CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12713 (10498)

Formula C₂₁H₂₅ClO₅S

MW 424.94

InChIKey QKDRXGFQVGOQKS-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 9

Unbranched_Chain 3

Chiral_Centers 5

ONatoms 5

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.49

logP 3.1726

PSA 104.45

MR 111.252

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -181.14985

PM7_Total_Energy_ev -4836.7295

PM7_Electronic_Energy_ev -39908.49729

PM7_Dipole_Debye 1.67003

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.734

PM7_LUMO_Energy_ev -0.292

PM7_COSMO_Area_square_ang 421.96

PM7_COSMO_Volue_cubic_ang 487.73

PM7_Electron_Affinity_ev 0.292

PM7_Ionization_Energy_ev 8.734

PM7_Energy_Gap_ev 8.442

PM7_Global_Hardness_ev 4.221

PM7_Global_Softness_ev 0.2369106846718787

PM7_Chemical_Potential_ev -4.513

PM7_Electronigativity_ev 4.513

PM7_Back_Donation_Energy_ev -1.05525

PM7_Electrophilicity_ev 2.4125999763089316

OPENEYE_Name (2~{S},3~{R},4~{R},5~{S},6~{R})-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-methylsulfanyl-tetrahydropyran-3,4,5-triol

SMILES c1cc(c(cc1C2C(C(C(C(O2)SC)O)O)O)Cc3ccc(cc3)OCC)Cl

Canonical_SMILES CCOc1ccc(cc1)Cc1cc(ccc1Cl)[C@@H]1O[C@H](SC)[C@H]([C@@H]([C@H]1O)O)O

InChI 1/C21H25ClO5S/c1-3-26-15-7-4-12(5-8-15)10-14-11-13(6-9-16(14)22)20-18(24)17(23)19(25)21(27-20)28-2/h4-9,11,17-21,23-25H,3,10H2,1-2H3

InChI_3D 1S/C21H25ClO5S/c1-3-26-15-7-4-12(5-8-15)10-14-11-13(6-9-16(14)22)20-18(24)17(23)19(25)21(27-20)28-2/h4-9,11,17-21,23-25H,3,10H2,1-2H3/t17-,18-,19+,20+,21-/m1/s1

AuxInfo 1/0/N:18,19,21,2,3,1,4,5,6,20,7,9,8,10,11,12,15,14,16,13,17,28,24,23,25,26,22,27/E:(4,5)(7,8)/rA:53cCCCCCCCCCCCCCCCCCCCCCOOOOOSClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;d1;;s1d7;s2d3;s7;s4d5;s6d10;s8;s13;s14;s15;s16;;;s9s10;s18;s13s17;s14;s15;s16;s11s21;s17s19;s12;s1;s2;s3;s4;s5;s6;s7;s13;s14;s15;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s23;s24;s25;/rC:-3.2324,1.9621,0;-5.5766,-1.9808,0;-3.9434,-2.5662,0;-5.9158,-2.9271,0;-4.2825,-3.5125,0;-4.222,1.7856,0;-2.9278,.254,0;-2.5903,1.1954,0;-4.5921,-1.8052,0;-3.9173,.0776,0;-5.2704,-3.6977,0;-4.5695,.8424,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-7.5757,-4.996,0;1.8182,4.0831,0;-4.2547,-.8638,0;-6.5918,-4.8175,0;0,2.0104,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;-5.6078,-4.6391,0;1.4725,3.1448,0;-5.5539,.6668,0;-3.0616,2.432,0;-5.8993,-1.5989,0;-3.4515,-2.4762,0;-6.408,-3.0149,0;-3.9581,-3.8929,0;-4.543,2.1689,0;-2.6051,-.1279,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-7.665,-4.5041,0;-7.4865,-5.488,0;-8.0677,-5.0853,0;2.2874,3.9103,0;1.349,4.256,0;1.9911,4.5523,0;-3.7841,-1.0325,0;-4.7254,-.6951,0;-6.5025,-5.3095,0;-6.681,-4.3256,0;-1.1407,-1.5305,0;.9521,-1.8113,0;2.9122,.4164,0;

Duplicates DB12713

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12713.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12713.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12713.sdf

