CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI183551 (98362)

Formula C₂₈H₄₄O₅

MW 460.65

InChIKey HURHMFSVMAENRK-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 77

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 79

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 8

ONatoms 5

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 4.4

logP 4.8577

PSA 83.83

MR 132.709

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -253.77819

PM7_Total_Energy_ev -5511.05167

PM7_Electronic_Energy_ev -55760.37726

PM7_Dipole_Debye 5.14582

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.714

PM7_LUMO_Energy_ev -0.381

PM7_COSMO_Area_square_ang 482

PM7_COSMO_Volue_cubic_ang 611.23

PM7_Electron_Affinity_ev 0.381

PM7_Ionization_Energy_ev 9.714

PM7_Energy_Gap_ev 9.333

PM7_Global_Hardness_ev 4.6665

PM7_Global_Softness_ev 0.21429336762027215

PM7_Chemical_Potential_ev -5.0475

PM7_Electronigativity_ev 5.0475

PM7_Back_Donation_Energy_ev -1.166625

PM7_Electrophilicity_ev 2.7298035197685633

OPENEYE_Name 2-[(1~{R},2~{R},5~{R})-2-[(4~{S},4~{a}~{S},6~{S},8~{a}~{S})-4,6-dihydroxy-8~{a}-methyl-1-oxo-4,4~{a},5,6,7,8-hexahydronaphthalen-2-yl]-5-[(~{E},1~{R})-1,4-dimethylpent-2-enyl]-1-methyl-cyclopentyl]ethyl acetate

SMILES C1=C(C(=O)C2(CCC(CC2C1O)O)C)C3CCC(C3(C)CCOC(=O)C)C(C=CC(C)C)C

Canonical_SMILES O[C@H]1CC[C@]2([C@H](C1)[C@@H](O)C=C(C2=O)[C@@H]1CC[C@@H]([C@@]1(C)CCOC(=O)C)[C@@H](/C=C/C(C)C)C)C

InChI 1/C28H44O5/c1-17(2)7-8-18(3)22-9-10-23(27(22,5)13-14-33-19(4)29)21-16-25(31)24-15-20(30)11-12-28(24,6)26(21)32/h7-8,16-18,20,22-25,30-31H,9-15H2,1-6H3

InChI_3D 1S/C28H44O5/c1-17(2)7-8-18(3)22-9-10-23(27(22,5)13-14-33-19(4)29)21-16-25(31)24-15-20(30)11-12-28(24,6)26(21)32/h7-8,16-18,20,22-25,30-31H,9-15H2,1-6H3/b8-7+/t18-,20+,22-,23+,24-,25+,27-,28+/m1/s1

