CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5198819 (2541752)

Formula C₂₂H₂₂O₆

MW 382.41

InChIKey LDYJSZGDCKGEDM-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 28

Number_Rings 5

Number_Bonds 54

Rotat_Bonds 1

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 6

HB_Donor 1

HB_Acceptor 5

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 0.86

logP 2.6497

PSA 97.74

MR 99.0445

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -217.11859

PM7_Total_Energy_ev -4771.14981

PM7_Electronic_Energy_ev -42970.57864

PM7_Dipole_Debye 5.43644

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.424

PM7_LUMO_Energy_ev -0.919

PM7_COSMO_Area_square_ang 330.23

PM7_COSMO_Volue_cubic_ang 429.56

PM7_Electron_Affinity_ev 0.919

PM7_Ionization_Energy_ev 9.424

PM7_Energy_Gap_ev 8.505

PM7_Global_Hardness_ev 4.2525

PM7_Global_Softness_ev 0.23515579071134626

PM7_Chemical_Potential_ev -5.1715

PM7_Electronigativity_ev 5.1715

PM7_Back_Donation_Energy_ev -1.063125

PM7_Electrophilicity_ev 3.1445517048794827

OPENEYE_Name (1~{R},3'~{S},10~{R},12~{R},16~{S})-4-hydroxy-3',10,12-trimethyl-spiro[9-oxatetracyclo[10.2.2.0^{1,10}.0^{3,8}]hexadeca-3(8),4,6-triene-16,2'-cyclopentane]-1',2,11,14-tetrone

SMILES c1cc2c(c(c1)O)C(=O)C34C(=O)CC(C(=O)C3(O2)C)(C5(C4)C(=O)CCC5C)C

Canonical_SMILES Oc1cccc2c1C(=O)[C@@]13[C@](O2)(C)C(=O)[C@@]([C@]2(C1)[C@@H](C)CCC2=O)(CC3=O)C

InChI 1/C22H22O6/c1-11-7-8-14(24)21(11)10-22-15(25)9-19(21,2)18(27)20(22,3)28-13-6-4-5-12(23)16(13)17(22)26/h4-6,11,23H,7-10H2,1-3H3

InChI_3D 1S/C22H22O6/c1-11-7-8-14(24)21(11)10-22-15(25)9-19(21,2)18(27)20(22,3)28-13-6-4-5-12(23)16(13)17(22)26/h4-6,11,23H,7-10H2,1-3H3/t11-,19-,20-,21+,22+/m0/s1

AuxInfo 1/0/N:20,21,22,1,3,2,13,12,11,14,15,6,5,9,8,4,7,10,18,19,17,16,28,25,24,23,26,27/rA:50cCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;s4;;;;s8;s9;s12;;s13;s7s8s14;s9s14s15;s10s11s17;s10s16;s15;s18;s19;d7;d8;d9;d10;s5s19;s6;s1;s2;s3;s11;s11;s12;s12;s13;s13;s14;s14;s15;s20;s20;s20;s21;s21;s21;s22;s22;s22;s28;/rC:;-.5,-.866,0;1,0,0;1,-1.7321,0;0,-1.7321,0;1.5,-.866,0;1.5,-2.5981,0;1.5,-4.3301,0;.5933,-6.1097,0;-.5,-4.3301,0;1,-5.1962,0;1.3364,-6.7788,0;2.2024,-6.2788,0;1.5,-4.3301,0;1.9945,-5.3007,0;1,-3.4641,0;1,-5.1962,0;0,-5.1962,0;0,-3.4641,0;3.7349,-5.1178,0;-.875,-6.7117,0;-1.75,-3.4641,0;2.5,-2.5981,0;2.5,-4.3301,0;-.3849,-6.3176,0;-1.5,-4.3301,0;-.5,-2.5981,0;2.5,-.866,0;-.25,.433,0;-1,-.866,0;1.25,.433,0;1.4698,-5.3672,0;.9132,-5.6886,0;1.6303,-7.1833,0;.9648,-7.1134,0;2.678,-6.1243,0;2.4058,-6.7356,0;1.883,-4.0087,0;1.883,-4.6515,0;1.9945,-4.8007,0;3.6827,-4.6205,0;3.7872,-5.615,0;4.2322,-5.0655,0;-.442,-6.9617,0;-1.308,-6.4617,0;-1.125,-7.1447,0;-1.75,-3.9641,0;-2.25,-3.4641,0;-1.75,-2.9641,0;2.75,-.433,0;

Duplicates CHEMBL5198819

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198819.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198819.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198819.sdf

