CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189495 (103702)

Formula C₂₁H₂₈O₁₃

MW 488.44

InChIKey WJKBOZUMKGXZHT-LQFNOIFHNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 34

Number_Rings 3

Number_Bonds 64

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 13

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -1.4

logP -2.5634

PSA 204.83

MR 110.202

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -488.10896

PM7_Total_Energy_ev -6794.3415

PM7_Electronic_Energy_ev -59387.6263

PM7_Dipole_Debye 5.04611

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.131

PM7_LUMO_Energy_ev -0.986

PM7_COSMO_Area_square_ang 453.8

PM7_COSMO_Volue_cubic_ang 545.45

PM7_Electron_Affinity_ev 0.986

PM7_Ionization_Energy_ev 9.131

PM7_Energy_Gap_ev 8.145

PM7_Global_Hardness_ev 4.0725

PM7_Global_Softness_ev 0.24554941682013506

PM7_Chemical_Potential_ev -5.0585

PM7_Electronigativity_ev 5.0585

PM7_Back_Donation_Energy_ev -1.018125

PM7_Electrophilicity_ev 3.141611080417434

OPENEYE_Name (~{E})-3-[4-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3-[(2~{S},3~{R},4~{R})-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3-methoxy-phenyl]prop-2-enoic acid

SMILES c1cc(c(cc1C=CC(=O)O)OC)OC2C(C(C(C(O2)CO)O)O)OC3C(C(CO3)(CO)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2ccc(cc2OC)/C=C/C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1OC[C@]([C@H]1O)(O)CO

InChI 1/C21H28O13/c1-30-12-6-10(3-5-14(24)25)2-4-11(12)32-19-17(16(27)15(26)13(7-22)33-19)34-20-18(28)21(29,8-23)9-31-20/h2-6,13,15-20,22-23,26-29H,7-9H2,1H3,(H,24,25)/f/h24H

InChI_3D 1S/C21H28O13/c1-30-12-6-10(3-5-14(24)25)2-4-11(12)32-19-17(16(27)15(26)13(7-22)33-19)34-20-18(28)21(29,8-23)9-31-20/h2-6,13,15-20,22-23,26-29H,7-9H2,1H3,(H,24,25)/b5-3+/t13-,15-,16+,17-,18+,19-,20+,21-/m1/s1

AuxInfo 1/1/N:19,1,7,2,8,3,20,21,10,4,5,6,15,9,12,11,13,14,16,17,18,30,31,22,25,27,26,28,29,33,23,32,24,34/E:(24,25)/F:19,1,7,2,8,3,20,21,10,4,5,6,15,9,12,11,13,14,16,17,18,30,31,25,22,27,26,28,29,33,23,32,24,34/rA:62cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;;s11;s11;;s12;s13;s14;s10s14;;s15;s18;d9;s10s17;s15s16;s9;s11;s12;s14;s18;s20;s21;s5s16;s6s19;s13s17;s1;s2;s3;s7;s8;s10;s10;s11;s12;s13;s14;s15;s16;s17;s19;s19;s19;s20;s20;s21;s21;s25;s26;s27;s28;s29;s30;s31;/rC:-1.277,5.0848,0;-.6372,4.3162,0;.0533,6.1987,0;-.9368,6.0251,0;.3529,4.4898,0;.7032,5.4319,0;-1.5799,6.7909,0;-1.2384,7.7307,0;-1.8815,8.4965,0;5.8865,.7095,0;;-.8675,.4975,0;.8675,.4975,0;4.3817,.1042,0;-.8675,1.5027,0;.8675,1.5027,0;4.3149,1.1019,0;5.3533,-.1384,0;2.3302,4.8379,0;-2.5903,1.1954,0;6.9247,-.9087,0;-2.8662,8.3224,0;5.2413,1.4795,0;0,2.0104,0;-1.5399,9.4363,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;4.136,-1.6284,0;5.0102,-1.0777,0;-3.5748,1.0198,0;7.8226,-1.3488,0;1.4725,3.1448,0;1.6882,5.6046,0;2.5912,.7997,0;-1.7695,4.9984,0;-.8094,3.8468,0;.2234,6.6689,0;-2.0723,6.7038,0;-.746,7.8178,0;6.2343,1.0687,0;6.2798,.4008,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;3.882,.1227,0;-1.0404,1.9719,0;1.3597,1.4149,0;4.1766,1.5824,0;1.9469,4.5169,0;2.7135,5.1589,0;2.6512,4.4546,0;-2.5025,.7032,0;-2.6781,1.6877,0;7.1448,-.4597,0;6.7046,-1.3576,0;-1.8615,9.8192,0;.9521,-1.8113,0;-1.9551,-1.2359,0;3.6722,-1.8152,0;5.3312,-1.4611,0;-3.7449,.5497,0;8.2377,-1.07,0;

Duplicates ChEBI189495

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189495.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189495.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189495.sdf

