CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11454 (9205)

Formula C₂₂H₃₆O₅

MW 380.52

InChIKey GNIYHUSSKSFYBD-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 27

Number_Rings 1

Number_Bonds 63

Rotat_Bonds 15

Unbranched_Chain 6

Chiral_Centers 5

ONatoms 5

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 4.89

logP 3.2864

PSA 86.99

MR 108.32

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -218.87938

PM7_Total_Energy_ev -4664.5121

PM7_Electronic_Energy_ev -41071.48374

PM7_Dipole_Debye 5.37751

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.297

PM7_LUMO_Energy_ev 0.478

PM7_COSMO_Area_square_ang 425.59

PM7_COSMO_Volue_cubic_ang 521.44

PM7_Electron_Affinity_ev -0.478

PM7_Ionization_Energy_ev 9.297

PM7_Energy_Gap_ev 9.775

PM7_Global_Hardness_ev 4.8875

PM7_Global_Softness_ev 0.20460358056265984

PM7_Chemical_Potential_ev -4.4095

PM7_Electronigativity_ev 4.4095

PM7_Back_Donation_Energy_ev -1.221875

PM7_Electrophilicity_ev 1.9891243222506394

OPENEYE_Name methyl 7-[(1~{R},2~{R},3~{R},5~{S})-3,5-dihydroxy-2-[(~{E},3~{R})-3-hydroxy-3-methyl-oct-1-enyl]cyclopentyl]hepta-4,5-dienoate

SMILES C(=CCC1C(C(CC1O)O)C=CC(C)(CCCCC)O)=CCCC(=O)OC

Canonical_SMILES CCCCC[C@](/C=C/[C@H]1[C@H](O)C[C@@H]([C@@H]1CC=C=CCCC(=O)OC)O)(O)C

InChI 1/C22H36O5/c1-4-5-10-14-22(2,26)15-13-18-17(19(23)16-20(18)24)11-8-6-7-9-12-21(25)27-3/h7-8,13,15,17-20,23-24,26H,4-5,9-12,14,16H2,1-3H3

InChI_3D 1S/C22H36O5/c1-4-5-10-14-22(2,26)15-13-18-17(19(23)16-20(18)24)11-8-6-7-9-12-21(25)27-3/h7-8,13,15,17-20,23-24,26H,4-5,9-12,14,16H2,1-3H3/b15-13+/t6-,17-,18-,19+,20-,22-/m1/s1

AuxInfo 1/0/N:12,13,14,18,19,1,3,2,16,20,15,17,4,21,5,7,9,8,11,10,6,22,25,24,23,26,27/rA:63cCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;d1;;w4;;;s4;s8;s7s8;s7s9;;;;s2s9;s3;s6s16;s12;s18;s19;s20;s5s13s21;d6;s10;s11;s22;s6s14;s2;s3;s4;s5;s7;s7;s8;s9;s10;s11;s12;s12;s12;s13;s13;s13;s14;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s24;s25;s26;/rC:-1.5259,-3.3223,0;-.7164,-2.7352,0;-2.3354,-3.9093,0;.9778,-.2094,0;1.6481,.5327,0;-2.0245,-6.8932,0;-.5007,1.5426,0;;-1.0014,0,0;.3117,.9519,0;-1.3079,.9519,0;3.6729,5.2125,0;2.4165,-.6545,0;-1.0077,-8.2953,0;-.82,-1.7406,0;-2.2318,-4.9039,0;-2.1281,-5.8986,0;3.4635,4.2346,0;3.2541,3.2568,0;3.0447,2.279,0;2.8353,1.3011,0;2.6259,.3233,0;-2.834,-7.4802,0;1.1882,2.4666,0;-2.9071,.2411,0;3.6038,.1139,0;-1.1113,-7.3007,0;-.2598,-2.939,0;-2.792,-3.7056,0;1.1316,-.6852,0;1.4943,1.0085,0;-.8361,1.9134,0;-.1665,1.9145,0;-.0526,-.4972,0;-1.4907,-.1031,0;.7681,.7478,0;-1.5585,1.3846,0;4.1619,5.1078,0;3.184,5.3172,0;3.7776,5.7014,0;1.9276,-.5498,0;2.9054,-.7592,0;2.3118,-1.1434,0;-.5104,-8.2435,0;-1.505,-8.3472,0;-.9558,-8.7926,0;-1.3173,-1.7924,0;-.3227,-1.6888,0;-1.7345,-4.8521,0;-2.7291,-4.9558,0;-2.6255,-5.9504,0;-1.6308,-5.8467,0;2.9746,4.3393,0;3.9524,4.1299,0;2.7652,3.3615,0;3.743,3.1521,0;2.5558,2.3837,0;3.5336,2.1743,0;2.3464,1.4058,0;3.3242,1.1964,0;.9387,2.8998,0;-3.3114,.5353,0;3.7575,-.3618,0;

Duplicates DB11454

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11454.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11454.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11454.sdf

