CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5187147 (2529043)

Formula C₂₈H₃₈O₉

MW 518.6

InChIKey AWLZBLWSYIXLDD-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 75

Number_Heavy_Atoms 37

Number_Rings 3

Number_Bonds 77

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 9

HB_Donor 0

HB_Acceptor 4

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 3.95

logP 4.1596

PSA 114.43

MR 134.651

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -370.64054

PM7_Total_Energy_ev -6609.99742

PM7_Electronic_Energy_ev -69373.49699

PM7_Dipole_Debye 3.59277

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.108

PM7_LUMO_Energy_ev -0.21

PM7_COSMO_Area_square_ang 496.14

PM7_COSMO_Volue_cubic_ang 644.76

PM7_Electron_Affinity_ev 0.21

PM7_Ionization_Energy_ev 9.108

PM7_Energy_Gap_ev 8.898

PM7_Global_Hardness_ev 4.449

PM7_Global_Softness_ev 0.22476961114857272

PM7_Chemical_Potential_ev -4.659

PM7_Electronigativity_ev 4.659

PM7_Back_Donation_Energy_ev -1.11225

PM7_Electrophilicity_ev 2.439456169925826

OPENEYE_Name [(1~{S},3~{R},5~{S},6~{a}~{S},7~{R},8~{R},10~{S},10~{a}~{R})-1,3,10-triacetoxy-7,8-dimethyl-7-[(2~{E})-3-methylpenta-2,4-dienyl]-1,3,5,6,6~{a},8,9,10-octahydrobenzo[d]isobenzofuran-5-yl] acetate

SMILES C1=C2C(OC(C23C(CC1OC(=O)C)C(C(CC3OC(=O)C)C)(C)CC=C(C=C)C)OC(=O)C)OC(=O)C

Canonical_SMILES C=C/C(=C/C[C@]1(C)[C@H](C)C[C@@H]([C@]23[C@H]1C[C@H](OC(=O)C)C=C3[C@H](O[C@H]2OC(=O)C)OC(=O)C)OC(=O)C)/C

InChI 1/C28H38O9/c1-9-15(2)10-11-27(8)16(3)12-24(34-18(5)30)28-22(13-21(14-23(27)28)33-17(4)29)25(35-19(6)31)37-26(28)36-20(7)32/h9-10,13,16,21,23-26H,1,11-12,14H2,2-8H3

InChI_3D 1S/C28H38O9/c1-9-15(2)10-11-27(8)16(3)12-24(34-18(5)30)28-22(13-21(14-23(27)28)33-17(4)29)25(35-19(6)31)37-26(28)36-20(7)32/h9-10,13,16,21,23-26H,1,11-12,14H2,2-8H3/b15-10+/t16-,21-,23+,24+,25+,26-,27-,28+/m1/s1

AuxInfo 1/0/N:3,21,26,22,24,23,25,27,4,5,28,12,1,11,6,16,7,9,8,10,13,2,15,17,14,18,20,19,29,31,30,32,34,36,35,37,33/rA:75cCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;s4w5;;;;;;;s1s11;s2;s11;s12;s12;;s2s15s17s18;s15s16;s6;s7;s8;s9;s10;s16;s20;s5s20;d7;d8;d9;d10;s14s18;s7s13;s8s14;s9s17;s10s18;s1;s3;s3;s4;s5;s11;s11;s12;s12;s13;s14;s15;s16;s17;s18;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;/rC:;-.5,-.866,0;5.6597,-2.6969,0;4.72,-3.0389,0;3.6066,-4.3657,0;4.5463,-4.0237,0;1.5924,1.6276,0;-2.9781,-.2079,0;-1.6669,-4.7078,0;-2.1691,-3.3412,0;1.5,-.866,0;0,-3.4641,0;1,0,0;-1.4781,-1.0739,0;1,-1.732,0;1,-3.4641,0;-.5,-2.5981,0;-.6691,-2.4752,0;0,-1.7321,0;1.5,-2.5981,0;5.3124,-4.6665,0;1.4187,2.6124,0;-3.9781,-.2079,0;-2.433,-5.3506,0;-2.6691,-2.4752,0;.6961,-5.1875,0;2.8406,-1.4732,0;2.8406,-3.723,0;2.5321,1.2856,0;-2.4781,.6581,0;-.7272,-5.0498,0;-2.6691,-4.2072,0;-1.5827,-2.0685,0;.8264,.9848,0;-2.4781,-1.0739,0;-1.8406,-3.723,0;-1.1691,-3.3412,0;-.25,.433,0;5.7465,-2.2045,0;6.0427,-3.0183,0;4.3369,-2.7175,0;3.5198,-4.8581,0;1.883,-.5446,0;1.883,-1.1874,0;.0868,-3.9565,0;-.4698,-3.6351,0;1.4698,.171,0;-1.5304,-.5767,0;.75,-1.299,0;1.4698,-3.6351,0;-.883,-2.2767,0;-.2646,-2.7691,0;4.991,-5.0495,0;5.6338,-4.2835,0;5.6954,-4.9879,0;.9263,2.5256,0;1.9112,2.6992,0;1.3319,3.1048,0;-3.9781,.2921,0;-3.9781,-.7079,0;-4.4781,-.2079,0;-2.7544,-4.9675,0;-2.816,-5.6719,0;-2.1116,-5.7336,0;-2.2361,-2.2252,0;-3.1021,-2.7252,0;-2.9191,-2.0422,0;.2037,-5.1007,0;1.1885,-5.2743,0;.6093,-5.6799,0;2.5192,-1.0902,0;3.162,-1.8562,0;3.2236,-1.1518,0;3.162,-3.3399,0;2.5192,-4.106,0;

Duplicates CHEMBL5187147

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187147.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187147.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187147.sdf

