CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI5833_t0 (2518)

Formula C₃₃H₄₂O₅

MW 518.69

InChIKey NTCBJJMOLYDOIE-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 80

Number_Heavy_Atoms 38

Number_Rings 3

Number_Bonds 82

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 5

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 1

XLogP3 0

XLogP 4.18

logP 7.5186

PSA 94.83

MR 154.497

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -187.39209

PM7_Total_Energy_ev -6096.57437

PM7_Electronic_Energy_ev -67562.22615

PM7_Dipole_Debye 7.54734

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.262

PM7_LUMO_Energy_ev -0.729

PM7_COSMO_Area_square_ang 502.97

PM7_COSMO_Volue_cubic_ang 687.47

PM7_Electron_Affinity_ev 0.729

PM7_Ionization_Energy_ev 9.262

PM7_Energy_Gap_ev 8.533

PM7_Global_Hardness_ev 4.2665

PM7_Global_Softness_ev 0.23438415563107934

PM7_Chemical_Potential_ev -4.9955

PM7_Electronigativity_ev 4.9955

PM7_Back_Donation_Energy_ev -1.066625

PM7_Electrophilicity_ev 2.9245306750263684

OPENEYE_Name 2-benzoyl-3,5-dihydroxy-4-[[(1~{R},2~{S},5~{S})-2-hydroxy-5-isopropenyl-2-methyl-cyclopentyl]methyl]-6,6-bis(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one

SMILES c1ccc(cc1)C(=O)C2=C(C(=C(C(C2=O)(CC=C(C)C)CC=C(C)C)O)CC3C(CCC3(C)O)C(=C)C)O

Canonical_SMILES CC(=CCC1(CC=C(C)C)C(=C(C[C@@H]2[C@H](CC[C@]2(C)O)C(=C)C)C(=C(C1=O)C(=O)c1ccccc1)O)O)C

InChI 1/C33H42O5/c1-20(2)13-17-33(18-14-21(3)4)30(36)25(19-26-24(22(5)6)15-16-32(26,7)38)29(35)27(31(33)37)28(34)23-11-9-8-10-12-23/h8-14,24,26,35-36,38H,5,15-19H2,1-4,6-7H3

InChI_3D 1S/C33H42O5/c1-20(2)13-17-33(18-14-21(3)4)30(36)25(19-26-24(22(5)6)15-16-32(26,7)38)29(35)27(31(33)37)28(34)23-11-9-8-10-12-23/h8-14,24,26,35-36,38H,5,15-19H2,1-4,6-7H3/t24-,26-,32+/m1/s1

AuxInfo 1/0/N:26,27,28,29,12,25,30,1,2,3,4,5,13,14,19,20,32,33,31,17,18,16,6,21,8,22,7,15,9,10,11,24,23,35,36,37,34,38/E:(1,2,3,4)(9,10)(11,12)(13,14)(17,18)(20,21)/rA:80cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;d7s8;d8;s7;;;;s6s7;d12;d13;d14;;s19;s16s19;s21;s10s11;s20s22;s16;s17;s17;s18;s18;s24;s8s22;s13s23;s14s23;d11;d15;s9;s10;s24;s1;s2;s3;s4;s5;s12;s12;s13;s14;s19;s19;s20;s20;s21;s22;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;s28;s29;s29;s29;s30;s30;s30;s31;s31;s32;s32;s33;s33;s36;s37;s38;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;.866,4.2604,0;2.6012,4.2605,0;1.7306,3.7579,0;2.6071,5.2656,0;.8631,5.2604,0;5.5675,4.946,0;3.493,7.8766,0;-.0382,7.8662,0;0,3.7604,0;6.3065,4.2723,0;3.1473,8.8149,0;-1.0226,7.6906,0;5.9248,1.5612,0;4.9709,1.2566,0;5.9322,2.5628,0;4.9787,2.8785,0;1.7337,5.763,0;4.3894,2.0702,0;7.2595,4.5755,0;3.7871,9.5835,0;2.1618,8.9847,0;-1.6669,8.4554,0;-1.3628,6.7502,0;3.0822,.9067,0;3.4657,3.7579,0;2.8532,7.108,0;.6061,7.1014,0;-.0036,5.7592,0;-.866,4.2604,0;1.7292,2.7579,0;4.1226,6.1406,0;3.6487,2.7421,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;5.6744,5.4344,0;5.091,4.7944,0;3.9858,7.7917,0;.1319,8.3364,0;6.4224,1.6102,0;6.0259,1.0715,0;5.1715,.7987,0;4.5361,1.0096,0;6.4291,2.5072,0;5.1839,3.3344,0;7.4111,4.0991,0;7.1079,5.052,0;7.7359,4.7271,0;4.1714,9.2636,0;3.4028,9.9034,0;4.107,9.9678,0;2.0769,8.492,0;2.2467,9.4774,0;1.6691,9.0696,0;-1.2845,8.7775,0;-2.0493,8.1332,0;-1.9891,8.8378,0;-.8926,6.5801,0;-1.833,6.9203,0;-1.5329,6.28,0;3.4146,.5332,0;2.7497,1.2802,0;2.7087,.5743,0;3.717,4.1902,0;3.2144,3.3256,0;2.469,7.4279,0;3.2375,6.7881,0;.2237,6.7792,0;.9885,7.4235,0;1.2958,2.5085,0;4.5556,5.8906,0;3.1726,2.5894,0;

Duplicates ChEBI5833_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5833_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5833_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5833_t0.sdf

