CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182305_s0 (97488)

Formula C₂₀H₂₈O₉

MW 412.44

InChIKey NOGWCMMYTAXOCY-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 29

Number_Rings 2

Number_Bonds 58

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 9

HB_Donor 4

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -1.01

logP -0.7361

PSA 150.59

MR 100.235

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -374.70757

PM7_Total_Energy_ev -5492.30369

PM7_Electronic_Energy_ev -48881.11033

PM7_Dipole_Debye 1.40978

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.063

PM7_LUMO_Energy_ev -0.425

PM7_COSMO_Area_square_ang 376.42

PM7_COSMO_Volue_cubic_ang 491.09

PM7_Electron_Affinity_ev 0.425

PM7_Ionization_Energy_ev 10.063

PM7_Energy_Gap_ev 9.638

PM7_Global_Hardness_ev 4.819

PM7_Global_Softness_ev 0.20751193193608633

PM7_Chemical_Potential_ev -5.244

PM7_Electronigativity_ev 5.244

PM7_Back_Donation_Energy_ev -1.20475

PM7_Electrophilicity_ev 2.853240921352978

OPENEYE_Name [(2~{S},3~{S},4~{S},4~{a}~{S},8~{S},8~{a}~{S})-4,8-dihydroxy-3-(1-methoxycarbonylvinyl)-8~{a}-methyl-5-oxo-decalin-2-yl] (3~{R})-3,4-dihydroxy-2-methylene-butanoate

SMILES C1(=O)CCC(C2(C1C(C(C(C2)OC(=O)C(=C)C(CO)O)C(=C)C(=O)OC)O)C)O

Canonical_SMILES OC[C@@H](C(=C)C(=O)O[C@H]1C[C@]2(C)[C@@H](O)CCC(=O)[C@@H]2[C@H]([C@@H]1C(=C)C(=O)OC)O)O

InChI 1/C20H28O9/c1-9(12(23)8-21)19(27)29-13-7-20(3)14(24)6-5-11(22)16(20)17(25)15(13)10(2)18(26)28-4/h12-17,21,23-25H,1-2,5-8H2,3-4H3

InChI_3D 1S/C20H28O9/c1-9(12(23)8-21)19(27)29-13-7-20(3)14(24)6-5-11(22)16(20)17(25)15(13)10(2)18(26)28-4/h12-17,21,23-25H,1-2,5-8H2,3-4H3/t12-,13-,14-,15+,16+,17-,20+/m0/s1

AuxInfo 1/0/N:3,2,17,18,8,9,10,19,5,4,1,20,14,13,12,11,15,6,7,16,26,21,27,24,25,22,23,29,28/rA:57cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;d3;s4;s5;s1;s8;;s1;s4;s9;s10s12;s11s12;s10s11s13;s16;;;s5s19;d1;d6;d7;s13;s15;s19;s20;s7s14;s6s18;s2;s2;s3;s3;s8;s8;s9;s9;s10;s10;s11;s12;s13;s14;s15;s17;s17;s17;s18;s18;s18;s19;s19;s20;s24;s25;s26;s27;/rC:.8679,-.4978,0;5.5398,1.2465,0;3.1288,5.1242,0;5.1981,.3067,0;3.7715,4.3581,0;5.8412,-.4591,0;3.4294,3.4184,0;;0,1.0057,0;2.6012,1.5124,0;1.7371,0,0;3.4748,.0022,0;.8679,1.5135,0;3.4735,1.0079,0;2.6038,-.4989,0;1.7358,1.0057,0;2.6037,.5089,0;7.469,-1.0509,0;5.7411,4.7052,0;4.7563,4.5317,0;.8676,-1.4978,0;5.4995,-1.3989,0;2.4446,3.2448,0;-.2596,2.8519,0;3.7279,-1.8401,0;6.726,4.8788,0;4.9299,3.5468,0;4.0722,2.6523,0;6.8259,-.2851,0;5.2183,1.6294,0;6.0322,1.3335,0;3.2998,5.594,0;2.6364,5.0374,0;-.1701,-.4702,0;-.4925,.0864,0;-.4922,.9179,0;-.1728,1.4749,0;2.2783,1.8942,0;2.922,1.8959,0;1.3044,.2505,0;3.6455,-.4677,0;1.19,1.8959,0;3.966,.9214,0;2.2825,-.882,0;2.8521,.9428,0;2.3553,.075,0;3.0376,.2605,0;7.8519,-.7294,0;7.0861,-1.3725,0;7.7905,-1.4339,0;5.8279,4.2128,0;5.6544,5.1976,0;4.6695,5.0241,0;-.0895,3.3221,0;3.5566,-2.3099,0;7.0473,4.4958,0;5.3997,3.3758,0;

Duplicates ChEBI182305_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182305_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182305_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182305_s0.sdf

