CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI9227 (4175)

Formula C₂₇H₃₂O₁₀

MW 516.54

InChIKey KECRQSRAHLUNQU-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 69

Number_Heavy_Atoms 37

Number_Rings 4

Number_Bonds 72

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 10

HB_Donor 1

HB_Acceptor 5

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP 0.34

logP 1.7208

PSA 137.96

MR 128.976

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -346.16356

PM7_Total_Energy_ev -6699.32102

PM7_Electronic_Energy_ev -68618.45177

PM7_Dipole_Debye 1.71629

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.75

PM7_LUMO_Energy_ev -0.454

PM7_COSMO_Area_square_ang 441.92

PM7_COSMO_Volue_cubic_ang 618.57

PM7_Electron_Affinity_ev 0.454

PM7_Ionization_Energy_ev 9.75

PM7_Energy_Gap_ev 9.296

PM7_Global_Hardness_ev 4.648

PM7_Global_Softness_ev 0.21514629948364888

PM7_Chemical_Potential_ev -5.102

PM7_Electronigativity_ev 5.102

PM7_Back_Donation_Energy_ev -1.162

PM7_Electrophilicity_ev 2.8001725473321857

OPENEYE_Name [(~{E})-2-[(3~{a}~{R},4~{R},6~{R},6~{a}~{S},7~{R},9~{a}~{R},9~{b}~{R})-7-acetoxy-9-methyl-3-methylene-2-oxo-spiro[4,5,6~{a},7,9~{a},9~{b}-hexahydro-3~{a}~{H}-azuleno[4,5-b]furan-6,2'-oxirane]-4-yl]oxycarbonylbut-2-enyl] (~{E})-2-(hydroxymethyl)but-2-enoate

SMILES C1=C(C2C(C1OC(=O)C)C3(CC(C4C2OC(=O)C4=C)OC(=O)C(=CC)COC(=O)C(=CC)CO)CO3)C

Canonical_SMILES C/C=C(/C(=O)O[C@@H]1C[C@]2(CO2)[C@H]2[C@@H]([C@@H]3[C@@H]1C(=C)C(=O)O3)C(=C[C@H]2OC(=O)C)C)COC(=O)/C(=C/C)/CO

InChI 1/C27H32O10/c1-6-16(10-28)25(31)33-11-17(7-2)26(32)36-19-9-27(12-34-27)22-18(35-15(5)29)8-13(3)20(22)23-21(19)14(4)24(30)37-23/h6-8,18-23,28H,4,9-12H2,1-3,5H3

InChI_3D 1S/C27H32O10/c1-6-16(10-28)25(31)33-11-17(7-2)26(32)36-19-9-27(12-34-27)22-18(35-15(5)29)8-13(3)20(22)23-21(19)14(4)24(30)37-23/h6-8,18-23,28H,4,9-12H2,1-3,5H3/b16-6+,17-7+/t18-,19-,20+,21-,22-,23-,27+/m1/s1

AuxInfo 1/0/N:24,23,22,5,25,7,6,1,13,26,27,14,2,3,12,9,8,15,20,16,17,18,19,4,11,10,21,34,31,28,30,29,36,33,37,35,32/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;d3;;;w6;w7;s8;s9;;;;s1;s2;s3;s15s16;s16s17;s13s17;s13s14s18;s2;s6;s7;s12;s9;s8;d4;d10;d11;d12;s4s19;s14s21;s26;s10s20;s11s27;s12s15;s1;s5;s5;s6;s7;s13;s13;s14;s14;s15;s16;s17;s18;s19;s20;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s27;s27;s34;/rC:;-.309,.9511,0;.8152,4.1153,0;-.1808,4.0257,0;1.3281,4.9738,0;2.0239,6.7634,0;6.2824,8.4562,0;2.9115,6.3028,0;5.3948,8.9168,0;2.9563,5.3038,0;4.5521,8.3785,0;1.7045,-1.5823,0;2.666,2.1366,0;3.2193,.8939,0;1,0,0;.5,1.5388,0;1.2082,3.1958,0;1.309,.9511,0;.4551,2.5378,0;2.1921,3.0172,0;2.273,1.2171,0;-1.9734,1.4918,0;1.979,7.7624,0;7.1251,8.9946,0;1.6,-2.5768,0;5.3499,9.9158,0;3.7542,6.8412,0;-.8387,4.7787,0;3.8439,4.8432,0;3.6645,8.8391,0;2.618,-1.1756,0;-.4033,3.0507,0;2.4662,.2359,0;5.305,10.9148,0;2.1136,4.7655,0;4.5969,7.3795,0;.8955,-.9945,0;-.2939,-.4045,0;1.0846,5.4105,0;1.828,4.9663,0;1.6025,6.4943,0;6.3048,7.9567,0;3.0425,2.4656,0;3.0705,1.8427,0;3.4606,1.3318,0;3.6087,.5802,0;1.4891,-.104,0;.9403,1.7758,0;1.3412,2.7138,0;1.6545,.5897,0;.0259,2.2814,0;2.6741,3.1502,0;-2.1279,1.0163,0;-1.8189,1.9674,0;-2.4489,1.6463,0;1.4795,7.74,0;2.4785,7.7849,0;1.9566,8.2619,0;6.8559,9.4159,0;7.3943,8.5732,0;7.5464,9.2637,0;1.1027,-2.5246,0;2.0972,-2.6291,0;1.5477,-3.0741,0;4.8504,9.8934,0;5.8494,9.9383,0;3.485,7.2625,0;4.0234,6.4198,0;4.8612,11.1452,0;

Duplicates ChEBI9227

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9227.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9227.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9227.sdf

