CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI190383 (104442)

Formula C₂₇H₄₄O₅

MW 448.64

InChIKey QDZSTMXTBPCCGE-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 76

Number_Heavy_Atoms 32

Number_Rings 3

Number_Bonds 78

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 5

HB_Donor 5

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.99

logP 3.6479

PSA 101.15

MR 129.726

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -241.13852

PM7_Total_Energy_ev -5387.41535

PM7_Electronic_Energy_ev -50929.65433

PM7_Dipole_Debye 4.30199

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.533

PM7_LUMO_Energy_ev 0.051

PM7_COSMO_Area_square_ang 482.43

PM7_COSMO_Volue_cubic_ang 592.05

PM7_Electron_Affinity_ev -0.051

PM7_Ionization_Energy_ev 8.533

PM7_Energy_Gap_ev 8.584

PM7_Global_Hardness_ev 4.292

PM7_Global_Softness_ev 0.23299161230195714

PM7_Chemical_Potential_ev -4.241

PM7_Electronigativity_ev 4.241

PM7_Back_Donation_Energy_ev -1.073

PM7_Electrophilicity_ev 2.0953030055917985

OPENEYE_Name (2~{S},4~{R},6~{R})-6-[(1~{R},3~{a}~{S},4~{E},7~{a}~{R})-4-[(2~{Z})-2-[(3~{S},5~{R})-3,5-dihydroxy-2-methylene-cyclohexylidene]ethylidene]-7~{a}-methyl-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-1-yl]-2-methyl-heptane-1,2,4-triol

SMILES C1(=C)C(=CC=C2CCCC3(C2CCC3C(C)CC(CC(C)(CO)O)O)C)CC(CC1O)O

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

InChI 1/C27H44O5/c1-17(12-22(30)15-26(3,32)16-28)23-9-10-24-19(6-5-11-27(23,24)4)7-8-20-13-21(29)14-25(31)18(20)2/h7-8,17,21-25,28-32H,2,5-6,9-16H2,1,3-4H3

InChI_3D 1S/C27H44O5/c1-17(12-22(30)15-26(3,32)16-28)23-9-10-24-19(6-5-11-27(23,24)4)7-8-20-13-21(29)14-25(31)18(20)2/h7-8,17,21-25,28-32H,2,5-6,9-16H2,1,3-4H3/b19-7+,20-8-/t17-,21-,22-,23-,24+,25+,26+,27-/m1/s1

AuxInfo 1/0/N:20,4,21,19,9,8,6,5,11,10,12,22,7,13,23,24,25,1,3,2,17,26,16,15,14,27,18,30,29,31,28,32/rA:76cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;;d1;w2;w3s5;s2;s3;s8;;s10;s9;;s1s13;s3s10;s11;s7s13;s12s15s16;s18;;;;;;s16s20s22;s22s23;s21s23s24;s14;s17;s24;s26;s27;s4;s4;s5;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s28;s29;s30;s31;s32;/rC:2.5977,-3.5001,0;1.7326,-2.9984,0;.868,-.4979,0;3.4632,-2.9994,0;1.7332,-1.9984,0;.8674,-1.4979,0;.8625,-3.5018,0;;0,1.0058,0;2.6938,-.3126,0;3.2858,.5022,0;.868,1.5137,0;1.7314,-5.0035,0;2.6014,-4.5002,0;1.736,-.0013,0;2.6938,1.3168,0;.8575,-4.5069,0;1.736,1.0058,0;2.545,.4179,0;2.8957,3.3222,0;-.558,6.1632,0;1.5755,3.8291,0;.7622,5.6563,0;-.0511,7.4835,0;1.9822,2.9156,0;1.1688,4.7427,0;.3555,6.5699,0;3.203,-6.1435,0;-.8656,-4.2011,0;-.4578,8.3971,0;.2553,4.3361,0;1.2691,6.9766,0;3.4628,-2.4994,0;3.8965,-3.249,0;2.1663,-1.7486,0;.4343,-1.7477,0;.692,-3.0317,0;.3699,-3.5871,0;-.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;1.4118,-5.3881,0;2.0539,-5.3856,0;3.0936,-4.412,0;1.3035,.2496,0;3.1268,1.5668,0;.6878,-4.9772,0;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;-.7614,6.62,0;-.3547,5.7064,0;-1.0148,5.9599,0;1.1187,3.6258,0;2.0323,4.0325,0;1.219,5.8596,0;.3054,5.453,0;.4057,7.6868,0;-.5079,7.2801,0;1.5254,2.7122,0;1.6256,4.9461,0;3.6956,-6.2294,0;-1.1874,-4.5838,0;-.1638,8.8015,0;.203,3.8388,0;1.6736,6.6826,0;

Duplicates ChEBI190383

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190250-0000190499/ChEBI190383.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190250-0000190499/ChEBI190383.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190250-0000190499/ChEBI190383.sdf

