CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185178 (99837)

Formula C₂₄H₂₄O₁₄

MW 536.45

InChIKey IXUDTZUOBGRRSD-VJSLDGLSNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 38

Number_Rings 4

Number_Bonds 65

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 14

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -0.16

logP 0.168

PSA 214.81

MR 126.197

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -477.60324

PM7_Total_Energy_ev -7403.33942

PM7_Electronic_Energy_ev -65008.63164

PM7_Dipole_Debye 5.71781

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.159

PM7_LUMO_Energy_ev -1.092

PM7_COSMO_Area_square_ang 484.15

PM7_COSMO_Volue_cubic_ang 573.05

PM7_Electron_Affinity_ev 1.092

PM7_Ionization_Energy_ev 9.159

PM7_Energy_Gap_ev 8.067

PM7_Global_Hardness_ev 4.0335

PM7_Global_Softness_ev 0.24792363951902813

PM7_Chemical_Potential_ev -5.1255

PM7_Electronigativity_ev 5.1255

PM7_Back_Donation_Energy_ev -1.008375

PM7_Electrophilicity_ev 3.256570007437709

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-6-[4-(5,7-dihydroxy-3,6-dimethoxy-4-oxo-chromen-2-yl)-2-methoxy-phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(c(cc1c2c(c(=O)c3c(o2)cc(c(c3O)OC)O)OC)OC)OC4C(C(C(C(O4)C(=O)O)O)O)O

Canonical_SMILES COc1cc(ccc1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)c1oc2cc(O)c(c(c2c(=O)c1OC)O)OC

InChI 1/C24H24O14/c1-33-11-6-8(4-5-10(11)37-24-18(30)16(28)17(29)22(38-24)23(31)32)19-21(35-3)15(27)13-12(36-19)7-9(25)20(34-2)14(13)26/h4-7,16-18,22,24-26,28-30H,1-3H3,(H,31,32)/f/h31H

InChI_3D 1S/C24H24O14/c1-33-11-6-8(4-5-10(11)37-24-18(30)16(28)17(29)22(38-24)23(31)32)19-21(35-3)15(27)13-12(36-19)7-9(25)20(34-2)14(13)26/h4-7,16-18,22,24-26,28-30H,1-3H3,(H,31,32)/t16-,17-,18+,22-,24+/m0/s1

AuxInfo 1/1/N:22,23,24,1,2,3,4,5,10,8,9,7,6,11,14,19,18,20,13,12,15,17,16,21,29,30,25,33,32,34,26,31,36,37,38,27,35,28/E:(31,32)/F:22,23,24,1,2,3,4,5,10,8,9,7,6,11,14,19,18,20,13,12,15,17,16,21,29,30,25,33,32,34,31,26,36,37,38,27,35,28/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;d4s6;s2;s3d8;s4;d6;d10s11;s5;s6;d13s14;;s16;s17;s18;s19;s20;;;;d14;d16;s7s13;s17s21;s10;s11;s16;s18;s19;s20;s8s21;s9s22;s12s23;s15s24;s1;s2;s3;s4;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s29;s30;s31;s32;s33;s34;/rC:4.3484,2.5014,0;5.2134,3.0032,0;5.2147,.998,0;.868,1.5138,0;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0835,2.4998,0;6.0885,1.4947,0;0,1.0057,0;.868,-.4978,0;;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;9.2236,3.8451,0;8.5732,4.6048,0;8.2237,5.5473,0;7.2374,5.7121,0;6.597,4.9441,0;6.9464,4.0016,0;7.8206,1.4931,0;-.8639,-1.5013,0;4.3381,-1.5059,0;2.5998,-1.5032,0;8.8909,2.9021,0;2.6052,1.5109,0;7.9363,3.8271,0;-.8675,1.5031,0;.8675,-1.4978,0;10.2066,4.0286,0;8.2099,7.2972,0;5.7175,6.5795,0;5.7335,4.4397,0;6.9485,3.0016,0;6.9541,.9939,0;-.8653,-.5013,0;4.3408,-.5059,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;.8678,2.0138,0;9.0042,4.8582,0;8.7155,5.6375,0;7.4051,6.1832,0;6.274,5.3258,0;6.4544,3.9128,0;7.571,1.9264,0;8.0702,1.0599,0;8.2538,1.7427,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;3.8381,-1.5046,0;4.8381,-1.5072,0;4.3368,-2.0059,0;-1.2998,1.2518,0;1.3004,-1.748,0;10.5318,3.6488,0;8.6409,7.5506,0;5.715,7.0795,0;5.2992,4.6875,0;

Duplicates ChEBI185178

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185178.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185178.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185178.sdf

