CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182677 (97689)

Formula C₂₂H₃₂O₅

MW 376.49

InChIKey KLGPVOFVVYHEGO-LNNLXFCONA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 27

Number_Rings 2

Number_Bonds 60

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 5

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.52

logP 4.3185

PSA 80.67

MR 105.429

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -224.1608

PM7_Total_Energy_ev -4611.41008

PM7_Electronic_Energy_ev -40369.32538

PM7_Dipole_Debye 2.27885

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.82

PM7_LUMO_Energy_ev -0.67

PM7_COSMO_Area_square_ang 389.78

PM7_COSMO_Volue_cubic_ang 489.98

PM7_Electron_Affinity_ev 0.67

PM7_Ionization_Energy_ev 9.82

PM7_Energy_Gap_ev 9.15

PM7_Global_Hardness_ev 4.575

PM7_Global_Softness_ev 0.2185792349726776

PM7_Chemical_Potential_ev -5.245

PM7_Electronigativity_ev 5.245

PM7_Back_Donation_Energy_ev -1.14375

PM7_Electrophilicity_ev 3.0065601092896177

OPENEYE_Name (~{E})-5-[(1~{S},4~{a}~{R},8~{a}~{R})-2-formyl-5,5,8~{a}-trimethyl-1,4,4~{a},6,7,8-hexahydronaphthalen-1-yl]-3-(acetoxymethyl)pent-2-enoic acid

SMILES C1=C(C(C2(CCCC(C2C1)(C)C)C)CCC(=CC(=O)O)COC(=O)C)C=O

Canonical_SMILES O=CC1=CC[C@H]2[C@@]([C@@H]1CC/C(=CC(=O)O)/COC(=O)C)(C)CCCC2(C)C

InChI 1/C22H32O5/c1-15(24)27-14-16(12-20(25)26)6-8-18-17(13-23)7-9-19-21(2,3)10-5-11-22(18,19)4/h7,12-13,18-19H,5-6,8-11,14H2,1-4H3,(H,25,26)/f/h25H

InChI_3D 1S/C22H32O5/c1-15(24)27-14-16(12-20(25)26)6-8-18-17(13-23)7-9-19-21(2,3)10-5-11-22(18,19)4/h7,12-13,18-19H,5-6,8-11,14H2,1-4H3,(H,25,26)/b16-12+/t18-,19-,22+/m1/s1

AuxInfo 1/1/N:16,18,19,17,9,20,1,22,8,11,10,4,3,21,7,5,2,12,13,6,15,14,23,25,24,26,27/E:(2,3)(25,26)/F:16,18,19,17,9,20,1,22,8,11,10,4,3,21,7,5,2,12,13,6,15,14,23,25,26,24,27/E:(2,3)/rA:59cCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;w4;s4;;s1;;s9;s9;s2;s8;s10s12s13;s11s13;s7;s14;s15;s15;s5;s5;s12s20;d3;d6;d7;s6;s7s21;s1;s3;s4;s8;s8;s9;s9;s10;s10;s11;s11;s12;s13;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s26;/rC:0,1.0057,0;;-.8653,-.5012,0;2.9311,-4.313,0;3.2744,-3.3738,0;3.5728,-5.0799,0;5.5878,-2.09,0;.8679,1.5135,0;3.4748,.0022,0;2.6038,-.4989,0;3.4735,1.0079,0;.8679,-.4978,0;1.7358,1.0057,0;1.7371,0,0;2.6012,1.5124,0;6.5728,-1.9177,0;.8716,.5009,0;1.9555,2.276,0;3.724,2.8547,0;2.6327,-2.6069,0;4.2594,-3.2015,0;1.9909,-1.8399,0;-1.732,-.0025,0;4.5579,-4.9076,0;4.9461,-1.3231,0;3.2295,-6.0192,0;5.2445,-3.0292,0;-.4337,1.2544,0;-.8646,-1.0012,0;2.4386,-4.3992,0;.5458,1.8959,0;1.19,1.8959,0;3.9672,.0892,0;3.6455,-.4677,0;2.925,-.8821,0;2.2825,-.882,0;3.6445,1.4777,0;3.966,.9214,0;.5468,-.8811,0;2.1697,.7573,0;6.659,-2.4102,0;6.4867,-1.4252,0;7.0654,-1.8315,0;.6211,.0682,0;1.1221,.9337,0;.4389,.7514,0;1.5737,1.9531,0;2.3373,2.5988,0;1.6326,2.6578,0;3.3405,3.1755,0;4.1075,2.5339,0;4.0448,3.2382,0;2.2492,-2.9277,0;3.0161,-2.286,0;4.1733,-2.709,0;4.3456,-3.694,0;2.3744,-1.5191,0;1.6075,-2.1608,0;3.5504,-6.4026,0;

Duplicates ChEBI182677

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182677.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182677.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182677.sdf

