CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5195512 (2538241)

Formula C₁₈H₂₆O₃

MW 290.4

InChIKey GOCBZKGYSNLDLC-LILDFLRNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 21

Number_Rings 2

Number_Bonds 48

Rotat_Bonds 5

Unbranched_Chain 4

Chiral_Centers 6

ONatoms 3

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 3

Lipinski_Violations 0

XLogP3 0

XLogP 2.71

logP 3.4188

PSA 57.53

MR 85.9616

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -129.34396

PM7_Total_Energy_ev -3448.10408

PM7_Electronic_Energy_ev -26498.6771

PM7_Dipole_Debye 3.25124

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.6

PM7_LUMO_Energy_ev -0.703

PM7_COSMO_Area_square_ang 329.64

PM7_COSMO_Volue_cubic_ang 385.91

PM7_Electron_Affinity_ev 0.703

PM7_Ionization_Energy_ev 9.6

PM7_Energy_Gap_ev 8.897

PM7_Global_Hardness_ev 4.4485

PM7_Global_Softness_ev 0.22479487467685738

PM7_Chemical_Potential_ev -5.1515

PM7_Electronigativity_ev 5.1515

PM7_Back_Donation_Energy_ev -1.112125

PM7_Electrophilicity_ev 2.9827978251095875

OPENEYE_Name (2~{E},4~{E})-5-[(1~{S},2~{S},4~{a}~{R},6~{R},8~{S},8~{a}~{S})-8-hydroxy-2,6,8-trimethyl-2,4~{a},5,6,7,8~{a}-hexahydro-1~{H}-naphthalen-1-yl]penta-2,4-dienoic acid

SMILES C1=CC(C(C2C1CC(CC2(C)O)C)C=CC=CC(=O)O)C

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

InChI 1/C18H26O3/c1-12-10-14-9-8-13(2)15(6-4-5-7-16(19)20)17(14)18(3,21)11-12/h4-9,12-15,17,21H,10-11H2,1-3H3,(H,19,20)/f/h19H

InChI_3D 1S/C18H26O3/c1-12-10-14-9-8-13(2)15(6-4-5-7-16(19)20)17(14)18(3,21)11-12/h4-9,12-15,17,21H,10-11H2,1-3H3,(H,19,20)/b6-4+,7-5+/t12-,13+,14+,15+,17+,18+/m1/s1

AuxInfo 1/1/N:17,16,18,5,3,6,4,2,1,8,9,14,11,10,12,7,13,15,19,20,21/E:(19,20)/F:17,16,18,5,3,6,4,2,1,8,9,14,11,10,12,7,13,15,20,19,21/rA:47cCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;w3;s3;w5;s4;;;s1s8;s2;s6s11;s10s12;s8s9;s9s13;s11;s14;s15;d7;s7;s15;s1;s2;s3;s4;s5;s6;s8;s8;s9;s9;s10;s11;s12;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s20;s21;/rC:.8679,-1.5035,0;0,-1.0057,0;-.5636,3.5514,0;-.2234,4.4917,0;.0806,2.7866,0;-.2596,1.8462,0;-.8677,5.2565,0;2.6038,-1.5046,0;3.4735,.0022,0;1.7371,-1.0057,0;;.8679,.5078,0;1.7358,0,0;3.4748,-1.0035,0;2.6012,.5067,0;-.9845,-.1755,0;5.1981,-.699,0;1.9555,1.2703,0;-1.8521,5.081,0;-.5275,6.1969,0;3.724,1.849,0;.8677,-2.0035,0;-.4327,-1.2563,0;-1.0559,3.4636,0;.2688,4.5795,0;.5729,2.8743,0;-.7518,1.7584,0;2.925,-1.8878,0;2.2825,-1.8877,0;3.6445,.472,0;3.966,-.0843,0;1.3044,-.7552,0;-.1728,.4692,0;1.19,.8902,0;2.1697,-.2484,0;3.6455,-1.4734,0;-1.0722,.3167,0;-.8967,-.6678,0;-1.4767,-.2633,0;5.1111,-.2066,0;5.2851,-1.1914,0;5.6905,-.612,0;2.3373,1.5931,0;1.5737,.9474,0;1.6326,1.6521,0;-.8496,6.5793,0;3.5523,2.3186,0;

Duplicates CHEMBL5195512

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195512.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195512.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195512.sdf

