CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI50301 (14377)

Formula C₂₀H₂₈O₆

MW 364.44

InChIKey ISTOHHFNKVUOKP-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 6

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 0.55

logP 1.223

PSA 104.2

MR 94.9646

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -203.6589

PM7_Total_Energy_ev -4604.34384

PM7_Electronic_Energy_ev -40544.88085

PM7_Dipole_Debye 5.32015

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.289

PM7_LUMO_Energy_ev -1.673

PM7_COSMO_Area_square_ang 343.33

PM7_COSMO_Volue_cubic_ang 446.53

PM7_Electron_Affinity_ev 1.673

PM7_Ionization_Energy_ev 9.289

PM7_Energy_Gap_ev 7.616

PM7_Global_Hardness_ev 3.808

PM7_Global_Softness_ev 0.26260504201680673

PM7_Chemical_Potential_ev -5.481

PM7_Electronigativity_ev 5.481

PM7_Back_Donation_Energy_ev -0.952

PM7_Electrophilicity_ev 3.9445064338235296

OPENEYE_Name 2-[(2~{S})-2-[(1~{R})-2-[(1~{S},2~{S},3~{R},4~{a}~{S},8~{a}~{S})-3-hydroxy-1,2,4~{a},5-tetramethyl-4-oxo-3,7,8,8~{a}-tetrahydro-2~{H}-naphthalen-1-yl]-1-hydroxy-ethyl]oxiran-2-yl]-2-oxo-acetaldehyde

SMILES C1=C(C2(C(=O)C(C(C(C2CC1)(C)CC(C3(CO3)C(=O)C=O)O)C)O)C)C

Canonical_SMILES O=CC(=O)[C@]1(CO1)[C@@H](C[C@]1(C)[C@H](C)[C@@H](O)C(=O)[C@]2([C@H]1CCC=C2C)C)O

InChI 1/C20H28O6/c1-11-6-5-7-13-18(3,12(2)16(24)17(25)19(11,13)4)8-14(22)20(10-26-20)15(23)9-21/h6,9,12-14,16,22,24H,5,7-8,10H2,1-4H3

InChI_3D 1S/C20H28O6/c1-11-6-5-7-13-18(3,12(2)16(24)17(25)19(11,13)4)8-14(22)20(10-26-20)15(23)9-21/h6,9,12-14,16,22,24H,5,7-8,10H2,1-4H3/t12-,13+,14-,16-,18-,19-,20+/m1/s1

AuxInfo 1/0/N:15,16,18,17,6,1,7,19,4,8,2,11,10,20,5,9,3,14,12,13,22,26,23,25,21,24/rA:54cCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s4;s1;s6;;s3;s7;s9;s2s3s10;s5s8;s10s11;s2;s11;s12;s14;s14;s13s19;d3;d4;d5;s8s13;s9;s20;s1;s4;s6;s6;s7;s7;s8;s8;s9;s10;s11;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s25;s26;/rC:1.2608,-7.3957,0;2.2006,-7.0526,0;3.3198,-5.7257,0;2.1143,1.326,0;1.9399,.3413,0;.4916,-6.7478,0;.6623,-5.7569,0;;3.4977,-4.7367,0;1.6098,-5.4202,0;2.7276,-4.0898,0;2.3799,-6.0671,0;1,0,0;1.7798,-4.4319,0;3.5387,-8.1805,0;4.0697,-2.9666,0;1.4391,-6.4064,0;.0298,-4.4353,0;1.4766,-2.7084,0;1.3033,-1.7235,0;4.0845,-6.37,0;3.0542,1.6674,0;2.7055,-.302,0;.5,.8682,0;4.4365,-5.081,0;.3184,-1.8968,0;1.1737,-7.8881,0;1.7315,1.6477,0;.2416,-7.1808,0;.0214,-6.5777,0;.1623,-5.7569,0;.5774,-5.2642,0;-.0866,-.4924,0;-.47,.1707,0;3.7483,-4.3041,0;2.0794,-5.2484,0;2.4785,-3.6563,0;3.8609,-7.7982,0;3.2165,-8.5628,0;3.921,-8.5027,0;4.3906,-3.35,0;3.7488,-2.5832,0;4.4531,-2.6457,0;1.6088,-6.8767,0;1.2695,-5.936,0;.9688,-6.576,0;.0308,-4.9353,0;-.4702,-4.4362,0;.0289,-3.9353,0;.9841,-2.795,0;1.969,-2.6217,0;1.7957,-1.6369,0;4.8203,-4.7606,0;.1472,-2.3666,0;

Duplicates ChEBI50301

mol2_Path /CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050250-0000050499/ChEBI50301.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050250-0000050499/ChEBI50301.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050250-0000050499/ChEBI50301.sdf

