CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5190443 (2532667)

Formula C₄₂H₆₃NO₁₂

MW 773.96

InChIKey WGWDXIRCTAEKLQ-FHNYXZTMNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 118

Number_Heavy_Atoms 55

Number_Rings 3

Number_Bonds 120

Rotat_Bonds 34

Unbranched_Chain 13

Chiral_Centers 6

ONatoms 13

HB_Donor 7

HB_Acceptor 9

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 13

Lipinski_Violations 3

XLogP3 0

XLogP 3.66

logP 5.6946

PSA 212.31

MR 209.763

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -523.97704

PM7_Total_Energy_ev -9739.48599

PM7_Electronic_Energy_ev -127201.21538

PM7_Dipole_Debye 2.36889

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.204

PM7_LUMO_Energy_ev -0.529

PM7_COSMO_Area_square_ang 657

PM7_COSMO_Volue_cubic_ang 1029.1

PM7_Electron_Affinity_ev 0.529

PM7_Ionization_Energy_ev 9.204

PM7_Energy_Gap_ev 8.675

PM7_Global_Hardness_ev 4.3375

PM7_Global_Softness_ev 0.23054755043227665

PM7_Chemical_Potential_ev -4.8665

PM7_Electronigativity_ev 4.8665

PM7_Back_Donation_Energy_ev -1.084375

PM7_Electrophilicity_ev 2.730008328530259

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{R})-6-[(~{Z})-13-[2-[(~{Z},8~{S})-9-[2-(3,4-dihydroxyphenyl)ethylamino]-8-methoxy-9-oxo-non-4-enyl]cyclopenten-1-yl]-13-oxo-tridec-9-enoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(c(cc1CCNC(=O)C(CCC=CCCCC2=C(CCC2)C(=O)CCC=CCCCCCCCCOC3C(C(C(C(O3)C(=O)O)O)O)O)OC)O)O

Canonical_SMILES CO[C@H](C(=O)NCCc1ccc(c(c1)O)O)CC/C=CCCCC1=C(CCC1)C(=O)CC/C=CCCCCCCCCO[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O

InChI 1/C42H63NO12/c1-53-35(40(50)43-26-25-29-23-24-33(45)34(46)28-29)22-15-11-8-9-13-18-30-19-17-20-31(30)32(44)21-14-10-6-4-2-3-5-7-12-16-27-54-42-38(49)36(47)37(48)39(55-42)41(51)52/h6,8,10-11,23-24,28,35-39,42,45-49H,2-5,7,9,12-22,25-27H2,1H3,(H,43,50)(H,51,52)/f/h43,51H

InChI_3D 1S/C42H63NO12/c1-53-35(40(50)43-26-25-29-23-24-33(45)34(46)28-29)22-15-11-8-9-13-18-30-19-17-20-31(30)32(44)21-14-10-6-4-2-3-5-7-12-16-27-54-42-38(49)36(47)37(48)39(55-42)41(51)52/h6,8,10-11,23-24,28,35-39,42,45-49H,2-5,7,9,12-22,25-27H2,1H3,(H,43,50)(H,51,52)/b10-6-,11-8-/t35-,36-,37-,38+,39-,42+/m0/s1