Formula	C₃₃H₄₂O₅
MW	518.69
InChIKey	NTCBJJMOLYDOIE-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	80
Number_Heavy_Atoms	38
Number_Rings	3
Number_Bonds	82
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	5
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	1
XLogP3	0
XLogP	4.18
logP	7.5186
PSA	94.83
MR	154.497
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-187.39209
PM7_Total_Energy_ev	-6096.57437
PM7_Electronic_Energy_ev	-67562.22615
PM7_Dipole_Debye	7.54734
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.262
PM7_LUMO_Energy_ev	-0.729
PM7_COSMO_Area_square_ang	502.97
PM7_COSMO_Volue_cubic_ang	687.47
PM7_Electron_Affinity_ev	0.729
PM7_Ionization_Energy_ev	9.262
PM7_Energy_Gap_ev	8.533
PM7_Global_Hardness_ev	4.2665
PM7_Global_Softness_ev	0.23438415563107934
PM7_Chemical_Potential_ev	-4.9955
PM7_Electronigativity_ev	4.9955
PM7_Back_Donation_Energy_ev	-1.066625
PM7_Electrophilicity_ev	2.9245306750263684
OPENEYE_Name	2-benzoyl-3,5-dihydroxy-4-[[(1~{R},2~{S},5~{S})-2-hydroxy-5-isopropenyl-2-methyl-cyclopentyl]methyl]-6,6-bis(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one
SMILES	c1ccc(cc1)C(=O)C2=C(C(=C(C(C2=O)(CC=C(C)C)CC=C(C)C)O)CC3C(CCC3(C)O)C(=C)C)O
Canonical_SMILES	CC(=CCC1(CC=C(C)C)C(=C(C[C@@H]2[C@H](CC[C@]2(C)O)C(=C)C)C(=C(C1=O)C(=O)c1ccccc1)O)O)C
InChI	1/C33H42O5/c1-20(2)13-17-33(18-14-21(3)4)30(36)25(19-26-24(22(5)6)15-16-32(26,7)38)29(35)27(31(33)37)28(34)23-11-9-8-10-12-23/h8-14,24,26,35-36,38H,5,15-19H2,1-4,6-7H3
InChI_3D	1S/C33H42O5/c1-20(2)13-17-33(18-14-21(3)4)30(36)25(19-26-24(22(5)6)15-16-32(26,7)38)29(35)27(31(33)37)28(34)23-11-9-8-10-12-23/h8-14,24,26,35-36,38H,5,15-19H2,1-4,6-7H3/t24-,26-,32+/m1/s1
AuxInfo	1/0/N:26,27,28,29,12,25,30,1,2,3,4,5,13,14,19,20,32,33,31,17,18,16,6,21,8,22,7,15,9,10,11,24,23,35,36,37,34,38/E:(1,2,3,4)(9,10)(11,12)(13,14)(17,18)(20,21)/rA:80cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;d7s8;d8;s7;;;;s6s7;d12;d13;d14;;s19;s16s19;s21;s10s11;s20s22;s16;s17;s17;s18;s18;s24;s8s22;s13s23;s14s23;d11;d15;s9;s10;s24;s1;s2;s3;s4;s5;s12;s12;s13;s14;s19;s19;s20;s20;s21;s22;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;s28;s29;s29;s29;s30;s30;s30;s31;s31;s32;s32;s33;s33;s36;s37;s38;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;.866,4.2604,0;2.6012,4.2605,0;1.7306,3.7579,0;2.6071,5.2656,0;.8631,5.2604,0;5.5675,4.946,0;3.493,7.8766,0;-.0382,7.8662,0;0,3.7604,0;6.3065,4.2723,0;3.1473,8.8149,0;-1.0226,7.6906,0;5.9248,1.5612,0;4.9709,1.2566,0;5.9322,2.5628,0;4.9787,2.8785,0;1.7337,5.763,0;4.3894,2.0702,0;7.2595,4.5755,0;3.7871,9.5835,0;2.1618,8.9847,0;-1.6669,8.4554,0;-1.3628,6.7502,0;3.0822,.9067,0;3.4657,3.7579,0;2.8532,7.108,0;.6061,7.1014,0;-.0036,5.7592,0;-.866,4.2604,0;1.7292,2.7579,0;4.1226,6.1406,0;3.6487,2.7421,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;5.6744,5.4344,0;5.091,4.7944,0;3.9858,7.7917,0;.1319,8.3364,0;6.4224,1.6102,0;6.0259,1.0715,0;5.1715,.7987,0;4.5361,1.0096,0;6.4291,2.5072,0;5.1839,3.3344,0;7.4111,4.0991,0;7.1079,5.052,0;7.7359,4.7271,0;4.1714,9.2636,0;3.4028,9.9034,0;4.107,9.9678,0;2.0769,8.492,0;2.2467,9.4774,0;1.6691,9.0696,0;-1.2845,8.7775,0;-2.0493,8.1332,0;-1.9891,8.8378,0;-.8926,6.5801,0;-1.833,6.9203,0;-1.5329,6.28,0;3.4146,.5332,0;2.7497,1.2802,0;2.7087,.5743,0;3.717,4.1902,0;3.2144,3.3256,0;2.469,7.4279,0;3.2375,6.7881,0;.2237,6.7792,0;.9885,7.4235,0;1.2958,2.5085,0;4.5556,5.8906,0;3.1726,2.5894,0;
Duplicates	ChEBI5833_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5833_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5833_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5833_t0.sdf