CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5196454 (2539242)

Formula C₁₇H₂₂O₈

MW 354.36

InChIKey HVNHCNIAGOCRFV-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 49

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 8

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -1.54

logP 0.0991

PSA 136.68

MR 86.1699

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -335.25009

PM7_Total_Energy_ev -4747.84064

PM7_Electronic_Energy_ev -37748.92125

PM7_Dipole_Debye 5.57758

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.015

PM7_LUMO_Energy_ev -1.058

PM7_COSMO_Area_square_ang 328.43

PM7_COSMO_Volue_cubic_ang 387.94

PM7_Electron_Affinity_ev 1.058

PM7_Ionization_Energy_ev 9.015

PM7_Energy_Gap_ev 7.957

PM7_Global_Hardness_ev 3.9785

PM7_Global_Softness_ev 0.25135101168782203

PM7_Chemical_Potential_ev -5.0365

PM7_Electronigativity_ev 5.0365

PM7_Back_Donation_Energy_ev -0.994625

PM7_Electrophilicity_ev 3.187926636923464

OPENEYE_Name (1~{S},2~{R},3~{S},4~{a}~{S},9~{a}~{R},10~{S})-1,2,3,5,8-pentahydroxy-6,10-dimethoxy-3-methyl-1,2,4,4~{a},9~{a},10-hexahydroanthracen-9-one

SMILES c1c(c2c(c(c1OC)O)C(C3CC(C(C(C3C2=O)O)O)(C)O)OC)O

Canonical_SMILES CO[C@H]1[C@H]2C[C@](C)(O)[C@@H]([C@H]([C@@H]2C(=O)c2c1c(O)c(cc2O)OC)O)O

InChI 1/C17H22O8/c1-17(23)5-6-9(14(21)16(17)22)13(20)10-7(18)4-8(24-2)12(19)11(10)15(6)25-3/h4,6,9,14-16,18-19,21-23H,5H2,1-3H3

InChI_3D 1S/C17H22O8/c1-17(23)5-6-9(14(21)16(17)22)13(20)10-7(18)4-8(24-2)12(19)11(10)15(6)25-3/h4,6,9,14-16,18-19,21-23H,5H2,1-3H3/t6-,9-,14-,15-,16+,17-/m0/s1

AuxInfo 1/0/N:15,16,17,1,8,11,4,5,10,2,3,6,7,12,9,13,14,19,20,18,21,22,23,24,25/rA:47cCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1s2;s1;s3d5;s2;;s3;s7;s8s9s10;s10;s12;s8s13;s14;;;d7;s4;s6;s12;s13;s14;s5s16;s9s17;s1;s8;s8;s9;s10;s11;s12;s13;s15;s15;s15;s16;s16;s16;s17;s17;s17;s19;s20;s21;s22;s23;/rC:;1.7371,0,0;1.7358,1.0056,0;.8679,-.4978,0;0,1.0056,0;.8679,1.5134,0;2.6038,-.4989,0;4.3415,1.5149,0;2.6012,1.5123,0;3.4738,-.0003,0;3.4735,1.0078,0;4.3422,-.5013,0;5.2158,.0003,0;5.2154,1.0084,0;5.8156,2.6523,0;-1.732,1.0006,0;4.3656,3.6216,0;2.6029,-1.4989,0;.8676,-1.4978,0;.8679,2.5134,0;5.4651,-1.8435,0;6.9394,.3033,0;6.2002,.8345,0;-.8675,1.5031,0;3.724,2.8546,0;-.4327,-.2506,0;4.019,1.897,0;4.6627,1.8981,0;2.2783,1.8941,0;3.0411,.2503,0;3.9072,.759,0;4.0206,-.8841,0;5.3861,-.4698,0;5.3459,2.8237,0;6.2852,2.4808,0;5.987,3.1219,0;-1.4808,.5683,0;-1.9833,1.4329,0;-2.1643,.7493,0;4.7492,3.3008,0;4.6864,4.0051,0;3.9821,3.9424,0;1.3005,-1.7479,0;.4349,2.7634,0;5.2934,-2.3131,0;7.2606,-.0799,0;6.5217,1.2174,0;

Duplicates CHEMBL5196454;CHEMBL5205119;CHEMBL5206182

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196454.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196454.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196454.sdf

