CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI5989 (2609)

Formula C₂₇H₃₂O₁₅

MW 596.54

InChIKey XOTWNDIAAITUKR-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 74

Number_Heavy_Atoms 42

Number_Rings 4

Number_Bonds 77

Rotat_Bonds 19

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 15

HB_Donor 10

HB_Acceptor 11

OpenEye_HB_Donors 10

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 10

Lipinski_HB_Acceptors 15

Lipinski_Violations 3

XLogP3 0

XLogP -1.65

logP -2.6487

PSA 256.29

MR 138.585

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -563.8489

PM7_Total_Energy_ev -8176.14682

PM7_Electronic_Energy_ev -78434.4003

PM7_Dipole_Debye 1.53678

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.431

PM7_LUMO_Energy_ev -1.203

PM7_COSMO_Area_square_ang 522.74

PM7_COSMO_Volue_cubic_ang 663.4

PM7_Electron_Affinity_ev 1.203

PM7_Ionization_Energy_ev 9.431

PM7_Energy_Gap_ev 8.228

PM7_Global_Hardness_ev 4.114

PM7_Global_Softness_ev 0.24307243558580457

PM7_Chemical_Potential_ev -5.317

PM7_Electronigativity_ev 5.317

PM7_Back_Donation_Energy_ev -1.0285

PM7_Electrophilicity_ev 3.4358883082158482

OPENEYE_Name (~{E})-1-[2-hydroxy-4-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]-3-[4-hydroxy-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]prop-2-en-1-one

SMILES c1cc(c(cc1C=CC(=O)c2ccc(cc2O)OC3C(C(C(C(O3)CO)O)O)O)OC4C(C(C(C(O4)CO)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2ccc(c(c2)O)C(=O)/C=C/c2ccc(c(c2)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C27H32O15/c28-9-18-20(33)22(35)24(37)26(41-18)39-12-3-4-13(16(32)8-12)14(30)5-1-11-2-6-15(31)17(7-11)40-27-25(38)23(36)21(34)19(10-29)42-27/h1-8,18-29,31-38H,9-10H2

InChI_3D 1S/C27H32O15/c28-9-18-20(33)22(35)24(37)26(41-18)39-12-3-4-13(16(32)8-12)14(30)5-1-11-2-6-15(31)17(7-11)40-27-25(38)23(36)21(34)19(10-29)42-27/h1-8,18-29,31-38H,9-10H2/b5-1+/t18-,19-,20-,21-,22+,23+,24-,25-,26-,27-/m1/s1

AuxInfo 1/0/N:13,1,4,2,14,3,5,6,26,27,7,9,8,15,10,12,11,22,23,18,19,16,17,20,21,24,25,39,40,28,31,32,35,36,33,34,37,38,41,42,29,30/rA:74cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2;s4d6;s3;s5d10;s6d8;s7;w13;s8s14;;;s16;s17;s16;s17;s18;s19;s20;s21;s22;s23;d15;s22s24;s23s25;s10;s12;s16;s17;s18;s19;s20;s21;s26;s27;s9s24;s11s25;s1;s2;s3;s4;s5;s6;s13;s14;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s27;s27;s31;s32;s33;s34;s35;s36;s37;s38;s39;s40;/rC:7.8119,5.3546,0;3.5305,3.7227,0;8.1576,6.293,0;2.5458,3.5487,0;6.182,5.9497,0;2.8429,1.8392,0;6.8274,5.179,0;4.1748,2.9511,0;2.1987,2.6108,0;7.5122,7.0636,0;6.5211,6.8959,0;3.8342,2.0054,0;6.4858,4.2392,0;5.5011,4.0651,0;5.1595,3.1252,0;;3.159,7.4847,0;-.8675,.4975,0;3.1532,8.4847,0;.8675,.4975,0;4.0251,6.9847,0;-.8675,1.5027,0;4.0222,8.9899,0;.8675,1.5027,0;4.8941,7.4899,0;-1.4725,3.1448,0;5.1378,10.3382,0;5.8026,2.3595,0;0,2.0104,0;4.8971,8.495,0;7.8579,8.002,0;4.4751,1.2378,0;1.1236,-1.3417,0;2.5637,5.8391,0;-1.4629,-1.1481,0;1.4312,8.1724,0;1.8525,.6702,0;4.6694,6.22,0;-1.8182,4.0831,0;5.7753,11.1086,0;1.2132,2.441,0;5.8791,7.6626,0;8.1329,4.9712,0;3.702,4.1924,0;8.6502,6.3786,0;2.2253,3.9325,0;5.6898,5.8619,0;2.6694,1.3703,0;6.8074,3.8563,0;5.1795,4.448,0;-.321,-.3833,0;2.6663,7.5696,0;-1.36,.5838,0;2.9803,8.9539,0;1.0376,.0273,0;3.7041,6.6014,0;-1.3597,1.4149,0;3.6989,9.3713,0;1.3597,1.4149,0;5.0656,7.0202,0;-1.9417,2.9719,0;-1.0033,3.3177,0;4.7526,10.6569,0;5.523,10.0194,0;8.3506,8.0869,0;4.9677,1.3234,0;.9521,-1.8113,0;2.0715,5.7513,0;-1.9551,-1.2359,0;1.108,8.5539,0;2.1735,.2869,0;4.4993,5.7498,0;-2.311,4.168,0;5.6011,11.5773,0;

Duplicates ChEBI5989

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5989.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5989.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5989.sdf

