CompChem-Database: compound details

CompChem-Database: details for selected entry

DB05187 (5365)

Formula C₂₂H₂₄O₄S

MW 384.49

InChIKey AFLFKFHDSCQHOL-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 27

Number_Rings 2

Number_Bonds 52

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 4

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 4

Lipinski_Violations 1

XLogP3 0

XLogP 5.14

logP 5.1634

PSA 88.9

MR 110.624

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -123.28342

PM7_Total_Energy_ev -4384.06988

PM7_Electronic_Energy_ev -34162.28544

PM7_Dipole_Debye 5.99037

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.687

PM7_LUMO_Energy_ev -1.036

PM7_COSMO_Area_square_ang 409.05

PM7_COSMO_Volue_cubic_ang 473.84

PM7_Electron_Affinity_ev 1.036

PM7_Ionization_Energy_ev 8.687

PM7_Energy_Gap_ev 7.651

PM7_Global_Hardness_ev 3.8255

PM7_Global_Softness_ev 0.26140373807345446

PM7_Chemical_Potential_ev -4.8615

PM7_Electronigativity_ev 4.8615

PM7_Back_Donation_Energy_ev -0.956375

PM7_Electrophilicity_ev 3.089031793229643

OPENEYE_Name 2-[2,6-dimethyl-4-[(~{E})-3-(4-methylsulfanylphenyl)-3-oxo-prop-1-enyl]phenoxy]-2-methyl-propanoic acid

SMILES c1cc(ccc1C(=O)C=Cc2cc(c(c(c2)C)OC(C(=O)O)(C)C)C)SC

Canonical_SMILES CSc1ccc(cc1)C(=O)/C=C/c1cc(C)c(c(c1)C)OC(C(=O)O)(C)C

InChI 1/C22H24O4S/c1-14-12-16(13-15(2)20(14)26-22(3,4)21(24)25)6-11-19(23)17-7-9-18(27-5)10-8-17/h6-13H,1-5H3,(H,24,25)/f/h24H

InChI_3D 1S/C22H24O4S/c1-14-12-16(13-15(2)20(14)26-22(3,4)21(24)25)6-11-19(23)17-7-9-18(27-5)10-8-17/h6-13H,1-5H3,(H,24,25)/b11-6+

AuxInfo 1/1/N:17,18,19,20,21,13,1,2,3,4,14,5,6,9,10,8,7,12,15,11,16,22,23,24,25,26,27/E:(1,2)(3,4)(7,8)(9,10)(12,13)(14,15)(24,25)/F:17,18,19,20,21,13,1,2,3,4,14,5,6,9,10,8,7,12,15,11,16,22,23,25,24,26,27/E:(1,2)(3,4)(7,8)(9,10)(12,13)(14,15)/rA:51nCCCCCCCCCCCCCCCCCCCCCCOOOOSHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;d5s6;s5;d6;d9s10;s3d4;s8;w13;s7s14;;s9;s10;;;;s16s19s20;d15;d16;s16;s11s22;s12s21;s1;s2;s3;s4;s5;s6;s13;s14;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s25;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.7291,-4,0;-2.5966,-2.4975,0;;-1.7321,-3,0;-2.5997,-4.5026,0;-3.4672,-3.0001,0;-3.4731,-4.0052,0;0,2.0104,0;-.866,-2.5,0;-.866,-1.5,0;0,-1,0;-3.9887,-5.8802,0;-2.5967,-5.5026,0;-4.3317,-2.4975,0;-4.9887,-6.8802,0;-5.9887,-5.8802,0;-.866,3.5104,0;-4.9887,-5.8802,0;.866,-1.5,0;-3.4887,-5.0142,0;-3.4887,-6.7462,0;-4.9887,-4.8802,0;0,3.0104,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.2958,-4.2494,0;-2.5959,-1.9975,0;-.433,-2.75,0;-1.299,-1.25,0;-2.0967,-5.5011,0;-3.0967,-5.5041,0;-2.5953,-6.0026,0;-4.583,-2.9298,0;-4.0804,-2.0652,0;-4.764,-2.2462,0;-4.4887,-6.8802,0;-5.4887,-6.8802,0;-4.9887,-7.3802,0;-5.9887,-6.3802,0;-5.9887,-5.3802,0;-6.4887,-5.8802,0;-1.116,3.0774,0;-.616,3.9434,0;-1.299,3.7604,0;-3.7387,-7.1792,0;

