CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI5769_t0 (2486)

Formula C₂₁H₃₀O₅

MW 362.46

InChIKey VMSLCPKYRPDHLN-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 26

Number_Rings 1

Number_Bonds 56

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 5

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 1.6

logP 4.2522

PSA 94.83

MR 103.794

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -221.45073

PM7_Total_Energy_ev -4461.31542

PM7_Electronic_Energy_ev -39240.65514

PM7_Dipole_Debye 4.24684

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.352

PM7_LUMO_Energy_ev -1.039

PM7_COSMO_Area_square_ang 365.52

PM7_COSMO_Volue_cubic_ang 481.59

PM7_Electron_Affinity_ev 1.039

PM7_Ionization_Energy_ev 9.352

PM7_Energy_Gap_ev 8.313

PM7_Global_Hardness_ev 4.1565

PM7_Global_Softness_ev 0.24058703235895584

PM7_Chemical_Potential_ev -5.1955

PM7_Electronigativity_ev 5.1955

PM7_Back_Donation_Energy_ev -1.039125

PM7_Electrophilicity_ev 3.2471093768795862

OPENEYE_Name (6~{R})-3,5,6-trihydroxy-2-(3-methylbutanoyl)-4,6-bis(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one

SMILES C1(=C(C(=C(C(C1=O)(CC=C(C)C)O)O)CC=C(C)C)O)C(=O)CC(C)C

Canonical_SMILES CC(=CCC1=C(O)[C@](C(=O)C(=C1O)C(=O)CC(C)C)(O)CC=C(C)C)C

InChI 1/C21H30O5/c1-12(2)7-8-15-18(23)17(16(22)11-14(5)6)20(25)21(26,19(15)24)10-9-13(3)4/h7,9,14,23-24,26H,8,10-11H2,1-6H3

InChI_3D 1S/C21H30O5/c1-12(2)7-8-15-18(23)17(16(22)11-14(5)6)20(25)21(26,19(15)24)10-9-13(3)4/h7,9,14,23-24,26H,8,10-11H2,1-6H3/t21-/m1/s1

AuxInfo 1/0/N:12,13,14,15,16,17,6,18,7,19,20,9,10,21,2,8,1,3,4,5,11,23,24,25,22,26/E:(1,2)(3,4)(5,6)/rA:56cCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1s2;d2;s1;;;s1;d6;d7;s4s5;s9;s9;s10;s10;;;s2s6;s7s11;s8;s16s17s20;d5;d8;s3;s4;s11;s6;s7;s12;s12;s12;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s24;s25;s26;/rC:.8675,-.4975,0;0,1.0052,0;;.8675,1.5129,0;1.735,0,0;-1.735,2.0001,0;2.6857,3.5856,0;.8675,-1.4975,0;-2.5995,1.4975,0;3.6712,3.7554,0;1.735,1.0052,0;-3.467,1.995,0;-2.5966,.4975,0;4.311,2.9868,0;4.0169,4.6937,0;3.0996,-1.6315,0;3.4656,-2.9975,0;-.8675,1.5026,0;2.34,2.6473,0;1.7335,-1.9975,0;2.5996,-2.4975,0;2.6003,-.5013,0;.0015,-1.9975,0;-.8653,-.5013,0;.8675,2.5129,0;3.4578,.6979,0;-1.7365,2.5001,0;2.3658,3.9699,0;-3.2183,2.4287,0;-3.7158,1.5612,0;-3.9008,2.2437,0;-3.0966,.4961,0;-2.0966,.499,0;-2.5951,-.0025,0;3.9267,2.667,0;4.6953,3.3067,0;4.6309,2.6026,0;4.4861,4.5209,0;3.5477,4.8666,0;4.1898,5.1629,0;2.6665,-1.3815,0;3.5326,-1.8815,0;3.3496,-1.1985,0;3.7156,-2.5645,0;3.2156,-3.4305,0;3.8986,-3.2475,0;-.6188,1.9364,0;-1.1162,1.0689,0;2.8092,2.4744,0;1.8708,2.8202,0;1.4835,-2.4305,0;1.9835,-1.5645,0;2.3496,-2.9305,0;-.8646,-1.0013,0;.4345,2.7629,0;3.6279,.2277,0;

Duplicates ChEBI5769_t0;ChEBI175659_s0_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5769_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5769_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5769_t0.sdf