AuxInfo 1/0/N:23,24,22,19,21,20,5,4,8,7,9,10,25,26,11,1,28,27,6,16,2,15,13,14,12,3,18,17,30,32,31,29,33/E:(1,2)/rA:77cCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;w4;;;s7;;s9;;s1;s2s7;s11s12;s8;s9s11;s3s10s14;s13s15;s6;s17;s18;;;;s18;s25;s4s15s22;s5s23s24;d3;d6;s12;s16;s6s26;s1;s4;s5;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s13;s14;s15;s16;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s26;s26;s27;s28;s31;s32;/rC:0,1.0057,0;;.8679,-.4978,0;-4.7468,-2.2501,0;-5.5532,-2.8415,0;-2.206,-4.6652,0;-1.9237,.0367,0;-2.9199,-.068,0;3.4748,.0022,0;2.6038,-.4989,0;2.6012,1.5124,0;.8679,1.5135,0;-1.5143,-.8772,0;1.7358,1.0057,0;-3.1268,-1.0509,0;3.4735,1.0079,0;1.7371,0,0;-2.2577,-1.546,0;-2.7907,-5.4764,0;.8716,.5009,0;-.9552,-2.7148,0;-4.2341,-3.5681,0;-6.0659,-1.5235,0;-6.8712,-3.3542,0;-2.8425,-2.3572,0;-2.0313,-2.942,0;-3.8314,-2.6528,0;-6.4685,-2.4388,0;.8676,-1.4978,0;-1.2111,-4.7661,0;.2236,2.2783,0;4.0722,2.6523,0;-2.6161,-3.7532,0;-.4337,1.2544,0;-4.8013,-1.7531,0;-5.4987,-3.3385,0;-2.0281,.5257,0;-1.4484,.192,0;-3.4172,-.0164,0;-2.9202,.432,0;3.9672,.0892,0;3.6455,-.4677,0;2.925,-.8821,0;2.2825,-.882,0;2.2783,1.8942,0;2.922,1.8959,0;1.19,1.8959,0;-1.2202,-1.2815,0;2.1697,.7573,0;-3.6028,-.8979,0;3.966,.9214,0;-2.3852,-5.7688,0;-3.1963,-5.184,0;-3.0831,-5.882,0;.6211,.0682,0;1.1221,.9337,0;.4389,.7514,0;-.6213,-2.3427,0;-1.2892,-3.087,0;-.5831,-3.0488,0;-3.7764,-3.7694,0;-4.6918,-3.3668,0;-4.4354,-4.0258,0;-5.6082,-1.7248,0;-6.5235,-1.3222,0;-5.8645,-1.0658,0;-7.3289,-3.1529,0;-6.4135,-3.5555,0;-7.0725,-3.8119,0;-3.1349,-2.7628,0;-3.2481,-2.0648,0;-1.6257,-3.2344,0;-1.7389,-2.5364,0;-3.3738,-2.8541,0;-6.9262,-2.2375,0;.3937,2.7485,0;4.5646,2.7391,0;

Duplicates ChEBI183551

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183500-0000183749/ChEBI183551.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183500-0000183749/ChEBI183551.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183500-0000183749/ChEBI183551.sdf

