CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186442 (2528294)

Formula C₂₂H₃₂O₈

MW 424.49

InChIKey WVGPYAPCNFWDFR-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 64

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 8

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.93

logP 1.6613

PSA 119.36

MR 107.009

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -366.10881

PM7_Total_Energy_ev -5498.02786

PM7_Electronic_Energy_ev -48902.24068

PM7_Dipole_Debye 6.57897

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.559

PM7_LUMO_Energy_ev -0.809

PM7_COSMO_Area_square_ang 420.47

PM7_COSMO_Volue_cubic_ang 516.21

PM7_Electron_Affinity_ev 0.809

PM7_Ionization_Energy_ev 10.559

PM7_Energy_Gap_ev 9.75

PM7_Global_Hardness_ev 4.875

PM7_Global_Softness_ev 0.20512820512820512

PM7_Chemical_Potential_ev -5.684

PM7_Electronigativity_ev 5.684

PM7_Back_Donation_Energy_ev -1.21875

PM7_Electrophilicity_ev 3.3136262564102563

OPENEYE_Name [(5~{a}~{R},6~{R},8~{S},9~{S},9~{a}~{S},9~{b}~{R})-3-(acetoxymethyl)-6,9-dihydroxy-5~{a},9-dimethyl-2-oxo-5,6,7,8,9~{a},9~{b}-hexahydro-4~{H}-benzo[g]benzofuran-8-yl] 3-methylbutanoate

SMILES C1(=C2CCC3(C(C2OC1=O)C(C(CC3O)OC(=O)CC(C)C)(C)O)C)COC(=O)C

Canonical_SMILES CC(CC(=O)O[C@H]1C[C@@H](O)[C@]2([C@H]([C@]1(C)O)[C@H]1OC(=O)C(=C1CC2)COC(=O)C)C)C

InChI 1/C22H32O8/c1-11(2)8-17(25)29-16-9-15(24)21(4)7-6-13-14(10-28-12(3)23)20(26)30-18(13)19(21)22(16,5)27/h11,15-16,18-19,24,27H,6-10H2,1-5H3

InChI_3D 1S/C22H32O8/c1-11(2)8-17(25)29-16-9-15(24)21(4)7-6-13-14(10-28-12(3)23)20(26)30-18(13)19(21)22(16,5)27/h11,15-16,18-19,24,27H,6-10H2,1-5H3/t15-,16+,18+,19-,21+,22-/m1/s1

AuxInfo 1/0/N:18,19,15,16,17,6,7,21,8,20,22,4,2,1,11,12,5,9,10,3,13,14,24,27,25,23,28,30,29,26/E:(1,2)/rA:62cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;s6;;s2;s9;s8;s8;s7s10s11;s10s12;s4;s13;s14;;;s1;s5;s18s19s21;d3;d4;d5;s3s9;s11;s14;s5s12;s4s20;s6;s6;s7;s7;s8;s8;s9;s10;s11;s12;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s27;s28;/rC:4.224,1.6775,0;3.4726,1.0054,0;3.817,2.5999,0;6.8505,1.9961,0;-2.3671,1.4632,0;3.4748,.0022,0;2.6038,-.4989,0;;2.6012,1.5124,0;1.7358,1.0056,0;.8679,-.4978,0;0,1.0056,0;1.7371,0,0;.8679,1.5134,0;7.828,1.785,0;.8716,.5009,0;-.2596,2.8518,0;-4.5116,2.0966,0;-5.3205,.9366,0;5.2015,1.4663,0;-3.3516,1.2876,0;-4.336,1.1121,0;4.3198,3.4643,0;6.5446,2.9482,0;-2.0269,2.4035,0;2.814,2.4976,0;-.256,-1.8392,0;1.9954,2.8518,0;-1.7228,.6984,0;6.1789,1.2552,0;3.9671,.0895,0;3.6457,-.4677,0;2.925,-.8821,0;2.2825,-.882,0;-.1701,-.4702,0;-.4925,.0864,0;2.6019,1.0124,0;1.7357,1.5056,0;1.1888,-.8813,0;-.1728,1.4748,0;7.9335,2.2737,0;7.7224,1.2962,0;8.3167,1.6794,0;.6211,.0682,0;1.1221,.9337,0;.4389,.7514,0;-.642,2.5297,0;.1228,3.1739,0;-.5817,3.2342,0;-4.0193,2.1843,0;-5.0038,2.0088,0;-4.5994,2.5888,0;-5.4083,1.4288,0;-5.2327,.4443,0;-5.8127,.8488,0;5.307,1.9551,0;5.0959,.9776,0;-3.4393,1.7799,0;-3.2638,.7954,0;-4.2483,.6199,0;-.0846,-2.3089,0;1.8253,3.322,0;

Duplicates CHEMBL5186442

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186250-0005186499/CHEMBL5186442.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186250-0005186499/CHEMBL5186442.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186250-0005186499/CHEMBL5186442.sdf

