CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI4954 (2081)

Formula C₂₀H₂₂N₂O₆S₂

MW 450.52

InChIKey FWPMSYUTOOUASJ-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 30

Number_Rings 5

Number_Bonds 56

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 8

HB_Donor 2

HB_Acceptor 6

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -1.1

logP -0.5718

PSA 165.82

MR 118.74

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -180.28266

PM7_Total_Energy_ev -5250.34537

PM7_Electronic_Energy_ev -47683.58987

PM7_Dipole_Debye 5.25399

PM7_Point_Group C2

PM7_HOMO_Energy_ev -8.965

PM7_LUMO_Energy_ev -0.854

PM7_COSMO_Area_square_ang 373.2

PM7_COSMO_Volue_cubic_ang 484.08

PM7_Electron_Affinity_ev 0.854

PM7_Ionization_Energy_ev 8.965

PM7_Energy_Gap_ev 8.111

PM7_Global_Hardness_ev 4.0555

PM7_Global_Softness_ev 0.24657872025644187

PM7_Chemical_Potential_ev -4.9095

PM7_Electronigativity_ev 4.9095

PM7_Back_Donation_Energy_ev -1.013875

PM7_Electrophilicity_ev 2.9716669029712737

OPENEYE_Name (1~{S},4~{R},5~{R},9~{R},11~{S},14~{R},15~{R},19~{R})-5,15-dihydroxy-1,11-bis(methylsulfanyl)-3,13-diazapentacyclo[11.7.0.0^{3,11}.0^{4,9}.0^{14,19}]icosa-6,16-diene-2,8,12,18-tetrone

SMILES C1=CC(C2C(C1=O)CC3(N2C(=O)C4(CC5C(=O)C=CC(C5N4C3=O)O)SC)SC)O

Canonical_SMILES CS[C@]12C[C@@H]3[C@@H](N1C(=O)[C@@]1(N(C2=O)[C@H]2[C@H](O)C=CC(=O)[C@@H]2C1)SC)[C@H](O)C=CC3=O

InChI 1/C20H22N2O6S2/c1-29-19-7-9-11(23)3-5-13(25)15(9)21(19)18(28)20(30-2)8-10-12(24)4-6-14(26)16(10)22(20)17(19)27/h3-6,9-10,13-16,25-26H,7-8H2,1-2H3

InChI_3D 1S/C20H22N2O6S2/c1-29-19-7-9-11(23)3-5-13(25)15(9)21(19)18(28)20(30-2)8-10-12(24)4-6-14(26)16(10)22(20)17(19)27/h3-6,9-10,13-16,25-26H,7-8H2,1-2H3/t9-,10-,13+,14+,15+,16+,19-,20-/m0/s1

AuxInfo 1/0/N:19,20,2,1,4,3,10,9,14,13,6,5,12,11,16,15,7,8,17,18,22,21,24,23,28,27,25,26,29,30/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(23,24)(25,26)(27,28)(29,30)/rA:52cCCCCCCCCCCCCCCCCCCCCNNOOOOOOSSHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;;;;;s3;s4;s5s9;s6s10;s11s13;s12s14;s7s10;s8s9;;;s7s15s18;s8s16s17;d5;d6;d7;d8;s11;s12;s17s19;s18s20;s1;s2;s3;s4;s9;s9;s10;s10;s11;s12;s13;s14;s15;s16;s19;s19;s19;s20;s20;s20;s27;s28;/rC:;4.9563,-6.126,0;-.5,-.866,0;5.4563,-5.2599,0;1,0,0;3.9563,-6.126,0;1.5646,-3.4697,0;3.3917,-2.6562,0;2.4781,-1.0739,0;2.4781,-5.052,0;0,-1.7321,0;4.9563,-4.3939,0;1.5,-.866,0;3.4563,-5.2599,0;1,-1.7321,0;3.9563,-4.3939,0;2.3736,-4.0575,0;2.5827,-2.0685,0;-.008,-5.4325,0;4.9642,-.6935,0;1.6691,-2.4752,0;3.2872,-3.6508,0;1.5,.866,0;3.4563,-6.992,0;.6511,-3.8765,0;4.3052,-2.2495,0;.1736,-2.7169,0;4.7826,-3.4091,0;.8581,-4.9325,0;4.0982,-1.1935,0;-.25,.433,0;5.2063,-6.559,0;-1,-.866,0;5.9563,-5.2599,0;2.5304,-.5767,0;2.9781,-1.0739,0;2.4259,-5.5493,0;1.9781,-5.052,0;-.4698,-1.9031,0;5.4261,-4.2229,0;1.7939,-.4615,0;3.9563,-5.2599,0;.75,-1.299,0;4.1597,-3.9371,0;.242,-5.8655,0;-.258,-4.9995,0;-.441,-5.6825,0;4.7142,-.2604,0;5.3973,-.4435,0;5.2142,-1.1265,0;-.2094,-3.0383,0;5.1657,-3.0877,0;

Duplicates ChEBI4954

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4954.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4954.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4954.sdf

