CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186520 (2528373)

Formula C₂₄H₂₇BrO₉

MW 539.38

InChIKey NIAIYTJPNZAWGF-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 34

Number_Rings 5

Number_Bonds 65

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 9

HB_Donor 3

HB_Acceptor 6

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 1.63

logP 1.035

PSA 139.59

MR 119.267

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -348.05836

PM7_Total_Energy_ev -6192.54264

PM7_Electronic_Energy_ev -60608.04875

PM7_Dipole_Debye 5.06598

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.606

PM7_LUMO_Energy_ev -0.319

PM7_COSMO_Area_square_ang 404.33

PM7_COSMO_Volue_cubic_ang 553.82

PM7_Electron_Affinity_ev 0.319

PM7_Ionization_Energy_ev 9.606

PM7_Energy_Gap_ev 9.287

PM7_Global_Hardness_ev 4.6435

PM7_Global_Softness_ev 0.2153547970281038

PM7_Chemical_Potential_ev -4.9625

PM7_Electronigativity_ev 4.9625

PM7_Back_Donation_Energy_ev -1.160875

PM7_Electrophilicity_ev 2.6517073597501883

OPENEYE_Name [(1~{S},2~{R},4~{R},5~{R},6~{S},10~{R},11~{R},14~{R})-5,10,14-trihydroxy-2,6-dimethyl-9,13-dioxo-8,12-dioxatetracyclo[9.3.1.0^{1,5}.0^{6,10}]pentadecan-4-yl] 3-(3-bromophenyl)propanoate

SMILES c1cc(cc(c1)Br)CCC(=O)OC2CC(C34C2(C5(COC(=O)C5(C(C3)OC(=O)C4O)O)C)O)C

Canonical_SMILES O=C(O[C@@H]1C[C@H]([C@@]23[C@@]1(O)[C@]1(C)COC(=O)[C@@]1([C@@H](C2)OC(=O)[C@@H]3O)O)C)CCc1cccc(c1)Br

InChI 1/C24H27BrO9/c1-12-8-15(33-17(26)7-6-13-4-3-5-14(25)9-13)24(31)21(2)11-32-20(29)23(21,30)16-10-22(12,24)18(27)19(28)34-16/h3-5,9,12,15-16,18,27,30-31H,6-8,10-11H2,1-2H3

InChI_3D 1S/C24H27BrO9/c1-12-8-15(33-17(26)7-6-13-4-3-5-14(25)9-13)24(31)21(2)11-32-20(29)23(21,30)16-10-22(12,24)18(27)19(28)34-16/h3-5,9,12,15-16,18,27,30-31H,6-8,10-11H2,1-2H3/t12-,15-,16-,18+,21-,22+,23-,24+/m1/s1

AuxInfo 1/0/N:21,22,1,2,3,23,24,10,4,11,12,14,5,6,16,15,9,13,7,8,19,18,17,20,34,27,30,25,26,31,32,28,33,29/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOBrHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;;;;;;s7;s10;s11;s10;s8s15;s11s13s14;s12s17;s16s18s19;s14;s19;s5;s9s23;d7;d8;d9;s8s12;s7s15;s13;s17;s20;s9s16;s6;s1;s2;s3;s4;s10;s10;s11;s11;s12;s12;s13;s14;s15;s16;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s30;s31;s32;/rC:-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;0,2.0104,0;8.6781,2.3459,0;5.8494,2.0604,0;3.4634,-1.0063,0;6.5866,-2.0549,0;7.8358,.2304,0;4.8965,.7528,0;9.6487,2.5865,0;7.4533,-1.5562,0;7.4304,1.1446,0;5.8444,-1.3847,0;6.436,1.2505,0;7.2469,-.5777,0;5.8471,.4424,0;6.2525,-.4718,0;8.1628,-3.1559,0;5.3087,2.1075,0;1.7328,-.0038,0;2.5981,-.505,0;7.9845,3.0663,0;6.1598,3.011,0;3.4619,-2.0063,0;4.8979,1.7528,0;8.401,1.3851,0;9.8892,1.6158,0;6.8414,.3364,0;5.2525,-.4703,0;4.3301,-.5075,0;0,3.0104,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;6.2145,-2.389,0;6.8799,-2.4599,0;8.1826,-.1297,0;8.2507,.5094,0;4.3993,.8057,0;4.7918,.2638,0;9.5285,3.0718,0;7.9291,-1.4024,0;7.3962,1.6434,0;5.5499,-1.7888,0;7.7057,-3.3586,0;8.6199,-2.9532,0;8.3655,-3.613,0;5.7845,2.2613,0;4.833,1.9537,0;5.1549,2.5833,0;1.4822,-.4364,0;1.9834,.4289,0;2.3475,-.9377,0;2.8487,-.0724,0;9.5291,1.269,0;6.547,-.0677,0;5.0019,-.903,0;

Duplicates CHEMBL5186520

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186520.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186520.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186520.sdf

