CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11425 (9178)

Formula C₂₁H₂₉ClO₆S

MW 444.97

InChIKey KFUDFIMHDRJVLV-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 29

Number_Rings 2

Number_Bonds 59

Rotat_Bonds 16

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 1.29

logP 3.1244

PSA 132.52

MR 115.502

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -257.31171

PM7_Total_Energy_ev -5186.62735

PM7_Electronic_Energy_ev -47177.81014

PM7_Dipole_Debye 6.00531

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.831

PM7_LUMO_Energy_ev -0.277

PM7_COSMO_Area_square_ang 388.52

PM7_COSMO_Volue_cubic_ang 534.57

PM7_Electron_Affinity_ev 0.277

PM7_Ionization_Energy_ev 8.831

PM7_Energy_Gap_ev 8.554

PM7_Global_Hardness_ev 4.277

PM7_Global_Softness_ev 0.23380874444704233

PM7_Chemical_Potential_ev -4.554

PM7_Electronigativity_ev 4.554

PM7_Back_Donation_Energy_ev -1.06925

PM7_Electrophilicity_ev 2.4244699555763387

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

SMILES c1cc(cc(c1)Cl)OCC(CSC2C(C(CC2O)O)CC=CCCCC(=O)O)O

Canonical_SMILES O[C@H](COc1cccc(c1)Cl)CS[C@@H]1[C@@H](O)C[C@H]([C@H]1C/C=CCCCC(=O)O)O

InChI 1/C21H29ClO6S/c22-14-6-5-7-16(10-14)28-12-15(23)13-29-21-17(18(24)11-19(21)25)8-3-1-2-4-9-20(26)27/h1,3,5-7,10,15,17-19,21,23-25H,2,4,8-9,11-13H2,(H,26,27)/f/h26H

InChI_3D 1S/C21H29ClO6S/c22-14-6-5-7-16(10-14)28-12-15(23)13-29-21-17(18(24)11-19(21)25)8-3-1-2-4-9-20(26)27/h1,3,5-7,10,15,17-19,21,23-25H,2,4,8-9,11-13H2,(H,26,27)/b3-1-/t15-,17-,18-,19+,21+/m1/s1

AuxInfo 1/1/N:8,16,7,18,1,3,2,15,17,4,10,19,20,6,21,5,11,12,13,9,14,29,26,24,25,22,23,27,28/E:(26,27)/F:8,16,7,18,1,3,2,15,17,4,10,19,20,6,21,5,11,12,13,9,14,29,26,24,25,23,22,27,28/rA:58cCCCCCCCCCCCCCCCCCCCCCOOOOOOSClHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;w7;;;;s10s11;s10;s11s13;s7s11;s8;s9;s16s17;;;s19s20;d9;s9;s12;s13;s21;s5s19;s14s20;s6;s1;s2;s3;s4;s7;s8;s10;s10;s11;s12;s13;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s23;s24;s25;s26;/rC:-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;0,2.0104,0;5.4121,5.3726,0;5.6187,6.351,0;2.6425,9.0236,0;8.1162,2.0529,0;7.4582,3.5352,0;8.3275,3.032,0;7.1202,1.949,0;6.7166,2.864,0;6.1561,4.7045,0;4.8747,7.0192,0;3.3866,8.3555,0;4.1306,7.6873,0;2.5995,.495,0;4.333,1.4925,0;3.4663,.9937,0;2.8491,10.002,0;1.6919,8.7133,0;9.0422,4.6294,0;7.4811,.2367,0;2.9676,1.8605,0;1.7328,-.0038,0;5.1998,1.9912,0;0,3.0104,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;4.9368,5.2175,0;6.094,6.5062,0;8.6133,1.9995,0;8.1154,1.5529,0;7.7521,3.9398,0;8.8026,2.8763,0;6.6443,1.7958,0;6.4225,3.2684,0;6.4902,5.0765,0;5.8221,4.3325,0;4.5406,6.6472,0;5.2087,7.3912,0;3.7206,8.7275,0;3.0525,7.9834,0;3.7965,7.3153,0;4.4647,8.0593,0;2.8489,.0616,0;2.3502,.9284,0;4.0837,1.9258,0;4.5824,1.0591,0;3.7157,.5604,0;1.3199,9.0474,0;9.5395,4.6807,0;7.109,-.0973,0;2.4676,1.8612,0;

Duplicates DB11425

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11425.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11425.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11425.sdf

