CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5199574 (2542552)

Formula C₂₂H₂₇NO₆

MW 401.46

InChIKey PRHQSFSJTTXUIG-UHFFFAOYNA-N

Entry_Date 2023-10-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 29

Number_Rings 2

Number_Bonds 57

Rotat_Bonds 11

Unbranched_Chain 4

Chiral_Centers 0

ONatoms 7

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.53

logP 3.926

PSA 77.46

MR 112.081

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -169.17597

PM7_Total_Energy_ev -5022.47352

PM7_Electronic_Energy_ev -42368.24509

PM7_Dipole_Debye 6.34804

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.413

PM7_LUMO_Energy_ev -0.15

PM7_COSMO_Area_square_ang 428.02

PM7_COSMO_Volue_cubic_ang 489.14

PM7_Electron_Affinity_ev 0.15

PM7_Ionization_Energy_ev 8.413

PM7_Energy_Gap_ev 8.263

PM7_Global_Hardness_ev 4.1315

PM7_Global_Softness_ev 0.2420428415829602

PM7_Chemical_Potential_ev -4.2815

PM7_Electronigativity_ev 4.2815

PM7_Back_Donation_Energy_ev -1.032875

PM7_Electrophilicity_ev 2.218472981967808

OPENEYE_Name (~{E})-~{N}-[(3-hydroxy-4-methoxy-phenyl)methyl]-~{N}-(3,4,5-trimethoxyphenyl)pent-2-enamide

SMILES c1cc(c(cc1CN(c2cc(c(c(c2)OC)OC)OC)C(=O)C=CCC)O)OC

Canonical_SMILES CC/C=C/C(=O)N(c1cc(OC)c(c(c1)OC)OC)Cc1ccc(c(c1)O)OC

InChI 1/C22H27NO6/c1-6-7-8-21(25)23(14-15-9-10-18(26-2)17(24)11-15)16-12-19(27-3)22(29-5)20(13-16)28-4/h7-13,24H,6,14H2,1-5H3

InChI_3D 1S/C22H27NO6/c1-6-7-8-21(25)23(14-15-9-10-18(26-2)17(24)11-15)16-12-19(27-3)22(29-5)20(13-16)28-4/h7-13,24H,6,14H2,1-5H3/b8-7+

AuxInfo 1/0/N:16,17,18,19,20,22,14,13,1,2,3,4,5,21,6,7,9,8,10,11,15,12,23,25,24,26,27,28,29/E:(3,4)(12,13)(19,20)(27,28)/rA:56nCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;d4s5;s2;s3d8;s4;d5;d10s11;;w13;s13;;;;;;s6;s14s16;s7s15s21;d15;s9;s8s17;s10s18;s11s19;s12s20;s1;s2;s3;s4;s5;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s25;/rC:;-.8675,.4975,0;.8675,1.5027,0;3.4634,-2.0038,0;1.7284,-2.0013,0;.8675,.4975,0;2.5966,-1.505,0;-.8675,1.5027,0;0,2.0104,0;3.462,-3.009,0;1.727,-3.0065,0;2.5937,-3.5154,0;3.4663,.9937,0;4.333,1.4925,0;3.4648,-.0063,0;4.3359,3.4925,0;-2.3886,3.3732,0;5.194,-3.0064,0;.8544,-4.5026,0;3.4576,-5.0167,0;1.7328,-.0038,0;4.3345,2.4925,0;2.5981,-.505,0;4.3301,-.5075,0;0,3.0104,0;-2.3856,2.3732,0;4.3287,-3.5077,0;.8588,-3.5026,0;2.5923,-4.5154,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;3.8964,-1.7538,0;1.2961,-1.75,0;3.0336,1.2444,0;4.7657,1.2418,0;3.8359,3.4932,0;4.8359,3.4917,0;4.3367,3.9925,0;-1.8886,3.3747,0;-2.8886,3.3717,0;-2.39,3.8732,0;4.9434,-2.5737,0;5.4447,-3.439,0;5.6267,-2.7557,0;1.3543,-4.5048,0;.3544,-4.5004,0;.8522,-5.0026,0;3.7082,-4.584,0;3.207,-5.4493,0;3.8902,-5.2673,0;1.9834,.4289,0;1.4822,-.4364,0;3.8345,2.4932,0;4.8345,2.4917,0;.433,3.2604,0;

Duplicates CHEMBL5199574

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199500-0005199749/CHEMBL5199574.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199500-0005199749/CHEMBL5199574.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199500-0005199749/CHEMBL5199574.sdf

