CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL104647 (4830)

Formula C₃₉H₄₄O₁₁

MW 688.77

InChIKey OGRGWTXWAZBJKF-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 94

Number_Heavy_Atoms 50

Number_Rings 6

Number_Bonds 99

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 11

HB_Donor 3

HB_Acceptor 7

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 2.27

logP 3.8023

PSA 165.89

MR 181.414

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -392.14331

PM7_Total_Energy_ev -8631.28823

PM7_Electronic_Energy_ev -104780.89232

PM7_Dipole_Debye 3.91724

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.642

PM7_LUMO_Energy_ev -0.13

PM7_COSMO_Area_square_ang 572.43

PM7_COSMO_Volue_cubic_ang 835.32

PM7_Electron_Affinity_ev 0.13

PM7_Ionization_Energy_ev 8.642

PM7_Energy_Gap_ev 8.512

PM7_Global_Hardness_ev 4.256

PM7_Global_Softness_ev 0.2349624060150376

PM7_Chemical_Potential_ev -4.386

PM7_Electronigativity_ev 4.386

PM7_Back_Donation_Energy_ev -1.064

PM7_Electrophilicity_ev 2.259985432330827

OPENEYE_Name [(1~{S},2~{S},6~{R},10~{S},11~{R},13~{S},14~{R},15~{R})-13-acetoxy-1,6-dihydroxy-8-[[2-(4-hydroxy-3-methoxy-phenyl)acetyl]oxymethyl]-4,12,12,15-tetramethyl-5-oxo-14-tetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dienyl] 2-phenylacetate

SMILES c1ccc(cc1)CC(=O)OC2C(C3(C4C=C(C(=O)C4(CC(=CC3C5C2(C5(C)C)OC(=O)C)COC(=O)Cc6ccc(c(c6)OC)O)O)C)O)C

Canonical_SMILES COc1cc(ccc1O)CC(=O)OCC1=C[C@H]2[C@@H]3C([C@]3(OC(=O)C)[C@@H]([C@H]([C@@]2([C@H]2[C@@](C1)(O)C(=O)C(=C2)C)O)C)OC(=O)Cc1ccccc1)(C)C

InChI 1/C39H44O11/c1-21-14-30-37(45,34(21)44)19-26(20-48-31(42)18-25-12-13-28(41)29(16-25)47-6)15-27-33-36(4,5)39(33,50-23(3)40)35(22(2)38(27,30)46)49-32(43)17-24-10-8-7-9-11-24/h7-16,22,27,30,33,35,41,45-46H,17-20H2,1-6H3

InChI_3D 1S/C39H44O11/c1-21-14-30-37(45,34(21)44)19-26(20-48-31(42)18-25-12-13-28(41)29(16-25)47-6)15-27-33-36(4,5)39(33,50-23(3)40)35(22(2)38(27,30)46)49-32(43)17-24-10-8-7-9-11-24/h7-16,22,27,30,33,35,41,45-46H,17-20H2,1-6H3/t22-,27+,30-,33-,35-,37-,38-,39-/m1/s1

