CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185796_s0 (100387)

Formula C₂₅H₂₆O₃

MW 374.48

InChIKey XKBWBVSFQXIHLM-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 7

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 3

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 3

Lipinski_Violations 1

XLogP3 0

XLogP 5.81

logP 6.199

PSA 46.53

MR 115.954

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -65.95395

PM7_Total_Energy_ev -4306.87531

PM7_Electronic_Energy_ev -34739.92445

PM7_Dipole_Debye 2.29563

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.863

PM7_LUMO_Energy_ev -0.959

PM7_COSMO_Area_square_ang 423.66

PM7_COSMO_Volue_cubic_ang 478.39

PM7_Electron_Affinity_ev 0.959

PM7_Ionization_Energy_ev 8.863

PM7_Energy_Gap_ev 7.904

PM7_Global_Hardness_ev 3.952

PM7_Global_Softness_ev 0.25303643724696356

PM7_Chemical_Potential_ev -4.911

PM7_Electronigativity_ev 4.911

PM7_Back_Donation_Energy_ev -0.988

PM7_Electrophilicity_ev 3.051356401821862

OPENEYE_Name (~{E})-1-[(2~{S})-5-hydroxy-2-methyl-2-(4-methylpent-3-enyl)chromen-6-yl]-3-phenyl-prop-2-en-1-one

SMILES c1ccc(cc1)C=CC(=O)c2ccc3c(c2O)C=CC(O3)(C)CCC=C(C)C

Canonical_SMILES CC(=CCC[C@@]1(C)C=Cc2c(O1)ccc(c2O)C(=O)/C=C/c1ccccc1)C

InChI 1/C25H26O3/c1-18(2)8-7-16-25(3)17-15-21-23(28-25)14-12-20(24(21)27)22(26)13-11-19-9-5-4-6-10-19/h4-6,8-15,17,27H,7,16H2,1-3H3

InChI_3D 1S/C25H26O3/c1-18(2)8-7-16-25(3)17-15-21-23(28-25)14-12-20(24(21)27)22(26)13-11-19-9-5-4-6-10-19/h4-6,8-15,17,27H,7,16H2,1-3H3/b13-11+/t25-/m0/s1

AuxInfo 1/0/N:21,22,23,1,2,3,24,17,4,5,15,6,16,7,13,25,14,19,9,10,8,18,11,12,20,26,28,27/E:(1,2)(5,6)(9,10)/rA:54cCCCCCCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s6;s7d8;s8d10;s8;d13;s9;w15;;s10s16;d17;s14;s19;s19;s20;s17;s20s24;d18;s11s20;s12;s1;s2;s3;s4;s5;s6;s7;s13;s14;s15;s16;s17;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s28;/rC:-5.2066,.9977,0;-4.3427,1.5015,0;-5.2081,-.0024,0;-3.4715,1.0001,0;-4.3368,-.5037,0;0,1.0057,0;.868,1.5138,0;1.736,-.0012,0;-3.4641,-.005,0;;1.7374,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;3.4761,-.0036,0;-2.5974,-.5038,0;-1.732,-.0025,0;6.4308,.4766,0;-.8653,-.5013,0;7.0751,1.2414,0;3.4774,1.0034,0;6.7349,2.1817,0;8.0596,1.0657,0;4.0803,2.6463,0;5.4463,.6522,0;4.4619,.8278,0;-.8639,-1.5013,0;2.6052,1.5109,0;.8675,-1.4978,0;-5.64,1.247,0;-4.3442,2.0014,0;-5.6411,-.2524,0;-3.0396,1.252,0;-4.3376,-1.0037,0;-.4338,1.2544,0;.8678,2.0138,0;2.6012,-1.0032,0;3.9084,-.2548,0;-2.5966,-1.0038,0;-1.7328,.4975,0;6.6009,.0064,0;6.2648,2.0116,0;7.2051,2.3518,0;6.5649,2.6519,0;8.1474,1.558,0;7.9717,.5735,0;8.5518,.9779,0;3.611,2.8185,0;4.5497,2.474,0;4.2526,3.1156,0;5.3585,.16,0;5.5341,1.1444,0;4.5497,1.32,0;4.3741,.3356,0;1.3004,-1.748,0;

Duplicates ChEBI185796_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185796_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185796_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185796_s0.sdf

