CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188268_s0 (102619)

Formula C₂₂H₂₀O₁₁

MW 460.39

InChIKey SWSLNGRJTHYWLO-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 33

Number_Rings 5

Number_Bonds 57

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 11

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP 0.33

logP 0.073

PSA 168.28

MR 110.151

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -361.39477

PM7_Total_Energy_ev -6218.36494

PM7_Electronic_Energy_ev -49758.35277

PM7_Dipole_Debye 4.34989

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.955

PM7_LUMO_Energy_ev -0.976

PM7_COSMO_Area_square_ang 418.91

PM7_COSMO_Volue_cubic_ang 480.9

PM7_Electron_Affinity_ev 0.976

PM7_Ionization_Energy_ev 8.955

PM7_Energy_Gap_ev 7.979

PM7_Global_Hardness_ev 3.9895

PM7_Global_Softness_ev 0.25065797719012406

PM7_Chemical_Potential_ev -4.9655

PM7_Electronigativity_ev 4.9655

PM7_Back_Donation_Energy_ev -0.997375

PM7_Electrophilicity_ev 3.09013538663993

OPENEYE_Name 9-hydroxy-7-[4-[(2~{R},3~{S},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxyphenyl]-[1,3]dioxolo[4,5-g]chromen-8-one

SMILES c1cc(ccc1c2coc3cc4c(c(c3c2=O)O)OCO4)OC5C(C(C(C(O5)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@H](Oc2ccc(cc2)c2coc3c(c2=O)c(O)c2c(c3)OCO2)[C@H]([C@H]([C@H]1O)O)O

InChI 1/C22H20O11/c23-6-14-17(25)19(27)20(28)22(33-14)32-10-3-1-9(2-4-10)11-7-29-12-5-13-21(31-8-30-13)18(26)15(12)16(11)24/h1-5,7,14,17,19-20,22-23,25-28H,6,8H2

InChI_3D 1S/C22H20O11/c23-6-14-17(25)19(27)20(28)22(33-14)32-10-3-1-9(2-4-10)11-7-29-12-5-13-21(31-8-30-13)18(26)15(12)16(11)24/h1-5,7,14,17,19-20,22-23,25-28H,6,8H2/t14-,17+,19+,20+,22+/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,22,13,16,6,11,14,8,9,20,7,15,18,12,17,19,10,21,32,23,30,28,29,31,24,25,26,33,27/E:(1,2)(3,4)/rA:53cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;d5s7;s5;d9;s3d4;d7s10;;s6d13;s7s14;;;s17;s17;s18;s19;s20;d15;s8s13;s9s16;s10s16;s20s21;s12;s17;s18;s19;s22;s11s21;s1;s2;s3;s4;s5;s13;s16;s16;s17;s18;s19;s20;s21;s22;s22;s28;s29;s30;s31;s32;/rC:-1.7306,.9982,0;-.8675,2.5032,0;-2.6026,1.4982,0;-1.7394,3.0033,0;2.6037,-.4989,0;-.8675,1.5032,0;1.7357,1.0057,0;1.7371,0,0;3.4722,-.0024,0;3.4726,1.0054,0;-2.6114,2.5034,0;2.6012,1.5124,0;;0,1.0057,0;.8679,1.5135,0;5.0234,.501,0;-5.9698,1.8937,0;-6.321,2.8301,0;-4.9843,1.7239,0;-5.6801,3.6045,0;-4.3435,2.4983,0;-5.0993,5.2553,0;.8679,2.5135,0;.8679,-.4978,0;4.4307,-.3142,0;4.4313,1.3165,0;-4.6881,3.4425,0;2.5998,2.5124,0;-5.9596,.1437,0;-7.8288,1.9418,0;-4.1154,1.229,0;-4.7674,6.1986,0;-3.4789,3.0008,0;-1.7284,.4982,0;-.4348,2.7538,0;-3.0341,1.2457,0;-1.7394,3.5033,0;2.6029,-.9989,0;-.4327,-.2506,0;5.3951,.8354,0;5.3949,.1663,0;-6.4616,1.803,0;-6.6454,3.2106,0;-5.153,1.2532,0;-6.1153,3.8507,0;-4.0202,2.1169,0;-5.571,5.4212,0;-4.6277,5.0893,0;2.1665,2.7618,0;-6.3911,-.1088,0;-8.264,2.188,0;-4.1125,.729,0;-5.0929,6.5781,0;

Duplicates ChEBI188268_s0;ChEBI191601_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188268_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188268_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188268_s0.sdf

