CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI9358 (4244)

Formula C₂₃H₂₂O₇

MW 410.42

InChIKey ZPEHYKMRUBEPSQ-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 30

Number_Rings 5

Number_Bonds 56

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 7

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.27

logP 3.4089

PSA 83.45

MR 108.178

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -207.74227

PM7_Total_Energy_ev -5187.46878

PM7_Electronic_Energy_ev -43790.30242

PM7_Dipole_Debye 5.90988

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.482

PM7_LUMO_Energy_ev -0.555

PM7_COSMO_Area_square_ang 400.54

PM7_COSMO_Volue_cubic_ang 457.86

PM7_Electron_Affinity_ev 0.555

PM7_Ionization_Energy_ev 8.482

PM7_Energy_Gap_ev 7.927

PM7_Global_Hardness_ev 3.9635

PM7_Global_Softness_ev 0.25230225810521006

PM7_Chemical_Potential_ev -4.5185

PM7_Electronigativity_ev 4.5185

PM7_Back_Donation_Energy_ev -0.990875

PM7_Electrophilicity_ev 2.5756077015264287

OPENEYE_Name (1~{S},6~{R},13~{S})-10-hydroxy-6-isopropenyl-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0^{3,11}.0^{4,8}.0^{14,19}]henicosa-3,8,10,14,16,18-hexaen-12-one

SMILES c1c2c(cc(c1OC)OC)OCC3C2C(=O)c4c(c5c(cc4O)OC(C5)C(=C)C)O3

Canonical_SMILES COc1cc2OC[C@@H]3[C@H](c2cc1OC)C(=O)c1c(O3)c2C[C@@H](Oc2cc1O)C(=C)C

InChI 1/C23H22O7/c1-10(2)14-6-12-16(29-14)7-13(24)21-22(25)20-11-5-17(26-3)18(27-4)8-15(11)28-9-19(20)30-23(12)21/h5,7-8,14,19-20,24H,1,6,9H2,2-4H3

InChI_3D 1S/C23H22O7/c1-10(2)14-6-12-16(29-14)7-13(24)21-22(25)20-11-5-17(26-3)18(27-4)8-15(11)28-9-19(20)30-23(12)21/h5,7-8,14,19-20,24H,1,6,9H2,2-4H3/t14-,19-,20+/m1/s1

AuxInfo 1/0/N:14,21,22,23,1,16,3,2,17,15,5,6,11,19,7,8,10,12,20,18,4,13,9,28,24,29,30,25,26,27/rA:52cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;;d2s5;d3s6;s4d6;s1;s3d4;s2d10;s4;;d14;s6;;s5s13;s15s16;s17s18;s15;;;d13;s7s17;s8s19;s9s20;s11;s10s22;s12s23;s1;s2;s3;s14;s14;s16;s16;s17;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s28;/rC:1.7412,-.0032,0;.0038,1.0052,0;6.115,1.4934,0;4.3599,1.4938,0;1.7427,.9968,0;5.2386,3.0109,0;.8743,1.5037,0;6.1148,2.5014,0;4.3666,2.5046,0;.8742,-.5046,0;5.2418,.9866,0;;3.4877,.9939,0;8.4944,4.891,0;7.9944,4.025,0;5.2351,4.025,0;1.7492,3.0202,0;2.6162,1.4983,0;6.9944,4.025,0;2.622,2.511,0;8.4944,3.159,0;1.7408,-2.0042,0;-.8688,-1.4984,0;3.4856,-.0061,0;.8701,2.5181,0;6.9944,3.0093,0;3.4958,3.0134,0;5.2438,-.0134,0;.8746,-1.5046,0;-.8669,-.4984,0;2.1741,-.2534,0;-.4283,1.2568,0;6.5483,1.2439,0;8.2444,5.324,0;8.9944,4.891,0;4.7351,4.0239,0;5.2345,4.525,0;1.4296,3.4047,0;2.0723,3.4017,0;2.6153,.9983,0;6.9944,4.525,0;3.0541,2.2594,0;8.0614,2.909,0;8.9274,3.409,0;8.7444,2.726,0;1.9907,-1.5711,0;1.491,-2.4374,0;2.174,-2.2541,0;-1.3688,-1.4975,0;-.3688,-1.4993,0;-.8697,-1.9984,0;5.6773,-.2625,0;

Duplicates ChEBI9358

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9358.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9358.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9358.sdf