Formula	C₂₀H₂₂N₂O₆S₂
MW	450.52
InChIKey	FWPMSYUTOOUASJ-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	30
Number_Rings	5
Number_Bonds	56
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	8
HB_Donor	2
HB_Acceptor	6
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-1.1
logP	-0.5718
PSA	165.82
MR	118.74
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-180.28266
PM7_Total_Energy_ev	-5250.34537
PM7_Electronic_Energy_ev	-47683.58987
PM7_Dipole_Debye	5.25399
PM7_Point_Group	C2
PM7_HOMO_Energy_ev	-8.965
PM7_LUMO_Energy_ev	-0.854
PM7_COSMO_Area_square_ang	373.2
PM7_COSMO_Volue_cubic_ang	484.08
PM7_Electron_Affinity_ev	0.854
PM7_Ionization_Energy_ev	8.965
PM7_Energy_Gap_ev	8.111
PM7_Global_Hardness_ev	4.0555
PM7_Global_Softness_ev	0.24657872025644187
PM7_Chemical_Potential_ev	-4.9095
PM7_Electronigativity_ev	4.9095
PM7_Back_Donation_Energy_ev	-1.013875
PM7_Electrophilicity_ev	2.9716669029712737
OPENEYE_Name	(1~{S},4~{R},5~{R},9~{R},11~{S},14~{R},15~{R},19~{R})-5,15-dihydroxy-1,11-bis(methylsulfanyl)-3,13-diazapentacyclo[11.7.0.0^{3,11}.0^{4,9}.0^{14,19}]icosa-6,16-diene-2,8,12,18-tetrone
SMILES	C1=CC(C2C(C1=O)CC3(N2C(=O)C4(CC5C(=O)C=CC(C5N4C3=O)O)SC)SC)O
Canonical_SMILES	CS[C@]12C[C@@H]3[C@@H](N1C(=O)[C@@]1(N(C2=O)[C@H]2[C@H](O)C=CC(=O)[C@@H]2C1)SC)[C@H](O)C=CC3=O
InChI	1/C20H22N2O6S2/c1-29-19-7-9-11(23)3-5-13(25)15(9)21(19)18(28)20(30-2)8-10-12(24)4-6-14(26)16(10)22(20)17(19)27/h3-6,9-10,13-16,25-26H,7-8H2,1-2H3
InChI_3D	1S/C20H22N2O6S2/c1-29-19-7-9-11(23)3-5-13(25)15(9)21(19)18(28)20(30-2)8-10-12(24)4-6-14(26)16(10)22(20)17(19)27/h3-6,9-10,13-16,25-26H,7-8H2,1-2H3/t9-,10-,13+,14+,15+,16+,19-,20-/m0/s1
AuxInfo	1/0/N:19,20,2,1,4,3,10,9,14,13,6,5,12,11,16,15,7,8,17,18,22,21,24,23,28,27,25,26,29,30/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(23,24)(25,26)(27,28)(29,30)/rA:52cCCCCCCCCCCCCCCCCCCCCNNOOOOOOSSHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;;;;;s3;s4;s5s9;s6s10;s11s13;s12s14;s7s10;s8s9;;;s7s15s18;s8s16s17;d5;d6;d7;d8;s11;s12;s17s19;s18s20;s1;s2;s3;s4;s9;s9;s10;s10;s11;s12;s13;s14;s15;s16;s19;s19;s19;s20;s20;s20;s27;s28;/rC:;4.9563,-6.126,0;-.5,-.866,0;5.4563,-5.2599,0;1,0,0;3.9563,-6.126,0;1.5646,-3.4697,0;3.3917,-2.6562,0;2.4781,-1.0739,0;2.4781,-5.052,0;0,-1.7321,0;4.9563,-4.3939,0;1.5,-.866,0;3.4563,-5.2599,0;1,-1.7321,0;3.9563,-4.3939,0;2.3736,-4.0575,0;2.5827,-2.0685,0;-.008,-5.4325,0;4.9642,-.6935,0;1.6691,-2.4752,0;3.2872,-3.6508,0;1.5,.866,0;3.4563,-6.992,0;.6511,-3.8765,0;4.3052,-2.2495,0;.1736,-2.7169,0;4.7826,-3.4091,0;.8581,-4.9325,0;4.0982,-1.1935,0;-.25,.433,0;5.2063,-6.559,0;-1,-.866,0;5.9563,-5.2599,0;2.5304,-.5767,0;2.9781,-1.0739,0;2.4259,-5.5493,0;1.9781,-5.052,0;-.4698,-1.9031,0;5.4261,-4.2229,0;1.7939,-.4615,0;3.9563,-5.2599,0;.75,-1.299,0;4.1597,-3.9371,0;.242,-5.8655,0;-.258,-4.9995,0;-.441,-5.6825,0;4.7142,-.2604,0;5.3973,-.4435,0;5.2142,-1.1265,0;-.2094,-3.0383,0;5.1657,-3.0877,0;
Duplicates	ChEBI4954
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4954.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4954.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4954.sdf