CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182358 (97514)

Formula C₂₄H₃₂O₁₁

MW 496.51

InChIKey HOMCMRVLJZABGH-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 35

Number_Rings 3

Number_Bonds 69

Rotat_Bonds 11

Unbranched_Chain 3

Chiral_Centers 6

ONatoms 11

HB_Donor 2

HB_Acceptor 6

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP 0.37

logP 0.646

PSA 154.89

MR 118.893

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -440.11618

PM7_Total_Energy_ev -6627.66806

PM7_Electronic_Energy_ev -67945.2496

PM7_Dipole_Debye 4.32805

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.662

PM7_LUMO_Energy_ev -0.408

PM7_COSMO_Area_square_ang 424.65

PM7_COSMO_Volue_cubic_ang 586.97

PM7_Electron_Affinity_ev 0.408

PM7_Ionization_Energy_ev 9.662

PM7_Energy_Gap_ev 9.254

PM7_Global_Hardness_ev 4.627

PM7_Global_Softness_ev 0.2161227577263886

PM7_Chemical_Potential_ev -5.035

PM7_Electronigativity_ev 5.035

PM7_Back_Donation_Energy_ev -1.15675

PM7_Electrophilicity_ev 2.7394883293710826

OPENEYE_Name [(4~{S},6~{R},6~{a}~{S},9~{R},10~{S},10~{a}~{R})-6,10-diacetoxy-6~{a},9-dihydroxy-3-(methoxymethyl)-6,9-dimethyl-2-oxo-5,7,8,10-tetrahydro-4~{H}-benzo[h]benzofuran-4-yl] 2-methylprop-2-enoate

SMILES C1(=C2C(CC(C3(C2(C(C(CC3)(C)O)OC(=O)C)OC1=O)O)(C)OC(=O)C)OC(=O)C(=C)C)COC

Canonical_SMILES COCC1=C2[C@@H](OC(=O)C(=C)C)C[C@@]([C@@]3([C@]2(OC1=O)[C@@H](OC(=O)C)[C@](C)(O)CC3)O)(C)OC(=O)C

InChI 1/C24H32O11/c1-12(2)18(27)33-16-10-22(6,34-14(4)26)23(30)9-8-21(5,29)20(32-13(3)25)24(23)17(16)15(11-31-7)19(28)35-24/h16,20,29-30H,1,8-11H2,2-7H3

InChI_3D 1S/C24H32O11/c1-12(2)18(27)33-16-10-22(6,34-14(4)26)23(30)9-8-21(5,29)20(32-13(3)25)24(23)17(16)15(11-31-7)19(28)35-24/h16,20,29-30H,1,8-11H2,2-7H3/t16-,20-,21+,22+,23-,24+/m0/s1

AuxInfo 1/0/N:4,18,19,20,21,22,23,10,9,11,24,5,7,8,1,12,2,6,3,13,16,17,15,14,27,28,26,25,31,30,35,33,32,34,29/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s5;;;;s9;;s2s11;;s2s13;s9s14;s10s13;s11s15;s5;s7;s8;s16;s17;;s1;d3;d6;d7;d8;s3s14;s15;s16;s6s12;s7s13;s8s17;s23s24;s4;s4;s9;s9;s10;s10;s11;s11;s12;s13;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s30;s31;/rC:;-.309,-.9511,0;1,0,0;-4.9634,-1.6194,0;-4.5251,-.7206,0;-3.5275,-.6508,0;1.2927,.5957,0;-.9955,-4.6051,0;1.2045,-3.1211,0;2.118,-2.7144,0;-1.3271,-2.3523,0;-1.2226,-1.3578,0;1.4135,-1.1321,0;.5,-1.5388,0;.3955,-2.5334,0;2.2226,-1.7199,0;-.5181,-2.9401,0;-5.0842,.1085,0;2.2903,.6655,0;-1.7148,-5.2997,0;3.9048,-2.2023,0;.0411,-3.7691,0;-2.2042,3.0338,0;-1.0286,1.4158,0;1.5878,.809,0;-3.0891,.248,0;.7335,1.4248,0;-.0342,-4.8807,0;1.309,-.9511,0;-.4135,-1.9456,0;2.6609,-.8211,0;-2.9683,-1.4799,0;.8544,-.3031,0;-1.2374,-3.6348,0;-1.6164,2.2248,0;-5.4622,-1.6543,0;-4.6838,-2.0339,0;1.4841,-3.5357,0;.8448,-3.4685,0;2.6168,-2.6795,0;2.239,-3.1996,0;-1.5463,-2.8017,0;-1.8077,-2.2145,0;-1.3435,-.8726,0;1.7732,-.7848,0;-5.4988,-.1711,0;-4.6697,.388,0;-5.3638,.523,0;2.3252,.1667,0;2.2554,1.1643,0;2.7891,.7004,0;-2.0622,-4.94,0;-1.3675,-5.6594,0;-2.0745,-5.647,0;4.0426,-1.7216,0;3.767,-2.6829,0;4.3854,-2.3401,0;.4556,-3.4895,0;-.3734,-4.0487,0;.3207,-4.1837,0;-1.7997,3.3277,0;-2.6087,2.7399,0;-2.4981,3.4383,0;-.6241,1.7097,0;-1.4331,1.1219,0;-.3613,-1.4483,0;3.1597,-.7862,0;

Duplicates ChEBI182358

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182358.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182358.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182358.sdf

