CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186422_s0 (100957)

Formula C₂₅H₃₀O₁₄

MW 554.5

InChIKey YHZBVXGYEGLXCQ-NSJMMFDCNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 69

Number_Heavy_Atoms 39

Number_Rings 4

Number_Bonds 72

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 14

HB_Donor 8

HB_Acceptor 10

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -2.84

logP -1.4488

PSA 232.9

MR 127.641

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -551.36515

PM7_Total_Energy_ev -7609.37805

PM7_Electronic_Energy_ev -75449.84077

PM7_Dipole_Debye 0.60179

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.098

PM7_LUMO_Energy_ev -1.021

PM7_COSMO_Area_square_ang 453.12

PM7_COSMO_Volue_cubic_ang 622

PM7_Electron_Affinity_ev 1.021

PM7_Ionization_Energy_ev 9.098

PM7_Energy_Gap_ev 8.077

PM7_Global_Hardness_ev 4.0385

PM7_Global_Softness_ev 0.2476166893648632

PM7_Chemical_Potential_ev -5.0595

PM7_Electronigativity_ev 5.0595

PM7_Back_Donation_Energy_ev -1.009625

PM7_Electrophilicity_ev 3.1693128946390985

OPENEYE_Name (1~{R},4~{a}~{S},6~{S},7~{S},7~{a}~{S})-1-[(2~{R},3~{S},4~{S},5~{R},6~{S})-6-[[(~{E})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-3,4,5-trihydroxy-tetrahydropyran-2-yl]oxy-6,7-dihydroxy-7-methyl-4~{a},5,6,7~{a}-tetrahydro-1~{H}-cyclopenta[c]pyran-4-carboxylic acid

SMILES c1cc(c(cc1C=CC(=O)OCC2C(C(C(C(O2)OC3C4C(C(=CO3)C(=O)O)CC(C4(C)O)O)O)O)O)O)O

Canonical_SMILES O=C(/C=C/c1ccc(c(c1)O)O)OC[C@@H]1O[C@H](O[C@H]2OC=C([C@@H]3[C@H]2[C@](C)(O)[C@H](C3)O)C(=O)O)[C@H]([C@H]([C@H]1O)O)O

InChI 1/C25H30O14/c1-25(35)16(28)7-11-12(22(33)34)8-37-23(18(11)25)39-24-21(32)20(31)19(30)15(38-24)9-36-17(29)5-3-10-2-4-13(26)14(27)6-10/h2-6,8,11,15-16,18-21,23-24,26-28,30-32,35H,7,9H2,1H3,(H,33,34)/f/h33H

InChI_3D 1S/C25H30O14/c1-25(35)16(28)7-11-12(22(33)34)8-37-23(18(11)25)39-24-21(32)20(31)19(30)15(38-24)9-36-17(29)5-3-10-2-4-13(26)14(27)6-10/h2-6,8,11,15-16,18-21,23-24,26-28,30-32,35H,7,9H2,1H3,(H,33,34)/b5-3+/t11-,15+,16+,18-,19+,20+,21+,23-,24-,25-/m1/s1

