CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11858_p0 (9578)

Formula C₂₅H₄₀N₂O₆S

MW 496.66

InChIKey YEESKJGWJFYOOK-JAHDNQKTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 74

Number_Heavy_Atoms 34

Number_Rings 0

Number_Bonds 73

Rotat_Bonds 24

Unbranched_Chain 14

Chiral_Centers 3

ONatoms 8

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -0.1

logP 4.5185

PSA 175.25

MR 138.399

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -259.5369

PM7_Total_Energy_ev -5932.15498

PM7_Electronic_Energy_ev -59900.76661

PM7_Dipole_Debye 2.97265

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.716

PM7_LUMO_Energy_ev -0.516

PM7_COSMO_Area_square_ang 459.73

PM7_COSMO_Volue_cubic_ang 664.05

PM7_Electron_Affinity_ev 0.516

PM7_Ionization_Energy_ev 8.716

PM7_Energy_Gap_ev 8.2

PM7_Global_Hardness_ev 4.1

PM7_Global_Softness_ev 0.24390243902439024

PM7_Chemical_Potential_ev -4.616

PM7_Electronigativity_ev 4.616

PM7_Back_Donation_Energy_ev -1.025

PM7_Electrophilicity_ev 2.598470243902439

OPENEYE_Name (5~{S},6~{R},7~{E},9~{E},11~{Z},14~{Z})-6-[(2~{R})-2-amino-3-(carboxymethylamino)-3-oxo-propyl]sulfanyl-5-hydroxy-icosa-7,9,11,14-tetraenoic acid

SMILES C(=CC=CC(C(CCCC(=O)O)O)SCC(C(=O)NCC(=O)O)N)C=CCC=CCCCCC

Canonical_SMILES CCCCC/C=CC/C=CC=CC=C[C@H]([C@H](CCCC(=O)O)O)SC[C@@H](C(=O)NCC(=O)O)N

InChI 1/C25H40N2O6S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22(21(28)15-14-17-23(29)30)34-19-20(26)25(33)27-18-24(31)32/h6-7,9-13,16,20-22,28H,2-5,8,14-15,17-19,26H2,1H3,(H,27,33)(H,29,30)(H,31,32)/f/h27,29,31H

InChI_3D 1S/C25H40N2O6S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22(21(28)15-14-17-23(29)30)34-19-20(26)25(33)27-18-24(31)32/h6-7,9-13,16,20-22,28H,2-5,8,14-15,17-19,26H2,1H3,(H,27,33)(H,29,30)(H,31,32)/b7-6-,10-9-,12-11+,16-13+/t20-,21-,22+/m0/s1

AuxInfo 1/1/N:12,17,20,18,14,8,7,13,5,3,1,2,4,19,21,6,15,16,22,24,25,23,10,11,9,26,27,33,29,31,30,32,28,34/E:(29,30)(31,32)/F:12,17,20,18,14,8,7,13,5,3,1,2,4,19,21,6,15,16,22,24,25,23,10,11,9,26,27,33,31,29,32,30,28,34/rA:74cCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:w1;s1;s2;w3;w4;;w7;;;;;s5s7;s8;s10;s11;s12;s14;s15;s17s18;s19;;s6;s9s22;s21s23;s24;s9s16;d9;d10;d11;s10;s11;s25;s22s23;s1;s2;s3;s4;s5;s6;s7;s8;s12;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s24;s25;s26;s26;s27;s31;s32;s33;/rC:;-.5,-.866,0;-.5,.866,0;0,-1.7321,0;0,1.7321,0;-.5,-2.5981,0;-1,3.4641,0;-.5,4.3301,0;3.4641,-1.4641,0;2.5,-7.7942,0;5.1962,.5359,0;4.5,4.3301,0;-.5,2.5981,0;.5,4.3301,0;2,-6.9282,0;4.3301,.0359,0;3.5,4.3301,0;1.5,4.3301,0;1.5,-6.0622,0;2.5,4.3301,0;1,-5.1962,0;1.7321,-2.4641,0;0,-3.4641,0;2.5981,-1.9641,0;.5,-4.3301,0;3.0981,-2.8301,0;3.4641,-.4641,0;4.3301,-1.9641,0;2,-8.6603,0;6.0622,.0359,0;3.5,-7.7942,0;5.1962,1.5359,0;-.366,-4.8301,0;.866,-2.9641,0;.5,0,0;-1,-.866,0;-1,.866,0;.5,-1.7321,0;.5,1.7321,0;-1,-2.5981,0;-1.5,3.4641,0;-.75,4.7631,0;4.5,3.8301,0;4.5,4.8301,0;5,4.3301,0;-.933,2.3481,0;-.067,2.8481,0;.5,3.8301,0;.5,4.8301,0;1.567,-7.1782,0;2.433,-6.6782,0;4.5801,-.3971,0;4.0801,.4689,0;3.5,4.8301,0;3.5,3.8301,0;1.5,3.8301,0;1.5,4.8301,0;1.067,-6.3122,0;1.933,-5.8122,0;2.5,4.8301,0;2.5,3.8301,0;.567,-5.4462,0;1.433,-4.9462,0;1.9821,-2.8971,0;1.4821,-2.0311,0;-.433,-3.7141,0;2.3481,-1.5311,0;.933,-4.0801,0;3.5981,-2.8301,0;2.8481,-3.2631,0;3.0311,-.2141,0;3.75,-8.2272,0;5.6292,1.7859,0;-.366,-5.3301,0;

Duplicates DB11858_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11858_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11858_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11858_p0.sdf