Formula	C₂₀H₂₈O₆
MW	364.44
InChIKey	ISTOHHFNKVUOKP-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	6
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	0.55
logP	1.223
PSA	104.2
MR	94.9646
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-203.6589
PM7_Total_Energy_ev	-4604.34384
PM7_Electronic_Energy_ev	-40544.88085
PM7_Dipole_Debye	5.32015
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.289
PM7_LUMO_Energy_ev	-1.673
PM7_COSMO_Area_square_ang	343.33
PM7_COSMO_Volue_cubic_ang	446.53
PM7_Electron_Affinity_ev	1.673
PM7_Ionization_Energy_ev	9.289
PM7_Energy_Gap_ev	7.616
PM7_Global_Hardness_ev	3.808
PM7_Global_Softness_ev	0.26260504201680673
PM7_Chemical_Potential_ev	-5.481
PM7_Electronigativity_ev	5.481
PM7_Back_Donation_Energy_ev	-0.952
PM7_Electrophilicity_ev	3.9445064338235296
OPENEYE_Name	2-[(2~{S})-2-[(1~{R})-2-[(1~{S},2~{S},3~{R},4~{a}~{S},8~{a}~{S})-3-hydroxy-1,2,4~{a},5-tetramethyl-4-oxo-3,7,8,8~{a}-tetrahydro-2~{H}-naphthalen-1-yl]-1-hydroxy-ethyl]oxiran-2-yl]-2-oxo-acetaldehyde
SMILES	C1=C(C2(C(=O)C(C(C(C2CC1)(C)CC(C3(CO3)C(=O)C=O)O)C)O)C)C
Canonical_SMILES	O=CC(=O)[C@]1(CO1)[C@@H](C[C@]1(C)[C@H](C)[C@@H](O)C(=O)[C@]2([C@H]1CCC=C2C)C)O
InChI	1/C20H28O6/c1-11-6-5-7-13-18(3,12(2)16(24)17(25)19(11,13)4)8-14(22)20(10-26-20)15(23)9-21/h6,9,12-14,16,22,24H,5,7-8,10H2,1-4H3
InChI_3D	1S/C20H28O6/c1-11-6-5-7-13-18(3,12(2)16(24)17(25)19(11,13)4)8-14(22)20(10-26-20)15(23)9-21/h6,9,12-14,16,22,24H,5,7-8,10H2,1-4H3/t12-,13+,14-,16-,18-,19-,20+/m1/s1
AuxInfo	1/0/N:15,16,18,17,6,1,7,19,4,8,2,11,10,20,5,9,3,14,12,13,22,26,23,25,21,24/rA:54cCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s4;s1;s6;;s3;s7;s9;s2s3s10;s5s8;s10s11;s2;s11;s12;s14;s14;s13s19;d3;d4;d5;s8s13;s9;s20;s1;s4;s6;s6;s7;s7;s8;s8;s9;s10;s11;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s25;s26;/rC:1.2608,-7.3957,0;2.2006,-7.0526,0;3.3198,-5.7257,0;2.1143,1.326,0;1.9399,.3413,0;.4916,-6.7478,0;.6623,-5.7569,0;;3.4977,-4.7367,0;1.6098,-5.4202,0;2.7276,-4.0898,0;2.3799,-6.0671,0;1,0,0;1.7798,-4.4319,0;3.5387,-8.1805,0;4.0697,-2.9666,0;1.4391,-6.4064,0;.0298,-4.4353,0;1.4766,-2.7084,0;1.3033,-1.7235,0;4.0845,-6.37,0;3.0542,1.6674,0;2.7055,-.302,0;.5,.8682,0;4.4365,-5.081,0;.3184,-1.8968,0;1.1737,-7.8881,0;1.7315,1.6477,0;.2416,-7.1808,0;.0214,-6.5777,0;.1623,-5.7569,0;.5774,-5.2642,0;-.0866,-.4924,0;-.47,.1707,0;3.7483,-4.3041,0;2.0794,-5.2484,0;2.4785,-3.6563,0;3.8609,-7.7982,0;3.2165,-8.5628,0;3.921,-8.5027,0;4.3906,-3.35,0;3.7488,-2.5832,0;4.4531,-2.6457,0;1.6088,-6.8767,0;1.2695,-5.936,0;.9688,-6.576,0;.0308,-4.9353,0;-.4702,-4.4362,0;.0289,-3.9353,0;.9841,-2.795,0;1.969,-2.6217,0;1.7957,-1.6369,0;4.8203,-4.7606,0;.1472,-2.3666,0;
Duplicates	ChEBI50301
mol2_Path	/CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050250-0000050499/ChEBI50301.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050250-0000050499/ChEBI50301.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050250-0000050499/ChEBI50301.sdf