CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI190071 (104169)

Formula C₂₃H₃₀O₁₂

MW 498.48

InChIKey DGMXGJQMPUKDQN-SCXYCHFONA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 68

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 9

ONatoms 12

HB_Donor 7

HB_Acceptor 10

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -2.97

logP -0.7167

PSA 215.19

MR 113.456

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -455.6989

PM7_Total_Energy_ev -6772.06234

PM7_Electronic_Energy_ev -67789.66694

PM7_Dipole_Debye 5.24696

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.38

PM7_LUMO_Energy_ev -0.201

PM7_COSMO_Area_square_ang 395.93

PM7_COSMO_Volue_cubic_ang 541.19

PM7_Electron_Affinity_ev 0.201

PM7_Ionization_Energy_ev 9.38

PM7_Energy_Gap_ev 9.179

PM7_Global_Hardness_ev 4.5895

PM7_Global_Softness_ev 0.2178886588953045

PM7_Chemical_Potential_ev -4.7905

PM7_Electronigativity_ev 4.7905

PM7_Back_Donation_Energy_ev -1.147375

PM7_Electrophilicity_ev 2.5001514598540147

OPENEYE_Name (1~{R},2~{R},2'~{R},4~{R},4~{a}~{R},5~{S},5'~{S},6~{R},8~{a}~{S})-5-(carboxymethyl)-5-formyl-5'-(3-furyl)-2',4,6-trihydroxy-2,8~{a}-bis(hydroxymethyl)spiro[decalin-1,3'-tetrahydrofuran]-4~{a}-carboxylic acid

SMILES c1cocc1C2CC3(C(CC(C4(C3(CCC(C4(C=O)CC(=O)O)O)CO)C(=O)O)O)CO)C(O2)O

Canonical_SMILES OC[C@@H]1C[C@@H](O)[C@]2([C@]([C@]31C[C@H](O[C@H]3O)c1cocc1)(CO)CC[C@H]([C@]2(C=O)CC(=O)O)O)C(=O)O

InChI 1/C23H30O12/c24-8-13-5-16(28)23(18(31)32)20(10-25,7-17(29)30)15(27)1-3-21(23,11-26)22(13)6-14(35-19(22)33)12-2-4-34-9-12/h2,4,9-10,13-16,19,24,26-28,33H,1,3,5-8,11H2,(H,29,30)(H,31,32)/f/h29,31H

InChI_3D 1S/C23H30O12/c24-8-13-5-16(28)23(18(31)32)20(10-25,7-17(29)30)15(27)1-3-21(23,11-26)22(13)6-14(35-19(22)33)12-2-4-34-9-12/h2,4,9-10,13-16,19,24,26-28,33H,1,3,5-8,11H2,(H,29,30)(H,31,32)/t13-,14-,15+,16+,19+,20+,21-,22-,23-/m0/s1

