CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11698 (9401)

Formula C₂₁H₂₁FO₅S

MW 404.45

InChIKey AHFWIQIYAXSLBA-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 5

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.45

logP 2.1461

PSA 118.39

MR 103.855

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -198.77261

PM7_Total_Energy_ev -4981.25608

PM7_Electronic_Energy_ev -38970.15869

PM7_Dipole_Debye 3.24302

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.509

PM7_LUMO_Energy_ev -0.605

PM7_COSMO_Area_square_ang 396.9

PM7_COSMO_Volue_cubic_ang 461.25

PM7_Electron_Affinity_ev 0.605

PM7_Ionization_Energy_ev 8.509

PM7_Energy_Gap_ev 7.904

PM7_Global_Hardness_ev 3.952

PM7_Global_Softness_ev 0.25303643724696356

PM7_Chemical_Potential_ev -4.557

PM7_Electronigativity_ev 4.557

PM7_Back_Donation_Energy_ev -0.988

PM7_Electrophilicity_ev 2.62730883097166

OPENEYE_Name (2~{S},3~{R},4~{R},5~{S},6~{R})-2-[3-(benzothiophen-2-ylmethyl)-4-fluoro-phenyl]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

SMILES c1ccc2c(c1)cc(s2)Cc3cc(ccc3F)C4C(C(C(C(O4)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](c2ccc(c(c2)Cc2cc3c(s2)cccc3)F)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C21H21FO5S/c22-15-6-5-12(21-20(26)19(25)18(24)16(10-23)27-21)7-13(15)9-14-8-11-3-1-2-4-17(11)28-14/h1-8,16,18-21,23-26H,9-10H2

InChI_3D 1S/C21H21FO5S/c22-15-6-5-12(21-20(26)19(25)18(24)16(10-23)27-21)7-13(15)9-14-8-11-3-1-2-4-17(11)28-14/h1-8,16,18-21,23-26H,9-10H2/t16-,18-,19+,20-,21+/m1/s1

AuxInfo 1/0/N:1,2,3,6,4,5,8,7,20,21,9,10,11,14,12,19,13,18,17,16,15,27,26,25,24,23,22,28/rA:49cCCCCCCCCCCCCCCCCCCCCCOOOOOFSHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;;;d3s7;s4d8;s8;s5d11;d6s9;d7;s10;s15;s16;s17;s18;s11s14;s19;s15s19;s16;s17;s18;s21;s12;s13s14;s1;s2;s3;s4;s5;s6;s7;s8;s15;s16;s17;s18;s19;s20;s20;s21;s21;s23;s24;s25;s26;/rC:;0,1.0058,0;.868,-.4978,0;7.2909,.5115,0;6.791,-.3606,0;.868,1.5138,0;2.6938,-.3125,0;5.7858,1.3745,0;1.736,-.0012,0;6.7858,1.3746,0;5.2858,.5024,0;5.7859,-.3695,0;1.736,1.0058,0;3.2858,.5023,0;7.2832,2.2421,0;8.0538,2.8875,0;7.8782,3.872,0;6.9398,4.2176,0;6.1692,3.5722,0;4.2858,.5024,0;4.5218,2.9817,0;6.337,2.5812,0;8.9289,1.372,0;8.1854,5.5948,0;5.6014,5.345,0;3.5805,2.6442,0;5.2885,-1.237,0;2.6938,1.3169,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;7.7909,.5137,0;7.0435,-.7921,0;.868,2.0138,0;2.8483,-.788,0;5.5351,1.8071,0;7.6666,1.9211,0;8.5235,3.059,0;8.3782,3.872,0;7.1911,4.6499,0;5.9204,4.0059,0;4.2858,.0024,0;4.2858,1.0024,0;4.6906,2.511,0;4.3531,3.4523,0;9.4289,1.372,0;8.6555,5.765,0;5.6891,5.8373,0;3.4913,2.1522,0;

Duplicates DB11698

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11698.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11698.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11698.sdf

