CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI177955 (94161)

Formula C₂₆H₃₄O₉

MW 490.55

InChIKey XEIKLAKHCVSUMR-OKPOJWAQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 69

Number_Heavy_Atoms 35

Number_Rings 2

Number_Bonds 70

Rotat_Bonds 12

Unbranched_Chain 3

Chiral_Centers 5

ONatoms 9

HB_Donor 4

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 2.03

logP 2.1324

PSA 150.59

MR 128.065

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -349.16516

PM7_Total_Energy_ev -6309.84049

PM7_Electronic_Energy_ev -53901.41476

PM7_Dipole_Debye 6.32249

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.055

PM7_LUMO_Energy_ev -1.364

PM7_COSMO_Area_square_ang 512.27

PM7_COSMO_Volue_cubic_ang 601.66

PM7_Electron_Affinity_ev 1.364

PM7_Ionization_Energy_ev 9.055

PM7_Energy_Gap_ev 7.691

PM7_Global_Hardness_ev 3.8455

PM7_Global_Softness_ev 0.26004420751527757

PM7_Chemical_Potential_ev -5.2095

PM7_Electronigativity_ev 5.2095

PM7_Back_Donation_Energy_ev -0.961375

PM7_Electrophilicity_ev 3.528655603952672

OPENEYE_Name (2~{R},3~{S},4~{R},5~{R},6~{S})-6-[(2~{E},4~{E},6~{Z},8~{E})-3,7-dimethyl-9-(2,6,6-trimethyl-5-oxo-cyclohexen-1-yl)nona-2,4,6,8-tetraenoyl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES C1(=C(CCC(=O)C1(C)C)C)C=CC(=CC=CC(=CC(=O)OC2C(C(C(C(O2)C(=O)O)O)O)O)C)C

Canonical_SMILES O=C(O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@H]([C@H]1O)O)O)/C=C(/C=C/C=C(C=CC1=C(C)CCC(=O)C1(C)C)/C)C

InChI 1/C26H34O9/c1-14(9-11-17-16(3)10-12-18(27)26(17,4)5)7-6-8-15(2)13-19(28)34-25-22(31)20(29)21(30)23(35-25)24(32)33/h6-9,11,13,20-23,25,29-31H,10,12H2,1-5H3,(H,32,33)/f/h32H

InChI_3D 1S/C26H34O9/c1-14(9-11-17-16(3)10-12-18(27)26(17,4)5)7-6-8-15(2)13-19(28)34-25-22(31)20(29)21(30)23(35-25)24(32)33/h6-9,11,13,20-23,25,29-31H,10,12H2,1-5H3,(H,32,33)/b8-6+,11-9+,14-7-,15-13+/t20-,21+,22-,23-,25-/m1/s1

AuxInfo 1/1/N:23,24,22,25,26,6,8,7,5,14,4,15,9,10,11,2,1,3,12,18,17,19,16,13,20,21,27,28,33,32,34,29,31,35,30/E:(4,5)(32,33)/F:23,24,22,25,26,6,8,7,5,14,4,15,9,10,11,2,1,3,12,18,17,19,16,13,20,21,27,28,33,32,34,31,29,35,30/E:(4,5)/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;w4;;w6;s6;;s5w8;s7w9;s9;;s2;s3s14;s13;s16;s17;s18;s19;s1s3;s2;s10;s11;s21;s21;d3;d12;d13;s16s20;s13;s17;s18;s19;s12s20;s4;s5;s6;s7;s8;s9;s14;s14;s15;s15;s16;s17;s18;s19;s20;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s31;s32;s33;s34;/rC:7.3506,6.5741,0;6.712,7.3436,0;8.6927,7.6878,0;6.7456,4.932,0;7.3854,4.1634,0;5.4144,3.8239,0;4.4289,3.6541,0;6.0542,3.0553,0;2.8037,4.2529,0;7.0397,3.2251,0;3.7892,4.4227,0;2.458,3.3146,0;-1.2132,2.441,0;7.0536,8.2835,0;8.044,8.4556,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;8.341,6.7462,0;5.7267,7.1724,0;7.6795,2.4565,0;4.1349,5.361,0;8.3365,5.7462,0;10.0624,6.4313,0;9.6779,7.859,0;3.0978,2.546,0;-.5734,3.2096,0;0,2.0104,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.4725,3.1448,0;6.2529,4.8471,0;7.8781,4.2483,0;5.5873,4.2931,0;4.2561,3.1849,0;5.8813,2.5861,0;2.4838,4.6372,0;7.0543,8.7835,0;6.5612,8.3706,0;8.4766,8.7062,0;7.8732,8.9255,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;5.6411,7.665,0;5.8123,6.6798,0;5.2341,7.0868,0;8.0637,2.7764,0;7.2952,2.1366,0;7.9993,2.0722,0;4.6041,5.1882,0;3.6657,5.5339,0;4.3078,5.8302,0;7.8365,5.7484,0;8.8365,5.744,0;8.3343,5.2462,0;9.9724,5.9394,0;10.1524,6.9231,0;10.5543,6.3413,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;

Duplicates ChEBI177955

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177750-0000177999/ChEBI177955.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177750-0000177999/ChEBI177955.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177750-0000177999/ChEBI177955.sdf