Duplicates DB05187

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05187.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05187.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05187.sdf

Formula	C₂₂H₂₄O₄S
MW	384.49
InChIKey	AFLFKFHDSCQHOL-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	27
Number_Rings	2
Number_Bonds	52
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	4
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	4
Lipinski_Violations	1
XLogP3	0
XLogP	5.14
logP	5.1634
PSA	88.9
MR	110.624
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-123.28342
PM7_Total_Energy_ev	-4384.06988
PM7_Electronic_Energy_ev	-34162.28544
PM7_Dipole_Debye	5.99037
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.687
PM7_LUMO_Energy_ev	-1.036
PM7_COSMO_Area_square_ang	409.05
PM7_COSMO_Volue_cubic_ang	473.84
PM7_Electron_Affinity_ev	1.036
PM7_Ionization_Energy_ev	8.687
PM7_Energy_Gap_ev	7.651
PM7_Global_Hardness_ev	3.8255
PM7_Global_Softness_ev	0.26140373807345446
PM7_Chemical_Potential_ev	-4.8615
PM7_Electronigativity_ev	4.8615
PM7_Back_Donation_Energy_ev	-0.956375
PM7_Electrophilicity_ev	3.089031793229643
OPENEYE_Name	2-[2,6-dimethyl-4-[(~{E})-3-(4-methylsulfanylphenyl)-3-oxo-prop-1-enyl]phenoxy]-2-methyl-propanoic acid
SMILES	c1cc(ccc1C(=O)C=Cc2cc(c(c(c2)C)OC(C(=O)O)(C)C)C)SC
Canonical_SMILES	CSc1ccc(cc1)C(=O)/C=C/c1cc(C)c(c(c1)C)OC(C(=O)O)(C)C
InChI	1/C22H24O4S/c1-14-12-16(13-15(2)20(14)26-22(3,4)21(24)25)6-11-19(23)17-7-9-18(27-5)10-8-17/h6-13H,1-5H3,(H,24,25)/f/h24H
InChI_3D	1S/C22H24O4S/c1-14-12-16(13-15(2)20(14)26-22(3,4)21(24)25)6-11-19(23)17-7-9-18(27-5)10-8-17/h6-13H,1-5H3,(H,24,25)/b11-6+
AuxInfo	1/1/N:17,18,19,20,21,13,1,2,3,4,14,5,6,9,10,8,7,12,15,11,16,22,23,24,25,26,27/E:(1,2)(3,4)(7,8)(9,10)(12,13)(14,15)(24,25)/F:17,18,19,20,21,13,1,2,3,4,14,5,6,9,10,8,7,12,15,11,16,22,23,25,24,26,27/E:(1,2)(3,4)(7,8)(9,10)(12,13)(14,15)/rA:51nCCCCCCCCCCCCCCCCCCCCCCOOOOSHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;d5s6;s5;d6;d9s10;s3d4;s8;w13;s7s14;;s9;s10;;;;s16s19s20;d15;d16;s16;s11s22;s12s21;s1;s2;s3;s4;s5;s6;s13;s14;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s25;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.7291,-4,0;-2.5966,-2.4975,0;;-1.7321,-3,0;-2.5997,-4.5026,0;-3.4672,-3.0001,0;-3.4731,-4.0052,0;0,2.0104,0;-.866,-2.5,0;-.866,-1.5,0;0,-1,0;-3.9887,-5.8802,0;-2.5967,-5.5026,0;-4.3317,-2.4975,0;-4.9887,-6.8802,0;-5.9887,-5.8802,0;-.866,3.5104,0;-4.9887,-5.8802,0;.866,-1.5,0;-3.4887,-5.0142,0;-3.4887,-6.7462,0;-4.9887,-4.8802,0;0,3.0104,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.2958,-4.2494,0;-2.5959,-1.9975,0;-.433,-2.75,0;-1.299,-1.25,0;-2.0967,-5.5011,0;-3.0967,-5.5041,0;-2.5953,-6.0026,0;-4.583,-2.9298,0;-4.0804,-2.0652,0;-4.764,-2.2462,0;-4.4887,-6.8802,0;-5.4887,-6.8802,0;-4.9887,-7.3802,0;-5.9887,-6.3802,0;-5.9887,-5.3802,0;-6.4887,-5.8802,0;-1.116,3.0774,0;-.616,3.9434,0;-1.299,3.7604,0;-3.7387,-7.1792,0;
Duplicates	DB05187
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05187.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05187.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05187.sdf