Formula	C₂₈H₄₄O₅
MW	460.65
InChIKey	HURHMFSVMAENRK-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	77
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	79
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	8
ONatoms	5
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	4.4
logP	4.8577
PSA	83.83
MR	132.709
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-253.77819
PM7_Total_Energy_ev	-5511.05167
PM7_Electronic_Energy_ev	-55760.37726
PM7_Dipole_Debye	5.14582
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.714
PM7_LUMO_Energy_ev	-0.381
PM7_COSMO_Area_square_ang	482
PM7_COSMO_Volue_cubic_ang	611.23
PM7_Electron_Affinity_ev	0.381
PM7_Ionization_Energy_ev	9.714
PM7_Energy_Gap_ev	9.333
PM7_Global_Hardness_ev	4.6665
PM7_Global_Softness_ev	0.21429336762027215
PM7_Chemical_Potential_ev	-5.0475
PM7_Electronigativity_ev	5.0475
PM7_Back_Donation_Energy_ev	-1.166625
PM7_Electrophilicity_ev	2.7298035197685633
OPENEYE_Name	2-[(1~{R},2~{R},5~{R})-2-[(4~{S},4~{a}~{S},6~{S},8~{a}~{S})-4,6-dihydroxy-8~{a}-methyl-1-oxo-4,4~{a},5,6,7,8-hexahydronaphthalen-2-yl]-5-[(~{E},1~{R})-1,4-dimethylpent-2-enyl]-1-methyl-cyclopentyl]ethyl acetate
SMILES	C1=C(C(=O)C2(CCC(CC2C1O)O)C)C3CCC(C3(C)CCOC(=O)C)C(C=CC(C)C)C
Canonical_SMILES	O[C@H]1CC[C@]2([C@H](C1)[C@@H](O)C=C(C2=O)[C@@H]1CC[C@@H]([C@@]1(C)CCOC(=O)C)[C@@H](/C=C/C(C)C)C)C
InChI	1/C28H44O5/c1-17(2)7-8-18(3)22-9-10-23(27(22,5)13-14-33-19(4)29)21-16-25(31)24-15-20(30)11-12-28(24,6)26(21)32/h7-8,16-18,20,22-25,30-31H,9-15H2,1-6H3
InChI_3D	1S/C28H44O5/c1-17(2)7-8-18(3)22-9-10-23(27(22,5)13-14-33-19(4)29)21-16-25(31)24-15-20(30)11-12-28(24,6)26(21)32/h7-8,16-18,20,22-25,30-31H,9-15H2,1-6H3/b8-7+/t18-,20+,22-,23+,24-,25+,27-,28+/m1/s1
AuxInfo	1/0/N:23,24,22,19,21,20,5,4,8,7,9,10,25,26,11,1,28,27,6,16,2,15,13,14,12,3,18,17,30,32,31,29,33/E:(1,2)/rA:77cCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;w4;;;s7;;s9;;s1;s2s7;s11s12;s8;s9s11;s3s10s14;s13s15;s6;s17;s18;;;;s18;s25;s4s15s22;s5s23s24;d3;d6;s12;s16;s6s26;s1;s4;s5;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s13;s14;s15;s16;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s26;s26;s27;s28;s31;s32;/rC:0,1.0057,0;;.8679,-.4978,0;-4.7468,-2.2501,0;-5.5532,-2.8415,0;-2.206,-4.6652,0;-1.9237,.0367,0;-2.9199,-.068,0;3.4748,.0022,0;2.6038,-.4989,0;2.6012,1.5124,0;.8679,1.5135,0;-1.5143,-.8772,0;1.7358,1.0057,0;-3.1268,-1.0509,0;3.4735,1.0079,0;1.7371,0,0;-2.2577,-1.546,0;-2.7907,-5.4764,0;.8716,.5009,0;-.9552,-2.7148,0;-4.2341,-3.5681,0;-6.0659,-1.5235,0;-6.8712,-3.3542,0;-2.8425,-2.3572,0;-2.0313,-2.942,0;-3.8314,-2.6528,0;-6.4685,-2.4388,0;.8676,-1.4978,0;-1.2111,-4.7661,0;.2236,2.2783,0;4.0722,2.6523,0;-2.6161,-3.7532,0;-.4337,1.2544,0;-4.8013,-1.7531,0;-5.4987,-3.3385,0;-2.0281,.5257,0;-1.4484,.192,0;-3.4172,-.0164,0;-2.9202,.432,0;3.9672,.0892,0;3.6455,-.4677,0;2.925,-.8821,0;2.2825,-.882,0;2.2783,1.8942,0;2.922,1.8959,0;1.19,1.8959,0;-1.2202,-1.2815,0;2.1697,.7573,0;-3.6028,-.8979,0;3.966,.9214,0;-2.3852,-5.7688,0;-3.1963,-5.184,0;-3.0831,-5.882,0;.6211,.0682,0;1.1221,.9337,0;.4389,.7514,0;-.6213,-2.3427,0;-1.2892,-3.087,0;-.5831,-3.0488,0;-3.7764,-3.7694,0;-4.6918,-3.3668,0;-4.4354,-4.0258,0;-5.6082,-1.7248,0;-6.5235,-1.3222,0;-5.8645,-1.0658,0;-7.3289,-3.1529,0;-6.4135,-3.5555,0;-7.0725,-3.8119,0;-3.1349,-2.7628,0;-3.2481,-2.0648,0;-1.6257,-3.2344,0;-1.7389,-2.5364,0;-3.3738,-2.8541,0;-6.9262,-2.2375,0;.3937,2.7485,0;4.5646,2.7391,0;
Duplicates	ChEBI183551
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183500-0000183749/ChEBI183551.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183500-0000183749/ChEBI183551.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183500-0000183749/ChEBI183551.sdf