CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182054_s0 (97346)

Formula C₂₄H₂₈O₁₁

MW 492.48

InChIKey CBJNLOVRAFQEQH-VJSLDGLSNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 35

Number_Rings 3

Number_Bonds 65

Rotat_Bonds 15

Unbranched_Chain 3

Chiral_Centers 6

ONatoms 11

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -0.94

logP -0.1351

PSA 183.21

MR 120.166

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -403.12479

PM7_Total_Energy_ev -6573.1606

PM7_Electronic_Energy_ev -55132.55183

PM7_Dipole_Debye 3.83083

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.324

PM7_LUMO_Energy_ev -0.854

PM7_COSMO_Area_square_ang 498.84

PM7_COSMO_Volue_cubic_ang 565.47

PM7_Electron_Affinity_ev 0.854

PM7_Ionization_Energy_ev 9.324

PM7_Energy_Gap_ev 8.47

PM7_Global_Hardness_ev 4.235

PM7_Global_Softness_ev 0.2361275088547816

PM7_Chemical_Potential_ev -5.089

PM7_Electronigativity_ev 5.089

PM7_Back_Donation_Energy_ev -1.05875

PM7_Electrophilicity_ev 3.057605785123967

OPENEYE_Name (4~{S},5~{E})-4-[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-2-methyl-5-[2-[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxyethylidene]cyclopentene-1-carboxylic acid

SMILES c1cc(ccc1C=CC(=O)OC2C(=CCOC3C(C(C(C(O3)CO)O)O)O)C(=C(C2)C)C(=O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](OC/C=C2/[C@@H](OC(=O)/C=C/c3ccc(cc3)O)CC(=C2C(=O)O)C)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C24H28O11/c1-12-10-16(34-18(27)7-4-13-2-5-14(26)6-3-13)15(19(12)23(31)32)8-9-33-24-22(30)21(29)20(28)17(11-25)35-24/h2-8,16-17,20-22,24-26,28-30H,9-11H2,1H3,(H,31,32)/f/h31H

InChI_3D 1S/C24H28O11/c1-12-10-16(34-18(27)7-4-13-2-5-14(26)6-3-13)15(19(12)23(31)32)8-9-33-24-22(30)21(29)20(28)17(11-25)35-24/h2-8,16-17,20-22,24-26,28-30H,9-11H2,1H3,(H,31,32)/b7-4+,15-8-/t16-,17+,20+,21-,22+,24+/m0/s1

AuxInfo 1/1/N:22,1,2,10,3,4,12,11,23,15,24,8,5,6,9,16,20,14,7,18,17,19,13,21,33,28,26,31,30,32,25,29,35,34,27/E:(2,3)(5,6)(31,32)/F:22,1,2,10,3,4,12,11,23,15,24,8,5,6,9,16,20,14,7,18,17,19,13,21,33,28,26,31,30,32,29,25,35,34,27/E:(2,3)(5,6)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;d7;s7;s5;w9;w10;s7;s12;s8;s9s15;;s17;s17;s18;s19;s8;s11;s20;d13;d14;s20s21;s6;s13;s17;s18;s19;s24;s14s16;s21s23;s1;s2;s3;s4;s10;s11;s12;s15;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s24;s24;s28;s29;s30;s31;s32;s33;/rC:.0008,9.3743,0;-.5961,7.7452,0;-.943,9.7202,0;-1.5399,8.0911,0;.1695,8.3886,0;-1.7182,9.0803,0;3.6046,3.7878,0;4.4908,4.2541,0;2.8901,4.4875,0;1.1085,8.0446,0;1.9046,4.3177,0;1.28,7.0594,0;3.3513,2.0562,0;2.2189,6.7153,0;4.3234,5.2417,0;3.3294,5.3861,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;5.3872,3.8108,0;1.5589,3.3794,0;-1.4725,3.1448,0;2.422,1.6869,0;2.9864,7.3565,0;0,2.0104,0;-2.6571,9.4243,0;4.1358,1.4361,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;2.3905,5.7302,0;1.2132,2.441,0;.385,9.6943,0;-.5096,7.2528,0;-1.0273,10.213,0;-1.9227,7.7694,0;1.4922,8.3651,0;1.5848,4.702,0;.8963,6.7388,0;4.3435,5.7413,0;4.8224,5.2736,0;3.452,5.8709,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;5.6089,4.259,0;5.1656,3.3627,0;5.8354,3.5892,0;2.0281,3.2065,0;1.0898,3.5522,0;-1.9417,2.9719,0;-1.0033,3.3177,0;-2.7429,9.9169,0;4.0634,.9414,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;

Duplicates ChEBI182054_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182054_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182054_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182054_s0.sdf