Formula	C₂₀H₂₈O₉
MW	412.44
InChIKey	NOGWCMMYTAXOCY-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	29
Number_Rings	2
Number_Bonds	58
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	9
HB_Donor	4
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-1.01
logP	-0.7361
PSA	150.59
MR	100.235
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-374.70757
PM7_Total_Energy_ev	-5492.30369
PM7_Electronic_Energy_ev	-48881.11033
PM7_Dipole_Debye	1.40978
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.063
PM7_LUMO_Energy_ev	-0.425
PM7_COSMO_Area_square_ang	376.42
PM7_COSMO_Volue_cubic_ang	491.09
PM7_Electron_Affinity_ev	0.425
PM7_Ionization_Energy_ev	10.063
PM7_Energy_Gap_ev	9.638
PM7_Global_Hardness_ev	4.819
PM7_Global_Softness_ev	0.20751193193608633
PM7_Chemical_Potential_ev	-5.244
PM7_Electronigativity_ev	5.244
PM7_Back_Donation_Energy_ev	-1.20475
PM7_Electrophilicity_ev	2.853240921352978
OPENEYE_Name	[(2~{S},3~{S},4~{S},4~{a}~{S},8~{S},8~{a}~{S})-4,8-dihydroxy-3-(1-methoxycarbonylvinyl)-8~{a}-methyl-5-oxo-decalin-2-yl] (3~{R})-3,4-dihydroxy-2-methylene-butanoate
SMILES	C1(=O)CCC(C2(C1C(C(C(C2)OC(=O)C(=C)C(CO)O)C(=C)C(=O)OC)O)C)O
Canonical_SMILES	OC[C@@H](C(=C)C(=O)O[C@H]1C[C@]2(C)[C@@H](O)CCC(=O)[C@@H]2[C@H]([C@@H]1C(=C)C(=O)OC)O)O
InChI	1/C20H28O9/c1-9(12(23)8-21)19(27)29-13-7-20(3)14(24)6-5-11(22)16(20)17(25)15(13)10(2)18(26)28-4/h12-17,21,23-25H,1-2,5-8H2,3-4H3
InChI_3D	1S/C20H28O9/c1-9(12(23)8-21)19(27)29-13-7-20(3)14(24)6-5-11(22)16(20)17(25)15(13)10(2)18(26)28-4/h12-17,21,23-25H,1-2,5-8H2,3-4H3/t12-,13-,14-,15+,16+,17-,20+/m0/s1
AuxInfo	1/0/N:3,2,17,18,8,9,10,19,5,4,1,20,14,13,12,11,15,6,7,16,26,21,27,24,25,22,23,29,28/rA:57cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;d3;s4;s5;s1;s8;;s1;s4;s9;s10s12;s11s12;s10s11s13;s16;;;s5s19;d1;d6;d7;s13;s15;s19;s20;s7s14;s6s18;s2;s2;s3;s3;s8;s8;s9;s9;s10;s10;s11;s12;s13;s14;s15;s17;s17;s17;s18;s18;s18;s19;s19;s20;s24;s25;s26;s27;/rC:.8679,-.4978,0;5.5398,1.2465,0;3.1288,5.1242,0;5.1981,.3067,0;3.7715,4.3581,0;5.8412,-.4591,0;3.4294,3.4184,0;;0,1.0057,0;2.6012,1.5124,0;1.7371,0,0;3.4748,.0022,0;.8679,1.5135,0;3.4735,1.0079,0;2.6038,-.4989,0;1.7358,1.0057,0;2.6037,.5089,0;7.469,-1.0509,0;5.7411,4.7052,0;4.7563,4.5317,0;.8676,-1.4978,0;5.4995,-1.3989,0;2.4446,3.2448,0;-.2596,2.8519,0;3.7279,-1.8401,0;6.726,4.8788,0;4.9299,3.5468,0;4.0722,2.6523,0;6.8259,-.2851,0;5.2183,1.6294,0;6.0322,1.3335,0;3.2998,5.594,0;2.6364,5.0374,0;-.1701,-.4702,0;-.4925,.0864,0;-.4922,.9179,0;-.1728,1.4749,0;2.2783,1.8942,0;2.922,1.8959,0;1.3044,.2505,0;3.6455,-.4677,0;1.19,1.8959,0;3.966,.9214,0;2.2825,-.882,0;2.8521,.9428,0;2.3553,.075,0;3.0376,.2605,0;7.8519,-.7294,0;7.0861,-1.3725,0;7.7905,-1.4339,0;5.8279,4.2128,0;5.6544,5.1976,0;4.6695,5.0241,0;-.0895,3.3221,0;3.5566,-2.3099,0;7.0473,4.4958,0;5.3997,3.3758,0;
Duplicates	ChEBI182305_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182305_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182305_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182305_s0.sdf