CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12149 (9892)

Formula C₂₄H₂₀N₂O₄S₂

MW 464.55

InChIKey YWCLDDLVLSQGSZ-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.33

logP 5.3835

PSA 135.88

MR 125.332

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -16.89105

PM7_Total_Energy_ev -5122.72334

PM7_Electronic_Energy_ev -44552.16683

PM7_Dipole_Debye 10.21022

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.843

PM7_LUMO_Energy_ev -1.233

PM7_COSMO_Area_square_ang 418.31

PM7_COSMO_Volue_cubic_ang 527.91

PM7_Electron_Affinity_ev 1.233

PM7_Ionization_Energy_ev 8.843

PM7_Energy_Gap_ev 7.61

PM7_Global_Hardness_ev 3.805

PM7_Global_Softness_ev 0.2628120893561104

PM7_Chemical_Potential_ev -5.038

PM7_Electronigativity_ev 5.038

PM7_Back_Donation_Energy_ev -0.95125

PM7_Electrophilicity_ev 3.3352751642575558

OPENEYE_Name (2~{R})-3-(1~{H}-indol-3-yl)-2-[[5-[2-(p-tolyl)ethynyl]-2-thienyl]sulfonylamino]propanoic acid

SMILES C(#Cc1ccc(s1)S(=O)(=O)NC(C(=O)O)Cc2c[nH]c3c2cccc3)c4ccc(cc4)C

Canonical_SMILES OC(=O)[C@H](NS(=O)(=O)c1ccc(s1)C#Cc1ccc(cc1)C)Cc1c[nH]c2c1cccc2

InChI 1/C24H20N2O4S2/c1-16-6-8-17(9-7-16)10-11-19-12-13-23(31-19)32(29,30)26-22(24(27)28)14-18-15-25-21-5-3-2-4-20(18)21/h2-9,12-13,15,22,25-26H,14H2,1H3,(H,27,28)/f/h27H

InChI_3D 1S/C24H20N2O4S2/c1-16-6-8-17(9-7-16)10-11-19-12-13-23(31-19)32(29,30)26-22(24(27)28)14-18-15-25-21-5-3-2-4-20(18)21/h2-9,12-13,15,22,25-26H,14H2,1H3,(H,27,28)/t22-/m1/s1

AuxInfo 1/1/N:22,3,4,8,11,9,10,5,6,1,2,7,12,23,13,17,14,18,15,16,19,24,20,21,25,26,27,30,28,29,31,32/E:(6,7)(8,9)(27,28)(29,30)/F:22,3,4,8,11,9,10,5,6,1,2,7,12,23,13,17,14,18,15,16,19,24,20,21,25,26,30,27,28,29,31,32/E:(6,7)(8,9)(29,30)/CRV:32.6/rA:52cCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOSSHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;;;;s3;d5;s6;s4;s7;;s1s5d6;s2d7;d8;s9d10;d13s16;d11s16;d12;;s17;s18;s21s23;s13s19;s24;d21;;;s21;s15s20;s20s26d28d29;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s22;s22;s22;s23;s23;s24;s25;s26;s30;/rC:9.2165,-4.1177,0;8.2222,-4.0114,0;;0,1.0058,0;10.6132,-5.1396,0;10.7978,-3.4145,0;6.5596,-4.6489,0;.868,-.4978,0;11.6127,-5.2466,0;11.7973,-3.5214,0;.868,1.5138,0;5.6453,-4.2402,0;3.2858,.5023,0;10.2108,-4.2241,0;7.2278,-3.905,0;1.736,-.0012,0;12.2098,-4.438,0;2.6938,-.3125,0;1.736,1.0058,0;5.749,-3.244,0;2.3607,-2.5236,0;13.2041,-4.5444,0;3.0028,-1.2636,0;3.3117,-2.2146,0;2.6938,1.3169,0;4.2628,-1.9057,0;2.1527,-3.5018,0;5.6751,-1.8317,0;4.3368,-3.318,0;1.6176,-1.8544,0;6.7319,-3.0362,0;5.0059,-2.5748,0;-.4327,-.2506,0;-.4337,1.2545,0;10.318,-5.5432,0;10.5946,-2.9576,0;6.6635,-5.138,0;.8677,-.9978,0;11.8139,-5.7043,0;12.0907,-3.1166,0;.868,2.0138,0;5.2122,-4.4901,0;3.7858,.5023,0;13.1509,-5.0415,0;13.2573,-4.0472,0;13.7013,-4.5976,0;2.5272,-1.4181,0;3.4783,-1.1091,0;3.4662,-2.6902,0;2.8483,1.7924,0;4.3668,-1.4166,0;1.142,-2.0089,0;

Duplicates DB12149

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12149.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12149.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12149.sdf

