CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186626 (101138)

Formula C₂₂H₂₂O₅

MW 366.41

InChIKey SXDGLCCGJJGJRY-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 27

Number_Rings 2

Number_Bonds 50

Rotat_Bonds 11

Unbranched_Chain 4

Chiral_Centers 0

ONatoms 5

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.53

logP 4.1674

PSA 94.83

MR 105.852

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -147.23731

PM7_Total_Energy_ev -4474.87075

PM7_Electronic_Energy_ev -32906.55137

PM7_Dipole_Debye 4.1146

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.233

PM7_LUMO_Energy_ev -1.007

PM7_COSMO_Area_square_ang 404.36

PM7_COSMO_Volue_cubic_ang 450.21

PM7_Electron_Affinity_ev 1.007

PM7_Ionization_Energy_ev 9.233

PM7_Energy_Gap_ev 8.226

PM7_Global_Hardness_ev 4.113

PM7_Global_Softness_ev 0.24313153415998054

PM7_Chemical_Potential_ev -5.12

PM7_Electronigativity_ev 5.12

PM7_Back_Donation_Energy_ev -1.02825

PM7_Electrophilicity_ev 3.186773644541697

OPENEYE_Name (~{E})-6-[2,6-dihydroxy-3-[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]phenyl]-4-methyl-hex-4-enal

SMILES c1cc(ccc1C=CC(=O)c2ccc(c(c2O)CC=C(C)CCC=O)O)O

Canonical_SMILES O=CCC/C(=C/Cc1c(O)ccc(c1O)C(=O)/C=C/c1ccc(cc1)O)/C

InChI 1/C22H22O5/c1-15(3-2-14-23)4-10-18-21(26)13-11-19(22(18)27)20(25)12-7-16-5-8-17(24)9-6-16/h4-9,11-14,24,26-27H,2-3,10H2,1H3

InChI_3D 1S/C22H22O5/c1-15(3-2-14-23)4-10-18-21(26)13-11-19(22(18)27)20(25)12-7-16-5-8-17(24)9-6-16/h4-9,11-14,24,26-27H,2-3,10H2,1H3/b12-7+,15-4+

AuxInfo 1/0/N:19,21,22,15,1,2,13,4,5,20,3,14,6,16,18,7,10,9,8,17,11,12,23,25,24,26,27/E:(5,6)(8,9)/rA:49nCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;s1d2;s3;;s4d5;s6d9;d8s9;s7;w13;;;s8s14;w15;s18;s9s15;s16;s18s21;d16;d17;s10;s11;s12;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s19;s19;s19;s20;s20;s21;s21;s22;s22;s25;s26;s27;/rC:-.8675,.4975,0;.8675,.4975,0;-2.6011,-2.4948,0;-.8675,1.5027,0;.8675,1.5027,0;-3.4672,-2.9948,0;;-1.7321,-3,0;-2.604,-4.5,0;0,2.0104,0;-3.473,-3.9948,0;-1.7291,-4.0051,0;0,-1,0;-.866,-1.5,0;-2.6158,-6.5,0;.8542,-5.5204,0;-.866,-2.5,0;-1.7527,-7.0051,0;-1.7586,-8.005,0;-2.6099,-5.5,0;-.0148,-6.0153,0;-.8838,-6.5102,0;.8601,-4.5204,0;0,-3,0;0,3.0104,0;-4.3412,-4.491,0;-.8645,-4.5077,0;-1.3001,.2469,0;1.3001,.2469,0;-2.6003,-1.9948,0;-1.3012,1.7514,0;1.3012,1.7514,0;-3.8994,-2.7435,0;.433,-1.25,0;-1.299,-1.25,0;-3.0503,-6.7474,0;1.2857,-5.773,0;-2.2586,-8.0021,0;-1.2586,-8.008,0;-1.7616,-8.505,0;-3.1099,-5.497,0;-2.1099,-5.5029,0;-.2622,-5.5808,0;.2326,-6.4498,0;-.6363,-6.9447,0;-1.1312,-6.0757,0;-.433,3.2604,0;-4.3434,-4.991,0;-.4308,-4.259,0;

Duplicates ChEBI186626

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186626.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186626.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186626.sdf

