CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI1865 (406)

Formula C₁₆H₂₀N₂O₁₀S₂

MW 464.46

InChIKey CSMYCLLHRFFFLG-LQFNOIFHNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 12

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -0.73

logP 0.1628

PSA 235.81

MR 105.452

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -338.76569

PM7_Total_Energy_ev -5912.10589

PM7_Electronic_Energy_ev -51674.57111

PM7_Dipole_Debye 6.53282

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.28

PM7_LUMO_Energy_ev -0.819

PM7_COSMO_Area_square_ang 352.74

PM7_COSMO_Volue_cubic_ang 478.4

PM7_Electron_Affinity_ev 0.819

PM7_Ionization_Energy_ev 8.28

PM7_Energy_Gap_ev 7.461

PM7_Global_Hardness_ev 3.7305

PM7_Global_Softness_ev 0.2680605816914623

PM7_Chemical_Potential_ev -4.5495

PM7_Electronigativity_ev 4.5495

PM7_Back_Donation_Energy_ev -0.932625

PM7_Electrophilicity_ev 2.7741522919179733

OPENEYE_Name [(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] (1~{Z})-2-(4-hydroxy-1~{H}-indol-3-yl)-~{N}-sulfooxy-ethanimidothioate

SMILES c1cc2c(c(c[nH]2)CC(=NOS(=O)(=O)O)SC3C(C(C(C(O3)CO)O)O)O)c(c1)O

Canonical_SMILES OC[C@H]1O[C@@H](S/C(=NOS(=O)(=O)O)/Cc2c[nH]c3c2c(O)ccc3)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C16H20N2O10S2/c19-6-10-13(21)14(22)15(23)16(27-10)29-11(18-28-30(24,25)26)4-7-5-17-8-2-1-3-9(20)12(7)8/h1-3,5,10,13-17,19-23H,4,6H2,(H,24,25,26)/f/h24H

InChI_3D 1S/C16H20N2O10S2/c19-6-10-13(21)14(22)15(23)16(27-10)29-11(18-28-30(24,25)26)4-7-5-17-8-2-1-3-9(20)12(7)8/h1-3,5,10,13-17,19-23H,4,6H2,(H,24,25,26)/b18-11-/t10-,13-,14+,15-,16+/m1/s1

AuxInfo 1/1/N:1,2,3,15,4,16,6,7,8,13,9,5,11,10,12,14,18,17,26,22,24,23,25,19,20,27,21,28,29,30/E:(24,25,26)/F:1,2,3,15,4,16,6,7,8,13,9,5,11,10,12,14,18,17,26,22,24,23,25,27,19,20,21,28,29,30/E:(25,26)/CRV:30.6/rA:50cCCCCCCCCCCCCCCCCNNOOOOOOOOOOSSHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4s5;s2d5;d3s5;;;s10;s10;s11;s12;s6s9;s13;w9;s4s7;;;s13s14;s8;s10;s11;s12;s16;;s17;s9s14;d19d20s27s28;s1;s2;s3;s4;s10;s11;s12;s13;s14;s15;s15;s16;s16;s18;s22;s23;s24;s25;s26;s27;/rC:0,1.0058,0;.868,1.5138,0;;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;.868,-.4978,0;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;.2522,-2.8237,0;1.7384,-4.1621,0;5.4854,-2.9001,0;.8675,-1.4978,0;4.2324,-6.2059,0;6.8244,-6.1131,0;3.5822,-4.1673,0;7.3829,-.8996,0;.3261,-4.236,0;1.6644,-2.7498,0;4.2899,-2.4226,0;.9953,-3.4929,0;-.4337,1.2545,0;.868,2.0138,0;-.4327,-.2506,0;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;2.8483,1.7924,0;1.3004,-1.748,0;4.3854,-6.6819,0;7.3128,-6.2199,0;3.2466,-4.5378,0;7.8785,-.8339,0;-.163,-4.132,0;

Duplicates ChEBI1865

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1865.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1865.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1865.sdf