Formula	C₂₁H₃₀O₅
MW	362.46
InChIKey	VMSLCPKYRPDHLN-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	26
Number_Rings	1
Number_Bonds	56
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	5
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	1.6
logP	4.2522
PSA	94.83
MR	103.794
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-221.45073
PM7_Total_Energy_ev	-4461.31542
PM7_Electronic_Energy_ev	-39240.65514
PM7_Dipole_Debye	4.24684
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.352
PM7_LUMO_Energy_ev	-1.039
PM7_COSMO_Area_square_ang	365.52
PM7_COSMO_Volue_cubic_ang	481.59
PM7_Electron_Affinity_ev	1.039
PM7_Ionization_Energy_ev	9.352
PM7_Energy_Gap_ev	8.313
PM7_Global_Hardness_ev	4.1565
PM7_Global_Softness_ev	0.24058703235895584
PM7_Chemical_Potential_ev	-5.1955
PM7_Electronigativity_ev	5.1955
PM7_Back_Donation_Energy_ev	-1.039125
PM7_Electrophilicity_ev	3.2471093768795862
OPENEYE_Name	(6~{R})-3,5,6-trihydroxy-2-(3-methylbutanoyl)-4,6-bis(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one
SMILES	C1(=C(C(=C(C(C1=O)(CC=C(C)C)O)O)CC=C(C)C)O)C(=O)CC(C)C
Canonical_SMILES	CC(=CCC1=C(O)[C@](C(=O)C(=C1O)C(=O)CC(C)C)(O)CC=C(C)C)C
InChI	1/C21H30O5/c1-12(2)7-8-15-18(23)17(16(22)11-14(5)6)20(25)21(26,19(15)24)10-9-13(3)4/h7,9,14,23-24,26H,8,10-11H2,1-6H3
InChI_3D	1S/C21H30O5/c1-12(2)7-8-15-18(23)17(16(22)11-14(5)6)20(25)21(26,19(15)24)10-9-13(3)4/h7,9,14,23-24,26H,8,10-11H2,1-6H3/t21-/m1/s1
AuxInfo	1/0/N:12,13,14,15,16,17,6,18,7,19,20,9,10,21,2,8,1,3,4,5,11,23,24,25,22,26/E:(1,2)(3,4)(5,6)/rA:56cCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1s2;d2;s1;;;s1;d6;d7;s4s5;s9;s9;s10;s10;;;s2s6;s7s11;s8;s16s17s20;d5;d8;s3;s4;s11;s6;s7;s12;s12;s12;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s24;s25;s26;/rC:.8675,-.4975,0;0,1.0052,0;;.8675,1.5129,0;1.735,0,0;-1.735,2.0001,0;2.6857,3.5856,0;.8675,-1.4975,0;-2.5995,1.4975,0;3.6712,3.7554,0;1.735,1.0052,0;-3.467,1.995,0;-2.5966,.4975,0;4.311,2.9868,0;4.0169,4.6937,0;3.0996,-1.6315,0;3.4656,-2.9975,0;-.8675,1.5026,0;2.34,2.6473,0;1.7335,-1.9975,0;2.5996,-2.4975,0;2.6003,-.5013,0;.0015,-1.9975,0;-.8653,-.5013,0;.8675,2.5129,0;3.4578,.6979,0;-1.7365,2.5001,0;2.3658,3.9699,0;-3.2183,2.4287,0;-3.7158,1.5612,0;-3.9008,2.2437,0;-3.0966,.4961,0;-2.0966,.499,0;-2.5951,-.0025,0;3.9267,2.667,0;4.6953,3.3067,0;4.6309,2.6026,0;4.4861,4.5209,0;3.5477,4.8666,0;4.1898,5.1629,0;2.6665,-1.3815,0;3.5326,-1.8815,0;3.3496,-1.1985,0;3.7156,-2.5645,0;3.2156,-3.4305,0;3.8986,-3.2475,0;-.6188,1.9364,0;-1.1162,1.0689,0;2.8092,2.4744,0;1.8708,2.8202,0;1.4835,-2.4305,0;1.9835,-1.5645,0;2.3496,-2.9305,0;-.8646,-1.0013,0;.4345,2.7629,0;3.6279,.2277,0;
Duplicates	ChEBI5769_t0;ChEBI175659_s0_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5769_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5769_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5769_t0.sdf