Formula	C₂₂H₂₂O₆
MW	382.41
InChIKey	LDYJSZGDCKGEDM-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	28
Number_Rings	5
Number_Bonds	54
Rotat_Bonds	1
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	6
HB_Donor	1
HB_Acceptor	5
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	0.86
logP	2.6497
PSA	97.74
MR	99.0445
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-217.11859
PM7_Total_Energy_ev	-4771.14981
PM7_Electronic_Energy_ev	-42970.57864
PM7_Dipole_Debye	5.43644
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.424
PM7_LUMO_Energy_ev	-0.919
PM7_COSMO_Area_square_ang	330.23
PM7_COSMO_Volue_cubic_ang	429.56
PM7_Electron_Affinity_ev	0.919
PM7_Ionization_Energy_ev	9.424
PM7_Energy_Gap_ev	8.505
PM7_Global_Hardness_ev	4.2525
PM7_Global_Softness_ev	0.23515579071134626
PM7_Chemical_Potential_ev	-5.1715
PM7_Electronigativity_ev	5.1715
PM7_Back_Donation_Energy_ev	-1.063125
PM7_Electrophilicity_ev	3.1445517048794827
OPENEYE_Name	(1~{R},3'~{S},10~{R},12~{R},16~{S})-4-hydroxy-3',10,12-trimethyl-spiro[9-oxatetracyclo[10.2.2.0^{1,10}.0^{3,8}]hexadeca-3(8),4,6-triene-16,2'-cyclopentane]-1',2,11,14-tetrone
SMILES	c1cc2c(c(c1)O)C(=O)C34C(=O)CC(C(=O)C3(O2)C)(C5(C4)C(=O)CCC5C)C
Canonical_SMILES	Oc1cccc2c1C(=O)[C@@]13[C@](O2)(C)C(=O)[C@@]([C@]2(C1)[C@@H](C)CCC2=O)(CC3=O)C
InChI	1/C22H22O6/c1-11-7-8-14(24)21(11)10-22-15(25)9-19(21,2)18(27)20(22,3)28-13-6-4-5-12(23)16(13)17(22)26/h4-6,11,23H,7-10H2,1-3H3
InChI_3D	1S/C22H22O6/c1-11-7-8-14(24)21(11)10-22-15(25)9-19(21,2)18(27)20(22,3)28-13-6-4-5-12(23)16(13)17(22)26/h4-6,11,23H,7-10H2,1-3H3/t11-,19-,20-,21+,22+/m0/s1
AuxInfo	1/0/N:20,21,22,1,3,2,13,12,11,14,15,6,5,9,8,4,7,10,18,19,17,16,28,25,24,23,26,27/rA:50cCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;s4;;;;s8;s9;s12;;s13;s7s8s14;s9s14s15;s10s11s17;s10s16;s15;s18;s19;d7;d8;d9;d10;s5s19;s6;s1;s2;s3;s11;s11;s12;s12;s13;s13;s14;s14;s15;s20;s20;s20;s21;s21;s21;s22;s22;s22;s28;/rC:;-.5,-.866,0;1,0,0;1,-1.7321,0;0,-1.7321,0;1.5,-.866,0;1.5,-2.5981,0;1.5,-4.3301,0;.5933,-6.1097,0;-.5,-4.3301,0;1,-5.1962,0;1.3364,-6.7788,0;2.2024,-6.2788,0;1.5,-4.3301,0;1.9945,-5.3007,0;1,-3.4641,0;1,-5.1962,0;0,-5.1962,0;0,-3.4641,0;3.7349,-5.1178,0;-.875,-6.7117,0;-1.75,-3.4641,0;2.5,-2.5981,0;2.5,-4.3301,0;-.3849,-6.3176,0;-1.5,-4.3301,0;-.5,-2.5981,0;2.5,-.866,0;-.25,.433,0;-1,-.866,0;1.25,.433,0;1.4698,-5.3672,0;.9132,-5.6886,0;1.6303,-7.1833,0;.9648,-7.1134,0;2.678,-6.1243,0;2.4058,-6.7356,0;1.883,-4.0087,0;1.883,-4.6515,0;1.9945,-4.8007,0;3.6827,-4.6205,0;3.7872,-5.615,0;4.2322,-5.0655,0;-.442,-6.9617,0;-1.308,-6.4617,0;-1.125,-7.1447,0;-1.75,-3.9641,0;-2.25,-3.4641,0;-1.75,-2.9641,0;2.75,-.433,0;
Duplicates	CHEMBL5198819
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198819.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198819.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198819.sdf