Formula	C₂₁H₂₁FO₅S
MW	404.45
InChIKey	AHFWIQIYAXSLBA-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	5
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.45
logP	2.1461
PSA	118.39
MR	103.855
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-198.77261
PM7_Total_Energy_ev	-4981.25608
PM7_Electronic_Energy_ev	-38970.15869
PM7_Dipole_Debye	3.24302
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.509
PM7_LUMO_Energy_ev	-0.605
PM7_COSMO_Area_square_ang	396.9
PM7_COSMO_Volue_cubic_ang	461.25
PM7_Electron_Affinity_ev	0.605
PM7_Ionization_Energy_ev	8.509
PM7_Energy_Gap_ev	7.904
PM7_Global_Hardness_ev	3.952
PM7_Global_Softness_ev	0.25303643724696356
PM7_Chemical_Potential_ev	-4.557
PM7_Electronigativity_ev	4.557
PM7_Back_Donation_Energy_ev	-0.988
PM7_Electrophilicity_ev	2.62730883097166
OPENEYE_Name	(2~{S},3~{R},4~{R},5~{S},6~{R})-2-[3-(benzothiophen-2-ylmethyl)-4-fluoro-phenyl]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
SMILES	c1ccc2c(c1)cc(s2)Cc3cc(ccc3F)C4C(C(C(C(O4)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](c2ccc(c(c2)Cc2cc3c(s2)cccc3)F)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H21FO5S/c22-15-6-5-12(21-20(26)19(25)18(24)16(10-23)27-21)7-13(15)9-14-8-11-3-1-2-4-17(11)28-14/h1-8,16,18-21,23-26H,9-10H2
InChI_3D	1S/C21H21FO5S/c22-15-6-5-12(21-20(26)19(25)18(24)16(10-23)27-21)7-13(15)9-14-8-11-3-1-2-4-17(11)28-14/h1-8,16,18-21,23-26H,9-10H2/t16-,18-,19+,20-,21+/m1/s1
AuxInfo	1/0/N:1,2,3,6,4,5,8,7,20,21,9,10,11,14,12,19,13,18,17,16,15,27,26,25,24,23,22,28/rA:49cCCCCCCCCCCCCCCCCCCCCCOOOOOFSHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;;;d3s7;s4d8;s8;s5d11;d6s9;d7;s10;s15;s16;s17;s18;s11s14;s19;s15s19;s16;s17;s18;s21;s12;s13s14;s1;s2;s3;s4;s5;s6;s7;s8;s15;s16;s17;s18;s19;s20;s20;s21;s21;s23;s24;s25;s26;/rC:;0,1.0058,0;.868,-.4978,0;7.2909,.5115,0;6.791,-.3606,0;.868,1.5138,0;2.6938,-.3125,0;5.7858,1.3745,0;1.736,-.0012,0;6.7858,1.3746,0;5.2858,.5024,0;5.7859,-.3695,0;1.736,1.0058,0;3.2858,.5023,0;7.2832,2.2421,0;8.0538,2.8875,0;7.8782,3.872,0;6.9398,4.2176,0;6.1692,3.5722,0;4.2858,.5024,0;4.5218,2.9817,0;6.337,2.5812,0;8.9289,1.372,0;8.1854,5.5948,0;5.6014,5.345,0;3.5805,2.6442,0;5.2885,-1.237,0;2.6938,1.3169,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;7.7909,.5137,0;7.0435,-.7921,0;.868,2.0138,0;2.8483,-.788,0;5.5351,1.8071,0;7.6666,1.9211,0;8.5235,3.059,0;8.3782,3.872,0;7.1911,4.6499,0;5.9204,4.0059,0;4.2858,.0024,0;4.2858,1.0024,0;4.6906,2.511,0;4.3531,3.4523,0;9.4289,1.372,0;8.6555,5.765,0;5.6891,5.8373,0;3.4913,2.1522,0;
Duplicates	DB11698
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11698.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11698.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11698.sdf