CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182844 (97789)

Formula C₂₀H₂₈O₄

MW 332.44

InChIKey NTPXWIICYLOOPF-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 5

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 4

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 1.92

logP 3.5086

PSA 63.6

MR 94.9908

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -166.76625

PM7_Total_Energy_ev -4016.00864

PM7_Electronic_Energy_ev -32773.11453

PM7_Dipole_Debye 4.65447

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.483

PM7_LUMO_Energy_ev -0.238

PM7_COSMO_Area_square_ang 361.85

PM7_COSMO_Volue_cubic_ang 431.33

PM7_Electron_Affinity_ev 0.238

PM7_Ionization_Energy_ev 9.483

PM7_Energy_Gap_ev 9.245

PM7_Global_Hardness_ev 4.6225

PM7_Global_Softness_ev 0.21633315305570577

PM7_Chemical_Potential_ev -4.8605

PM7_Electronigativity_ev 4.8605

PM7_Back_Donation_Energy_ev -1.155625

PM7_Electrophilicity_ev 2.5553769875608436

OPENEYE_Name [(1~{R},2~{R},8~{a}~{R})-7-isopropylidene-1,8~{a}-dimethyl-6-oxo-2,3,4,8-tetrahydro-1~{H}-naphthalen-2-yl] (~{E})-4-hydroxy-2-methyl-but-2-enoate

SMILES C1=C2CCC(C(C2(CC(=C(C)C)C1=O)C)C)OC(=O)C(=CCO)C

Canonical_SMILES OC/C=C(/C(=O)O[C@@H]1CCC2=CC(=O)C(=C(C)C)C[C@@]2([C@H]1C)C)C

InChI 1/C20H28O4/c1-12(2)16-11-20(5)14(4)18(7-6-15(20)10-17(16)22)24-19(23)13(3)8-9-21/h8,10,14,18,21H,6-7,9,11H2,1-5H3

InChI_3D 1S/C20H28O4/c1-12(2)16-11-20(5)14(4)18(7-6-15(20)10-17(16)22)24-19(23)13(3)8-9-21/h8,10,14,18,21H,6-7,9,11H2,1-5H3/b13-8+/t14-,18+,20+/m0/s1

AuxInfo 1/0/N:15,16,17,18,19,9,11,5,20,1,10,6,7,12,2,4,3,13,8,14,23,21,22,24/E:(1,2)/rA:52cCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s3;;d4;w5;s7;s2;s4;s9;;s11s12;s2s10s12;s6;s6;s7;s12;s14;s5;d3;d8;s20;s8s13;s1;s5;s9;s9;s10;s10;s11;s11;s12;s13;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s23;/rC:.8679,-.4978,0;1.7371,0,0;;0,1.0057,0;4.4998,3.8269,0;-.8675,1.5032,0;5.1425,3.0608,0;4.8004,2.1211,0;2.6038,-.4989,0;.8679,1.5135,0;3.4748,.0022,0;2.6012,1.5124,0;3.4735,1.0079,0;1.7358,1.0057,0;-.8704,2.5032,0;-1.732,1.0007,0;6.1273,3.2344,0;1.9555,2.276,0;2.6037,.5089,0;4.8419,4.7666,0;-.8653,-.5012,0;5.4431,1.3551,0;5.1839,5.7062,0;3.8156,1.9476,0;.8677,-.9978,0;4.0074,3.7401,0;2.925,-.8821,0;2.2825,-.882,0;.5458,1.8959,0;1.19,1.8959,0;3.9672,.0892,0;3.6455,-.4677,0;2.922,1.8959,0;3.966,.9214,0;-.3704,2.5046,0;-.8718,3.0032,0;-1.3704,2.5017,0;-1.9833,1.433,0;-1.4808,.5684,0;-2.1643,.7494,0;6.2141,2.742,0;6.0405,3.7268,0;6.6197,3.3212,0;1.5737,1.9531,0;2.3373,2.5988,0;1.6326,2.6578,0;2.3553,.075,0;2.8521,.9428,0;3.0376,.2605,0;5.3117,4.5955,0;4.372,4.9376,0;5.6764,5.793,0;

Duplicates ChEBI182844

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182844.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182844.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182844.sdf