Formula	C₂₄H₃₂O₁₁
MW	496.51
InChIKey	HOMCMRVLJZABGH-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	35
Number_Rings	3
Number_Bonds	69
Rotat_Bonds	11
Unbranched_Chain	3
Chiral_Centers	6
ONatoms	11
HB_Donor	2
HB_Acceptor	6
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	0.37
logP	0.646
PSA	154.89
MR	118.893
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-440.11618
PM7_Total_Energy_ev	-6627.66806
PM7_Electronic_Energy_ev	-67945.2496
PM7_Dipole_Debye	4.32805
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.662
PM7_LUMO_Energy_ev	-0.408
PM7_COSMO_Area_square_ang	424.65
PM7_COSMO_Volue_cubic_ang	586.97
PM7_Electron_Affinity_ev	0.408
PM7_Ionization_Energy_ev	9.662
PM7_Energy_Gap_ev	9.254
PM7_Global_Hardness_ev	4.627
PM7_Global_Softness_ev	0.2161227577263886
PM7_Chemical_Potential_ev	-5.035
PM7_Electronigativity_ev	5.035
PM7_Back_Donation_Energy_ev	-1.15675
PM7_Electrophilicity_ev	2.7394883293710826
OPENEYE_Name	[(4~{S},6~{R},6~{a}~{S},9~{R},10~{S},10~{a}~{R})-6,10-diacetoxy-6~{a},9-dihydroxy-3-(methoxymethyl)-6,9-dimethyl-2-oxo-5,7,8,10-tetrahydro-4~{H}-benzo[h]benzofuran-4-yl] 2-methylprop-2-enoate
SMILES	C1(=C2C(CC(C3(C2(C(C(CC3)(C)O)OC(=O)C)OC1=O)O)(C)OC(=O)C)OC(=O)C(=C)C)COC
Canonical_SMILES	COCC1=C2[C@@H](OC(=O)C(=C)C)C[C@@]([C@@]3([C@]2(OC1=O)[C@@H](OC(=O)C)[C@](C)(O)CC3)O)(C)OC(=O)C
InChI	1/C24H32O11/c1-12(2)18(27)33-16-10-22(6,34-14(4)26)23(30)9-8-21(5,29)20(32-13(3)25)24(23)17(16)15(11-31-7)19(28)35-24/h16,20,29-30H,1,8-11H2,2-7H3
InChI_3D	1S/C24H32O11/c1-12(2)18(27)33-16-10-22(6,34-14(4)26)23(30)9-8-21(5,29)20(32-13(3)25)24(23)17(16)15(11-31-7)19(28)35-24/h16,20,29-30H,1,8-11H2,2-7H3/t16-,20-,21+,22+,23-,24+/m0/s1
AuxInfo	1/0/N:4,18,19,20,21,22,23,10,9,11,24,5,7,8,1,12,2,6,3,13,16,17,15,14,27,28,26,25,31,30,35,33,32,34,29/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s5;;;;s9;;s2s11;;s2s13;s9s14;s10s13;s11s15;s5;s7;s8;s16;s17;;s1;d3;d6;d7;d8;s3s14;s15;s16;s6s12;s7s13;s8s17;s23s24;s4;s4;s9;s9;s10;s10;s11;s11;s12;s13;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s30;s31;/rC:;-.309,-.9511,0;1,0,0;-4.9634,-1.6194,0;-4.5251,-.7206,0;-3.5275,-.6508,0;1.2927,.5957,0;-.9955,-4.6051,0;1.2045,-3.1211,0;2.118,-2.7144,0;-1.3271,-2.3523,0;-1.2226,-1.3578,0;1.4135,-1.1321,0;.5,-1.5388,0;.3955,-2.5334,0;2.2226,-1.7199,0;-.5181,-2.9401,0;-5.0842,.1085,0;2.2903,.6655,0;-1.7148,-5.2997,0;3.9048,-2.2023,0;.0411,-3.7691,0;-2.2042,3.0338,0;-1.0286,1.4158,0;1.5878,.809,0;-3.0891,.248,0;.7335,1.4248,0;-.0342,-4.8807,0;1.309,-.9511,0;-.4135,-1.9456,0;2.6609,-.8211,0;-2.9683,-1.4799,0;.8544,-.3031,0;-1.2374,-3.6348,0;-1.6164,2.2248,0;-5.4622,-1.6543,0;-4.6838,-2.0339,0;1.4841,-3.5357,0;.8448,-3.4685,0;2.6168,-2.6795,0;2.239,-3.1996,0;-1.5463,-2.8017,0;-1.8077,-2.2145,0;-1.3435,-.8726,0;1.7732,-.7848,0;-5.4988,-.1711,0;-4.6697,.388,0;-5.3638,.523,0;2.3252,.1667,0;2.2554,1.1643,0;2.7891,.7004,0;-2.0622,-4.94,0;-1.3675,-5.6594,0;-2.0745,-5.647,0;4.0426,-1.7216,0;3.767,-2.6829,0;4.3854,-2.3401,0;.4556,-3.4895,0;-.3734,-4.0487,0;.3207,-4.1837,0;-1.7997,3.3277,0;-2.6087,2.7399,0;-2.4981,3.4383,0;-.6241,1.7097,0;-1.4331,1.1219,0;-.3613,-1.4483,0;3.1597,-.7862,0;
Duplicates	ChEBI182358
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182358.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182358.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182358.sdf