CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185553 (100174)

Formula C₄₄H₃₈O₂₃

MW 934.77

InChIKey WCXZMEMQOKTKSI-AHUADOEENA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 105

Number_Heavy_Atoms 67

Number_Rings 8

Number_Bonds 112

Rotat_Bonds 24

Unbranched_Chain 2

Chiral_Centers 12

ONatoms 23

HB_Donor 12

HB_Acceptor 18

OpenEye_HB_Donors 12

OpenEye_HB_Acceptors 15

Lipinski_HB_Donors 12

Lipinski_HB_Acceptors 23

Lipinski_Violations 3

XLogP3 0

XLogP -1.92

logP -1.4601

PSA 391.33

MR 214.305

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -836.80931

PM7_Total_Energy_ev -12707.52153

PM7_Electronic_Energy_ev -162355.44794

PM7_Dipole_Debye 5.77463

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.528

PM7_LUMO_Energy_ev -1.581

PM7_COSMO_Area_square_ang 694.35

PM7_COSMO_Volue_cubic_ang 992.73

PM7_Electron_Affinity_ev 1.581

PM7_Ionization_Energy_ev 9.528

PM7_Energy_Gap_ev 7.947

PM7_Global_Hardness_ev 3.9735

PM7_Global_Softness_ev 0.25166729583490627

PM7_Chemical_Potential_ev -5.5545

PM7_Electronigativity_ev 5.5545

PM7_Back_Donation_Energy_ev -0.993375

PM7_Electrophilicity_ev 3.882278878822197

OPENEYE_Name (9~{R})-9-[(9~{R})-2-carboxy-5-[(2~{S},3~{R},4~{S},5~{S},6~{R})-4,5-dihydroxy-6-(hydroxymethyl)-3-oxalooxy-tetrahydropyran-2-yl]oxy-4-hydroxy-10-oxo-9~{H}-anthracen-9-yl]-4-hydroxy-10-oxo-5-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-9~{H}-anthracene-2-carboxylic acid

SMILES c1cc2c(c(c1)OC3C(C(C(C(O3)CO)O)O)O)C(=O)c4c(cc(cc4O)C(=O)O)C2C5c6cccc(c6C(=O)c7c5cc(cc7O)C(=O)O)OC8C(C(C(C(O8)CO)O)O)OC(=O)C(=O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cccc3c2C(=O)c2c([C@@H]3[C@@H]3c4cccc(c4C(=O)c4c3cc(cc4O)C(=O)O)O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)cc(cc2O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)OC(=O)C(=O)O

InChI 1/C44H38O23/c45-11-23-31(49)35(53)37(55)43(65-23)63-21-5-1-3-15-25(17-7-13(39(56)57)9-19(47)27(17)33(51)29(15)21)26-16-4-2-6-22(30(16)34(52)28-18(26)8-14(40(58)59)10-20(28)48)64-44-38(67-42(62)41(60)61)36(54)32(50)24(12-46)66-44/h1-10,23-26,31-32,35-38,43-50,53-55H,11-12H2,(H,56,57)(H,58,59)(H,60,61)/f/h56,58,60H

InChI_3D 1S/C44H38O23/c45-11-23-31(49)35(53)37(55)43(65-23)63-21-5-1-3-15-25(17-7-13(39(56)57)9-19(47)27(17)33(51)29(15)21)26-16-4-2-6-22(30(16)34(52)28-18(26)8-14(40(58)59)10-20(28)48)64-44-38(67-42(62)41(60)61)36(54)32(50)24(12-46)66-44/h1-10,23-26,31-32,35-38,43-50,53-55H,11-12H2,(H,56,57)(H,58,59)(H,60,61)/t23-,24-,25-,26-,31-,32-,35+,36+,37-,38-,43-,44-/m1/s1