AuxInfo 1/0/N:31,33,32,34,35,36,1,2,3,4,5,6,7,13,14,8,37,38,21,39,15,25,18,9,10,16,23,11,12,22,20,19,24,17,26,30,27,28,29,41,44,43,42,40,45,46,47,50,48,49/E:(4,5)(8,9)(10,11)/rA:94cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s6d8;s7;s8d11;;;d13;d14;s15;;;;s16;s13;s14;s23;;s25;s17s21s22;s22s23s25;s24s26;s24s29;s15;s18;s25;s30;s30;;s9s19;s10s20;s16;d17;d18;d19;d20;s11;s27;s28;s12s36;s19s26;s18s29;s20s39;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s21;s21;s22;s23;s24;s25;s26;s31;s31;s31;s32;s32;s32;s33;s33;s33;s34;s34;s34;s35;s35;s35;s36;s36;s36;s37;s37;s38;s38;s39;s39;s44;s45;s46;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;6.4157,13.3653,0;7.2919,13.8474,0;7.2478,11.8427,0;0,2.0104,0;6.3893,12.3656,0;8.1504,13.3245,0;8.1327,12.3195,0;-.3079,8.929,0;2.9014,8.4542,0;-.5353,9.9028,0;2.8515,9.4529,0;.3206,10.42,0;2.313,3.7206,0;0,4.7604,0;4.6329,11.4091,0;2.0396,10.0367,0;.6885,8.8444,0;2.1516,7.7925,0;2.4936,6.8528,0;.524,7.2001,0;.866,6.2604,0;1.077,9.7658,0;1.1668,7.9661,0;1.8508,6.0868,0;2.8356,5.9131,0;-1.4567,10.2913,0;2.1393,2.7357,0;-.9915,6.3251,0;4.5591,6.217,0;2.8356,4.9131,0;9.8643,12.2789,0;0,3.7604,0;5.5111,11.8874,0;3.7298,9.9312,0;.4053,11.4164,0;3.2527,4.0626,0;-.866,5.2604,0;3.7796,11.9306,0;9.0265,13.8066,0;1.7387,9.0161,0;1.5088,7.0264,0;8.9868,11.7993,0;.866,5.2604,0;1.5469,4.3633,0;4.608,10.4094,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;5.9887,13.6254,0;7.3029,14.3473,0;7.2346,11.3429,0;-.635,8.5509,0;3.3621,8.26,0;1.8005,10.4758,0;2.4145,10.3675,0;.4152,8.4257,0;2.0162,8.2738,0;2.9635,7.0238,0;.2026,7.5831,0;.3736,6.1736,0;-1.6509,9.8305,0;-1.2625,10.752,0;-1.9175,10.4855,0;2.6317,2.6489,0;1.6469,2.8226,0;2.0525,2.2433,0;-.7415,5.8921,0;-1.2415,6.7581,0;-1.4246,6.0751,0;4.4722,6.7094,0;4.6459,5.7246,0;5.0515,6.3038,0;3.3356,4.9131,0;2.3356,4.9131,0;2.8356,4.4131,0;9.6245,12.7176,0;10.104,11.8401,0;10.303,12.5186,0;.5,3.7604,0;-.5,3.7604,0;5.7503,11.4483,0;5.272,12.3265,0;3.4906,10.3703,0;3.9689,9.4921,0;9.0367,14.3065,0;2.2287,9.1151,0;1.1874,6.6434,0;

Duplicates CHEMBL104647;CHEMBL2374054

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000104500-0000104749/CHEMBL104647.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000104500-0000104749/CHEMBL104647.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000104500-0000104749/CHEMBL104647.sdf