AuxInfo 1/1/N:24,33,35,29,36,10,37,11,28,9,12,38,32,27,30,39,18,26,17,16,31,34,1,2,25,40,41,3,4,8,7,13,5,6,42,21,20,22,19,15,14,23,43,44,48,49,52,51,53,46,45,50,55,54,47/E:(51,52)/F:24,33,35,29,36,10,37,11,28,9,12,38,32,27,30,39,18,26,17,16,31,34,1,2,25,40,41,3,4,8,7,13,5,6,42,21,20,22,19,15,14,23,43,44,48,49,52,51,53,46,50,45,55,54,47/rA:118cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;d7;;w9;;w11;s7;;;s7;s8;s16s17;s14;s19;s20;s21;s22;;s4;s8;s9;s11;s10;s12;s13s27;s26s28;s29;s30;s33;s35;s36;s37;s38;s25;s39;s15s34;s15s40;d13;d14;d15;s19s23;s5;s6;s14;s20;s21;s22;s23s41;s24s42;s1;s2;s3;s9;s10;s11;s12;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s23;s24;s24;s24;s25;s25;s26;s26;s27;s27;s28;s28;s29;s29;s30;s30;s31;s31;s32;s32;s33;s33;s34;s34;s35;s35;s36;s36;s37;s37;s38;s38;s39;s39;s40;s40;s41;s41;s42;s43;s48;s49;s50;s51;s52;s53;/rC:5.4069,1.092,0;5.2597,.1029,0;7.1238,.8415,0;6.3349,1.4645,0;6.0485,-.5201,0;6.9846,-.1539,0;7.3327,14.0407,0;8.0496,13.3414,0;5.3101,11.0559,0;4.3246,10.8861,0;7.478,9.3824,0;8.2637,8.7638,0;6.3473,13.8709,0;-1.2132,2.441,0;7.6922,4.8049,0;7.7743,14.9397,0;8.9337,13.8087,0;8.7683,14.7952,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;9.8145,5.5088,0;6.4778,2.4543,0;7.9067,12.3517,0;5.6558,11.9942,0;7.6209,10.3722,0;3.9789,9.9478,0;8.1208,7.7741,0;6.0015,12.9326,0;7.7638,11.3619,0;3.6332,9.0094,0;7.9779,6.7843,0;3.2875,8.0711,0;2.9418,7.1327,0;2.5961,6.1944,0;2.2504,5.2561,0;1.9046,4.3177,0;6.6207,3.444,0;1.5589,3.3794,0;7.8351,5.7946,0;6.7636,4.4337,0;5.7075,14.6395,0;-.5734,3.2096,0;8.4779,4.1863,0;0,2.0104,0;5.9013,-1.5092,0;7.7694,-.7737,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.2132,2.441,0;8.8248,5.6517,0;5.0145,1.4019,0;4.7948,-.0813,0;7.5878,1.0278,0;5.63,10.6716,0;4.0048,11.2704,0;7.0137,9.1969,0;8.728,8.9494,0;7.8973,15.4244,0;7.3051,15.1123,0;9.1189,13.3443,0;9.4152,13.9434,0;9.2674,14.8265,0;8.7888,15.2948,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;9.7431,5.014,0;9.886,6.0037,0;10.3094,5.4374,0;6.9727,2.3828,0;5.9829,2.5257,0;7.4118,12.4231,0;8.4015,12.2802,0;5.1867,12.1671,0;6.125,11.8214,0;8.1158,10.3007,0;7.126,10.4436,0;4.4481,9.7749,0;3.5098,10.1206,0;7.626,7.8455,0;8.6157,7.7026,0;6.4707,12.7597,0;5.5324,13.1054,0;7.2689,11.4334,0;8.2587,11.2905,0;4.1024,8.8366,0;3.164,9.1823,0;7.4831,6.8558,0;8.4728,6.7129,0;3.7567,7.8982,0;2.8183,8.2439,0;3.411,6.9599,0;2.4726,7.3056,0;3.0652,6.0215,0;2.1269,6.3673,0;2.7195,5.0832,0;1.7812,5.4289,0;2.3738,4.1449,0;1.4355,4.4906,0;7.1156,3.3726,0;6.1258,3.5154,0;2.0281,3.2065,0;1.0898,3.5522,0;7.3402,5.866,0;6.3707,4.743,0;5.4362,-1.6927,0;7.6973,-1.2684,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;

Duplicates CHEMBL5190443

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190250-0005190499/CHEMBL5190443.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190250-0005190499/CHEMBL5190443.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190250-0005190499/CHEMBL5190443.sdf

