CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186564 (2528418)

Formula C₁₈H₁₅NO₉S

MW 421.38

InChIKey LTERDQPAPZBVNO-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 46

Rotat_Bonds 9

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 10

HB_Donor 4

HB_Acceptor 8

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -2.57

logP 1.7228

PSA 175.68

MR 96.9685

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -297.78976

PM7_Total_Energy_ev -5433.12871

PM7_Electronic_Energy_ev -42855.19656

PM7_Dipole_Debye 6.52224

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.585

PM7_LUMO_Energy_ev -2.066

PM7_COSMO_Area_square_ang 366.9

PM7_COSMO_Volue_cubic_ang 427.86

PM7_Electron_Affinity_ev 2.066

PM7_Ionization_Energy_ev 9.585

PM7_Energy_Gap_ev 7.519

PM7_Global_Hardness_ev 3.7595

PM7_Global_Softness_ev 0.26599281819390874

PM7_Chemical_Potential_ev -5.8255

PM7_Electronigativity_ev 5.8255

PM7_Back_Donation_Energy_ev -0.939875

PM7_Electrophilicity_ev 4.51342602074744

OPENEYE_Name (2~{S})-2-[(3,4-dihydroxy-9,10-dioxo-2-anthryl)sulfonylamino]-3-methoxy-propanoic acid

SMILES c1ccc2c(c1)C(=O)c3cc(c(c(c3C2=O)O)O)S(=O)(=O)NC(C(=O)O)COC

Canonical_SMILES COC[C@@H](C(=O)O)NS(=O)(=O)c1cc2C(=O)c3ccccc3C(=O)c2c(c1O)O

InChI 1/C18H15NO9S/c1-28-7-11(18(24)25)19-29(26,27)12-6-10-13(17(23)16(12)22)15(21)9-5-3-2-4-8(9)14(10)20/h2-6,11,19,22-23H,7H2,1H3,(H,24,25)/f/h24H

InChI_3D 1S/C18H15NO9S/c1-28-7-11(18(24)25)19-29(26,27)12-6-10-13(17(23)16(12)22)15(21)9-5-3-2-4-8(9)14(10)20/h2-6,11,19,22-23H,7H2,1H3,(H,24,25)/t11-/m0/s1

AuxInfo 1/1/N:16,1,2,3,4,5,17,6,7,8,18,12,9,13,14,11,10,15,19,20,21,26,25,22,27,23,24,28,29/E:(24,25)(26,27)/F:16,1,2,3,4,5,17,6,7,8,18,12,9,13,14,11,10,15,19,20,21,26,25,27,22,23,24,28,29/E:(26,27)/CRV:29.6/rA:44cCCCCCCCCCCCCCCCCCCNOOOOOOOOOSHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;d4s6;d5;s8;d9;s10;s5d11;s6s8;s7s9;;;;s15s17;s18;d13;d14;d15;;;s10;s11;s15;s16s17;s12s19d23d24;s1;s2;s3;s4;s5;s16;s16;s16;s17;s17;s18;s19;s25;s26;s27;/rC:0,1.0056,0;;.8679,1.5134,0;.8679,-.4978,0;4.3415,1.5149,0;1.7358,1.0056,0;1.7371,0,0;3.4735,1.0078,0;3.4738,-.0003,0;4.3422,-.5013,0;5.2158,.0003,0;5.2154,1.0084,0;2.6012,1.5123,0;2.6038,-.4989,0;7.9487,3.0067,0;6.9506,6.0073,0;6.9494,4.0073,0;6.9487,3.0073,0;6.9481,2.0073,0;2.5985,2.5123,0;2.6028,-1.4989,0;8.4493,3.8724,0;6.5812,.6415,0;5.5823,2.3742,0;4.3412,-1.5013,0;6.0813,-.5006,0;8.4482,2.1403,0;6.95,5.0073,0;6.0817,1.5078,0;-.4337,1.2543,0;-.4327,-.2506,0;.8679,2.0134,0;.8677,-.9978,0;4.3406,2.0149,0;7.4506,6.007,0;6.4506,6.0076,0;6.951,6.5073,0;7.4494,4.007,0;6.4494,4.0076,0;6.4487,3.0076,0;7.3809,1.757,0;4.7739,-1.7517,0;6.0808,-1.0006,0;8.9482,2.14,0;

Duplicates CHEMBL5186564

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186564.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186564.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186564.sdf

