CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI178538 (94665)

Formula C₂₈H₄₆O₄

MW 446.67

InChIKey IYVWHAHWFGFFIF-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 78

Number_Heavy_Atoms 32

Number_Rings 3

Number_Bonds 80

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 7

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 1

XLogP3 0

XLogP 5.01

logP 5.3296

PSA 69.92

MR 133.294

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -195.95062

PM7_Total_Energy_ev -5241.79543

PM7_Electronic_Energy_ev -50491.02584

PM7_Dipole_Debye 2.2859

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.437

PM7_LUMO_Energy_ev 0.146

PM7_COSMO_Area_square_ang 496.98

PM7_COSMO_Volue_cubic_ang 611.96

PM7_Electron_Affinity_ev -0.146

PM7_Ionization_Energy_ev 8.437

PM7_Energy_Gap_ev 8.583

PM7_Global_Hardness_ev 4.2915

PM7_Global_Softness_ev 0.2330187580100198

PM7_Chemical_Potential_ev -4.1455

PM7_Electronigativity_ev 4.1455

PM7_Back_Donation_Energy_ev -1.072875

PM7_Electrophilicity_ev 2.002233513922871

OPENEYE_Name (1~{R},2~{R},3~{R},5~{Z})-5-[(2~{E})-2-[(1~{R},3~{a}~{S},7~{a}~{R})-1-[(1~{R})-5-hydroxy-1,5-dimethyl-hexyl]-7~{a}-methyl-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-4-ylidene]ethylidene]-2-methoxy-4-methylene-cyclohexane-1,3-diol

SMILES C1(=C)C(=CC=C2CCCC3(C2CCC3C(C)CCCC(C)(C)O)C)CC(C(C1O)OC)O

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

InChI 1/C28H46O4/c1-18(9-7-15-27(3,4)31)22-13-14-23-20(10-8-16-28(22,23)5)11-12-21-17-24(29)26(32-6)25(30)19(21)2/h11-12,18,22-26,29-31H,2,7-10,13-17H2,1,3-6H3

InChI_3D 1S/C28H46O4/c1-18(9-7-15-27(3,4)31)22-13-14-23-20(10-8-16-28(22,23)5)11-12-21-17-24(29)26(32-6)25(30)19(21)2/h11-12,18,22-26,29-31H,2,7-10,13-17H2,1,3-6H3/b20-11+,21-12-/t18-,22-,23+,24-,25-,26-,28-/m1/s1

AuxInfo 1/0/N:20,4,21,22,19,23,24,9,25,8,6,5,11,10,26,12,7,27,1,3,2,15,14,16,13,17,28,18,30,29,31,32/E:(3,4)/rA:78cCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;;d1;w2;w3s5;s2;s3;s8;;s10;s9;s1;s3s10;s11;s7;s13s16;s12s14s15;s18;;;;;;s24;s24;s15s20s25;s21s22s26;s13;s16;s28;s17s23;s4;s4;s5;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;s27;s29;s30;s31;/rC:2.5994,-4.2464,0;1.7322,-3.7484,0;.868,-.4979,0;3.465,-3.7456,0;1.7332,-1.9984,0;.8674,-1.4979,0;.8644,-4.2454,0;;0,1.0058,0;2.6938,-.3126,0;3.2858,.5022,0;.868,1.5137,0;2.5988,-5.2516,0;1.736,-.0013,0;2.6938,1.3168,0;.8638,-5.2506,0;1.7311,-5.7588,0;1.736,1.0058,0;2.545,.4179,0;2.8957,3.3222,0;1.2691,6.9766,0;-.0511,7.4835,0;3.5017,-7.8629,0;1.1688,4.7427,0;1.5755,3.8291,0;.7622,5.6563,0;1.9822,2.9156,0;.3555,6.5699,0;3.5834,-5.0765,0;.2579,-6.8924,0;-.558,6.1632,0;2.8578,-7.0978,0;3.4645,-3.2456,0;3.8982,-3.9952,0;2.1663,-1.7486,0;.4343,-1.7477,0;.3719,-4.3315,0;.6946,-3.7751,0;-.1701,-.4702,0;-.4925,.0864,0;-.4922,.918,0;-.1728,1.475,0;3.1268,-.5626,0;2.4904,-.7694,0;3.6573,.8368,0;3.6574,.1676,0;.5459,1.8961,0;1.1901,1.8961,0;2.7714,-5.7208,0;1.3035,.2496,0;3.1268,1.5668,0;.3717,-5.1625,0;1.4087,-6.141,0;2.8389,.8224,0;2.251,.0135,0;2.9494,.124,0;2.6924,3.779,0;3.0991,2.8654,0;3.3525,3.5256,0;1.4724,6.5198,0;1.0658,7.4333,0;1.7259,7.1799,0;.4057,7.6868,0;-.5079,7.2801,0;-.2545,7.9403,0;3.8843,-7.541,0;3.1191,-8.1849,0;3.8236,-8.2455,0;.7121,4.5394,0;1.6256,4.9461,0;2.0323,4.0325,0;1.1187,3.6258,0;.3054,5.453,0;1.219,5.8596,0;1.5254,2.7122,0;3.9053,-5.4591,0;-.2349,-6.977,0;-.9625,6.4572,0;

Duplicates ChEBI178538

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178538.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178538.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178538.sdf