Formula	C₂₄H₂₇BrO₉
MW	539.38
InChIKey	NIAIYTJPNZAWGF-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	34
Number_Rings	5
Number_Bonds	65
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	9
HB_Donor	3
HB_Acceptor	6
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	1.63
logP	1.035
PSA	139.59
MR	119.267
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-348.05836
PM7_Total_Energy_ev	-6192.54264
PM7_Electronic_Energy_ev	-60608.04875
PM7_Dipole_Debye	5.06598
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.606
PM7_LUMO_Energy_ev	-0.319
PM7_COSMO_Area_square_ang	404.33
PM7_COSMO_Volue_cubic_ang	553.82
PM7_Electron_Affinity_ev	0.319
PM7_Ionization_Energy_ev	9.606
PM7_Energy_Gap_ev	9.287
PM7_Global_Hardness_ev	4.6435
PM7_Global_Softness_ev	0.2153547970281038
PM7_Chemical_Potential_ev	-4.9625
PM7_Electronigativity_ev	4.9625
PM7_Back_Donation_Energy_ev	-1.160875
PM7_Electrophilicity_ev	2.6517073597501883
OPENEYE_Name	[(1~{S},2~{R},4~{R},5~{R},6~{S},10~{R},11~{R},14~{R})-5,10,14-trihydroxy-2,6-dimethyl-9,13-dioxo-8,12-dioxatetracyclo[9.3.1.0^{1,5}.0^{6,10}]pentadecan-4-yl] 3-(3-bromophenyl)propanoate
SMILES	c1cc(cc(c1)Br)CCC(=O)OC2CC(C34C2(C5(COC(=O)C5(C(C3)OC(=O)C4O)O)C)O)C
Canonical_SMILES	O=C(O[C@@H]1C[C@H]([C@@]23[C@@]1(O)[C@]1(C)COC(=O)[C@@]1([C@@H](C2)OC(=O)[C@@H]3O)O)C)CCc1cccc(c1)Br
InChI	1/C24H27BrO9/c1-12-8-15(33-17(26)7-6-13-4-3-5-14(25)9-13)24(31)21(2)11-32-20(29)23(21,30)16-10-22(12,24)18(27)19(28)34-16/h3-5,9,12,15-16,18,27,30-31H,6-8,10-11H2,1-2H3
InChI_3D	1S/C24H27BrO9/c1-12-8-15(33-17(26)7-6-13-4-3-5-14(25)9-13)24(31)21(2)11-32-20(29)23(21,30)16-10-22(12,24)18(27)19(28)34-16/h3-5,9,12,15-16,18,27,30-31H,6-8,10-11H2,1-2H3/t12-,15-,16-,18+,21-,22+,23-,24+/m1/s1
AuxInfo	1/0/N:21,22,1,2,3,23,24,10,4,11,12,14,5,6,16,15,9,13,7,8,19,18,17,20,34,27,30,25,26,31,32,28,33,29/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOBrHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;;;;;;s7;s10;s11;s10;s8s15;s11s13s14;s12s17;s16s18s19;s14;s19;s5;s9s23;d7;d8;d9;s8s12;s7s15;s13;s17;s20;s9s16;s6;s1;s2;s3;s4;s10;s10;s11;s11;s12;s12;s13;s14;s15;s16;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s30;s31;s32;/rC:-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;0,2.0104,0;8.6781,2.3459,0;5.8494,2.0604,0;3.4634,-1.0063,0;6.5866,-2.0549,0;7.8358,.2304,0;4.8965,.7528,0;9.6487,2.5865,0;7.4533,-1.5562,0;7.4304,1.1446,0;5.8444,-1.3847,0;6.436,1.2505,0;7.2469,-.5777,0;5.8471,.4424,0;6.2525,-.4718,0;8.1628,-3.1559,0;5.3087,2.1075,0;1.7328,-.0038,0;2.5981,-.505,0;7.9845,3.0663,0;6.1598,3.011,0;3.4619,-2.0063,0;4.8979,1.7528,0;8.401,1.3851,0;9.8892,1.6158,0;6.8414,.3364,0;5.2525,-.4703,0;4.3301,-.5075,0;0,3.0104,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;6.2145,-2.389,0;6.8799,-2.4599,0;8.1826,-.1297,0;8.2507,.5094,0;4.3993,.8057,0;4.7918,.2638,0;9.5285,3.0718,0;7.9291,-1.4024,0;7.3962,1.6434,0;5.5499,-1.7888,0;7.7057,-3.3586,0;8.6199,-2.9532,0;8.3655,-3.613,0;5.7845,2.2613,0;4.833,1.9537,0;5.1549,2.5833,0;1.4822,-.4364,0;1.9834,.4289,0;2.3475,-.9377,0;2.8487,-.0724,0;9.5291,1.269,0;6.547,-.0677,0;5.0019,-.903,0;
Duplicates	CHEMBL5186520
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186520.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186520.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186520.sdf