CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08116 (7666)

Formula C₂₂H₂₂N₂O₉S

MW 490.48

InChIKey DEOZLEGRVHDNKC-SCXYCHFONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 34

Number_Rings 3

Number_Bonds 58

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 11

HB_Donor 5

HB_Acceptor 8

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP -3.51

logP 2.7331

PSA 194.08

MR 122.409

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -273.29003

PM7_Total_Energy_ev -6204.44458

PM7_Electronic_Energy_ev -52885.35503

PM7_Dipole_Debye 3.8893

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.378

PM7_LUMO_Energy_ev -0.788

PM7_COSMO_Area_square_ang 444.65

PM7_COSMO_Volue_cubic_ang 540.11

PM7_Electron_Affinity_ev 0.788

PM7_Ionization_Energy_ev 8.378

PM7_Energy_Gap_ev 7.59

PM7_Global_Hardness_ev 3.795

PM7_Global_Softness_ev 0.2635046113306983

PM7_Chemical_Potential_ev -4.583

PM7_Electronigativity_ev 4.583

PM7_Back_Donation_Energy_ev -0.94875

PM7_Electrophilicity_ev 2.7673108036890643

OPENEYE_Name (2~{S},3~{R})-4-[2-(3,4-dihydroxyphenyl)acetyl]oxy-2-[(2-formylindolizin-3-yl)amino]-3-[(~{S})-hydroxysulfinyl]-3-methyl-butanoic acid

SMILES c1cc(c(cc1CC(=O)OCC(C)(C(C(=O)O)Nc2c(cc3n2cccc3)C=O)S(=O)O)O)O

Canonical_SMILES O=Cc1cc2n(c1N[C@H]([C@@]([S@@](=O)O)(COC(=O)Cc1ccc(c(c1)O)O)C)C(=O)O)cccc2

InChI 1/C22H22N2O9S/c1-22(34(31)32,12-33-18(28)9-13-5-6-16(26)17(27)8-13)19(21(29)30)23-20-14(11-25)10-15-4-2-3-7-24(15)20/h2-8,10-11,19,23,26-27H,9,12H2,1H3,(H,29,30)(H,31,32)/f/h29,31H

InChI_3D 1S/C22H22N2O9S/c1-22(34(31)32,12-33-18(28)9-13-5-6-16(26)17(27)8-13)19(21(29)30)23-20-14(11-25)10-15-4-2-3-7-24(15)20/h2-8,10-11,19,23,26-27H,9,12H2,1H3,(H,29,30)(H,31,32)/t19-,22-/m0/s1

AuxInfo 1/1/N:18,12,13,11,1,2,14,4,19,3,15,20,6,5,9,7,8,16,21,10,17,22,24,23,25,29,30,26,27,31,28,32,33,34/E:(29,30)(31,32)/F:18,12,13,11,1,2,14,4,19,3,15,20,6,5,9,7,8,16,21,10,17,22,24,23,25,29,30,26,31,27,32,28,33,34/rA:56cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s3;s1d4;s2;s4d7;d3;d5;s9;d11;s12;d13;s5;;;;s6s16;;s17;s18s20s21;s9s10s14;s10s21;d15;d16;d17;;s7;s8;s17;;s16s20;s22d28s32;s1;s2;s3;s4;s11;s12;s13;s14;s15;s18;s18;s18;s19;s19;s20;s20;s21;s24;s29;s30;s31;s32;/rC:-.1639,-9.3441,0;-.8299,-10.0901,0;2.6938,.311,0;-1.4551,-8.1849,0;3.2858,-.5036,0;-.4715,-8.3925,0;-1.8134,-9.8825,0;-2.131,-8.9288,0;1.736,0,0;2.6938,-1.3184,0;.868,.5079,0;;0,-1.0058,0;.868,-1.5037,0;4.2858,-.5035,0;.8668,-6.9063,0;3.3084,-4.3951,0;1.1531,-3.7998,0;.1976,-7.6494,0;1.227,-5.2121,0;2.5653,-3.7259,0;1.8962,-4.469,0;1.736,-1.0071,0;3.2345,-2.9828,0;4.7857,.3625,0;1.8449,-7.1143,0;3.1005,-5.3732,0;3.5903,-4.8292,0;-2.4793,-10.6285,0;-3.1094,-8.7223,0;4.2595,-4.0861,0;2.4313,-6.1163,0;.5578,-5.9552,0;2.6393,-5.1382,0;.3253,-9.4473,0;-.674,-10.5652,0;2.8483,.7865,0;-1.6088,-7.7091,0;.868,1.0079,0;-.4337,.2487,0;-.4327,-1.2564,0;.8677,-2.0037,0;4.5358,-.9365,0;.8185,-4.1714,0;1.4876,-3.4283,0;.7815,-3.4653,0;-.1739,-7.3148,0;.5692,-7.984,0;1.5986,-5.5467,0;.8554,-4.8775,0;2.1938,-3.3913,0;3.7236,-3.0868,0;-2.3227,-11.1034,0;-3.4435,-9.0943,0;4.6311,-4.4207,0;2.8029,-6.4509,0;

Duplicates DB08116

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08116.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08116.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08116.sdf

