CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11457 (9208)

Formula C₂₃H₂₂O₆

MW 394.42

InChIKey JUVIOZPCNVVQFO-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 29

Number_Rings 5

Number_Bonds 55

Rotat_Bonds 3

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 6

HB_Donor 0

HB_Acceptor 1

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.82

logP 3.7033

PSA 63.22

MR 106.155

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -156.33218

PM7_Total_Energy_ev -4891.86439

PM7_Electronic_Energy_ev -40903.65598

PM7_Dipole_Debye 5.02077

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.632

PM7_LUMO_Energy_ev -0.498

PM7_COSMO_Area_square_ang 394.08

PM7_COSMO_Volue_cubic_ang 451.29

PM7_Electron_Affinity_ev 0.498

PM7_Ionization_Energy_ev 8.632

PM7_Energy_Gap_ev 8.134

PM7_Global_Hardness_ev 4.067

PM7_Global_Softness_ev 0.24588148512417016

PM7_Chemical_Potential_ev -4.565

PM7_Electronigativity_ev 4.565

PM7_Back_Donation_Energy_ev -1.01675

PM7_Electrophilicity_ev 2.5619897959183673

OPENEYE_Name (1~{S},6~{R},13~{S})-6-isopropenyl-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0^{3,11}.0^{4,8}.0^{14,19}]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

SMILES c1cc2c(c3c1C(=O)C4c5cc(c(cc5OCC4O3)OC)OC)CC(O2)C(=C)C

Canonical_SMILES COc1cc2c(cc1OC)OC[C@@H]1[C@H]2C(=O)c2c(O1)c1C[C@@H](Oc1cc2)C(=C)C

InChI 1/C23H22O6/c1-11(2)16-8-14-15(28-16)6-5-12-22(24)21-13-7-18(25-3)19(26-4)9-17(13)27-10-20(21)29-23(12)14/h5-7,9,16,20-21H,1,8,10H2,2-4H3

InChI_3D 1S/C23H22O6/c1-11(2)16-8-14-15(28-16)6-5-12-22(24)21-13-7-18(25-3)19(26-4)9-17(13)27-10-20(21)29-23(12)14/h5-7,9,16,20-21H,1,8,10H2,2-4H3/t16-,20-,21+/m1/s1

AuxInfo 1/0/N:14,21,22,23,1,2,3,16,4,17,15,5,6,7,8,19,9,11,12,20,18,13,10,24,28,29,25,26,27/rA:51cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;d3;;s2d7;d4s6;d5s7;s3;s4d11;s5;;d14;s7;;s6s13;s15s16;s17s18;s15;;;d13;s9s17;s8s19;s10s20;s11s22;s12s23;s1;s2;s3;s4;s14;s14;s16;s16;s17;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;/rC:5.2418,.9866,0;6.115,1.4934,0;1.7412,-.0032,0;.0038,1.0052,0;4.3599,1.4938,0;1.7427,.9968,0;5.2386,3.0109,0;6.1148,2.5014,0;.8743,1.5037,0;4.3666,2.5046,0;.8742,-.5046,0;;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;.8746,-1.5046,0;-.8669,-.4984,0;5.2428,.4866,0;6.5483,1.2439,0;2.1741,-.2534,0;-.4283,1.2568,0;8.9944,4.891,0;8.2444,5.324,0;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;

Duplicates DB11457

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11457.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11457.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11457.sdf

Formula	C₂₃H₂₂O₆
MW	394.42
InChIKey	JUVIOZPCNVVQFO-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	29
Number_Rings	5
Number_Bonds	55
Rotat_Bonds	3
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	6
HB_Donor	0
HB_Acceptor	1
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.82
logP	3.7033
PSA	63.22
MR	106.155
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-156.33218
PM7_Total_Energy_ev	-4891.86439
PM7_Electronic_Energy_ev	-40903.65598
PM7_Dipole_Debye	5.02077
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.632
PM7_LUMO_Energy_ev	-0.498
PM7_COSMO_Area_square_ang	394.08
PM7_COSMO_Volue_cubic_ang	451.29
PM7_Electron_Affinity_ev	0.498
PM7_Ionization_Energy_ev	8.632
PM7_Energy_Gap_ev	8.134
PM7_Global_Hardness_ev	4.067
PM7_Global_Softness_ev	0.24588148512417016
PM7_Chemical_Potential_ev	-4.565
PM7_Electronigativity_ev	4.565
PM7_Back_Donation_Energy_ev	-1.01675
PM7_Electrophilicity_ev	2.5619897959183673
OPENEYE_Name	(1~{S},6~{R},13~{S})-6-isopropenyl-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0^{3,11}.0^{4,8}.0^{14,19}]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one
SMILES	c1cc2c(c3c1C(=O)C4c5cc(c(cc5OCC4O3)OC)OC)CC(O2)C(=C)C
Canonical_SMILES	COc1cc2c(cc1OC)OC[C@@H]1[C@H]2C(=O)c2c(O1)c1C[C@@H](Oc1cc2)C(=C)C
InChI	1/C23H22O6/c1-11(2)16-8-14-15(28-16)6-5-12-22(24)21-13-7-18(25-3)19(26-4)9-17(13)27-10-20(21)29-23(12)14/h5-7,9,16,20-21H,1,8,10H2,2-4H3
InChI_3D	1S/C23H22O6/c1-11(2)16-8-14-15(28-16)6-5-12-22(24)21-13-7-18(25-3)19(26-4)9-17(13)27-10-20(21)29-23(12)14/h5-7,9,16,20-21H,1,8,10H2,2-4H3/t16-,20-,21+/m1/s1
AuxInfo	1/0/N:14,21,22,23,1,2,3,16,4,17,15,5,6,7,8,19,9,11,12,20,18,13,10,24,28,29,25,26,27/rA:51cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;d3;;s2d7;d4s6;d5s7;s3;s4d11;s5;;d14;s7;;s6s13;s15s16;s17s18;s15;;;d13;s9s17;s8s19;s10s20;s11s22;s12s23;s1;s2;s3;s4;s14;s14;s16;s16;s17;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;/rC:5.2418,.9866,0;6.115,1.4934,0;1.7412,-.0032,0;.0038,1.0052,0;4.3599,1.4938,0;1.7427,.9968,0;5.2386,3.0109,0;6.1148,2.5014,0;.8743,1.5037,0;4.3666,2.5046,0;.8742,-.5046,0;;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;.8746,-1.5046,0;-.8669,-.4984,0;5.2428,.4866,0;6.5483,1.2439,0;2.1741,-.2534,0;-.4283,1.2568,0;8.9944,4.891,0;8.2444,5.324,0;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;
Duplicates	DB11457
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11457.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11457.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11457.sdf