Formula	C₂₅H₄₀N₂O₆S
MW	496.66
InChIKey	YEESKJGWJFYOOK-JAHDNQKTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	74
Number_Heavy_Atoms	34
Number_Rings	0
Number_Bonds	73
Rotat_Bonds	24
Unbranched_Chain	14
Chiral_Centers	3
ONatoms	8
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-0.1
logP	4.5185
PSA	175.25
MR	138.399
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-259.5369
PM7_Total_Energy_ev	-5932.15498
PM7_Electronic_Energy_ev	-59900.76661
PM7_Dipole_Debye	2.97265
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.716
PM7_LUMO_Energy_ev	-0.516
PM7_COSMO_Area_square_ang	459.73
PM7_COSMO_Volue_cubic_ang	664.05
PM7_Electron_Affinity_ev	0.516
PM7_Ionization_Energy_ev	8.716
PM7_Energy_Gap_ev	8.2
PM7_Global_Hardness_ev	4.1
PM7_Global_Softness_ev	0.24390243902439024
PM7_Chemical_Potential_ev	-4.616
PM7_Electronigativity_ev	4.616
PM7_Back_Donation_Energy_ev	-1.025
PM7_Electrophilicity_ev	2.598470243902439
OPENEYE_Name	(5~{S},6~{R},7~{E},9~{E},11~{Z},14~{Z})-6-[(2~{R})-2-amino-3-(carboxymethylamino)-3-oxo-propyl]sulfanyl-5-hydroxy-icosa-7,9,11,14-tetraenoic acid
SMILES	C(=CC=CC(C(CCCC(=O)O)O)SCC(C(=O)NCC(=O)O)N)C=CCC=CCCCCC
Canonical_SMILES	CCCCC/C=CC/C=CC=CC=C[C@H]([C@H](CCCC(=O)O)O)SC[C@@H](C(=O)NCC(=O)O)N
InChI	1/C25H40N2O6S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22(21(28)15-14-17-23(29)30)34-19-20(26)25(33)27-18-24(31)32/h6-7,9-13,16,20-22,28H,2-5,8,14-15,17-19,26H2,1H3,(H,27,33)(H,29,30)(H,31,32)/f/h27,29,31H
InChI_3D	1S/C25H40N2O6S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22(21(28)15-14-17-23(29)30)34-19-20(26)25(33)27-18-24(31)32/h6-7,9-13,16,20-22,28H,2-5,8,14-15,17-19,26H2,1H3,(H,27,33)(H,29,30)(H,31,32)/b7-6-,10-9-,12-11+,16-13+/t20-,21-,22+/m0/s1
AuxInfo	1/1/N:12,17,20,18,14,8,7,13,5,3,1,2,4,19,21,6,15,16,22,24,25,23,10,11,9,26,27,33,29,31,30,32,28,34/E:(29,30)(31,32)/F:12,17,20,18,14,8,7,13,5,3,1,2,4,19,21,6,15,16,22,24,25,23,10,11,9,26,27,33,31,29,32,30,28,34/rA:74cCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:w1;s1;s2;w3;w4;;w7;;;;;s5s7;s8;s10;s11;s12;s14;s15;s17s18;s19;;s6;s9s22;s21s23;s24;s9s16;d9;d10;d11;s10;s11;s25;s22s23;s1;s2;s3;s4;s5;s6;s7;s8;s12;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s24;s25;s26;s26;s27;s31;s32;s33;/rC:;-.5,-.866,0;-.5,.866,0;0,-1.7321,0;0,1.7321,0;-.5,-2.5981,0;-1,3.4641,0;-.5,4.3301,0;3.4641,-1.4641,0;2.5,-7.7942,0;5.1962,.5359,0;4.5,4.3301,0;-.5,2.5981,0;.5,4.3301,0;2,-6.9282,0;4.3301,.0359,0;3.5,4.3301,0;1.5,4.3301,0;1.5,-6.0622,0;2.5,4.3301,0;1,-5.1962,0;1.7321,-2.4641,0;0,-3.4641,0;2.5981,-1.9641,0;.5,-4.3301,0;3.0981,-2.8301,0;3.4641,-.4641,0;4.3301,-1.9641,0;2,-8.6603,0;6.0622,.0359,0;3.5,-7.7942,0;5.1962,1.5359,0;-.366,-4.8301,0;.866,-2.9641,0;.5,0,0;-1,-.866,0;-1,.866,0;.5,-1.7321,0;.5,1.7321,0;-1,-2.5981,0;-1.5,3.4641,0;-.75,4.7631,0;4.5,3.8301,0;4.5,4.8301,0;5,4.3301,0;-.933,2.3481,0;-.067,2.8481,0;.5,3.8301,0;.5,4.8301,0;1.567,-7.1782,0;2.433,-6.6782,0;4.5801,-.3971,0;4.0801,.4689,0;3.5,4.8301,0;3.5,3.8301,0;1.5,3.8301,0;1.5,4.8301,0;1.067,-6.3122,0;1.933,-5.8122,0;2.5,4.8301,0;2.5,3.8301,0;.567,-5.4462,0;1.433,-4.9462,0;1.9821,-2.8971,0;1.4821,-2.0311,0;-.433,-3.7141,0;2.3481,-1.5311,0;.933,-4.0801,0;3.5981,-2.8301,0;2.8481,-3.2631,0;3.0311,-.2141,0;3.75,-8.2272,0;5.6292,1.7859,0;-.366,-5.3301,0;
Duplicates	DB11858_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11858_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11858_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11858_p0.sdf