Formula	C₂₃H₂₂O₇
MW	410.42
InChIKey	ZPEHYKMRUBEPSQ-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	30
Number_Rings	5
Number_Bonds	56
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	7
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.27
logP	3.4089
PSA	83.45
MR	108.178
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-207.74227
PM7_Total_Energy_ev	-5187.46878
PM7_Electronic_Energy_ev	-43790.30242
PM7_Dipole_Debye	5.90988
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.482
PM7_LUMO_Energy_ev	-0.555
PM7_COSMO_Area_square_ang	400.54
PM7_COSMO_Volue_cubic_ang	457.86
PM7_Electron_Affinity_ev	0.555
PM7_Ionization_Energy_ev	8.482
PM7_Energy_Gap_ev	7.927
PM7_Global_Hardness_ev	3.9635
PM7_Global_Softness_ev	0.25230225810521006
PM7_Chemical_Potential_ev	-4.5185
PM7_Electronigativity_ev	4.5185
PM7_Back_Donation_Energy_ev	-0.990875
PM7_Electrophilicity_ev	2.5756077015264287
OPENEYE_Name	(1~{S},6~{R},13~{S})-10-hydroxy-6-isopropenyl-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0^{3,11}.0^{4,8}.0^{14,19}]henicosa-3,8,10,14,16,18-hexaen-12-one
SMILES	c1c2c(cc(c1OC)OC)OCC3C2C(=O)c4c(c5c(cc4O)OC(C5)C(=C)C)O3
Canonical_SMILES	COc1cc2OC[C@@H]3[C@H](c2cc1OC)C(=O)c1c(O3)c2C[C@@H](Oc2cc1O)C(=C)C
InChI	1/C23H22O7/c1-10(2)14-6-12-16(29-14)7-13(24)21-22(25)20-11-5-17(26-3)18(27-4)8-15(11)28-9-19(20)30-23(12)21/h5,7-8,14,19-20,24H,1,6,9H2,2-4H3
InChI_3D	1S/C23H22O7/c1-10(2)14-6-12-16(29-14)7-13(24)21-22(25)20-11-5-17(26-3)18(27-4)8-15(11)28-9-19(20)30-23(12)21/h5,7-8,14,19-20,24H,1,6,9H2,2-4H3/t14-,19-,20+/m1/s1
AuxInfo	1/0/N:14,21,22,23,1,16,3,2,17,15,5,6,11,19,7,8,10,12,20,18,4,13,9,28,24,29,30,25,26,27/rA:52cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;;d2s5;d3s6;s4d6;s1;s3d4;s2d10;s4;;d14;s6;;s5s13;s15s16;s17s18;s15;;;d13;s7s17;s8s19;s9s20;s11;s10s22;s12s23;s1;s2;s3;s14;s14;s16;s16;s17;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s28;/rC:1.7412,-.0032,0;.0038,1.0052,0;6.115,1.4934,0;4.3599,1.4938,0;1.7427,.9968,0;5.2386,3.0109,0;.8743,1.5037,0;6.1148,2.5014,0;4.3666,2.5046,0;.8742,-.5046,0;5.2418,.9866,0;;3.4877,.9939,0;8.4944,4.891,0;7.9944,4.025,0;5.2351,4.025,0;1.7492,3.0202,0;2.6162,1.4983,0;6.9944,4.025,0;2.622,2.511,0;8.4944,3.159,0;1.7408,-2.0042,0;-.8688,-1.4984,0;3.4856,-.0061,0;.8701,2.5181,0;6.9944,3.0093,0;3.4958,3.0134,0;5.2438,-.0134,0;.8746,-1.5046,0;-.8669,-.4984,0;2.1741,-.2534,0;-.4283,1.2568,0;6.5483,1.2439,0;8.2444,5.324,0;8.9944,4.891,0;4.7351,4.0239,0;5.2345,4.525,0;1.4296,3.4047,0;2.0723,3.4017,0;2.6153,.9983,0;6.9944,4.525,0;3.0541,2.2594,0;8.0614,2.909,0;8.9274,3.409,0;8.7444,2.726,0;1.9907,-1.5711,0;1.491,-2.4374,0;2.174,-2.2541,0;-1.3688,-1.4975,0;-.3688,-1.4993,0;-.8697,-1.9984,0;5.6773,-.2625,0;
Duplicates	ChEBI9358
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9358.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9358.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9358.sdf