CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185783 (100378)

Formula C₂₈H₄₄O₃

MW 428.65

InChIKey FIEIGNNJOJBZPX-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 75

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 77

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 3

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 3

Lipinski_Violations 1

XLogP3 0

XLogP 5.55

logP 7.1091

PSA 49.69

MR 132.031

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -80.66362

PM7_Total_Energy_ev -4916.59531

PM7_Electronic_Energy_ev -48236.46845

PM7_Dipole_Debye 3.02246

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.226

PM7_LUMO_Energy_ev 0.041

PM7_COSMO_Area_square_ang 474.77

PM7_COSMO_Volue_cubic_ang 596.18

PM7_Electron_Affinity_ev -0.041

PM7_Ionization_Energy_ev 9.226

PM7_Energy_Gap_ev 9.267

PM7_Global_Hardness_ev 4.6335

PM7_Global_Softness_ev 0.21581957483543757

PM7_Chemical_Potential_ev -4.5925

PM7_Electronigativity_ev 4.5925

PM7_Back_Donation_Energy_ev -1.158375

PM7_Electrophilicity_ev 2.2759313963526493

OPENEYE_Name (1~{S})-3-[(1~{R},2~{E})-2-[(1~{R},3~{a}~{S},7~{a}~{R})-7~{a}-methyl-1-[(~{E},1~{R},4~{R})-1,4,5-trimethylhex-2-enyl]-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-4-ylidene]-1-hydroperoxy-ethyl]-4-methylene-cyclohex-2-en-1-ol

SMILES C1=C(C(=C)CCC1O)C(C=C2CCCC3(C2CCC3C(C=CC(C)C(C)C)C)C)OO

Canonical_SMILES OO[C@@H](C1=C[C@@H](O)CCC1=C)/C=C/1CCC[C@]2([C@H]1CC[C@@H]2[C@@H](/C=C/[C@@H](C(C)C)C)C)C

InChI 1/C28H44O3/c1-18(2)19(3)9-10-21(5)25-13-14-26-22(8-7-15-28(25,26)6)16-27(31-30)24-17-23(29)12-11-20(24)4/h9-10,16-19,21,23,25-27,29-30H,4,7-8,11-15H2,1-3,5-6H3

InChI_3D 1S/C28H44O3/c1-18(2)19(3)9-10-21(5)25-13-14-26-22(8-7-15-28(25,26)6)16-27(31-30)24-17-23(29)12-11-20(24)4/h9-10,16-19,21,23,25-27,29-30H,4,7-8,11-15H2,1-3,5-6H3/b10-9+,22-16+/t19-,21+,23-,25+,26-,27+,28+/m0/s1

AuxInfo 1/0/N:23,24,22,5,21,20,12,10,8,7,9,11,14,13,15,6,1,28,27,3,26,4,16,2,18,17,25,19,29,30,31/E:(1,2)/rA:75cCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;d3;w4;;w7;s3;s4;s9;s10;;s13;s12;s1s11;s4s13;s14;s15s17s18;s19;;;;;s2s6;s7s18s21;s8s22;s23s24s27;s16;;s25s30;s1;s5;s5;s6;s7;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s26;s27;s28;s29;s30;/rC:-.8628,-3.497,0;-.8652,-2.4969,0;-1.7295,-1.9939,0;.868,-.4979,0;-1.7275,-.9939,0;.8674,-1.4979,0;2.8957,3.3222,0;3.7047,2.7344,0;-2.6003,-2.496,0;;-2.6068,-3.5011,0;0,1.0058,0;2.6938,-.3126,0;3.2858,.5022,0;.868,1.5137,0;-1.7337,-3.9991,0;1.736,-.0013,0;2.6938,1.3168,0;1.736,1.0058,0;2.545,.4179,0;1.5755,3.8291,0;4.2116,4.0546,0;5.9385,2.6341,0;5.4316,1.3139,0;.0011,-1.9974,0;1.9822,2.9156,0;4.6183,3.141,0;5.0249,2.2274,0;-1.0898,-4.7642,0;1.5006,-2.8643,0;.5006,-2.8637,0;-.4296,-3.7466,0;-2.16,-.743,0;-1.294,-.7448,0;1.3003,-1.7481,0;2.948,3.8195,0;3.6524,2.2371,0;-3.0931,-2.5806,0;-2.7701,-2.0257,0;-.1701,-.4702,0;-.4925,.0864,0;-2.7772,-3.9712,0;-3.099,-3.4131,0;-.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;-2.0538,-4.3832,0;1.3035,.2496,0;3.1268,1.5668,0;2.8389,.8224,0;2.251,.0135,0;2.9494,.124,0;1.1187,3.6258,0;2.0323,4.0325,0;1.3722,4.2859,0;3.7548,3.8513,0;4.6684,4.2579,0;4.0083,4.5114,0;5.7352,3.0909,0;6.1418,2.1773,0;6.3953,2.8374,0;5.8884,1.5172,0;4.9748,1.1105,0;5.6349,.8571,0;-.2486,-1.5643,0;1.5254,2.7122,0;5.0751,3.3443,0;4.5681,2.0241,0;-1.2601,-5.2343,0;1.7504,-3.2974,0;

Duplicates ChEBI185783

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185783.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185783.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185783.sdf