AuxInfo 1/1/N:8,1,9,2,11,10,21,22,3,5,23,4,13,12,14,15,7,6,16,17,20,19,18,34,24,35,31,32,26,30,25,29,33,27,28/E:(29,30)(31,32)/F:8,1,9,2,11,10,21,22,3,5,23,4,13,12,14,15,7,6,16,17,20,19,18,34,24,35,31,32,30,26,29,25,33,27,28/rA:65cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;;;;;s8;;;s4s10;s11;s8;s11;;s5s14;s6s15s17;s10s13s16;s9s18s19;s7s17;s13;s20;d5;d6;d7;s2s3;s12s16;s6;s7;s14;s15;s16;s22;s23;s1;s2;s3;s5;s8;s8;s9;s9;s10;s10;s11;s11;s12;s13;s14;s15;s16;s21;s21;s22;s22;s23;s23;s29;s30;s31;s32;s33;s34;s35;/rC:2.1574,4.5461,0;2.3711,5.5229,0;3.7712,4.7084,0;3.0231,4.0425,0;1.9784,-1.8532,0;2.6056,.4847,0;-.9172,-2.5999,0;.0051,1.0055,0;.8736,1.5067,0;3.4296,2.0899,0;3.4768,-.0204,0;3.1232,3.0475,0;3.4826,.9866,0;;2.6011,-.516,0;1.8028,2.0971,0;.8635,-.5043,0;1.7367,-.0102,0;2.6136,1.5024,0;1.7426,.9968,0;-.2697,-1.8379,0;5.2036,.6692,0;.8734,.5024,0;1.6294,-2.7903,0;3.4687,-.0203,0;-1.9009,-2.4201,0;3.366,5.6276,0;2.1176,3.052,0;2.6115,1.4847,0;-.581,-3.5417,0;-1.7219,.3126,0;3.7157,-1.8652,0;1.299,1.2333,0;6.187,.4878,0;1.3678,-.3668,0;1.6997,4.3448,0;2.0376,5.8954,0;4.2598,4.6022,0;2.4714,-1.7701,0;-.4876,.9204,0;-.1651,1.4757,0;.5532,1.8905,0;1.1968,1.8882,0;3.8873,2.2912,0;3.6777,1.6558,0;3.9698,.0631,0;3.6442,-.4915,0;3.6127,3.1493,0;3.6583,1.4547,0;-.1734,-.469,0;2.2771,-.8968,0;1.3469,2.3025,0;-.6507,-1.5141,0;.1113,-2.1616,0;5.2943,1.1609,0;5.1129,.1775,0;.4388,.2552,0;.6262,.937,0;2.1799,1.7372,0;-.9048,-3.9227,0;-2.0452,-.0688,0;3.5411,-2.3337,0;1.547,.7992,0;6.3543,.0166,0;1.115,-.7982,0;

Duplicates ChEBI190071

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190000-0000190249/ChEBI190071.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190000-0000190249/ChEBI190071.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190000-0000190249/ChEBI190071.sdf

