CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI180728 (96514)

Formula C₂₂H₃₀O₉

MW 438.47

InChIKey ZSGWJLBSFZRJAT-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 64

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 9

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.32

logP 1.0566

PSA 120.89

MR 105.643

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -356.36643

PM7_Total_Energy_ev -5764.31586

PM7_Electronic_Energy_ev -54651.86502

PM7_Dipole_Debye 3.99522

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.894

PM7_LUMO_Energy_ev 0.265

PM7_COSMO_Area_square_ang 395.2

PM7_COSMO_Volue_cubic_ang 509.13

PM7_Electron_Affinity_ev -0.265

PM7_Ionization_Energy_ev 9.894

PM7_Energy_Gap_ev 10.159

PM7_Global_Hardness_ev 5.0795

PM7_Global_Softness_ev 0.1968697706467172

PM7_Chemical_Potential_ev -4.8145

PM7_Electronigativity_ev 4.8145

PM7_Back_Donation_Energy_ev -1.269875

PM7_Electrophilicity_ev 2.281662589821833

OPENEYE_Name [(1~{S},2~{R},4~{S},7~{R},9~{R},10~{R},11~{S},12~{S})-11-acetoxy-2-(acetoxymethyl)-10-hydroxy-1,5-dimethyl-spiro[8-oxatricyclo[7.2.1.0^{2,7}]dodec-5-ene-12,2'-oxirane]-4-yl] propanoate

SMILES C1=C(C(CC2(C1OC3C(C(C2(C34CO4)C)OC(=O)C)O)COC(=O)C)OC(=O)CC)C

Canonical_SMILES CCC(=O)O[C@H]1C[C@@]2(COC(=O)C)[C@@H](C=C1C)O[C@H]1[C@@]3([C@]2(C)[C@H](OC(=O)C)[C@H]1O)OC3

InChI 1/C22H30O9/c1-6-16(25)30-14-8-21(9-27-12(3)23)15(7-11(14)2)31-19-17(26)18(29-13(4)24)20(21,5)22(19)10-28-22/h7,14-15,17-19,26H,6,8-10H2,1-5H3

InChI_3D 1S/C22H30O9/c1-6-16(25)30-14-8-21(9-27-12(3)23)15(7-11(14)2)31-19-17(26)18(29-13(4)24)20(21,5)22(19)10-28-22/h7,14-15,17-19,26H,6,8-10H2,1-5H3/t14-,15+,17+,18+,19+,20+,21+,22-/m0/s1

AuxInfo 1/0/N:20,16,18,17,19,21,1,6,22,7,2,4,3,9,8,5,11,12,10,14,13,15,24,23,25,28,31,26,30,29,27/rA:61cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;;s1;s2s6;;s10;s11;s6s8;s12s13;s7s10s14;s2;s3;s4;s14;;s5s20;s13;d3;d4;d5;s7s15;s8s10;s11;s5s9;s3s12;s4s22;s1;s6;s6;s7;s7;s8;s9;s10;s11;s12;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s28;/rC:-.5567,.9686,0;;-.3038,1.5296,0;-2.0921,-1.5023,0;.5546,-2.2935,0;-1.6717,-.9626,0;-4.8876,.4111,0;-1.6686,.9633,0;-.5575,-.9657,0;-3.3473,1.9351,0;-2.4187,1.5039,0;-2.4244,.3827,0;-2.2261,-.0023,0;-3.3473,-.0023,0;-3.9136,.966,0;1.75,-.0017,0;.688,1.6576,0;-2.0922,-2.5023,0;-4.2181,-1.5203,0;2.4334,-2.9793,0;1.494,-2.6364,0;-1.2261,-.0023,0;-.9105,2.3245,0;-2.9582,-1.0023,0;-.212,-2.9356,0;-4.8812,1.532,0;-2.2261,1.9351,0;-1.9157,3.1801,0;.3819,-1.3086,0;-.6888,.6067,0;-1.2261,-1.0023,0;-.3073,1.402,0;-1.5858,-1.4552,0;-2.1417,-1.1332,0;-4.7193,-.0597,0;-5.3805,.3271,0;-1.4176,.5309,0;-.6452,-1.4579,0;-3.5962,2.3688,0;-1.9242,1.43,0;-2.295,-.1003,0;1.7505,.4983,0;1.7495,-.5017,0;2.25,-.0022,0;.624,2.1535,0;.752,1.1617,0;1.1839,1.7216,0;-2.5922,-2.5023,0;-1.5922,-2.5023,0;-2.0922,-3.0023,0;-3.7843,-1.7691,0;-4.6518,-1.2715,0;-4.4668,-1.954,0;2.262,-3.449,0;2.6048,-2.5096,0;2.9031,-3.1507,0;1.3226,-3.1061,0;1.6655,-2.1667,0;-.7261,-.0023,0;-1.2261,.4977,0;-2.2586,3.544,0;

Duplicates ChEBI180728

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180728.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180728.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180728.sdf

