CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI178587 (94709)

Formula C₂₇H₄₂O₄

MW 430.63

InChIKey SFOPTSUKUQDFIB-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 73

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 76

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 4

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 4.44

logP 5.0411

PSA 69.92

MR 126.373

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -192.30943

PM7_Total_Energy_ev -5065.27581

PM7_Electronic_Energy_ev -47992.8216

PM7_Dipole_Debye 2.96121

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.438

PM7_LUMO_Energy_ev 0.193

PM7_COSMO_Area_square_ang 465.29

PM7_COSMO_Volue_cubic_ang 570.39

PM7_Electron_Affinity_ev -0.193

PM7_Ionization_Energy_ev 8.438

PM7_Energy_Gap_ev 8.631

PM7_Global_Hardness_ev 4.3155

PM7_Global_Softness_ev 0.23172285946008575

PM7_Chemical_Potential_ev -4.1225

PM7_Electronigativity_ev 4.1225

PM7_Back_Donation_Energy_ev -1.078875

PM7_Electrophilicity_ev 1.9690657223960144

OPENEYE_Name (2~{R},3~{R},5~{R})-5-[(2~{R})-2-[(1~{R},3~{a}~{S},4~{E},7~{a}~{R})-4-[(2~{E})-2-[(5~{R})-5-hydroxy-2-methylene-cyclohexylidene]ethylidene]-7~{a}-methyl-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-1-yl]propyl]-3-methyl-tetrahydrofuran-2,3-diol

SMILES C1(=C)C(=CC=C2CCCC3(C2CCC3C(C)CC4CC(C(O4)O)(C)O)C)CC(CC1)O

Canonical_SMILES O[C@@H]1CCC(=C)/C(=C/C=C/2CCC[C@]3([C@H]2CC[C@@H]3[C@@H](C[C@H]2O[C@H]([C@](C2)(C)O)O)C)C)/C1

InChI 1/C27H42O4/c1-17-7-10-21(28)15-20(17)9-8-19-6-5-13-26(3)23(11-12-24(19)26)18(2)14-22-16-27(4,30)25(29)31-22/h8-9,18,21-25,28-30H,1,5-7,10-16H2,2-4H3

InChI_3D 1S/C27H42O4/c1-17-7-10-21(28)15-20(17)9-8-19-6-5-13-26(3)23(11-12-24(19)26)18(2)14-22-16-27(4,30)25(29)31-22/h8-9,18,21-25,28-30H,1,5-7,10-16H2,2-4H3/b19-8+,20-9+/t18-,21-,22-,23-,24+,25-,26-,27-/m1/s1

AuxInfo 1/0/N:4,25,23,24,11,9,7,6,5,10,13,12,14,26,8,15,1,27,3,2,18,19,17,16,20,21,22,29,30,31,28/rA:73cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;;d1;w2;w3s5;s1;s2;s3;s7;s9;;s12;s11;;s3s12;s13;s8s10;s15;;s14s16s17;s15s20;s21;s22;;s19;s17s25s26;s19s20;s18;s20;s22;s4;s4;s5;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s20;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s27;s29;s30;s31;/rC:-2.9772,9.6457,0;-2.0638,9.2385,0;-.939,6.8438,0;-3.7848,9.056,0;-1.9584,8.2441,0;-1.0444,7.8382,0;-3.087,10.6397,0;-1.252,9.8313,0;-.0231,6.4407,0;-2.2752,11.2325,0;.0836,5.4406,0;-2.7348,6.4659,0;-3.2371,5.5929,0;-.7257,4.8435,0;;-1.7494,6.2579,0;-2.562,4.8457,0;-1.3536,10.8313,0;-.3065,.9518,0;1.3133,.9518,0;-1.6426,5.2565,0;1.0015,0,0;-2.5094,5.7553,0;2.7127,-.3666,0;-2.5502,2.8302,0;-1.1837,2.4661,0;-1.6849,3.3314,0;.5008,1.5426,0;.3922,10.71,0;1.8142,1.8173,0;.8172,-1.7403,0;-4.2421,9.2582,0;-3.7313,8.5588,0;-2.3626,7.9498,0;-.6402,8.1325,0;-3.3077,11.0883,0;-3.567,10.4998,0;-1.0326,9.382,0;-.7712,9.9684,0;.0963,6.9263,0;.4758,6.4071,0;-1.9982,11.6488,0;-2.6364,11.5782,0;.5637,5.5801,0;.3052,4.9924,0;-3.1919,6.6686,0;-2.581,6.9417,0;-3.5711,5.2208,0;-3.642,5.8862,0;-.3648,4.4974,0;-1.0054,4.4291,0;.0518,-.4973,0;-.4893,-.1031,0;-1.2927,6.0544,0;-2.9661,4.5512,0;-1.2347,11.3169,0;-.7634,.7487,0;1.7697,.7476,0;-2.26,6.1887,0;-2.7587,5.3219,0;-2.9427,6.0047,0;2.8174,.1223,0;3.2016,-.4713,0;2.6079,-.8555,0;-2.2996,2.3975,0;-2.8008,3.2628,0;-2.9829,2.5796,0;-1.6163,2.2155,0;-.751,2.7167,0;-1.2522,3.582,0;.6716,11.1246,0;1.5647,2.2506,0;1.2214,-2.0345,0;

Duplicates ChEBI178587;ChEBI178602_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178587.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178587.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178587.sdf