Formula	C₂₂H₃₂O₅
MW	376.49
InChIKey	KLGPVOFVVYHEGO-LNNLXFCONA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	27
Number_Rings	2
Number_Bonds	60
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	5
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.52
logP	4.3185
PSA	80.67
MR	105.429
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-224.1608
PM7_Total_Energy_ev	-4611.41008
PM7_Electronic_Energy_ev	-40369.32538
PM7_Dipole_Debye	2.27885
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.82
PM7_LUMO_Energy_ev	-0.67
PM7_COSMO_Area_square_ang	389.78
PM7_COSMO_Volue_cubic_ang	489.98
PM7_Electron_Affinity_ev	0.67
PM7_Ionization_Energy_ev	9.82
PM7_Energy_Gap_ev	9.15
PM7_Global_Hardness_ev	4.575
PM7_Global_Softness_ev	0.2185792349726776
PM7_Chemical_Potential_ev	-5.245
PM7_Electronigativity_ev	5.245
PM7_Back_Donation_Energy_ev	-1.14375
PM7_Electrophilicity_ev	3.0065601092896177
OPENEYE_Name	(~{E})-5-[(1~{S},4~{a}~{R},8~{a}~{R})-2-formyl-5,5,8~{a}-trimethyl-1,4,4~{a},6,7,8-hexahydronaphthalen-1-yl]-3-(acetoxymethyl)pent-2-enoic acid
SMILES	C1=C(C(C2(CCCC(C2C1)(C)C)C)CCC(=CC(=O)O)COC(=O)C)C=O
Canonical_SMILES	O=CC1=CC[C@H]2[C@@]([C@@H]1CC/C(=CC(=O)O)/COC(=O)C)(C)CCCC2(C)C
InChI	1/C22H32O5/c1-15(24)27-14-16(12-20(25)26)6-8-18-17(13-23)7-9-19-21(2,3)10-5-11-22(18,19)4/h7,12-13,18-19H,5-6,8-11,14H2,1-4H3,(H,25,26)/f/h25H
InChI_3D	1S/C22H32O5/c1-15(24)27-14-16(12-20(25)26)6-8-18-17(13-23)7-9-19-21(2,3)10-5-11-22(18,19)4/h7,12-13,18-19H,5-6,8-11,14H2,1-4H3,(H,25,26)/b16-12+/t18-,19-,22+/m1/s1
AuxInfo	1/1/N:16,18,19,17,9,20,1,22,8,11,10,4,3,21,7,5,2,12,13,6,15,14,23,25,24,26,27/E:(2,3)(25,26)/F:16,18,19,17,9,20,1,22,8,11,10,4,3,21,7,5,2,12,13,6,15,14,23,25,26,24,27/E:(2,3)/rA:59cCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;w4;s4;;s1;;s9;s9;s2;s8;s10s12s13;s11s13;s7;s14;s15;s15;s5;s5;s12s20;d3;d6;d7;s6;s7s21;s1;s3;s4;s8;s8;s9;s9;s10;s10;s11;s11;s12;s13;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s26;/rC:0,1.0057,0;;-.8653,-.5012,0;2.9311,-4.313,0;3.2744,-3.3738,0;3.5728,-5.0799,0;5.5878,-2.09,0;.8679,1.5135,0;3.4748,.0022,0;2.6038,-.4989,0;3.4735,1.0079,0;.8679,-.4978,0;1.7358,1.0057,0;1.7371,0,0;2.6012,1.5124,0;6.5728,-1.9177,0;.8716,.5009,0;1.9555,2.276,0;3.724,2.8547,0;2.6327,-2.6069,0;4.2594,-3.2015,0;1.9909,-1.8399,0;-1.732,-.0025,0;4.5579,-4.9076,0;4.9461,-1.3231,0;3.2295,-6.0192,0;5.2445,-3.0292,0;-.4337,1.2544,0;-.8646,-1.0012,0;2.4386,-4.3992,0;.5458,1.8959,0;1.19,1.8959,0;3.9672,.0892,0;3.6455,-.4677,0;2.925,-.8821,0;2.2825,-.882,0;3.6445,1.4777,0;3.966,.9214,0;.5468,-.8811,0;2.1697,.7573,0;6.659,-2.4102,0;6.4867,-1.4252,0;7.0654,-1.8315,0;.6211,.0682,0;1.1221,.9337,0;.4389,.7514,0;1.5737,1.9531,0;2.3373,2.5988,0;1.6326,2.6578,0;3.3405,3.1755,0;4.1075,2.5339,0;4.0448,3.2382,0;2.2492,-2.9277,0;3.0161,-2.286,0;4.1733,-2.709,0;4.3456,-3.694,0;2.3744,-1.5191,0;1.6075,-2.1608,0;3.5504,-6.4026,0;
Duplicates	ChEBI182677
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182677.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182677.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182677.sdf