CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI195573_s0 (108610)

Formula C₂₃H₂₂O₁₂

MW 490.42

InChIKey BUWALTSLLYTARL-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 60

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 12

HB_Donor 7

HB_Acceptor 9

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -1.64

logP 0.3681

PSA 207.35

MR 118.368

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -446.74079

PM7_Total_Energy_ev -6665.02323

PM7_Electronic_Energy_ev -61180.46841

PM7_Dipole_Debye 5.57108

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.172

PM7_LUMO_Energy_ev -1.002

PM7_COSMO_Area_square_ang 410.42

PM7_COSMO_Volue_cubic_ang 525.57

PM7_Electron_Affinity_ev 1.002

PM7_Ionization_Energy_ev 9.172

PM7_Energy_Gap_ev 8.17

PM7_Global_Hardness_ev 4.085

PM7_Global_Softness_ev 0.24479804161566707

PM7_Chemical_Potential_ev -5.087

PM7_Electronigativity_ev 5.087

PM7_Back_Donation_Energy_ev -1.02125

PM7_Electrophilicity_ev 3.167389106487148

OPENEYE_Name [(2~{R},3~{S},4~{R},5~{S},6~{R})-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-chromen-8-yl]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl] acetate

SMILES c1cc(c(cc1c2cc(=O)c3c(o2)c(c(cc3O)O)C4C(C(C(C(O4)CO)O)O)OC(=O)C)O)O

Canonical_SMILES OC[C@H]1O[C@@H]([C@H]([C@@H]([C@@H]1O)O)OC(=O)C)c1c(O)cc(c2c1oc(cc2=O)c1ccc(c(c1)O)O)O

InChI 1/C23H22O12/c1-8(25)33-23-20(32)19(31)16(7-24)35-22(23)18-13(29)5-12(28)17-14(30)6-15(34-21(17)18)9-2-3-10(26)11(27)4-9/h2-6,16,19-20,22-24,26-29,31-32H,7H2,1H3

InChI_3D 1S/C23H22O12/c1-8(25)33-23-20(32)19(31)16(7-24)35-22(23)18-13(29)5-12(28)17-14(30)6-15(34-21(17)18)9-2-3-10(26)11(27)4-9/h2-6,16,19-20,22-24,26-29,31-32H,7H2,1H3/t16-,19-,20-,22-,23+/m1/s1

AuxInfo 1/0/N:22,1,2,3,4,13,23,16,5,9,10,11,12,15,14,21,6,7,20,19,8,17,18,34,25,28,29,30,31,24,33,32,35,26,27/rA:57cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;;d6s7;s2;s3d9;d4s6;s4d7;;s5d13;s6s13;;s7;s17;s18;s19;s20;s16;s21;d15;d16;s8s14;s17s21;s9;s10;s11;s12;s19;s20;s23;s16s18;s1;s2;s3;s4;s13;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s28;s29;s30;s31;s32;s33;s34;/rC:4.3484,2.5014,0;5.2134,3.0032,0;5.2147,.998,0;;4.3446,1.5014,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.0835,2.4998,0;6.0885,1.4947,0;.868,-.4978,0;0,1.0057,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-2.5036,2.711,0;.8674,3.2638,0;-.1221,3.087,0;-.7645,3.8534,0;-.4274,4.7949,0;.5621,4.9717,0;-3.3694,2.2107,0;2.0722,5.8562,0;2.5998,-1.5032,0;-2.5039,3.711,0;2.6052,1.5109,0;1.2145,4.2071,0;6.9485,3.0016,0;6.9541,.9939,0;.8675,-1.4978,0;-.8675,1.5031,0;-2.2829,4.7234,0;-.4331,6.5449,0;2.9351,6.3616,0;-1.6373,2.2114,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;-.4327,-.2506,0;3.9084,-.2548,0;1.3596,3.1762,0;.0495,2.6173,0;-1.0854,3.4699,0;-.9201,4.8796,0;.3891,5.4408,0;-3.6196,2.6436,0;-3.1192,1.7778,0;-3.8023,1.9605,0;2.3249,5.4248,0;1.8195,6.2876,0;6.9475,3.5016,0;7.3874,1.2435,0;1.3004,-1.748,0;-1.2998,1.2518,0;-2.2846,5.2234,0;-.867,6.7935,0;3.3696,6.1143,0;

Duplicates ChEBI195573_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195573_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195573_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195573_s0.sdf

