CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5196987 (2539835)

Formula C₂₅H₃₂O₁₂

MW 524.52

InChIKey XMDVAOHKCBEIOU-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 69

Number_Heavy_Atoms 37

Number_Rings 4

Number_Bonds 72

Rotat_Bonds 16

Unbranched_Chain 4

Chiral_Centers 7

ONatoms 12

HB_Donor 7

HB_Acceptor 7

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 12

Lipinski_Violations 3

XLogP3 0

XLogP -0.38

logP -0.6222

PSA 187.76

MR 126.17

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -440.14058

PM7_Total_Energy_ev -7044.57735

PM7_Electronic_Energy_ev -62613.07601

PM7_Dipole_Debye 5.8317

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.511

PM7_LUMO_Energy_ev -0.196

PM7_COSMO_Area_square_ang 510.63

PM7_COSMO_Volue_cubic_ang 594.8

PM7_Electron_Affinity_ev 0.196

PM7_Ionization_Energy_ev 8.511

PM7_Energy_Gap_ev 8.315

PM7_Global_Hardness_ev 4.1575

PM7_Global_Softness_ev 0.24052916416115455

PM7_Chemical_Potential_ev -4.3535

PM7_Electronigativity_ev 4.3535

PM7_Back_Donation_Energy_ev -1.039375

PM7_Electrophilicity_ev 2.2793700841852074

OPENEYE_Name (2~{S},3~{R},4~{S},5~{S},6~{R})-2-[4-[(2~{S},3~{S})-5-hydroxy-3-(hydroxymethyl)-7-(3-hydroxypropyl)-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxy-phenoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

SMILES c1cc(c(cc1C2C(Oc3c(cc(cc3O)CCCO)O2)CO)OC)OC4C(C(C(C(O4)CO)O)O)O

Canonical_SMILES OCCCc1cc2O[C@@H](c3ccc(c(c3)OC)O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)[C@@H](Oc2c(c1)O)CO

InChI 1/C25H32O12/c1-33-16-9-13(4-5-15(16)36-25-22(32)21(31)20(30)18(10-27)37-25)23-19(11-28)35-24-14(29)7-12(3-2-6-26)8-17(24)34-23/h4-5,7-9,18-23,25-32H,2-3,6,10-11H2,1H3

InChI_3D 1S/C25H32O12/c1-33-16-9-13(4-5-15(16)36-25-22(32)21(31)20(30)18(10-27)37-25)23-19(11-28)35-24-14(29)7-12(3-2-6-26)8-17(24)34-23/h4-5,7-9,18-23,25-32H,2-3,6,10-11H2,1H3/t18-,19+,20-,21+,22-,23+,25-/m1/s1

AuxInfo 1/0/N:20,24,21,1,2,25,5,4,3,23,22,7,6,12,10,11,8,18,17,15,14,16,13,9,19,35,34,33,29,31,30,32,37,26,27,36,28/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;d4s5;s4;d8;s2;s3d10;d5s9;s6;;s14;s14;s13;s15;s16;;s7;s17;s18;s21;s24;s8s13;s9s17;s18s19;s12;s14;s15;s16;s22;s23;s25;s10s19;s11s20;s1;s2;s3;s4;s5;s13;s14;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s29;s30;s31;s32;s33;s34;s35;/rC:3.1741,-2.71,0;3.5115,-3.6514,0;4.8058,-2.12,0;.8679,-1.5035,0;;3.8163,-1.9434,0;0,-1.0057,0;1.7371,-1.0057,0;1.7358,0,0;4.5011,-3.828,0;5.1533,-3.0632,0;.8679,.5078,0;3.4748,-1.0035,0;3.3108,-7.027,0;4.1709,-7.5372,0;3.3168,-6.027,0;3.4735,.0022,0;5.0459,-7.0424,0;4.1918,-5.5322,0;6.4778,-4.1792,0;-.8653,-1.5069,0;4.0722,1.6466,0;6.773,-6.7607,0;-1.7306,-2.0082,0;-2.5959,-2.5094,0;2.6038,-1.5046,0;2.6012,.5067,0;5.0608,-6.0374,0;.8679,1.5078,0;1.5899,-6.7094,0;3.0315,-8.8655,0;2.9823,-5.0846,0;4.4142,2.5863,0;7.76,-6.5998,0;-3.4613,-3.0106,0;4.8384,-4.7694,0;6.1377,-3.2388,0;2.6819,-2.6222,0;3.1888,-4.0333,0;5.1269,-1.7366,0;.8677,-2.0035,0;-.4337,.2487,0;3.9672,-.9165,0;3.1352,-7.4952,0;4.4885,-7.9234,0;2.8238,-6.1104,0;3.966,-.0843,0;5.2118,-7.5141,0;3.8731,-5.147,0;6.0076,-4.3492,0;6.948,-4.0091,0;6.6479,-4.6494,0;-.6147,-1.9396,0;-1.1159,-1.0743,0;3.6023,1.8177,0;4.542,1.4756,0;6.8535,-7.2542,0;6.6926,-6.2673,0;-1.48,-2.4408,0;-1.9812,-1.5755,0;-2.3453,-2.942,0;-2.8466,-2.0767,0;.4349,1.7578,0;1.2654,-7.0899,0;3.1974,-9.3372,0;2.4906,-4.9939,0;4.0929,2.9693,0;8.0764,-6.9869,0;-3.4605,-3.5106,0;

Duplicates CHEMBL5196987

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196987.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196987.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196987.sdf

