CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL108770_s0 (9394)

Formula C₂₇H₂₇IO₁₁

MW 654.41

InChIKey GCSBQVMWUNVMCU-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 39

Number_Rings 5

Number_Bonds 70

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 11

HB_Donor 5

HB_Acceptor 8

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 0.54

logP 1.476

PSA 180.05

MR 142.917

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -400.55438

PM7_Total_Energy_ev -7152.2054

PM7_Electronic_Energy_ev -69476.49817

PM7_Dipole_Debye 4.76916

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.88

PM7_LUMO_Energy_ev -2.159

PM7_COSMO_Area_square_ang 486.9

PM7_COSMO_Volue_cubic_ang 622.36

PM7_Electron_Affinity_ev 2.159

PM7_Ionization_Energy_ev 8.88

PM7_Energy_Gap_ev 6.721

PM7_Global_Hardness_ev 3.3605

PM7_Global_Softness_ev 0.29757476565987206

PM7_Chemical_Potential_ev -5.5195

PM7_Electronigativity_ev 5.5195

PM7_Back_Donation_Energy_ev -0.840125

PM7_Electrophilicity_ev 4.532789800624907

OPENEYE_Name (7~{S},9~{S})-9-acetyl-7-[(2~{R},3~{R},4~{S},5~{R},6~{R})-4,5-dihydroxy-3-iodo-6-methyl-tetrahydropyran-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7~{H}-tetracene-5,12-dione

SMILES c1cc2c(c(c1)OC)C(=O)c3c(c(c4c(c3O)C(CC(C4)(C(=O)C)O)OC5C(C(C(C(O5)C)O)O)I)O)C2=O

Canonical_SMILES COc1cccc2c1C(=O)c1c(C2=O)c(O)c2c(c1O)[C@@H](O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@H]1I)O)O)C[C@](C2)(O)C(=O)C

InChI 1/C27H27IO11/c1-9-20(30)25(35)19(28)26(38-9)39-14-8-27(36,10(2)29)7-12-16(14)24(34)18-17(22(12)32)21(31)11-5-4-6-13(37-3)15(11)23(18)33/h4-6,9,14,19-20,25-26,30,32,34-36H,7-8H2,1-3H3

InChI_3D 1S/C27H27IO11/c1-9-20(30)25(35)19(28)26(38-9)39-14-8-27(36,10(2)29)7-12-16(14)24(34)18-17(22(12)32)21(31)11-5-4-6-13(37-3)15(11)23(18)33/h4-6,9,14,19-20,25-26,30,32,34-36H,7-8H2,1-3H3/t9-,14+,19-,20+,25-,26+,27+/m1/s1

AuxInfo 1/0/N:26,25,27,1,2,3,16,17,22,15,4,8,10,18,5,9,6,7,21,20,13,11,14,12,19,23,24,39,30,35,28,32,29,33,34,36,37,31,38/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOIHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d4;;d6;;s8;d3s5;s6d8;s7d9;s4s6;s5s7;;s8;;s9s17;;s19;s19;s20;s21;s15s16s17;s15;s22;;d13;d14;d15;s22s23;s11;s12;s19;s20;s24;s10s27;s18s23;s21;s1;s2;s3;s16;s16;s17;s17;s18;s19;s20;s21;s22;s23;s25;s25;s25;s26;s26;s26;s27;s27;s27;s32;s33;s34;s35;s36;/rC:-.1877,9.3925,0;.6875,8.8972,0;-1.0571,8.8872,0;.6845,7.8917,0;-.1843,7.3853,0;1.5596,6.3904,0;.6882,5.8837,0;2.4353,4.8847,0;1.561,4.3823,0;-1.0514,7.8867,0;2.4341,5.8947,0;.6914,4.8811,0;1.5574,7.3981,0;-.1801,6.3853,0;4.2889,3.544,0;3.3077,4.3841,0;2.4292,2.8713,0;1.5589,3.3794,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;3.3035,3.3737,0;4.9291,2.7758,0;-1.4725,3.1448,0;-2.7834,7.8823,0;2.4207,7.9029,0;-1.0452,5.8836,0;4.6341,4.4825,0;0,2.0104,0;3.2979,6.3987,0;-.1731,4.3785,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;3.8976,1.7276,0;-1.9162,7.3845,0;1.2132,2.441,0;1.8525,.6702,0;-.1905,9.8925,0;1.1198,9.1485,0;-1.4912,9.1353,0;3.4785,4.854,0;3.7999,4.2964,0;2.7494,2.4873,0;2.1063,2.4895,0;1.0668,3.4677,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;4.5449,2.4557,0;5.3132,3.0958,0;5.2491,2.3916,0;-1.9417,2.9719,0;-1.0033,3.3177,0;-1.6454,3.614,0;-2.5345,8.3159,0;-3.0324,7.4487,0;-3.2171,8.1312,0;3.2956,6.8987,0;-.1716,3.8785,0;.9521,-1.8113,0;-1.9551,-1.2359,0;3.5751,1.3455,0;

Duplicates CHEMBL108770_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108750-0000108999/CHEMBL108770_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108750-0000108999/CHEMBL108770_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108750-0000108999/CHEMBL108770_s0.sdf