Formula	C₂₂H₃₀O₉
MW	438.47
InChIKey	ZSGWJLBSFZRJAT-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	64
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	9
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.32
logP	1.0566
PSA	120.89
MR	105.643
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-356.36643
PM7_Total_Energy_ev	-5764.31586
PM7_Electronic_Energy_ev	-54651.86502
PM7_Dipole_Debye	3.99522
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.894
PM7_LUMO_Energy_ev	0.265
PM7_COSMO_Area_square_ang	395.2
PM7_COSMO_Volue_cubic_ang	509.13
PM7_Electron_Affinity_ev	-0.265
PM7_Ionization_Energy_ev	9.894
PM7_Energy_Gap_ev	10.159
PM7_Global_Hardness_ev	5.0795
PM7_Global_Softness_ev	0.1968697706467172
PM7_Chemical_Potential_ev	-4.8145
PM7_Electronigativity_ev	4.8145
PM7_Back_Donation_Energy_ev	-1.269875
PM7_Electrophilicity_ev	2.281662589821833
OPENEYE_Name	[(1~{S},2~{R},4~{S},7~{R},9~{R},10~{R},11~{S},12~{S})-11-acetoxy-2-(acetoxymethyl)-10-hydroxy-1,5-dimethyl-spiro[8-oxatricyclo[7.2.1.0^{2,7}]dodec-5-ene-12,2'-oxirane]-4-yl] propanoate
SMILES	C1=C(C(CC2(C1OC3C(C(C2(C34CO4)C)OC(=O)C)O)COC(=O)C)OC(=O)CC)C
Canonical_SMILES	CCC(=O)O[C@H]1C[C@@]2(COC(=O)C)[C@@H](C=C1C)O[C@H]1[C@@]3([C@]2(C)[C@H](OC(=O)C)[C@H]1O)OC3
InChI	1/C22H30O9/c1-6-16(25)30-14-8-21(9-27-12(3)23)15(7-11(14)2)31-19-17(26)18(29-13(4)24)20(21,5)22(19)10-28-22/h7,14-15,17-19,26H,6,8-10H2,1-5H3
InChI_3D	1S/C22H30O9/c1-6-16(25)30-14-8-21(9-27-12(3)23)15(7-11(14)2)31-19-17(26)18(29-13(4)24)20(21,5)22(19)10-28-22/h7,14-15,17-19,26H,6,8-10H2,1-5H3/t14-,15+,17+,18+,19+,20+,21+,22-/m0/s1
AuxInfo	1/0/N:20,16,18,17,19,21,1,6,22,7,2,4,3,9,8,5,11,12,10,14,13,15,24,23,25,28,31,26,30,29,27/rA:61cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;;s1;s2s6;;s10;s11;s6s8;s12s13;s7s10s14;s2;s3;s4;s14;;s5s20;s13;d3;d4;d5;s7s15;s8s10;s11;s5s9;s3s12;s4s22;s1;s6;s6;s7;s7;s8;s9;s10;s11;s12;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s28;/rC:-.5567,.9686,0;;-.3038,1.5296,0;-2.0921,-1.5023,0;.5546,-2.2935,0;-1.6717,-.9626,0;-4.8876,.4111,0;-1.6686,.9633,0;-.5575,-.9657,0;-3.3473,1.9351,0;-2.4187,1.5039,0;-2.4244,.3827,0;-2.2261,-.0023,0;-3.3473,-.0023,0;-3.9136,.966,0;1.75,-.0017,0;.688,1.6576,0;-2.0922,-2.5023,0;-4.2181,-1.5203,0;2.4334,-2.9793,0;1.494,-2.6364,0;-1.2261,-.0023,0;-.9105,2.3245,0;-2.9582,-1.0023,0;-.212,-2.9356,0;-4.8812,1.532,0;-2.2261,1.9351,0;-1.9157,3.1801,0;.3819,-1.3086,0;-.6888,.6067,0;-1.2261,-1.0023,0;-.3073,1.402,0;-1.5858,-1.4552,0;-2.1417,-1.1332,0;-4.7193,-.0597,0;-5.3805,.3271,0;-1.4176,.5309,0;-.6452,-1.4579,0;-3.5962,2.3688,0;-1.9242,1.43,0;-2.295,-.1003,0;1.7505,.4983,0;1.7495,-.5017,0;2.25,-.0022,0;.624,2.1535,0;.752,1.1617,0;1.1839,1.7216,0;-2.5922,-2.5023,0;-1.5922,-2.5023,0;-2.0922,-3.0023,0;-3.7843,-1.7691,0;-4.6518,-1.2715,0;-4.4668,-1.954,0;2.262,-3.449,0;2.6048,-2.5096,0;2.9031,-3.1507,0;1.3226,-3.1061,0;1.6655,-2.1667,0;-.7261,-.0023,0;-1.2261,.4977,0;-2.2586,3.544,0;
Duplicates	ChEBI180728
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180728.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180728.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180728.sdf