Formula	C₁₈H₁₅NO₉S
MW	421.38
InChIKey	LTERDQPAPZBVNO-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	46
Rotat_Bonds	9
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	10
HB_Donor	4
HB_Acceptor	8
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-2.57
logP	1.7228
PSA	175.68
MR	96.9685
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-297.78976
PM7_Total_Energy_ev	-5433.12871
PM7_Electronic_Energy_ev	-42855.19656
PM7_Dipole_Debye	6.52224
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.585
PM7_LUMO_Energy_ev	-2.066
PM7_COSMO_Area_square_ang	366.9
PM7_COSMO_Volue_cubic_ang	427.86
PM7_Electron_Affinity_ev	2.066
PM7_Ionization_Energy_ev	9.585
PM7_Energy_Gap_ev	7.519
PM7_Global_Hardness_ev	3.7595
PM7_Global_Softness_ev	0.26599281819390874
PM7_Chemical_Potential_ev	-5.8255
PM7_Electronigativity_ev	5.8255
PM7_Back_Donation_Energy_ev	-0.939875
PM7_Electrophilicity_ev	4.51342602074744
OPENEYE_Name	(2~{S})-2-[(3,4-dihydroxy-9,10-dioxo-2-anthryl)sulfonylamino]-3-methoxy-propanoic acid
SMILES	c1ccc2c(c1)C(=O)c3cc(c(c(c3C2=O)O)O)S(=O)(=O)NC(C(=O)O)COC
Canonical_SMILES	COC[C@@H](C(=O)O)NS(=O)(=O)c1cc2C(=O)c3ccccc3C(=O)c2c(c1O)O
InChI	1/C18H15NO9S/c1-28-7-11(18(24)25)19-29(26,27)12-6-10-13(17(23)16(12)22)15(21)9-5-3-2-4-8(9)14(10)20/h2-6,11,19,22-23H,7H2,1H3,(H,24,25)/f/h24H
InChI_3D	1S/C18H15NO9S/c1-28-7-11(18(24)25)19-29(26,27)12-6-10-13(17(23)16(12)22)15(21)9-5-3-2-4-8(9)14(10)20/h2-6,11,19,22-23H,7H2,1H3,(H,24,25)/t11-/m0/s1
AuxInfo	1/1/N:16,1,2,3,4,5,17,6,7,8,18,12,9,13,14,11,10,15,19,20,21,26,25,22,27,23,24,28,29/E:(24,25)(26,27)/F:16,1,2,3,4,5,17,6,7,8,18,12,9,13,14,11,10,15,19,20,21,26,25,27,22,23,24,28,29/E:(26,27)/CRV:29.6/rA:44cCCCCCCCCCCCCCCCCCCNOOOOOOOOOSHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;d4s6;d5;s8;d9;s10;s5d11;s6s8;s7s9;;;;s15s17;s18;d13;d14;d15;;;s10;s11;s15;s16s17;s12s19d23d24;s1;s2;s3;s4;s5;s16;s16;s16;s17;s17;s18;s19;s25;s26;s27;/rC:0,1.0056,0;;.8679,1.5134,0;.8679,-.4978,0;4.3415,1.5149,0;1.7358,1.0056,0;1.7371,0,0;3.4735,1.0078,0;3.4738,-.0003,0;4.3422,-.5013,0;5.2158,.0003,0;5.2154,1.0084,0;2.6012,1.5123,0;2.6038,-.4989,0;7.9487,3.0067,0;6.9506,6.0073,0;6.9494,4.0073,0;6.9487,3.0073,0;6.9481,2.0073,0;2.5985,2.5123,0;2.6028,-1.4989,0;8.4493,3.8724,0;6.5812,.6415,0;5.5823,2.3742,0;4.3412,-1.5013,0;6.0813,-.5006,0;8.4482,2.1403,0;6.95,5.0073,0;6.0817,1.5078,0;-.4337,1.2543,0;-.4327,-.2506,0;.8679,2.0134,0;.8677,-.9978,0;4.3406,2.0149,0;7.4506,6.007,0;6.4506,6.0076,0;6.951,6.5073,0;7.4494,4.007,0;6.4494,4.0076,0;6.4487,3.0076,0;7.3809,1.757,0;4.7739,-1.7517,0;6.0808,-1.0006,0;8.9482,2.14,0;
Duplicates	CHEMBL5186564
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186564.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186564.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186564.sdf