Formula	C₂₅H₂₆O₃
MW	374.48
InChIKey	XKBWBVSFQXIHLM-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	7
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	3
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	3
Lipinski_Violations	1
XLogP3	0
XLogP	5.81
logP	6.199
PSA	46.53
MR	115.954
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-65.95395
PM7_Total_Energy_ev	-4306.87531
PM7_Electronic_Energy_ev	-34739.92445
PM7_Dipole_Debye	2.29563
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.863
PM7_LUMO_Energy_ev	-0.959
PM7_COSMO_Area_square_ang	423.66
PM7_COSMO_Volue_cubic_ang	478.39
PM7_Electron_Affinity_ev	0.959
PM7_Ionization_Energy_ev	8.863
PM7_Energy_Gap_ev	7.904
PM7_Global_Hardness_ev	3.952
PM7_Global_Softness_ev	0.25303643724696356
PM7_Chemical_Potential_ev	-4.911
PM7_Electronigativity_ev	4.911
PM7_Back_Donation_Energy_ev	-0.988
PM7_Electrophilicity_ev	3.051356401821862
OPENEYE_Name	(~{E})-1-[(2~{S})-5-hydroxy-2-methyl-2-(4-methylpent-3-enyl)chromen-6-yl]-3-phenyl-prop-2-en-1-one
SMILES	c1ccc(cc1)C=CC(=O)c2ccc3c(c2O)C=CC(O3)(C)CCC=C(C)C
Canonical_SMILES	CC(=CCC[C@@]1(C)C=Cc2c(O1)ccc(c2O)C(=O)/C=C/c1ccccc1)C
InChI	1/C25H26O3/c1-18(2)8-7-16-25(3)17-15-21-23(28-25)14-12-20(24(21)27)22(26)13-11-19-9-5-4-6-10-19/h4-6,8-15,17,27H,7,16H2,1-3H3
InChI_3D	1S/C25H26O3/c1-18(2)8-7-16-25(3)17-15-21-23(28-25)14-12-20(24(21)27)22(26)13-11-19-9-5-4-6-10-19/h4-6,8-15,17,27H,7,16H2,1-3H3/b13-11+/t25-/m0/s1
AuxInfo	1/0/N:21,22,23,1,2,3,24,17,4,5,15,6,16,7,13,25,14,19,9,10,8,18,11,12,20,26,28,27/E:(1,2)(5,6)(9,10)/rA:54cCCCCCCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s6;s7d8;s8d10;s8;d13;s9;w15;;s10s16;d17;s14;s19;s19;s20;s17;s20s24;d18;s11s20;s12;s1;s2;s3;s4;s5;s6;s7;s13;s14;s15;s16;s17;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s28;/rC:-5.2066,.9977,0;-4.3427,1.5015,0;-5.2081,-.0024,0;-3.4715,1.0001,0;-4.3368,-.5037,0;0,1.0057,0;.868,1.5138,0;1.736,-.0012,0;-3.4641,-.005,0;;1.7374,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;3.4761,-.0036,0;-2.5974,-.5038,0;-1.732,-.0025,0;6.4308,.4766,0;-.8653,-.5013,0;7.0751,1.2414,0;3.4774,1.0034,0;6.7349,2.1817,0;8.0596,1.0657,0;4.0803,2.6463,0;5.4463,.6522,0;4.4619,.8278,0;-.8639,-1.5013,0;2.6052,1.5109,0;.8675,-1.4978,0;-5.64,1.247,0;-4.3442,2.0014,0;-5.6411,-.2524,0;-3.0396,1.252,0;-4.3376,-1.0037,0;-.4338,1.2544,0;.8678,2.0138,0;2.6012,-1.0032,0;3.9084,-.2548,0;-2.5966,-1.0038,0;-1.7328,.4975,0;6.6009,.0064,0;6.2648,2.0116,0;7.2051,2.3518,0;6.5649,2.6519,0;8.1474,1.558,0;7.9717,.5735,0;8.5518,.9779,0;3.611,2.8185,0;4.5497,2.474,0;4.2526,3.1156,0;5.3585,.16,0;5.5341,1.1444,0;4.5497,1.32,0;4.3741,.3356,0;1.3004,-1.748,0;
Duplicates	ChEBI185796_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185796_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185796_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185796_s0.sdf