev	0.798
PM7_Ionization_Energy_ev	8.863
PM7_Energy_Gap_ev	8.065
PM7_Global_Hardness_ev	4.0325
PM7_Global_Softness_ev	0.24798512089274644
PM7_Chemical_Potential_ev	-4.8305
PM7_Electronigativity_ev	4.8305
PM7_Back_Donation_Energy_ev	-1.008125
PM7_Electrophilicity_ev	2.893208958462492
OPENEYE_Name	~{N}-[6-chloro-1-[3-(3-hydroxyphenyl)prop-2-ynyl]-3-methyl-2,4-dioxo-pyrimidin-5-yl]-3-phenyl-propanamide
SMILES	C(#CCn1c(c(c(=O)n(c1=O)C)NC(=O)CCc2ccccc2)Cl)c3cccc(c3)O
Canonical_SMILES	O=C(Nc1c(Cl)n(CC#Cc2cccc(c2)O)c(=O)n(c1=O)C)CCc1ccccc1
InChI	1/C23H20ClN3O4/c1-26-22(30)20(25-19(29)13-12-16-7-3-2-4-8-16)21(24)27(23(26)31)14-6-10-17-9-5-11-18(28)15-17/h2-5,7-9,11,15,28H,12-14H2,1H3,(H,25,29)/f/h25H
InChI_3D	1S/C23H20ClN3O4/c1-26-22(30)20(25-19(29)13-12-16-7-3-2-4-8-16)21(24)27(23(26)31)14-6-10-17-9-5-11-18(28)15-17/h2-5,7-9,11,15,28H,12-14H2,1H3,(H,25,29)
AuxInfo	1/1/N:20,3,4,5,6,2,8,9,7,1,10,22,23,21,11,13,12,14,19,15,16,17,18,31,26,25,24,30,29,27,28/E:(3,4)(7,8)/F:m/E:m/rA:51nCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOClHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;s3;;d6;s4;d5;s6;;s1s7d11;d8s9;d10s11;;d15;s15;;;;s2;s13;s19s22;s16s18s21;s17s18s20;s15s19;d17;d18;d19;s14;s16;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s20;s21;s21;s22;s22;s23;s23;s26;s30;/rC:.8674,4.5126,0;.8674,3.5126,0;-5.1996,-4.0124,0;-5.2039,-3.0124,0;-4.3343,-4.5137,0;-.0023,7.0139,0;.0021,6.0139,0;-4.3341,-2.5086,0;-3.4645,-4.0099,0;.8675,7.5178,0;1.7372,6.0165,0;.8674,5.5126,0;-3.4599,-3.0048,0;1.7417,7.0216,0;;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;-.864,-1.5012,0;2.6001,-.5012,0;.8674,2.5126,0;-2.5946,-2.5036,0;-1.7293,-2.0024,0;.8674,1.5126,0;1.7348,0,0;-.8653,-.5012,0;.8674,-1.4976,0;2.6023,1.5026,0;.0028,-2,0;2.607,7.5229,0;-.8675,1.5026,0;-5.6323,-4.263,0;-5.6376,-2.7636,0;-4.3344,-5.0137,0;-.436,7.2626,0;-.4306,5.7632,0;-4.3362,-2.0086,0;-3.0319,-4.2606,0;.8653,8.0178,0;2.1698,5.7658,0;2.3495,-.9339,0;2.8507,-.0685,0;3.0328,-.7518,0;1.3674,2.5126,0;.3674,2.5126,0;-2.8452,-2.0709,0;-2.344,-2.9363,0;-1.4787,-2.4351,0;-1.9799,-1.5697,0;-1.2987,-.2518,0;2.6062,8.0229,0;
Duplicates	CHEMBL5196959
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196959.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196959.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196959.sdf