CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182304 (97487)

Formula C₂₁H₂₂O₉

MW 418.4

InChIKey WPPYDDRXZLFEFL-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 9

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 0.74

logP 0.2249

PSA 156.91

MR 104.791

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -326.40351

PM7_Total_Energy_ev -5533.36046

PM7_Electronic_Energy_ev -46049.28551

PM7_Dipole_Debye 4.72393

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.404

PM7_LUMO_Energy_ev -0.677

PM7_COSMO_Area_square_ang 389.49

PM7_COSMO_Volue_cubic_ang 477.09

PM7_Electron_Affinity_ev 0.677

PM7_Ionization_Energy_ev 9.404

PM7_Energy_Gap_ev 8.727

PM7_Global_Hardness_ev 4.3635

PM7_Global_Softness_ev 0.22917382834880257

PM7_Chemical_Potential_ev -5.0405

PM7_Electronigativity_ev 5.0405

PM7_Back_Donation_Energy_ev -1.090875

PM7_Electrophilicity_ev 2.911268505786639

OPENEYE_Name [(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] 2,4-dihydroxy-6-[(~{E})-styryl]benzoate

SMILES c1ccc(cc1)C=Cc2cc(cc(c2C(=O)OC3C(C(C(C(O3)CO)O)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](OC(=O)c2c(O)cc(cc2/C=C/c2ccccc2)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C21H22O9/c22-10-15-17(25)18(26)19(27)21(29-15)30-20(28)16-12(8-13(23)9-14(16)24)7-6-11-4-2-1-3-5-11/h1-9,15,17-19,21-27H,10H2

InChI_3D 1S/C21H22O9/c22-10-15-17(25)18(26)19(27)21(29-15)30-20(28)16-12(8-13(23)9-14(16)24)7-6-11-4-2-1-3-5-11/h1-9,15,17-19,21-27H,10H2/b7-6+/t15-,17-,18+,19-,21+/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,13,14,6,7,21,8,9,11,12,19,10,17,16,18,15,20,29,24,25,27,26,28,22,23,30/E:(2,3)(4,5)/rA:52cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d4s5;d6;s9;s6d7;s7d10;s8;s9w13;s10;;s16;s16;s17;s18;s19;d15;s19s20;s11;s12;s16;s17;s18;s21;s15s20;s1;s2;s3;s4;s5;s6;s7;s13;s14;s16;s17;s18;s19;s20;s21;s21;s24;s25;s26;s27;s28;s29;/rC:5.4571,1.3979,0;4.4718,1.2267,0;5.807,2.3347,0;3.8299,2.0002,0;5.165,3.1082,0;2.256,5.254,0;.6296,5.8586,0;4.1732,2.9449,0;1.9103,4.3157,0;.9192,4.1479,0;1.6208,6.0264,0;.2738,4.9186,0;3.5346,3.7144,0;2.5489,3.5462,0;.5734,3.2096,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-2.5903,1.1954,0;-.412,3.0398,0;0,2.0104,0;1.9706,6.9632,0;-.7122,4.7517,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;-3.5748,1.0198,0;1.2132,2.441,0;5.7764,1.0131,0;4.299,.7575,0;6.3,2.4181,0;3.3373,1.9146,0;5.34,3.5766,0;2.749,5.3375,0;.312,6.2448,0;3.7082,4.1834,0;2.3753,3.0772,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;-2.5025,.7032,0;-2.6781,1.6877,0;1.6524,7.3489,0;-.8864,4.283,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;-3.7449,.5497,0;

Duplicates ChEBI182304

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182304.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182304.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182304.sdf

Formula	C₂₁H₂₂O₉
MW	418.4
InChIKey	WPPYDDRXZLFEFL-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	9
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	0.74
logP	0.2249
PSA	156.91
MR	104.791
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-326.40351
PM7_Total_Energy_ev	-5533.36046
PM7_Electronic_Energy_ev	-46049.28551
PM7_Dipole_Debye	4.72393
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.404
PM7_LUMO_Energy_ev	-0.677
PM7_COSMO_Area_square_ang	389.49
PM7_COSMO_Volue_cubic_ang	477.09
PM7_Electron_Affinity_ev	0.677
PM7_Ionization_Energy_ev	9.404
PM7_Energy_Gap_ev	8.727
PM7_Global_Hardness_ev	4.3635
PM7_Global_Softness_ev	0.22917382834880257
PM7_Chemical_Potential_ev	-5.0405
PM7_Electronigativity_ev	5.0405
PM7_Back_Donation_Energy_ev	-1.090875
PM7_Electrophilicity_ev	2.911268505786639
OPENEYE_Name	[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] 2,4-dihydroxy-6-[(~{E})-styryl]benzoate
SMILES	c1ccc(cc1)C=Cc2cc(cc(c2C(=O)OC3C(C(C(C(O3)CO)O)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](OC(=O)c2c(O)cc(cc2/C=C/c2ccccc2)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H22O9/c22-10-15-17(25)18(26)19(27)21(29-15)30-20(28)16-12(8-13(23)9-14(16)24)7-6-11-4-2-1-3-5-11/h1-9,15,17-19,21-27H,10H2
InChI_3D	1S/C21H22O9/c22-10-15-17(25)18(26)19(27)21(29-15)30-20(28)16-12(8-13(23)9-14(16)24)7-6-11-4-2-1-3-5-11/h1-9,15,17-19,21-27H,10H2/b7-6+/t15-,17-,18+,19-,21+/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,13,14,6,7,21,8,9,11,12,19,10,17,16,18,15,20,29,24,25,27,26,28,22,23,30/E:(2,3)(4,5)/rA:52cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d4s5;d6;s9;s6d7;s7d10;s8;s9w13;s10;;s16;s16;s17;s18;s19;d15;s19s20;s11;s12;s16;s17;s18;s21;s15s20;s1;s2;s3;s4;s5;s6;s7;s13;s14;s16;s17;s18;s19;s20;s21;s21;s24;s25;s26;s27;s28;s29;/rC:5.4571,1.3979,0;4.4718,1.2267,0;5.807,2.3347,0;3.8299,2.0002,0;5.165,3.1082,0;2.256,5.254,0;.6296,5.8586,0;4.1732,2.9449,0;1.9103,4.3157,0;.9192,4.1479,0;1.6208,6.0264,0;.2738,4.9186,0;3.5346,3.7144,0;2.5489,3.5462,0;.5734,3.2096,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-2.5903,1.1954,0;-.412,3.0398,0;0,2.0104,0;1.9706,6.9632,0;-.7122,4.7517,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;-3.5748,1.0198,0;1.2132,2.441,0;5.7764,1.0131,0;4.299,.7575,0;6.3,2.4181,0;3.3373,1.9146,0;5.34,3.5766,0;2.749,5.3375,0;.312,6.2448,0;3.7082,4.1834,0;2.3753,3.0772,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;-2.5025,.7032,0;-2.6781,1.6877,0;1.6524,7.3489,0;-.8864,4.283,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;-3.7449,.5497,0;
Duplicates	ChEBI182304
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182304.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182304.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182304.sdf