CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI6362 (2767)

Formula C₁₇H₂₆O₁₂

MW 422.39

InChIKey VFYACENSDOLJGQ-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 57

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 12

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -3.86

logP -3.921

PSA 195.6

MR 89.7656

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -500.40754

PM7_Total_Energy_ev -5982.48503

PM7_Electronic_Energy_ev -50679.30163

PM7_Dipole_Debye 2.68494

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.22

PM7_LUMO_Energy_ev -0.443

PM7_COSMO_Area_square_ang 373.93

PM7_COSMO_Volue_cubic_ang 459.57

PM7_Electron_Affinity_ev 0.443

PM7_Ionization_Energy_ev 10.22

PM7_Energy_Gap_ev 9.777

PM7_Global_Hardness_ev 4.8885

PM7_Global_Softness_ev 0.20456172650097168

PM7_Chemical_Potential_ev -5.3315

PM7_Electronigativity_ev 5.3315

PM7_Back_Donation_Energy_ev -1.222125

PM7_Electrophilicity_ev 2.9073225171320445

OPENEYE_Name methyl (1~{S},4~{a}~{R},6~{S},7~{R},7~{a}~{S})-4~{a},6,7-trihydroxy-7-methyl-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,5,6,7~{a}-tetrahydrocyclopenta[c]pyran-4-carboxylate

SMILES C1=C(C2(CC(C(C2C(O1)OC3C(C(C(C(O3)CO)O)O)O)(C)O)O)O)C(=O)OC

Canonical_SMILES OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@]3([C@H]2[C@@](C)(O)[C@H](C3)O)O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C17H26O12/c1-16(24)8(19)3-17(25)6(13(23)26-2)5-27-15(12(16)17)29-14-11(22)10(21)9(20)7(4-18)28-14/h5,7-12,14-15,18-22,24-25H,3-4H2,1-2H3

InChI_3D 1S/C17H26O12/c1-16(24)8(19)3-17(25)6(13(23)26-2)5-27-15(12(16)17)29-14-11(22)10(21)9(20)7(4-18)28-14/h5,7-12,14-15,18-22,24-25H,3-4H2,1-2H3/t7-,8+,9-,10+,11-,12-,14+,15+,16+,17+/m1/s1

AuxInfo 1/0/N:15,16,4,17,1,2,10,6,8,7,9,5,3,12,11,14,13,27,21,23,22,24,18,26,25,28,19,20,29/rA:55cCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;;s4;;s7;s7;s8;s5;s9;s2s4s5;s5s6;s14;;s10;d3;s1s11;s10s12;s6;s7;s8;s9;s13;s14;s17;s3s16;s11s12;s1;s4;s4;s5;s6;s7;s8;s9;s10;s11;s12;s15;s15;s15;s16;s16;s16;s17;s17;s21;s22;s23;s24;s25;s26;s27;/rC:;.868,-.4979,0;.8674,-1.4979,0;2.6938,-.3126,0;1.736,1.0058,0;3.2858,.5022,0;-1.7802,5.1144,0;-.9186,5.622,0;-1.7772,4.1144,0;-.0451,5.1245,0;.868,1.5137,0;-.9037,3.6169,0;1.736,-.0013,0;2.6938,1.3168,0;4.2093,2.1918,0;1.7326,-2.9984,0;.9414,4.9605,0;.0011,-1.9974,0;0,1.0058,0;-.0333,4.1194,0;4.5863,-.6687,0;-3.5021,4.8021,0;-2.0539,6.9537,0;-2.3677,2.467,0;2.545,.5864,0;1.9822,2.9156,0;1.9278,4.7966,0;1.7332,-1.9984,0;-.2595,2.8521,0;-.4327,-.2506,0;3.1268,-.5626,0;2.4904,-.7694,0;1.3023,.7571,0;3.6573,.8368,0;-1.9544,5.5831,0;-.5998,6.0072,0;-2.27,4.1992,0;.1222,5.5957,0;1.1901,1.8961,0;-1.2236,3.2326,0;3.9593,2.6248,0;4.4593,1.7588,0;4.6423,2.4418,0;2.2326,-2.9987,0;1.2326,-2.9981,0;1.7323,-3.4984,0;1.0234,5.4538,0;.8594,4.4673,0;5.0619,-.5142,0;-3.8254,5.1835,0;-1.8865,7.4249,0;-2.8596,2.3777,0;2.4928,1.0837,0;1.4849,2.9679,0;2.2455,5.1827,0;

Duplicates ChEBI6362

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6362.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6362.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6362.sdf