Formula	C₄₂H₆₃NO₁₂
MW	773.96
InChIKey	WGWDXIRCTAEKLQ-FHNYXZTMNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	118
Number_Heavy_Atoms	55
Number_Rings	3
Number_Bonds	120
Rotat_Bonds	34
Unbranched_Chain	13
Chiral_Centers	6
ONatoms	13
HB_Donor	7
HB_Acceptor	9
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	13
Lipinski_Violations	3
XLogP3	0
XLogP	3.66
logP	5.6946
PSA	212.31
MR	209.763
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-523.97704
PM7_Total_Energy_ev	-9739.48599
PM7_Electronic_Energy_ev	-127201.21538
PM7_Dipole_Debye	2.36889
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.204
PM7_LUMO_Energy_ev	-0.529
PM7_COSMO_Area_square_ang	657
PM7_COSMO_Volue_cubic_ang	1029.1
PM7_Electron_Affinity_ev	0.529
PM7_Ionization_Energy_ev	9.204
PM7_Energy_Gap_ev	8.675
PM7_Global_Hardness_ev	4.3375
PM7_Global_Softness_ev	0.23054755043227665
PM7_Chemical_Potential_ev	-4.8665
PM7_Electronigativity_ev	4.8665
PM7_Back_Donation_Energy_ev	-1.084375
PM7_Electrophilicity_ev	2.730008328530259
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{R})-6-[(~{Z})-13-[2-[(~{Z},8~{S})-9-[2-(3,4-dihydroxyphenyl)ethylamino]-8-methoxy-9-oxo-non-4-enyl]cyclopenten-1-yl]-13-oxo-tridec-9-enoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(cc1CCNC(=O)C(CCC=CCCCC2=C(CCC2)C(=O)CCC=CCCCCCCCCOC3C(C(C(C(O3)C(=O)O)O)O)O)OC)O)O
Canonical_SMILES	CO[C@H](C(=O)NCCc1ccc(c(c1)O)O)CC/C=CCCCC1=C(CCC1)C(=O)CC/C=CCCCCCCCCO[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI	1/C42H63NO12/c1-53-35(40(50)43-26-25-29-23-24-33(45)34(46)28-29)22-15-11-8-9-13-18-30-19-17-20-31(30)32(44)21-14-10-6-4-2-3-5-7-12-16-27-54-42-38(49)36(47)37(48)39(55-42)41(51)52/h6,8,10-11,23-24,28,35-39,42,45-49H,2-5,7,9,12-22,25-27H2,1H3,(H,43,50)(H,51,52)/f/h43,51H
InChI_3D	1S/C42H63NO12/c1-53-35(40(50)43-26-25-29-23-24-33(45)34(46)28-29)22-15-11-8-9-13-18-30-19-17-20-31(30)32(44)21-14-10-6-4-2-3-5-7-12-16-27-54-42-38(49)36(47)37(48)39(55-42)41(51)52/h6,8,10-11,23-24,28,35-39,42,45-49H,2-5,7,9,12-22,25-27H2,1H3,(H,43,50)(H,51,52)/b10-6-,11-8-/t35-,36-,37-,38+,39-,42+/m0/s1
AuxInfo	1/1/N:24,33,35,29,36,10,37,11,28,9,12,38,32,27,30,39,18,26,17,16,31,34,1,2,25,40,41,3,4,8,7,13,5,6,42,21,20,22,19,15,14,23,43,44,48,49,52,51,53,46,45,50,55,54,47/E:(51,52)/F:24,33,35,29,36,10,37,11,28,9,12,38,32,27,30,39,18,26,17,16,31,34,1,2,25,40,41,3,4,8,7,13,5,6,42,21,20,22,19,15,14,23,43,44,48,49,52,51,53,46,50,45,55,54,47/rA:118cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;d7;;w9;;w11;s7;;;s7;s8;s16s17;s14;s19;s20;s21;s22;