CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08733 (8356)

Formula C₂₀H₃₃N₅O₅S

MW 455.57

InChIKey GAHIXYNNFMCKFQ-CMNAGZDMNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 31

Number_Rings 1

Number_Bonds 64

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 10

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 1.32

logP 2.4973

PSA 177.76

MR 116.69

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -187.92407

PM7_Total_Energy_ev -5486.55218

PM7_Electronic_Energy_ev -53045.36874

PM7_Dipole_Debye 1.74728

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.416

PM7_LUMO_Energy_ev -1.344

PM7_COSMO_Area_square_ang 435.36

PM7_COSMO_Volue_cubic_ang 565.43

PM7_Electron_Affinity_ev 1.344

PM7_Ionization_Energy_ev 9.416

PM7_Energy_Gap_ev 8.072

PM7_Global_Hardness_ev 4.036

PM7_Global_Softness_ev 0.24777006937561943

PM7_Chemical_Potential_ev -5.38

PM7_Electronigativity_ev 5.38

PM7_Back_Donation_Energy_ev -1.009

PM7_Electrophilicity_ev 3.5857779980178393

OPENEYE_Name ~{N}-[(2~{R},3~{R})-3-[[(1~{S})-2,2-dimethyl-1-(methylcarbamoyl)propyl]carbamoyl]-2-(hydroxycarbamoyl)-5-methyl-hexyl]thiazole-2-carboxamide

SMILES c1csc(n1)C(=O)NCC(C(=O)NO)C(C(=O)NC(C(=O)NC)C(C)(C)C)CC(C)C

Canonical_SMILES ONC(=O)[C@H]([C@H](C(=O)N[C@@H](C(C)(C)C)C(=O)NC)CC(C)C)CNC(=O)c1nccs1

InChI 1/C20H33N5O5S/c1-11(2)9-12(15(26)24-14(17(28)21-6)20(3,4)5)13(16(27)25-30)10-23-18(29)19-22-7-8-31-19/h7-8,11-14,30H,9-10H2,1-6H3,(H,21,28)(H,23,29)(H,24,26)(H,25,27)/f/h21,23-25H

InChI_3D 1S/C20H33N5O5S/c1-11(2)9-12(15(26)24-14(17(28)21-6)20(3,4)5)13(16(27)25-30)10-23-18(29)19-22-7-8-31-19/h7-8,11-14,30H,9-10H2,1-6H3,(H,21,28)(H,23,29)(H,24,26)(H,25,27)/t12-,13+,14-/m1/s1

AuxInfo 1/1/N:8,9,10,11,12,13,1,2,14,15,19,16,17,18,5,6,7,4,3,20,23,21,22,24,25,27,28,29,26,30,31/E:(1,2)(3,4,5)/F:m/E:m/rA:64cCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;;;;;;;;;;;;s5s14;s6s15s16;s7;s8s9s14;s10s11s12s18;s1d3;s4s15;s7s13;s5s18;s6;d4;d5;d6;d7;s25;s2s3;s1;s2;s8;s8;s8;s9;s9;s9;s10;s10;s10;s11;s11;s11;s12;s12;s12;s13;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s22;s23;s24;s25;s30;/rC:;-.3065,.9519,0;1.3131,.9519,0;2.9782,1.4905,0;1.6307,5.2209,0;1.0327,3.0663,0;4.021,5.0839,0;-1.194,5.0767,0;-1.2662,6.489,0;4.6189,7.2385,0;3.2066,7.1664,0;4.6911,5.8261,0;4.554,3.4359,0;.2184,5.1488,0;2.4451,3.1385,0;.9606,4.4787,0;1.7029,3.8086,0;3.2787,5.754,0;-.5239,5.8189,0;3.9488,6.4962,0;1.0014,0,0;3.1874,2.4683,0;3.8118,4.106,0;2.6086,5.0117,0;.0549,3.2755,0;3.7204,.8204,0;1.323,6.1724,0;1.3405,2.1149,0;4.9724,5.3916,0;-.6152,2.5333,0;.5007,1.5426,0;-.2944,-.4041,0;-.7821,1.1062,0;-.8229,4.7416,0;-1.5651,5.4117,0;-1.5291,4.7055,0;-.9311,6.8602,0;-1.6012,6.1179,0;-1.6373,6.8241,0;4.9901,6.9034,0;4.2478,7.5736,0;4.954,7.6096,0;3.5416,7.5375,0;2.8715,6.7952,0;2.8354,7.5014,0;4.356,5.455,0;5.0261,6.1973,0;5.0622,5.4911,0;4.219,3.0648,0;4.8891,3.807,0;4.9251,3.1008,0;-.1167,4.7777,0;.5534,5.5199,0;2.1101,2.7673,0;2.7802,3.5096,0;.6255,4.1076,0;2.0379,4.1797,0;2.9076,6.0891,0;-.1888,6.1901,0;3.6631,2.6222,0;3.336,3.9521,0;2.7625,4.536,0;-.099,3.7513,0;-1.1042,2.6379,0;

Duplicates DB08733

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08733.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08733.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08733.sdf

