CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5194017 (2536577)

Formula C₂₇H₃₈O₆

MW 458.59

InChIKey YCANFUXEXFJVLK-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 71

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 73

Rotat_Bonds 8

Unbranched_Chain 3

Chiral_Centers 5

ONatoms 6

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.5

logP 4.729

PSA 82.06

MR 128.558

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -256.68527

PM7_Total_Energy_ev -5601.52498

PM7_Electronic_Energy_ev -57094.28992

PM7_Dipole_Debye 3.39867

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.139

PM7_LUMO_Energy_ev -0.263

PM7_COSMO_Area_square_ang 442.7

PM7_COSMO_Volue_cubic_ang 608.6

PM7_Electron_Affinity_ev 0.263

PM7_Ionization_Energy_ev 9.139

PM7_Energy_Gap_ev 8.876

PM7_Global_Hardness_ev 4.438

PM7_Global_Softness_ev 0.22532672374943669

PM7_Chemical_Potential_ev -4.701

PM7_Electronigativity_ev 4.701

PM7_Back_Donation_Energy_ev -1.1095

PM7_Electrophilicity_ev 2.4897928120775124

OPENEYE_Name [(2~{S},4'~{R},4~{a}~{R},6'~{S},8~{a}~{R})-6'-[(1~{E})-2,6-dimethylhepta-1,5-dienyl]-4-(hydroxymethyl)-4',7-dimethyl-6-oxo-spiro[5,8~{a}-dihydro-4~{a}~{H}-chromene-2,2'-tetrahydropyran]-4'-yl] acetate

SMILES C1=C(C(=O)CC2C1OC3(C=C2CO)CC(CC(O3)C=C(C)CCC=C(C)C)(C)OC(=O)C)C

Canonical_SMILES OCC1=C[C@@]2(O[C@H](/C=C(/CCC=C(C)C)C)C[C@@](C2)(C)OC(=O)C)O[C@H]2[C@@H]1CC(=O)C(=C2)C

InChI 1/C27H38O6/c1-17(2)8-7-9-18(3)10-22-14-26(6,31-20(5)29)16-27(32-22)13-21(15-28)23-12-24(30)19(4)11-25(23)33-27/h8,10-11,13,22-23,25,28H,7,9,12,14-16H2,1-6H3

InChI_3D 1S/C27H38O6/c1-17(2)8-7-9-18(3)10-22-14-26(6,31-20(5)29)16-27(32-22)13-21(15-28)23-12-24(30)19(4)11-25(23)33-27/h8,10-11,13,22-23,25,28H,7,9,12,14-16H2,1-6H3/b18-10+/t22-,23-,25-,26-,27-/m1/s1

AuxInfo 1/0/N:21,22,20,19,23,24,26,7,27,6,1,11,2,12,25,13,9,8,3,10,4,16,15,5,14,18,17,32,29,28,33,31,30/E:(1,2)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s3;;;w6;d7;;s5;;;s1;s4s11s14;s6s12;s2s13;s12s13;s3;s8;s9;s9;s10;s18;s4;s7;s8s26;d5;d10;s14s17;s16s17;s25;s10s18;s1;s2;s6;s7;s11;s11;s12;s12;s13;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;s27;s32;/rC:;3,0,0;-.5,.866,0;2.5,.866,0;0,1.7321,0;5.3406,-.6072,0;8.5784,.9792,0;6.2803,-.9492,0;8.4048,1.964,0;.6819,-4.1814,0;1,1.7321,0;3.5,-2.5981,0;2,-1.7321,0;1,0,0;1.5,.866,0;4,-1.7321,0;2.5,-.866,0;2.5,-2.5981,0;-1.5,.866,0;6.4539,-1.934,0;7.4651,2.306,0;9.1708,2.6068,0;-.2578,-4.5234,0;2.8039,-4.3215,0;3,1.732,0;7.8124,.3364,0;7.0463,-.3064,0;-.5,2.5981,0;1.4479,-4.8242,0;1.5,-.866,0;3.5,-.866,0;3.5,2.5981,0;.8555,-3.1966,0;-.25,-.433,0;3.5,0,0;5.2538,-.1148,0;9.0483,.8082,0;.9132,2.2245,0;1.4698,1.9031,0;3.9698,-2.7691,0;3.4132,-3.0905,0;1.617,-2.0534,0;1.617,-1.4107,0;.75,-.433,0;1.75,.433,0;4.383,-2.0534,0;-1.5,.366,0;-1.5,1.366,0;-2,.866,0;5.9615,-2.0208,0;6.9463,-1.8472,0;6.5407,-2.4264,0;7.2941,1.8361,0;7.6361,2.7758,0;6.9952,2.477,0;8.8494,2.9898,0;9.4922,2.2237,0;9.5538,2.9282,0;-.0868,-4.9933,0;-.4288,-4.0536,0;-.7277,-4.6944,0;3.2963,-4.2347,0;2.3115,-4.4083,0;2.8907,-4.8139,0;2.567,1.982,0;3.433,1.482,0;7.491,.7194,0;8.1338,-.0466,0;7.3677,-.6894,0;6.7249,.0766,0;3.25,3.0311,0;

Duplicates CHEMBL5194017

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194000-0005194249/CHEMBL5194017.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194000-0005194249/CHEMBL5194017.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194000-0005194249/CHEMBL5194017.sdf

