CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI178056 (94230)

Formula C₂₄H₂₆NO₆

MW 424.47

InChIKey DWUHGPPFFABTIY-FZOSANFTNA-M

Entry_Date 2023-11-01

Net_Charge -1

Number_Atoms 58

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 61

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 7

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.14

logP 4.0955

PSA 123.93

MR 116.255

ABS 0.56

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -278.00861

PM7_Total_Energy_ev -5259.43595

PM7_Electronic_Energy_ev -49335.17736

PM7_Dipole_Debye 19.11292

PM7_Point_Group C1

PM7_HOMO_Energy_ev -5.736

PM7_LUMO_Energy_ev 1.584

PM7_COSMO_Area_square_ang 364.28

PM7_COSMO_Volue_cubic_ang 502.52

PM7_Electron_Affinity_ev -1.584

PM7_Ionization_Energy_ev 5.736

PM7_Energy_Gap_ev 7.32

PM7_Global_Hardness_ev 3.66

PM7_Global_Softness_ev 0.273224043715847

PM7_Chemical_Potential_ev -2.076

PM7_Electronigativity_ev 2.076

PM7_Back_Donation_Energy_ev -0.915

PM7_Electrophilicity_ev 0.5887672131147541

OPENEYE_Name 2,4-dihydroxy-3-[3-[(1~{S},5~{S},6~{R},8~{S})-5-methyl-9-methylene-4-oxo-5-tricyclo[6.2.2.0^{1,6}]dodec-2-enyl]propanoylamino]benzoate

SMILES c1cc(c(c(c1C(=O)[O-])O)NC(=O)CCC2(C(=O)C=CC34C2CC(C(=C)C3)CC4)C)O

Canonical_SMILES O=C(Nc1c(O)ccc(c1O)C(=O)O)CC[C@]1(C)C(=O)C=C[C@]23[C@H]1C[C@H](CC2)C(=C)C3

InChI 1/C24H27NO6/c1-13-12-24-9-5-14(13)11-17(24)23(2,18(27)6-10-24)8-7-19(28)25-20-16(26)4-3-15(21(20)29)22(30)31/h3-4,6,10,14,17,26,29H,1,5,7-9,11-12H2,2H3,(H,25,28)(H,30,31)/p-1/fC24H26NO6/h25H/q-1

InChI_3D 1S/C24H27NO6/c1-13-12-24-9-5-14(13)11-17(24)23(2,18(27)6-10-24)8-7-19(28)25-20-16(26)4-3-15(21(20)29)22(30)31/h3-4,6,10,14,17,26,29H,1,5,7-9,11-12H2,2H3,(H,25,28)(H,30,31)/t14-,17-,23-,24+/m0/s1

AuxInfo 1/1/N:11,22,1,2,15,7,23,24,16,8,17,14,10,18,3,5,19,9,13,4,6,12,21,20,25,30,27,29,31,26,28/E:(30,31)/F:m/E:m/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCNO-OOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;d7;s7;;d10;s3;;s10;;s15;;s10s15s17;s17;s8s14s16s19;s9s19;s21;s13;s21s23;s4s13;s12;d9;d12;d13;s5;s6;s1;s2;s7;s8;s11;s11;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s22;s22;s22;s23;s23;s24;s24;s25;s30;s31;/rC:-3.3602,7.8959,0;-3.9928,7.1213,0;-2.3685,7.7317,0;-2.652,6.02,0;-3.6437,6.1842,0;-2.0094,6.7929,0;1.2213,-.6915,0;2.4348,.0194,0;;3.1966,3.4812,0;4.8122,4.1538,0;-1.7361,8.5063,0;-1.3168,4.9166,0;3.1684,2.0781,0;3.6273,3.5166,0;3.6213,2.1134,0;1.2053,3.5166,0;2.4163,4.2253,0;1.1949,2.1105,0;2.4163,1.419,0;-.0079,1.4025,0;-1.7293,1.0873,0;-.9678,3.9795,0;-.6187,3.0424,0;-2.3029,5.0829,0;-2.0906,9.4413,0;-.8625,-.5061,0;-.749,8.3458,0;-.6798,5.6875,0;-4.2795,5.4124,0;-1.0228,6.6296,0;-3.5368,8.3637,0;-4.486,7.203,0;1.225,-1.1915,0;2.8702,-.2264,0;4.8765,4.6497,0;5.2094,3.8502,0;3.6556,2.1904,0;3.3962,1.633,0;3.8008,3.9855,0;4.1193,3.4274,0;4.114,2.1987,0;3.7914,1.6432,0;.7126,3.4312,0;1.0336,3.9862,0;2.4163,4.7253,0;.7618,2.3603,0;-1.6392,.5955,0;-2.2211,.9973,0;-1.8193,1.5791,0;-.4992,4.1541,0;-1.4363,3.805,0;-1.0873,2.8679,0;-.1502,3.217,0;-2.6214,4.6975,0;-4.1043,4.9441,0;-.7054,7.0159,0;

Duplicates ChEBI178056

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178056.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178056.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178056.sdf