AuxInfo 1/1/N:24,1,9,2,10,3,13,7,25,4,14,8,5,6,20,16,12,15,18,17,19,11,21,22,23,30,31,33,27,35,34,36,26,32,37,38,28,29,39/E:(33,34)/F:24,1,9,2,10,3,13,7,25,4,14,8,5,6,20,16,12,15,18,17,19,11,21,22,23,30,31,33,27,35,34,36,32,26,37,38,28,29,39/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;d7;s4;w9;s8;s10;;s8s13;s14;s13;;s17;s17;s18;s15;s19;s15s16;s23;s20;d11;d12;s7s21;s20s22;s5;s6;s11;s16;s17;s18;s19;s23;s12s25;s21s22;s1;s2;s3;s7;s9;s10;s13;s13;s14;s15;s16;s17;s18;s19;s20;s21;s22;s24;s24;s24;s25;s25;s30;s31;s32;s33;s34;s35;s36;s37;/rC:7.0307,6.088,0;8.0179,5.9284,0;6.7487,4.376,0;6.3943,5.3166,0;8.3723,4.9877,0;7.7395,4.2067,0;;.868,-.4979,0;5.4078,5.4806,0;4.7726,4.7083,0;.8674,-1.4979,0;3.7861,4.8723,0;2.6938,-.3126,0;1.736,-.0013,0;1.736,1.0058,0;3.2858,.5022,0;-1.297,4.5408,0;-.4354,5.0484,0;-1.294,3.5408,0;.4381,4.5509,0;.868,1.5137,0;-.4205,3.0433,0;2.6938,1.3168,0;2.2871,2.2304,0;2.1644,4.2639,0;.0011,-1.9974,0;3.4349,5.8086,0;0,1.0058,0;.4499,3.5458,0;9.3595,4.8281,0;8.0921,3.271,0;1.7332,-1.9984,0;4.0289,1.1714,0;-3.0189,4.2285,0;-1.5707,6.3801,0;-1.8845,1.8934,0;4.2093,2.1918,0;3.1509,4.1,0;.2237,2.2785,0;6.8544,6.5559,0;8.3344,6.3154,0;6.4305,3.9903,0;-.4327,-.2506,0;5.2322,5.9488,0;4.9482,4.2402,0;3.1268,-.5626,0;2.4904,-.7694,0;1.3035,.2496,0;2.1405,.7119,0;3.6574,.1676,0;-1.4712,5.0095,0;-.1166,5.4336,0;-1.7868,3.6257,0;.6054,5.0221,0;1.1901,1.8961,0;-.7404,2.659,0;1.8304,2.0271,0;2.0838,2.6872,0;2.7439,2.4337,0;2.2464,4.7572,0;2.0824,3.7707,0;9.6754,5.2156,0;8.5854,3.1897,0;1.7329,-2.4984,0;4.5044,1.0169,0;-3.3422,4.6099,0;-1.4033,6.8513,0;-2.3764,1.8042,0;4.2093,2.6918,0;

Duplicates ChEBI186422_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186422_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186422_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186422_s0.sdf