Formula	C₂₈H₄₄O₃
MW	428.65
InChIKey	FIEIGNNJOJBZPX-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	75
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	77
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	3
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	3
Lipinski_Violations	1
XLogP3	0
XLogP	5.55
logP	7.1091
PSA	49.69
MR	132.031
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-80.66362
PM7_Total_Energy_ev	-4916.59531
PM7_Electronic_Energy_ev	-48236.46845
PM7_Dipole_Debye	3.02246
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.226
PM7_LUMO_Energy_ev	0.041
PM7_COSMO_Area_square_ang	474.77
PM7_COSMO_Volue_cubic_ang	596.18
PM7_Electron_Affinity_ev	-0.041
PM7_Ionization_Energy_ev	9.226
PM7_Energy_Gap_ev	9.267
PM7_Global_Hardness_ev	4.6335
PM7_Global_Softness_ev	0.21581957483543757
PM7_Chemical_Potential_ev	-4.5925
PM7_Electronigativity_ev	4.5925
PM7_Back_Donation_Energy_ev	-1.158375
PM7_Electrophilicity_ev	2.2759313963526493
OPENEYE_Name	(1~{S})-3-[(1~{R},2~{E})-2-[(1~{R},3~{a}~{S},7~{a}~{R})-7~{a}-methyl-1-[(~{E},1~{R},4~{R})-1,4,5-trimethylhex-2-enyl]-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-4-ylidene]-1-hydroperoxy-ethyl]-4-methylene-cyclohex-2-en-1-ol
SMILES	C1=C(C(=C)CCC1O)C(C=C2CCCC3(C2CCC3C(C=CC(C)C(C)C)C)C)OO
Canonical_SMILES	OO[C@@H](C1=C[C@@H](O)CCC1=C)/C=C/1CCC[C@]2([C@H]1CC[C@@H]2[C@@H](/C=C/[C@@H](C(C)C)C)C)C
InChI	1/C28H44O3/c1-18(2)19(3)9-10-21(5)25-13-14-26-22(8-7-15-28(25,26)6)16-27(31-30)24-17-23(29)12-11-20(24)4/h9-10,16-19,21,23,25-27,29-30H,4,7-8,11-15H2,1-3,5-6H3
InChI_3D	1S/C28H44O3/c1-18(2)19(3)9-10-21(5)25-13-14-26-22(8-7-15-28(25,26)6)16-27(31-30)24-17-23(29)12-11-20(24)4/h9-10,16-19,21,23,25-27,29-30H,4,7-8,11-15H2,1-3,5-6H3/b10-9+,22-16+/t19-,21+,23-,25+,26-,27+,28+/m0/s1
AuxInfo	1/0/N:23,24,22,5,21,20,12,10,8,7,9,11,14,13,15,6,1,28,27,3,26,4,16,2,18,17,25,19,29,30,31/E:(1,2)/rA:75cCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;d3;w4;;w7;s3;s4;s9;s10;;s13;s12;s1s11;s4s13;s14;s15s17s18;s19;;;;;s2s6;s7s18s21;s8s22;s23s24s27;s16;;s25s30;s1;s5;s5;s6;s7;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s26;s27;s28;s29;s30;/rC:-.8628,-3.497,0;-.8652,-2.4969,0;-1.7295,-1.9939,0;.868,-.4979,0;-1.7275,-.9939,0;.8674,-1.4979,0;2.8957,3.3222,0;3.7047,2.7344,0;-2.6003,-2.496,0;;-2.6068,-3.5011,0;0,1.0058,0;2.6938,-.3126,0;3.2858,.5022,0;.868,1.5137,0;-1.7337,-3.9991,0;1.736,-.0013,0;2.6938,1.3168,0;1.736,1.0058,0;2.545,.4179,0;1.5755,3.8291,0;4.2116,4.0546,0;5.9385,2.6341,0;5.4316,1.3139,0;.0011,-1.9974,0;1.9822,2.9156,0;4.6183,3.141,0;5.0249,2.2274,0;-1.0898,-4.7642,0;1.5006,-2.8643,0;.5006,-2.8637,0;-.4296,-3.7466,0;-2.16,-.743,0;-1.294,-.7448,0;1.3003,-1.7481,0;2.948,3.8195,0;3.6524,2.2371,0;-3.0931,-2.5806,0;-2.7701,-2.0257,0;-.1701,-.4702,0;-.4925,.0864,0;-2.7772,-3.9712,0;-3.099,-3.4131,0;-.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;-2.0538,-4.3832,0;1.3035,.2496,0;3.1268,1.5668,0;2.8389,.8224,0;2.251,.0135,0;2.9494,.124,0;1.1187,3.6258,0;2.0323,4.0325,0;1.3722,4.2859,0;3.7548,3.8513,0;4.6684,4.2579,0;4.0083,4.5114,0;5.7352,3.0909,0;6.1418,2.1773,0;6.3953,2.8374,0;5.8884,1.5172,0;4.9748,1.1105,0;5.6349,.8571,0;-.2486,-1.5643,0;1.5254,2.7122,0;5.0751,3.3443,0;4.5681,2.0241,0;-1.2601,-5.2343,0;1.7504,-3.2974,0;
Duplicates	ChEBI185783
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185783.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185783.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185783.sdf