Formula	C₂₂H₂₂O₅
MW	366.41
InChIKey	SXDGLCCGJJGJRY-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	27
Number_Rings	2
Number_Bonds	50
Rotat_Bonds	11
Unbranched_Chain	4
Chiral_Centers	0
ONatoms	5
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.53
logP	4.1674
PSA	94.83
MR	105.852
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-147.23731
PM7_Total_Energy_ev	-4474.87075
PM7_Electronic_Energy_ev	-32906.55137
PM7_Dipole_Debye	4.1146
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.233
PM7_LUMO_Energy_ev	-1.007
PM7_COSMO_Area_square_ang	404.36
PM7_COSMO_Volue_cubic_ang	450.21
PM7_Electron_Affinity_ev	1.007
PM7_Ionization_Energy_ev	9.233
PM7_Energy_Gap_ev	8.226
PM7_Global_Hardness_ev	4.113
PM7_Global_Softness_ev	0.24313153415998054
PM7_Chemical_Potential_ev	-5.12
PM7_Electronigativity_ev	5.12
PM7_Back_Donation_Energy_ev	-1.02825
PM7_Electrophilicity_ev	3.186773644541697
OPENEYE_Name	(~{E})-6-[2,6-dihydroxy-3-[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]phenyl]-4-methyl-hex-4-enal
SMILES	c1cc(ccc1C=CC(=O)c2ccc(c(c2O)CC=C(C)CCC=O)O)O
Canonical_SMILES	O=CCC/C(=C/Cc1c(O)ccc(c1O)C(=O)/C=C/c1ccc(cc1)O)/C
InChI	1/C22H22O5/c1-15(3-2-14-23)4-10-18-21(26)13-11-19(22(18)27)20(25)12-7-16-5-8-17(24)9-6-16/h4-9,11-14,24,26-27H,2-3,10H2,1H3
InChI_3D	1S/C22H22O5/c1-15(3-2-14-23)4-10-18-21(26)13-11-19(22(18)27)20(25)12-7-16-5-8-17(24)9-6-16/h4-9,11-14,24,26-27H,2-3,10H2,1H3/b12-7+,15-4+
AuxInfo	1/0/N:19,21,22,15,1,2,13,4,5,20,3,14,6,16,18,7,10,9,8,17,11,12,23,25,24,26,27/E:(5,6)(8,9)/rA:49nCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;s1d2;s3;;s4d5;s6d9;d8s9;s7;w13;;;s8s14;w15;s18;s9s15;s16;s18s21;d16;d17;s10;s11;s12;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s19;s19;s19;s20;s20;s21;s21;s22;s22;s25;s26;s27;/rC:-.8675,.4975,0;.8675,.4975,0;-2.6011,-2.4948,0;-.8675,1.5027,0;.8675,1.5027,0;-3.4672,-2.9948,0;;-1.7321,-3,0;-2.604,-4.5,0;0,2.0104,0;-3.473,-3.9948,0;-1.7291,-4.0051,0;0,-1,0;-.866,-1.5,0;-2.6158,-6.5,0;.8542,-5.5204,0;-.866,-2.5,0;-1.7527,-7.0051,0;-1.7586,-8.005,0;-2.6099,-5.5,0;-.0148,-6.0153,0;-.8838,-6.5102,0;.8601,-4.5204,0;0,-3,0;0,3.0104,0;-4.3412,-4.491,0;-.8645,-4.5077,0;-1.3001,.2469,0;1.3001,.2469,0;-2.6003,-1.9948,0;-1.3012,1.7514,0;1.3012,1.7514,0;-3.8994,-2.7435,0;.433,-1.25,0;-1.299,-1.25,0;-3.0503,-6.7474,0;1.2857,-5.773,0;-2.2586,-8.0021,0;-1.2586,-8.008,0;-1.7616,-8.505,0;-3.1099,-5.497,0;-2.1099,-5.5029,0;-.2622,-5.5808,0;.2326,-6.4498,0;-.6363,-6.9447,0;-1.1312,-6.0757,0;-.433,3.2604,0;-4.3434,-4.991,0;-.4308,-4.259,0;
Duplicates	ChEBI186626
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186626.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186626.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186626.sdf