;s4;s8;s9;s11;s10;s12;s13s27;s26s28;s29;s30;s33;s35;s36;s37;s38;s25;s39;s15s34;s15s40;d13;d14;d15;s19s23;s5;s6;s14;s20;s21;s22;s23s41;s24s42;s1;s2;s3;s9;s10;s11;s12;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s23;s24;s24;s24;s25;s25;s26;s26;s27;s27;s28;s28;s29;s29;s30;s30;s31;s31;s32;s32;s33;s33;s34;s34;s35;s35;s36;s36;s37;s37;s38;s38;s39;s39;s40;s40;s41;s41;s42;s43;s48;s49;s50;s51;s52;s53;/rC:5.4069,1.092,0;5.2597,.1029,0;7.1238,.8415,0;6.3349,1.4645,0;6.0485,-.5201,0;6.9846,-.1539,0;7.3327,14.0407,0;8.0496,13.3414,0;5.3101,11.0559,0;4.3246,10.8861,0;7.478,9.3824,0;8.2637,8.7638,0;6.3473,13.8709,0;-1.2132,2.441,0;7.6922,4.8049,0;7.7743,14.9397,0;8.9337,13.8087,0;8.7683,14.7952,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;9.8145,5.5088,0;6.4778,2.4543,0;7.9067,12.3517,0;5.6558,11.9942,0;7.6209,10.3722,0;3.9789,9.9478,0;8.1208,7.7741,0;6.0015,12.9326,0;7.7638,11.3619,0;3.6332,9.0094,0;7.9779,6.7843,0;3.2875,8.0711,0;2.9418,7.1327,0;2.5961,6.1944,0;2.2504,5.2561,0;1.9046,4.3177,0;6.6207,3.444,0;1.5589,3.3794,0;7.8351,5.7946,0;6.7636,4.4337,0;5.7075,14.6395,0;-.5734,3.2096,0;8.4779,4.1863,0;0,2.0104,0;5.9013,-1.5092,0;7.7694,-.7737,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.2132,2.441,0;8.8248,5.6517,0;5.0145,1.4019,0;4.7948,-.0813,0;7.5878,1.0278,0;5.63,10.6716,0;4.0048,11.2704,0;7.0137,9.1969,0;8.728,8.9494,0;7.8973,15.4244,0;7.3051,15.1123,0;9.1189,13.3443,0;9.4152,13.9434,0;9.2674,14.8265,0;8.7888,15.2948,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;9.7431,5.014,0;9.886,6.0037,0;10.3094,5.4374,0;6.9727,2.3828,0;5.9829,2.5257,0;7.4118,12.4231,0;8.4015,12.2802,0;5.1867,12.1671,0;6.125,11.8214,0;8.1158,10.3007,0;7.126,10.4436,0;4.4481,9.7749,0;3.5098,10.1206,0;7.626,7.8455,0;8.6157,7.7026,0;6.4707,12.7597,0;5.5324,13.1054,0;7.2689,11.4334,0;8.2587,11.2905,0;4.1024,8.8366,0;3.164,9.1823,0;7.4831,6.8558,0;8.4728,6.7129,0;3.7567,7.8982,0;2.8183,8.2439,0;3.411,6.9599,0;2.4726,7.3056,0;3.0652,6.0215,0;2.1269,6.3673,0;2.7195,5.0832,0;1.7812,5.4289,0;2.3738,4.1449,0;1.4355,4.4906,0;7.1156,3.3726,0;6.1258,3.5154,0;2.0281,3.2065,0;1.0898,3.5522,0;7.3402,5.866,0;6.3707,4.743,0;5.4362,-1.6927,0;7.6973,-1.2684,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;
Duplicates	CHEMBL5190443
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190250-0005190499/CHEMBL5190443.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190250-0005190499/CHEMBL5190443.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190250-0005190499/CHEMBL5190443.sdf