CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186450 (100979)

Formula C₂₂H₂₈O₅

MW 372.46

InChIKey HSBZTFDKHKMFDC-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 27

Number_Rings 2

Number_Bonds 56

Rotat_Bonds 10

Unbranched_Chain 8

Chiral_Centers 2

ONatoms 5

HB_Donor 0

HB_Acceptor 3

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.94

logP 4.142

PSA 69.67

MR 104.552

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -171.30211

PM7_Total_Energy_ev -4555.7996

PM7_Electronic_Energy_ev -38596.82337

PM7_Dipole_Debye 3.87462

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.867

PM7_LUMO_Energy_ev -1.185

PM7_COSMO_Area_square_ang 390.99

PM7_COSMO_Volue_cubic_ang 485.48

PM7_Electron_Affinity_ev 1.185

PM7_Ionization_Energy_ev 9.867

PM7_Energy_Gap_ev 8.682

PM7_Global_Hardness_ev 4.341

PM7_Global_Softness_ev 0.230361667818475

PM7_Chemical_Potential_ev -5.526

PM7_Electronigativity_ev 5.526

PM7_Back_Donation_Energy_ev -1.08525

PM7_Electrophilicity_ev 3.517239806496199

OPENEYE_Name [(1~{S},5~{E})-1-[(~{Z})-oct-2-enyl]-4-oxo-5-[(~{Z})-3-[(2~{R})-5-oxotetrahydrofuran-2-yl]prop-2-enylidene]cyclopent-2-en-1-yl] acetate

SMILES C1=CC(C(=CC=CC2CCC(=O)O2)C1=O)(CC=CCCCCC)OC(=O)C

Canonical_SMILES CCCCC/C=CC[C@@]1(C=CC(=O)/C/1=C/C=C[C@H]1CCC(=O)O1)OC(=O)C

InChI 1/C22H28O5/c1-3-4-5-6-7-8-15-22(27-17(2)23)16-14-20(24)19(22)11-9-10-18-12-13-21(25)26-18/h7-11,14,16,18H,3-6,12-13,15H2,1-2H3

InChI_3D 1S/C22H28O5/c1-3-4-5-6-7-8-15-22(27-17(2)23)16-14-20(24)19(22)11-9-10-18-12-13-21(25)26-18/h7-11,14,16,18H,3-6,12-13,15H2,1-2H3/b8-7-,10-9-,19-11-/t18-,22-/m0/s1

AuxInfo 1/0/N:17,16,20,22,21,19,10,9,7,8,6,13,12,1,18,2,11,14,4,3,5,15,25,23,24,26,27/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s3;;w4;s6;w7;;w9;;s5;s12;s8s13;s2s4;s11;;s9s15;s10;s17;s19;s20s21;d3;d5;d11;s5s14;s11s15;s1;s2;s6;s7;s8;s9;s10;s12;s12;s13;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;/rC:6.6064,2.1752,0;6.609,3.1766,0;5.6537,1.8711,0;5.0651,2.6799,0;-.3065,.9518,0;3.3151,2.6817,0;2.8142,1.8162,0;1.8142,1.8173,0;3.2813,4.8743,0;2.4135,4.3774,0;5.7922,5.8979,0;;1.0015,0,0;1.3133,.9518,0;5.6579,3.4907,0;6.2028,6.8097,0;-1.9076,6.893,0;4.1456,4.3712,0;1.5493,4.8805,0;-1.0434,6.3899,0;.6851,5.3836,0;-.1791,5.8868,0;5.3426,.9208,0;-1.2577,1.2604,0;4.7972,5.7976,0;.5008,1.5426,0;6.3765,5.0864,0;7.0098,1.8797,0;7.0146,3.4689,0;3.0656,3.115,0;3.0638,1.3829,0;1.5647,2.2506,0;3.2831,5.3743,0;2.4117,3.8774,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;1.7697,.7476,0;5.7469,7.015,0;6.6587,6.6044,0;6.4081,7.2656,0;-1.656,7.3251,0;-2.1591,6.4609,0;-2.3397,7.1445,0;4.3971,4.8033,0;3.894,3.9391,0;1.8009,5.3126,0;1.2977,4.4484,0;-1.2949,5.9578,0;-.7918,6.822,0;.9366,5.8158,0;.4335,4.9515,0;-.4307,5.4546,0;.0724,6.3189,0;

Duplicates ChEBI186450

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186450.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186450.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186450.sdf