Formula	C₂₅H₃₂O₁₂
MW	524.52
InChIKey	XMDVAOHKCBEIOU-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	69
Number_Heavy_Atoms	37
Number_Rings	4
Number_Bonds	72
Rotat_Bonds	16
Unbranched_Chain	4
Chiral_Centers	7
ONatoms	12
HB_Donor	7
HB_Acceptor	7
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	12
Lipinski_Violations	3
XLogP3	0
XLogP	-0.38
logP	-0.6222
PSA	187.76
MR	126.17
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-440.14058
PM7_Total_Energy_ev	-7044.57735
PM7_Electronic_Energy_ev	-62613.07601
PM7_Dipole_Debye	5.8317
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.511
PM7_LUMO_Energy_ev	-0.196
PM7_COSMO_Area_square_ang	510.63
PM7_COSMO_Volue_cubic_ang	594.8
PM7_Electron_Affinity_ev	0.196
PM7_Ionization_Energy_ev	8.511
PM7_Energy_Gap_ev	8.315
PM7_Global_Hardness_ev	4.1575
PM7_Global_Softness_ev	0.24052916416115455
PM7_Chemical_Potential_ev	-4.3535
PM7_Electronigativity_ev	4.3535
PM7_Back_Donation_Energy_ev	-1.039375
PM7_Electrophilicity_ev	2.2793700841852074
OPENEYE_Name	(2~{S},3~{R},4~{S},5~{S},6~{R})-2-[4-[(2~{S},3~{S})-5-hydroxy-3-(hydroxymethyl)-7-(3-hydroxypropyl)-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxy-phenoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
SMILES	c1cc(c(cc1C2C(Oc3c(cc(cc3O)CCCO)O2)CO)OC)OC4C(C(C(C(O4)CO)O)O)O
Canonical_SMILES	OCCCc1cc2O[C@@H](c3ccc(c(c3)OC)O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)[C@@H](Oc2c(c1)O)CO
InChI	1/C25H32O12/c1-33-16-9-13(4-5-15(16)36-25-22(32)21(31)20(30)18(10-27)37-25)23-19(11-28)35-24-14(29)7-12(3-2-6-26)8-17(24)34-23/h4-5,7-9,18-23,25-32H,2-3,6,10-11H2,1H3
InChI_3D	1S/C25H32O12/c1-33-16-9-13(4-5-15(16)36-25-22(32)21(31)20(30)18(10-27)37-25)23-19(11-28)35-24-14(29)7-12(3-2-6-26)8-17(24)34-23/h4-5,7-9,18-23,25-32H,2-3,6,10-11H2,1H3/t18-,19+,20-,21+,22-,23+,25-/m1/s1
AuxInfo	1/0/N:20,24,21,1,2,25,5,4,3,23,22,7,6,12,10,11,8,18,17,15,14,16,13,9,19,35,34,33,29,31,30,32,37,26,27,36,28/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;d4s5;s4;d8;s2;s3d10;d5s9;s6;;s14;s14;s13;s15;s16;;s7;s17;s18;s21;s24;s8s13;s9s17;s18s19;s12;s14;s15;s16;s22;s23;s25;s10s19;s11s20;s1;s2;s3;s4;s5;s13;s14;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s29;s30;s31;s32;s33;s34;s35;/rC:3.1741,-2.71,0;3.5115,-3.6514,0;4.8058,-2.12,0;.8679,-1.5035,0;;3.8163,-1.9434,0;0,-1.0057,0;1.7371,-1.0057,0;1.7358,0,0;4.5011,-3.828,0;5.1533,-3.0632,0;.8679,.5078,0;3.4748,-1.0035,0;3.3108,-7.027,0;4.1709,-7.5372,0;3.3168,-6.027,0;3.4735,.0022,0;5.0459,-7.0424,0;4.1918,-5.5322,0;6.4778,-4.1792,0;-.8653,-1.5069,0;4.0722,1.6466,0;6.773,-6.7607,0;-1.7306,-2.0082,0;-2.5959,-2.5094,0;2.6038,-1.5046,0;2.6012,.5067,0;5.0608,-6.0374,0;.8679,1.5078,0;1.5899,-6.7094,0;3.0315,-8.8655,0;2.9823,-5.0846,0;4.4142,2.5863,0;7.76,-6.5998,0;-3.4613,-3.0106,0;4.8384,-4.7694,0;6.1377,-3.2388,0;2.6819,-2.6222,0;3.1888,-4.0333,0;5.1269,-1.7366,0;.8677,-2.0035,0;-.4337,.2487,0;3.9672,-.9165,0;3.1352,-7.4952,0;4.4885,-7.9234,0;2.8238,-6.1104,0;3.966,-.0843,0;5.2118,-7.5141,0;3.8731,-5.147,0;6.0076,-4.3492,0;6.948,-4.0091,0;6.6479,-4.6494,0;-.6147,-1.9396,0;-1.1159,-1.0743,0;3.6023,1.8177,0;4.542,1.4756,0;6.8535,-7.2542,0;6.6926,-6.2673,0;-1.48,-2.4408,0;-1.9812,-1.5755,0;-2.3453,-2.942,0;-2.8466,-2.0767,0;.4349,1.7578,0;1.2654,-7.0899,0;3.1974,-9.3372,0;2.4906,-4.9939,0;4.0929,2.9693,0;8.0764,-6.9869,0;-3.4605,-3.5106,0;
Duplicates	CHEMBL5196987
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196987.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196987.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196987.sdf