Formula	C₂₀H₂₈O₄
MW	332.44
InChIKey	NTPXWIICYLOOPF-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	5
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	4
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	1.92
logP	3.5086
PSA	63.6
MR	94.9908
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-166.76625
PM7_Total_Energy_ev	-4016.00864
PM7_Electronic_Energy_ev	-32773.11453
PM7_Dipole_Debye	4.65447
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.483
PM7_LUMO_Energy_ev	-0.238
PM7_COSMO_Area_square_ang	361.85
PM7_COSMO_Volue_cubic_ang	431.33
PM7_Electron_Affinity_ev	0.238
PM7_Ionization_Energy_ev	9.483
PM7_Energy_Gap_ev	9.245
PM7_Global_Hardness_ev	4.6225
PM7_Global_Softness_ev	0.21633315305570577
PM7_Chemical_Potential_ev	-4.8605
PM7_Electronigativity_ev	4.8605
PM7_Back_Donation_Energy_ev	-1.155625
PM7_Electrophilicity_ev	2.5553769875608436
OPENEYE_Name	[(1~{R},2~{R},8~{a}~{R})-7-isopropylidene-1,8~{a}-dimethyl-6-oxo-2,3,4,8-tetrahydro-1~{H}-naphthalen-2-yl] (~{E})-4-hydroxy-2-methyl-but-2-enoate
SMILES	C1=C2CCC(C(C2(CC(=C(C)C)C1=O)C)C)OC(=O)C(=CCO)C
Canonical_SMILES	OC/C=C(/C(=O)O[C@@H]1CCC2=CC(=O)C(=C(C)C)C[C@@]2([C@H]1C)C)C
InChI	1/C20H28O4/c1-12(2)16-11-20(5)14(4)18(7-6-15(20)10-17(16)22)24-19(23)13(3)8-9-21/h8,10,14,18,21H,6-7,9,11H2,1-5H3
InChI_3D	1S/C20H28O4/c1-12(2)16-11-20(5)14(4)18(7-6-15(20)10-17(16)22)24-19(23)13(3)8-9-21/h8,10,14,18,21H,6-7,9,11H2,1-5H3/b13-8+/t14-,18+,20+/m0/s1
AuxInfo	1/0/N:15,16,17,18,19,9,11,5,20,1,10,6,7,12,2,4,3,13,8,14,23,21,22,24/E:(1,2)/rA:52cCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s3;;d4;w5;s7;s2;s4;s9;;s11s12;s2s10s12;s6;s6;s7;s12;s14;s5;d3;d8;s20;s8s13;s1;s5;s9;s9;s10;s10;s11;s11;s12;s13;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s23;/rC:.8679,-.4978,0;1.7371,0,0;;0,1.0057,0;4.4998,3.8269,0;-.8675,1.5032,0;5.1425,3.0608,0;4.8004,2.1211,0;2.6038,-.4989,0;.8679,1.5135,0;3.4748,.0022,0;2.6012,1.5124,0;3.4735,1.0079,0;1.7358,1.0057,0;-.8704,2.5032,0;-1.732,1.0007,0;6.1273,3.2344,0;1.9555,2.276,0;2.6037,.5089,0;4.8419,4.7666,0;-.8653,-.5012,0;5.4431,1.3551,0;5.1839,5.7062,0;3.8156,1.9476,0;.8677,-.9978,0;4.0074,3.7401,0;2.925,-.8821,0;2.2825,-.882,0;.5458,1.8959,0;1.19,1.8959,0;3.9672,.0892,0;3.6455,-.4677,0;2.922,1.8959,0;3.966,.9214,0;-.3704,2.5046,0;-.8718,3.0032,0;-1.3704,2.5017,0;-1.9833,1.433,0;-1.4808,.5684,0;-2.1643,.7494,0;6.2141,2.742,0;6.0405,3.7268,0;6.6197,3.3212,0;1.5737,1.9531,0;2.3373,2.5988,0;1.6326,2.6578,0;2.3553,.075,0;2.8521,.9428,0;3.0376,.2605,0;5.3117,4.5955,0;4.372,4.9376,0;5.6764,5.793,0;
Duplicates	ChEBI182844
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182844.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182844.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182844.sdf