CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185837_s0 (100424)

Formula C₂₇H₃₂O₁₂

MW 548.54

InChIKey DFDBQOBSZWTRTL-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 71

Number_Heavy_Atoms 39

Number_Rings 4

Number_Bonds 74

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 12

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP 0.25

logP 1.1173

PSA 170.44

MR 132.845

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -455.83431

PM7_Total_Energy_ev -7291.41782

PM7_Electronic_Energy_ev -66615.03447

PM7_Dipole_Debye 6.32769

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.962

PM7_LUMO_Energy_ev 0.156

PM7_COSMO_Area_square_ang 532.54

PM7_COSMO_Volue_cubic_ang 627.02

PM7_Electron_Affinity_ev -0.156

PM7_Ionization_Energy_ev 8.962

PM7_Energy_Gap_ev 9.118

PM7_Global_Hardness_ev 4.559

PM7_Global_Softness_ev 0.21934634788330773

PM7_Chemical_Potential_ev -4.403

PM7_Electronigativity_ev 4.403

PM7_Back_Donation_Energy_ev -1.13975

PM7_Electrophilicity_ev 2.126169006361044

OPENEYE_Name ~{O}4-[[(2~{R},3~{R},4~{S},5~{R},6~{R})-3,4-dihydroxy-5-[[(2~{R},3~{S})-6-hydroxy-2-[(4-hydroxyphenyl)methyl]-2,3-dihydrobenzofuran-3-yl]oxy]-6-methoxy-tetrahydropyran-2-yl]methyl] ~{O}1-methyl butanedioate

SMILES c1cc(cc2c1C(C(O2)Cc3ccc(cc3)O)OC4C(C(C(OC4OC)COC(=O)CCC(=O)OC)O)O)O

Canonical_SMILES CO[C@@H]1O[C@H](COC(=O)CCC(=O)OC)[C@@H]([C@@H]([C@H]1O[C@@H]1[C@@H](Cc2ccc(cc2)O)Oc2c1ccc(c2)O)O)O

InChI 1/C27H32O12/c1-34-21(30)9-10-22(31)36-13-20-23(32)24(33)26(27(35-2)38-20)39-25-17-8-7-16(29)12-18(17)37-19(25)11-14-3-5-15(28)6-4-14/h3-8,12,19-20,23-29,32-33H,9-11,13H2,1-2H3

InChI_3D 1S/C27H32O12/c1-34-21(30)9-10-22(31)36-13-20-23(32)24(33)26(27(35-2)38-20)39-25-17-8-7-16(29)12-18(17)37-19(25)11-14-3-5-15(28)6-4-14/h3-8,12,19-20,23-29,32-33H,9-11,13H2,1-2H3/t19-,20-,23+,24+,25+,26-,27-/m1/s1

AuxInfo 1/0/N:22,23,2,3,5,6,4,1,25,26,24,7,27,9,11,12,8,10,19,20,13,14,17,16,15,18,21,32,33,28,29,35,34,36,39,37,30,31,38/E:(3,4)(5,6)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;;s1;s2d3;s7d8;s5d6;s4d7;;;s8;;s16;s16;s15;s17;s18;;;s9s19;s13;s14s25;s20;d13;d14;s10s19;s20s21;s11;s12;s16;s17;s13s22;s14s27;s15s18;s21s23;s1;s2;s3;s4;s5;s6;s7;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;s27;s27;s32;s33;s34;s35;/rC:.868,-.4978,0;5.1185,3.3201,0;6.2795,2.0309,0;;5.8654,3.9928,0;7.0265,2.7035,0;.868,1.5138,0;1.736,-.0012,0;5.3293,2.3426,0;1.736,1.0058,0;6.8232,3.6879,0;0,1.0058,0;4.4662,-9.7479,0;5.4786,-6.9238,0;2.6938,-.3125,0;6.0598,-1.8632,0;6.4054,-2.8016,0;5.0753,-1.6876,0;3.2858,.5023,0;5.76,-3.5722,0;4.4299,-2.4582,0;6.0967,-10.3323,0;2.6949,-3.453,0;4.5862,1.6734,0;4.8037,-8.8065,0;5.1411,-7.8652,0;5.1695,-5.2196,0;3.4823,-9.9263,0;6.4625,-6.7454,0;2.6938,1.3169,0;4.769,-3.4044,0;7.5663,4.3571,0;-.8675,1.5032,0;6.0599,-.1132,0;7.9185,-1.9222,0;5.1127,-10.5108,0;4.8321,-6.1609,0;4.2093,-1.1876,0;3.5624,-2.9556,0;.8677,-.9978,0;4.6427,3.4739,0;6.3828,1.5417,0;-.4327,-.2506,0;5.76,4.4816,0;7.5015,2.5477,0;.868,2.0138,0;2.4904,-.7693,0;6.5521,-1.7754,0;6.7276,-3.184,0;5.2468,-1.2179,0;3.6574,.1677,0;6.1938,-3.821,0;4.1089,-2.0749,0;6.1859,-10.8243,0;6.0075,-9.8404,0;6.5887,-10.2431,0;2.9436,-3.8868,0;2.4462,-3.0192,0;2.2611,-3.7017,0;4.9208,1.3018,0;4.2516,2.0449,0;4.333,-8.6378,0;5.2744,-8.9752,0;5.6118,-8.0339,0;4.6705,-7.6964,0;5.6402,-5.3883,0;4.6988,-5.0508,0;7.4623,4.8462,0;-1.2998,1.252,0;6.4929,.1368,0;8.3522,-2.171,0;

Duplicates ChEBI185837_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185837_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185837_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185837_s0.sdf