Formula	C₂₃H₃₀O₁₂
MW	498.48
InChIKey	DGMXGJQMPUKDQN-SCXYCHFONA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	68
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	9
ONatoms	12
HB_Donor	7
HB_Acceptor	10
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-2.97
logP	-0.7167
PSA	215.19
MR	113.456
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-455.6989
PM7_Total_Energy_ev	-6772.06234
PM7_Electronic_Energy_ev	-67789.66694
PM7_Dipole_Debye	5.24696
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.38
PM7_LUMO_Energy_ev	-0.201
PM7_COSMO_Area_square_ang	395.93
PM7_COSMO_Volue_cubic_ang	541.19
PM7_Electron_Affinity_ev	0.201
PM7_Ionization_Energy_ev	9.38
PM7_Energy_Gap_ev	9.179
PM7_Global_Hardness_ev	4.5895
PM7_Global_Softness_ev	0.2178886588953045
PM7_Chemical_Potential_ev	-4.7905
PM7_Electronigativity_ev	4.7905
PM7_Back_Donation_Energy_ev	-1.147375
PM7_Electrophilicity_ev	2.5001514598540147
OPENEYE_Name	(1~{R},2~{R},2'~{R},4~{R},4~{a}~{R},5~{S},5'~{S},6~{R},8~{a}~{S})-5-(carboxymethyl)-5-formyl-5'-(3-furyl)-2',4,6-trihydroxy-2,8~{a}-bis(hydroxymethyl)spiro[decalin-1,3'-tetrahydrofuran]-4~{a}-carboxylic acid
SMILES	c1cocc1C2CC3(C(CC(C4(C3(CCC(C4(C=O)CC(=O)O)O)CO)C(=O)O)O)CO)C(O2)O
Canonical_SMILES	OC[C@@H]1C[C@@H](O)[C@]2([C@]([C@]31C[C@H](O[C@H]3O)c1cocc1)(CO)CC[C@H]([C@]2(C=O)CC(=O)O)O)C(=O)O
InChI	1/C23H30O12/c24-8-13-5-16(28)23(18(31)32)20(10-25,7-17(29)30)15(27)1-3-21(23,11-26)22(13)6-14(35-19(22)33)12-2-4-34-9-12/h2,4,9-10,13-16,19,24,26-28,33H,1,3,5-8,11H2,(H,29,30)(H,31,32)/f/h29,31H
InChI_3D	1S/C23H30O12/c24-8-13-5-16(28)23(18(31)32)20(10-25,7-17(29)30)15(27)1-3-21(23,11-26)22(13)6-14(35-19(22)33)12-2-4-34-9-12/h2,4,9-10,13-16,19,24,26-28,33H,1,3,5-8,11H2,(H,29,30)(H,31,32)/t13-,14-,15+,16+,19+,20+,21-,22-,23-/m0/s1
AuxInfo	1/1/N:8,1,9,2,11,10,21,22,3,5,23,4,13,12,14,15,7,6,16,17,20,19,18,34,24,35,31,32,26,30,25,29,33,27,28/E:(29,30)(31,32)/F:8,1,9,2,11,10,21,22,3,5,23,4,13,12,14,15,7,6,16,17,20,19,18,34,24,35,31,32,30,26,29,25,33,27,28/rA:65cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;;;;;s8;;;s4s10;s11;s8;s11;;s5s14;s6s15s17;s10s13s16;s9s18s19;s7s17;s13;s20;d5;d6;d7;s2s3;s12s16;s6;s7;s14;s15;s16;s22;s23;s1;s2;s3;s5;s8;s8;s9;s9;s10;s10;s11;s11;s12;s13;s14;s15;s16;s21;s21;s22;s22;s23;s23;s29;s30;s31;s32;s33;s34;s35;/rC:2.1574,4.5461,0;2.3711,5.5229,0;3.7712,4.7084,0;3.0231,4.0425,0;1.9784,-1.8532,0;2.6056,.4847,0;-.9172,-2.5999,0;.0051,1.0055,0;.8736,1.5067,0;3.4296,2.0899,0;3.4768,-.0204,0;3.1232,3.0475,0;3.4826,.9866,0;;2.6011,-.516,0;1.8028,2.0971,0;.8635,-.5043,0;1.7367,-.0102,0;2.6136,1.5024,0;1.7426,.9968,0;-.2697,-1.8379,0;5.2036,.6692,0;.8734,.5024,0;1.6294,-2.7903,0;3.4687,-.0203,0;-1.9009,-2.4201,0;3.366,5.6276,0;2.1176,3.052,0;2.6115,1.4847,0;-.581,-3.5417,0;-1.7219,.3126,0;3.7157,-1.8652,0;1.299,1.2333,0;6.187,.4878,0;1.3678,-.3668,0;1.6997,4.3448,0;2.0376,5.8954,0;4.2598,4.6022,0;2.4714,-1.7701,0;-.4876,.9204,0;-.1651,1.4757,0;.5532,1.8905,0;1.1968,1.8882,0;3.8873,2.2912,0;3.6777,1.6558,0;3.9698,.0631,0;3.6442,-.4915,0;3.6127,3.1493,0;3.6583,1.4547,0;-.1734,-.469,0;2.2771,-.8968,0;1.3469,2.3025,0;-.6507,-1.5141,0;.1113,-2.1616,0;5.2943,1.1609,0;5.1129,.1775,0;.4388,.2552,0;.6262,.937,0;2.1799,1.7372,0;-.9048,-3.9227,0;-2.0452,-.0688,0;3.5411,-2.3337,0;1.547,.7992,0;6.3543,.0166,0;1.115,-.7982,0;
Duplicates	ChEBI190071
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190000-0000190249/ChEBI190071.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190000-0000190249/ChEBI190071.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190000-0000190249/ChEBI190071.sdf