CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5197823 (2540723)

Formula C₂₈H₂₆N₄O₅

MW 498.54

InChIKey RGURANUBCAQSPK-NSJMMFDCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 37

Number_Rings 6

Number_Bonds 68

Rotat_Bonds 8

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 9

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.33

logP 4.464

PSA 108.14

MR 146.559

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -33.1203

PM7_Total_Energy_ev -6007.9395

PM7_Electronic_Energy_ev -53893.84917

PM7_Dipole_Debye 3.28992

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.881

PM7_LUMO_Energy_ev -1.361

PM7_COSMO_Area_square_ang 493.12

PM7_COSMO_Volue_cubic_ang 568.02

PM7_Electron_Affinity_ev 1.361

PM7_Ionization_Energy_ev 7.881

PM7_Energy_Gap_ev 6.52

PM7_Global_Hardness_ev 3.26

PM7_Global_Softness_ev 0.3067484662576687

PM7_Chemical_Potential_ev -4.621

PM7_Electronigativity_ev 4.621

PM7_Back_Donation_Energy_ev -0.815

PM7_Electrophilicity_ev 3.2750983128834354

OPENEYE_Name 3-[[12-[4-(4-methoxyphenyl)piperazin-1-yl]-8-oxo-15-oxa-14-azatetracyclo[7.6.1.0^{2,7}.0^{13,16}]hexadeca-1(16),2,4,6,9,11,13-heptaen-10-yl]amino]propanoic acid

SMILES c1ccc2c(c1)-c3c4c(c(cc(c4no3)N5CCN(CC5)c6ccc(cc6)OC)NCCC(=O)O)C2=O

Canonical_SMILES COc1ccc(cc1)N1CCN(CC1)c1cc(NCCC(=O)O)c2c3c1noc3c1c(C2=O)cccc1

InChI 1/C28H26N4O5/c1-36-18-8-6-17(7-9-18)31-12-14-32(15-13-31)22-16-21(29-11-10-23(33)34)24-25-26(22)30-37-28(25)20-5-3-2-4-19(20)27(24)35/h2-9,16,29H,10-15H2,1H3,(H,33,34)/f/h33H

InChI_3D 1S/C28H26N4O5/c1-36-18-8-6-17(7-9-18)31-12-14-32(15-13-31)22-16-21(29-11-10-23(33)34)24-25-26(22)30-37-28(25)20-5-3-2-4-19(20)27(24)35/h2-9,16,29H,10-15H2,1H3,(H,33,34)

AuxInfo 1/1/N:26,2,1,4,3,5,6,7,8,27,28,22,23,24,25,9,15,18,12,11,17,16,21,13,10,14,20,19,32,29,30,31,34,36,33,37,35/E:(6,7)(8,9)(12,13)(14,15)(33,34)/F:26,2,1,4,3,5,6,7,8,27,28,22,23,24,25,9,15,18,12,11,17,16,21,13,10,14,20,19,32,29,30,31,36,34,33,37,35/E:(6,7)(8,9)(12,13)(14,15)/rA:63nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;d5;s6;;;d3;d4s11;s10;s10;s5d6;d9s14;s9d13;s7d8;d10s11;s12s13;;;;s22;s23;;s21;s27;d14;s15s22s23;s16s24s25;s17s28;d20;d21;s19s29;s21;s18s26;s1;s2;s3;s4;s5;s6;s7;s8;s9;s22;s22;s23;s23;s24;s24;s25;s25;s26;s26;s26;s27;s27;s28;s28;s32;s36;/rC:0,1.007,0;;.8691,1.5157,0;.8691,-.4983,0;8.6777,4.0321,0;9.5526,2.5339,0;9.5457,4.539,0;10.4206,3.0408,0;5.223,.0004,0;3.4778,1.0036,0;1.7382,1.007,0;1.7395,0,0;3.4786,-.0002,0;4.3519,1.5015,0;8.6855,3.0321,0;5.2226,1.0098,0;4.3482,-.5018,0;10.4216,4.0459,0;2.6048,1.5144,0;2.6073,-.4996,0;6.9437,-3.0045,0;7.8297,1.5278,0;6.9549,3.0259,0;6.9618,1.021,0;6.087,2.519,0;11.2802,5.5502,0;6.0782,-2.5036,0;5.2127,-2.0027,0;4.3605,2.5122,0;7.822,2.5278,0;6.0861,1.5141,0;4.3472,-1.5018,0;2.6063,-1.4996,0;6.9427,-4.0045,0;2.6058,2.5232,0;7.8102,-2.5054,0;11.2851,4.5502,0;-.4338,1.2557,0;-.4326,-.2507,0;.8691,2.0157,0;.8689,-.9983,0;8.2431,4.2793,0;9.5544,2.0339,0;9.5417,5.039,0;10.8542,2.7917,0;5.6558,-.25,0;8.3215,1.618,0;8.0035,1.059,0;6.632,3.4076,0;7.2751,3.4099,0;7.2858,.6402,0;6.6438,.6351,0;5.5946,2.4317,0;5.9145,2.9884,0;10.7802,5.5477,0;11.7802,5.5527,0;11.2777,6.0502,0;5.8277,-2.9363,0;6.3286,-2.0708,0;4.9622,-2.4354,0;5.4631,-1.5699,0;3.9139,-1.7514,0;8.243,-2.7558,0;

Duplicates CHEMBL5197823

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197823.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197823.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197823.sdf

