CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI27474 (7623)

Formula C₂₂H₂₈O₅

MW 372.46

InChIKey VJFUPGQZSXIULQ-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 9

Unbranched_Chain 5

Chiral_Centers 3

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 2.85

logP 3.7113

PSA 69.67

MR 104.254

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -156.24642

PM7_Total_Energy_ev -4555.2337

PM7_Electronic_Energy_ev -37889.80841

PM7_Dipole_Debye 3.22842

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.371

PM7_LUMO_Energy_ev -0.558

PM7_COSMO_Area_square_ang 405.29

PM7_COSMO_Volue_cubic_ang 496.92

PM7_Electron_Affinity_ev 0.558

PM7_Ionization_Energy_ev 9.371

PM7_Energy_Gap_ev 8.813

PM7_Global_Hardness_ev 4.4065

PM7_Global_Softness_ev 0.22693747872461137

PM7_Chemical_Potential_ev -4.9645

PM7_Electronigativity_ev 4.9645

PM7_Back_Donation_Energy_ev -1.101625

PM7_Electrophilicity_ev 2.796580080562805

OPENEYE_Name [(1~{S})-2-methyl-4-oxo-3-[(2~{Z})-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1~{R},3~{R})-3-[(~{E})-3-methoxy-2-methyl-3-oxo-prop-1-enyl]-2,2-dimethyl-cyclopropanecarboxylate

SMILES C1(=C(C(CC1=O)OC(=O)C2C(C2(C)C)C=C(C(=O)OC)C)C)CC=CC=C

Canonical_SMILES C=C/C=CCC1=C(C)[C@H](CC1=O)OC(=O)[C@@H]1[C@H](C1(C)C)/C=C(/C(=O)OC)C

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

InChI_3D 1S/C22H28O5/c1-7-8-9-10-15-14(3)18(12-17(15)23)27-21(25)19-16(22(19,4)5)11-13(2)20(24)26-6/h7-9,11,16,18-19H,1,10,12H2,2-6H3/b9-8-,13-11+/t16-,18+,19+/m1/s1

AuxInfo 1/0/N:4,18,17,19,20,21,5,6,8,22,7,12,9,2,1,14,3,13,15,10,11,16,23,24,25,26,27/E:(4,5)/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s5;;w6;w7;s9;;s3;s2s12;s7;s11s14;s14s15;s2;s9;s16;s16;;s1s8;d3;d10;d11;s10s21;s11s13;s4;s4;s5;s6;s7;s8;s12;s12;s13;s14;s15;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;/rC:;-.3065,.9519,0;1.0014,0,0;-.9555,-4.2529,0;-1.3611,-3.3388,0;-.7722,-2.5306,0;-2.3916,5.249,0;-1.1777,-1.6165,0;-3.0631,5.99,0;-2.7572,6.942,0;.1369,3.236,0;1.3131,.9519,0;.5007,1.5426,0;-1.4141,5.4601,0;-1.0369,4.534,0;-.4215,5.3246,0;-1.2577,1.2606,0;-4.0406,5.7789,0;.1139,6.9907,0;.4627,4.8574,0;-1.4738,8.1052,0;-.5889,-.8082,0;1.5883,-.8097,0;-3.4288,7.683,0;1.1146,3.446,0;-1.7798,7.1531,0;-.17,2.2843,0;-1.25,-4.657,0;-.4583,-4.3058,0;-1.8582,-3.2859,0;-.275,-2.5835,0;-2.5446,4.773,0;-1.6749,-1.5635,0;1.5635,1.3847,0;1.7695,.7478,0;.8349,1.9145,0;-1.4334,5.9597,0;-1.4602,4.268,0;-1.412,.785,0;-1.1034,1.7361,0;-1.7333,1.4149,0;-4.1462,6.2676,0;-3.9351,5.2902,0;-4.5293,5.6733,0;-.3621,7.1437,0;.5899,6.8377,0;.2669,7.4667,0;.6963,5.2994,0;.229,4.4153,0;.9047,4.6237,0;-.9978,7.9522,0;-1.9499,8.2581,0;-1.3209,8.5812,0;-.993,-.5138,0;-.1847,-1.1027,0;

Duplicates ChEBI27474

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027250-0000027499/ChEBI27474.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027250-0000027499/ChEBI27474.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027250-0000027499/ChEBI27474.sdf

