CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185595_s0 (100210)

Formula C₂₂H₃₀O₁₄

MW 518.47

InChIKey XMBZZLUIFFOAHR-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 36

Number_Rings 3

Number_Bonds 68

Rotat_Bonds 18

Unbranched_Chain 2

Chiral_Centers 9

ONatoms 14

HB_Donor 8

HB_Acceptor 9

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -1.6

logP -3.4171

PSA 225.06

MR 116.022

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -552.77368

PM7_Total_Energy_ev -7240.26608

PM7_Electronic_Energy_ev -66968.80953

PM7_Dipole_Debye 1.65418

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.781

PM7_LUMO_Energy_ev -0.667

PM7_COSMO_Area_square_ang 458.61

PM7_COSMO_Volue_cubic_ang 584.6

PM7_Electron_Affinity_ev 0.667

PM7_Ionization_Energy_ev 8.781

PM7_Energy_Gap_ev 8.114

PM7_Global_Hardness_ev 4.057

PM7_Global_Softness_ev 0.24648755237860487

PM7_Chemical_Potential_ev -4.724

PM7_Electronigativity_ev 4.724

PM7_Back_Donation_Energy_ev -1.01425

PM7_Electrophilicity_ev 2.7503298003450825

OPENEYE_Name [(2~{S},3~{R},4~{S},5~{S},6~{R})-6-[(2~{R},3~{S},4~{S},5~{R})-3,4-dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]methyl (~{E})-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate

SMILES c1cc(c(cc1C=CC(=O)OCC2C(C(C(C(O2)OC3(C(C(C(O3)CO)O)O)CO)O)O)O)OC)O

Canonical_SMILES OC[C@H]1O[C@]([C@H]([C@@H]1O)O)(CO)O[C@H]1O[C@@H](COC(=O)/C=C/c2ccc(c(c2)OC)O)[C@@H]([C@@H]([C@@H]1O)O)O

InChI 1/C22H30O14/c1-32-12-6-10(2-4-11(12)25)3-5-15(26)33-8-14-16(27)18(29)19(30)21(34-14)36-22(9-24)20(31)17(28)13(7-23)35-22/h2-6,13-14,16-21,23-25,27-31H,7-9H2,1H3

InChI_3D 1S/C22H30O14/c1-32-12-6-10(2-4-11(12)25)3-5-15(26)33-8-14-16(27)18(29)19(30)21(34-14)36-22(9-24)20(31)17(28)13(7-23)35-22/h2-6,13-14,16-21,23-25,27-31H,7-9H2,1H3/b5-3+/t13-,14+,16+,17-,18+,19+,20+,21-,22-/m1/s1

AuxInfo 1/0/N:19,1,7,2,8,3,21,20,22,4,5,6,16,15,9,11,12,10,13,14,17,18,32,33,26,23,28,29,27,30,31,34,35,24,25,36/rA:66cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;s10;;s10;s12;s11;s12;s13;s14;;s15;s16;s18;d9;s15s17;s16s18;s5;s10;s11;s12;s13;s14;s21;s22;s6s19;s9s20;s17s18;s1;s2;s3;s7;s8;s10;s11;s12;s13;s14;s15;s16;s17;s19;s19;s19;s20;s20;s21;s21;s22;s22;s26;s27;s28;s29;s30;s31;s32;s33;/rC:-5.4659,6.4706,0;-5.8157,7.4074,0;-3.8386,7.0729,0;-4.4806,6.2994,0;-5.1737,8.1809,0;-4.1819,8.0176,0;-4.1349,5.361,0;-3.1494,5.1912,0;-2.8037,4.2529,0;;-.8675,.4975,0;3.4168,4.3576,0;.8675,.4975,0;2.717,3.6411,0;-.8675,1.5027,0;2.95,5.2419,0;.8675,1.5027,0;1.8182,4.0831,0;-3.8903,9.7249,0;-1.4725,3.1448,0;2.4796,6.9275,0;.849,4.3295,0;-3.4435,3.4843,0;0,2.0104,0;1.9633,5.0772,0;-5.5235,9.1177,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;4.5352,3.0116,0;2.5912,.7997,0;2.1836,2.7953,0;2.2108,7.8907,0;-.1201,4.5759,0;-3.5433,8.7871,0;-1.8182,4.0831,0;1.2132,2.441,0;-5.7852,6.0858,0;-6.3087,7.4909,0;-3.346,6.9872,0;-4.4548,4.9767,0;-2.8295,5.5755,0;-.321,-.3833,0;-1.36,.5838,0;3.8324,4.6356,0;1.0376,.0273,0;3.1095,3.3314,0;-1.3597,1.4149,0;3.4145,5.4269,0;1.3597,1.4149,0;-3.4214,9.8984,0;-4.3593,9.5514,0;-4.0639,10.1938,0;-1.9417,2.9719,0;-1.0033,3.3177,0;2.9612,7.0619,0;1.998,6.7931,0;.9722,4.8141,0;.7258,3.8449,0;-6.0167,9.2004,0;.9521,-1.8113,0;-1.9551,-1.2359,0;5.028,3.0961,0;2.9122,.4164,0;2.4166,2.3528,0;2.5607,8.2479,0;-.2557,5.0572,0;

Duplicates ChEBI185595_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185595_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185595_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185595_s0.sdf

