CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI5405 (2296)

Formula C₁₂H₂₂NO₁₁S₃

MW 452.49

InChIKey WJMGSLJQEIYHOF-IGRHFKGWNA-M

Entry_Date 2023-11-01

Net_Charge -1

Number_Atoms 50

Number_Heavy_Atoms 27

Number_Rings 1

Number_Bonds 50

Rotat_Bonds 15

Unbranched_Chain 4

Chiral_Centers 5

ONatoms 12

HB_Donor 5

HB_Acceptor 9

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 12

Lipinski_Violations 1

XLogP3 0

XLogP -2.28

logP 0.0289

PSA 242.31

MR 95.277

ABS 0.11

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -488.842

PM7_Total_Energy_ev -5737.20371

PM7_Electronic_Energy_ev -45849.27281

PM7_Dipole_Debye 12.022

PM7_Point_Group C1

PM7_HOMO_Energy_ev -6.28

PM7_LUMO_Energy_ev 2.018

PM7_COSMO_Area_square_ang 379.49

PM7_COSMO_Volue_cubic_ang 464.13

PM7_Electron_Affinity_ev -2.018

PM7_Ionization_Energy_ev 6.28

PM7_Energy_Gap_ev 8.298

PM7_Global_Hardness_ev 4.149

PM7_Global_Softness_ev 0.24102193299590263

PM7_Chemical_Potential_ev -2.131

PM7_Electronigativity_ev 2.131

PM7_Back_Donation_Energy_ev -1.03725

PM7_Electrophilicity_ev 0.5472597011328031

OPENEYE_Name [(~{E})-[5-methylsulfonyl-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]sulfanyl-pentylidene]amino] sulfate

SMILES C(=NOS(=O)(=O)[O-])(CCCCS(=O)(=O)C)SC1C(C(C(C(O1)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](S/C(=N/OS(=O)(=O)O)/CCCCS(=O)(=O)C)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C12H23NO11S3/c1-26(18,19)5-3-2-4-8(13-24-27(20,21)22)25-12-11(17)10(16)9(15)7(6-14)23-12/h7,9-12,14-17H,2-6H2,1H3,(H,20,21,22)/p-1/fC12H22NO11S3/q-1

InChI_3D 1S/C12H23NO11S3/c1-26(18,19)5-3-2-4-8(13-24-27(20,21)22)25-12-11(17)10(16)9(15)7(6-14)23-12/h7,9-12,14-17H,2-6H2,1H3,(H,20,21,22)/b13-8+/t7-,9-,10+,11-,12+/m1/s1

AuxInfo 1/1/N:7,10,11,8,12,9,5,1,3,2,4,6,13,23,21,20,22,15,16,14,17,18,19,24,25,26,27/E:(18,19)(20,21,22)/F:m/E:m/CRV:26.6,27.6/rA:49cCCCCCCCCCCCCNO-OOOOOOOOOOSSSHHHHHHHHHHHHHHHHHHHHHH/rB:;s2;s2;s3;s4;;s1;s5;s8;s10;s11;w1;;;;;;s5s6;s2;s3;s4;s9;s13;s1s6;s7s12d15d16;s14d17d18s24;s2;s3;s4;s5;s6;s7;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s20;s21;s22;s23;/rC:.5734,3.2096,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.6477,8.8396,0;.9192,4.1479,0;-2.5903,1.1954,0;1.2649,5.0863,0;1.6106,6.0246,0;1.9563,6.963,0;-.412,3.0398,0;-3.0228,3.4689,0;1.3637,8.247,0;3.2404,7.5556,0;-1.8675,2.6531,0;-2.2071,4.6241,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;-3.5748,1.0198,0;-1.0518,3.8084,0;1.2132,2.441,0;2.302,7.9013,0;-2.0373,3.6386,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;3.1169,8.6668,0;2.1786,9.0125,0;2.8206,9.3088,0;1.3883,3.9751,0;.45,4.3208,0;-2.5025,.7032,0;-2.6781,1.6877,0;1.734,4.9134,0;.7957,5.2591,0;2.0798,5.8518,0;1.1414,6.1975,0;2.4255,6.7901,0;1.4871,7.1358,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;-3.7449,.5497,0;

Duplicates ChEBI5405

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5405.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5405.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5405.sdf

