CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11507 (9244)

Formula C₂₂H₂₉ClO₆

MW 424.92

InChIKey VJGGHXVGBSZVMZ-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 29

Number_Rings 2

Number_Bonds 59

Rotat_Bonds 15

Unbranched_Chain 6

Chiral_Centers 5

ONatoms 6

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 1.53

logP 3.195

PSA 107.22

MR 112.244

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -248.08319

PM7_Total_Energy_ev -5132.30314

PM7_Electronic_Energy_ev -45218.28498

PM7_Dipole_Debye 3.61276

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.575

PM7_LUMO_Energy_ev -0.345

PM7_COSMO_Area_square_ang 404.14

PM7_COSMO_Volue_cubic_ang 525.95

PM7_Electron_Affinity_ev 0.345

PM7_Ionization_Energy_ev 9.575

PM7_Energy_Gap_ev 9.23

PM7_Global_Hardness_ev 4.615

PM7_Global_Softness_ev 0.21668472372697725

PM7_Chemical_Potential_ev -4.96

PM7_Electronigativity_ev 4.96

PM7_Back_Donation_Energy_ev -1.15375

PM7_Electrophilicity_ev 2.6653954496208017

OPENEYE_Name (~{Z})-7-[(1~{R},2~{R},3~{R},5~{S})-2-[(~{E},3~{R})-4-(3-chlorophenoxy)-3-hydroxy-but-1-enyl]-3,5-dihydroxy-cyclopentyl]hept-5-enoic acid

SMILES c1cc(cc(c1)Cl)OCC(C=CC2C(C(CC2O)O)CC=CCCCC(=O)O)O

Canonical_SMILES OC(=O)CCC/C=CC[C@H]1[C@@H](O)C[C@H]([C@@H]1/C=C/[C@H](COc1cccc(c1)Cl)O)O

InChI 1/C22H29ClO6/c23-15-6-5-7-17(12-15)29-14-16(24)10-11-19-18(20(25)13-21(19)26)8-3-1-2-4-9-22(27)28/h1,3,5-7,10-12,16,18-21,24-26H,2,4,8-9,13-14H2,(H,27,28)/f/h27H

InChI_3D 1S/C22H29ClO6/c23-15-6-5-7-17(12-15)29-14-16(24)10-11-19-18(20(25)13-21(19)26)8-3-1-2-4-9-22(27)28/h1,3,5-7,10-12,16,18-21,24-26H,2,4,8-9,13-14H2,(H,27,28)/b3-1-,11-10+/t16-,18-,19-,20+,21-/m1/s1

AuxInfo 1/1/N:10,18,9,20,1,3,2,17,19,8,7,4,12,21,6,22,5,14,13,16,15,11,29,27,26,25,23,24,28/E:(27,28)/F:10,18,9,20,1,3,2,17,19,8,7,4,12,21,6,22,5,14,13,16,15,11,29,27,26,25,24,23,28/rA:58cCCCCCCCCCCCCCCCCCCCCCCOOOOOOClHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;w7;;w9;;;s7;s13;s12s13;s12s14;s9s14;s10;s11;s18s19;;s8s21;d11;s11;s15;s16;s22;s5s21;s6;s1;s2;s3;s4;s7;s8;s9;s10;s12;s12;s13;s14;s15;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s24;s25;s26;s27;/rC:-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;0,2.0104,0;4.3345,2.4925,0;4.333,1.4925,0;7.3707,.9808,0;8.3212,.6698,0;9.1446,-3.2445,0;5.8556,4.9871,0;5.8513,3.3653,0;6.8046,3.6719,0;5.2631,4.176,0;6.8049,4.6719,0;7.1649,1.9594,0;8.527,-.3088,0;8.9388,-2.2659,0;8.7329,-1.2874,0;2.5995,.495,0;3.4663,.9937,0;10.095,-3.5555,0;8.4001,-3.9121,0;3.9649,5.3496,0;8.5449,4.4849,0;3.965,.127,0;1.7328,-.0038,0;0,3.0104,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.9018,2.7431,0;4.7657,1.2418,0;6.9985,.647,0;8.6934,1.0036,0;6.0614,5.4428,0;5.4236,5.2388,0;6.0537,2.9081,0;7.3019,3.7236,0;4.8911,3.8419,0;6.911,5.1605,0;7.6542,2.0623,0;6.6756,1.8564,0;8.0377,-.4117,0;9.0163,-.2059,0;9.428,-2.163,0;8.4495,-2.3689,0;8.2436,-1.3903,0;9.2222,-1.1844,0;2.8489,.0616,0;2.3502,.9284,0;3.2169,1.4271,0;8.503,-4.4014,0;3.4891,5.196,0;8.8398,4.8887,0;4.465,.1263,0;

Duplicates DB11507

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11507.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11507.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11507.sdf

