CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186875_s0 (2528755)

Formula C₁₇H₂₂O₆

MW 322.36

InChIKey LKWOZOWQJWHQHW-PKSOQXRJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 23

Number_Rings 2

Number_Bonds 46

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 6

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP -0.74

logP 1.4813

PSA 100.9

MR 83.0756

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -254.0349

PM7_Total_Energy_ev -4157.55117

PM7_Electronic_Energy_ev -32704.38017

PM7_Dipole_Debye 3.52955

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.917

PM7_LUMO_Energy_ev -0.484

PM7_COSMO_Area_square_ang 316.45

PM7_COSMO_Volue_cubic_ang 391.84

PM7_Electron_Affinity_ev 0.484

PM7_Ionization_Energy_ev 9.917

PM7_Energy_Gap_ev 9.433

PM7_Global_Hardness_ev 4.7165

PM7_Global_Softness_ev 0.212021626205873

PM7_Chemical_Potential_ev -5.2005

PM7_Electronigativity_ev 5.2005

PM7_Back_Donation_Energy_ev -1.179125

PM7_Electrophilicity_ev 2.8670836690342414

OPENEYE_Name (2~{S})-2-[(3~{a}~{S},4~{R},5~{R},6~{R})-6-acetoxy-4-hydroxy-3,8-dimethyl-1-oxo-4,5,6,7-tetrahydro-3~{a}~{H}-azulen-5-yl]propanoic acid

SMILES C1=C(C2C(=C(CC(C(C2O)C(C(=O)O)C)OC(=O)C)C)C1=O)C

Canonical_SMILES CC(=O)O[C@@H]1CC(=C2[C@@H]([C@H]([C@H]1[C@@H](C(=O)O)C)O)C(=CC2=O)C)C

InChI 1/C17H22O6/c1-7-5-11(19)13-8(2)6-12(23-10(4)18)15(9(3)17(21)22)16(20)14(7)13/h5,9,12,14-16,20H,6H2,1-4H3,(H,21,22)/f/h21H

InChI_3D 1S/C17H22O6/c1-7-5-11(19)13-8(2)6-12(23-10(4)18)15(9(3)17(21)22)16(20)14(7)13/h5,9,12,14-16,20H,6H2,1-4H3,(H,21,22)/t9-,12+,14-,15-,16+/m0/s1

AuxInfo 1/1/N:13,14,16,15,1,8,3,4,17,6,5,11,2,9,10,12,7,19,18,22,20,21,23/E:(21,22)/F:13,14,16,15,1,8,3,4,17,6,5,11,2,9,10,12,7,19,18,22,21,20,23/rA:45cCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1s2;;;s4;s2s3;;s8s10;s9s10;s3;s4;s6;;s7s10s16;d5;d6;d7;s7;s12;s6s11;s1;s8;s8;s9;s10;s11;s12;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s21;s22;/rC:3.7428,.0008,0;2.1989,-.4923,0;3.1582,.8139,0;1.4131,-1.1217,0;3.15,-.8066,0;-.6315,-1.6128,0;-2.2518,1.5093,0;.434,-.9043,0;2.2003,.5077,0;.4318,.9084,0;;1.4123,1.1345,0;3.7071,2.4756,0;1.8094,-2.8262,0;-1.4128,-2.2369,0;-1.0574,2.2666,0;-1.2759,1.2908,0;3.4543,-1.7592,0;.2997,-1.9774,0;-2.5504,2.4636,0;-2.9289,.7734,0;.65,2.7097,0;-.7813,-.6241,0;4.2428,-.0017,0;.4357,-1.4043,0;-.0533,-1.0161,0;1.7498,.2908,0;.4302,1.4084,0;-.3918,.3106,0;1.8027,1.4469,0;3.2323,2.6324,0;4.1818,2.3188,0;3.8639,2.9504,0;2.2964,-2.713,0;1.3224,-2.9395,0;1.9226,-3.3133,0;-1.1008,-2.6276,0;-1.7249,-1.8463,0;-1.8035,-2.549,0;-1.5453,2.3759,0;-.5695,2.1574,0;-.9482,2.7545,0;-1.3852,.8029,0;-3.4168,.8827,0;.9309,3.1234,0;

Duplicates CHEMBL5186875_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186875_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186875_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186875_s0.sdf

