CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI4921 (2058)

Formula C₂₂H₂₇ClO₈

MW 454.9

InChIKey WVTMFOWXYVFVDE-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 60

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 8

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.31

logP 1.5747

PSA 119.36

MR 111.155

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -322.9925

PM7_Total_Energy_ev -5695.9073

PM7_Electronic_Energy_ev -53191.10858

PM7_Dipole_Debye 4.09666

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.274

PM7_LUMO_Energy_ev -0.154

PM7_COSMO_Area_square_ang 398.11

PM7_COSMO_Volue_cubic_ang 529.2

PM7_Electron_Affinity_ev 0.154

PM7_Ionization_Energy_ev 10.274

PM7_Energy_Gap_ev 10.12

PM7_Global_Hardness_ev 5.06

PM7_Global_Softness_ev 0.1976284584980237

PM7_Chemical_Potential_ev -5.214

PM7_Electronigativity_ev 5.214

PM7_Back_Donation_Energy_ev -1.265

PM7_Electrophilicity_ev 2.6863434782608695

OPENEYE_Name [(3~{a}~{R},4~{R},6~{R},6~{a}~{R},7~{R},9~{a}~{S},9~{b}~{S})-7-acetoxy-6-(chloromethyl)-6,9~{a}-dihydroxy-9-methyl-3-methylene-2-oxo-3~{a},4,5,6~{a},7,9~{b}-hexahydroazuleno[4,5-b]furan-4-yl] (~{Z})-2-methylbut-2-enoate

SMILES C1=C(C2(C(C1OC(=O)C)C(CC(C3C2OC(=O)C3=C)OC(=O)C(=CC)C)(CCl)O)O)C

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

InChI 1/C22H27ClO8/c1-6-10(2)19(25)30-15-8-21(27,9-23)17-14(29-13(5)24)7-11(3)22(17,28)18-16(15)12(4)20(26)31-18/h6-7,14-18,27-28H,4,8-9H2,1-3,5H3

InChI_3D 1S/C22H27ClO8/c1-6-10(2)19(25)30-15-8-21(27,9-23)17-14(29-13(5)24)7-11(3)22(17,28)18-16(15)12(4)20(26)31-18/h6-7,14-18,27-28H,4,8-9H2,1-3,5H3/b10-6-/t14-,15-,16-,17+,18+,21+,22-/m1/s1

AuxInfo 1/0/N:19,20,18,5,21,6,1,10,22,7,2,3,9,11,15,12,13,14,8,4,17,16,31,25,24,23,28,27,30,29,26/rA:58cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;d3;;w6;s7;;;s1;s3;s11;s12;s10s12;s2s13s14;s10s13;s2;s6;s7;s9;s17;d4;d8;d9;s4s14;s16;s17;s8s15;s9s11;s22;s1;s5;s5;s6;s10;s10;s11;s12;s13;s14;s15;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s27;s28;/rC:2.0502,-2.7917,0;1.0708,-3.0611,0;-2.0725,-1.7898,0;-2.019,-2.8023,0;-2.9114,-1.2455,0;-4.6596,-.4616,0;-4.1648,.4073,0;-3.1648,.4133,0;3.5026,.1811,0;;2.0965,-1.7773,0;-1.1263,-1.4261,0;1.1461,-1.4195,0;-.4879,-2.2137,0;-.9097,-.4394,0;.5121,-2.2129,0;.9159,-.4326,0;.4544,-4.6989,0;-5.6596,-.4676,0;-4.6699,1.2704,0;3.755,1.1487,0;1.294,1.2761,0;-2.7958,-3.4321,0;-2.6699,1.2822,0;4.2143,-.5213,0;-1.0396,-3.064,0;-.3173,-3.7539,0;1.9159,-.4269,0;-2.6597,-.4498,0;2.5383,-.084,0;1.5101,2.2524,0;2.4409,-3.1038,0;-2.8855,-.7462,0;-3.3568,-1.4727,0;-4.4071,-.8932,0;-.313,.3899,0;.3096,.3926,0;2.5909,-1.8522,0;-.6398,-1.3109,0;.6584,-1.3092,0;-.9872,-2.2401,0;-1.0227,.0477,0;.9224,-4.8751,0;-.0136,-4.5228,0;.2783,-5.1669,0;-5.6626,.0324,0;-5.6567,-.9675,0;-6.1596,-.4705,0;-4.2384,1.523,0;-5.1014,1.0178,0;-4.9225,1.7019,0;4.2388,1.0225,0;3.2712,1.275,0;3.8813,1.6325,0;.8058,1.3841,0;1.7822,1.168,0;-.8171,-3.7688,0;2.1683,-.8585,0;

Duplicates ChEBI4921

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4921.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4921.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4921.sdf

