CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08108 (7655)

Formula C₂₃H₂₀N₂O₇S

MW 468.48

InChIKey PUHRQSFXADUGJW-SKKVRFOWNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 9

HB_Donor 3

HB_Acceptor 7

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -0.77

logP 4.35848

PSA 162.17

MR 118.309

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -198.8757

PM7_Total_Energy_ev -5710.6462

PM7_Electronic_Energy_ev -46982.79646

PM7_Dipole_Debye 5.18114

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.097

PM7_LUMO_Energy_ev -1.321

PM7_COSMO_Area_square_ang 437.7

PM7_COSMO_Volue_cubic_ang 532.71

PM7_Electron_Affinity_ev 1.321

PM7_Ionization_Energy_ev 9.097

PM7_Energy_Gap_ev 7.776

PM7_Global_Hardness_ev 3.888

PM7_Global_Softness_ev 0.257201646090535

PM7_Chemical_Potential_ev -5.209

PM7_Electronigativity_ev 5.209

PM7_Back_Donation_Energy_ev -0.972

PM7_Electrophilicity_ev 3.489413708847737

OPENEYE_Name (2~{R})-2-[[6-[(4-cyanophenyl)methoxy]-2-naphthyl]sulfonylamino]pentanedioic acid

SMILES C(#N)c1ccc(cc1)COc2ccc3cc(ccc3c2)S(=O)(=O)NC(C(=O)O)CCC(=O)O

Canonical_SMILES N#Cc1ccc(cc1)COc1ccc2c(c1)ccc(c2)S(=O)(=O)N[C@@H](C(=O)O)CCC(=O)O

InChI 1/C23H20N2O7S/c24-13-15-1-3-16(4-2-15)14-32-19-7-5-18-12-20(8-6-17(18)11-19)33(30,31)25-21(23(28)29)9-10-22(26)27/h1-8,11-12,21,25H,9-10,14H2,(H,26,27)(H,28,29)/f/h26,28H

InChI_3D 1S/C23H20N2O7S/c24-13-15-1-3-16(4-2-15)14-32-19-7-5-18-12-20(8-6-17(18)11-19)33(30,31)25-21(23(28)29)9-10-22(26)27/h1-8,11-12,21,25H,9-10,14H2,(H,26,27)(H,28,29)/t21-/m1/s1

AuxInfo 1/1/N:2,3,6,7,4,5,8,9,22,21,10,11,1,20,12,15,13,14,16,17,23,18,19,24,25,26,30,27,31,28,29,32,33/E:(1,2)(3,4)(26,27)(28,29)(30,31)/F:2,3,6,7,4,5,8,9,22,21,10,11,1,20,12,15,13,14,16,17,23,18,19,24,25,30,26,31,27,28,29,32,33/E:(1,2)(3,4)(30,31)/CRV:33.6/rA:53cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOSHHHHHHHHHHHHHHHHHHHH/rB:;;;;d2;s3;d4;d5;;;s1s2d3;s5s10;s4s11d13;s6d7;s8d10;s9d11;;;s15;s18;s21;s19s22;t1;s23;d18;d19;;;s18;s19;s16s20;s17s25d28d29;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s21;s21;s22;s22;s23;s25;s30;s31;/rC:-.8582,-5.5116,0;-1.7278,-4.0154,0;.0072,-4.0129,0;.8679,1.5135,0;2.6038,-.4989,0;-1.7293,-3.0102,0;.0057,-3.0077,0;0,1.0057,0;3.4748,.0022,0;.8679,-.4978,0;2.6012,1.5124,0;-.8596,-4.5116,0;1.7371,0,0;1.7358,1.0057,0;-.8625,-2.5012,0;;3.4735,1.0079,0;8.6699,.0093,0;6.5712,2.3748,0;-.8639,-1.5012,0;7.8038,.5091,0;6.9376,1.0088,0;6.0714,1.5086,0;-.8568,-6.5116,0;5.2053,2.0084,0;8.6702,-.9907,0;7.5712,2.375,0;3.8392,2.374,0;4.8396,.6422,0;9.5358,.5095,0;6.071,3.2406,0;-.8653,-.5012,0;4.3394,1.5081,0;-2.1601,-4.2666,0;.4402,-4.2629,0;.8679,2.0135,0;2.6037,-.9989,0;-2.1634,-2.7621,0;.4391,-2.7584,0;-.4337,1.2544,0;3.9078,-.2479,0;.8677,-.9978,0;2.5999,2.0124,0;-1.3639,-1.5019,0;-.3639,-1.5005,0;7.5539,.076,0;8.0536,.9421,0;6.6877,.5758,0;7.1875,1.4419,0;5.8216,1.0755,0;5.2051,2.5084,0;9.9689,.2596,0;6.3209,3.6737,0;

Duplicates DB08108

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08108.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08108.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08108.sdf