Formula	C₂₄H₂₆NO₆
MW	424.47
InChIKey	DWUHGPPFFABTIY-FZOSANFTNA-M
Entry_Date	2023-11-01
Net_Charge	-1
Number_Atoms	58
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	61
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	7
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.14
logP	4.0955
PSA	123.93
MR	116.255
ABS	0.56
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-278.00861
PM7_Total_Energy_ev	-5259.43595
PM7_Electronic_Energy_ev	-49335.17736
PM7_Dipole_Debye	19.11292
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-5.736
PM7_LUMO_Energy_ev	1.584
PM7_COSMO_Area_square_ang	364.28
PM7_COSMO_Volue_cubic_ang	502.52
PM7_Electron_Affinity_ev	-1.584
PM7_Ionization_Energy_ev	5.736
PM7_Energy_Gap_ev	7.32
PM7_Global_Hardness_ev	3.66
PM7_Global_Softness_ev	0.273224043715847
PM7_Chemical_Potential_ev	-2.076
PM7_Electronigativity_ev	2.076
PM7_Back_Donation_Energy_ev	-0.915
PM7_Electrophilicity_ev	0.5887672131147541
OPENEYE_Name	2,4-dihydroxy-3-[3-[(1~{S},5~{S},6~{R},8~{S})-5-methyl-9-methylene-4-oxo-5-tricyclo[6.2.2.0^{1,6}]dodec-2-enyl]propanoylamino]benzoate
SMILES	c1cc(c(c(c1C(=O)[O-])O)NC(=O)CCC2(C(=O)C=CC34C2CC(C(=C)C3)CC4)C)O
Canonical_SMILES	O=C(Nc1c(O)ccc(c1O)C(=O)O)CC[C@]1(C)C(=O)C=C[C@]23[C@H]1C[C@H](CC2)C(=C)C3
InChI	1/C24H27NO6/c1-13-12-24-9-5-14(13)11-17(24)23(2,18(27)6-10-24)8-7-19(28)25-20-16(26)4-3-15(21(20)29)22(30)31/h3-4,6,10,14,17,26,29H,1,5,7-9,11-12H2,2H3,(H,25,28)(H,30,31)/p-1/fC24H26NO6/h25H/q-1
InChI_3D	1S/C24H27NO6/c1-13-12-24-9-5-14(13)11-17(24)23(2,18(27)6-10-24)8-7-19(28)25-20-16(26)4-3-15(21(20)29)22(30)31/h3-4,6,10,14,17,26,29H,1,5,7-9,11-12H2,2H3,(H,25,28)(H,30,31)/t14-,17-,23-,24+/m0/s1
AuxInfo	1/1/N:11,22,1,2,15,7,23,24,16,8,17,14,10,18,3,5,19,9,13,4,6,12,21,20,25,30,27,29,31,26,28/E:(30,31)/F:m/E:m/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCNO-OOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;d7;s7;;d10;s3;;s10;;s15;;s10s15s17;s17;s8s14s16s19;s9s19;s21;s13;s21s23;s4s13;s12;d9;d12;d13;s5;s6;s1;s2;s7;s8;s11;s11;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s22;s22;s22;s23;s23;s24;s24;s25;s30;s31;/rC:-3.3602,7.8959,0;-3.9928,7.1213,0;-2.3685,7.7317,0;-2.652,6.02,0;-3.6437,6.1842,0;-2.0094,6.7929,0;1.2213,-.6915,0;2.4348,.0194,0;;3.1966,3.4812,0;4.8122,4.1538,0;-1.7361,8.5063,0;-1.3168,4.9166,0;3.1684,2.0781,0;3.6273,3.5166,0;3.6213,2.1134,0;1.2053,3.5166,0;2.4163,4.2253,0;1.1949,2.1105,0;2.4163,1.419,0;-.0079,1.4025,0;-1.7293,1.0873,0;-.9678,3.9795,0;-.6187,3.0424,0;-2.3029,5.0829,0;-2.0906,9.4413,0;-.8625,-.5061,0;-.749,8.3458,0;-.6798,5.6875,0;-4.2795,5.4124,0;-1.0228,6.6296,0;-3.5368,8.3637,0;-4.486,7.203,0;1.225,-1.1915,0;2.8702,-.2264,0;4.8765,4.6497,0;5.2094,3.8502,0;3.6556,2.1904,0;3.3962,1.633,0;3.8008,3.9855,0;4.1193,3.4274,0;4.114,2.1987,0;3.7914,1.6432,0;.7126,3.4312,0;1.0336,3.9862,0;2.4163,4.7253,0;.7618,2.3603,0;-1.6392,.5955,0;-2.2211,.9973,0;-1.8193,1.5791,0;-.4992,4.1541,0;-1.4363,3.805,0;-1.0873,2.8679,0;-.1502,3.217,0;-2.6214,4.6975,0;-4.1043,4.9441,0;-.7054,7.0159,0;
Duplicates	ChEBI178056
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178056.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178056.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178056.sdf