CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14648 (11937)

Formula C₂₇H₄₀O₆

MW 460.61

InChIKey OHVWRJDVJRNCPE-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 73

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 75

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 6

HB_Donor 0

HB_Acceptor 3

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.85

logP 5.1564

PSA 78.9

MR 128.208

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -294.67483

PM7_Total_Energy_ev -5629.86186

PM7_Electronic_Energy_ev -57151.93679

PM7_Dipole_Debye 4.04899

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.812

PM7_LUMO_Energy_ev 0.327

PM7_COSMO_Area_square_ang 449.87

PM7_COSMO_Volue_cubic_ang 604.15

PM7_Electron_Affinity_ev -0.327

PM7_Ionization_Energy_ev 8.812

PM7_Energy_Gap_ev 9.139

PM7_Global_Hardness_ev 4.5695

PM7_Global_Softness_ev 0.218842324105482

PM7_Chemical_Potential_ev -4.2425

PM7_Electronigativity_ev 4.2425

PM7_Back_Donation_Energy_ev -1.142375

PM7_Electrophilicity_ev 1.9694502954371376

OPENEYE_Name [(1~{S},3~{R},7~{S},8~{S},8~{a}~{R})-8-[2-[(2~{R},4~{R})-4-acetoxy-6-oxo-tetrahydropyran-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8~{a}-hexahydronaphthalen-1-yl] 2,2-dimethylbutanoate

SMILES C1=CC(C(C2C1=CC(CC2OC(=O)C(C)(C)CC)C)CCC3CC(CC(=O)O3)OC(=O)C)C

Canonical_SMILES CCC(C(=O)O[C@H]1C[C@@H](C)C=C2[C@H]1[C@@H](CC[C@@H]1C[C@@H](OC(=O)C)CC(=O)O1)[C@H](C=C2)C)(C)C

InChI 1/C27H40O6/c1-7-27(5,6)26(30)33-23-13-16(2)12-19-9-8-17(3)22(25(19)23)11-10-20-14-21(31-18(4)28)15-24(29)32-20/h8-9,12,16-17,20-23,25H,7,10-11,13-15H2,1-6H3

InChI_3D 1S/C27H40O6/c1-7-27(5,6)26(30)33-23-13-16(2)12-19-9-8-17(3)22(25(19)23)11-10-20-14-21(31-18(4)28)15-24(29)32-20/h8-9,12,16-17,20-23,25H,7,10-11,13-15H2,1-6H3/t16-,17-,20+,21+,22-,23-,25-/m0/s1

AuxInfo 1/0/N:21,20,19,18,22,23,26,2,1,25,24,3,9,10,8,12,11,6,4,17,15,14,16,5,13,7,27,29,28,30,32,31,33/E:(5,6)/rA:73cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;;;;s5;;;s2;s3s9;s4;s11s13;s8s10;s9s13;s10;s6;s11;s12;;;;s14;s17s24;s21;s7s22s23s26;d5;d6;d7;s5s17;s6s15;s7s16;s1;s2;s3;s8;s8;s9;s9;s10;s10;s11;s12;s13;s14;s15;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;/rC:3.9116,6.0169,0;3.9086,5.0164,0;3.0535,7.5258,0;3.0489,6.5258,0;-.8675,1.5027,0;.2991,-1.706,0;-.28,4.7133,0;-.8675,.4975,0;1.3137,7.5358,0;.8675,.4975,0;3.0347,4.5186,0;2.187,8.0347,0;2.1756,6.0269,0;2.1639,5.0215,0;;1.307,6.5282,0;.8675,1.5027,0;.9412,-2.4727,0;4.1543,3.1736,0;1.0695,9.3814,0;-2.2037,7.0154,0;-.1539,6.1219,0;-1.6886,4.8394,0;1.5589,3.3794,0;1.2132,2.441,0;-1.5625,6.248,0;-.9212,5.4807,0;-1.735,2.0001,0;-.6859,-1.8787,0;-.624,3.7743,0;0,2.0104,0;.642,-.7667,0;.7051,4.8849,0;4.3462,6.2642,0;4.3405,4.7645,0;3.488,7.7732,0;-1.0376,.0273,0;-1.36,.5838,0;.8208,7.4519,0;1.1452,8.0066,0;1.36,.5838,0;1.0376,.0273,0;2.7126,4.1363,0;2.5108,8.4156,0;2.6066,5.7734,0;1.6722,5.1121,0;-.321,-.3833,0;.815,6.6171,0;1.3597,1.4149,0;1.3245,-2.1517,0;.5578,-2.7937,0;1.2622,-2.856,0;3.77,2.8538,0;4.5386,3.4935,0;4.4742,2.7894,0;1.4543,9.7007,0;.6847,9.0622,0;.7502,9.7662,0;-1.82,7.336,0;-2.5873,6.6948,0;-2.5243,7.3991,0;-.4745,6.5055,0;.1667,5.7382,0;.2298,6.4425,0;-1.368,4.4558,0;-2.0092,5.2231,0;-2.0723,4.5188,0;2.0281,3.2065,0;1.0898,3.5522,0;1.6824,2.2682,0;.744,2.6139,0;-1.9461,5.9274,0;-1.1788,6.5686,0;

Duplicates DB14648

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14648.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14648.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14648.sdf

