CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15359 (12417)

Formula C₂₁H₂₂O₅

MW 354.4

InChIKey ORXQGKIUCDPEAJ-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 26

Number_Rings 2

Number_Bonds 49

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 5

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.84

logP 4.2168

PSA 86.99

MR 102.53

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -147.26227

PM7_Total_Energy_ev -4351.84858

PM7_Electronic_Energy_ev -33169.90166

PM7_Dipole_Debye 4.19549

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.106

PM7_LUMO_Energy_ev -0.568

PM7_COSMO_Area_square_ang 388.53

PM7_COSMO_Volue_cubic_ang 436.88

PM7_Electron_Affinity_ev 0.568

PM7_Ionization_Energy_ev 9.106

PM7_Energy_Gap_ev 8.538

PM7_Global_Hardness_ev 4.269

PM7_Global_Softness_ev 0.23424689622862496

PM7_Chemical_Potential_ev -4.837

PM7_Electronigativity_ev 4.837

PM7_Back_Donation_Energy_ev -1.06725

PM7_Electrophilicity_ev 2.740286835324432

OPENEYE_Name (~{E})-1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

SMILES c1cc(ccc1C=CC(=O)c2c(cc(c(c2O)CC=C(C)C)O)OC)O

Canonical_SMILES COc1cc(O)c(c(c1C(=O)/C=C/c1ccc(cc1)O)O)CC=C(C)C

InChI 1/C21H22O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3

InChI_3D 1S/C21H22O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3/b11-7+

AuxInfo 1/0/N:18,19,20,15,1,2,13,3,4,21,14,5,17,6,9,8,16,11,10,7,12,23,22,24,25,26/E:(1,2)(5,6)(8,9)/rA:48nCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;s3d4;d5s7;s5d8;d7s8;s6;w13;;s7s14;d15;s17;s17;;s8s15;d16;s9;s11;s12;s10s20;s1;s2;s3;s4;s5;s13;s14;s15;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s23;s24;s25;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;3.4672,-2.9948,0;;1.7321,-3,0;2.604,-4.5,0;0,2.0104,0;2.6011,-2.4948,0;3.473,-3.9948,0;1.7291,-4.0051,0;0,-1,0;.866,-1.5,0;2.6158,-6.5,0;.866,-2.5,0;1.7527,-7.0051,0;1.7586,-8.005,0;.8838,-6.5102,0;3.4649,-.9935,0;2.6099,-5.5,0;0,-3,0;0,3.0104,0;4.3412,-4.491,0;.8645,-4.5077,0;2.5996,-1.4948,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.8994,-2.7435,0;-.433,-1.25,0;1.299,-1.25,0;3.0503,-6.7474,0;2.2586,-8.0021,0;1.2586,-8.008,0;1.7616,-8.505,0;.6363,-6.9447,0;1.1312,-6.0757,0;.4493,-6.2627,0;3.7155,-1.4262,0;3.2142,-.5609,0;3.8975,-.7429,0;3.1099,-5.497,0;2.1099,-5.5029,0;-.433,3.2604,0;4.3434,-4.991,0;.4308,-4.259,0;

Duplicates DB15359

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15359.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15359.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15359.sdf

Formula	C₂₁H₂₂O₅
MW	354.4
InChIKey	ORXQGKIUCDPEAJ-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	26
Number_Rings	2
Number_Bonds	49
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	5
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.84
logP	4.2168
PSA	86.99
MR	102.53
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-147.26227
PM7_Total_Energy_ev	-4351.84858
PM7_Electronic_Energy_ev	-33169.90166
PM7_Dipole_Debye	4.19549
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.106
PM7_LUMO_Energy_ev	-0.568
PM7_COSMO_Area_square_ang	388.53
PM7_COSMO_Volue_cubic_ang	436.88
PM7_Electron_Affinity_ev	0.568
PM7_Ionization_Energy_ev	9.106
PM7_Energy_Gap_ev	8.538
PM7_Global_Hardness_ev	4.269
PM7_Global_Softness_ev	0.23424689622862496
PM7_Chemical_Potential_ev	-4.837
PM7_Electronigativity_ev	4.837
PM7_Back_Donation_Energy_ev	-1.06725
PM7_Electrophilicity_ev	2.740286835324432
OPENEYE_Name	(~{E})-1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
SMILES	c1cc(ccc1C=CC(=O)c2c(cc(c(c2O)CC=C(C)C)O)OC)O
Canonical_SMILES	COc1cc(O)c(c(c1C(=O)/C=C/c1ccc(cc1)O)O)CC=C(C)C
InChI	1/C21H22O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3
InChI_3D	1S/C21H22O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3/b11-7+
AuxInfo	1/0/N:18,19,20,15,1,2,13,3,4,21,14,5,17,6,9,8,16,11,10,7,12,23,22,24,25,26/E:(1,2)(5,6)(8,9)/rA:48nCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;s3d4;d5s7;s5d8;d7s8;s6;w13;;s7s14;d15;s17;s17;;s8s15;d16;s9;s11;s12;s10s20;s1;s2;s3;s4;s5;s13;s14;s15;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s23;s24;s25;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;3.4672,-2.9948,0;;1.7321,-3,0;2.604,-4.5,0;0,2.0104,0;2.6011,-2.4948,0;3.473,-3.9948,0;1.7291,-4.0051,0;0,-1,0;.866,-1.5,0;2.6158,-6.5,0;.866,-2.5,0;1.7527,-7.0051,0;1.7586,-8.005,0;.8838,-6.5102,0;3.4649,-.9935,0;2.6099,-5.5,0;0,-3,0;0,3.0104,0;4.3412,-4.491,0;.8645,-4.5077,0;2.5996,-1.4948,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.8994,-2.7435,0;-.433,-1.25,0;1.299,-1.25,0;3.0503,-6.7474,0;2.2586,-8.0021,0;1.2586,-8.008,0;1.7616,-8.505,0;.6363,-6.9447,0;1.1312,-6.0757,0;.4493,-6.2627,0;3.7155,-1.4262,0;3.2142,-.5609,0;3.8975,-.7429,0;3.1099,-5.497,0;2.1099,-5.5029,0;-.433,3.2604,0;4.3434,-4.991,0;.4308,-4.259,0;
Duplicates	DB15359
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15359.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15359.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15359.sdf