CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI27815 (7848)

Formula C₂₁H₂₈O₃

MW 328.45

InChIKey ROVGZAWFACYCSP-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 24

Number_Rings 2

Number_Bonds 53

Rotat_Bonds 7

Unbranched_Chain 5

Chiral_Centers 3

ONatoms 3

HB_Donor 0

HB_Acceptor 2

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 3

Lipinski_Violations 0

XLogP3 0

XLogP 3.4

logP 4.5582

PSA 43.37

MR 98.162

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -82.97152

PM7_Total_Energy_ev -3841.97868

PM7_Electronic_Energy_ev -31607.01333

PM7_Dipole_Debye 4.21793

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.317

PM7_LUMO_Energy_ev -0.451

PM7_COSMO_Area_square_ang 374.2

PM7_COSMO_Volue_cubic_ang 458.05

PM7_Electron_Affinity_ev 0.451

PM7_Ionization_Energy_ev 9.317

PM7_Energy_Gap_ev 8.866

PM7_Global_Hardness_ev 4.433

PM7_Global_Softness_ev 0.22558087074216107

PM7_Chemical_Potential_ev -4.884

PM7_Electronigativity_ev 4.884

PM7_Back_Donation_Energy_ev -1.10825

PM7_Electrophilicity_ev 2.6904416873449133

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

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

InChI 1/C21H28O3/c1-7-8-9-10-15-14(4)18(12-17(15)22)24-20(23)19-16(11-13(2)3)21(19,5)6/h7-9,11,16,18-19H,1,10,12H2,2-6H3

InChI_3D 1S/C21H28O3/c1-7-8-9-10-15-14(4)18(12-17(15)22)24-20(23)19-16(11-13(2)3)21(19,5)6/h7-9,11,16,18-19H,1,10,12H2,2-6H3/b9-8-/t16-,18+,19+/m1/s1

AuxInfo 1/0/N:4,17,18,16,19,20,5,6,8,21,7,11,9,2,1,13,3,12,14,10,15,22,23,24/E:(2,3)(5,6)/rA:52cCCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s5;;w6;d7;;s3;s2s11;s7;s10s13;s13s14;s2;s9;s9;s15;s15;s1s8;d3;d10;s10s12;s4;s4;s5;s6;s7;s8;s11;s11;s12;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;/rC:;-.3065,.9519,0;1.0014,0,0;-.9555,-4.2529,0;-1.3611,-3.3388,0;-.7722,-2.5306,0;-2.8947,5.8053,0;-1.1777,-1.6165,0;-3.5662,6.5462,0;-.3661,3.7923,0;1.3131,.9519,0;.5007,1.5426,0;-1.9172,6.0164,0;-1.5399,5.0903,0;-.9245,5.8809,0;-1.2577,1.2606,0;-3.2603,7.4983,0;-4.5437,6.3352,0;-.6186,6.8329,0;-.0404,5.4136,0;-.5889,-.8082,0;1.5883,-.8097,0;.6116,4.0023,0;-.6731,2.8406,0;-1.25,-4.657,0;-.4583,-4.3058,0;-1.8582,-3.2859,0;-.275,-2.5835,0;-3.0476,5.3292,0;-1.6749,-1.5635,0;1.5635,1.3847,0;1.7695,.7478,0;.8349,1.9145,0;-1.9364,6.516,0;-1.9633,4.8242,0;-1.412,.785,0;-1.1034,1.7361,0;-1.7333,1.4149,0;-2.7842,7.3453,0;-3.7363,7.6513,0;-3.1073,7.9743,0;-4.6492,6.8239,0;-4.4381,5.8464,0;-5.0324,6.2296,0;-1.0946,6.9859,0;-.1426,6.68,0;-.4656,7.3089,0;.1932,5.8557,0;-.274,4.9716,0;.4017,5.18,0;-.993,-.5138,0;-.1847,-1.1027,0;

Duplicates ChEBI27815

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027750-0000027999/ChEBI27815.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027750-0000027999/ChEBI27815.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027750-0000027999/ChEBI27815.sdf