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,9,10,43,44,15,16,17,18,19,20,23,24,21,22,39,40,31,32,13,14,11,12,35,36,25,26,33,34,37,38,27,28,29,30,41,42,63,64,53,54,60,61,45,46,58,59,62,47,55,48,56,49,57,50,65,66,51,52,67/E:(56,57)(58,59)(60,61)/F:1,2,3,4,5,6,7,8,9,10,43,44,15,16,17,18,19,20,23,24,21,22,39,40,31,32,13,14,11,12,35,36,25,26,33,34,37,38,27,28,29,30,41,42,63,64,53,54,60,61,45,46,58,59,62,55,47,56,48,57,49,50,65,66,51,52,67/rA:105cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;;;;;;;;;d7s9;d8s10;s3d11;s4d12;s7d13;s8d14;d5s11;d6s12;d9s13;d10s14;s11s13;s12s14;s15;s16;;s29;s17s19;s18s20s31;;;s33;s34;s33;s34;s35;s36;s37;s38;s39;s40;d25;d26;d27;d28;d29;d30;s39s41;s40s42;s23;s24;s27;s28;s29;s33;s34;s35;s36;s37;s43;s44;s21s41;s22s42;s30s38;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s31;s32;s33;s34;s35;s36;s37;s38;s39;s40;s41;s42;s43;s43;s44;s44;s53;s54;s55;s56;s57;s58;s59;s60;s61;s62;s63;s64;/rC:3.8274,2.0102,0;5.453,6.4219,0;4.1808,2.9516,0;5.0996,5.4805,0;2.8364,1.8398,0;6.4441,6.5923,0;3.5937,6.3752,0;5.6868,2.0569,0;1.9528,6.9802,0;7.3276,1.4519,0;2.542,3.5518,0;6.7384,4.8803,0;2.2474,5.2633,0;7.033,3.1688,0;2.9464,7.1507,0;6.334,1.2815,0;3.5333,3.7209,0;5.7472,4.7112,0;3.241,5.4339,0;6.0395,2.9983,0;2.1987,2.6108,0;7.0818,5.8213,0;1.6065,6.0343,0;7.6739,2.3979,0;1.9035,4.3214,0;7.377,4.1107,0;3.2918,8.0891,0;5.9886,.343,0;12.5433,5.8698,0;11.9058,6.6402,0;3.886,4.6597,0;5.3944,3.7725,0;;9.4669,8.7631,0;-.8675,.4975,0;8.484,8.9473,0;.8675,.4975,0;9.8042,7.8217,0;-.8675,1.5027,0;7.8318,8.1824,0;.8675,1.5027,0;9.1521,7.0568,0;-1.4725,3.1448,0;6.7202,9.534,0;.9181,4.151,0;8.3624,4.2811,0;4.2773,8.2592,0;6.6286,-.4254,0;12.1948,4.9325,0;12.2543,7.5775,0;0,2.0104,0;8.1625,7.2332,0;.6211,5.8638,0;8.6593,2.5683,0;2.6518,8.8575,0;5.0032,.1729,0;13.5293,6.0366,0;1.1236,-1.3417,0;11.1923,9.0551,0;-1.4629,-1.1481,0;9.0986,10.5859,0;1.8525,.6702,0;-1.8182,4.0831,0;6.0849,10.3063,0;1.2132,2.441,0;8.8064,6.1184,0;10.9198,6.4734,0;4.1461,1.6249,0;5.1344,6.8072,0;4.6736,3.0363,0;4.6069,5.3958,0;2.6627,1.371,0;6.6178,7.0612,0;4.0866,6.4591,0;5.1939,1.973,0;1.6327,7.3643,0;7.6478,1.0678,0;4.2096,5.0408,0;5.0708,3.3913,0;-.321,-.3833,0;9.4713,9.2631,0;-1.36,.5838,0;8.0532,9.2012,0;1.0376,.0273,0;10.2387,8.0691,0;-1.3597,1.4149,0;7.3959,7.9375,0;1.3597,1.4149,0;9.5836,6.8042,0;-1.9417,2.9719,0;-1.0033,3.3177,0;7.1063,9.8516,0;6.334,9.2164,0;.301,6.2479,0;8.9795,2.1843,0;2.8245,9.3267,0;4.8305,-.2963,0;13.848,5.6514,0;.9521,-1.8113,0;11.3666,9.5237,0;-1.9551,-1.2359,0;8.781,10.972,0;2.1735,.2869,0;-2.311,4.168,0;6.2606,10.7745,0;

Duplicates ChEBI185553

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185553.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185553.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185553.sdf