Formula	C₂₁H₂₅ClO₅S
MW	424.94
InChIKey	QKDRXGFQVGOQKS-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	9
Unbranched_Chain	3
Chiral_Centers	5
ONatoms	5
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.49
logP	3.1726
PSA	104.45
MR	111.252
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-181.14985
PM7_Total_Energy_ev	-4836.7295
PM7_Electronic_Energy_ev	-39908.49729
PM7_Dipole_Debye	1.67003
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.734
PM7_LUMO_Energy_ev	-0.292
PM7_COSMO_Area_square_ang	421.96
PM7_COSMO_Volue_cubic_ang	487.73
PM7_Electron_Affinity_ev	0.292
PM7_Ionization_Energy_ev	8.734
PM7_Energy_Gap_ev	8.442
PM7_Global_Hardness_ev	4.221
PM7_Global_Softness_ev	0.2369106846718787
PM7_Chemical_Potential_ev	-4.513
PM7_Electronigativity_ev	4.513
PM7_Back_Donation_Energy_ev	-1.05525
PM7_Electrophilicity_ev	2.4125999763089316
OPENEYE_Name	(2~{S},3~{R},4~{R},5~{S},6~{R})-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-methylsulfanyl-tetrahydropyran-3,4,5-triol
SMILES	c1cc(c(cc1C2C(C(C(C(O2)SC)O)O)O)Cc3ccc(cc3)OCC)Cl
Canonical_SMILES	CCOc1ccc(cc1)Cc1cc(ccc1Cl)[C@@H]1O[C@H](SC)[C@H]([C@@H]([C@H]1O)O)O
InChI	1/C21H25ClO5S/c1-3-26-15-7-4-12(5-8-15)10-14-11-13(6-9-16(14)22)20-18(24)17(23)19(25)21(27-20)28-2/h4-9,11,17-21,23-25H,3,10H2,1-2H3
InChI_3D	1S/C21H25ClO5S/c1-3-26-15-7-4-12(5-8-15)10-14-11-13(6-9-16(14)22)20-18(24)17(23)19(25)21(27-20)28-2/h4-9,11,17-21,23-25H,3,10H2,1-2H3/t17-,18-,19+,20+,21-/m1/s1
AuxInfo	1/0/N:18,19,21,2,3,1,4,5,6,20,7,9,8,10,11,12,15,14,16,13,17,28,24,23,25,26,22,27/E:(4,5)(7,8)/rA:53cCCCCCCCCCCCCCCCCCCCCCOOOOOSClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;d1;;s1d7;s2d3;s7;s4d5;s6d10;s8;s13;s14;s15;s16;;;s9s10;s18;s13s17;s14;s15;s16;s11s21;s17s19;s12;s1;s2;s3;s4;s5;s6;s7;s13;s14;s15;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s23;s24;s25;/rC:-3.2324,1.9621,0;-5.5766,-1.9808,0;-3.9434,-2.5662,0;-5.9158,-2.9271,0;-4.2825,-3.5125,0;-4.222,1.7856,0;-2.9278,.254,0;-2.5903,1.1954,0;-4.5921,-1.8052,0;-3.9173,.0776,0;-5.2704,-3.6977,0;-4.5695,.8424,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-7.5757,-4.996,0;1.8182,4.0831,0;-4.2547,-.8638,0;-6.5918,-4.8175,0;0,2.0104,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;-5.6078,-4.6391,0;1.4725,3.1448,0;-5.5539,.6668,0;-3.0616,2.432,0;-5.8993,-1.5989,0;-3.4515,-2.4762,0;-6.408,-3.0149,0;-3.9581,-3.8929,0;-4.543,2.1689,0;-2.6051,-.1279,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-7.665,-4.5041,0;-7.4865,-5.488,0;-8.0677,-5.0853,0;2.2874,3.9103,0;1.349,4.256,0;1.9911,4.5523,0;-3.7841,-1.0325,0;-4.7254,-.6951,0;-6.5025,-5.3095,0;-6.681,-4.3256,0;-1.1407,-1.5305,0;.9521,-1.8113,0;2.9122,.4164,0;
Duplicates	DB12713
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12713.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12713.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12713.sdf