Formula	C₂₁H₂₈O₃
MW	328.45
InChIKey	ROVGZAWFACYCSP-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	24
Number_Rings	2
Number_Bonds	53
Rotat_Bonds	7
Unbranched_Chain	5
Chiral_Centers	3
ONatoms	3
HB_Donor	0
HB_Acceptor	2
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	3
Lipinski_Violations	0
XLogP3	0
XLogP	3.4
logP	4.5582
PSA	43.37
MR	98.162
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-82.97152
PM7_Total_Energy_ev	-3841.97868
PM7_Electronic_Energy_ev	-31607.01333
PM7_Dipole_Debye	4.21793
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.317
PM7_LUMO_Energy_ev	-0.451
PM7_COSMO_Area_square_ang	374.2
PM7_COSMO_Volue_cubic_ang	458.05
PM7_Electron_Affinity_ev	0.451
PM7_Ionization_Energy_ev	9.317
PM7_Energy_Gap_ev	8.866
PM7_Global_Hardness_ev	4.433
PM7_Global_Softness_ev	0.22558087074216107
PM7_Chemical_Potential_ev	-4.884
PM7_Electronigativity_ev	4.884
PM7_Back_Donation_Energy_ev	-1.10825
PM7_Electrophilicity_ev	2.6904416873449133
OPENEYE_Name	[(1~{S})-2-methyl-4-oxo-3-[(2~{Z})-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1~{R},3~{R})-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
SMILES	C1(=C(C(CC1=O)OC(=O)C2C(C2(C)C)C=C(C)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)C
InChI	1/C21H28O3/c1-7-8-9-10-15-14(4)18(12-17(15)22)24-20(23)19-16(11-13(2)3)21(19,5)6/h7-9,11,16,18-19H,1,10,12H2,2-6H3
InChI_3D	1S/C21H28O3/c1-7-8-9-10-15-14(4)18(12-17(15)22)24-20(23)19-16(11-13(2)3)21(19,5)6/h7-9,11,16,18-19H,1,10,12H2,2-6H3/b9-8-/t16-,18+,19+/m1/s1
AuxInfo	1/0/N:4,17,18,16,19,20,5,6,8,21,7,11,9,2,1,13,3,12,14,10,15,22,23,24/E:(2,3)(5,6)/rA:52cCCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s5;;w6;d7;;s3;s2s11;s7;s10s13;s13s14;s2;s9;s9;s15;s15;s1s8;d3;d10;s10s12;s4;s4;s5;s6;s7;s8;s11;s11;s12;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;/rC:;-.3065,.9519,0;1.0014,0,0;-.9555,-4.2529,0;-1.3611,-3.3388,0;-.7722,-2.5306,0;-2.8947,5.8053,0;-1.1777,-1.6165,0;-3.5662,6.5462,0;-.3661,3.7923,0;1.3131,.9519,0;.5007,1.5426,0;-1.9172,6.0164,0;-1.5399,5.0903,0;-.9245,5.8809,0;-1.2577,1.2606,0;-3.2603,7.4983,0;-4.5437,6.3352,0;-.6186,6.8329,0;-.0404,5.4136,0;-.5889,-.8082,0;1.5883,-.8097,0;.6116,4.0023,0;-.6731,2.8406,0;-1.25,-4.657,0;-.4583,-4.3058,0;-1.8582,-3.2859,0;-.275,-2.5835,0;-3.0476,5.3292,0;-1.6749,-1.5635,0;1.5635,1.3847,0;1.7695,.7478,0;.8349,1.9145,0;-1.9364,6.516,0;-1.9633,4.8242,0;-1.412,.785,0;-1.1034,1.7361,0;-1.7333,1.4149,0;-2.7842,7.3453,0;-3.7363,7.6513,0;-3.1073,7.9743,0;-4.6492,6.8239,0;-4.4381,5.8464,0;-5.0324,6.2296,0;-1.0946,6.9859,0;-.1426,6.68,0;-.4656,7.3089,0;.1932,5.8557,0;-.274,4.9716,0;.4017,5.18,0;-.993,-.5138,0;-.1847,-1.1027,0;
Duplicates	ChEBI27815
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027750-0000027999/ChEBI27815.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027750-0000027999/ChEBI27815.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027750-0000027999/ChEBI27815.sdf