Formula	C₄₄H₃₈O₂₃
MW	934.77
InChIKey	WCXZMEMQOKTKSI-AHUADOEENA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	105
Number_Heavy_Atoms	67
Number_Rings	8
Number_Bonds	112
Rotat_Bonds	24
Unbranched_Chain	2
Chiral_Centers	12
ONatoms	23
HB_Donor	12
HB_Acceptor	18
OpenEye_HB_Donors	12
OpenEye_HB_Acceptors	15
Lipinski_HB_Donors	12
Lipinski_HB_Acceptors	23
Lipinski_Violations	3
XLogP3	0
XLogP	-1.92
logP	-1.4601
PSA	391.33
MR	214.305
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-836.80931
PM7_Total_Energy_ev	-12707.52153
PM7_Electronic_Energy_ev	-162355.44794
PM7_Dipole_Debye	5.77463
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.528
PM7_LUMO_Energy_ev	-1.581
PM7_COSMO_Area_square_ang	694.35
PM7_COSMO_Volue_cubic_ang	992.73
PM7_Electron_Affinity_ev	1.581
PM7_Ionization_Energy_ev	9.528
PM7_Energy_Gap_ev	7.947
PM7_Global_Hardness_ev	3.9735
PM7_Global_Softness_ev	0.25166729583490627
PM7_Chemical_Potential_ev	-5.5545
PM7_Electronigativity_ev	5.5545
PM7_Back_Donation_Energy_ev	-0.993375
PM7_Electrophilicity_ev	3.882278878822197
OPENEYE_Name	(9~{R})-9-[(9~{R})-2-carboxy-5-[(2~{S},3~{R},4~{S},5~{S},6~{R})-4,5-dihydroxy-6-(hydroxymethyl)-3-oxalooxy-tetrahydropyran-2-yl]oxy-4-hydroxy-10-oxo-9~{H}-anthracen-9-yl]-4-hydroxy-10-oxo-5-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-9~{H}-anthracene-2-carboxylic acid
SMILES	c1cc2c(c(c1)OC3C(C(C(C(O3)CO)O)O)O)C(=O)c4c(cc(cc4O)C(=O)O)C2C5c6cccc(c6C(=O)c7c5cc(cc7O)C(=O)O)OC8C(C(C(C(O8)CO)O)O)OC(=O)C(=O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cccc3c2C(=O)c2c([C@@H]3[C@@H]3c4cccc(c4C(=O)c4c3cc(cc4O)C(=O)O)O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)cc(cc2O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)OC(=O)C(=O)O
InChI	1/C44H38O23/c45-11-23-31(49)35(53)37(55)43(65-23)63-21-5-1-3-15-25(17-7-13(39(56)57)9-19(47)27(17)33(51)29(15)21)26-16-4-2-6-22(30(16)34(52)28-18(26)8-14(40(58)59)10-20(28)48)64-44-38(67-42(62)41(60)61)36(54)32(50)24(12-46)66-44/h1-10,23-26,31-32,35-38,43-50,53-55H,11-12H2,(H,56,57)(H,58,59)(H,60,61)/f/h56,58,60H
InChI_3D	1S/C44H38O23/c45-11-23-31(49)35(53)37(55)43(65-23)63-21-5-1-3-15-25(17-7-13(39(56)57)9-19(47)27(17)33(51)29(15)21)26-16-4-2-6-22(30(16)34(52)28-18(26)8-14(40(58)59)10-20(28)48)64-44-38(67-42(62)41(60)61)36(54)32(50)24(12-46)66-44/h1-10,23-26,31-32,35-38,43-50,53-55H,11-12H2,(H,56,57)(H,58,59)(H,60,61)/t23-,24-,25-,26-,31-,32-,35+,36+,37-,38-,43-,44-/m1/s1