Formula	C₂₄H₂₈O₁₁
MW	492.48
InChIKey	CBJNLOVRAFQEQH-VJSLDGLSNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	35
Number_Rings	3
Number_Bonds	65
Rotat_Bonds	15
Unbranched_Chain	3
Chiral_Centers	6
ONatoms	11
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-0.94
logP	-0.1351
PSA	183.21
MR	120.166
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-403.12479
PM7_Total_Energy_ev	-6573.1606
PM7_Electronic_Energy_ev	-55132.55183
PM7_Dipole_Debye	3.83083
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.324
PM7_LUMO_Energy_ev	-0.854
PM7_COSMO_Area_square_ang	498.84
PM7_COSMO_Volue_cubic_ang	565.47
PM7_Electron_Affinity_ev	0.854
PM7_Ionization_Energy_ev	9.324
PM7_Energy_Gap_ev	8.47
PM7_Global_Hardness_ev	4.235
PM7_Global_Softness_ev	0.2361275088547816
PM7_Chemical_Potential_ev	-5.089
PM7_Electronigativity_ev	5.089
PM7_Back_Donation_Energy_ev	-1.05875
PM7_Electrophilicity_ev	3.057605785123967
OPENEYE_Name	(4~{S},5~{E})-4-[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-2-methyl-5-[2-[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxyethylidene]cyclopentene-1-carboxylic acid
SMILES	c1cc(ccc1C=CC(=O)OC2C(=CCOC3C(C(C(C(O3)CO)O)O)O)C(=C(C2)C)C(=O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](OC/C=C2/[C@@H](OC(=O)/C=C/c3ccc(cc3)O)CC(=C2C(=O)O)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C24H28O11/c1-12-10-16(34-18(27)7-4-13-2-5-14(26)6-3-13)15(19(12)23(31)32)8-9-33-24-22(30)21(29)20(28)17(11-25)35-24/h2-8,16-17,20-22,24-26,28-30H,9-11H2,1H3,(H,31,32)/f/h31H
InChI_3D	1S/C24H28O11/c1-12-10-16(34-18(27)7-4-13-2-5-14(26)6-3-13)15(19(12)23(31)32)8-9-33-24-22(30)21(29)20(28)17(11-25)35-24/h2-8,16-17,20-22,24-26,28-30H,9-11H2,1H3,(H,31,32)/b7-4+,15-8-/t16-,17+,20+,21-,22+,24+/m0/s1
AuxInfo	1/1/N:22,1,2,10,3,4,12,11,23,15,24,8,5,6,9,16,20,14,7,18,17,19,13,21,33,28,26,31,30,32,25,29,35,34,27/E:(2,3)(5,6)(31,32)/F:22,1,2,10,3,4,12,11,23,15,24,8,5,6,9,16,20,14,7,18,17,19,13,21,33,28,26,31,30,32,29,25,35,34,27/E:(2,3)(5,6)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;d7;s7;s5;w9;w10;s7;s12;s8;s9s15;;s17;s17;s18;s19;s8;s11;s20;d13;d14;s20s21;s6;s13;s17;s18;s19;s24;s14s16;s21s23;s1;s2;s3;s4;s10;s11;s12;s15;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s24;s24;s28;s29;s30;s31;s32;s33;/rC:.0008,9.3743,0;-.5961,7.7452,0;-.943,9.7202,0;-1.5399,8.0911,0;.1695,8.3886,0;-1.7182,9.0803,0;3.6046,3.7878,0;4.4908,4.2541,0;2.8901,4.4875,0;1.1085,8.0446,0;1.9046,4.3177,0;1.28,7.0594,0;3.3513,2.0562,0;2.2189,6.7153,0;4.3234,5.2417,0;3.3294,5.3861,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;5.3872,3.8108,0;1.5589,3.3794,0;-1.4725,3.1448,0;2.422,1.6869,0;2.9864,7.3565,0;0,2.0104,0;-2.6571,9.4243,0;4.1358,1.4361,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;2.3905,5.7302,0;1.2132,2.441,0;.385,9.6943,0;-.5096,7.2528,0;-1.0273,10.213,0;-1.9227,7.7694,0;1.4922,8.3651,0;1.5848,4.702,0;.8963,6.7388,0;4.3435,5.7413,0;4.8224,5.2736,0;3.452,5.8709,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;5.6089,4.259,0;5.1656,3.3627,0;5.8354,3.5892,0;2.0281,3.2065,0;1.0898,3.5522,0;-1.9417,2.9719,0;-1.0033,3.3177,0;-2.7429,9.9169,0;4.0634,.9414,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;
Duplicates	ChEBI182054_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182054_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182054_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182054_s0.sdf