CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI27842 (7869)

Formula C₁₆H₂₀N₂O₁₂S₃

MW 528.52

InChIKey JZFQZINWXSEVSO-DXAUXPAJNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 14

HB_Donor 6

HB_Acceptor 10

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -1.3

logP 0.6623

PSA 267.47

MR 114.059

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -413.86854

PM7_Total_Energy_ev -6679.31837

PM7_Electronic_Energy_ev -60556.44809

PM7_Dipole_Debye 8.38036

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.806

PM7_LUMO_Energy_ev -1.289

PM7_COSMO_Area_square_ang 382.1

PM7_COSMO_Volue_cubic_ang 526.59

PM7_Electron_Affinity_ev 1.289

PM7_Ionization_Energy_ev 8.806

PM7_Energy_Gap_ev 7.517

PM7_Global_Hardness_ev 3.7585

PM7_Global_Softness_ev 0.26606358919781825

PM7_Chemical_Potential_ev -5.0475

PM7_Electronigativity_ev 5.0475

PM7_Back_Donation_Energy_ev -0.939625

PM7_Electrophilicity_ev 3.389285120393774

OPENEYE_Name 3-[(2~{Z})-2-sulfooxyimino-2-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]sulfanyl-ethyl]indole-1-sulfonic acid

SMILES c1ccc2c(c1)c(cn2S(=O)(=O)O)CC(=NOS(=O)(=O)O)SC3C(C(C(C(O3)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](S/C(=NOS(=O)(=O)O)/Cc2cn(c3c2cccc3)S(=O)(=O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C16H20N2O12S3/c19-7-11-13(20)14(21)15(22)16(29-11)31-12(17-30-33(26,27)28)5-8-6-18(32(23,24)25)10-4-2-1-3-9(8)10/h1-4,6,11,13-16,19-22H,5,7H2,(H,23,24,25)(H,26,27,28)/f/h23,26H

InChI_3D 1S/C16H20N2O12S3/c19-7-11-13(20)14(21)15(22)16(29-11)31-12(17-30-33(26,27)28)5-8-6-18(32(23,24)25)10-4-2-1-3-9(8)10/h1-4,6,11,13-16,19-22H,5,7H2,(H,23,24,25)(H,26,27,28)/b17-12-/t11-,13-,14+,15-,16+/m1/s1

AuxInfo 1/1/N:1,2,3,4,15,5,16,7,6,8,13,9,11,10,12,14,17,18,27,25,24,26,19,20,28,21,22,29,23,30,31,32,33/E:(23,24,25)(26,27,28)/F:1,2,3,4,15,5,16,7,6,8,13,9,11,10,12,14,17,18,27,25,24,26,28,19,20,29,21,22,23,30,31,32,33/E:(24,25)(27,28)/CRV:32.6,33.6/rA:53cCCCCCCCCCCCCCCCCNNOOOOOOOOOOOOSSSHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;d5s6;d4s6;;;s10;s10;s11;s12;s7s9;s13;w9;s5s8;;;;;s13s14;s10;s11;s12;s16;;;s17;s9s14;s18d19d20s28;d21d22s29s30;s1;s2;s3;s4;s5;s10;s11;s12;s13;s14;s15;s15;s16;s16;s24;s25;s26;s27;s28;s29;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;3.3117,-2.2146,0;5.4073,-4.909,0;6.2935,-4.4456,0;4.5598,-4.3781,0;6.3325,-3.4411,0;4.5988,-3.3737,0;3.0028,-1.2636,0;7.0009,-1.8238,0;2.6426,-2.9578,0;2.6938,1.3169,0;2.0517,2.577,0;3.9539,1.959,0;.2522,-2.8237,0;1.7384,-4.1621,0;5.4854,-2.9001,0;4.2324,-6.2059,0;6.8244,-6.1131,0;3.5822,-4.1673,0;7.3829,-.8996,0;3.3118,3.219,0;.3261,-4.236,0;1.6644,-2.7498,0;4.2899,-2.4226,0;3.0028,2.268,0;.9953,-3.4929,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;3.7858,.5023,0;5.7131,-5.3045,0;6.7889,-4.3784,0;4.3715,-4.8413,0;6.821,-3.548,0;4.1036,-3.4423,0;3.4783,-1.1091,0;2.5272,-1.4181,0;7.463,-2.0148,0;6.5388,-1.6328,0;4.3854,-6.6819,0;7.3128,-6.2199,0;3.2466,-4.5378,0;7.8785,-.8339,0;2.9772,3.5906,0;-.163,-4.132,0;

Duplicates ChEBI27842

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027750-0000027999/ChEBI27842.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027750-0000027999/ChEBI27842.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027750-0000027999/ChEBI27842.sdf

