CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5193344_s0 (2535831)

Formula C₂₀H₂₆O₅

MW 346.42

InChIKey OQZUHLHZZSDZKQ-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 25

Number_Rings 2

Number_Bonds 52

Rotat_Bonds 11

Unbranched_Chain 4

Chiral_Centers 1

ONatoms 5

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 1.6

logP 3.4913

PSA 86.99

MR 97.3281

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -179.70191

PM7_Total_Energy_ev -4283.34282

PM7_Electronic_Energy_ev -35216.75692

PM7_Dipole_Debye 4.04327

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.126

PM7_LUMO_Energy_ev -1.117

PM7_COSMO_Area_square_ang 348.48

PM7_COSMO_Volue_cubic_ang 448.19

PM7_Electron_Affinity_ev 1.117

PM7_Ionization_Energy_ev 9.126

PM7_Energy_Gap_ev 8.009

PM7_Global_Hardness_ev 4.0045

PM7_Global_Softness_ev 0.24971906605069297

PM7_Chemical_Potential_ev -5.1215

PM7_Electronigativity_ev 5.1215

PM7_Back_Donation_Energy_ev -1.001125

PM7_Electrophilicity_ev 3.2750358659008616

OPENEYE_Name (2~{R})-2,5-dihydroxy-2-[(4~{E},8~{E})-10-hydroxy-5,9-dimethyl-deca-4,8-dienyl]benzofuran-3-one

SMILES c1cc(cc2c1OC(C2=O)(CCCC=C(C)CCC=C(C)CO)O)O

Canonical_SMILES OC/C(=C/CC/C(=C/CCC[C@@]1(O)Oc2c(C1=O)cc(cc2)O)/C)/C

InChI 1/C20H26O5/c1-14(7-5-8-15(2)13-21)6-3-4-11-20(24)19(23)17-12-16(22)9-10-18(17)25-20/h6,8-10,12,21-22,24H,3-5,7,11,13H2,1-2H3

InChI_3D 1S/C20H26O5/c1-14(7-5-8-15(2)13-21)6-3-4-11-20(24)19(23)17-12-16(22)9-10-18(17)25-20/h6,8-10,12,21-22,24H,3-5,7,11,13H2,1-2H3/b14-6+,15-8+/t20-/m1/s1

AuxInfo 1/0/N:13,14,16,20,15,8,17,9,2,1,19,3,18,10,11,6,4,5,7,12,25,23,21,24,22/rA:51cCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d4;s2d3;s4;;;w8;w9;s7;s10;s11;s9;s8;s10s15;s11;s12;s16s19;d7;s5s12;s6;s12;s18;s1;s2;s3;s8;s9;s13;s13;s13;s14;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s23;s24;s25;/rC:.868,1.5138,0;0,1.0058,0;.868,-.4978,0;1.736,-.0012,0;1.736,1.0058,0;;2.6938,-.3125,0;6.2582,3.1791,0;7.8332,-.0643,0;7.2092,2.8701,0;7.0901,-.7335,0;3.2858,.5023,0;7.9523,3.5393,0;7.2981,-1.7116,0;7.6252,.9139,0;5.5151,2.5099,0;7.4172,1.892,0;6.139,-.4245,0;4.0289,1.1715,0;4.772,1.8407,0;3.0028,-1.2636,0;2.6938,1.3169,0;-.8653,-.5013,0;4.029,-.1668,0;5.188,-.1156,0;.868,2.0138,0;-.4337,1.2545,0;.8677,-.9978,0;6.1542,3.6681,0;8.3088,-.2187,0;8.2869,3.1678,0;7.6177,3.9109,0;8.3239,3.8739,0;7.7872,-1.6076,0;6.8091,-1.8156,0;7.4021,-2.2007,0;7.1362,.8099,0;8.1143,1.0179,0;5.8497,2.1383,0;5.1805,2.8814,0;7.9063,1.996,0;6.9282,1.788,0;6.2935,.051,0;5.9846,-.9001,0;3.6943,1.543,0;4.3635,.7999,0;5.1066,1.4691,0;4.4374,2.2122,0;-.8646,-1.0013,0;3.925,-.6559,0;5.084,.3735,0;

Duplicates CHEMBL5193344_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193344_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193344_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193344_s0.sdf