Formula	C₂₂H₂₈O₅
MW	372.46
InChIKey	HSBZTFDKHKMFDC-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	27
Number_Rings	2
Number_Bonds	56
Rotat_Bonds	10
Unbranched_Chain	8
Chiral_Centers	2
ONatoms	5
HB_Donor	0
HB_Acceptor	3
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.94
logP	4.142
PSA	69.67
MR	104.552
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-171.30211
PM7_Total_Energy_ev	-4555.7996
PM7_Electronic_Energy_ev	-38596.82337
PM7_Dipole_Debye	3.87462
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.867
PM7_LUMO_Energy_ev	-1.185
PM7_COSMO_Area_square_ang	390.99
PM7_COSMO_Volue_cubic_ang	485.48
PM7_Electron_Affinity_ev	1.185
PM7_Ionization_Energy_ev	9.867
PM7_Energy_Gap_ev	8.682
PM7_Global_Hardness_ev	4.341
PM7_Global_Softness_ev	0.230361667818475
PM7_Chemical_Potential_ev	-5.526
PM7_Electronigativity_ev	5.526
PM7_Back_Donation_Energy_ev	-1.08525
PM7_Electrophilicity_ev	3.517239806496199
OPENEYE_Name	[(1~{S},5~{E})-1-[(~{Z})-oct-2-enyl]-4-oxo-5-[(~{Z})-3-[(2~{R})-5-oxotetrahydrofuran-2-yl]prop-2-enylidene]cyclopent-2-en-1-yl] acetate
SMILES	C1=CC(C(=CC=CC2CCC(=O)O2)C1=O)(CC=CCCCCC)OC(=O)C
Canonical_SMILES	CCCCC/C=CC[C@@]1(C=CC(=O)/C/1=C/C=C[C@H]1CCC(=O)O1)OC(=O)C
InChI	1/C22H28O5/c1-3-4-5-6-7-8-15-22(27-17(2)23)16-14-20(24)19(22)11-9-10-18-12-13-21(25)26-18/h7-11,14,16,18H,3-6,12-13,15H2,1-2H3
InChI_3D	1S/C22H28O5/c1-3-4-5-6-7-8-15-22(27-17(2)23)16-14-20(24)19(22)11-9-10-18-12-13-21(25)26-18/h7-11,14,16,18H,3-6,12-13,15H2,1-2H3/b8-7-,10-9-,19-11-/t18-,22-/m0/s1
AuxInfo	1/0/N:17,16,20,22,21,19,10,9,7,8,6,13,12,1,18,2,11,14,4,3,5,15,25,23,24,26,27/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s3;;w4;s6;w7;;w9;;s5;s12;s8s13;s2s4;s11;;s9s15;s10;s17;s19;s20s21;d3;d5;d11;s5s14;s11s15;s1;s2;s6;s7;s8;s9;s10;s12;s12;s13;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;/rC:6.6064,2.1752,0;6.609,3.1766,0;5.6537,1.8711,0;5.0651,2.6799,0;-.3065,.9518,0;3.3151,2.6817,0;2.8142,1.8162,0;1.8142,1.8173,0;3.2813,4.8743,0;2.4135,4.3774,0;5.7922,5.8979,0;;1.0015,0,0;1.3133,.9518,0;5.6579,3.4907,0;6.2028,6.8097,0;-1.9076,6.893,0;4.1456,4.3712,0;1.5493,4.8805,0;-1.0434,6.3899,0;.6851,5.3836,0;-.1791,5.8868,0;5.3426,.9208,0;-1.2577,1.2604,0;4.7972,5.7976,0;.5008,1.5426,0;6.3765,5.0864,0;7.0098,1.8797,0;7.0146,3.4689,0;3.0656,3.115,0;3.0638,1.3829,0;1.5647,2.2506,0;3.2831,5.3743,0;2.4117,3.8774,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;1.7697,.7476,0;5.7469,7.015,0;6.6587,6.6044,0;6.4081,7.2656,0;-1.656,7.3251,0;-2.1591,6.4609,0;-2.3397,7.1445,0;4.3971,4.8033,0;3.894,3.9391,0;1.8009,5.3126,0;1.2977,4.4484,0;-1.2949,5.9578,0;-.7918,6.822,0;.9366,5.8158,0;.4335,4.9515,0;-.4307,5.4546,0;.0724,6.3189,0;
Duplicates	ChEBI186450
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186450.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186450.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186450.sdf