CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5192231_s0 (2534605)

Formula C₂₇H₂₈N₂O₉

MW 524.53

InChIKey WFRBMOVSSAUXOX-LKHHGCNMNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 38

Number_Rings 4

Number_Bonds 69

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 11

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 2.16

logP 4.6227

PSA 130.65

MR 135.784

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -282.73434

PM7_Total_Energy_ev -6722.98841

PM7_Electronic_Energy_ev -64002.18588

PM7_Dipole_Debye 4.20811

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.527

PM7_LUMO_Energy_ev -0.2

PM7_COSMO_Area_square_ang 466.56

PM7_COSMO_Volue_cubic_ang 609.51

PM7_Electron_Affinity_ev 0.2

PM7_Ionization_Energy_ev 8.527

PM7_Energy_Gap_ev 8.327

PM7_Global_Hardness_ev 4.1635

PM7_Global_Softness_ev 0.24018253872943437

PM7_Chemical_Potential_ev -4.3635

PM7_Electronigativity_ev 4.3635

PM7_Back_Donation_Energy_ev -1.040875

PM7_Electrophilicity_ev 2.2865536507745885

OPENEYE_Name methyl (1~{R},4~{a}~{S},7~{a}~{S})-1-[(4-methoxyphenyl)carbamoyloxy]-7-[(4-methoxyphenyl)carbamoyloxymethyl]-1,4~{a},5,7~{a}-tetrahydrocyclopenta[c]pyran-4-carboxylate

SMILES c1cc(ccc1NC(=O)OC2C3C(=CCC3C(=CO2)C(=O)OC)COC(=O)Nc4ccc(cc4)OC)OC

Canonical_SMILES COc1ccc(cc1)NC(=O)OCC1=CC[C@H]2[C@@H]1[C@H](OC=C2C(=O)OC)OC(=O)Nc1ccc(cc1)OC

InChI 1/C27H28N2O9/c1-33-19-9-5-17(6-10-19)28-26(31)37-14-16-4-13-21-22(24(30)35-3)15-36-25(23(16)21)38-27(32)29-18-7-11-20(34-2)12-8-18/h4-12,15,21,23,25H,13-14H2,1-3H3,(H,28,31)(H,29,32)/f/h28-29H

InChI_3D 1S/C27H28N2O9/c1-33-19-9-5-17(6-10-19)28-26(31)37-14-16-4-13-21-22(24(30)35-3)15-36-25(23(16)21)38-27(32)29-18-7-11-20(34-2)12-8-18/h4-12,15,21,23,25H,13-14H2,1-3H3,(H,28,31)(H,29,32)/t21-,23-,25-/m1/s1

AuxInfo 1/1/N:25,24,26,13,3,4,1,2,7,8,5,6,20,27,14,16,10,9,12,11,21,15,22,17,23,19,18,29,28,30,32,31,35,34,36,33,38,37/E:(5,6)(7,8)(9,10)(11,12)/F:m/E:m/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4;s5d6;s7d8;;;d14;d13;s15;;;s13;s15s20;s16s21;s22;;;;s16;s9s18;s10s19;d17;d18;d19;s14s23;s11s24;s12s25;s17s26;s18s23;s19s27;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s20;s20;s21;s22;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s28;s29;/rC:5.2009,-1.6249,0;5.4993,-3.334,0;1.5387,-6.1623,0;.2494,-5.0013,0;6.1911,-1.452,0;6.4895,-3.1611,0;.8661,-6.9093,0;-.4232,-5.7483,0;4.86,-2.565,0;1.227,-5.2121,0;6.8405,-2.2192,0;-.1183,-6.7061,0;3.2858,-.5036,0;;.868,.5079,0;2.6938,-1.3184,0;.868,2.2579,0;2.4946,-2.0988,0;2.8743,-4.677,0;2.6938,.311,0;1.736,0,0;1.736,-1.0071,0;.868,-1.5037,0;8.1692,-1.1081,0;-.4785,-8.4002,0;.002,3.7579,0;3.2345,-2.9828,0;3.1361,-2.866,0;1.8962,-4.469,0;1.734,2.7579,0;2.8382,-1.1597,0;3.1833,-5.628,0;0,-1.0058,0;7.8256,-2.0472,0;-.7875,-7.4492,0;.002,2.7579,0;1.5095,-2.2708,0;3.5435,-3.9338,0;4.8796,-1.2418,0;5.3268,-3.8033,0;2.028,-6.2656,0;.0956,-4.5255,0;6.3615,-.9819,0;6.8091,-3.5456,0;1.022,-7.3844,0;-.912,-5.6429,0;3.7858,-.5036,0;-.4337,.2487,0;2.4905,.7678,0;3.1268,.561,0;1.3023,-.2487,0;1.7873,-1.5045,0;.5468,-1.8869,0;7.6996,-.9363,0;8.341,-.6386,0;8.6387,-1.2799,0;-.954,-8.5547,0;-.324,-8.8758,0;-.003,-8.2458,0;-.498,3.7579,0;.502,3.7579,0;.002,4.2579,0;2.759,-3.1373,0;3.71,-2.8283,0;2.9643,-3.3355,0;1.7417,-3.9935,0;

Duplicates CHEMBL5192231_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192231_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192231_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192231_s0.sdf

