CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185758 (100355)

Formula C₂₁H₂₄O₆

MW 372.42

InChIKey UZKPAEYMUOTYEF-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 6

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 1.23

logP 3.1431

PSA 99.38

MR 101.662

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -210.71396

PM7_Total_Energy_ev -4674.53881

PM7_Electronic_Energy_ev -39654.26135

PM7_Dipole_Debye 3.92822

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.141

PM7_LUMO_Energy_ev -0.304

PM7_COSMO_Area_square_ang 359.75

PM7_COSMO_Volue_cubic_ang 450.07

PM7_Electron_Affinity_ev 0.304

PM7_Ionization_Energy_ev 9.141

PM7_Energy_Gap_ev 8.837

PM7_Global_Hardness_ev 4.4185

PM7_Global_Softness_ev 0.22632114971144054

PM7_Chemical_Potential_ev -4.7225

PM7_Electronigativity_ev 4.7225

PM7_Back_Donation_Energy_ev -1.104625

PM7_Electrophilicity_ev 2.5237078476858663

OPENEYE_Name (2~{R},3~{S},4~{S})-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)chromane-3,4,7-triol

SMILES c1cc(ccc1C2C(C(c3c(c(c(cc3OC)O)CC=C(C)C)O2)O)O)O

Canonical_SMILES COc1cc(O)c(c2c1[C@H](O)[C@H](O)[C@H](O2)c1ccc(cc1)O)CC=C(C)C

InChI 1/C21H24O6/c1-11(2)4-9-14-15(23)10-16(26-3)17-18(24)19(25)20(27-21(14)17)12-5-7-13(22)8-6-12/h4-8,10,18-20,22-25H,9H2,1-3H3

InChI_3D 1S/C21H24O6/c1-11(2)4-9-14-15(23)10-16(26-3)17-18(24)19(25)20(27-21(14)17)12-5-7-13(22)8-6-12/h4-8,10,18-20,22-25H,9H2,1-3H3/t18-,19-,20+/m0/s1

AuxInfo 1/0/N:18,19,20,13,1,2,3,4,21,5,14,6,10,8,12,11,7,16,17,15,9,23,24,25,26,27,22/E:(1,2)(5,6)(7,8)/rA:51cCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;;d13;s6;s7;s15s16;s14;s14;;s8s13;s9s15;s10;s12;s16;s17;s11s20;s1;s2;s3;s4;s5;s13;s15;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s23;s24;s25;s26;/rC:3.179,2.7081,0;4.8077,2.1103,0;3.5253,3.6518,0;5.1541,3.054,0;;3.8219,1.9422,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;4.5146,3.8295,0;.868,-.4978,0;0,1.0057,0;.8673,3.5138,0;.0011,4.0135,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;-.8648,3.5132,0;.0007,5.0135,0;1.7329,-2.7483,0;.8676,2.5138,0;2.6052,1.5109,0;4.8591,4.7683,0;-.8675,1.5031,0;3.7232,-1.8474,0;5.2002,.2965,0;.8671,-2.2478,0;2.6865,2.6219,0;5.1275,1.726,0;3.2038,4.0347,0;5.6469,3.138,0;-.4327,-.2506,0;1.3002,3.764,0;3.9696,.9156,0;2.2803,-.8855,0;3.6456,-.474,0;-.6146,3.0803,0;-1.1149,3.9461,0;-1.2977,3.263,0;-.4993,5.0133,0;.5007,5.0137,0;.0006,5.5135,0;1.9831,-2.3154,0;1.4826,-3.1811,0;2.1657,-2.9985,0;1.3676,2.514,0;.3676,2.5136,0;4.5388,5.1521,0;-1.2998,1.2518,0;3.5507,-2.3167,0;5.5207,-.0873,0;

Duplicates ChEBI185758

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185758.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185758.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185758.sdf

Formula	C₂₁H₂₄O₆
MW	372.42
InChIKey	UZKPAEYMUOTYEF-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	6
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	1.23
logP	3.1431
PSA	99.38
MR	101.662
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-210.71396
PM7_Total_Energy_ev	-4674.53881
PM7_Electronic_Energy_ev	-39654.26135
PM7_Dipole_Debye	3.92822
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.141
PM7_LUMO_Energy_ev	-0.304
PM7_COSMO_Area_square_ang	359.75
PM7_COSMO_Volue_cubic_ang	450.07
PM7_Electron_Affinity_ev	0.304
PM7_Ionization_Energy_ev	9.141
PM7_Energy_Gap_ev	8.837
PM7_Global_Hardness_ev	4.4185
PM7_Global_Softness_ev	0.22632114971144054
PM7_Chemical_Potential_ev	-4.7225
PM7_Electronigativity_ev	4.7225
PM7_Back_Donation_Energy_ev	-1.104625
PM7_Electrophilicity_ev	2.5237078476858663
OPENEYE_Name	(2~{R},3~{S},4~{S})-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)chromane-3,4,7-triol
SMILES	c1cc(ccc1C2C(C(c3c(c(c(cc3OC)O)CC=C(C)C)O2)O)O)O
Canonical_SMILES	COc1cc(O)c(c2c1[C@H](O)[C@H](O)[C@H](O2)c1ccc(cc1)O)CC=C(C)C
InChI	1/C21H24O6/c1-11(2)4-9-14-15(23)10-16(26-3)17-18(24)19(25)20(27-21(14)17)12-5-7-13(22)8-6-12/h4-8,10,18-20,22-25H,9H2,1-3H3
InChI_3D	1S/C21H24O6/c1-11(2)4-9-14-15(23)10-16(26-3)17-18(24)19(25)20(27-21(14)17)12-5-7-13(22)8-6-12/h4-8,10,18-20,22-25H,9H2,1-3H3/t18-,19-,20+/m0/s1
AuxInfo	1/0/N:18,19,20,13,1,2,3,4,21,5,14,6,10,8,12,11,7,16,17,15,9,23,24,25,26,27,22/E:(1,2)(5,6)(7,8)/rA:51cCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;;d13;s6;s7;s15s16;s14;s14;;s8s13;s9s15;s10;s12;s16;s17;s11s20;s1;s2;s3;s4;s5;s13;s15;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s23;s24;s25;s26;/rC:3.179,2.7081,0;4.8077,2.1103,0;3.5253,3.6518,0;5.1541,3.054,0;;3.8219,1.9422,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;4.5146,3.8295,0;.868,-.4978,0;0,1.0057,0;.8673,3.5138,0;.0011,4.0135,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;-.8648,3.5132,0;.0007,5.0135,0;1.7329,-2.7483,0;.8676,2.5138,0;2.6052,1.5109,0;4.8591,4.7683,0;-.8675,1.5031,0;3.7232,-1.8474,0;5.2002,.2965,0;.8671,-2.2478,0;2.6865,2.6219,0;5.1275,1.726,0;3.2038,4.0347,0;5.6469,3.138,0;-.4327,-.2506,0;1.3002,3.764,0;3.9696,.9156,0;2.2803,-.8855,0;3.6456,-.474,0;-.6146,3.0803,0;-1.1149,3.9461,0;-1.2977,3.263,0;-.4993,5.0133,0;.5007,5.0137,0;.0006,5.5135,0;1.9831,-2.3154,0;1.4826,-3.1811,0;2.1657,-2.9985,0;1.3676,2.514,0;.3676,2.5136,0;4.5388,5.1521,0;-1.2998,1.2518,0;3.5507,-2.3167,0;5.5207,-.0873,0;
Duplicates	ChEBI185758
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185758.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185758.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185758.sdf