Formula	C₂₃H₂₂O₁₂
MW	490.42
InChIKey	BUWALTSLLYTARL-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	60
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	12
HB_Donor	7
HB_Acceptor	9
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-1.64
logP	0.3681
PSA	207.35
MR	118.368
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-446.74079
PM7_Total_Energy_ev	-6665.02323
PM7_Electronic_Energy_ev	-61180.46841
PM7_Dipole_Debye	5.57108
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.172
PM7_LUMO_Energy_ev	-1.002
PM7_COSMO_Area_square_ang	410.42
PM7_COSMO_Volue_cubic_ang	525.57
PM7_Electron_Affinity_ev	1.002
PM7_Ionization_Energy_ev	9.172
PM7_Energy_Gap_ev	8.17
PM7_Global_Hardness_ev	4.085
PM7_Global_Softness_ev	0.24479804161566707
PM7_Chemical_Potential_ev	-5.087
PM7_Electronigativity_ev	5.087
PM7_Back_Donation_Energy_ev	-1.02125
PM7_Electrophilicity_ev	3.167389106487148
OPENEYE_Name	[(2~{R},3~{S},4~{R},5~{S},6~{R})-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-chromen-8-yl]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl] acetate
SMILES	c1cc(c(cc1c2cc(=O)c3c(o2)c(c(cc3O)O)C4C(C(C(C(O4)CO)O)O)OC(=O)C)O)O
Canonical_SMILES	OC[C@H]1O[C@@H]([C@H]([C@@H]([C@@H]1O)O)OC(=O)C)c1c(O)cc(c2c1oc(cc2=O)c1ccc(c(c1)O)O)O
InChI	1/C23H22O12/c1-8(25)33-23-20(32)19(31)16(7-24)35-22(23)18-13(29)5-12(28)17-14(30)6-15(34-21(17)18)9-2-3-10(26)11(27)4-9/h2-6,16,19-20,22-24,26-29,31-32H,7H2,1H3
InChI_3D	1S/C23H22O12/c1-8(25)33-23-20(32)19(31)16(7-24)35-22(23)18-13(29)5-12(28)17-14(30)6-15(34-21(17)18)9-2-3-10(26)11(27)4-9/h2-6,16,19-20,22-24,26-29,31-32H,7H2,1H3/t16-,19-,20-,22-,23+/m1/s1
AuxInfo	1/0/N:22,1,2,3,4,13,23,16,5,9,10,11,12,15,14,21,6,7,20,19,8,17,18,34,25,28,29,30,31,24,33,32,35,26,27/rA:57cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;;d6s7;s2;s3d9;d4s6;s4d7;;s5d13;s6s13;;s7;s17;s18;s19;s20;s16;s21;d15;d16;s8s14;s17s21;s9;s10;s11;s12;s19;s20;s23;s16s18;s1;s2;s3;s4;s13;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s28;s29;s30;s31;s32;s33;s34;/rC:4.3484,2.5014,0;5.2134,3.0032,0;5.2147,.998,0;;4.3446,1.5014,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.0835,2.4998,0;6.0885,1.4947,0;.868,-.4978,0;0,1.0057,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-2.5036,2.711,0;.8674,3.2638,0;-.1221,3.087,0;-.7645,3.8534,0;-.4274,4.7949,0;.5621,4.9717,0;-3.3694,2.2107,0;2.0722,5.8562,0;2.5998,-1.5032,0;-2.5039,3.711,0;2.6052,1.5109,0;1.2145,4.2071,0;6.9485,3.0016,0;6.9541,.9939,0;.8675,-1.4978,0;-.8675,1.5031,0;-2.2829,4.7234,0;-.4331,6.5449,0;2.9351,6.3616,0;-1.6373,2.2114,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;-.4327,-.2506,0;3.9084,-.2548,0;1.3596,3.1762,0;.0495,2.6173,0;-1.0854,3.4699,0;-.9201,4.8796,0;.3891,5.4408,0;-3.6196,2.6436,0;-3.1192,1.7778,0;-3.8023,1.9605,0;2.3249,5.4248,0;1.8195,6.2876,0;6.9475,3.5016,0;7.3874,1.2435,0;1.3004,-1.748,0;-1.2998,1.2518,0;-2.2846,5.2234,0;-.867,6.7935,0;3.3696,6.1143,0;
Duplicates	ChEBI195573_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195573_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195573_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195573_s0.sdf