Formula	C₂₂H₂₇NO₆
MW	401.46
InChIKey	PRHQSFSJTTXUIG-UHFFFAOYNA-N
Entry_Date	2023-10-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	29
Number_Rings	2
Number_Bonds	57
Rotat_Bonds	11
Unbranched_Chain	4
Chiral_Centers	0
ONatoms	7
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.53
logP	3.926
PSA	77.46
MR	112.081
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-169.17597
PM7_Total_Energy_ev	-5022.47352
PM7_Electronic_Energy_ev	-42368.24509
PM7_Dipole_Debye	6.34804
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.413
PM7_LUMO_Energy_ev	-0.15
PM7_COSMO_Area_square_ang	428.02
PM7_COSMO_Volue_cubic_ang	489.14
PM7_Electron_Affinity_ev	0.15
PM7_Ionization_Energy_ev	8.413
PM7_Energy_Gap_ev	8.263
PM7_Global_Hardness_ev	4.1315
PM7_Global_Softness_ev	0.2420428415829602
PM7_Chemical_Potential_ev	-4.2815
PM7_Electronigativity_ev	4.2815
PM7_Back_Donation_Energy_ev	-1.032875
PM7_Electrophilicity_ev	2.218472981967808
OPENEYE_Name	(~{E})-~{N}-[(3-hydroxy-4-methoxy-phenyl)methyl]-~{N}-(3,4,5-trimethoxyphenyl)pent-2-enamide
SMILES	c1cc(c(cc1CN(c2cc(c(c(c2)OC)OC)OC)C(=O)C=CCC)O)OC
Canonical_SMILES	CC/C=C/C(=O)N(c1cc(OC)c(c(c1)OC)OC)Cc1ccc(c(c1)O)OC
InChI	1/C22H27NO6/c1-6-7-8-21(25)23(14-15-9-10-18(26-2)17(24)11-15)16-12-19(27-3)22(29-5)20(13-16)28-4/h7-13,24H,6,14H2,1-5H3
InChI_3D	1S/C22H27NO6/c1-6-7-8-21(25)23(14-15-9-10-18(26-2)17(24)11-15)16-12-19(27-3)22(29-5)20(13-16)28-4/h7-13,24H,6,14H2,1-5H3/b8-7+
AuxInfo	1/0/N:16,17,18,19,20,22,14,13,1,2,3,4,5,21,6,7,9,8,10,11,15,12,23,25,24,26,27,28,29/E:(3,4)(12,13)(19,20)(27,28)/rA:56nCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;d4s5;s2;s3d8;s4;d5;d10s11;;w13;s13;;;;;;s6;s14s16;s7s15s21;d15;s9;s8s17;s10s18;s11s19;s12s20;s1;s2;s3;s4;s5;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s25;/rC:;-.8675,.4975,0;.8675,1.5027,0;3.4634,-2.0038,0;1.7284,-2.0013,0;.8675,.4975,0;2.5966,-1.505,0;-.8675,1.5027,0;0,2.0104,0;3.462,-3.009,0;1.727,-3.0065,0;2.5937,-3.5154,0;3.4663,.9937,0;4.333,1.4925,0;3.4648,-.0063,0;4.3359,3.4925,0;-2.3886,3.3732,0;5.194,-3.0064,0;.8544,-4.5026,0;3.4576,-5.0167,0;1.7328,-.0038,0;4.3345,2.4925,0;2.5981,-.505,0;4.3301,-.5075,0;0,3.0104,0;-2.3856,2.3732,0;4.3287,-3.5077,0;.8588,-3.5026,0;2.5923,-4.5154,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;3.8964,-1.7538,0;1.2961,-1.75,0;3.0336,1.2444,0;4.7657,1.2418,0;3.8359,3.4932,0;4.8359,3.4917,0;4.3367,3.9925,0;-1.8886,3.3747,0;-2.8886,3.3717,0;-2.39,3.8732,0;4.9434,-2.5737,0;5.4447,-3.439,0;5.6267,-2.7557,0;1.3543,-4.5048,0;.3544,-4.5004,0;.8522,-5.0026,0;3.7082,-4.584,0;3.207,-5.4493,0;3.8902,-5.2673,0;1.9834,.4289,0;1.4822,-.4364,0;3.8345,2.4932,0;4.8345,2.4917,0;.433,3.2604,0;
Duplicates	CHEMBL5199574
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199500-0005199749/CHEMBL5199574.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199500-0005199749/CHEMBL5199574.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199500-0005199749/CHEMBL5199574.sdf