CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5189823 (2531954)

Formula C₂₄H₂₃NO₆

MW 421.45

InChIKey NGXZQIYPDJVUMJ-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 8

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 7

HB_Donor 0

HB_Acceptor 3

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.73

logP 3.8141

PSA 82.14

MR 118.707

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -167.59368

PM7_Total_Energy_ev -5215.35616

PM7_Electronic_Energy_ev -42454.50628

PM7_Dipole_Debye 6.75275

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.91

PM7_LUMO_Energy_ev -1.13

PM7_COSMO_Area_square_ang 441.49

PM7_COSMO_Volue_cubic_ang 495.41

PM7_Electron_Affinity_ev 1.13

PM7_Ionization_Energy_ev 8.91

PM7_Energy_Gap_ev 7.78

PM7_Global_Hardness_ev 3.89

PM7_Global_Softness_ev 0.2570694087403599

PM7_Chemical_Potential_ev -5.02

PM7_Electronigativity_ev 5.02

PM7_Back_Donation_Energy_ev -0.9725

PM7_Electrophilicity_ev 3.2391259640102827

OPENEYE_Name methyl (4~{Z})-4-[(4-ethoxycarbonylphenyl)methylene]-1-(3-methoxyphenyl)-2-methyl-5-oxo-pyrrole-3-carboxylate

SMILES c1cc(cc(c1)OC)N2C(=C(C(=Cc3ccc(cc3)C(=O)OCC)C2=O)C(=O)OC)C

Canonical_SMILES CCOC(=O)c1ccc(cc1)/C=C1/C(=C(N(C1=O)c1cccc(c1)OC)C)C(=O)OC

InChI 1/C24H23NO6/c1-5-31-23(27)17-11-9-16(10-12-17)13-20-21(24(28)30-4)15(2)25(22(20)26)18-7-6-8-19(14-18)29-3/h6-14H,5H2,1-4H3

InChI_3D 1S/C24H23NO6/c1-5-31-23(27)17-11-9-16(10-12-17)13-20-21(24(28)30-4)15(2)25(22(20)26)18-7-6-8-19(14-18)29-3/h6-14H,5H2,1-4H3/b20-13-

AuxInfo 1/0/N:21,20,22,23,24,1,6,7,2,3,4,5,17,8,14,9,10,11,12,15,13,16,18,19,25,26,27,28,29,31,30/E:(9,10)(11,12)/rA:54nCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;d1;s1;;s2d3;s4d5;s6d8;d7s8;;d13;s13;s15;s9w15;s10;s13;s14;;;;s21;s11s14s16;d16;d18;d19;s12s22;s18s24;s19s23;s1;s2;s3;s4;s5;s6;s7;s8;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;/rC:1.3667,4.0452,0;3.9134,-1.4404,0;3.7341,.2854,0;4.9132,-1.3365,0;4.734,.3892,0;1.3638,3.0452,0;.4961,4.5478,0;-.3713,3.0451,0;3.3289,-.6289,0;5.3286,-.4212,0;.4993,2.5426,0;-.3773,4.0503,0;;-.3065,.9518,0;1.0015,0,0;1.3133,.9518,0;1.5883,-.8097,0;6.3232,-.3178,0;-.5888,-.8082,0;-1.2577,1.2604,0;8.8993,-.9209,0;-1.2434,5.5502,0;-2.1721,-1.5107,0;7.9047,-1.0242,0;.5008,1.5426,0;2.2648,1.2595,0;6.7311,.5952,0;-.1833,-1.7223,0;-1.2434,4.5502,0;6.91,-1.1276,0;-1.5832,-.7024,0;1.8,4.2946,0;3.7088,-1.8966,0;3.4402,.6898,0;5.2054,-1.7422,0;4.9365,.8464,0;1.7969,2.7952,0;.4975,5.0478,0;-.8036,2.7938,0;1.3844,-1.2663,0;-1.412,.7848,0;-1.1034,1.736,0;-1.7333,1.4147,0;8.951,-1.4182,0;8.8477,-.4236,0;9.3967,-.8692,0;-.7434,5.5502,0;-1.7434,5.5502,0;-1.2435,6.0502,0;-2.5762,-1.2162,0;-1.768,-1.8051,0;-2.4665,-1.9148,0;7.853,-.5269,0;7.9563,-1.5216,0;

Duplicates CHEMBL5189823

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189823.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189823.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189823.sdf

