CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16353 (13018)

Formula C₂₆H₂₆N₄O₆S₃

MW 586.69

InChIKey KWJDHELCGJFUHW-CQXCUNJNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 39

Number_Rings 4

Number_Bonds 68

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 10

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP 3.06

logP 6.3892

PSA 211.58

MR 150.721

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -149.50313

PM7_Total_Energy_ev -6590.96131

PM7_Electronic_Energy_ev -66562.54062

PM7_Dipole_Debye 4.53763

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.248

PM7_LUMO_Energy_ev -1.564

PM7_COSMO_Area_square_ang 477.27

PM7_COSMO_Volue_cubic_ang 666.19

PM7_Electron_Affinity_ev 1.564

PM7_Ionization_Energy_ev 9.248

PM7_Energy_Gap_ev 7.684

PM7_Global_Hardness_ev 3.842

PM7_Global_Softness_ev 0.2602811035918792

PM7_Chemical_Potential_ev -5.406

PM7_Electronigativity_ev 5.406

PM7_Back_Donation_Energy_ev -0.9605

PM7_Electrophilicity_ev 3.803336283185841

OPENEYE_Name [4-[(2~{S})-2-[[(2~{S})-2-(methoxycarbonylamino)-3-phenyl-propanoyl]amino]-2-[2-(2-thienyl)thiazol-4-yl]ethyl]phenyl]sulfamic acid

SMILES c1ccc(cc1)CC(C(=O)NC(c2csc(n2)c3cccs3)Cc4ccc(cc4)NS(=O)(=O)O)NC(=O)OC

Canonical_SMILES COC(=O)N[C@H](C(=O)N[C@H](c1csc(n1)c1cccs1)Cc1ccc(cc1)NS(=O)(=O)O)Cc1ccccc1

InChI 1/C26H26N4O6S3/c1-36-26(32)29-21(15-17-6-3-2-4-7-17)24(31)27-20(22-16-38-25(28-22)23-8-5-13-37-23)14-18-9-11-19(12-10-18)30-39(33,34)35/h2-13,16,20-21,30H,14-15H2,1H3,(H,27,31)(H,29,32)(H,33,34,35)/f/h27,29,33H

InChI_3D 1S/C26H26N4O6S3/c1-36-26(32)29-21(15-17-6-3-2-4-7-17)24(31)27-20(22-16-38-25(28-22)23-8-5-13-37-23)14-18-9-11-19(12-10-18)30-39(33,34)35/h2-13,16,20-21,30H,14-15H2,1H3,(H,27,31)(H,29,32)(H,33,34,35)/t20-,21-/m0/s1

AuxInfo 1/1/N:22,1,2,3,4,5,6,11,7,8,9,10,12,23,24,13,14,15,16,25,26,18,17,20,19,21,29,27,30,28,31,32,33,34,35,36,37,38,39/E:(3,4)(6,7)(9,10)(11,12)(33,34,35)/F:22,1,2,3,4,5,6,11,7,8,9,10,12,23,24,13,14,15,16,25,26,18,17,20,19,21,29,27,30,28,31,32,35,33,34,36,37,38,39/E:(3,4)(6,7)(9,10)(11,12)(34,35)/CRV:39.6/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOOSSSHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;;;d7;s8;s4;d4;;d5s6;s7d8;s9d10;d11;d13;s17;;;;s15;s14;s18s23;s20s24;s18d19;s16;s20s25;s21s26;d20;d21;;;;s21s22;s12s17;s13s19;s28d33d34s35;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s22;s22;s22;s23;s23;s24;s24;s25;s26;s28;s29;s30;s35;/rC:-5.481,-3.2774,0;-5.8892,-2.3645,0;-4.4869,-3.3861,0;3.5778,2.2116,0;-5.2972,-1.552,0;-3.895,-2.5737,0;1.9405,-1.5778,0;.9189,-2.9801,0;2.753,-2.1697,0;1.7313,-3.572,0;2.5763,2.2115,0;3.8844,1.2598,0;-.3065,.9519,0;-4.2971,-1.6525,0;1.0276,-1.986,0;2.6525,-3.1698,0;2.2646,1.2597,0;;1.3131,.9519,0;-2.3112,-.6249,0;-3.8218,1.5472,0;-4.5242,3.1304,0;.2194,-1.3971,0;-3.7083,-.8443,0;-.5889,-.8082,0;-3.1194,-.036,0;1.0014,0,0;4.0669,-4.2003,0;-1.3971,-.2194,0;-3.9277,.5528,0;-2.417,-1.6193,0;-2.9077,1.9527,0;4.5755,-2.8807,0;5.3865,-4.7089,0;5.8951,-3.3892,0;-4.63,2.1361,0;3.0771,.6689,0;.5007,1.5426,0;4.981,-3.7948,0;-5.7754,-3.6815,0;-6.3864,-2.3123,0;-4.2848,-3.8435,0;3.8722,2.6157,0;-5.5013,-1.0956,0;-3.3979,-2.6281,0;1.9927,-1.0805,0;.4615,-3.1822,0;3.2094,-1.9656,0;1.6769,-4.069,0;2.2829,2.6163,0;4.36,1.1055,0;-.7821,1.1062,0;-5.0214,3.1834,0;-4.027,3.0775,0;-4.4713,3.6276,0;-.0751,-1.8012,0;.5138,-.993,0;-4.1124,-.5499,0;-3.3042,-1.1387,0;-.8833,-1.2124,0;-2.825,.3681,0;4.014,-4.6975,0;-1.3442,.2778,0;-4.3847,.3501,0;5.948,-2.8921,0;

Duplicates DB16353

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16353.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16353.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16353.sdf