Formula	C₂₀H₂₆O₅
MW	346.42
InChIKey	OQZUHLHZZSDZKQ-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	25
Number_Rings	2
Number_Bonds	52
Rotat_Bonds	11
Unbranched_Chain	4
Chiral_Centers	1
ONatoms	5
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	1.6
logP	3.4913
PSA	86.99
MR	97.3281
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-179.70191
PM7_Total_Energy_ev	-4283.34282
PM7_Electronic_Energy_ev	-35216.75692
PM7_Dipole_Debye	4.04327
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.126
PM7_LUMO_Energy_ev	-1.117
PM7_COSMO_Area_square_ang	348.48
PM7_COSMO_Volue_cubic_ang	448.19
PM7_Electron_Affinity_ev	1.117
PM7_Ionization_Energy_ev	9.126
PM7_Energy_Gap_ev	8.009
PM7_Global_Hardness_ev	4.0045
PM7_Global_Softness_ev	0.24971906605069297
PM7_Chemical_Potential_ev	-5.1215
PM7_Electronigativity_ev	5.1215
PM7_Back_Donation_Energy_ev	-1.001125
PM7_Electrophilicity_ev	3.2750358659008616
OPENEYE_Name	(2~{R})-2,5-dihydroxy-2-[(4~{E},8~{E})-10-hydroxy-5,9-dimethyl-deca-4,8-dienyl]benzofuran-3-one
SMILES	c1cc(cc2c1OC(C2=O)(CCCC=C(C)CCC=C(C)CO)O)O
Canonical_SMILES	OC/C(=C/CC/C(=C/CCC[C@@]1(O)Oc2c(C1=O)cc(cc2)O)/C)/C
InChI	1/C20H26O5/c1-14(7-5-8-15(2)13-21)6-3-4-11-20(24)19(23)17-12-16(22)9-10-18(17)25-20/h6,8-10,12,21-22,24H,3-5,7,11,13H2,1-2H3
InChI_3D	1S/C20H26O5/c1-14(7-5-8-15(2)13-21)6-3-4-11-20(24)19(23)17-12-16(22)9-10-18(17)25-20/h6,8-10,12,21-22,24H,3-5,7,11,13H2,1-2H3/b14-6+,15-8+/t20-/m1/s1
AuxInfo	1/0/N:13,14,16,20,15,8,17,9,2,1,19,3,18,10,11,6,4,5,7,12,25,23,21,24,22/rA:51cCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d4;s2d3;s4;;;w8;w9;s7;s10;s11;s9;s8;s10s15;s11;s12;s16s19;d7;s5s12;s6;s12;s18;s1;s2;s3;s8;s9;s13;s13;s13;s14;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s23;s24;s25;/rC:.868,1.5138,0;0,1.0058,0;.868,-.4978,0;1.736,-.0012,0;1.736,1.0058,0;;2.6938,-.3125,0;6.2582,3.1791,0;7.8332,-.0643,0;7.2092,2.8701,0;7.0901,-.7335,0;3.2858,.5023,0;7.9523,3.5393,0;7.2981,-1.7116,0;7.6252,.9139,0;5.5151,2.5099,0;7.4172,1.892,0;6.139,-.4245,0;4.0289,1.1715,0;4.772,1.8407,0;3.0028,-1.2636,0;2.6938,1.3169,0;-.8653,-.5013,0;4.029,-.1668,0;5.188,-.1156,0;.868,2.0138,0;-.4337,1.2545,0;.8677,-.9978,0;6.1542,3.6681,0;8.3088,-.2187,0;8.2869,3.1678,0;7.6177,3.9109,0;8.3239,3.8739,0;7.7872,-1.6076,0;6.8091,-1.8156,0;7.4021,-2.2007,0;7.1362,.8099,0;8.1143,1.0179,0;5.8497,2.1383,0;5.1805,2.8814,0;7.9063,1.996,0;6.9282,1.788,0;6.2935,.051,0;5.9846,-.9001,0;3.6943,1.543,0;4.3635,.7999,0;5.1066,1.4691,0;4.4374,2.2122,0;-.8646,-1.0013,0;3.925,-.6559,0;5.084,.3735,0;
Duplicates	CHEMBL5193344_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193344_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193344_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193344_s0.sdf