CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5187759 (2529698)

Formula C₂₂H₁₉NO₆

MW 393.4

InChIKey MEBUFLSHFFZKSW-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 50

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 7

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.59

logP 3.3356

PSA 93.14

MR 109.579

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -164.59054

PM7_Total_Energy_ev -4915.75196

PM7_Electronic_Energy_ev -38280.91698

PM7_Dipole_Debye 7.29276

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.97

PM7_LUMO_Energy_ev -1.205

PM7_COSMO_Area_square_ang 401.02

PM7_COSMO_Volue_cubic_ang 454.25

PM7_Electron_Affinity_ev 1.205

PM7_Ionization_Energy_ev 8.97

PM7_Energy_Gap_ev 7.765

PM7_Global_Hardness_ev 3.8825

PM7_Global_Softness_ev 0.25756600128783

PM7_Chemical_Potential_ev -5.0875

PM7_Electronigativity_ev 5.0875

PM7_Back_Donation_Energy_ev -0.970625

PM7_Electrophilicity_ev 3.3332461365099806

OPENEYE_Name 4-[(~{Z})-[4-methoxycarbonyl-1-(3-methoxyphenyl)-5-methyl-2-oxo-pyrrol-3-ylidene]methyl]benzoic acid

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

Canonical_SMILES COC(=O)C1=C(C)N(C(=O)/C/1=Cc1ccc(cc1)C(=O)O)c1cccc(c1)OC

InChI 1/C22H19NO6/c1-13-19(22(27)29-3)18(11-14-7-9-15(10-8-14)21(25)26)20(24)23(13)16-5-4-6-17(12-16)28-2/h4-12H,1-3H3,(H,25,26)/f/h25H

InChI_3D 1S/C22H19NO6/c1-13-19(22(27)29-3)18(11-14-7-9-15(10-8-14)21(25)26)20(24)23(13)16-5-4-6-17(12-16)28-2/h4-12H,1-3H3,(H,25,26)/b18-11-

AuxInfo 1/1/N:20,21,22,1,6,7,2,3,4,5,17,8,14,9,10,11,12,15,13,16,18,19,23,24,25,27,26,28,29/E:(7,8)(9,10)(25,26)/F:20,21,22,1,6,7,2,3,4,5,17,8,14,9,10,11,12,15,13,16,18,19,23,24,27,25,26,28,29/E:(7,8)(9,10)/rA:48nCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;d1;s1;;s2d3;s4d5;s6d8;d7s8;;d13;s13;s15;s9w15;s10;s13;s14;;;s11s14s16;d16;d18;d19;s18;s12s21;s19s22;s1;s2;s3;s4;s5;s6;s7;s8;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s27;/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;-1.2434,5.5502,0;-2.1721,-1.5107,0;.5008,1.5426,0;2.2648,1.2595,0;6.7311,.5952,0;-.1833,-1.7223,0;6.91,-1.1276,0;-1.2434,4.5502,0;-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;-.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;7.4074,-1.0759,0;

Duplicates CHEMBL5187759;CHEMBL5189936;CHEMBL5198534

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187750-0005187999/CHEMBL5187759.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187750-0005187999/CHEMBL5187759.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187750-0005187999/CHEMBL5187759.sdf

Formula	C₂₂H₁₉NO₆
MW	393.4
InChIKey	MEBUFLSHFFZKSW-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	50
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	7
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.59
logP	3.3356
PSA	93.14
MR	109.579
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-164.59054
PM7_Total_Energy_ev	-4915.75196
PM7_Electronic_Energy_ev	-38280.91698
PM7_Dipole_Debye	7.29276
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.97
PM7_LUMO_Energy_ev	-1.205
PM7_COSMO_Area_square_ang	401.02
PM7_COSMO_Volue_cubic_ang	454.25
PM7_Electron_Affinity_ev	1.205
PM7_Ionization_Energy_ev	8.97
PM7_Energy_Gap_ev	7.765
PM7_Global_Hardness_ev	3.8825
PM7_Global_Softness_ev	0.25756600128783
PM7_Chemical_Potential_ev	-5.0875
PM7_Electronigativity_ev	5.0875
PM7_Back_Donation_Energy_ev	-0.970625
PM7_Electrophilicity_ev	3.3332461365099806
OPENEYE_Name	4-[(~{Z})-[4-methoxycarbonyl-1-(3-methoxyphenyl)-5-methyl-2-oxo-pyrrol-3-ylidene]methyl]benzoic acid
SMILES	c1cc(cc(c1)OC)N2C(=C(C(=Cc3ccc(cc3)C(=O)O)C2=O)C(=O)OC)C
Canonical_SMILES	COC(=O)C1=C(C)N(C(=O)/C/1=Cc1ccc(cc1)C(=O)O)c1cccc(c1)OC
InChI	1/C22H19NO6/c1-13-19(22(27)29-3)18(11-14-7-9-15(10-8-14)21(25)26)20(24)23(13)16-5-4-6-17(12-16)28-2/h4-12H,1-3H3,(H,25,26)/f/h25H
InChI_3D	1S/C22H19NO6/c1-13-19(22(27)29-3)18(11-14-7-9-15(10-8-14)21(25)26)20(24)23(13)16-5-4-6-17(12-16)28-2/h4-12H,1-3H3,(H,25,26)/b18-11-
AuxInfo	1/1/N:20,21,22,1,6,7,2,3,4,5,17,8,14,9,10,11,12,15,13,16,18,19,23,24,25,27,26,28,29/E:(7,8)(9,10)(25,26)/F:20,21,22,1,6,7,2,3,4,5,17,8,14,9,10,11,12,15,13,16,18,19,23,24,27,25,26,28,29/E:(7,8)(9,10)/rA:48nCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;d1;s1;;s2d3;s4d5;s6d8;d7s8;;d13;s13;s15;s9w15;s10;s13;s14;;;s11s14s16;d16;d18;d19;s18;s12s21;s19s22;s1;s2;s3;s4;s5;s6;s7;s8;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s27;/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;-1.2434,5.5502,0;-2.1721,-1.5107,0;.5008,1.5426,0;2.2648,1.2595,0;6.7311,.5952,0;-.1833,-1.7223,0;6.91,-1.1276,0;-1.2434,4.5502,0;-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;-.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;7.4074,-1.0759,0;
Duplicates	CHEMBL5187759;CHEMBL5189936;CHEMBL5198534
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187750-0005187999/CHEMBL5187759.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187750-0005187999/CHEMBL5187759.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187750-0005187999/CHEMBL5187759.sdf