Formula	C₂₇H₃₂O₁₂
MW	548.54
InChIKey	DFDBQOBSZWTRTL-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	71
Number_Heavy_Atoms	39
Number_Rings	4
Number_Bonds	74
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	12
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	0.25
logP	1.1173
PSA	170.44
MR	132.845
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-455.83431
PM7_Total_Energy_ev	-7291.41782
PM7_Electronic_Energy_ev	-66615.03447
PM7_Dipole_Debye	6.32769
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.962
PM7_LUMO_Energy_ev	0.156
PM7_COSMO_Area_square_ang	532.54
PM7_COSMO_Volue_cubic_ang	627.02
PM7_Electron_Affinity_ev	-0.156
PM7_Ionization_Energy_ev	8.962
PM7_Energy_Gap_ev	9.118
PM7_Global_Hardness_ev	4.559
PM7_Global_Softness_ev	0.21934634788330773
PM7_Chemical_Potential_ev	-4.403
PM7_Electronigativity_ev	4.403
PM7_Back_Donation_Energy_ev	-1.13975
PM7_Electrophilicity_ev	2.126169006361044
OPENEYE_Name	~{O}4-[[(2~{R},3~{R},4~{S},5~{R},6~{R})-3,4-dihydroxy-5-[[(2~{R},3~{S})-6-hydroxy-2-[(4-hydroxyphenyl)methyl]-2,3-dihydrobenzofuran-3-yl]oxy]-6-methoxy-tetrahydropyran-2-yl]methyl] ~{O}1-methyl butanedioate
SMILES	c1cc(cc2c1C(C(O2)Cc3ccc(cc3)O)OC4C(C(C(OC4OC)COC(=O)CCC(=O)OC)O)O)O
Canonical_SMILES	CO[C@@H]1O[C@H](COC(=O)CCC(=O)OC)[C@@H]([C@@H]([C@H]1O[C@@H]1[C@@H](Cc2ccc(cc2)O)Oc2c1ccc(c2)O)O)O
InChI	1/C27H32O12/c1-34-21(30)9-10-22(31)36-13-20-23(32)24(33)26(27(35-2)38-20)39-25-17-8-7-16(29)12-18(17)37-19(25)11-14-3-5-15(28)6-4-14/h3-8,12,19-20,23-29,32-33H,9-11,13H2,1-2H3
InChI_3D	1S/C27H32O12/c1-34-21(30)9-10-22(31)36-13-20-23(32)24(33)26(27(35-2)38-20)39-25-17-8-7-16(29)12-18(17)37-19(25)11-14-3-5-15(28)6-4-14/h3-8,12,19-20,23-29,32-33H,9-11,13H2,1-2H3/t19-,20-,23+,24+,25+,26-,27-/m1/s1
AuxInfo	1/0/N:22,23,2,3,5,6,4,1,25,26,24,7,27,9,11,12,8,10,19,20,13,14,17,16,15,18,21,32,33,28,29,35,34,36,39,37,30,31,38/E:(3,4)(5,6)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;;s1;s2d3;s7d8;s5d6;s4d7;;;s8;;s16;s16;s15;s17;s18;;;s9s19;s13;s14s25;s20;d13;d14;s10s19;s20s21;s11;s12;s16;s17;s13s22;s14s27;s15s18;s21s23;s1;s2;s3;s4;s5;s6;s7;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;s27;s27;s32;s33;s34;s35;/rC:.868,-.4978,0;5.1185,3.3201,0;6.2795,2.0309,0;;5.8654,3.9928,0;7.0265,2.7035,0;.868,1.5138,0;1.736,-.0012,0;5.3293,2.3426,0;1.736,1.0058,0;6.8232,3.6879,0;0,1.0058,0;4.4662,-9.7479,0;5.4786,-6.9238,0;2.6938,-.3125,0;6.0598,-1.8632,0;6.4054,-2.8016,0;5.0753,-1.6876,0;3.2858,.5023,0;5.76,-3.5722,0;4.4299,-2.4582,0;6.0967,-10.3323,0;2.6949,-3.453,0;4.5862,1.6734,0;4.8037,-8.8065,0;5.1411,-7.8652,0;5.1695,-5.2196,0;3.4823,-9.9263,0;6.4625,-6.7454,0;2.6938,1.3169,0;4.769,-3.4044,0;7.5663,4.3571,0;-.8675,1.5032,0;6.0599,-.1132,0;7.9185,-1.9222,0;5.1127,-10.5108,0;4.8321,-6.1609,0;4.2093,-1.1876,0;3.5624,-2.9556,0;.8677,-.9978,0;4.6427,3.4739,0;6.3828,1.5417,0;-.4327,-.2506,0;5.76,4.4816,0;7.5015,2.5477,0;.868,2.0138,0;2.4904,-.7693,0;6.5521,-1.7754,0;6.7276,-3.184,0;5.2468,-1.2179,0;3.6574,.1677,0;6.1938,-3.821,0;4.1089,-2.0749,0;6.1859,-10.8243,0;6.0075,-9.8404,0;6.5887,-10.2431,0;2.9436,-3.8868,0;2.4462,-3.0192,0;2.2611,-3.7017,0;4.9208,1.3018,0;4.2516,2.0449,0;4.333,-8.6378,0;5.2744,-8.9752,0;5.6118,-8.0339,0;4.6705,-7.6964,0;5.6402,-5.3883,0;4.6988,-5.0508,0;7.4623,4.8462,0;-1.2998,1.252,0;6.4929,.1368,0;8.3522,-2.171,0;
Duplicates	ChEBI185837_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185837_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185837_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185837_s0.sdf