Formula	C₂₂H₃₀O₁₄
MW	518.47
InChIKey	XMBZZLUIFFOAHR-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	36
Number_Rings	3
Number_Bonds	68
Rotat_Bonds	18
Unbranched_Chain	2
Chiral_Centers	9
ONatoms	14
HB_Donor	8
HB_Acceptor	9
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-1.6
logP	-3.4171
PSA	225.06
MR	116.022
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-552.77368
PM7_Total_Energy_ev	-7240.26608
PM7_Electronic_Energy_ev	-66968.80953
PM7_Dipole_Debye	1.65418
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.781
PM7_LUMO_Energy_ev	-0.667
PM7_COSMO_Area_square_ang	458.61
PM7_COSMO_Volue_cubic_ang	584.6
PM7_Electron_Affinity_ev	0.667
PM7_Ionization_Energy_ev	8.781
PM7_Energy_Gap_ev	8.114
PM7_Global_Hardness_ev	4.057
PM7_Global_Softness_ev	0.24648755237860487
PM7_Chemical_Potential_ev	-4.724
PM7_Electronigativity_ev	4.724
PM7_Back_Donation_Energy_ev	-1.01425
PM7_Electrophilicity_ev	2.7503298003450825
OPENEYE_Name	[(2~{S},3~{R},4~{S},5~{S},6~{R})-6-[(2~{R},3~{S},4~{S},5~{R})-3,4-dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]methyl (~{E})-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
SMILES	c1cc(c(cc1C=CC(=O)OCC2C(C(C(C(O2)OC3(C(C(C(O3)CO)O)O)CO)O)O)O)OC)O
Canonical_SMILES	OC[C@H]1O[C@]([C@H]([C@@H]1O)O)(CO)O[C@H]1O[C@@H](COC(=O)/C=C/c2ccc(c(c2)OC)O)[C@@H]([C@@H]([C@@H]1O)O)O
InChI	1/C22H30O14/c1-32-12-6-10(2-4-11(12)25)3-5-15(26)33-8-14-16(27)18(29)19(30)21(34-14)36-22(9-24)20(31)17(28)13(7-23)35-22/h2-6,13-14,16-21,23-25,27-31H,7-9H2,1H3
InChI_3D	1S/C22H30O14/c1-32-12-6-10(2-4-11(12)25)3-5-15(26)33-8-14-16(27)18(29)19(30)21(34-14)36-22(9-24)20(31)17(28)13(7-23)35-22/h2-6,13-14,16-21,23-25,27-31H,7-9H2,1H3/b5-3+/t13-,14+,16+,17-,18+,19+,20+,21-,22-/m1/s1
AuxInfo	1/0/N:19,1,7,2,8,3,21,20,22,4,5,6,16,15,9,11,12,10,13,14,17,18,32,33,26,23,28,29,27,30,31,34,35,24,25,36/rA:66cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;s10;;s10;s12;s11;s12;s13;s14;;s15;s16;s18;d9;s15s17;s16s18;s5;s10;s11;s12;s13;s14;s21;s22;s6s19;s9s20;s17s18;s1;s2;s3;s7;s8;s10;s11;s12;s13;s14;s15;s16;s17;s19;s19;s19;s20;s20;s21;s21;s22;s22;s26;s27;s28;s29;s30;s31;s32;s33;/rC:-5.4659,6.4706,0;-5.8157,7.4074,0;-3.8386,7.0729,0;-4.4806,6.2994,0;-5.1737,8.1809,0;-4.1819,8.0176,0;-4.1349,5.361,0;-3.1494,5.1912,0;-2.8037,4.2529,0;;-.8675,.4975,0;3.4168,4.3576,0;.8675,.4975,0;2.717,3.6411,0;-.8675,1.5027,0;2.95,5.2419,0;.8675,1.5027,0;1.8182,4.0831,0;-3.8903,9.7249,0;-1.4725,3.1448,0;2.4796,6.9275,0;.849,4.3295,0;-3.4435,3.4843,0;0,2.0104,0;1.9633,5.0772,0;-5.5235,9.1177,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;4.5352,3.0116,0;2.5912,.7997,0;2.1836,2.7953,0;2.2108,7.8907,0;-.1201,4.5759,0;-3.5433,8.7871,0;-1.8182,4.0831,0;1.2132,2.441,0;-5.7852,6.0858,0;-6.3087,7.4909,0;-3.346,6.9872,0;-4.4548,4.9767,0;-2.8295,5.5755,0;-.321,-.3833,0;-1.36,.5838,0;3.8324,4.6356,0;1.0376,.0273,0;3.1095,3.3314,0;-1.3597,1.4149,0;3.4145,5.4269,0;1.3597,1.4149,0;-3.4214,9.8984,0;-4.3593,9.5514,0;-4.0639,10.1938,0;-1.9417,2.9719,0;-1.0033,3.3177,0;2.9612,7.0619,0;1.998,6.7931,0;.9722,4.8141,0;.7258,3.8449,0;-6.0167,9.2004,0;.9521,-1.8113,0;-1.9551,-1.2359,0;5.028,3.0961,0;2.9122,.4164,0;2.4166,2.3528,0;2.5607,8.2479,0;-.2557,5.0572,0;
Duplicates	ChEBI185595_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185595_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185595_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185595_s0.sdf