Formula	C₂₈H₃₈O₉
MW	518.6
InChIKey	AWLZBLWSYIXLDD-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	75
Number_Heavy_Atoms	37
Number_Rings	3
Number_Bonds	77
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	9
HB_Donor	0
HB_Acceptor	4
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	3.95
logP	4.1596
PSA	114.43
MR	134.651
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-370.64054
PM7_Total_Energy_ev	-6609.99742
PM7_Electronic_Energy_ev	-69373.49699
PM7_Dipole_Debye	3.59277
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.108
PM7_LUMO_Energy_ev	-0.21
PM7_COSMO_Area_square_ang	496.14
PM7_COSMO_Volue_cubic_ang	644.76
PM7_Electron_Affinity_ev	0.21
PM7_Ionization_Energy_ev	9.108
PM7_Energy_Gap_ev	8.898
PM7_Global_Hardness_ev	4.449
PM7_Global_Softness_ev	0.22476961114857272
PM7_Chemical_Potential_ev	-4.659
PM7_Electronigativity_ev	4.659
PM7_Back_Donation_Energy_ev	-1.11225
PM7_Electrophilicity_ev	2.439456169925826
OPENEYE_Name	[(1~{S},3~{R},5~{S},6~{a}~{S},7~{R},8~{R},10~{S},10~{a}~{R})-1,3,10-triacetoxy-7,8-dimethyl-7-[(2~{E})-3-methylpenta-2,4-dienyl]-1,3,5,6,6~{a},8,9,10-octahydrobenzo[d]isobenzofuran-5-yl] acetate
SMILES	C1=C2C(OC(C23C(CC1OC(=O)C)C(C(CC3OC(=O)C)C)(C)CC=C(C=C)C)OC(=O)C)OC(=O)C
Canonical_SMILES	C=C/C(=C/C[C@]1(C)[C@H](C)C[C@@H]([C@]23[C@H]1C[C@H](OC(=O)C)C=C3[C@H](O[C@H]2OC(=O)C)OC(=O)C)OC(=O)C)/C
InChI	1/C28H38O9/c1-9-15(2)10-11-27(8)16(3)12-24(34-18(5)30)28-22(13-21(14-23(27)28)33-17(4)29)25(35-19(6)31)37-26(28)36-20(7)32/h9-10,13,16,21,23-26H,1,11-12,14H2,2-8H3
InChI_3D	1S/C28H38O9/c1-9-15(2)10-11-27(8)16(3)12-24(34-18(5)30)28-22(13-21(14-23(27)28)33-17(4)29)25(35-19(6)31)37-26(28)36-20(7)32/h9-10,13,16,21,23-26H,1,11-12,14H2,2-8H3/b15-10+/t16-,21-,23+,24+,25+,26-,27-,28+/m1/s1
AuxInfo	1/0/N:3,21,26,22,24,23,25,27,4,5,28,12,1,11,6,16,7,9,8,10,13,2,15,17,14,18,20,19,29,31,30,32,34,36,35,37,33/rA:75cCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;s4w5;;;;;;;s1s11;s2;s11;s12;s12;;s2s15s17s18;s15s16;s6;s7;s8;s9;s10;s16;s20;s5s20;d7;d8;d9;d10;s14s18;s7s13;s8s14;s9s17;s10s18;s1;s3;s3;s4;s5;s11;s11;s12;s12;s13;s14;s15;s16;s17;s18;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;/rC:;-.5,-.866,0;5.6597,-2.6969,0;4.72,-3.0389,0;3.6066,-4.3657,0;4.5463,-4.0237,0;1.5924,1.6276,0;-2.9781,-.2079,0;-1.6669,-4.7078,0;-2.1691,-3.3412,0;1.5,-.866,0;0,-3.4641,0;1,0,0;-1.4781,-1.0739,0;1,-1.732,0;1,-3.4641,0;-.5,-2.5981,0;-.6691,-2.4752,0;0,-1.7321,0;1.5,-2.5981,0;5.3124,-4.6665,0;1.4187,2.6124,0;-3.9781,-.2079,0;-2.433,-5.3506,0;-2.6691,-2.4752,0;.6961,-5.1875,0;2.8406,-1.4732,0;2.8406,-3.723,0;2.5321,1.2856,0;-2.4781,.6581,0;-.7272,-5.0498,0;-2.6691,-4.2072,0;-1.5827,-2.0685,0;.8264,.9848,0;-2.4781,-1.0739,0;-1.8406,-3.723,0;-1.1691,-3.3412,0;-.25,.433,0;5.7465,-2.2045,0;6.0427,-3.0183,0;4.3369,-2.7175,0;3.5198,-4.8581,0;1.883,-.5446,0;1.883,-1.1874,0;.0868,-3.9565,0;-.4698,-3.6351,0;1.4698,.171,0;-1.5304,-.5767,0;.75,-1.299,0;1.4698,-3.6351,0;-.883,-2.2767,0;-.2646,-2.7691,0;4.991,-5.0495,0;5.6338,-4.2835,0;5.6954,-4.9879,0;.9263,2.5256,0;1.9112,2.6992,0;1.3319,3.1048,0;-3.9781,.2921,0;-3.9781,-.7079,0;-4.4781,-.2079,0;-2.7544,-4.9675,0;-2.816,-5.6719,0;-2.1116,-5.7336,0;-2.2361,-2.2252,0;-3.1021,-2.7252,0;-2.9191,-2.0422,0;.2037,-5.1007,0;1.1885,-5.2743,0;.6093,-5.6799,0;2.5192,-1.0902,0;3.162,-1.8562,0;3.2236,-1.1518,0;3.162,-3.3399,0;2.5192,-4.106,0;
Duplicates	CHEMBL5187147
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187147.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187147.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187147.sdf