Formula	C₂₁H₂₉ClO₆S
MW	444.97
InChIKey	KFUDFIMHDRJVLV-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	29
Number_Rings	2
Number_Bonds	59
Rotat_Bonds	16
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	1.29
logP	3.1244
PSA	132.52
MR	115.502
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-257.31171
PM7_Total_Energy_ev	-5186.62735
PM7_Electronic_Energy_ev	-47177.81014
PM7_Dipole_Debye	6.00531
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.831
PM7_LUMO_Energy_ev	-0.277
PM7_COSMO_Area_square_ang	388.52
PM7_COSMO_Volue_cubic_ang	534.57
PM7_Electron_Affinity_ev	0.277
PM7_Ionization_Energy_ev	8.831
PM7_Energy_Gap_ev	8.554
PM7_Global_Hardness_ev	4.277
PM7_Global_Softness_ev	0.23380874444704233
PM7_Chemical_Potential_ev	-4.554
PM7_Electronigativity_ev	4.554
PM7_Back_Donation_Energy_ev	-1.06925
PM7_Electrophilicity_ev	2.4244699555763387
OPENEYE_Name	(~{Z})-7-[(1~{R},2~{S},3~{S},5~{R})-2-[(2~{R})-3-(3-chlorophenoxy)-2-hydroxy-propyl]sulfanyl-3,5-dihydroxy-cyclopentyl]hept-5-enoic acid
SMILES	c1cc(cc(c1)Cl)OCC(CSC2C(C(CC2O)O)CC=CCCCC(=O)O)O
Canonical_SMILES	O[C@H](COc1cccc(c1)Cl)CS[C@@H]1[C@@H](O)C[C@H]([C@H]1C/C=CCCCC(=O)O)O
InChI	1/C21H29ClO6S/c22-14-6-5-7-16(10-14)28-12-15(23)13-29-21-17(18(24)11-19(21)25)8-3-1-2-4-9-20(26)27/h1,3,5-7,10,15,17-19,21,23-25H,2,4,8-9,11-13H2,(H,26,27)/f/h26H
InChI_3D	1S/C21H29ClO6S/c22-14-6-5-7-16(10-14)28-12-15(23)13-29-21-17(18(24)11-19(21)25)8-3-1-2-4-9-20(26)27/h1,3,5-7,10,15,17-19,21,23-25H,2,4,8-9,11-13H2,(H,26,27)/b3-1-/t15-,17-,18-,19+,21+/m1/s1
AuxInfo	1/1/N:8,16,7,18,1,3,2,15,17,4,10,19,20,6,21,5,11,12,13,9,14,29,26,24,25,22,23,27,28/E:(26,27)/F:8,16,7,18,1,3,2,15,17,4,10,19,20,6,21,5,11,12,13,9,14,29,26,24,25,23,22,27,28/rA:58cCCCCCCCCCCCCCCCCCCCCCOOOOOOSClHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;w7;;;;s10s11;s10;s11s13;s7s11;s8;s9;s16s17;;;s19s20;d9;s9;s12;s13;s21;s5s19;s14s20;s6;s1;s2;s3;s4;s7;s8;s10;s10;s11;s12;s13;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s23;s24;s25;s26;/rC:-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;0,2.0104,0;5.4121,5.3726,0;5.6187,6.351,0;2.6425,9.0236,0;8.1162,2.0529,0;7.4582,3.5352,0;8.3275,3.032,0;7.1202,1.949,0;6.7166,2.864,0;6.1561,4.7045,0;4.8747,7.0192,0;3.3866,8.3555,0;4.1306,7.6873,0;2.5995,.495,0;4.333,1.4925,0;3.4663,.9937,0;2.8491,10.002,0;1.6919,8.7133,0;9.0422,4.6294,0;7.4811,.2367,0;2.9676,1.8605,0;1.7328,-.0038,0;5.1998,1.9912,0;0,3.0104,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;4.9368,5.2175,0;6.094,6.5062,0;8.6133,1.9995,0;8.1154,1.5529,0;7.7521,3.9398,0;8.8026,2.8763,0;6.6443,1.7958,0;6.4225,3.2684,0;6.4902,5.0765,0;5.8221,4.3325,0;4.5406,6.6472,0;5.2087,7.3912,0;3.7206,8.7275,0;3.0525,7.9834,0;3.7965,7.3153,0;4.4647,8.0593,0;2.8489,.0616,0;2.3502,.9284,0;4.0837,1.9258,0;4.5824,1.0591,0;3.7157,.5604,0;1.3199,9.0474,0;9.5395,4.6807,0;7.109,-.0973,0;2.4676,1.8612,0;
Duplicates	DB11425
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11425.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11425.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11425.sdf