Formula	C₂₇H₄₀O₆
MW	460.61
InChIKey	OHVWRJDVJRNCPE-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	73
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	75
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	6
HB_Donor	0
HB_Acceptor	3
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.85
logP	5.1564
PSA	78.9
MR	128.208
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-294.67483
PM7_Total_Energy_ev	-5629.86186
PM7_Electronic_Energy_ev	-57151.93679
PM7_Dipole_Debye	4.04899
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.812
PM7_LUMO_Energy_ev	0.327
PM7_COSMO_Area_square_ang	449.87
PM7_COSMO_Volue_cubic_ang	604.15
PM7_Electron_Affinity_ev	-0.327
PM7_Ionization_Energy_ev	8.812
PM7_Energy_Gap_ev	9.139
PM7_Global_Hardness_ev	4.5695
PM7_Global_Softness_ev	0.218842324105482
PM7_Chemical_Potential_ev	-4.2425
PM7_Electronigativity_ev	4.2425
PM7_Back_Donation_Energy_ev	-1.142375
PM7_Electrophilicity_ev	1.9694502954371376
OPENEYE_Name	[(1~{S},3~{R},7~{S},8~{S},8~{a}~{R})-8-[2-[(2~{R},4~{R})-4-acetoxy-6-oxo-tetrahydropyran-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8~{a}-hexahydronaphthalen-1-yl] 2,2-dimethylbutanoate
SMILES	C1=CC(C(C2C1=CC(CC2OC(=O)C(C)(C)CC)C)CCC3CC(CC(=O)O3)OC(=O)C)C
Canonical_SMILES	CCC(C(=O)O[C@H]1C[C@@H](C)C=C2[C@H]1[C@@H](CC[C@@H]1C[C@@H](OC(=O)C)CC(=O)O1)[C@H](C=C2)C)(C)C
InChI	1/C27H40O6/c1-7-27(5,6)26(30)33-23-13-16(2)12-19-9-8-17(3)22(25(19)23)11-10-20-14-21(31-18(4)28)15-24(29)32-20/h8-9,12,16-17,20-23,25H,7,10-11,13-15H2,1-6H3
InChI_3D	1S/C27H40O6/c1-7-27(5,6)26(30)33-23-13-16(2)12-19-9-8-17(3)22(25(19)23)11-10-20-14-21(31-18(4)28)15-24(29)32-20/h8-9,12,16-17,20-23,25H,7,10-11,13-15H2,1-6H3/t16-,17-,20+,21+,22-,23-,25-/m0/s1
AuxInfo	1/0/N:21,20,19,18,22,23,26,2,1,25,24,3,9,10,8,12,11,6,4,17,15,14,16,5,13,7,27,29,28,30,32,31,33/E:(5,6)/rA:73cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;;;;s5;;;s2;s3s9;s4;s11s13;s8s10;s9s13;s10;s6;s11;s12;;;;s14;s17s24;s21;s7s22s23s26;d5;d6;d7;s5s17;s6s15;s7s16;s1;s2;s3;s8;s8;s9;s9;s10;s10;s11;s12;s13;s14;s15;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;/rC:3.9116,6.0169,0;3.9086,5.0164,0;3.0535,7.5258,0;3.0489,6.5258,0;-.8675,1.5027,0;.2991,-1.706,0;-.28,4.7133,0;-.8675,.4975,0;1.3137,7.5358,0;.8675,.4975,0;3.0347,4.5186,0;2.187,8.0347,0;2.1756,6.0269,0;2.1639,5.0215,0;;1.307,6.5282,0;.8675,1.5027,0;.9412,-2.4727,0;4.1543,3.1736,0;1.0695,9.3814,0;-2.2037,7.0154,0;-.1539,6.1219,0;-1.6886,4.8394,0;1.5589,3.3794,0;1.2132,2.441,0;-1.5625,6.248,0;-.9212,5.4807,0;-1.735,2.0001,0;-.6859,-1.8787,0;-.624,3.7743,0;0,2.0104,0;.642,-.7667,0;.7051,4.8849,0;4.3462,6.2642,0;4.3405,4.7645,0;3.488,7.7732,0;-1.0376,.0273,0;-1.36,.5838,0;.8208,7.4519,0;1.1452,8.0066,0;1.36,.5838,0;1.0376,.0273,0;2.7126,4.1363,0;2.5108,8.4156,0;2.6066,5.7734,0;1.6722,5.1121,0;-.321,-.3833,0;.815,6.6171,0;1.3597,1.4149,0;1.3245,-2.1517,0;.5578,-2.7937,0;1.2622,-2.856,0;3.77,2.8538,0;4.5386,3.4935,0;4.4742,2.7894,0;1.4543,9.7007,0;.6847,9.0622,0;.7502,9.7662,0;-1.82,7.336,0;-2.5873,6.6948,0;-2.5243,7.3991,0;-.4745,6.5055,0;.1667,5.7382,0;.2298,6.4425,0;-1.368,4.4558,0;-2.0092,5.2231,0;-2.0723,4.5188,0;2.0281,3.2065,0;1.0898,3.5522,0;1.6824,2.2682,0;.744,2.6139,0;-1.9461,5.9274,0;-1.1788,6.5686,0;
Duplicates	DB14648
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14648.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14648.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14648.sdf