Formula	C₂₃H₂₀N₂O₇S
MW	468.48
InChIKey	PUHRQSFXADUGJW-SKKVRFOWNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	9
HB_Donor	3
HB_Acceptor	7
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-0.77
logP	4.35848
PSA	162.17
MR	118.309
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-198.8757
PM7_Total_Energy_ev	-5710.6462
PM7_Electronic_Energy_ev	-46982.79646
PM7_Dipole_Debye	5.18114
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.097
PM7_LUMO_Energy_ev	-1.321
PM7_COSMO_Area_square_ang	437.7
PM7_COSMO_Volue_cubic_ang	532.71
PM7_Electron_Affinity_ev	1.321
PM7_Ionization_Energy_ev	9.097
PM7_Energy_Gap_ev	7.776
PM7_Global_Hardness_ev	3.888
PM7_Global_Softness_ev	0.257201646090535
PM7_Chemical_Potential_ev	-5.209
PM7_Electronigativity_ev	5.209
PM7_Back_Donation_Energy_ev	-0.972
PM7_Electrophilicity_ev	3.489413708847737
OPENEYE_Name	(2~{R})-2-[[6-[(4-cyanophenyl)methoxy]-2-naphthyl]sulfonylamino]pentanedioic acid
SMILES	C(#N)c1ccc(cc1)COc2ccc3cc(ccc3c2)S(=O)(=O)NC(C(=O)O)CCC(=O)O
Canonical_SMILES	N#Cc1ccc(cc1)COc1ccc2c(c1)ccc(c2)S(=O)(=O)N[C@@H](C(=O)O)CCC(=O)O
InChI	1/C23H20N2O7S/c24-13-15-1-3-16(4-2-15)14-32-19-7-5-18-12-20(8-6-17(18)11-19)33(30,31)25-21(23(28)29)9-10-22(26)27/h1-8,11-12,21,25H,9-10,14H2,(H,26,27)(H,28,29)/f/h26,28H
InChI_3D	1S/C23H20N2O7S/c24-13-15-1-3-16(4-2-15)14-32-19-7-5-18-12-20(8-6-17(18)11-19)33(30,31)25-21(23(28)29)9-10-22(26)27/h1-8,11-12,21,25H,9-10,14H2,(H,26,27)(H,28,29)/t21-/m1/s1
AuxInfo	1/1/N:2,3,6,7,4,5,8,9,22,21,10,11,1,20,12,15,13,14,16,17,23,18,19,24,25,26,30,27,31,28,29,32,33/E:(1,2)(3,4)(26,27)(28,29)(30,31)/F:2,3,6,7,4,5,8,9,22,21,10,11,1,20,12,15,13,14,16,17,23,18,19,24,25,30,26,31,27,28,29,32,33/E:(1,2)(3,4)(30,31)/CRV:33.6/rA:53cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOSHHHHHHHHHHHHHHHHHHHH/rB:;;;;d2;s3;d4;d5;;;s1s2d3;s5s10;s4s11d13;s6d7;s8d10;s9d11;;;s15;s18;s21;s19s22;t1;s23;d18;d19;;;s18;s19;s16s20;s17s25d28d29;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s21;s21;s22;s22;s23;s25;s30;s31;/rC:-.8582,-5.5116,0;-1.7278,-4.0154,0;.0072,-4.0129,0;.8679,1.5135,0;2.6038,-.4989,0;-1.7293,-3.0102,0;.0057,-3.0077,0;0,1.0057,0;3.4748,.0022,0;.8679,-.4978,0;2.6012,1.5124,0;-.8596,-4.5116,0;1.7371,0,0;1.7358,1.0057,0;-.8625,-2.5012,0;;3.4735,1.0079,0;8.6699,.0093,0;6.5712,2.3748,0;-.8639,-1.5012,0;7.8038,.5091,0;6.9376,1.0088,0;6.0714,1.5086,0;-.8568,-6.5116,0;5.2053,2.0084,0;8.6702,-.9907,0;7.5712,2.375,0;3.8392,2.374,0;4.8396,.6422,0;9.5358,.5095,0;6.071,3.2406,0;-.8653,-.5012,0;4.3394,1.5081,0;-2.1601,-4.2666,0;.4402,-4.2629,0;.8679,2.0135,0;2.6037,-.9989,0;-2.1634,-2.7621,0;.4391,-2.7584,0;-.4337,1.2544,0;3.9078,-.2479,0;.8677,-.9978,0;2.5999,2.0124,0;-1.3639,-1.5019,0;-.3639,-1.5005,0;7.5539,.076,0;8.0536,.9421,0;6.6877,.5758,0;7.1875,1.4419,0;5.8216,1.0755,0;5.2051,2.5084,0;9.9689,.2596,0;6.3209,3.6737,0;
Duplicates	DB08108
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08108.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08108.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08108.sdf