Formula	C₁₆H₂₀N₂O₁₂S₃
MW	528.52
InChIKey	JZFQZINWXSEVSO-DXAUXPAJNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	14
HB_Donor	6
HB_Acceptor	10
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-1.3
logP	0.6623
PSA	267.47
MR	114.059
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-413.86854
PM7_Total_Energy_ev	-6679.31837
PM7_Electronic_Energy_ev	-60556.44809
PM7_Dipole_Debye	8.38036
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.806
PM7_LUMO_Energy_ev	-1.289
PM7_COSMO_Area_square_ang	382.1
PM7_COSMO_Volue_cubic_ang	526.59
PM7_Electron_Affinity_ev	1.289
PM7_Ionization_Energy_ev	8.806
PM7_Energy_Gap_ev	7.517
PM7_Global_Hardness_ev	3.7585
PM7_Global_Softness_ev	0.26606358919781825
PM7_Chemical_Potential_ev	-5.0475
PM7_Electronigativity_ev	5.0475
PM7_Back_Donation_Energy_ev	-0.939625
PM7_Electrophilicity_ev	3.389285120393774
OPENEYE_Name	3-[(2~{Z})-2-sulfooxyimino-2-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]sulfanyl-ethyl]indole-1-sulfonic acid
SMILES	c1ccc2c(c1)c(cn2S(=O)(=O)O)CC(=NOS(=O)(=O)O)SC3C(C(C(C(O3)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](S/C(=NOS(=O)(=O)O)/Cc2cn(c3c2cccc3)S(=O)(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C16H20N2O12S3/c19-7-11-13(20)14(21)15(22)16(29-11)31-12(17-30-33(26,27)28)5-8-6-18(32(23,24)25)10-4-2-1-3-9(8)10/h1-4,6,11,13-16,19-22H,5,7H2,(H,23,24,25)(H,26,27,28)/f/h23,26H
InChI_3D	1S/C16H20N2O12S3/c19-7-11-13(20)14(21)15(22)16(29-11)31-12(17-30-33(26,27)28)5-8-6-18(32(23,24)25)10-4-2-1-3-9(8)10/h1-4,6,11,13-16,19-22H,5,7H2,(H,23,24,25)(H,26,27,28)/b17-12-/t11-,13-,14+,15-,16+/m1/s1
AuxInfo	1/1/N:1,2,3,4,15,5,16,7,6,8,13,9,11,10,12,14,17,18,27,25,24,26,19,20,28,21,22,29,23,30,31,32,33/E:(23,24,25)(26,27,28)/F:1,2,3,4,15,5,16,7,6,8,13,9,11,10,12,14,17,18,27,25,24,26,28,19,20,29,21,22,23,30,31,32,33/E:(24,25)(27,28)/CRV:32.6,33.6/rA:53cCCCCCCCCCCCCCCCCNNOOOOOOOOOOOOSSSHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;d5s6;d4s6;;;s10;s10;s11;s12;s7s9;s13;w9;s5s8;;;;;s13s14;s10;s11;s12;s16;;;s17;s9s14;s18d19d20s28;d21d22s29s30;s1;s2;s3;s4;s5;s10;s11;s12;s13;s14;s15;s15;s16;s16;s24;s25;s26;s27;s28;s29;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;3.3117,-2.2146,0;5.4073,-4.909,0;6.2935,-4.4456,0;4.5598,-4.3781,0;6.3325,-3.4411,0;4.5988,-3.3737,0;3.0028,-1.2636,0;7.0009,-1.8238,0;2.6426,-2.9578,0;2.6938,1.3169,0;2.0517,2.577,0;3.9539,1.959,0;.2522,-2.8237,0;1.7384,-4.1621,0;5.4854,-2.9001,0;4.2324,-6.2059,0;6.8244,-6.1131,0;3.5822,-4.1673,0;7.3829,-.8996,0;3.3118,3.219,0;.3261,-4.236,0;1.6644,-2.7498,0;4.2899,-2.4226,0;3.0028,2.268,0;.9953,-3.4929,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;3.7858,.5023,0;5.7131,-5.3045,0;6.7889,-4.3784,0;4.3715,-4.8413,0;6.821,-3.548,0;4.1036,-3.4423,0;3.4783,-1.1091,0;2.5272,-1.4181,0;7.463,-2.0148,0;6.5388,-1.6328,0;4.3854,-6.6819,0;7.3128,-6.2199,0;3.2466,-4.5378,0;7.8785,-.8339,0;2.9772,3.5906,0;-.163,-4.132,0;
Duplicates	ChEBI27842
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027750-0000027999/ChEBI27842.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027750-0000027999/ChEBI27842.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027750-0000027999/ChEBI27842.sdf