Formula	C₂₇H₄₄O₅
MW	448.64
InChIKey	QDZSTMXTBPCCGE-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	76
Number_Heavy_Atoms	32
Number_Rings	3
Number_Bonds	78
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	5
HB_Donor	5
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.99
logP	3.6479
PSA	101.15
MR	129.726
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-241.13852
PM7_Total_Energy_ev	-5387.41535
PM7_Electronic_Energy_ev	-50929.65433
PM7_Dipole_Debye	4.30199
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.533
PM7_LUMO_Energy_ev	0.051
PM7_COSMO_Area_square_ang	482.43
PM7_COSMO_Volue_cubic_ang	592.05
PM7_Electron_Affinity_ev	-0.051
PM7_Ionization_Energy_ev	8.533
PM7_Energy_Gap_ev	8.584
PM7_Global_Hardness_ev	4.292
PM7_Global_Softness_ev	0.23299161230195714
PM7_Chemical_Potential_ev	-4.241
PM7_Electronigativity_ev	4.241
PM7_Back_Donation_Energy_ev	-1.073
PM7_Electrophilicity_ev	2.0953030055917985
OPENEYE_Name	(2~{S},4~{R},6~{R})-6-[(1~{R},3~{a}~{S},4~{E},7~{a}~{R})-4-[(2~{Z})-2-[(3~{S},5~{R})-3,5-dihydroxy-2-methylene-cyclohexylidene]ethylidene]-7~{a}-methyl-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-1-yl]-2-methyl-heptane-1,2,4-triol
SMILES	C1(=C)C(=CC=C2CCCC3(C2CCC3C(C)CC(CC(C)(CO)O)O)C)CC(CC1O)O
Canonical_SMILES	OC[C@](C[C@@H](C[C@H]([C@H]1CC[C@@H]2[C@]1(C)CCC/C/2=CC=C/1C[C@@H](O)C[C@@H](C1=C)O)C)O)(O)C
InChI	1/C27H44O5/c1-17(12-22(30)15-26(3,32)16-28)23-9-10-24-19(6-5-11-27(23,24)4)7-8-20-13-21(29)14-25(31)18(20)2/h7-8,17,21-25,28-32H,2,5-6,9-16H2,1,3-4H3
InChI_3D	1S/C27H44O5/c1-17(12-22(30)15-26(3,32)16-28)23-9-10-24-19(6-5-11-27(23,24)4)7-8-20-13-21(29)14-25(31)18(20)2/h7-8,17,21-25,28-32H,2,5-6,9-16H2,1,3-4H3/b19-7+,20-8-/t17-,21-,22-,23-,24+,25+,26+,27-/m1/s1
AuxInfo	1/0/N:20,4,21,19,9,8,6,5,11,10,12,22,7,13,23,24,25,1,3,2,17,26,16,15,14,27,18,30,29,31,28,32/rA:76cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;;d1;w2;w3s5;s2;s3;s8;;s10;s9;;s1s13;s3s10;s11;s7s13;s12s15s16;s18;;;;;;s16s20s22;s22s23;s21s23s24;s14;s17;s24;s26;s27;s4;s4;s5;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s28;s29;s30;s31;s32;/rC:2.5977,-3.5001,0;1.7326,-2.9984,0;.868,-.4979,0;3.4632,-2.9994,0;1.7332,-1.9984,0;.8674,-1.4979,0;.8625,-3.5018,0;;0,1.0058,0;2.6938,-.3126,0;3.2858,.5022,0;.868,1.5137,0;1.7314,-5.0035,0;2.6014,-4.5002,0;1.736,-.0013,0;2.6938,1.3168,0;.8575,-4.5069,0;1.736,1.0058,0;2.545,.4179,0;2.8957,3.3222,0;-.558,6.1632,0;1.5755,3.8291,0;.7622,5.6563,0;-.0511,7.4835,0;1.9822,2.9156,0;1.1688,4.7427,0;.3555,6.5699,0;3.203,-6.1435,0;-.8656,-4.2011,0;-.4578,8.3971,0;.2553,4.3361,0;1.2691,6.9766,0;3.4628,-2.4994,0;3.8965,-3.249,0;2.1663,-1.7486,0;.4343,-1.7477,0;.692,-3.0317,0;.3699,-3.5871,0;-.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;1.4118,-5.3881,0;2.0539,-5.3856,0;3.0936,-4.412,0;1.3035,.2496,0;3.1268,1.5668,0;.6878,-4.9772,0;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;-.7614,6.62,0;-.3547,5.7064,0;-1.0148,5.9599,0;1.1187,3.6258,0;2.0323,4.0325,0;1.219,5.8596,0;.3054,5.453,0;.4057,7.6868,0;-.5079,7.2801,0;1.5254,2.7122,0;1.6256,4.9461,0;3.6956,-6.2294,0;-1.1874,-4.5838,0;-.1638,8.8015,0;.203,3.8388,0;1.6736,6.6826,0;
Duplicates	ChEBI190383
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190250-0000190499/ChEBI190383.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190250-0000190499/ChEBI190383.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190250-0000190499/ChEBI190383.sdf