Formula	C₂₁H₂₈O₁₃
MW	488.44
InChIKey	WJKBOZUMKGXZHT-LQFNOIFHNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	34
Number_Rings	3
Number_Bonds	64
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	13
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-1.4
logP	-2.5634
PSA	204.83
MR	110.202
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-488.10896
PM7_Total_Energy_ev	-6794.3415
PM7_Electronic_Energy_ev	-59387.6263
PM7_Dipole_Debye	5.04611
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.131
PM7_LUMO_Energy_ev	-0.986
PM7_COSMO_Area_square_ang	453.8
PM7_COSMO_Volue_cubic_ang	545.45
PM7_Electron_Affinity_ev	0.986
PM7_Ionization_Energy_ev	9.131
PM7_Energy_Gap_ev	8.145
PM7_Global_Hardness_ev	4.0725
PM7_Global_Softness_ev	0.24554941682013506
PM7_Chemical_Potential_ev	-5.0585
PM7_Electronigativity_ev	5.0585
PM7_Back_Donation_Energy_ev	-1.018125
PM7_Electrophilicity_ev	3.141611080417434
OPENEYE_Name	(~{E})-3-[4-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3-[(2~{S},3~{R},4~{R})-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3-methoxy-phenyl]prop-2-enoic acid
SMILES	c1cc(c(cc1C=CC(=O)O)OC)OC2C(C(C(C(O2)CO)O)O)OC3C(C(CO3)(CO)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2ccc(cc2OC)/C=C/C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1OC[C@]([C@H]1O)(O)CO
InChI	1/C21H28O13/c1-30-12-6-10(3-5-14(24)25)2-4-11(12)32-19-17(16(27)15(26)13(7-22)33-19)34-20-18(28)21(29,8-23)9-31-20/h2-6,13,15-20,22-23,26-29H,7-9H2,1H3,(H,24,25)/f/h24H
InChI_3D	1S/C21H28O13/c1-30-12-6-10(3-5-14(24)25)2-4-11(12)32-19-17(16(27)15(26)13(7-22)33-19)34-20-18(28)21(29,8-23)9-31-20/h2-6,13,15-20,22-23,26-29H,7-9H2,1H3,(H,24,25)/b5-3+/t13-,15-,16+,17-,18+,19-,20+,21-/m1/s1
AuxInfo	1/1/N:19,1,7,2,8,3,20,21,10,4,5,6,15,9,12,11,13,14,16,17,18,30,31,22,25,27,26,28,29,33,23,32,24,34/E:(24,25)/F:19,1,7,2,8,3,20,21,10,4,5,6,15,9,12,11,13,14,16,17,18,30,31,25,22,27,26,28,29,33,23,32,24,34/rA:62cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;;s11;s11;;s12;s13;s14;s10s14;;s15;s18;d9;s10s17;s15s16;s9;s11;s12;s14;s18;s20;s21;s5s16;s6s19;s13s17;s1;s2;s3;s7;s8;s10;s10;s11;s12;s13;s14;s15;s16;s17;s19;s19;s19;s20;s20;s21;s21;s25;s26;s27;s28;s29;s30;s31;/rC:-1.277,5.0848,0;-.6372,4.3162,0;.0533,6.1987,0;-.9368,6.0251,0;.3529,4.4898,0;.7032,5.4319,0;-1.5799,6.7909,0;-1.2384,7.7307,0;-1.8815,8.4965,0;5.8865,.7095,0;;-.8675,.4975,0;.8675,.4975,0;4.3817,.1042,0;-.8675,1.5027,0;.8675,1.5027,0;4.3149,1.1019,0;5.3533,-.1384,0;2.3302,4.8379,0;-2.5903,1.1954,0;6.9247,-.9087,0;-2.8662,8.3224,0;5.2413,1.4795,0;0,2.0104,0;-1.5399,9.4363,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;4.136,-1.6284,0;5.0102,-1.0777,0;-3.5748,1.0198,0;7.8226,-1.3488,0;1.4725,3.1448,0;1.6882,5.6046,0;2.5912,.7997,0;-1.7695,4.9984,0;-.8094,3.8468,0;.2234,6.6689,0;-2.0723,6.7038,0;-.746,7.8178,0;6.2343,1.0687,0;6.2798,.4008,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;3.882,.1227,0;-1.0404,1.9719,0;1.3597,1.4149,0;4.1766,1.5824,0;1.9469,4.5169,0;2.7135,5.1589,0;2.6512,4.4546,0;-2.5025,.7032,0;-2.6781,1.6877,0;7.1448,-.4597,0;6.7046,-1.3576,0;-1.8615,9.8192,0;.9521,-1.8113,0;-1.9551,-1.2359,0;3.6722,-1.8152,0;5.3312,-1.4611,0;-3.7449,.5497,0;8.2377,-1.07,0;
Duplicates	ChEBI189495
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189495.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189495.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189495.sdf