Formula	C₂₇H₂₇IO₁₁
MW	654.41
InChIKey	GCSBQVMWUNVMCU-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	39
Number_Rings	5
Number_Bonds	70
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	11
HB_Donor	5
HB_Acceptor	8
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	0.54
logP	1.476
PSA	180.05
MR	142.917
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-400.55438
PM7_Total_Energy_ev	-7152.2054
PM7_Electronic_Energy_ev	-69476.49817
PM7_Dipole_Debye	4.76916
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.88
PM7_LUMO_Energy_ev	-2.159
PM7_COSMO_Area_square_ang	486.9
PM7_COSMO_Volue_cubic_ang	622.36
PM7_Electron_Affinity_ev	2.159
PM7_Ionization_Energy_ev	8.88
PM7_Energy_Gap_ev	6.721
PM7_Global_Hardness_ev	3.3605
PM7_Global_Softness_ev	0.29757476565987206
PM7_Chemical_Potential_ev	-5.5195
PM7_Electronigativity_ev	5.5195
PM7_Back_Donation_Energy_ev	-0.840125
PM7_Electrophilicity_ev	4.532789800624907
OPENEYE_Name	(7~{S},9~{S})-9-acetyl-7-[(2~{R},3~{R},4~{S},5~{R},6~{R})-4,5-dihydroxy-3-iodo-6-methyl-tetrahydropyran-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7~{H}-tetracene-5,12-dione
SMILES	c1cc2c(c(c1)OC)C(=O)c3c(c(c4c(c3O)C(CC(C4)(C(=O)C)O)OC5C(C(C(C(O5)C)O)O)I)O)C2=O
Canonical_SMILES	COc1cccc2c1C(=O)c1c(C2=O)c(O)c2c(c1O)[C@@H](O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@H]1I)O)O)C[C@](C2)(O)C(=O)C
InChI	1/C27H27IO11/c1-9-20(30)25(35)19(28)26(38-9)39-14-8-27(36,10(2)29)7-12-16(14)24(34)18-17(22(12)32)21(31)11-5-4-6-13(37-3)15(11)23(18)33/h4-6,9,14,19-20,25-26,30,32,34-36H,7-8H2,1-3H3
InChI_3D	1S/C27H27IO11/c1-9-20(30)25(35)19(28)26(38-9)39-14-8-27(36,10(2)29)7-12-16(14)24(34)18-17(22(12)32)21(31)11-5-4-6-13(37-3)15(11)23(18)33/h4-6,9,14,19-20,25-26,30,32,34-36H,7-8H2,1-3H3/t9-,14+,19-,20+,25-,26+,27+/m1/s1
AuxInfo	1/0/N:26,25,27,1,2,3,16,17,22,15,4,8,10,18,5,9,6,7,21,20,13,11,14,12,19,23,24,39,30,35,28,32,29,33,34,36,37,31,38/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOIHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d4;;d6;;s8;d3s5;s6d8;s7d9;s4s6;s5s7;;s8;;s9s17;;s19;s19;s20;s21;s15s16s17;s15;s22;;d13;d14;d15;s22s23;s11;s12;s19;s20;s24;s10s27;s18s23;s21;s1;s2;s3;s16;s16;s17;s17;s18;s19;s20;s21;s22;s23;s25;s25;s25;s26;s26;s26;s27;s27;s27;s32;s33;s34;s35;s36;/rC:-.1877,9.3925,0;.6875,8.8972,0;-1.0571,8.8872,0;.6845,7.8917,0;-.1843,7.3853,0;1.5596,6.3904,0;.6882,5.8837,0;2.4353,4.8847,0;1.561,4.3823,0;-1.0514,7.8867,0;2.4341,5.8947,0;.6914,4.8811,0;1.5574,7.3981,0;-.1801,6.3853,0;4.2889,3.544,0;3.3077,4.3841,0;2.4292,2.8713,0;1.5589,3.3794,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;3.3035,3.3737,0;4.9291,2.7758,0;-1.4725,3.1448,0;-2.7834,7.8823,0;2.4207,7.9029,0;-1.0452,5.8836,0;4.6341,4.4825,0;0,2.0104,0;3.2979,6.3987,0;-.1731,4.3785,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;3.8976,1.7276,0;-1.9162,7.3845,0;1.2132,2.441,0;1.8525,.6702,0;-.1905,9.8925,0;1.1198,9.1485,0;-1.4912,9.1353,0;3.4785,4.854,0;3.7999,4.2964,0;2.7494,2.4873,0;2.1063,2.4895,0;1.0668,3.4677,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;4.5449,2.4557,0;5.3132,3.0958,0;5.2491,2.3916,0;-1.9417,2.9719,0;-1.0033,3.3177,0;-1.6454,3.614,0;-2.5345,8.3159,0;-3.0324,7.4487,0;-3.2171,8.1312,0;3.2956,6.8987,0;-.1716,3.8785,0;.9521,-1.8113,0;-1.9551,-1.2359,0;3.5751,1.3455,0;
Duplicates	CHEMBL108770_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108750-0000108999/CHEMBL108770_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108750-0000108999/CHEMBL108770_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108750-0000108999/CHEMBL108770_s0.sdf