CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5188861 (2530873)

Formula C₁₈H₂₆O₅

MW 322.4

InChIKey KRPVYDQMVGELNW-UYBDAZJANA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 23

Number_Rings 2

Number_Bonds 50

Rotat_Bonds 8

Unbranched_Chain 4

Chiral_Centers 6

ONatoms 5

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 0.79

logP 1.5061

PSA 97.99

MR 88.3232

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -205.64911

PM7_Total_Energy_ev -4038.36088

PM7_Electronic_Energy_ev -31393.98616

PM7_Dipole_Debye 4.82427

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.787

PM7_LUMO_Energy_ev -0.959

PM7_COSMO_Area_square_ang 342.65

PM7_COSMO_Volue_cubic_ang 406.98

PM7_Electron_Affinity_ev 0.959

PM7_Ionization_Energy_ev 9.787

PM7_Energy_Gap_ev 8.828

PM7_Global_Hardness_ev 4.414

PM7_Global_Softness_ev 0.22655188038060717

PM7_Chemical_Potential_ev -5.373

PM7_Electronigativity_ev 5.373

PM7_Back_Donation_Energy_ev -1.1035

PM7_Electrophilicity_ev 3.2701777299501584

OPENEYE_Name (2~{E},4~{E})-5-[(1~{S},2~{R},4~{a}~{R},6~{S},8~{R},8~{a}~{S})-1,2-dihydroxy-6-(hydroxymethyl)-2,8-dimethyl-4~{a},5,6,7,8,8~{a}-hexahydronaphthalen-1-yl]penta-2,4-dienoic acid

SMILES C1=CC(C(C2C1CC(CC2C)CO)(C=CC=CC(=O)O)O)(C)O

Canonical_SMILES OC[C@H]1C[C@@H](C)[C@H]2[C@H](C1)C=C[C@@]([C@]2(O)/C=C/C=C/C(=O)O)(C)O

InChI 1/C18H26O5/c1-12-9-13(11-19)10-14-6-8-17(2,22)18(23,16(12)14)7-4-3-5-15(20)21/h3-8,12-14,16,19,22-23H,9-11H2,1-2H3,(H,20,21)/f/h20H

InChI_3D 1S/C18H26O5/c1-12-9-13(11-19)10-14-6-8-17(2,22)18(23,16(12)14)7-4-3-5-15(20)21/h3-8,12-14,16,19,22-23H,9-11H2,1-2H3,(H,20,21)/b5-3+,7-4+/t12-,13+,14+,16+,17-,18+/m1/s1

AuxInfo 1/1/N:16,17,3,5,4,1,6,2,9,8,18,13,12,10,7,11,14,15,23,19,20,21,22/E:(20,21)/F:16,17,3,5,4,1,6,2,9,8,18,13,12,10,7,11,14,15,23,20,19,21,22/rA:49cCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;w3;s3;w5;s4;;;s1s8;s10;s8s9;s9s11;s2;s6s11s14;s13;s14;s12;d7;s7;s14;s15;s18;s1;s2;s3;s4;s5;s6;s8;s8;s9;s9;s10;s11;s12;s13;s16;s16;s16;s17;s17;s17;s18;s18;s20;s21;s22;s23;/rC:-2.6069,-.5,0;-3.4748,-.0022,0;-4.0384,4.5549,0;-3.6982,5.4952,0;-3.3942,3.7901,0;-3.7344,2.8497,0;-4.3425,6.26,0;-.871,-.5011,0;-.0013,1.0057,0;-1.7377,-.0022,0;-1.739,1.0035,0;;-.8736,1.5102,0;-3.4748,1.0035,0;-2.6069,1.5113,0;.2492,2.8525,0;-5.1976,.6963,0;1.7233,.3045,0;-5.3269,6.0845,0;-4.0023,7.2004,0;-3.8204,1.9419,0;-1.4794,2.8497,0;2.7081,.4785,0;-2.6071,-1,0;-3.9075,-.2528,0;-4.5307,4.4671,0;-3.206,5.583,0;-2.9019,3.8778,0;-4.2266,2.7619,0;-.5498,-.8843,0;-1.1923,-.8842,0;.1697,1.4755,0;.4912,.9192,0;-2.1704,.2483,0;-1.3051,.7551,0;.1707,-.4699,0;-1.1965,1.892,0;-.1343,3.1733,0;.6327,2.5317,0;.57,3.236,0;-5.1099,.2041,0;-5.2854,1.1885,0;-5.6899,.6085,0;1.6363,.7969,0;1.8103,-.1879,0;-4.3244,7.5828,0;-4.3132,2.0268,0;-1.6495,3.3199,0;2.8789,.9484,0;

Duplicates CHEMBL5188861

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188861.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188861.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188861.sdf