Formula	C₂₂H₂₇ClO₈
MW	454.9
InChIKey	WVTMFOWXYVFVDE-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	60
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	8
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.31
logP	1.5747
PSA	119.36
MR	111.155
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-322.9925
PM7_Total_Energy_ev	-5695.9073
PM7_Electronic_Energy_ev	-53191.10858
PM7_Dipole_Debye	4.09666
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.274
PM7_LUMO_Energy_ev	-0.154
PM7_COSMO_Area_square_ang	398.11
PM7_COSMO_Volue_cubic_ang	529.2
PM7_Electron_Affinity_ev	0.154
PM7_Ionization_Energy_ev	10.274
PM7_Energy_Gap_ev	10.12
PM7_Global_Hardness_ev	5.06
PM7_Global_Softness_ev	0.1976284584980237
PM7_Chemical_Potential_ev	-5.214
PM7_Electronigativity_ev	5.214
PM7_Back_Donation_Energy_ev	-1.265
PM7_Electrophilicity_ev	2.6863434782608695
OPENEYE_Name	[(3~{a}~{R},4~{R},6~{R},6~{a}~{R},7~{R},9~{a}~{S},9~{b}~{S})-7-acetoxy-6-(chloromethyl)-6,9~{a}-dihydroxy-9-methyl-3-methylene-2-oxo-3~{a},4,5,6~{a},7,9~{b}-hexahydroazuleno[4,5-b]furan-4-yl] (~{Z})-2-methylbut-2-enoate
SMILES	C1=C(C2(C(C1OC(=O)C)C(CC(C3C2OC(=O)C3=C)OC(=O)C(=CC)C)(CCl)O)O)C
Canonical_SMILES	C/C=C(C(=O)O[C@@H]1C[C@](O)(CCl)[C@H]2[C@]([C@@H]3[C@@H]1C(=C)C(=O)O3)(O)C(=C[C@H]2OC(=O)C)C)/C
InChI	1/C22H27ClO8/c1-6-10(2)19(25)30-15-8-21(27,9-23)17-14(29-13(5)24)7-11(3)22(17,28)18-16(15)12(4)20(26)31-18/h6-7,14-18,27-28H,4,8-9H2,1-3,5H3
InChI_3D	1S/C22H27ClO8/c1-6-10(2)19(25)30-15-8-21(27,9-23)17-14(29-13(5)24)7-11(3)22(17,28)18-16(15)12(4)20(26)31-18/h6-7,14-18,27-28H,4,8-9H2,1-3,5H3/b10-6-/t14-,15-,16-,17+,18+,21+,22-/m1/s1
AuxInfo	1/0/N:19,20,18,5,21,6,1,10,22,7,2,3,9,11,15,12,13,14,8,4,17,16,31,25,24,23,28,27,30,29,26/rA:58cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;d3;;w6;s7;;;s1;s3;s11;s12;s10s12;s2s13s14;s10s13;s2;s6;s7;s9;s17;d4;d8;d9;s4s14;s16;s17;s8s15;s9s11;s22;s1;s5;s5;s6;s10;s10;s11;s12;s13;s14;s15;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s27;s28;/rC:2.0502,-2.7917,0;1.0708,-3.0611,0;-2.0725,-1.7898,0;-2.019,-2.8023,0;-2.9114,-1.2455,0;-4.6596,-.4616,0;-4.1648,.4073,0;-3.1648,.4133,0;3.5026,.1811,0;;2.0965,-1.7773,0;-1.1263,-1.4261,0;1.1461,-1.4195,0;-.4879,-2.2137,0;-.9097,-.4394,0;.5121,-2.2129,0;.9159,-.4326,0;.4544,-4.6989,0;-5.6596,-.4676,0;-4.6699,1.2704,0;3.755,1.1487,0;1.294,1.2761,0;-2.7958,-3.4321,0;-2.6699,1.2822,0;4.2143,-.5213,0;-1.0396,-3.064,0;-.3173,-3.7539,0;1.9159,-.4269,0;-2.6597,-.4498,0;2.5383,-.084,0;1.5101,2.2524,0;2.4409,-3.1038,0;-2.8855,-.7462,0;-3.3568,-1.4727,0;-4.4071,-.8932,0;-.313,.3899,0;.3096,.3926,0;2.5909,-1.8522,0;-.6398,-1.3109,0;.6584,-1.3092,0;-.9872,-2.2401,0;-1.0227,.0477,0;.9224,-4.8751,0;-.0136,-4.5228,0;.2783,-5.1669,0;-5.6626,.0324,0;-5.6567,-.9675,0;-6.1596,-.4705,0;-4.2384,1.523,0;-5.1014,1.0178,0;-4.9225,1.7019,0;4.2388,1.0225,0;3.2712,1.275,0;3.8813,1.6325,0;.8058,1.3841,0;1.7822,1.168,0;-.8171,-3.7688,0;2.1683,-.8585,0;
Duplicates	ChEBI4921
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4921.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4921.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4921.sdf