Formula	C₂₄H₂₄O₁₄
MW	536.45
InChIKey	IXUDTZUOBGRRSD-VJSLDGLSNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	38
Number_Rings	4
Number_Bonds	65
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	14
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-0.16
logP	0.168
PSA	214.81
MR	126.197
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-477.60324
PM7_Total_Energy_ev	-7403.33942
PM7_Electronic_Energy_ev	-65008.63164
PM7_Dipole_Debye	5.71781
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.159
PM7_LUMO_Energy_ev	-1.092
PM7_COSMO_Area_square_ang	484.15
PM7_COSMO_Volue_cubic_ang	573.05
PM7_Electron_Affinity_ev	1.092
PM7_Ionization_Energy_ev	9.159
PM7_Energy_Gap_ev	8.067
PM7_Global_Hardness_ev	4.0335
PM7_Global_Softness_ev	0.24792363951902813
PM7_Chemical_Potential_ev	-5.1255
PM7_Electronigativity_ev	5.1255
PM7_Back_Donation_Energy_ev	-1.008375
PM7_Electrophilicity_ev	3.256570007437709
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-6-[4-(5,7-dihydroxy-3,6-dimethoxy-4-oxo-chromen-2-yl)-2-methoxy-phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(cc1c2c(c(=O)c3c(o2)cc(c(c3O)OC)O)OC)OC)OC4C(C(C(C(O4)C(=O)O)O)O)O
Canonical_SMILES	COc1cc(ccc1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)c1oc2cc(O)c(c(c2c(=O)c1OC)O)OC
InChI	1/C24H24O14/c1-33-11-6-8(4-5-10(11)37-24-18(30)16(28)17(29)22(38-24)23(31)32)19-21(35-3)15(27)13-12(36-19)7-9(25)20(34-2)14(13)26/h4-7,16-18,22,24-26,28-30H,1-3H3,(H,31,32)/f/h31H
InChI_3D	1S/C24H24O14/c1-33-11-6-8(4-5-10(11)37-24-18(30)16(28)17(29)22(38-24)23(31)32)19-21(35-3)15(27)13-12(36-19)7-9(25)20(34-2)14(13)26/h4-7,16-18,22,24-26,28-30H,1-3H3,(H,31,32)/t16-,17-,18+,22-,24+/m0/s1
AuxInfo	1/1/N:22,23,24,1,2,3,4,5,10,8,9,7,6,11,14,19,18,20,13,12,15,17,16,21,29,30,25,33,32,34,26,31,36,37,38,27,35,28/E:(31,32)/F:22,23,24,1,2,3,4,5,10,8,9,7,6,11,14,19,18,20,13,12,15,17,16,21,29,30,25,33,32,34,31,26,36,37,38,27,35,28/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;d4s6;s2;s3d8;s4;d6;d10s11;s5;s6;d13s14;;s16;s17;s18;s19;s20;;;;d14;d16;s7s13;s17s21;s10;s11;s16;s18;s19;s20;s8s21;s9s22;s12s23;s15s24;s1;s2;s3;s4;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s29;s30;s31;s32;s33;s34;/rC:4.3484,2.5014,0;5.2134,3.0032,0;5.2147,.998,0;.868,1.5138,0;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0835,2.4998,0;6.0885,1.4947,0;0,1.0057,0;.868,-.4978,0;;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;9.2236,3.8451,0;8.5732,4.6048,0;8.2237,5.5473,0;7.2374,5.7121,0;6.597,4.9441,0;6.9464,4.0016,0;7.8206,1.4931,0;-.8639,-1.5013,0;4.3381,-1.5059,0;2.5998,-1.5032,0;8.8909,2.9021,0;2.6052,1.5109,0;7.9363,3.8271,0;-.8675,1.5031,0;.8675,-1.4978,0;10.2066,4.0286,0;8.2099,7.2972,0;5.7175,6.5795,0;5.7335,4.4397,0;6.9485,3.0016,0;6.9541,.9939,0;-.8653,-.5013,0;4.3408,-.5059,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;.8678,2.0138,0;9.0042,4.8582,0;8.7155,5.6375,0;7.4051,6.1832,0;6.274,5.3258,0;6.4544,3.9128,0;7.571,1.9264,0;8.0702,1.0599,0;8.2538,1.7427,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;3.8381,-1.5046,0;4.8381,-1.5072,0;4.3368,-2.0059,0;-1.2998,1.2518,0;1.3004,-1.748,0;10.5318,3.6488,0;8.6409,7.5506,0;5.715,7.0795,0;5.2992,4.6875,0;
Duplicates	ChEBI185178
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185178.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185178.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185178.sdf