Formula	C₁₇H₂₆O₁₂
MW	422.39
InChIKey	VFYACENSDOLJGQ-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	57
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	12
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-3.86
logP	-3.921
PSA	195.6
MR	89.7656
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-500.40754
PM7_Total_Energy_ev	-5982.48503
PM7_Electronic_Energy_ev	-50679.30163
PM7_Dipole_Debye	2.68494
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.22
PM7_LUMO_Energy_ev	-0.443
PM7_COSMO_Area_square_ang	373.93
PM7_COSMO_Volue_cubic_ang	459.57
PM7_Electron_Affinity_ev	0.443
PM7_Ionization_Energy_ev	10.22
PM7_Energy_Gap_ev	9.777
PM7_Global_Hardness_ev	4.8885
PM7_Global_Softness_ev	0.20456172650097168
PM7_Chemical_Potential_ev	-5.3315
PM7_Electronigativity_ev	5.3315
PM7_Back_Donation_Energy_ev	-1.222125
PM7_Electrophilicity_ev	2.9073225171320445
OPENEYE_Name	methyl (1~{S},4~{a}~{R},6~{S},7~{R},7~{a}~{S})-4~{a},6,7-trihydroxy-7-methyl-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,5,6,7~{a}-tetrahydrocyclopenta[c]pyran-4-carboxylate
SMILES	C1=C(C2(CC(C(C2C(O1)OC3C(C(C(C(O3)CO)O)O)O)(C)O)O)O)C(=O)OC
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@]3([C@H]2[C@@](C)(O)[C@H](C3)O)O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C17H26O12/c1-16(24)8(19)3-17(25)6(13(23)26-2)5-27-15(12(16)17)29-14-11(22)10(21)9(20)7(4-18)28-14/h5,7-12,14-15,18-22,24-25H,3-4H2,1-2H3
InChI_3D	1S/C17H26O12/c1-16(24)8(19)3-17(25)6(13(23)26-2)5-27-15(12(16)17)29-14-11(22)10(21)9(20)7(4-18)28-14/h5,7-12,14-15,18-22,24-25H,3-4H2,1-2H3/t7-,8+,9-,10+,11-,12-,14+,15+,16+,17+/m1/s1
AuxInfo	1/0/N:15,16,4,17,1,2,10,6,8,7,9,5,3,12,11,14,13,27,21,23,22,24,18,26,25,28,19,20,29/rA:55cCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;;s4;;s7;s7;s8;s5;s9;s2s4s5;s5s6;s14;;s10;d3;s1s11;s10s12;s6;s7;s8;s9;s13;s14;s17;s3s16;s11s12;s1;s4;s4;s5;s6;s7;s8;s9;s10;s11;s12;s15;s15;s15;s16;s16;s16;s17;s17;s21;s22;s23;s24;s25;s26;s27;/rC:;.868,-.4979,0;.8674,-1.4979,0;2.6938,-.3126,0;1.736,1.0058,0;3.2858,.5022,0;-1.7802,5.1144,0;-.9186,5.622,0;-1.7772,4.1144,0;-.0451,5.1245,0;.868,1.5137,0;-.9037,3.6169,0;1.736,-.0013,0;2.6938,1.3168,0;4.2093,2.1918,0;1.7326,-2.9984,0;.9414,4.9605,0;.0011,-1.9974,0;0,1.0058,0;-.0333,4.1194,0;4.5863,-.6687,0;-3.5021,4.8021,0;-2.0539,6.9537,0;-2.3677,2.467,0;2.545,.5864,0;1.9822,2.9156,0;1.9278,4.7966,0;1.7332,-1.9984,0;-.2595,2.8521,0;-.4327,-.2506,0;3.1268,-.5626,0;2.4904,-.7694,0;1.3023,.7571,0;3.6573,.8368,0;-1.9544,5.5831,0;-.5998,6.0072,0;-2.27,4.1992,0;.1222,5.5957,0;1.1901,1.8961,0;-1.2236,3.2326,0;3.9593,2.6248,0;4.4593,1.7588,0;4.6423,2.4418,0;2.2326,-2.9987,0;1.2326,-2.9981,0;1.7323,-3.4984,0;1.0234,5.4538,0;.8594,4.4673,0;5.0619,-.5142,0;-3.8254,5.1835,0;-1.8865,7.4249,0;-2.8596,2.3777,0;2.4928,1.0837,0;1.4849,2.9679,0;2.2455,5.1827,0;
Duplicates	ChEBI6362
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6362.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6362.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6362.sdf