CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191827 (105575)

Formula C₂₅H₂₈O₅

MW 408.49

InChIKey LAQLCZKPJGMFRM-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 60

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 5

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.76

logP 4.7925

PSA 86.99

MR 118.149

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -169.40209

PM7_Total_Energy_ev -4924.90289

PM7_Electronic_Energy_ev -44154.30833

PM7_Dipole_Debye 2.20427

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.156

PM7_LUMO_Energy_ev -0.687

PM7_COSMO_Area_square_ang 402.13

PM7_COSMO_Volue_cubic_ang 511.34

PM7_Electron_Affinity_ev 0.687

PM7_Ionization_Energy_ev 9.156

PM7_Energy_Gap_ev 8.469

PM7_Global_Hardness_ev 4.2345

PM7_Global_Softness_ev 0.2361553902467824

PM7_Chemical_Potential_ev -4.9215

PM7_Electronigativity_ev 4.9215

PM7_Back_Donation_Energy_ev -1.058625

PM7_Electrophilicity_ev 2.859979011689692

OPENEYE_Name (2~{R},3~{R})-3,7-dihydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)chroman-4-one

SMILES c1cc(c(c2c1C(=O)C(C(O2)c3ccc(c(c3)CC=C(C)C)O)O)CC=C(C)C)O

Canonical_SMILES CC(=CCc1cc(ccc1O)[C@H]1Oc2c(C(=O)[C@@H]1O)ccc(c2CC=C(C)C)O)C

InChI 1/C25H28O5/c1-14(2)5-7-16-13-17(8-11-20(16)26)24-23(29)22(28)19-10-12-21(27)18(25(19)30-24)9-6-15(3)4/h5-6,8,10-13,23-24,26-27,29H,7,9H2,1-4H3

InChI_3D 1S/C25H28O5/c1-14(2)5-7-16-13-17(8-11-20(16)26)24-23(29)22(28)19-10-12-21(27)18(25(19)30-24)9-6-15(3)4/h5-6,8,10-13,23-24,26-27,29H,7,9H2,1-4H3/t23-,24+/m0/s1

AuxInfo 1/0/N:20,21,22,23,14,15,24,2,25,1,4,3,5,16,17,8,7,9,6,11,12,13,19,18,10,28,29,26,30,27/E:(1,2)(3,4)/rA:58cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;s1;s2d5;s5;;d6s9;s4d8;s3d9;s6;;;d14;d15;s7;s13s18;s16;s16;s17;s17;s8s14;s9s15;d13;s10s18;s11;s12;s19;s1;s2;s3;s4;s5;s14;s15;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s28;s29;s30;/rC:.868,-.4978,0;3.179,2.7081,0;;3.5253,3.6518,0;4.8077,2.1103,0;1.736,-.0012,0;3.8219,1.9422,0;5.1541,3.054,0;.868,1.5138,0;1.7374,1.0057,0;4.5146,3.8295,0;0,1.0057,0;2.6026,-.5032,0;7.1256,3.3902,0;.8673,3.5138,0;7.7641,2.6205,0;.0011,4.0135,0;3.4774,1.0034,0;3.4761,-.0036,0;8.7498,2.7886,0;7.4168,1.6828,0;.0007,5.0135,0;-.8648,3.5132,0;6.1398,3.2221,0;.8676,2.5138,0;2.5999,-1.5032,0;2.6052,1.5109,0;4.8591,4.7683,0;-.8675,1.5031,0;5.2002,.2965,0;.8677,-.9978,0;2.6865,2.6219,0;-.4327,-.2506,0;3.2038,4.0347,0;5.1275,1.726,0;7.2993,3.8591,0;1.3002,3.764,0;3.9696,.9156,0;3.6456,-.474,0;8.6658,3.2815,0;8.8339,2.2957,0;9.2427,2.8727,0;7.8856,1.5091,0;6.9479,1.8564,0;7.2431,1.2139,0;.5007,5.0137,0;-.4993,5.0133,0;.0006,5.5135,0;-1.1149,3.9461,0;-1.2977,3.263,0;-.6146,3.0803,0;6.0558,3.715,0;6.2239,2.7292,0;1.3676,2.514,0;.3676,2.5136,0;4.5388,5.1521,0;-1.2998,1.2518,0;5.5207,-.0873,0;

Duplicates ChEBI191827

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191827.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191827.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191827.sdf