Formula	C₂₇H₃₈O₆
MW	458.59
InChIKey	YCANFUXEXFJVLK-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	71
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	73
Rotat_Bonds	8
Unbranched_Chain	3
Chiral_Centers	5
ONatoms	6
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.5
logP	4.729
PSA	82.06
MR	128.558
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-256.68527
PM7_Total_Energy_ev	-5601.52498
PM7_Electronic_Energy_ev	-57094.28992
PM7_Dipole_Debye	3.39867
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.139
PM7_LUMO_Energy_ev	-0.263
PM7_COSMO_Area_square_ang	442.7
PM7_COSMO_Volue_cubic_ang	608.6
PM7_Electron_Affinity_ev	0.263
PM7_Ionization_Energy_ev	9.139
PM7_Energy_Gap_ev	8.876
PM7_Global_Hardness_ev	4.438
PM7_Global_Softness_ev	0.22532672374943669
PM7_Chemical_Potential_ev	-4.701
PM7_Electronigativity_ev	4.701
PM7_Back_Donation_Energy_ev	-1.1095
PM7_Electrophilicity_ev	2.4897928120775124
OPENEYE_Name	[(2~{S},4'~{R},4~{a}~{R},6'~{S},8~{a}~{R})-6'-[(1~{E})-2,6-dimethylhepta-1,5-dienyl]-4-(hydroxymethyl)-4',7-dimethyl-6-oxo-spiro[5,8~{a}-dihydro-4~{a}~{H}-chromene-2,2'-tetrahydropyran]-4'-yl] acetate
SMILES	C1=C(C(=O)CC2C1OC3(C=C2CO)CC(CC(O3)C=C(C)CCC=C(C)C)(C)OC(=O)C)C
Canonical_SMILES	OCC1=C[C@@]2(O[C@H](/C=C(/CCC=C(C)C)C)C[C@@](C2)(C)OC(=O)C)O[C@H]2[C@@H]1CC(=O)C(=C2)C
InChI	1/C27H38O6/c1-17(2)8-7-9-18(3)10-22-14-26(6,31-20(5)29)16-27(32-22)13-21(15-28)23-12-24(30)19(4)11-25(23)33-27/h8,10-11,13,22-23,25,28H,7,9,12,14-16H2,1-6H3
InChI_3D	1S/C27H38O6/c1-17(2)8-7-9-18(3)10-22-14-26(6,31-20(5)29)16-27(32-22)13-21(15-28)23-12-24(30)19(4)11-25(23)33-27/h8,10-11,13,22-23,25,28H,7,9,12,14-16H2,1-6H3/b18-10+/t22-,23-,25-,26-,27-/m1/s1
AuxInfo	1/0/N:21,22,20,19,23,24,26,7,27,6,1,11,2,12,25,13,9,8,3,10,4,16,15,5,14,18,17,32,29,28,33,31,30/E:(1,2)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s3;;;w6;d7;;s5;;;s1;s4s11s14;s6s12;s2s13;s12s13;s3;s8;s9;s9;s10;s18;s4;s7;s8s26;d5;d10;s14s17;s16s17;s25;s10s18;s1;s2;s6;s7;s11;s11;s12;s12;s13;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;s27;s32;/rC:;3,0,0;-.5,.866,0;2.5,.866,0;0,1.7321,0;5.3406,-.6072,0;8.5784,.9792,0;6.2803,-.9492,0;8.4048,1.964,0;.6819,-4.1814,0;1,1.7321,0;3.5,-2.5981,0;2,-1.7321,0;1,0,0;1.5,.866,0;4,-1.7321,0;2.5,-.866,0;2.5,-2.5981,0;-1.5,.866,0;6.4539,-1.934,0;7.4651,2.306,0;9.1708,2.6068,0;-.2578,-4.5234,0;2.8039,-4.3215,0;3,1.732,0;7.8124,.3364,0;7.0463,-.3064,0;-.5,2.5981,0;1.4479,-4.8242,0;1.5,-.866,0;3.5,-.866,0;3.5,2.5981,0;.8555,-3.1966,0;-.25,-.433,0;3.5,0,0;5.2538,-.1148,0;9.0483,.8082,0;.9132,2.2245,0;1.4698,1.9031,0;3.9698,-2.7691,0;3.4132,-3.0905,0;1.617,-2.0534,0;1.617,-1.4107,0;.75,-.433,0;1.75,.433,0;4.383,-2.0534,0;-1.5,.366,0;-1.5,1.366,0;-2,.866,0;5.9615,-2.0208,0;6.9463,-1.8472,0;6.5407,-2.4264,0;7.2941,1.8361,0;7.6361,2.7758,0;6.9952,2.477,0;8.8494,2.9898,0;9.4922,2.2237,0;9.5538,2.9282,0;-.0868,-4.9933,0;-.4288,-4.0536,0;-.7277,-4.6944,0;3.2963,-4.2347,0;2.3115,-4.4083,0;2.8907,-4.8139,0;2.567,1.982,0;3.433,1.482,0;7.491,.7194,0;8.1338,-.0466,0;7.3677,-.6894,0;6.7249,.0766,0;3.25,3.0311,0;
Duplicates	CHEMBL5194017
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194000-0005194249/CHEMBL5194017.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194000-0005194249/CHEMBL5194017.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194000-0005194249/CHEMBL5194017.sdf