Formula	C₂₀H₃₃N₅O₅S
MW	455.57
InChIKey	GAHIXYNNFMCKFQ-CMNAGZDMNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	31
Number_Rings	1
Number_Bonds	64
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	10
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	1.32
logP	2.4973
PSA	177.76
MR	116.69
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-187.92407
PM7_Total_Energy_ev	-5486.55218
PM7_Electronic_Energy_ev	-53045.36874
PM7_Dipole_Debye	1.74728
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.416
PM7_LUMO_Energy_ev	-1.344
PM7_COSMO_Area_square_ang	435.36
PM7_COSMO_Volue_cubic_ang	565.43
PM7_Electron_Affinity_ev	1.344
PM7_Ionization_Energy_ev	9.416
PM7_Energy_Gap_ev	8.072
PM7_Global_Hardness_ev	4.036
PM7_Global_Softness_ev	0.24777006937561943
PM7_Chemical_Potential_ev	-5.38
PM7_Electronigativity_ev	5.38
PM7_Back_Donation_Energy_ev	-1.009
PM7_Electrophilicity_ev	3.5857779980178393
OPENEYE_Name	~{N}-[(2~{R},3~{R})-3-[[(1~{S})-2,2-dimethyl-1-(methylcarbamoyl)propyl]carbamoyl]-2-(hydroxycarbamoyl)-5-methyl-hexyl]thiazole-2-carboxamide
SMILES	c1csc(n1)C(=O)NCC(C(=O)NO)C(C(=O)NC(C(=O)NC)C(C)(C)C)CC(C)C
Canonical_SMILES	ONC(=O)[C@H]([C@H](C(=O)N[C@@H](C(C)(C)C)C(=O)NC)CC(C)C)CNC(=O)c1nccs1
InChI	1/C20H33N5O5S/c1-11(2)9-12(15(26)24-14(17(28)21-6)20(3,4)5)13(16(27)25-30)10-23-18(29)19-22-7-8-31-19/h7-8,11-14,30H,9-10H2,1-6H3,(H,21,28)(H,23,29)(H,24,26)(H,25,27)/f/h21,23-25H
InChI_3D	1S/C20H33N5O5S/c1-11(2)9-12(15(26)24-14(17(28)21-6)20(3,4)5)13(16(27)25-30)10-23-18(29)19-22-7-8-31-19/h7-8,11-14,30H,9-10H2,1-6H3,(H,21,28)(H,23,29)(H,24,26)(H,25,27)/t12-,13+,14-/m1/s1
AuxInfo	1/1/N:8,9,10,11,12,13,1,2,14,15,19,16,17,18,5,6,7,4,3,20,23,21,22,24,25,27,28,29,26,30,31/E:(1,2)(3,4,5)/F:m/E:m/rA:64cCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;;;;;;;;;;;;s5s14;s6s15s16;s7;s8s9s14;s10s11s12s18;s1d3;s4s15;s7s13;s5s18;s6;d4;d5;d6;d7;s25;s2s3;s1;s2;s8;s8;s8;s9;s9;s9;s10;s10;s10;s11;s11;s11;s12;s12;s12;s13;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s22;s23;s24;s25;s30;/rC:;-.3065,.9519,0;1.3131,.9519,0;2.9782,1.4905,0;1.6307,5.2209,0;1.0327,3.0663,0;4.021,5.0839,0;-1.194,5.0767,0;-1.2662,6.489,0;4.6189,7.2385,0;3.2066,7.1664,0;4.6911,5.8261,0;4.554,3.4359,0;.2184,5.1488,0;2.4451,3.1385,0;.9606,4.4787,0;1.7029,3.8086,0;3.2787,5.754,0;-.5239,5.8189,0;3.9488,6.4962,0;1.0014,0,0;3.1874,2.4683,0;3.8118,4.106,0;2.6086,5.0117,0;.0549,3.2755,0;3.7204,.8204,0;1.323,6.1724,0;1.3405,2.1149,0;4.9724,5.3916,0;-.6152,2.5333,0;.5007,1.5426,0;-.2944,-.4041,0;-.7821,1.1062,0;-.8229,4.7416,0;-1.5651,5.4117,0;-1.5291,4.7055,0;-.9311,6.8602,0;-1.6012,6.1179,0;-1.6373,6.8241,0;4.9901,6.9034,0;4.2478,7.5736,0;4.954,7.6096,0;3.5416,7.5375,0;2.8715,6.7952,0;2.8354,7.5014,0;4.356,5.455,0;5.0261,6.1973,0;5.0622,5.4911,0;4.219,3.0648,0;4.8891,3.807,0;4.9251,3.1008,0;-.1167,4.7777,0;.5534,5.5199,0;2.1101,2.7673,0;2.7802,3.5096,0;.6255,4.1076,0;2.0379,4.1797,0;2.9076,6.0891,0;-.1888,6.1901,0;3.6631,2.6222,0;3.336,3.9521,0;2.7625,4.536,0;-.099,3.7513,0;-1.1042,2.6379,0;
Duplicates	DB08733
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08733.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08733.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08733.sdf