Formula	C₁₇H₂₂O₈
MW	354.36
InChIKey	HVNHCNIAGOCRFV-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	49
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	8
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-1.54
logP	0.0991
PSA	136.68
MR	86.1699
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-335.25009
PM7_Total_Energy_ev	-4747.84064
PM7_Electronic_Energy_ev	-37748.92125
PM7_Dipole_Debye	5.57758
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.015
PM7_LUMO_Energy_ev	-1.058
PM7_COSMO_Area_square_ang	328.43
PM7_COSMO_Volue_cubic_ang	387.94
PM7_Electron_Affinity_ev	1.058
PM7_Ionization_Energy_ev	9.015
PM7_Energy_Gap_ev	7.957
PM7_Global_Hardness_ev	3.9785
PM7_Global_Softness_ev	0.25135101168782203
PM7_Chemical_Potential_ev	-5.0365
PM7_Electronigativity_ev	5.0365
PM7_Back_Donation_Energy_ev	-0.994625
PM7_Electrophilicity_ev	3.187926636923464
OPENEYE_Name	(1~{S},2~{R},3~{S},4~{a}~{S},9~{a}~{R},10~{S})-1,2,3,5,8-pentahydroxy-6,10-dimethoxy-3-methyl-1,2,4,4~{a},9~{a},10-hexahydroanthracen-9-one
SMILES	c1c(c2c(c(c1OC)O)C(C3CC(C(C(C3C2=O)O)O)(C)O)OC)O
Canonical_SMILES	CO[C@H]1[C@H]2C[C@](C)(O)[C@@H]([C@H]([C@@H]2C(=O)c2c1c(O)c(cc2O)OC)O)O
InChI	1/C17H22O8/c1-17(23)5-6-9(14(21)16(17)22)13(20)10-7(18)4-8(24-2)12(19)11(10)15(6)25-3/h4,6,9,14-16,18-19,21-23H,5H2,1-3H3
InChI_3D	1S/C17H22O8/c1-17(23)5-6-9(14(21)16(17)22)13(20)10-7(18)4-8(24-2)12(19)11(10)15(6)25-3/h4,6,9,14-16,18-19,21-23H,5H2,1-3H3/t6-,9-,14-,15-,16+,17-/m0/s1
AuxInfo	1/0/N:15,16,17,1,8,11,4,5,10,2,3,6,7,12,9,13,14,19,20,18,21,22,23,24,25/rA:47cCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1s2;s1;s3d5;s2;;s3;s7;s8s9s10;s10;s12;s8s13;s14;;;d7;s4;s6;s12;s13;s14;s5s16;s9s17;s1;s8;s8;s9;s10;s11;s12;s13;s15;s15;s15;s16;s16;s16;s17;s17;s17;s19;s20;s21;s22;s23;/rC:;1.7371,0,0;1.7358,1.0056,0;.8679,-.4978,0;0,1.0056,0;.8679,1.5134,0;2.6038,-.4989,0;4.3415,1.5149,0;2.6012,1.5123,0;3.4738,-.0003,0;3.4735,1.0078,0;4.3422,-.5013,0;5.2158,.0003,0;5.2154,1.0084,0;5.8156,2.6523,0;-1.732,1.0006,0;4.3656,3.6216,0;2.6029,-1.4989,0;.8676,-1.4978,0;.8679,2.5134,0;5.4651,-1.8435,0;6.9394,.3033,0;6.2002,.8345,0;-.8675,1.5031,0;3.724,2.8546,0;-.4327,-.2506,0;4.019,1.897,0;4.6627,1.8981,0;2.2783,1.8941,0;3.0411,.2503,0;3.9072,.759,0;4.0206,-.8841,0;5.3861,-.4698,0;5.3459,2.8237,0;6.2852,2.4808,0;5.987,3.1219,0;-1.4808,.5683,0;-1.9833,1.4329,0;-2.1643,.7493,0;4.7492,3.3008,0;4.6864,4.0051,0;3.9821,3.9424,0;1.3005,-1.7479,0;.4349,2.7634,0;5.2934,-2.3131,0;7.2606,-.0799,0;6.5217,1.2174,0;
Duplicates	CHEMBL5196454;CHEMBL5205119;CHEMBL5206182
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196454.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196454.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196454.sdf