Formula	C₂₈H₂₆N₄O₅
MW	498.54
InChIKey	RGURANUBCAQSPK-NSJMMFDCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	37
Number_Rings	6
Number_Bonds	68
Rotat_Bonds	8
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	9
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.33
logP	4.464
PSA	108.14
MR	146.559
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-33.1203
PM7_Total_Energy_ev	-6007.9395
PM7_Electronic_Energy_ev	-53893.84917
PM7_Dipole_Debye	3.28992
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.881
PM7_LUMO_Energy_ev	-1.361
PM7_COSMO_Area_square_ang	493.12
PM7_COSMO_Volue_cubic_ang	568.02
PM7_Electron_Affinity_ev	1.361
PM7_Ionization_Energy_ev	7.881
PM7_Energy_Gap_ev	6.52
PM7_Global_Hardness_ev	3.26
PM7_Global_Softness_ev	0.3067484662576687
PM7_Chemical_Potential_ev	-4.621
PM7_Electronigativity_ev	4.621
PM7_Back_Donation_Energy_ev	-0.815
PM7_Electrophilicity_ev	3.2750983128834354
OPENEYE_Name	3-[[12-[4-(4-methoxyphenyl)piperazin-1-yl]-8-oxo-15-oxa-14-azatetracyclo[7.6.1.0^{2,7}.0^{13,16}]hexadeca-1(16),2,4,6,9,11,13-heptaen-10-yl]amino]propanoic acid
SMILES	c1ccc2c(c1)-c3c4c(c(cc(c4no3)N5CCN(CC5)c6ccc(cc6)OC)NCCC(=O)O)C2=O
Canonical_SMILES	COc1ccc(cc1)N1CCN(CC1)c1cc(NCCC(=O)O)c2c3c1noc3c1c(C2=O)cccc1
InChI	1/C28H26N4O5/c1-36-18-8-6-17(7-9-18)31-12-14-32(15-13-31)22-16-21(29-11-10-23(33)34)24-25-26(22)30-37-28(25)20-5-3-2-4-19(20)27(24)35/h2-9,16,29H,10-15H2,1H3,(H,33,34)/f/h33H
InChI_3D	1S/C28H26N4O5/c1-36-18-8-6-17(7-9-18)31-12-14-32(15-13-31)22-16-21(29-11-10-23(33)34)24-25-26(22)30-37-28(25)20-5-3-2-4-19(20)27(24)35/h2-9,16,29H,10-15H2,1H3,(H,33,34)
AuxInfo	1/1/N:26,2,1,4,3,5,6,7,8,27,28,22,23,24,25,9,15,18,12,11,17,16,21,13,10,14,20,19,32,29,30,31,34,36,33,37,35/E:(6,7)(8,9)(12,13)(14,15)(33,34)/F:26,2,1,4,3,5,6,7,8,27,28,22,23,24,25,9,15,18,12,11,17,16,21,13,10,14,20,19,32,29,30,31,36,34,33,37,35/E:(6,7)(8,9)(12,13)(14,15)/rA:63nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;d5;s6;;;d3;d4s11;s10;s10;s5d6;d9s14;s9d13;s7d8;d10s11;s12s13;;;;s22;s23;;s21;s27;d14;s15s22s23;s16s24s25;s17s28;d20;d21;s19s29;s21;s18s26;s1;s2;s3;s4;s5;s6;s7;s8;s9;s22;s22;s23;s23;s24;s24;s25;s25;s26;s26;s26;s27;s27;s28;s28;s32;s36;/rC:0,1.007,0;;.8691,1.5157,0;.8691,-.4983,0;8.6777,4.0321,0;9.5526,2.5339,0;9.5457,4.539,0;10.4206,3.0408,0;5.223,.0004,0;3.4778,1.0036,0;1.7382,1.007,0;1.7395,0,0;3.4786,-.0002,0;4.3519,1.5015,0;8.6855,3.0321,0;5.2226,1.0098,0;4.3482,-.5018,0;10.4216,4.0459,0;2.6048,1.5144,0;2.6073,-.4996,0;6.9437,-3.0045,0;7.8297,1.5278,0;6.9549,3.0259,0;6.9618,1.021,0;6.087,2.519,0;11.2802,5.5502,0;6.0782,-2.5036,0;5.2127,-2.0027,0;4.3605,2.5122,0;7.822,2.5278,0;6.0861,1.5141,0;4.3472,-1.5018,0;2.6063,-1.4996,0;6.9427,-4.0045,0;2.6058,2.5232,0;7.8102,-2.5054,0;11.2851,4.5502,0;-.4338,1.2557,0;-.4326,-.2507,0;.8691,2.0157,0;.8689,-.9983,0;8.2431,4.2793,0;9.5544,2.0339,0;9.5417,5.039,0;10.8542,2.7917,0;5.6558,-.25,0;8.3215,1.618,0;8.0035,1.059,0;6.632,3.4076,0;7.2751,3.4099,0;7.2858,.6402,0;6.6438,.6351,0;5.5946,2.4317,0;5.9145,2.9884,0;10.7802,5.5477,0;11.7802,5.5527,0;11.2777,6.0502,0;5.8277,-2.9363,0;6.3286,-2.0708,0;4.9622,-2.4354,0;5.4631,-1.5699,0;3.9139,-1.7514,0;8.243,-2.7558,0;
Duplicates	CHEMBL5197823
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197823.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197823.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197823.sdf