Formula	C₂₂H₂₈O₅
MW	372.46
InChIKey	VJFUPGQZSXIULQ-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	9
Unbranched_Chain	5
Chiral_Centers	3
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	2.85
logP	3.7113
PSA	69.67
MR	104.254
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-156.24642
PM7_Total_Energy_ev	-4555.2337
PM7_Electronic_Energy_ev	-37889.80841
PM7_Dipole_Debye	3.22842
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.371
PM7_LUMO_Energy_ev	-0.558
PM7_COSMO_Area_square_ang	405.29
PM7_COSMO_Volue_cubic_ang	496.92
PM7_Electron_Affinity_ev	0.558
PM7_Ionization_Energy_ev	9.371
PM7_Energy_Gap_ev	8.813
PM7_Global_Hardness_ev	4.4065
PM7_Global_Softness_ev	0.22693747872461137
PM7_Chemical_Potential_ev	-4.9645
PM7_Electronigativity_ev	4.9645
PM7_Back_Donation_Energy_ev	-1.101625
PM7_Electrophilicity_ev	2.796580080562805
OPENEYE_Name	[(1~{S})-2-methyl-4-oxo-3-[(2~{Z})-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1~{R},3~{R})-3-[(~{E})-3-methoxy-2-methyl-3-oxo-prop-1-enyl]-2,2-dimethyl-cyclopropanecarboxylate
SMILES	C1(=C(C(CC1=O)OC(=O)C2C(C2(C)C)C=C(C(=O)OC)C)C)CC=CC=C
Canonical_SMILES	C=C/C=CCC1=C(C)[C@H](CC1=O)OC(=O)[C@@H]1[C@H](C1(C)C)/C=C(/C(=O)OC)C
InChI	1/C22H28O5/c1-7-8-9-10-15-14(3)18(12-17(15)23)27-21(25)19-16(22(19,4)5)11-13(2)20(24)26-6/h7-9,11,16,18-19H,1,10,12H2,2-6H3
InChI_3D	1S/C22H28O5/c1-7-8-9-10-15-14(3)18(12-17(15)23)27-21(25)19-16(22(19,4)5)11-13(2)20(24)26-6/h7-9,11,16,18-19H,1,10,12H2,2-6H3/b9-8-,13-11+/t16-,18+,19+/m1/s1
AuxInfo	1/0/N:4,18,17,19,20,21,5,6,8,22,7,12,9,2,1,14,3,13,15,10,11,16,23,24,25,26,27/E:(4,5)/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s5;;w6;w7;s9;;s3;s2s12;s7;s11s14;s14s15;s2;s9;s16;s16;;s1s8;d3;d10;d11;s10s21;s11s13;s4;s4;s5;s6;s7;s8;s12;s12;s13;s14;s15;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;/rC:;-.3065,.9519,0;1.0014,0,0;-.9555,-4.2529,0;-1.3611,-3.3388,0;-.7722,-2.5306,0;-2.3916,5.249,0;-1.1777,-1.6165,0;-3.0631,5.99,0;-2.7572,6.942,0;.1369,3.236,0;1.3131,.9519,0;.5007,1.5426,0;-1.4141,5.4601,0;-1.0369,4.534,0;-.4215,5.3246,0;-1.2577,1.2606,0;-4.0406,5.7789,0;.1139,6.9907,0;.4627,4.8574,0;-1.4738,8.1052,0;-.5889,-.8082,0;1.5883,-.8097,0;-3.4288,7.683,0;1.1146,3.446,0;-1.7798,7.1531,0;-.17,2.2843,0;-1.25,-4.657,0;-.4583,-4.3058,0;-1.8582,-3.2859,0;-.275,-2.5835,0;-2.5446,4.773,0;-1.6749,-1.5635,0;1.5635,1.3847,0;1.7695,.7478,0;.8349,1.9145,0;-1.4334,5.9597,0;-1.4602,4.268,0;-1.412,.785,0;-1.1034,1.7361,0;-1.7333,1.4149,0;-4.1462,6.2676,0;-3.9351,5.2902,0;-4.5293,5.6733,0;-.3621,7.1437,0;.5899,6.8377,0;.2669,7.4667,0;.6963,5.2994,0;.229,4.4153,0;.9047,4.6237,0;-.9978,7.9522,0;-1.9499,8.2581,0;-1.3209,8.5812,0;-.993,-.5138,0;-.1847,-1.1027,0;
Duplicates	ChEBI27474
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027250-0000027499/ChEBI27474.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027250-0000027499/ChEBI27474.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027250-0000027499/ChEBI27474.sdf