Formula	C₂₅H₃₀O₁₄
MW	554.5
InChIKey	YHZBVXGYEGLXCQ-NSJMMFDCNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	69
Number_Heavy_Atoms	39
Number_Rings	4
Number_Bonds	72
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	14
HB_Donor	8
HB_Acceptor	10
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-2.84
logP	-1.4488
PSA	232.9
MR	127.641
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-551.36515
PM7_Total_Energy_ev	-7609.37805
PM7_Electronic_Energy_ev	-75449.84077
PM7_Dipole_Debye	0.60179
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.098
PM7_LUMO_Energy_ev	-1.021
PM7_COSMO_Area_square_ang	453.12
PM7_COSMO_Volue_cubic_ang	622
PM7_Electron_Affinity_ev	1.021
PM7_Ionization_Energy_ev	9.098
PM7_Energy_Gap_ev	8.077
PM7_Global_Hardness_ev	4.0385
PM7_Global_Softness_ev	0.2476166893648632
PM7_Chemical_Potential_ev	-5.0595
PM7_Electronigativity_ev	5.0595
PM7_Back_Donation_Energy_ev	-1.009625
PM7_Electrophilicity_ev	3.1693128946390985
OPENEYE_Name	(1~{R},4~{a}~{S},6~{S},7~{S},7~{a}~{S})-1-[(2~{R},3~{S},4~{S},5~{R},6~{S})-6-[[(~{E})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-3,4,5-trihydroxy-tetrahydropyran-2-yl]oxy-6,7-dihydroxy-7-methyl-4~{a},5,6,7~{a}-tetrahydro-1~{H}-cyclopenta[c]pyran-4-carboxylic acid
SMILES	c1cc(c(cc1C=CC(=O)OCC2C(C(C(C(O2)OC3C4C(C(=CO3)C(=O)O)CC(C4(C)O)O)O)O)O)O)O
Canonical_SMILES	O=C(/C=C/c1ccc(c(c1)O)O)OC[C@@H]1O[C@H](O[C@H]2OC=C([C@@H]3[C@H]2[C@](C)(O)[C@H](C3)O)C(=O)O)[C@H]([C@H]([C@H]1O)O)O
InChI	1/C25H30O14/c1-25(35)16(28)7-11-12(22(33)34)8-37-23(18(11)25)39-24-21(32)20(31)19(30)15(38-24)9-36-17(29)5-3-10-2-4-13(26)14(27)6-10/h2-6,8,11,15-16,18-21,23-24,26-28,30-32,35H,7,9H2,1H3,(H,33,34)/f/h33H
InChI_3D	1S/C25H30O14/c1-25(35)16(28)7-11-12(22(33)34)8-37-23(18(11)25)39-24-21(32)20(31)19(30)15(38-24)9-36-17(29)5-3-10-2-4-13(26)14(27)6-10/h2-6,8,11,15-16,18-21,23-24,26-28,30-32,35H,7,9H2,1H3,(H,33,34)/b5-3+/t11-,15+,16+,18-,19+,20+,21+,23-,24-,25-/m1/s1
AuxInfo	1/1/N:24,1,9,2,10,3,13,7,25,4,14,8,5,6,20,16,12,15,18,17,19,11,21,22,23,30,31,33,27,35,34,36,26,32,37,38,28,29,39/E:(33,34)/F:24,1,9,2,10,3,13,7,25,4,14,8,5,6,20,16,12,15,18,17,19,11,21,22,23,30,31,33,27,35,34,36,32,26,37,38,28,29,39/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;d7;s4;w9;s8;s10;;s8s13;s14;s13;;s17;s17;s18;s15;s19;s15s16;s23;s20;d11;d12;s7s21;s20s22;s5;s6;s11;s16;s17;s18;s19;s23;s12s25;s21s22;s1;s2;s3;s7;s9;s10;s13;s13;s14;s15;s16;s17;s18;s19;s20;s21;s22;s24;s24;s24;s25;s25;s30;s31;s32;s33;s34;s35;s36;s37;/rC:7.0307,6.088,0;8.0179,5.9284,0;6.7487,4.376,0;6.3943,5.3166,0;8.3723,4.9877,0;7.7395,4.2067,0;;.868,-.4979,0;5.4078,5.4806,0;4.7726,4.7083,0;.8674,-1.4979,0;3.7861,4.8723,0;2.6938,-.3126,0;1.736,-.0013,0;1.736,1.0058,0;3.2858,.5022,0;-1.297,4.5408,0;-.4354,5.0484,0;-1.294,3.5408,0;.4381,4.5509,0;.868,1.5137,0;-.4205,3.0433,0;2.6938,1.3168,0;2.2871,2.2304,0;2.1644,4.2639,0;.0011,-1.9974,0;3.4349,5.8086,0;0,1.0058,0;.4499,3.5458,0;9.3595,4.8281,0;8.0921,3.271,0;1.7332,-1.9984,0;4.0289,1.1714,0;-3.0189,4.2285,0;-1.5707,6.3801,0;-1.8845,1.8934,0;4.2093,2.1918,0;3.1509,4.1,0;.2237,2.2785,0;6.8544,6.5559,0;8.3344,6.3154,0;6.4305,3.9903,0;-.4327,-.2506,0;5.2322,5.9488,0;4.9482,4.2402,0;3.1268,-.5626,0;2.4904,-.7694,0;1.3035,.2496,0;2.1405,.7119,0;3.6574,.1676,0;-1.4712,5.0095,0;-.1166,5.4336,0;-1.7868,3.6257,0;.6054,5.0221,0;1.1901,1.8961,0;-.7404,2.659,0;1.8304,2.0271,0;2.0838,2.6872,0;2.7439,2.4337,0;2.2464,4.7572,0;2.0824,3.7707,0;9.6754,5.2156,0;8.5854,3.1897,0;1.7329,-2.4984,0;4.5044,1.0169,0;-3.3422,4.6099,0;-1.4033,6.8513,0;-2.3764,1.8042,0;4.2093,2.6918,0;
Duplicates	ChEBI186422_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186422_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186422_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186422_s0.sdf