Formula	C₃₉H₄₄O₁₁
MW	688.77
InChIKey	OGRGWTXWAZBJKF-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	94
Number_Heavy_Atoms	50
Number_Rings	6
Number_Bonds	99
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	11
HB_Donor	3
HB_Acceptor	7
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	2.27
logP	3.8023
PSA	165.89
MR	181.414
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-392.14331
PM7_Total_Energy_ev	-8631.28823
PM7_Electronic_Energy_ev	-104780.89232
PM7_Dipole_Debye	3.91724
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.642
PM7_LUMO_Energy_ev	-0.13
PM7_COSMO_Area_square_ang	572.43
PM7_COSMO_Volue_cubic_ang	835.32
PM7_Electron_Affinity_ev	0.13
PM7_Ionization_Energy_ev	8.642
PM7_Energy_Gap_ev	8.512
PM7_Global_Hardness_ev	4.256
PM7_Global_Softness_ev	0.2349624060150376
PM7_Chemical_Potential_ev	-4.386
PM7_Electronigativity_ev	4.386
PM7_Back_Donation_Energy_ev	-1.064
PM7_Electrophilicity_ev	2.259985432330827
OPENEYE_Name	[(1~{S},2~{S},6~{R},10~{S},11~{R},13~{S},14~{R},15~{R})-13-acetoxy-1,6-dihydroxy-8-[[2-(4-hydroxy-3-methoxy-phenyl)acetyl]oxymethyl]-4,12,12,15-tetramethyl-5-oxo-14-tetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dienyl] 2-phenylacetate
SMILES	c1ccc(cc1)CC(=O)OC2C(C3(C4C=C(C(=O)C4(CC(=CC3C5C2(C5(C)C)OC(=O)C)COC(=O)Cc6ccc(c(c6)OC)O)O)C)O)C
Canonical_SMILES	COc1cc(ccc1O)CC(=O)OCC1=C[C@H]2[C@@H]3C([C@]3(OC(=O)C)[C@@H]([C@H]([C@@]2([C@H]2[C@@](C1)(O)C(=O)C(=C2)C)O)C)OC(=O)Cc1ccccc1)(C)C
InChI	1/C39H44O11/c1-21-14-30-37(45,34(21)44)19-26(20-48-31(42)18-25-12-13-28(41)29(16-25)47-6)15-27-33-36(4,5)39(33,50-23(3)40)35(22(2)38(27,30)46)49-32(43)17-24-10-8-7-9-11-24/h7-16,22,27,30,33,35,41,45-46H,17-20H2,1-6H3
InChI_3D	1S/C39H44O11/c1-21-14-30-37(45,34(21)44)19-26(20-48-31(42)18-25-12-13-28(41)29(16-25)47-6)15-27-33-36(4,5)39(33,50-23(3)40)35(22(2)38(27,30)46)49-32(43)17-24-10-8-7-9-11-24/h7-16,22,27,30,33,35,41,45-46H,17-20H2,1-6H3/t22-,27+,30-,33-,35-,37-,38-,39-/m1/s1
AuxInfo	1/0/N:31,33,32,34,35,36,1,2,3,4,5,6,7,13,14,8,37,38,21,39,15,25,18,9,10,16,23,11,12,22,20,19,24,17,26,30,27,28,29,41,44,43,42,40,45,46,47,50,48,49/E:(4,5)(8,9)(10,11)/rA:94cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s6d8;s7;s8d11;;;d13;d14;s15;;;;s16;s13;s14;s23;;s25;s17s21s22;s22s23s25;s24s26;s24s29;s15;s18;s25;s30;s30;;s9s19;s10s20;s16;d17;d18;d19;d20;s11;s27;s28;s12s36;s19s26;s18s29;s20s39;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s21;s21;s22;s23;s24;s25;s26;s31;s31;s31;s32;s32;s32;s33;s33;s33;s34;s34;s34;s35;s35;s35;s36;s36;s36;s37;s37;s38;s38;s39;s39;s44;s45;s46;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;6.4157,13.3653,0;7.2919,13.8474,0;7.2478,11.8427,0;0,2.0104,0;6.3893,12.3656,0;8.1504,13.3245,0;8.1327,12.3195,0;-.3079,8.929,0;2.9014,8.4542,0;-.5353,9.9028,0;2.8515,9.4529,0;.3206,10.42,0;2.313,3.7206,0;0,4.7604,0;4.6329,11.4091,0;2.0396,10.0367,0;.6885,8.8444,0;2.1516,7.7925,0;2.4936,6.8528,0;.524,7.2001,0;.866,6.2604,0;1.077,9.7658,0;1.1668,7.9661,0;1.8508,6.0868,0;2.8356,5.9131,0;-1.4567,10.2913,0;2.1393,2.7357,0;-.9915,6.3251,0;4.5591,6.217,0;2.8356,4.9131,0;9.8643,12.2789,0;0,3.7604,0;5.5111,11.8874,0;3.7298,9.9312,0;.4053,11.4164,0;3.2527,4.0626,0;-.866,5.2604,0;3.7796,11.9306,0;9.0265,13.8066,0;1.7387,9.0161,0;1.5088,7.0264,0;8.9868,11.7993,0;.866,5.2604,0;1.5469,4.3633,0;4.608,10.4094,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;5.9887,13.6254,0;7.3029,14.3473,0;7.2346,11.3429,0;-.635,8.5509,0;3.3621,8.26,0;1.8005,10.4758,0;2.4145,10.3675,0;.4152,8.4257,0;2.0162,8.2738,0;2.9635,7.0238,0;.2026,7.5831,0;.3736,6.1736,0;-1.6509,9.8305,0;-1.2625,10.752,0;-1.9175,10.4855,0;2.6317,2.6489,0;1.6469,2.8226,0;2.0525,2.2433,0;-.7415,5.8921,0;-1.2415,6.7581,0;-1.4246,6.0751,0;4.4722,6.7094,0;4.6459,5.7246,0;5.0515,6.3038,0;3.3356,4.9131,0;2.3356,4.9131,0;2.8356,4.4131,0;9.6245,12.7176,0;10.104,11.8401,0;10.303,12.5186,0;.5,3.7604,0;-.5,3.7604,0;5.7503,11.4483,0;5.272,12.3265,0;3.4906,10.3703,0;3.9689,9.4921,0;9.0367,14.3065,0;2.2287,9.1151,0;1.1874,6.6434,0;
Duplicates	CHEMBL104647;CHEMBL2374054
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000104500-0000104749/CHEMBL104647.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000104500-0000104749/CHEMBL104647.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000104500-0000104749/CHEMBL104647.sdf