Formula	C₂₄H₂₀N₂O₄S₂
MW	464.55
InChIKey	YWCLDDLVLSQGSZ-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.33
logP	5.3835
PSA	135.88
MR	125.332
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-16.89105
PM7_Total_Energy_ev	-5122.72334
PM7_Electronic_Energy_ev	-44552.16683
PM7_Dipole_Debye	10.21022
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.843
PM7_LUMO_Energy_ev	-1.233
PM7_COSMO_Area_square_ang	418.31
PM7_COSMO_Volue_cubic_ang	527.91
PM7_Electron_Affinity_ev	1.233
PM7_Ionization_Energy_ev	8.843
PM7_Energy_Gap_ev	7.61
PM7_Global_Hardness_ev	3.805
PM7_Global_Softness_ev	0.2628120893561104
PM7_Chemical_Potential_ev	-5.038
PM7_Electronigativity_ev	5.038
PM7_Back_Donation_Energy_ev	-0.95125
PM7_Electrophilicity_ev	3.3352751642575558
OPENEYE_Name	(2~{R})-3-(1~{H}-indol-3-yl)-2-[[5-[2-(p-tolyl)ethynyl]-2-thienyl]sulfonylamino]propanoic acid
SMILES	C(#Cc1ccc(s1)S(=O)(=O)NC(C(=O)O)Cc2c[nH]c3c2cccc3)c4ccc(cc4)C
Canonical_SMILES	OC(=O)[C@H](NS(=O)(=O)c1ccc(s1)C#Cc1ccc(cc1)C)Cc1c[nH]c2c1cccc2
InChI	1/C24H20N2O4S2/c1-16-6-8-17(9-7-16)10-11-19-12-13-23(31-19)32(29,30)26-22(24(27)28)14-18-15-25-21-5-3-2-4-20(18)21/h2-9,12-13,15,22,25-26H,14H2,1H3,(H,27,28)/f/h27H
InChI_3D	1S/C24H20N2O4S2/c1-16-6-8-17(9-7-16)10-11-19-12-13-23(31-19)32(29,30)26-22(24(27)28)14-18-15-25-21-5-3-2-4-20(18)21/h2-9,12-13,15,22,25-26H,14H2,1H3,(H,27,28)/t22-/m1/s1
AuxInfo	1/1/N:22,3,4,8,11,9,10,5,6,1,2,7,12,23,13,17,14,18,15,16,19,24,20,21,25,26,27,30,28,29,31,32/E:(6,7)(8,9)(27,28)(29,30)/F:22,3,4,8,11,9,10,5,6,1,2,7,12,23,13,17,14,18,15,16,19,24,20,21,25,26,30,27,28,29,31,32/E:(6,7)(8,9)(29,30)/CRV:32.6/rA:52cCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOSSHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;;;;s3;d5;s6;s4;s7;;s1s5d6;s2d7;d8;s9d10;d13s16;d11s16;d12;;s17;s18;s21s23;s13s19;s24;d21;;;s21;s15s20;s20s26d28d29;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s22;s22;s22;s23;s23;s24;s25;s26;s30;/rC:9.2165,-4.1177,0;8.2222,-4.0114,0;;0,1.0058,0;10.6132,-5.1396,0;10.7978,-3.4145,0;6.5596,-4.6489,0;.868,-.4978,0;11.6127,-5.2466,0;11.7973,-3.5214,0;.868,1.5138,0;5.6453,-4.2402,0;3.2858,.5023,0;10.2108,-4.2241,0;7.2278,-3.905,0;1.736,-.0012,0;12.2098,-4.438,0;2.6938,-.3125,0;1.736,1.0058,0;5.749,-3.244,0;2.3607,-2.5236,0;13.2041,-4.5444,0;3.0028,-1.2636,0;3.3117,-2.2146,0;2.6938,1.3169,0;4.2628,-1.9057,0;2.1527,-3.5018,0;5.6751,-1.8317,0;4.3368,-3.318,0;1.6176,-1.8544,0;6.7319,-3.0362,0;5.0059,-2.5748,0;-.4327,-.2506,0;-.4337,1.2545,0;10.318,-5.5432,0;10.5946,-2.9576,0;6.6635,-5.138,0;.8677,-.9978,0;11.8139,-5.7043,0;12.0907,-3.1166,0;.868,2.0138,0;5.2122,-4.4901,0;3.7858,.5023,0;13.1509,-5.0415,0;13.2573,-4.0472,0;13.7013,-4.5976,0;2.5272,-1.4181,0;3.4783,-1.1091,0;3.4662,-2.6902,0;2.8483,1.7924,0;4.3668,-1.4166,0;1.142,-2.0089,0;
Duplicates	DB12149
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12149.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12149.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12149.sdf