Formula	C₂₅H₂₈O₅
MW	408.49
InChIKey	LAQLCZKPJGMFRM-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	60
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	5
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.76
logP	4.7925
PSA	86.99
MR	118.149
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-169.40209
PM7_Total_Energy_ev	-4924.90289
PM7_Electronic_Energy_ev	-44154.30833
PM7_Dipole_Debye	2.20427
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.156
PM7_LUMO_Energy_ev	-0.687
PM7_COSMO_Area_square_ang	402.13
PM7_COSMO_Volue_cubic_ang	511.34
PM7_Electron_Affinity_ev	0.687
PM7_Ionization_Energy_ev	9.156
PM7_Energy_Gap_ev	8.469
PM7_Global_Hardness_ev	4.2345
PM7_Global_Softness_ev	0.2361553902467824
PM7_Chemical_Potential_ev	-4.9215
PM7_Electronigativity_ev	4.9215
PM7_Back_Donation_Energy_ev	-1.058625
PM7_Electrophilicity_ev	2.859979011689692
OPENEYE_Name	(2~{R},3~{R})-3,7-dihydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)chroman-4-one
SMILES	c1cc(c(c2c1C(=O)C(C(O2)c3ccc(c(c3)CC=C(C)C)O)O)CC=C(C)C)O
Canonical_SMILES	CC(=CCc1cc(ccc1O)[C@H]1Oc2c(C(=O)[C@@H]1O)ccc(c2CC=C(C)C)O)C
InChI	1/C25H28O5/c1-14(2)5-7-16-13-17(8-11-20(16)26)24-23(29)22(28)19-10-12-21(27)18(25(19)30-24)9-6-15(3)4/h5-6,8,10-13,23-24,26-27,29H,7,9H2,1-4H3
InChI_3D	1S/C25H28O5/c1-14(2)5-7-16-13-17(8-11-20(16)26)24-23(29)22(28)19-10-12-21(27)18(25(19)30-24)9-6-15(3)4/h5-6,8,10-13,23-24,26-27,29H,7,9H2,1-4H3/t23-,24+/m0/s1
AuxInfo	1/0/N:20,21,22,23,14,15,24,2,25,1,4,3,5,16,17,8,7,9,6,11,12,13,19,18,10,28,29,26,30,27/E:(1,2)(3,4)/rA:58cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;s1;s2d5;s5;;d6s9;s4d8;s3d9;s6;;;d14;d15;s7;s13s18;s16;s16;s17;s17;s8s14;s9s15;d13;s10s18;s11;s12;s19;s1;s2;s3;s4;s5;s14;s15;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s28;s29;s30;/rC:.868,-.4978,0;3.179,2.7081,0;;3.5253,3.6518,0;4.8077,2.1103,0;1.736,-.0012,0;3.8219,1.9422,0;5.1541,3.054,0;.868,1.5138,0;1.7374,1.0057,0;4.5146,3.8295,0;0,1.0057,0;2.6026,-.5032,0;7.1256,3.3902,0;.8673,3.5138,0;7.7641,2.6205,0;.0011,4.0135,0;3.4774,1.0034,0;3.4761,-.0036,0;8.7498,2.7886,0;7.4168,1.6828,0;.0007,5.0135,0;-.8648,3.5132,0;6.1398,3.2221,0;.8676,2.5138,0;2.5999,-1.5032,0;2.6052,1.5109,0;4.8591,4.7683,0;-.8675,1.5031,0;5.2002,.2965,0;.8677,-.9978,0;2.6865,2.6219,0;-.4327,-.2506,0;3.2038,4.0347,0;5.1275,1.726,0;7.2993,3.8591,0;1.3002,3.764,0;3.9696,.9156,0;3.6456,-.474,0;8.6658,3.2815,0;8.8339,2.2957,0;9.2427,2.8727,0;7.8856,1.5091,0;6.9479,1.8564,0;7.2431,1.2139,0;.5007,5.0137,0;-.4993,5.0133,0;.0006,5.5135,0;-1.1149,3.9461,0;-1.2977,3.263,0;-.6146,3.0803,0;6.0558,3.715,0;6.2239,2.7292,0;1.3676,2.514,0;.3676,2.5136,0;4.5388,5.1521,0;-1.2998,1.2518,0;5.5207,-.0873,0;
Duplicates	ChEBI191827
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191827.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191827.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191827.sdf