Formula	C₁₂H₂₂NO₁₁S₃
MW	452.49
InChIKey	WJMGSLJQEIYHOF-IGRHFKGWNA-M
Entry_Date	2023-11-01
Net_Charge	-1
Number_Atoms	50
Number_Heavy_Atoms	27
Number_Rings	1
Number_Bonds	50
Rotat_Bonds	15
Unbranched_Chain	4
Chiral_Centers	5
ONatoms	12
HB_Donor	5
HB_Acceptor	9
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	12
Lipinski_Violations	1
XLogP3	0
XLogP	-2.28
logP	0.0289
PSA	242.31
MR	95.277
ABS	0.11
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-488.842
PM7_Total_Energy_ev	-5737.20371
PM7_Electronic_Energy_ev	-45849.27281
PM7_Dipole_Debye	12.022
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-6.28
PM7_LUMO_Energy_ev	2.018
PM7_COSMO_Area_square_ang	379.49
PM7_COSMO_Volue_cubic_ang	464.13
PM7_Electron_Affinity_ev	-2.018
PM7_Ionization_Energy_ev	6.28
PM7_Energy_Gap_ev	8.298
PM7_Global_Hardness_ev	4.149
PM7_Global_Softness_ev	0.24102193299590263
PM7_Chemical_Potential_ev	-2.131
PM7_Electronigativity_ev	2.131
PM7_Back_Donation_Energy_ev	-1.03725
PM7_Electrophilicity_ev	0.5472597011328031
OPENEYE_Name	[(~{E})-[5-methylsulfonyl-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]sulfanyl-pentylidene]amino] sulfate
SMILES	C(=NOS(=O)(=O)[O-])(CCCCS(=O)(=O)C)SC1C(C(C(C(O1)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](S/C(=N/OS(=O)(=O)O)/CCCCS(=O)(=O)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C12H23NO11S3/c1-26(18,19)5-3-2-4-8(13-24-27(20,21)22)25-12-11(17)10(16)9(15)7(6-14)23-12/h7,9-12,14-17H,2-6H2,1H3,(H,20,21,22)/p-1/fC12H22NO11S3/q-1
InChI_3D	1S/C12H23NO11S3/c1-26(18,19)5-3-2-4-8(13-24-27(20,21)22)25-12-11(17)10(16)9(15)7(6-14)23-12/h7,9-12,14-17H,2-6H2,1H3,(H,20,21,22)/b13-8+/t7-,9-,10+,11-,12+/m1/s1
AuxInfo	1/1/N:7,10,11,8,12,9,5,1,3,2,4,6,13,23,21,20,22,15,16,14,17,18,19,24,25,26,27/E:(18,19)(20,21,22)/F:m/E:m/CRV:26.6,27.6/rA:49cCCCCCCCCCCCCNO-OOOOOOOOOOSSSHHHHHHHHHHHHHHHHHHHHHH/rB:;s2;s2;s3;s4;;s1;s5;s8;s10;s11;w1;;;;;;s5s6;s2;s3;s4;s9;s13;s1s6;s7s12d15d16;s14d17d18s24;s2;s3;s4;s5;s6;s7;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s20;s21;s22;s23;/rC:.5734,3.2096,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.6477,8.8396,0;.9192,4.1479,0;-2.5903,1.1954,0;1.2649,5.0863,0;1.6106,6.0246,0;1.9563,6.963,0;-.412,3.0398,0;-3.0228,3.4689,0;1.3637,8.247,0;3.2404,7.5556,0;-1.8675,2.6531,0;-2.2071,4.6241,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;-3.5748,1.0198,0;-1.0518,3.8084,0;1.2132,2.441,0;2.302,7.9013,0;-2.0373,3.6386,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;3.1169,8.6668,0;2.1786,9.0125,0;2.8206,9.3088,0;1.3883,3.9751,0;.45,4.3208,0;-2.5025,.7032,0;-2.6781,1.6877,0;1.734,4.9134,0;.7957,5.2591,0;2.0798,5.8518,0;1.1414,6.1975,0;2.4255,6.7901,0;1.4871,7.1358,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;-3.7449,.5497,0;
Duplicates	ChEBI5405
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5405.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5405.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5405.sdf