Formula	C₂₇H₃₂O₁₅
MW	596.54
InChIKey	XOTWNDIAAITUKR-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	74
Number_Heavy_Atoms	42
Number_Rings	4
Number_Bonds	77
Rotat_Bonds	19
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	15
HB_Donor	10
HB_Acceptor	11
OpenEye_HB_Donors	10
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	10
Lipinski_HB_Acceptors	15
Lipinski_Violations	3
XLogP3	0
XLogP	-1.65
logP	-2.6487
PSA	256.29
MR	138.585
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-563.8489
PM7_Total_Energy_ev	-8176.14682
PM7_Electronic_Energy_ev	-78434.4003
PM7_Dipole_Debye	1.53678
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.431
PM7_LUMO_Energy_ev	-1.203
PM7_COSMO_Area_square_ang	522.74
PM7_COSMO_Volue_cubic_ang	663.4
PM7_Electron_Affinity_ev	1.203
PM7_Ionization_Energy_ev	9.431
PM7_Energy_Gap_ev	8.228
PM7_Global_Hardness_ev	4.114
PM7_Global_Softness_ev	0.24307243558580457
PM7_Chemical_Potential_ev	-5.317
PM7_Electronigativity_ev	5.317
PM7_Back_Donation_Energy_ev	-1.0285
PM7_Electrophilicity_ev	3.4358883082158482
OPENEYE_Name	(~{E})-1-[2-hydroxy-4-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]-3-[4-hydroxy-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]prop-2-en-1-one
SMILES	c1cc(c(cc1C=CC(=O)c2ccc(cc2O)OC3C(C(C(C(O3)CO)O)O)O)OC4C(C(C(C(O4)CO)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2ccc(c(c2)O)C(=O)/C=C/c2ccc(c(c2)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C27H32O15/c28-9-18-20(33)22(35)24(37)26(41-18)39-12-3-4-13(16(32)8-12)14(30)5-1-11-2-6-15(31)17(7-11)40-27-25(38)23(36)21(34)19(10-29)42-27/h1-8,18-29,31-38H,9-10H2
InChI_3D	1S/C27H32O15/c28-9-18-20(33)22(35)24(37)26(41-18)39-12-3-4-13(16(32)8-12)14(30)5-1-11-2-6-15(31)17(7-11)40-27-25(38)23(36)21(34)19(10-29)42-27/h1-8,18-29,31-38H,9-10H2/b5-1+/t18-,19-,20-,21-,22+,23+,24-,25-,26-,27-/m1/s1
AuxInfo	1/0/N:13,1,4,2,14,3,5,6,26,27,7,9,8,15,10,12,11,22,23,18,19,16,17,20,21,24,25,39,40,28,31,32,35,36,33,34,37,38,41,42,29,30/rA:74cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2;s4d6;s3;s5d10;s6d8;s7;w13;s8s14;;;s16;s17;s16;s17;s18;s19;s20;s21;s22;s23;d15;s22s24;s23s25;s10;s12;s16;s17;s18;s19;s20;s21;s26;s27;s9s24;s11s25;s1;s2;s3;s4;s5;s6;s13;s14;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s27;s27;s31;s32;s33;s34;s35;s36;s37;s38;s39;s40;/rC:7.8119,5.3546,0;3.5305,3.7227,0;8.1576,6.293,0;2.5458,3.5487,0;6.182,5.9497,0;2.8429,1.8392,0;6.8274,5.179,0;4.1748,2.9511,0;2.1987,2.6108,0;7.5122,7.0636,0;6.5211,6.8959,0;3.8342,2.0054,0;6.4858,4.2392,0;5.5011,4.0651,0;5.1595,3.1252,0;;3.159,7.4847,0;-.8675,.4975,0;3.1532,8.4847,0;.8675,.4975,0;4.0251,6.9847,0;-.8675,1.5027,0;4.0222,8.9899,0;.8675,1.5027,0;4.8941,7.4899,0;-1.4725,3.1448,0;5.1378,10.3382,0;5.8026,2.3595,0;0,2.0104,0;4.8971,8.495,0;7.8579,8.002,0;4.4751,1.2378,0;1.1236,-1.3417,0;2.5637,5.8391,0;-1.4629,-1.1481,0;1.4312,8.1724,0;1.8525,.6702,0;4.6694,6.22,0;-1.8182,4.0831,0;5.7753,11.1086,0;1.2132,2.441,0;5.8791,7.6626,0;8.1329,4.9712,0;3.702,4.1924,0;8.6502,6.3786,0;2.2253,3.9325,0;5.6898,5.8619,0;2.6694,1.3703,0;6.8074,3.8563,0;5.1795,4.448,0;-.321,-.3833,0;2.6663,7.5696,0;-1.36,.5838,0;2.9803,8.9539,0;1.0376,.0273,0;3.7041,6.6014,0;-1.3597,1.4149,0;3.6989,9.3713,0;1.3597,1.4149,0;5.0656,7.0202,0;-1.9417,2.9719,0;-1.0033,3.3177,0;4.7526,10.6569,0;5.523,10.0194,0;8.3506,8.0869,0;4.9677,1.3234,0;.9521,-1.8113,0;2.0715,5.7513,0;-1.9551,-1.2359,0;1.108,8.5539,0;2.1735,.2869,0;4.4993,5.7498,0;-2.311,4.168,0;5.6011,11.5773,0;
Duplicates	ChEBI5989
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5989.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5989.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5989.sdf