CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI179276 (95289)

Formula C₂₂H₂₂O₈

MW 414.41

InChIKey RUTGHCUXABPJTJ-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 8

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.8

logP 2.4515

PSA 129.59

MR 108.754

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -289.00748

PM7_Total_Energy_ev -5361.25902

PM7_Electronic_Energy_ev -45848.57965

PM7_Dipole_Debye 4.73105

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.312

PM7_LUMO_Energy_ev -0.916

PM7_COSMO_Area_square_ang 384.07

PM7_COSMO_Volue_cubic_ang 462.93

PM7_Electron_Affinity_ev 0.916

PM7_Ionization_Energy_ev 9.312

PM7_Energy_Gap_ev 8.396

PM7_Global_Hardness_ev 4.198

PM7_Global_Softness_ev 0.23820867079561697

PM7_Chemical_Potential_ev -5.114

PM7_Electronigativity_ev 5.114

PM7_Back_Donation_Energy_ev -1.0495

PM7_Electrophilicity_ev 3.1149352072415435

OPENEYE_Name 8-[(2~{S},4~{S},5~{S},6~{R})-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-chromen-4-one

SMILES c1cc(ccc1c2cc(=O)c3c(o2)c(c(cc3O)OC)C4CC(C(C(O4)C)O)O)O

Canonical_SMILES COc1cc(O)c2c(c1[C@@H]1C[C@H](O)[C@@H]([C@H](O1)C)O)oc(cc2=O)c1ccc(cc1)O

InChI 1/C22H22O8/c1-10-21(27)15(26)9-18(29-10)20-17(28-2)8-14(25)19-13(24)7-16(30-22(19)20)11-3-5-12(23)6-4-11/h3-8,10,15,18,21,23,25-27H,9H2,1-2H3

InChI_3D 1S/C22H22O8/c1-10-21(27)15(26)9-18(29-10)20-17(28-2)8-14(25)19-13(24)7-16(30-22(19)20)11-3-5-12(23)6-4-11/h3-8,10,15,18,21,23,25-27H,9H2,1-2H3/t10-,15+,18+,21-/m1/s1

AuxInfo 1/0/N:21,22,1,2,3,4,13,5,16,20,6,10,15,11,18,14,12,17,7,8,19,9,26,23,27,28,29,30,25,24/E:(3,4)(5,6)/rA:52cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;;s6d13;s7s13;;s8s16;s16;s18;s19;s20;;d15;s9s14;s17s20;s10;s11;s18;s19;s12s22;s1;s2;s3;s4;s5;s13;s16;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s26;s27;s28;s29;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;;4.3446,1.5014,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.088,2.5025,0;.868,-.4978,0;0,1.0057,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-.1221,3.087,0;.8674,3.2638,0;-.7645,3.8534,0;-.4274,4.7949,0;.5621,4.9717,0;1.425,5.4771,0;-2.3827,1.3736,0;2.5998,-1.5032,0;2.6052,1.5109,0;1.2145,4.2071,0;6.9552,3.0005,0;.8675,-1.4978,0;-2.2829,4.7234,0;-.4331,6.5449,0;-1.5182,1.8762,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;-.4327,-.2506,0;3.9084,-.2548,0;-.5551,2.8368,0;.0495,2.6173,0;1.3596,3.1762,0;-1.0854,3.4699,0;-.9201,4.8796,0;.3891,5.4408,0;1.6777,5.0457,0;1.1723,5.9086,0;1.8565,5.7298,0;-2.634,1.8058,0;-2.1314,.9413,0;-2.8149,1.1223,0;6.9563,3.5005,0;1.3004,-1.748,0;-2.7151,4.472,0;-.867,6.7935,0;

Duplicates ChEBI179276

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179250-0000179499/ChEBI179276.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179250-0000179499/ChEBI179276.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179250-0000179499/ChEBI179276.sdf

Formula	C₂₂H₂₂O₈
MW	414.41
InChIKey	RUTGHCUXABPJTJ-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	8
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.8
logP	2.4515
PSA	129.59
MR	108.754
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-289.00748
PM7_Total_Energy_ev	-5361.25902
PM7_Electronic_Energy_ev	-45848.57965
PM7_Dipole_Debye	4.73105
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.312
PM7_LUMO_Energy_ev	-0.916
PM7_COSMO_Area_square_ang	384.07
PM7_COSMO_Volue_cubic_ang	462.93
PM7_Electron_Affinity_ev	0.916
PM7_Ionization_Energy_ev	9.312
PM7_Energy_Gap_ev	8.396
PM7_Global_Hardness_ev	4.198
PM7_Global_Softness_ev	0.23820867079561697
PM7_Chemical_Potential_ev	-5.114
PM7_Electronigativity_ev	5.114
PM7_Back_Donation_Energy_ev	-1.0495
PM7_Electrophilicity_ev	3.1149352072415435
OPENEYE_Name	8-[(2~{S},4~{S},5~{S},6~{R})-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-chromen-4-one
SMILES	c1cc(ccc1c2cc(=O)c3c(o2)c(c(cc3O)OC)C4CC(C(C(O4)C)O)O)O
Canonical_SMILES	COc1cc(O)c2c(c1[C@@H]1C[C@H](O)[C@@H]([C@H](O1)C)O)oc(cc2=O)c1ccc(cc1)O
InChI	1/C22H22O8/c1-10-21(27)15(26)9-18(29-10)20-17(28-2)8-14(25)19-13(24)7-16(30-22(19)20)11-3-5-12(23)6-4-11/h3-8,10,15,18,21,23,25-27H,9H2,1-2H3
InChI_3D	1S/C22H22O8/c1-10-21(27)15(26)9-18(29-10)20-17(28-2)8-14(25)19-13(24)7-16(30-22(19)20)11-3-5-12(23)6-4-11/h3-8,10,15,18,21,23,25-27H,9H2,1-2H3/t10-,15+,18+,21-/m1/s1
AuxInfo	1/0/N:21,22,1,2,3,4,13,5,16,20,6,10,15,11,18,14,12,17,7,8,19,9,26,23,27,28,29,30,25,24/E:(3,4)(5,6)/rA:52cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;;s6d13;s7s13;;s8s16;s16;s18;s19;s20;;d15;s9s14;s17s20;s10;s11;s18;s19;s12s22;s1;s2;s3;s4;s5;s13;s16;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s26;s27;s28;s29;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;;4.3446,1.5014,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.088,2.5025,0;.868,-.4978,0;0,1.0057,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-.1221,3.087,0;.8674,3.2638,0;-.7645,3.8534,0;-.4274,4.7949,0;.5621,4.9717,0;1.425,5.4771,0;-2.3827,1.3736,0;2.5998,-1.5032,0;2.6052,1.5109,0;1.2145,4.2071,0;6.9552,3.0005,0;.8675,-1.4978,0;-2.2829,4.7234,0;-.4331,6.5449,0;-1.5182,1.8762,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;-.4327,-.2506,0;3.9084,-.2548,0;-.5551,2.8368,0;.0495,2.6173,0;1.3596,3.1762,0;-1.0854,3.4699,0;-.9201,4.8796,0;.3891,5.4408,0;1.6777,5.0457,0;1.1723,5.9086,0;1.8565,5.7298,0;-2.634,1.8058,0;-2.1314,.9413,0;-2.8149,1.1223,0;6.9563,3.5005,0;1.3004,-1.748,0;-2.7151,4.472,0;-.867,6.7935,0;
Duplicates	ChEBI179276
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179250-0000179499/ChEBI179276.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179250-0000179499/ChEBI179276.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179250-0000179499/ChEBI179276.sdf