Formula	C₂₂H₃₂O₈
MW	424.49
InChIKey	WVGPYAPCNFWDFR-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	64
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	8
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.93
logP	1.6613
PSA	119.36
MR	107.009
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-366.10881
PM7_Total_Energy_ev	-5498.02786
PM7_Electronic_Energy_ev	-48902.24068
PM7_Dipole_Debye	6.57897
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.559
PM7_LUMO_Energy_ev	-0.809
PM7_COSMO_Area_square_ang	420.47
PM7_COSMO_Volue_cubic_ang	516.21
PM7_Electron_Affinity_ev	0.809
PM7_Ionization_Energy_ev	10.559
PM7_Energy_Gap_ev	9.75
PM7_Global_Hardness_ev	4.875
PM7_Global_Softness_ev	0.20512820512820512
PM7_Chemical_Potential_ev	-5.684
PM7_Electronigativity_ev	5.684
PM7_Back_Donation_Energy_ev	-1.21875
PM7_Electrophilicity_ev	3.3136262564102563
OPENEYE_Name	[(5~{a}~{R},6~{R},8~{S},9~{S},9~{a}~{S},9~{b}~{R})-3-(acetoxymethyl)-6,9-dihydroxy-5~{a},9-dimethyl-2-oxo-5,6,7,8,9~{a},9~{b}-hexahydro-4~{H}-benzo[g]benzofuran-8-yl] 3-methylbutanoate
SMILES	C1(=C2CCC3(C(C2OC1=O)C(C(CC3O)OC(=O)CC(C)C)(C)O)C)COC(=O)C
Canonical_SMILES	CC(CC(=O)O[C@H]1C[C@@H](O)[C@]2([C@H]([C@]1(C)O)[C@H]1OC(=O)C(=C1CC2)COC(=O)C)C)C
InChI	1/C22H32O8/c1-11(2)8-17(25)29-16-9-15(24)21(4)7-6-13-14(10-28-12(3)23)20(26)30-18(13)19(21)22(16,5)27/h11,15-16,18-19,24,27H,6-10H2,1-5H3
InChI_3D	1S/C22H32O8/c1-11(2)8-17(25)29-16-9-15(24)21(4)7-6-13-14(10-28-12(3)23)20(26)30-18(13)19(21)22(16,5)27/h11,15-16,18-19,24,27H,6-10H2,1-5H3/t15-,16+,18+,19-,21+,22-/m1/s1
AuxInfo	1/0/N:18,19,15,16,17,6,7,21,8,20,22,4,2,1,11,12,5,9,10,3,13,14,24,27,25,23,28,30,29,26/E:(1,2)/rA:62cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;s6;;s2;s9;s8;s8;s7s10s11;s10s12;s4;s13;s14;;;s1;s5;s18s19s21;d3;d4;d5;s3s9;s11;s14;s5s12;s4s20;s6;s6;s7;s7;s8;s8;s9;s10;s11;s12;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s27;s28;/rC:4.224,1.6775,0;3.4726,1.0054,0;3.817,2.5999,0;6.8505,1.9961,0;-2.3671,1.4632,0;3.4748,.0022,0;2.6038,-.4989,0;;2.6012,1.5124,0;1.7358,1.0056,0;.8679,-.4978,0;0,1.0056,0;1.7371,0,0;.8679,1.5134,0;7.828,1.785,0;.8716,.5009,0;-.2596,2.8518,0;-4.5116,2.0966,0;-5.3205,.9366,0;5.2015,1.4663,0;-3.3516,1.2876,0;-4.336,1.1121,0;4.3198,3.4643,0;6.5446,2.9482,0;-2.0269,2.4035,0;2.814,2.4976,0;-.256,-1.8392,0;1.9954,2.8518,0;-1.7228,.6984,0;6.1789,1.2552,0;3.9671,.0895,0;3.6457,-.4677,0;2.925,-.8821,0;2.2825,-.882,0;-.1701,-.4702,0;-.4925,.0864,0;2.6019,1.0124,0;1.7357,1.5056,0;1.1888,-.8813,0;-.1728,1.4748,0;7.9335,2.2737,0;7.7224,1.2962,0;8.3167,1.6794,0;.6211,.0682,0;1.1221,.9337,0;.4389,.7514,0;-.642,2.5297,0;.1228,3.1739,0;-.5817,3.2342,0;-4.0193,2.1843,0;-5.0038,2.0088,0;-4.5994,2.5888,0;-5.4083,1.4288,0;-5.2327,.4443,0;-5.8127,.8488,0;5.307,1.9551,0;5.0959,.9776,0;-3.4393,1.7799,0;-3.2638,.7954,0;-4.2483,.6199,0;-.0846,-2.3089,0;1.8253,3.322,0;
Duplicates	CHEMBL5186442
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186250-0005186499/CHEMBL5186442.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186250-0005186499/CHEMBL5186442.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186250-0005186499/CHEMBL5186442.sdf