Formula	C₂₇H₄₂O₄
MW	430.63
InChIKey	SFOPTSUKUQDFIB-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	73
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	76
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	4
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	4.44
logP	5.0411
PSA	69.92
MR	126.373
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-192.30943
PM7_Total_Energy_ev	-5065.27581
PM7_Electronic_Energy_ev	-47992.8216
PM7_Dipole_Debye	2.96121
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.438
PM7_LUMO_Energy_ev	0.193
PM7_COSMO_Area_square_ang	465.29
PM7_COSMO_Volue_cubic_ang	570.39
PM7_Electron_Affinity_ev	-0.193
PM7_Ionization_Energy_ev	8.438
PM7_Energy_Gap_ev	8.631
PM7_Global_Hardness_ev	4.3155
PM7_Global_Softness_ev	0.23172285946008575
PM7_Chemical_Potential_ev	-4.1225
PM7_Electronigativity_ev	4.1225
PM7_Back_Donation_Energy_ev	-1.078875
PM7_Electrophilicity_ev	1.9690657223960144
OPENEYE_Name	(2~{R},3~{R},5~{R})-5-[(2~{R})-2-[(1~{R},3~{a}~{S},4~{E},7~{a}~{R})-4-[(2~{E})-2-[(5~{R})-5-hydroxy-2-methylene-cyclohexylidene]ethylidene]-7~{a}-methyl-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-1-yl]propyl]-3-methyl-tetrahydrofuran-2,3-diol
SMILES	C1(=C)C(=CC=C2CCCC3(C2CCC3C(C)CC4CC(C(O4)O)(C)O)C)CC(CC1)O
Canonical_SMILES	O[C@@H]1CCC(=C)/C(=C/C=C/2CCC[C@]3([C@H]2CC[C@@H]3[C@@H](C[C@H]2O[C@H]([C@](C2)(C)O)O)C)C)/C1
InChI	1/C27H42O4/c1-17-7-10-21(28)15-20(17)9-8-19-6-5-13-26(3)23(11-12-24(19)26)18(2)14-22-16-27(4,30)25(29)31-22/h8-9,18,21-25,28-30H,1,5-7,10-16H2,2-4H3
InChI_3D	1S/C27H42O4/c1-17-7-10-21(28)15-20(17)9-8-19-6-5-13-26(3)23(11-12-24(19)26)18(2)14-22-16-27(4,30)25(29)31-22/h8-9,18,21-25,28-30H,1,5-7,10-16H2,2-4H3/b19-8+,20-9+/t18-,21-,22-,23-,24+,25-,26-,27-/m1/s1
AuxInfo	1/0/N:4,25,23,24,11,9,7,6,5,10,13,12,14,26,8,15,1,27,3,2,18,19,17,16,20,21,22,29,30,31,28/rA:73cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;;d1;w2;w3s5;s1;s2;s3;s7;s9;;s12;s11;;s3s12;s13;s8s10;s15;;s14s16s17;s15s20;s21;s22;;s19;s17s25s26;s19s20;s18;s20;s22;s4;s4;s5;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s20;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s27;s29;s30;s31;/rC:-2.9772,9.6457,0;-2.0638,9.2385,0;-.939,6.8438,0;-3.7848,9.056,0;-1.9584,8.2441,0;-1.0444,7.8382,0;-3.087,10.6397,0;-1.252,9.8313,0;-.0231,6.4407,0;-2.2752,11.2325,0;.0836,5.4406,0;-2.7348,6.4659,0;-3.2371,5.5929,0;-.7257,4.8435,0;;-1.7494,6.2579,0;-2.562,4.8457,0;-1.3536,10.8313,0;-.3065,.9518,0;1.3133,.9518,0;-1.6426,5.2565,0;1.0015,0,0;-2.5094,5.7553,0;2.7127,-.3666,0;-2.5502,2.8302,0;-1.1837,2.4661,0;-1.6849,3.3314,0;.5008,1.5426,0;.3922,10.71,0;1.8142,1.8173,0;.8172,-1.7403,0;-4.2421,9.2582,0;-3.7313,8.5588,0;-2.3626,7.9498,0;-.6402,8.1325,0;-3.3077,11.0883,0;-3.567,10.4998,0;-1.0326,9.382,0;-.7712,9.9684,0;.0963,6.9263,0;.4758,6.4071,0;-1.9982,11.6488,0;-2.6364,11.5782,0;.5637,5.5801,0;.3052,4.9924,0;-3.1919,6.6686,0;-2.581,6.9417,0;-3.5711,5.2208,0;-3.642,5.8862,0;-.3648,4.4974,0;-1.0054,4.4291,0;.0518,-.4973,0;-.4893,-.1031,0;-1.2927,6.0544,0;-2.9661,4.5512,0;-1.2347,11.3169,0;-.7634,.7487,0;1.7697,.7476,0;-2.26,6.1887,0;-2.7587,5.3219,0;-2.9427,6.0047,0;2.8174,.1223,0;3.2016,-.4713,0;2.6079,-.8555,0;-2.2996,2.3975,0;-2.8008,3.2628,0;-2.9829,2.5796,0;-1.6163,2.2155,0;-.751,2.7167,0;-1.2522,3.582,0;.6716,11.1246,0;1.5647,2.2506,0;1.2214,-2.0345,0;
Duplicates	ChEBI178587;ChEBI178602_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178587.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178587.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178587.sdf