Formula	C₂₂H₃₆O₅
MW	380.52
InChIKey	GNIYHUSSKSFYBD-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	27
Number_Rings	1
Number_Bonds	63
Rotat_Bonds	15
Unbranched_Chain	6
Chiral_Centers	5
ONatoms	5
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	4.89
logP	3.2864
PSA	86.99
MR	108.32
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-218.87938
PM7_Total_Energy_ev	-4664.5121
PM7_Electronic_Energy_ev	-41071.48374
PM7_Dipole_Debye	5.37751
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.297
PM7_LUMO_Energy_ev	0.478
PM7_COSMO_Area_square_ang	425.59
PM7_COSMO_Volue_cubic_ang	521.44
PM7_Electron_Affinity_ev	-0.478
PM7_Ionization_Energy_ev	9.297
PM7_Energy_Gap_ev	9.775
PM7_Global_Hardness_ev	4.8875
PM7_Global_Softness_ev	0.20460358056265984
PM7_Chemical_Potential_ev	-4.4095
PM7_Electronigativity_ev	4.4095
PM7_Back_Donation_Energy_ev	-1.221875
PM7_Electrophilicity_ev	1.9891243222506394
OPENEYE_Name	methyl 7-[(1~{R},2~{R},3~{R},5~{S})-3,5-dihydroxy-2-[(~{E},3~{R})-3-hydroxy-3-methyl-oct-1-enyl]cyclopentyl]hepta-4,5-dienoate
SMILES	C(=CCC1C(C(CC1O)O)C=CC(C)(CCCCC)O)=CCCC(=O)OC
Canonical_SMILES	CCCCC[C@](/C=C/[C@H]1[C@H](O)C[C@@H]([C@@H]1CC=C=CCCC(=O)OC)O)(O)C
InChI	1/C22H36O5/c1-4-5-10-14-22(2,26)15-13-18-17(19(23)16-20(18)24)11-8-6-7-9-12-21(25)27-3/h7-8,13,15,17-20,23-24,26H,4-5,9-12,14,16H2,1-3H3
InChI_3D	1S/C22H36O5/c1-4-5-10-14-22(2,26)15-13-18-17(19(23)16-20(18)24)11-8-6-7-9-12-21(25)27-3/h7-8,13,15,17-20,23-24,26H,4-5,9-12,14,16H2,1-3H3/b15-13+/t6-,17-,18-,19+,20-,22-/m1/s1
AuxInfo	1/0/N:12,13,14,18,19,1,3,2,16,20,15,17,4,21,5,7,9,8,11,10,6,22,25,24,23,26,27/rA:63cCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;d1;;w4;;;s4;s8;s7s8;s7s9;;;;s2s9;s3;s6s16;s12;s18;s19;s20;s5s13s21;d6;s10;s11;s22;s6s14;s2;s3;s4;s5;s7;s7;s8;s9;s10;s11;s12;s12;s12;s13;s13;s13;s14;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s24;s25;s26;/rC:-1.5259,-3.3223,0;-.7164,-2.7352,0;-2.3354,-3.9093,0;.9778,-.2094,0;1.6481,.5327,0;-2.0245,-6.8932,0;-.5007,1.5426,0;;-1.0014,0,0;.3117,.9519,0;-1.3079,.9519,0;3.6729,5.2125,0;2.4165,-.6545,0;-1.0077,-8.2953,0;-.82,-1.7406,0;-2.2318,-4.9039,0;-2.1281,-5.8986,0;3.4635,4.2346,0;3.2541,3.2568,0;3.0447,2.279,0;2.8353,1.3011,0;2.6259,.3233,0;-2.834,-7.4802,0;1.1882,2.4666,0;-2.9071,.2411,0;3.6038,.1139,0;-1.1113,-7.3007,0;-.2598,-2.939,0;-2.792,-3.7056,0;1.1316,-.6852,0;1.4943,1.0085,0;-.8361,1.9134,0;-.1665,1.9145,0;-.0526,-.4972,0;-1.4907,-.1031,0;.7681,.7478,0;-1.5585,1.3846,0;4.1619,5.1078,0;3.184,5.3172,0;3.7776,5.7014,0;1.9276,-.5498,0;2.9054,-.7592,0;2.3118,-1.1434,0;-.5104,-8.2435,0;-1.505,-8.3472,0;-.9558,-8.7926,0;-1.3173,-1.7924,0;-.3227,-1.6888,0;-1.7345,-4.8521,0;-2.7291,-4.9558,0;-2.6255,-5.9504,0;-1.6308,-5.8467,0;2.9746,4.3393,0;3.9524,4.1299,0;2.7652,3.3615,0;3.743,3.1521,0;2.5558,2.3837,0;3.5336,2.1743,0;2.3464,1.4058,0;3.3242,1.1964,0;.9387,2.8998,0;-3.3114,.5353,0;3.7575,-.3618,0;
Duplicates	DB11454
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11454.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11454.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11454.sdf