Formula	C₂₆H₂₆N₄O₆S₃
MW	586.69
InChIKey	KWJDHELCGJFUHW-CQXCUNJNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	39
Number_Rings	4
Number_Bonds	68
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	10
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	3.06
logP	6.3892
PSA	211.58
MR	150.721
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-149.50313
PM7_Total_Energy_ev	-6590.96131
PM7_Electronic_Energy_ev	-66562.54062
PM7_Dipole_Debye	4.53763
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.248
PM7_LUMO_Energy_ev	-1.564
PM7_COSMO_Area_square_ang	477.27
PM7_COSMO_Volue_cubic_ang	666.19
PM7_Electron_Affinity_ev	1.564
PM7_Ionization_Energy_ev	9.248
PM7_Energy_Gap_ev	7.684
PM7_Global_Hardness_ev	3.842
PM7_Global_Softness_ev	0.2602811035918792
PM7_Chemical_Potential_ev	-5.406
PM7_Electronigativity_ev	5.406
PM7_Back_Donation_Energy_ev	-0.9605
PM7_Electrophilicity_ev	3.803336283185841
OPENEYE_Name	[4-[(2~{S})-2-[[(2~{S})-2-(methoxycarbonylamino)-3-phenyl-propanoyl]amino]-2-[2-(2-thienyl)thiazol-4-yl]ethyl]phenyl]sulfamic acid
SMILES	c1ccc(cc1)CC(C(=O)NC(c2csc(n2)c3cccs3)Cc4ccc(cc4)NS(=O)(=O)O)NC(=O)OC
Canonical_SMILES	COC(=O)N[C@H](C(=O)N[C@H](c1csc(n1)c1cccs1)Cc1ccc(cc1)NS(=O)(=O)O)Cc1ccccc1
InChI	1/C26H26N4O6S3/c1-36-26(32)29-21(15-17-6-3-2-4-7-17)24(31)27-20(22-16-38-25(28-22)23-8-5-13-37-23)14-18-9-11-19(12-10-18)30-39(33,34)35/h2-13,16,20-21,30H,14-15H2,1H3,(H,27,31)(H,29,32)(H,33,34,35)/f/h27,29,33H
InChI_3D	1S/C26H26N4O6S3/c1-36-26(32)29-21(15-17-6-3-2-4-7-17)24(31)27-20(22-16-38-25(28-22)23-8-5-13-37-23)14-18-9-11-19(12-10-18)30-39(33,34)35/h2-13,16,20-21,30H,14-15H2,1H3,(H,27,31)(H,29,32)(H,33,34,35)/t20-,21-/m0/s1
AuxInfo	1/1/N:22,1,2,3,4,5,6,11,7,8,9,10,12,23,24,13,14,15,16,25,26,18,17,20,19,21,29,27,30,28,31,32,33,34,35,36,37,38,39/E:(3,4)(6,7)(9,10)(11,12)(33,34,35)/F:22,1,2,3,4,5,6,11,7,8,9,10,12,23,24,13,14,15,16,25,26,18,17,20,19,21,29,27,30,28,31,32,35,33,34,36,37,38,39/E:(3,4)(6,7)(9,10)(11,12)(34,35)/CRV:39.6/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOOSSSHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;;;d7;s8;s4;d4;;d5s6;s7d8;s9d10;d11;d13;s17;;;;s15;s14;s18s23;s20s24;s18d19;s16;s20s25;s21s26;d20;d21;;;;s21s22;s12s17;s13s19;s28d33d34s35;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s22;s22;s22;s23;s23;s24;s24;s25;s26;s28;s29;s30;s35;/rC:-5.481,-3.2774,0;-5.8892,-2.3645,0;-4.4869,-3.3861,0;3.5778,2.2116,0;-5.2972,-1.552,0;-3.895,-2.5737,0;1.9405,-1.5778,0;.9189,-2.9801,0;2.753,-2.1697,0;1.7313,-3.572,0;2.5763,2.2115,0;3.8844,1.2598,0;-.3065,.9519,0;-4.2971,-1.6525,0;1.0276,-1.986,0;2.6525,-3.1698,0;2.2646,1.2597,0;;1.3131,.9519,0;-2.3112,-.6249,0;-3.8218,1.5472,0;-4.5242,3.1304,0;.2194,-1.3971,0;-3.7083,-.8443,0;-.5889,-.8082,0;-3.1194,-.036,0;1.0014,0,0;4.0669,-4.2003,0;-1.3971,-.2194,0;-3.9277,.5528,0;-2.417,-1.6193,0;-2.9077,1.9527,0;4.5755,-2.8807,0;5.3865,-4.7089,0;5.8951,-3.3892,0;-4.63,2.1361,0;3.0771,.6689,0;.5007,1.5426,0;4.981,-3.7948,0;-5.7754,-3.6815,0;-6.3864,-2.3123,0;-4.2848,-3.8435,0;3.8722,2.6157,0;-5.5013,-1.0956,0;-3.3979,-2.6281,0;1.9927,-1.0805,0;.4615,-3.1822,0;3.2094,-1.9656,0;1.6769,-4.069,0;2.2829,2.6163,0;4.36,1.1055,0;-.7821,1.1062,0;-5.0214,3.1834,0;-4.027,3.0775,0;-4.4713,3.6276,0;-.0751,-1.8012,0;.5138,-.993,0;-4.1124,-.5499,0;-3.3042,-1.1387,0;-.8833,-1.2124,0;-2.825,.3681,0;4.014,-4.6975,0;-1.3442,.2778,0;-4.3847,.3501,0;5.948,-2.8921,0;
Duplicates	DB16353
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16353.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16353.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16353.sdf