Formula	C₂₆H₃₄O₉
MW	490.55
InChIKey	XEIKLAKHCVSUMR-OKPOJWAQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	69
Number_Heavy_Atoms	35
Number_Rings	2
Number_Bonds	70
Rotat_Bonds	12
Unbranched_Chain	3
Chiral_Centers	5
ONatoms	9
HB_Donor	4
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	2.03
logP	2.1324
PSA	150.59
MR	128.065
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-349.16516
PM7_Total_Energy_ev	-6309.84049
PM7_Electronic_Energy_ev	-53901.41476
PM7_Dipole_Debye	6.32249
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.055
PM7_LUMO_Energy_ev	-1.364
PM7_COSMO_Area_square_ang	512.27
PM7_COSMO_Volue_cubic_ang	601.66
PM7_Electron_Affinity_ev	1.364
PM7_Ionization_Energy_ev	9.055
PM7_Energy_Gap_ev	7.691
PM7_Global_Hardness_ev	3.8455
PM7_Global_Softness_ev	0.26004420751527757
PM7_Chemical_Potential_ev	-5.2095
PM7_Electronigativity_ev	5.2095
PM7_Back_Donation_Energy_ev	-0.961375
PM7_Electrophilicity_ev	3.528655603952672
OPENEYE_Name	(2~{R},3~{S},4~{R},5~{R},6~{S})-6-[(2~{E},4~{E},6~{Z},8~{E})-3,7-dimethyl-9-(2,6,6-trimethyl-5-oxo-cyclohexen-1-yl)nona-2,4,6,8-tetraenoyl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	C1(=C(CCC(=O)C1(C)C)C)C=CC(=CC=CC(=CC(=O)OC2C(C(C(C(O2)C(=O)O)O)O)O)C)C
Canonical_SMILES	O=C(O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@H]([C@H]1O)O)O)/C=C(/C=C/C=C(C=CC1=C(C)CCC(=O)C1(C)C)/C)C
InChI	1/C26H34O9/c1-14(9-11-17-16(3)10-12-18(27)26(17,4)5)7-6-8-15(2)13-19(28)34-25-22(31)20(29)21(30)23(35-25)24(32)33/h6-9,11,13,20-23,25,29-31H,10,12H2,1-5H3,(H,32,33)/f/h32H
InChI_3D	1S/C26H34O9/c1-14(9-11-17-16(3)10-12-18(27)26(17,4)5)7-6-8-15(2)13-19(28)34-25-22(31)20(29)21(30)23(35-25)24(32)33/h6-9,11,13,20-23,25,29-31H,10,12H2,1-5H3,(H,32,33)/b8-6+,11-9+,14-7-,15-13+/t20-,21+,22-,23-,25-/m1/s1
AuxInfo	1/1/N:23,24,22,25,26,6,8,7,5,14,4,15,9,10,11,2,1,3,12,18,17,19,16,13,20,21,27,28,33,32,34,29,31,35,30/E:(4,5)(32,33)/F:23,24,22,25,26,6,8,7,5,14,4,15,9,10,11,2,1,3,12,18,17,19,16,13,20,21,27,28,33,32,34,31,29,35,30/E:(4,5)/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;w4;;w6;s6;;s5w8;s7w9;s9;;s2;s3s14;s13;s16;s17;s18;s19;s1s3;s2;s10;s11;s21;s21;d3;d12;d13;s16s20;s13;s17;s18;s19;s12s20;s4;s5;s6;s7;s8;s9;s14;s14;s15;s15;s16;s17;s18;s19;s20;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s31;s32;s33;s34;/rC:7.3506,6.5741,0;6.712,7.3436,0;8.6927,7.6878,0;6.7456,4.932,0;7.3854,4.1634,0;5.4144,3.8239,0;4.4289,3.6541,0;6.0542,3.0553,0;2.8037,4.2529,0;7.0397,3.2251,0;3.7892,4.4227,0;2.458,3.3146,0;-1.2132,2.441,0;7.0536,8.2835,0;8.044,8.4556,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;8.341,6.7462,0;5.7267,7.1724,0;7.6795,2.4565,0;4.1349,5.361,0;8.3365,5.7462,0;10.0624,6.4313,0;9.6779,7.859,0;3.0978,2.546,0;-.5734,3.2096,0;0,2.0104,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.4725,3.1448,0;6.2529,4.8471,0;7.8781,4.2483,0;5.5873,4.2931,0;4.2561,3.1849,0;5.8813,2.5861,0;2.4838,4.6372,0;7.0543,8.7835,0;6.5612,8.3706,0;8.4766,8.7062,0;7.8732,8.9255,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;5.6411,7.665,0;5.8123,6.6798,0;5.2341,7.0868,0;8.0637,2.7764,0;7.2952,2.1366,0;7.9993,2.0722,0;4.6041,5.1882,0;3.6657,5.5339,0;4.3078,5.8302,0;7.8365,5.7484,0;8.8365,5.744,0;8.3343,5.2462,0;9.9724,5.9394,0;10.1524,6.9231,0;10.5543,6.3413,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;
Duplicates	ChEBI177955
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177750-0000177999/ChEBI177955.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177750-0000177999/ChEBI177955.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177750-0000177999/ChEBI177955.sdf