Formula	C₂₂H₂₀O₁₁
MW	460.39
InChIKey	SWSLNGRJTHYWLO-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	33
Number_Rings	5
Number_Bonds	57
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	11
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	0.33
logP	0.073
PSA	168.28
MR	110.151
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-361.39477
PM7_Total_Energy_ev	-6218.36494
PM7_Electronic_Energy_ev	-49758.35277
PM7_Dipole_Debye	4.34989
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.955
PM7_LUMO_Energy_ev	-0.976
PM7_COSMO_Area_square_ang	418.91
PM7_COSMO_Volue_cubic_ang	480.9
PM7_Electron_Affinity_ev	0.976
PM7_Ionization_Energy_ev	8.955
PM7_Energy_Gap_ev	7.979
PM7_Global_Hardness_ev	3.9895
PM7_Global_Softness_ev	0.25065797719012406
PM7_Chemical_Potential_ev	-4.9655
PM7_Electronigativity_ev	4.9655
PM7_Back_Donation_Energy_ev	-0.997375
PM7_Electrophilicity_ev	3.09013538663993
OPENEYE_Name	9-hydroxy-7-[4-[(2~{R},3~{S},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxyphenyl]-[1,3]dioxolo[4,5-g]chromen-8-one
SMILES	c1cc(ccc1c2coc3cc4c(c(c3c2=O)O)OCO4)OC5C(C(C(C(O5)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@H](Oc2ccc(cc2)c2coc3c(c2=O)c(O)c2c(c3)OCO2)[C@H]([C@H]([C@H]1O)O)O
InChI	1/C22H20O11/c23-6-14-17(25)19(27)20(28)22(33-14)32-10-3-1-9(2-4-10)11-7-29-12-5-13-21(31-8-30-13)18(26)15(12)16(11)24/h1-5,7,14,17,19-20,22-23,25-28H,6,8H2
InChI_3D	1S/C22H20O11/c23-6-14-17(25)19(27)20(28)22(33-14)32-10-3-1-9(2-4-10)11-7-29-12-5-13-21(31-8-30-13)18(26)15(12)16(11)24/h1-5,7,14,17,19-20,22-23,25-28H,6,8H2/t14-,17+,19+,20+,22+/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,22,13,16,6,11,14,8,9,20,7,15,18,12,17,19,10,21,32,23,30,28,29,31,24,25,26,33,27/E:(1,2)(3,4)/rA:53cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;d5s7;s5;d9;s3d4;d7s10;;s6d13;s7s14;;;s17;s17;s18;s19;s20;d15;s8s13;s9s16;s10s16;s20s21;s12;s17;s18;s19;s22;s11s21;s1;s2;s3;s4;s5;s13;s16;s16;s17;s18;s19;s20;s21;s22;s22;s28;s29;s30;s31;s32;/rC:-1.7306,.9982,0;-.8675,2.5032,0;-2.6026,1.4982,0;-1.7394,3.0033,0;2.6037,-.4989,0;-.8675,1.5032,0;1.7357,1.0057,0;1.7371,0,0;3.4722,-.0024,0;3.4726,1.0054,0;-2.6114,2.5034,0;2.6012,1.5124,0;;0,1.0057,0;.8679,1.5135,0;5.0234,.501,0;-5.9698,1.8937,0;-6.321,2.8301,0;-4.9843,1.7239,0;-5.6801,3.6045,0;-4.3435,2.4983,0;-5.0993,5.2553,0;.8679,2.5135,0;.8679,-.4978,0;4.4307,-.3142,0;4.4313,1.3165,0;-4.6881,3.4425,0;2.5998,2.5124,0;-5.9596,.1437,0;-7.8288,1.9418,0;-4.1154,1.229,0;-4.7674,6.1986,0;-3.4789,3.0008,0;-1.7284,.4982,0;-.4348,2.7538,0;-3.0341,1.2457,0;-1.7394,3.5033,0;2.6029,-.9989,0;-.4327,-.2506,0;5.3951,.8354,0;5.3949,.1663,0;-6.4616,1.803,0;-6.6454,3.2106,0;-5.153,1.2532,0;-6.1153,3.8507,0;-4.0202,2.1169,0;-5.571,5.4212,0;-4.6277,5.0893,0;2.1665,2.7618,0;-6.3911,-.1088,0;-8.264,2.188,0;-4.1125,.729,0;-5.0929,6.5781,0;
Duplicates	ChEBI188268_s0;ChEBI191601_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188268_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188268_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188268_s0.sdf