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,9,10,43,44,15,16,17,18,19,20,23,24,21,22,39,40,31,32,13,14,11,12,35,36,25,26,33,34,37,38,27,28,29,30,41,42,63,64,53,54,60,61,45,46,58,59,62,47,55,48,56,49,57,50,65,66,51,52,67/E:(56,57)(58,59)(60,61)/F:1,2,3,4,5,6,7,8,9,10,43,44,15,16,17,18,19,20,23,24,21,22,39,40,31,32,13,14,11,12,35,36,25,26,33,34,37,38,27,28,29,30,41,42,63,64,53,54,60,61,45,46,58,59,62,55,47,56,48,57,49,50,65,66,51,52,67/rA:105cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;;;;;;;;;d7s9;d8s10;s3d11;s4d12;s7d13;s8d14;d5s11;d6s12;d9s13;d10s14;s11s13;s12s14;s15;s16;;s29;s17s19;s18s20s31;;;s33;s34;s33;s34;s35;s36;s37;s38;s39;s40;d25;d26;d27;d28;d29;d30;s39s41;s40s42;s23;s24;s27;s28;s29;s33;s34;s35;s36;s37;s43;s44;s21s41;s22s42;s30s38;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s31;s32;s33;s34;s35;s36;s37;s38;s39;s40;s41;s42;s43;s43;s44;s44;s53;s54;s55;s56;s57;s58;s59;s60;s61;s62;s63;s64;/rC:3.8274,2.0102,0;5.453,6.4219,0;4.1808,2.9516,0;5.0996,5.4805,0;2.8364,1.8398,0;6.4441,6.5923,0;3.5937,6.3752,0;5.6868,2.0569,0;1.9528,6.9802,0;7.3276,1.4519,0;2.542,3.5518,0;6.7384,4.8803,0;2.2474,5.2633,0;7.033,3.1688,0;2.9464,7.1507,0;6.334,1.2815,0;3.5333,3.7209,0;5.7472,4.7112,0;3.241,5.4339,0;6.0395,2.9983,0;2.1987,2.6108,0;7.0818,5.8213,0;1.6065,6.0343,0;7.6739,2.3979,0;1.9035,4.3214,0;7.377,4.1107,0;3.2918,8.0891,0;5.9886,.343,0;12.5433,5.8698,0;11.9058,6.6402,0;3.886,4.6597,0;5.3944,3.7725,0;;9.4669,8.7631,0;-.8675,.4975,0;8.484,8.9473,0;.8675,.4975,0;9.8042,7.8217,0;-.8675,1.5027,0;7.8318,8.1824,0;.8675,1.5027,0;9.1521,7.0568,0;-1.4725,3.1448,0;6.7202,9.534,0;.9181,4.151,0;8.3624,4.2811,0;4.2773,8.2592,0;6.6286,-.4254,0;12.1948,4.9325,0;12.2543,7.5775,0;0,2.0104,0;8.1625,7.2332,0;.6211,5.8638,0;8.6593,2.5683,0;2.6518,8.8575,0;5.0032,.1729,0;13.5293,6.0366,0;1.1236,-1.3417,0;11.1923,9.0551,0;-1.4629,-1.1481,0;9.0986,10.5859,0;1.8525,.6702,0;-1.8182,4.0831,0;6.0849,10.3063,0;1.2132,2.441,0;8.8064,6.1184,0;10.9198,6.4734,0;4.1461,1.6249,0;5.1344,6.8072,0;4.6736,3.0363,0;4.6069,5.3958,0;2.6627,1.371,0;6.6178,7.0612,0;4.0866,6.4591,0;5.1939,1.973,0;1.6327,7.3643,0;7.6478,1.0678,0;4.2096,5.0408,0;5.0708,3.3913,0;-.321,-.3833,0;9.4713,9.2631,0;-1.36,.5838,0;8.0532,9.2012,0;1.0376,.0273,0;10.2387,8.0691,0;-1.3597,1.4149,0;7.3959,7.9375,0;1.3597,1.4149,0;9.5836,6.8042,0;-1.9417,2.9719,0;-1.0033,3.3177,0;7.1063,9.8516,0;6.334,9.2164,0;.301,6.2479,0;8.9795,2.1843,0;2.8245,9.3267,0;4.8305,-.2963,0;13.848,5.6514,0;.9521,-1.8113,0;11.3666,9.5237,0;-1.9551,-1.2359,0;8.781,10.972,0;2.1735,.2869,0;-2.311,4.168,0;6.2606,10.7745,0;
Duplicates	ChEBI185553
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185553.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185553.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185553.sdf