Formula	C₁₈H₂₆O₅
MW	322.4
InChIKey	KRPVYDQMVGELNW-UYBDAZJANA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	23
Number_Rings	2
Number_Bonds	50
Rotat_Bonds	8
Unbranched_Chain	4
Chiral_Centers	6
ONatoms	5
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	0.79
logP	1.5061
PSA	97.99
MR	88.3232
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-205.64911
PM7_Total_Energy_ev	-4038.36088
PM7_Electronic_Energy_ev	-31393.98616
PM7_Dipole_Debye	4.82427
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.787
PM7_LUMO_Energy_ev	-0.959
PM7_COSMO_Area_square_ang	342.65
PM7_COSMO_Volue_cubic_ang	406.98
PM7_Electron_Affinity_ev	0.959
PM7_Ionization_Energy_ev	9.787
PM7_Energy_Gap_ev	8.828
PM7_Global_Hardness_ev	4.414
PM7_Global_Softness_ev	0.22655188038060717
PM7_Chemical_Potential_ev	-5.373
PM7_Electronigativity_ev	5.373
PM7_Back_Donation_Energy_ev	-1.1035
PM7_Electrophilicity_ev	3.2701777299501584
OPENEYE_Name	(2~{E},4~{E})-5-[(1~{S},2~{R},4~{a}~{R},6~{S},8~{R},8~{a}~{S})-1,2-dihydroxy-6-(hydroxymethyl)-2,8-dimethyl-4~{a},5,6,7,8,8~{a}-hexahydronaphthalen-1-yl]penta-2,4-dienoic acid
SMILES	C1=CC(C(C2C1CC(CC2C)CO)(C=CC=CC(=O)O)O)(C)O
Canonical_SMILES	OC[C@H]1C[C@@H](C)[C@H]2[C@H](C1)C=C[C@@]([C@]2(O)/C=C/C=C/C(=O)O)(C)O
InChI	1/C18H26O5/c1-12-9-13(11-19)10-14-6-8-17(2,22)18(23,16(12)14)7-4-3-5-15(20)21/h3-8,12-14,16,19,22-23H,9-11H2,1-2H3,(H,20,21)/f/h20H
InChI_3D	1S/C18H26O5/c1-12-9-13(11-19)10-14-6-8-17(2,22)18(23,16(12)14)7-4-3-5-15(20)21/h3-8,12-14,16,19,22-23H,9-11H2,1-2H3,(H,20,21)/b5-3+,7-4+/t12-,13+,14+,16+,17-,18+/m1/s1
AuxInfo	1/1/N:16,17,3,5,4,1,6,2,9,8,18,13,12,10,7,11,14,15,23,19,20,21,22/E:(20,21)/F:16,17,3,5,4,1,6,2,9,8,18,13,12,10,7,11,14,15,23,20,19,21,22/rA:49cCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;w3;s3;w5;s4;;;s1s8;s10;s8s9;s9s11;s2;s6s11s14;s13;s14;s12;d7;s7;s14;s15;s18;s1;s2;s3;s4;s5;s6;s8;s8;s9;s9;s10;s11;s12;s13;s16;s16;s16;s17;s17;s17;s18;s18;s20;s21;s22;s23;/rC:-2.6069,-.5,0;-3.4748,-.0022,0;-4.0384,4.5549,0;-3.6982,5.4952,0;-3.3942,3.7901,0;-3.7344,2.8497,0;-4.3425,6.26,0;-.871,-.5011,0;-.0013,1.0057,0;-1.7377,-.0022,0;-1.739,1.0035,0;;-.8736,1.5102,0;-3.4748,1.0035,0;-2.6069,1.5113,0;.2492,2.8525,0;-5.1976,.6963,0;1.7233,.3045,0;-5.3269,6.0845,0;-4.0023,7.2004,0;-3.8204,1.9419,0;-1.4794,2.8497,0;2.7081,.4785,0;-2.6071,-1,0;-3.9075,-.2528,0;-4.5307,4.4671,0;-3.206,5.583,0;-2.9019,3.8778,0;-4.2266,2.7619,0;-.5498,-.8843,0;-1.1923,-.8842,0;.1697,1.4755,0;.4912,.9192,0;-2.1704,.2483,0;-1.3051,.7551,0;.1707,-.4699,0;-1.1965,1.892,0;-.1343,3.1733,0;.6327,2.5317,0;.57,3.236,0;-5.1099,.2041,0;-5.2854,1.1885,0;-5.6899,.6085,0;1.6363,.7969,0;1.8103,-.1879,0;-4.3244,7.5828,0;-4.3132,2.0268,0;-1.6495,3.3199,0;2.8789,.9484,0;
Duplicates	CHEMBL5188861
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188861.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188861.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188861.sdf