Formula	C₁₈H₂₆O₃
MW	290.4
InChIKey	GOCBZKGYSNLDLC-LILDFLRNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	21
Number_Rings	2
Number_Bonds	48
Rotat_Bonds	5
Unbranched_Chain	4
Chiral_Centers	6
ONatoms	3
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	3
Lipinski_Violations	0
XLogP3	0
XLogP	2.71
logP	3.4188
PSA	57.53
MR	85.9616
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-129.34396
PM7_Total_Energy_ev	-3448.10408
PM7_Electronic_Energy_ev	-26498.6771
PM7_Dipole_Debye	3.25124
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.6
PM7_LUMO_Energy_ev	-0.703
PM7_COSMO_Area_square_ang	329.64
PM7_COSMO_Volue_cubic_ang	385.91
PM7_Electron_Affinity_ev	0.703
PM7_Ionization_Energy_ev	9.6
PM7_Energy_Gap_ev	8.897
PM7_Global_Hardness_ev	4.4485
PM7_Global_Softness_ev	0.22479487467685738
PM7_Chemical_Potential_ev	-5.1515
PM7_Electronigativity_ev	5.1515
PM7_Back_Donation_Energy_ev	-1.112125
PM7_Electrophilicity_ev	2.9827978251095875
OPENEYE_Name	(2~{E},4~{E})-5-[(1~{S},2~{S},4~{a}~{R},6~{R},8~{S},8~{a}~{S})-8-hydroxy-2,6,8-trimethyl-2,4~{a},5,6,7,8~{a}-hexahydro-1~{H}-naphthalen-1-yl]penta-2,4-dienoic acid
SMILES	C1=CC(C(C2C1CC(CC2(C)O)C)C=CC=CC(=O)O)C
Canonical_SMILES	C[C@@H]1C[C@@H]2C=C[C@@H]([C@@H]([C@H]2[C@@](C1)(C)O)/C=C/C=C/C(=O)O)C
InChI	1/C18H26O3/c1-12-10-14-9-8-13(2)15(6-4-5-7-16(19)20)17(14)18(3,21)11-12/h4-9,12-15,17,21H,10-11H2,1-3H3,(H,19,20)/f/h19H
InChI_3D	1S/C18H26O3/c1-12-10-14-9-8-13(2)15(6-4-5-7-16(19)20)17(14)18(3,21)11-12/h4-9,12-15,17,21H,10-11H2,1-3H3,(H,19,20)/b6-4+,7-5+/t12-,13+,14+,15+,17+,18+/m1/s1
AuxInfo	1/1/N:17,16,18,5,3,6,4,2,1,8,9,14,11,10,12,7,13,15,19,20,21/E:(19,20)/F:17,16,18,5,3,6,4,2,1,8,9,14,11,10,12,7,13,15,20,19,21/rA:47cCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;w3;s3;w5;s4;;;s1s8;s2;s6s11;s10s12;s8s9;s9s13;s11;s14;s15;d7;s7;s15;s1;s2;s3;s4;s5;s6;s8;s8;s9;s9;s10;s11;s12;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s20;s21;/rC:.8679,-1.5035,0;0,-1.0057,0;-.5636,3.5514,0;-.2234,4.4917,0;.0806,2.7866,0;-.2596,1.8462,0;-.8677,5.2565,0;2.6038,-1.5046,0;3.4735,.0022,0;1.7371,-1.0057,0;;.8679,.5078,0;1.7358,0,0;3.4748,-1.0035,0;2.6012,.5067,0;-.9845,-.1755,0;5.1981,-.699,0;1.9555,1.2703,0;-1.8521,5.081,0;-.5275,6.1969,0;3.724,1.849,0;.8677,-2.0035,0;-.4327,-1.2563,0;-1.0559,3.4636,0;.2688,4.5795,0;.5729,2.8743,0;-.7518,1.7584,0;2.925,-1.8878,0;2.2825,-1.8877,0;3.6445,.472,0;3.966,-.0843,0;1.3044,-.7552,0;-.1728,.4692,0;1.19,.8902,0;2.1697,-.2484,0;3.6455,-1.4734,0;-1.0722,.3167,0;-.8967,-.6678,0;-1.4767,-.2633,0;5.1111,-.2066,0;5.2851,-1.1914,0;5.6905,-.612,0;2.3373,1.5931,0;1.5737,.9474,0;1.6326,1.6521,0;-.8496,6.5793,0;3.5523,2.3186,0;
Duplicates	CHEMBL5195512
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195512.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195512.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195512.sdf