Formula	C₂₂H₂₂N₂O₉S
MW	490.48
InChIKey	DEOZLEGRVHDNKC-SCXYCHFONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	34
Number_Rings	3
Number_Bonds	58
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	11
HB_Donor	5
HB_Acceptor	8
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	-3.51
logP	2.7331
PSA	194.08
MR	122.409
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-273.29003
PM7_Total_Energy_ev	-6204.44458
PM7_Electronic_Energy_ev	-52885.35503
PM7_Dipole_Debye	3.8893
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.378
PM7_LUMO_Energy_ev	-0.788
PM7_COSMO_Area_square_ang	444.65
PM7_COSMO_Volue_cubic_ang	540.11
PM7_Electron_Affinity_ev	0.788
PM7_Ionization_Energy_ev	8.378
PM7_Energy_Gap_ev	7.59
PM7_Global_Hardness_ev	3.795
PM7_Global_Softness_ev	0.2635046113306983
PM7_Chemical_Potential_ev	-4.583
PM7_Electronigativity_ev	4.583
PM7_Back_Donation_Energy_ev	-0.94875
PM7_Electrophilicity_ev	2.7673108036890643
OPENEYE_Name	(2~{S},3~{R})-4-[2-(3,4-dihydroxyphenyl)acetyl]oxy-2-[(2-formylindolizin-3-yl)amino]-3-[(~{S})-hydroxysulfinyl]-3-methyl-butanoic acid
SMILES	c1cc(c(cc1CC(=O)OCC(C)(C(C(=O)O)Nc2c(cc3n2cccc3)C=O)S(=O)O)O)O
Canonical_SMILES	O=Cc1cc2n(c1N[C@H]([C@@]([S@@](=O)O)(COC(=O)Cc1ccc(c(c1)O)O)C)C(=O)O)cccc2
InChI	1/C22H22N2O9S/c1-22(34(31)32,12-33-18(28)9-13-5-6-16(26)17(27)8-13)19(21(29)30)23-20-14(11-25)10-15-4-2-3-7-24(15)20/h2-8,10-11,19,23,26-27H,9,12H2,1H3,(H,29,30)(H,31,32)/f/h29,31H
InChI_3D	1S/C22H22N2O9S/c1-22(34(31)32,12-33-18(28)9-13-5-6-16(26)17(27)8-13)19(21(29)30)23-20-14(11-25)10-15-4-2-3-7-24(15)20/h2-8,10-11,19,23,26-27H,9,12H2,1H3,(H,29,30)(H,31,32)/t19-,22-/m0/s1
AuxInfo	1/1/N:18,12,13,11,1,2,14,4,19,3,15,20,6,5,9,7,8,16,21,10,17,22,24,23,25,29,30,26,27,31,28,32,33,34/E:(29,30)(31,32)/F:18,12,13,11,1,2,14,4,19,3,15,20,6,5,9,7,8,16,21,10,17,22,24,23,25,29,30,26,31,27,32,28,33,34/rA:56cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s3;s1d4;s2;s4d7;d3;d5;s9;d11;s12;d13;s5;;;;s6s16;;s17;s18s20s21;s9s10s14;s10s21;d15;d16;d17;;s7;s8;s17;;s16s20;s22d28s32;s1;s2;s3;s4;s11;s12;s13;s14;s15;s18;s18;s18;s19;s19;s20;s20;s21;s24;s29;s30;s31;s32;/rC:-.1639,-9.3441,0;-.8299,-10.0901,0;2.6938,.311,0;-1.4551,-8.1849,0;3.2858,-.5036,0;-.4715,-8.3925,0;-1.8134,-9.8825,0;-2.131,-8.9288,0;1.736,0,0;2.6938,-1.3184,0;.868,.5079,0;;0,-1.0058,0;.868,-1.5037,0;4.2858,-.5035,0;.8668,-6.9063,0;3.3084,-4.3951,0;1.1531,-3.7998,0;.1976,-7.6494,0;1.227,-5.2121,0;2.5653,-3.7259,0;1.8962,-4.469,0;1.736,-1.0071,0;3.2345,-2.9828,0;4.7857,.3625,0;1.8449,-7.1143,0;3.1005,-5.3732,0;3.5903,-4.8292,0;-2.4793,-10.6285,0;-3.1094,-8.7223,0;4.2595,-4.0861,0;2.4313,-6.1163,0;.5578,-5.9552,0;2.6393,-5.1382,0;.3253,-9.4473,0;-.674,-10.5652,0;2.8483,.7865,0;-1.6088,-7.7091,0;.868,1.0079,0;-.4337,.2487,0;-.4327,-1.2564,0;.8677,-2.0037,0;4.5358,-.9365,0;.8185,-4.1714,0;1.4876,-3.4283,0;.7815,-3.4653,0;-.1739,-7.3148,0;.5692,-7.984,0;1.5986,-5.5467,0;.8554,-4.8775,0;2.1938,-3.3913,0;3.7236,-3.0868,0;-2.3227,-11.1034,0;-3.4435,-9.0943,0;4.6311,-4.4207,0;2.8029,-6.4509,0;
Duplicates	DB08116
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08116.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08116.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08116.sdf