Formula	C₂₇H₂₈N₂O₉
MW	524.53
InChIKey	WFRBMOVSSAUXOX-LKHHGCNMNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	38
Number_Rings	4
Number_Bonds	69
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	11
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	2.16
logP	4.6227
PSA	130.65
MR	135.784
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-282.73434
PM7_Total_Energy_ev	-6722.98841
PM7_Electronic_Energy_ev	-64002.18588
PM7_Dipole_Debye	4.20811
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.527
PM7_LUMO_Energy_ev	-0.2
PM7_COSMO_Area_square_ang	466.56
PM7_COSMO_Volue_cubic_ang	609.51
PM7_Electron_Affinity_ev	0.2
PM7_Ionization_Energy_ev	8.527
PM7_Energy_Gap_ev	8.327
PM7_Global_Hardness_ev	4.1635
PM7_Global_Softness_ev	0.24018253872943437
PM7_Chemical_Potential_ev	-4.3635
PM7_Electronigativity_ev	4.3635
PM7_Back_Donation_Energy_ev	-1.040875
PM7_Electrophilicity_ev	2.2865536507745885
OPENEYE_Name	methyl (1~{R},4~{a}~{S},7~{a}~{S})-1-[(4-methoxyphenyl)carbamoyloxy]-7-[(4-methoxyphenyl)carbamoyloxymethyl]-1,4~{a},5,7~{a}-tetrahydrocyclopenta[c]pyran-4-carboxylate
SMILES	c1cc(ccc1NC(=O)OC2C3C(=CCC3C(=CO2)C(=O)OC)COC(=O)Nc4ccc(cc4)OC)OC
Canonical_SMILES	COc1ccc(cc1)NC(=O)OCC1=CC[C@H]2[C@@H]1[C@H](OC=C2C(=O)OC)OC(=O)Nc1ccc(cc1)OC
InChI	1/C27H28N2O9/c1-33-19-9-5-17(6-10-19)28-26(31)37-14-16-4-13-21-22(24(30)35-3)15-36-25(23(16)21)38-27(32)29-18-7-11-20(34-2)12-8-18/h4-12,15,21,23,25H,13-14H2,1-3H3,(H,28,31)(H,29,32)/f/h28-29H
InChI_3D	1S/C27H28N2O9/c1-33-19-9-5-17(6-10-19)28-26(31)37-14-16-4-13-21-22(24(30)35-3)15-36-25(23(16)21)38-27(32)29-18-7-11-20(34-2)12-8-18/h4-12,15,21,23,25H,13-14H2,1-3H3,(H,28,31)(H,29,32)/t21-,23-,25-/m1/s1
AuxInfo	1/1/N:25,24,26,13,3,4,1,2,7,8,5,6,20,27,14,16,10,9,12,11,21,15,22,17,23,19,18,29,28,30,32,31,35,34,36,33,38,37/E:(5,6)(7,8)(9,10)(11,12)/F:m/E:m/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4;s5d6;s7d8;;;d14;d13;s15;;;s13;s15s20;s16s21;s22;;;;s16;s9s18;s10s19;d17;d18;d19;s14s23;s11s24;s12s25;s17s26;s18s23;s19s27;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s20;s20;s21;s22;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s28;s29;/rC:5.2009,-1.6249,0;5.4993,-3.334,0;1.5387,-6.1623,0;.2494,-5.0013,0;6.1911,-1.452,0;6.4895,-3.1611,0;.8661,-6.9093,0;-.4232,-5.7483,0;4.86,-2.565,0;1.227,-5.2121,0;6.8405,-2.2192,0;-.1183,-6.7061,0;3.2858,-.5036,0;;.868,.5079,0;2.6938,-1.3184,0;.868,2.2579,0;2.4946,-2.0988,0;2.8743,-4.677,0;2.6938,.311,0;1.736,0,0;1.736,-1.0071,0;.868,-1.5037,0;8.1692,-1.1081,0;-.4785,-8.4002,0;.002,3.7579,0;3.2345,-2.9828,0;3.1361,-2.866,0;1.8962,-4.469,0;1.734,2.7579,0;2.8382,-1.1597,0;3.1833,-5.628,0;0,-1.0058,0;7.8256,-2.0472,0;-.7875,-7.4492,0;.002,2.7579,0;1.5095,-2.2708,0;3.5435,-3.9338,0;4.8796,-1.2418,0;5.3268,-3.8033,0;2.028,-6.2656,0;.0956,-4.5255,0;6.3615,-.9819,0;6.8091,-3.5456,0;1.022,-7.3844,0;-.912,-5.6429,0;3.7858,-.5036,0;-.4337,.2487,0;2.4905,.7678,0;3.1268,.561,0;1.3023,-.2487,0;1.7873,-1.5045,0;.5468,-1.8869,0;7.6996,-.9363,0;8.341,-.6386,0;8.6387,-1.2799,0;-.954,-8.5547,0;-.324,-8.8758,0;-.003,-8.2458,0;-.498,3.7579,0;.502,3.7579,0;.002,4.2579,0;2.759,-3.1373,0;3.71,-2.8283,0;2.9643,-3.3355,0;1.7417,-3.9935,0;
Duplicates	CHEMBL5192231_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192231_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192231_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192231_s0.sdf