Formula	C₂₈H₄₆O₄
MW	446.67
InChIKey	IYVWHAHWFGFFIF-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	78
Number_Heavy_Atoms	32
Number_Rings	3
Number_Bonds	80
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	7
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	1
XLogP3	0
XLogP	5.01
logP	5.3296
PSA	69.92
MR	133.294
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-195.95062
PM7_Total_Energy_ev	-5241.79543
PM7_Electronic_Energy_ev	-50491.02584
PM7_Dipole_Debye	2.2859
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.437
PM7_LUMO_Energy_ev	0.146
PM7_COSMO_Area_square_ang	496.98
PM7_COSMO_Volue_cubic_ang	611.96
PM7_Electron_Affinity_ev	-0.146
PM7_Ionization_Energy_ev	8.437
PM7_Energy_Gap_ev	8.583
PM7_Global_Hardness_ev	4.2915
PM7_Global_Softness_ev	0.2330187580100198
PM7_Chemical_Potential_ev	-4.1455
PM7_Electronigativity_ev	4.1455
PM7_Back_Donation_Energy_ev	-1.072875
PM7_Electrophilicity_ev	2.002233513922871
OPENEYE_Name	(1~{R},2~{R},3~{R},5~{Z})-5-[(2~{E})-2-[(1~{R},3~{a}~{S},7~{a}~{R})-1-[(1~{R})-5-hydroxy-1,5-dimethyl-hexyl]-7~{a}-methyl-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-4-ylidene]ethylidene]-2-methoxy-4-methylene-cyclohexane-1,3-diol
SMILES	C1(=C)C(=CC=C2CCCC3(C2CCC3C(C)CCCC(C)(C)O)C)CC(C(C1O)OC)O
Canonical_SMILES	CO[C@@H]1[C@H](O)C/C(=C/C=C/2CCC[C@]3([C@H]2CC[C@@H]3[C@@H](CCCC(O)(C)C)C)C)/C(=C)[C@H]1O
InChI	1/C28H46O4/c1-18(9-7-15-27(3,4)31)22-13-14-23-20(10-8-16-28(22,23)5)11-12-21-17-24(29)26(32-6)25(30)19(21)2/h11-12,18,22-26,29-31H,2,7-10,13-17H2,1,3-6H3
InChI_3D	1S/C28H46O4/c1-18(9-7-15-27(3,4)31)22-13-14-23-20(10-8-16-28(22,23)5)11-12-21-17-24(29)26(32-6)25(30)19(21)2/h11-12,18,22-26,29-31H,2,7-10,13-17H2,1,3-6H3/b20-11+,21-12-/t18-,22-,23+,24-,25-,26-,28-/m1/s1
AuxInfo	1/0/N:20,4,21,22,19,23,24,9,25,8,6,5,11,10,26,12,7,27,1,3,2,15,14,16,13,17,28,18,30,29,31,32/E:(3,4)/rA:78cCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;;d1;w2;w3s5;s2;s3;s8;;s10;s9;s1;s3s10;s11;s7;s13s16;s12s14s15;s18;;;;;;s24;s24;s15s20s25;s21s22s26;s13;s16;s28;s17s23;s4;s4;s5;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;s27;s29;s30;s31;/rC:2.5994,-4.2464,0;1.7322,-3.7484,0;.868,-.4979,0;3.465,-3.7456,0;1.7332,-1.9984,0;.8674,-1.4979,0;.8644,-4.2454,0;;0,1.0058,0;2.6938,-.3126,0;3.2858,.5022,0;.868,1.5137,0;2.5988,-5.2516,0;1.736,-.0013,0;2.6938,1.3168,0;.8638,-5.2506,0;1.7311,-5.7588,0;1.736,1.0058,0;2.545,.4179,0;2.8957,3.3222,0;1.2691,6.9766,0;-.0511,7.4835,0;3.5017,-7.8629,0;1.1688,4.7427,0;1.5755,3.8291,0;.7622,5.6563,0;1.9822,2.9156,0;.3555,6.5699,0;3.5834,-5.0765,0;.2579,-6.8924,0;-.558,6.1632,0;2.8578,-7.0978,0;3.4645,-3.2456,0;3.8982,-3.9952,0;2.1663,-1.7486,0;.4343,-1.7477,0;.3719,-4.3315,0;.6946,-3.7751,0;-.1701,-.4702,0;-.4925,.0864,0;-.4922,.918,0;-.1728,1.475,0;3.1268,-.5626,0;2.4904,-.7694,0;3.6573,.8368,0;3.6574,.1676,0;.5459,1.8961,0;1.1901,1.8961,0;2.7714,-5.7208,0;1.3035,.2496,0;3.1268,1.5668,0;.3717,-5.1625,0;1.4087,-6.141,0;2.8389,.8224,0;2.251,.0135,0;2.9494,.124,0;2.6924,3.779,0;3.0991,2.8654,0;3.3525,3.5256,0;1.4724,6.5198,0;1.0658,7.4333,0;1.7259,7.1799,0;.4057,7.6868,0;-.5079,7.2801,0;-.2545,7.9403,0;3.8843,-7.541,0;3.1191,-8.1849,0;3.8236,-8.2455,0;.7121,4.5394,0;1.6256,4.9461,0;2.0323,4.0325,0;1.1187,3.6258,0;.3054,5.453,0;1.219,5.8596,0;1.5254,2.7122,0;3.9053,-5.4591,0;-.2349,-6.977,0;-.9625,6.4572,0;
Duplicates	ChEBI178538
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178538.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178538.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178538.sdf