Formula	C₂₇H₃₂O₁₀
MW	516.54
InChIKey	KECRQSRAHLUNQU-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	69
Number_Heavy_Atoms	37
Number_Rings	4
Number_Bonds	72
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	10
HB_Donor	1
HB_Acceptor	5
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	0.34
logP	1.7208
PSA	137.96
MR	128.976
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-346.16356
PM7_Total_Energy_ev	-6699.32102
PM7_Electronic_Energy_ev	-68618.45177
PM7_Dipole_Debye	1.71629
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.75
PM7_LUMO_Energy_ev	-0.454
PM7_COSMO_Area_square_ang	441.92
PM7_COSMO_Volue_cubic_ang	618.57
PM7_Electron_Affinity_ev	0.454
PM7_Ionization_Energy_ev	9.75
PM7_Energy_Gap_ev	9.296
PM7_Global_Hardness_ev	4.648
PM7_Global_Softness_ev	0.21514629948364888
PM7_Chemical_Potential_ev	-5.102
PM7_Electronigativity_ev	5.102
PM7_Back_Donation_Energy_ev	-1.162
PM7_Electrophilicity_ev	2.8001725473321857
OPENEYE_Name	[(~{E})-2-[(3~{a}~{R},4~{R},6~{R},6~{a}~{S},7~{R},9~{a}~{R},9~{b}~{R})-7-acetoxy-9-methyl-3-methylene-2-oxo-spiro[4,5,6~{a},7,9~{a},9~{b}-hexahydro-3~{a}~{H}-azuleno[4,5-b]furan-6,2'-oxirane]-4-yl]oxycarbonylbut-2-enyl] (~{E})-2-(hydroxymethyl)but-2-enoate
SMILES	C1=C(C2C(C1OC(=O)C)C3(CC(C4C2OC(=O)C4=C)OC(=O)C(=CC)COC(=O)C(=CC)CO)CO3)C
Canonical_SMILES	C/C=C(/C(=O)O[C@@H]1C[C@]2(CO2)[C@H]2[C@@H]([C@@H]3[C@@H]1C(=C)C(=O)O3)C(=C[C@H]2OC(=O)C)C)COC(=O)/C(=C/C)/CO
InChI	1/C27H32O10/c1-6-16(10-28)25(31)33-11-17(7-2)26(32)36-19-9-27(12-34-27)22-18(35-15(5)29)8-13(3)20(22)23-21(19)14(4)24(30)37-23/h6-8,18-23,28H,4,9-12H2,1-3,5H3
InChI_3D	1S/C27H32O10/c1-6-16(10-28)25(31)33-11-17(7-2)26(32)36-19-9-27(12-34-27)22-18(35-15(5)29)8-13(3)20(22)23-21(19)14(4)24(30)37-23/h6-8,18-23,28H,4,9-12H2,1-3,5H3/b16-6+,17-7+/t18-,19-,20+,21-,22-,23-,27+/m1/s1
AuxInfo	1/0/N:24,23,22,5,25,7,6,1,13,26,27,14,2,3,12,9,8,15,20,16,17,18,19,4,11,10,21,34,31,28,30,29,36,33,37,35,32/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;d3;;;w6;w7;s8;s9;;;;s1;s2;s3;s15s16;s16s17;s13s17;s13s14s18;s2;s6;s7;s12;s9;s8;d4;d10;d11;d12;s4s19;s14s21;s26;s10s20;s11s27;s12s15;s1;s5;s5;s6;s7;s13;s13;s14;s14;s15;s16;s17;s18;s19;s20;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s27;s27;s34;/rC:;-.309,.9511,0;.8152,4.1153,0;-.1808,4.0257,0;1.3281,4.9738,0;2.0239,6.7634,0;6.2824,8.4562,0;2.9115,6.3028,0;5.3948,8.9168,0;2.9563,5.3038,0;4.5521,8.3785,0;1.7045,-1.5823,0;2.666,2.1366,0;3.2193,.8939,0;1,0,0;.5,1.5388,0;1.2082,3.1958,0;1.309,.9511,0;.4551,2.5378,0;2.1921,3.0172,0;2.273,1.2171,0;-1.9734,1.4918,0;1.979,7.7624,0;7.1251,8.9946,0;1.6,-2.5768,0;5.3499,9.9158,0;3.7542,6.8412,0;-.8387,4.7787,0;3.8439,4.8432,0;3.6645,8.8391,0;2.618,-1.1756,0;-.4033,3.0507,0;2.4662,.2359,0;5.305,10.9148,0;2.1136,4.7655,0;4.5969,7.3795,0;.8955,-.9945,0;-.2939,-.4045,0;1.0846,5.4105,0;1.828,4.9663,0;1.6025,6.4943,0;6.3048,7.9567,0;3.0425,2.4656,0;3.0705,1.8427,0;3.4606,1.3318,0;3.6087,.5802,0;1.4891,-.104,0;.9403,1.7758,0;1.3412,2.7138,0;1.6545,.5897,0;.0259,2.2814,0;2.6741,3.1502,0;-2.1279,1.0163,0;-1.8189,1.9674,0;-2.4489,1.6463,0;1.4795,7.74,0;2.4785,7.7849,0;1.9566,8.2619,0;6.8559,9.4159,0;7.3943,8.5732,0;7.5464,9.2637,0;1.1027,-2.5246,0;2.0972,-2.6291,0;1.5477,-3.0741,0;4.8504,9.8934,0;5.8494,9.9383,0;3.485,7.2625,0;4.0234,6.4198,0;4.8612,11.1452,0;
Duplicates	ChEBI9227
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9227.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9227.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9227.sdf