Formula	C₂₄H₂₃NO₆
MW	421.45
InChIKey	NGXZQIYPDJVUMJ-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	8
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	7
HB_Donor	0
HB_Acceptor	3
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.73
logP	3.8141
PSA	82.14
MR	118.707
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-167.59368
PM7_Total_Energy_ev	-5215.35616
PM7_Electronic_Energy_ev	-42454.50628
PM7_Dipole_Debye	6.75275
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.91
PM7_LUMO_Energy_ev	-1.13
PM7_COSMO_Area_square_ang	441.49
PM7_COSMO_Volue_cubic_ang	495.41
PM7_Electron_Affinity_ev	1.13
PM7_Ionization_Energy_ev	8.91
PM7_Energy_Gap_ev	7.78
PM7_Global_Hardness_ev	3.89
PM7_Global_Softness_ev	0.2570694087403599
PM7_Chemical_Potential_ev	-5.02
PM7_Electronigativity_ev	5.02
PM7_Back_Donation_Energy_ev	-0.9725
PM7_Electrophilicity_ev	3.2391259640102827
OPENEYE_Name	methyl (4~{Z})-4-[(4-ethoxycarbonylphenyl)methylene]-1-(3-methoxyphenyl)-2-methyl-5-oxo-pyrrole-3-carboxylate
SMILES	c1cc(cc(c1)OC)N2C(=C(C(=Cc3ccc(cc3)C(=O)OCC)C2=O)C(=O)OC)C
Canonical_SMILES	CCOC(=O)c1ccc(cc1)/C=C1/C(=C(N(C1=O)c1cccc(c1)OC)C)C(=O)OC
InChI	1/C24H23NO6/c1-5-31-23(27)17-11-9-16(10-12-17)13-20-21(24(28)30-4)15(2)25(22(20)26)18-7-6-8-19(14-18)29-3/h6-14H,5H2,1-4H3
InChI_3D	1S/C24H23NO6/c1-5-31-23(27)17-11-9-16(10-12-17)13-20-21(24(28)30-4)15(2)25(22(20)26)18-7-6-8-19(14-18)29-3/h6-14H,5H2,1-4H3/b20-13-
AuxInfo	1/0/N:21,20,22,23,24,1,6,7,2,3,4,5,17,8,14,9,10,11,12,15,13,16,18,19,25,26,27,28,29,31,30/E:(9,10)(11,12)/rA:54nCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;d1;s1;;s2d3;s4d5;s6d8;d7s8;;d13;s13;s15;s9w15;s10;s13;s14;;;;s21;s11s14s16;d16;d18;d19;s12s22;s18s24;s19s23;s1;s2;s3;s4;s5;s6;s7;s8;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;/rC:1.3667,4.0452,0;3.9134,-1.4404,0;3.7341,.2854,0;4.9132,-1.3365,0;4.734,.3892,0;1.3638,3.0452,0;.4961,4.5478,0;-.3713,3.0451,0;3.3289,-.6289,0;5.3286,-.4212,0;.4993,2.5426,0;-.3773,4.0503,0;;-.3065,.9518,0;1.0015,0,0;1.3133,.9518,0;1.5883,-.8097,0;6.3232,-.3178,0;-.5888,-.8082,0;-1.2577,1.2604,0;8.8993,-.9209,0;-1.2434,5.5502,0;-2.1721,-1.5107,0;7.9047,-1.0242,0;.5008,1.5426,0;2.2648,1.2595,0;6.7311,.5952,0;-.1833,-1.7223,0;-1.2434,4.5502,0;6.91,-1.1276,0;-1.5832,-.7024,0;1.8,4.2946,0;3.7088,-1.8966,0;3.4402,.6898,0;5.2054,-1.7422,0;4.9365,.8464,0;1.7969,2.7952,0;.4975,5.0478,0;-.8036,2.7938,0;1.3844,-1.2663,0;-1.412,.7848,0;-1.1034,1.736,0;-1.7333,1.4147,0;8.951,-1.4182,0;8.8477,-.4236,0;9.3967,-.8692,0;-.7434,5.5502,0;-1.7434,5.5502,0;-1.2435,6.0502,0;-2.5762,-1.2162,0;-1.768,-1.8051,0;-2.4665,-1.9148,0;7.853,-.5269,0;7.9563,-1.5216,0;
Duplicates	CHEMBL5189823
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189823.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189823.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189823.sdf