Formula	C₁₆H₂₀N₂O₁₀S₂
MW	464.46
InChIKey	CSMYCLLHRFFFLG-LQFNOIFHNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	12
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-0.73
logP	0.1628
PSA	235.81
MR	105.452
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-338.76569
PM7_Total_Energy_ev	-5912.10589
PM7_Electronic_Energy_ev	-51674.57111
PM7_Dipole_Debye	6.53282
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.28
PM7_LUMO_Energy_ev	-0.819
PM7_COSMO_Area_square_ang	352.74
PM7_COSMO_Volue_cubic_ang	478.4
PM7_Electron_Affinity_ev	0.819
PM7_Ionization_Energy_ev	8.28
PM7_Energy_Gap_ev	7.461
PM7_Global_Hardness_ev	3.7305
PM7_Global_Softness_ev	0.2680605816914623
PM7_Chemical_Potential_ev	-4.5495
PM7_Electronigativity_ev	4.5495
PM7_Back_Donation_Energy_ev	-0.932625
PM7_Electrophilicity_ev	2.7741522919179733
OPENEYE_Name	[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] (1~{Z})-2-(4-hydroxy-1~{H}-indol-3-yl)-~{N}-sulfooxy-ethanimidothioate
SMILES	c1cc2c(c(c[nH]2)CC(=NOS(=O)(=O)O)SC3C(C(C(C(O3)CO)O)O)O)c(c1)O
Canonical_SMILES	OC[C@H]1O[C@@H](S/C(=NOS(=O)(=O)O)/Cc2c[nH]c3c2c(O)ccc3)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C16H20N2O10S2/c19-6-10-13(21)14(22)15(23)16(27-10)29-11(18-28-30(24,25)26)4-7-5-17-8-2-1-3-9(20)12(7)8/h1-3,5,10,13-17,19-23H,4,6H2,(H,24,25,26)/f/h24H
InChI_3D	1S/C16H20N2O10S2/c19-6-10-13(21)14(22)15(23)16(27-10)29-11(18-28-30(24,25)26)4-7-5-17-8-2-1-3-9(20)12(7)8/h1-3,5,10,13-17,19-23H,4,6H2,(H,24,25,26)/b18-11-/t10-,13-,14+,15-,16+/m1/s1
AuxInfo	1/1/N:1,2,3,15,4,16,6,7,8,13,9,5,11,10,12,14,18,17,26,22,24,23,25,19,20,27,21,28,29,30/E:(24,25,26)/F:1,2,3,15,4,16,6,7,8,13,9,5,11,10,12,14,18,17,26,22,24,23,25,27,19,20,21,28,29,30/E:(25,26)/CRV:30.6/rA:50cCCCCCCCCCCCCCCCCNNOOOOOOOOOOSSHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4s5;s2d5;d3s5;;;s10;s10;s11;s12;s6s9;s13;w9;s4s7;;;s13s14;s8;s10;s11;s12;s16;;s17;s9s14;d19d20s27s28;s1;s2;s3;s4;s10;s11;s12;s13;s14;s15;s15;s16;s16;s18;s22;s23;s24;s25;s26;s27;/rC:0,1.0058,0;.868,1.5138,0;;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;.868,-.4978,0;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;.2522,-2.8237,0;1.7384,-4.1621,0;5.4854,-2.9001,0;.8675,-1.4978,0;4.2324,-6.2059,0;6.8244,-6.1131,0;3.5822,-4.1673,0;7.3829,-.8996,0;.3261,-4.236,0;1.6644,-2.7498,0;4.2899,-2.4226,0;.9953,-3.4929,0;-.4337,1.2545,0;.868,2.0138,0;-.4327,-.2506,0;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;2.8483,1.7924,0;1.3004,-1.748,0;4.3854,-6.6819,0;7.3128,-6.2199,0;3.2466,-4.5378,0;7.8785,-.8339,0;-.163,-4.132,0;
Duplicates	ChEBI1865
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1865.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1865.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1865.sdf