Formula	C₁₇H₂₂O₆
MW	322.36
InChIKey	LKWOZOWQJWHQHW-PKSOQXRJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	23
Number_Rings	2
Number_Bonds	46
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	6
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	-0.74
logP	1.4813
PSA	100.9
MR	83.0756
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-254.0349
PM7_Total_Energy_ev	-4157.55117
PM7_Electronic_Energy_ev	-32704.38017
PM7_Dipole_Debye	3.52955
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.917
PM7_LUMO_Energy_ev	-0.484
PM7_COSMO_Area_square_ang	316.45
PM7_COSMO_Volue_cubic_ang	391.84
PM7_Electron_Affinity_ev	0.484
PM7_Ionization_Energy_ev	9.917
PM7_Energy_Gap_ev	9.433
PM7_Global_Hardness_ev	4.7165
PM7_Global_Softness_ev	0.212021626205873
PM7_Chemical_Potential_ev	-5.2005
PM7_Electronigativity_ev	5.2005
PM7_Back_Donation_Energy_ev	-1.179125
PM7_Electrophilicity_ev	2.8670836690342414
OPENEYE_Name	(2~{S})-2-[(3~{a}~{S},4~{R},5~{R},6~{R})-6-acetoxy-4-hydroxy-3,8-dimethyl-1-oxo-4,5,6,7-tetrahydro-3~{a}~{H}-azulen-5-yl]propanoic acid
SMILES	C1=C(C2C(=C(CC(C(C2O)C(C(=O)O)C)OC(=O)C)C)C1=O)C
Canonical_SMILES	CC(=O)O[C@@H]1CC(=C2[C@@H]([C@H]([C@H]1[C@@H](C(=O)O)C)O)C(=CC2=O)C)C
InChI	1/C17H22O6/c1-7-5-11(19)13-8(2)6-12(23-10(4)18)15(9(3)17(21)22)16(20)14(7)13/h5,9,12,14-16,20H,6H2,1-4H3,(H,21,22)/f/h21H
InChI_3D	1S/C17H22O6/c1-7-5-11(19)13-8(2)6-12(23-10(4)18)15(9(3)17(21)22)16(20)14(7)13/h5,9,12,14-16,20H,6H2,1-4H3,(H,21,22)/t9-,12+,14-,15-,16+/m0/s1
AuxInfo	1/1/N:13,14,16,15,1,8,3,4,17,6,5,11,2,9,10,12,7,19,18,22,20,21,23/E:(21,22)/F:13,14,16,15,1,8,3,4,17,6,5,11,2,9,10,12,7,19,18,22,21,20,23/rA:45cCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1s2;;;s4;s2s3;;s8s10;s9s10;s3;s4;s6;;s7s10s16;d5;d6;d7;s7;s12;s6s11;s1;s8;s8;s9;s10;s11;s12;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s21;s22;/rC:3.7428,.0008,0;2.1989,-.4923,0;3.1582,.8139,0;1.4131,-1.1217,0;3.15,-.8066,0;-.6315,-1.6128,0;-2.2518,1.5093,0;.434,-.9043,0;2.2003,.5077,0;.4318,.9084,0;;1.4123,1.1345,0;3.7071,2.4756,0;1.8094,-2.8262,0;-1.4128,-2.2369,0;-1.0574,2.2666,0;-1.2759,1.2908,0;3.4543,-1.7592,0;.2997,-1.9774,0;-2.5504,2.4636,0;-2.9289,.7734,0;.65,2.7097,0;-.7813,-.6241,0;4.2428,-.0017,0;.4357,-1.4043,0;-.0533,-1.0161,0;1.7498,.2908,0;.4302,1.4084,0;-.3918,.3106,0;1.8027,1.4469,0;3.2323,2.6324,0;4.1818,2.3188,0;3.8639,2.9504,0;2.2964,-2.713,0;1.3224,-2.9395,0;1.9226,-3.3133,0;-1.1008,-2.6276,0;-1.7249,-1.8463,0;-1.8035,-2.549,0;-1.5453,2.3759,0;-.5695,2.1574,0;-.9482,2.7545,0;-1.3852,.8029,0;-3.4168,.8827,0;.9309,3.1234,0;
Duplicates	CHEMBL5186875_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186875_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186875_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186875_s0.sdf