Formula	C₂₂H₂₉ClO₆
MW	424.92
InChIKey	VJGGHXVGBSZVMZ-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	29
Number_Rings	2
Number_Bonds	59
Rotat_Bonds	15
Unbranched_Chain	6
Chiral_Centers	5
ONatoms	6
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	1.53
logP	3.195
PSA	107.22
MR	112.244
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-248.08319
PM7_Total_Energy_ev	-5132.30314
PM7_Electronic_Energy_ev	-45218.28498
PM7_Dipole_Debye	3.61276
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.575
PM7_LUMO_Energy_ev	-0.345
PM7_COSMO_Area_square_ang	404.14
PM7_COSMO_Volue_cubic_ang	525.95
PM7_Electron_Affinity_ev	0.345
PM7_Ionization_Energy_ev	9.575
PM7_Energy_Gap_ev	9.23
PM7_Global_Hardness_ev	4.615
PM7_Global_Softness_ev	0.21668472372697725
PM7_Chemical_Potential_ev	-4.96
PM7_Electronigativity_ev	4.96
PM7_Back_Donation_Energy_ev	-1.15375
PM7_Electrophilicity_ev	2.6653954496208017
OPENEYE_Name	(~{Z})-7-[(1~{R},2~{R},3~{R},5~{S})-2-[(~{E},3~{R})-4-(3-chlorophenoxy)-3-hydroxy-but-1-enyl]-3,5-dihydroxy-cyclopentyl]hept-5-enoic acid
SMILES	c1cc(cc(c1)Cl)OCC(C=CC2C(C(CC2O)O)CC=CCCCC(=O)O)O
Canonical_SMILES	OC(=O)CCC/C=CC[C@H]1[C@@H](O)C[C@H]([C@@H]1/C=C/[C@H](COc1cccc(c1)Cl)O)O
InChI	1/C22H29ClO6/c23-15-6-5-7-17(12-15)29-14-16(24)10-11-19-18(20(25)13-21(19)26)8-3-1-2-4-9-22(27)28/h1,3,5-7,10-12,16,18-21,24-26H,2,4,8-9,13-14H2,(H,27,28)/f/h27H
InChI_3D	1S/C22H29ClO6/c23-15-6-5-7-17(12-15)29-14-16(24)10-11-19-18(20(25)13-21(19)26)8-3-1-2-4-9-22(27)28/h1,3,5-7,10-12,16,18-21,24-26H,2,4,8-9,13-14H2,(H,27,28)/b3-1-,11-10+/t16-,18-,19-,20+,21-/m1/s1
AuxInfo	1/1/N:10,18,9,20,1,3,2,17,19,8,7,4,12,21,6,22,5,14,13,16,15,11,29,27,26,25,23,24,28/E:(27,28)/F:10,18,9,20,1,3,2,17,19,8,7,4,12,21,6,22,5,14,13,16,15,11,29,27,26,25,24,23,28/rA:58cCCCCCCCCCCCCCCCCCCCCCCOOOOOOClHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;w7;;w9;;;s7;s13;s12s13;s12s14;s9s14;s10;s11;s18s19;;s8s21;d11;s11;s15;s16;s22;s5s21;s6;s1;s2;s3;s4;s7;s8;s9;s10;s12;s12;s13;s14;s15;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s24;s25;s26;s27;/rC:-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;0,2.0104,0;4.3345,2.4925,0;4.333,1.4925,0;7.3707,.9808,0;8.3212,.6698,0;9.1446,-3.2445,0;5.8556,4.9871,0;5.8513,3.3653,0;6.8046,3.6719,0;5.2631,4.176,0;6.8049,4.6719,0;7.1649,1.9594,0;8.527,-.3088,0;8.9388,-2.2659,0;8.7329,-1.2874,0;2.5995,.495,0;3.4663,.9937,0;10.095,-3.5555,0;8.4001,-3.9121,0;3.9649,5.3496,0;8.5449,4.4849,0;3.965,.127,0;1.7328,-.0038,0;0,3.0104,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.9018,2.7431,0;4.7657,1.2418,0;6.9985,.647,0;8.6934,1.0036,0;6.0614,5.4428,0;5.4236,5.2388,0;6.0537,2.9081,0;7.3019,3.7236,0;4.8911,3.8419,0;6.911,5.1605,0;7.6542,2.0623,0;6.6756,1.8564,0;8.0377,-.4117,0;9.0163,-.2059,0;9.428,-2.163,0;8.4495,-2.3689,0;8.2436,-1.3903,0;9.2222,-1.1844,0;2.8489,.0616,0;2.3502,.9284,0;3.2169,1.4271,0;8.503,-4.4014,0;3.4891,5.196,0;8.8398,4.8887,0;4.465,.1263,0;
Duplicates	DB11507
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11507.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11507.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11507.sdf