CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185308 (99947)

Formula C₂₁H₁₈O₉S

MW 446.43

InChIKey BRWSZAMLRHCZHO-LQFNOIFHNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 9

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 2.11

logP 4.6208

PSA 140.88

MR 112.777

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -285.21596

PM7_Total_Energy_ev -5655.41422

PM7_Electronic_Energy_ev -44851.43946

PM7_Dipole_Debye 4.50527

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.86

PM7_LUMO_Energy_ev -0.936

PM7_COSMO_Area_square_ang 411.34

PM7_COSMO_Volue_cubic_ang 468.77

PM7_Electron_Affinity_ev 0.936

PM7_Ionization_Energy_ev 8.86

PM7_Energy_Gap_ev 7.924

PM7_Global_Hardness_ev 3.962

PM7_Global_Softness_ev 0.2523977788995457

PM7_Chemical_Potential_ev -4.898

PM7_Electronigativity_ev 4.898

PM7_Back_Donation_Energy_ev -0.9905

PM7_Electrophilicity_ev 3.027562342251388

OPENEYE_Name [3-(8,8-dimethyl-2-oxo-pyrano[2,3-f]chromen-3-yl)-2-hydroxy-6-methoxy-phenyl] hydrogen sulfate

SMILES c1cc2c(c3c1cc(c(=O)o3)c4ccc(c(c4O)OS(=O)(=O)O)OC)C=CC(O2)(C)C

Canonical_SMILES COc1ccc(c(c1OS(=O)(=O)O)O)c1cc2ccc3c(c2oc1=O)C=CC(O3)(C)C

InChI 1/C21H18O9S/c1-21(2)9-8-13-15(29-21)6-4-11-10-14(20(23)28-18(11)13)12-5-7-16(27-3)19(17(12)22)30-31(24,25)26/h4-10,22H,1-3H3,(H,24,25,26)/f/h24H

InChI_3D 1S/C21H18O9S/c1-21(2)9-8-13-15(29-21)6-4-11-10-14(20(23)28-18(11)13)12-5-7-16(27-3)19(17(12)22)30-31(24,25)26/h4-10,22H,1-3H3,(H,24,25,26)

AuxInfo 1/1/N:19,20,21,1,2,3,4,14,15,13,5,6,7,16,8,10,11,9,12,17,18,27,22,23,24,28,29,25,26,30,31/E:(1,2)(24,25,26)/F:19,20,21,1,2,3,4,14,15,13,5,6,7,16,8,10,11,9,12,17,18,27,22,28,23,24,29,25,26,30,31/E:(1,2)(25,26)/CRV:31.6/rA:49nCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOSHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;;s3d7;d5s7;s4;d6;d10s11;s5;s7;d14;s6d13;s16;s15;s18;s18;;d17;;;s9s17;s8s18;s11;;s10s21;s12;d23d24s28s30;s1;s2;s3;s4;s13;s14;s15;s19;s19;s19;s20;s20;s20;s21;s21;s21;s27;s28;/rC:2.0203,1.7335,0;-1.5073,-.8549,0;3.0288,1.7326,0;-2.5073,-.8523,0;1.5098,.8605,0;-1,.007,0;3.0202,-.024,0;3.5288,.8513,0;2.0078,-.0133,0;-3.0051,.021,0;-1.4978,.8802,0;-2.5029,.8917,0;.5098,.866,0;3.5212,-.8973,0;4.5328,-.9029,0;;.4981,-.8737,0;5.0414,-.0275,0;5.81,.6122,0;6.3782,-1.1569,0;-5.2573,-.8393,0;-.0076,-1.7364,0;-4.0036,.766,0;-3.9926,2.766,0;1.5058,-.8814,0;4.5383,.8534,0;-.9905,1.742,0;-4.9981,1.7715,0;-4.7551,.0255,0;-2.9981,1.7605,0;-3.9981,1.766,0;1.7717,2.1673,0;-1.2596,-1.2892,0;3.2806,2.1646,0;-2.759,-1.2843,0;.2628,1.3007,0;3.2694,-1.3293,0;4.781,-1.3369,0;6.1299,.2279,0;5.4902,.9965,0;6.1943,.932,0;6.7009,-.775,0;6.0555,-1.5388,0;6.7601,-1.4796,0;-4.8249,-1.0904,0;-5.6897,-.5882,0;-5.5084,-1.2716,0;-1.2368,2.1771,0;-5.2504,1.3398,0;

Duplicates ChEBI185308

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185308.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185308.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185308.sdf

Formula	C₂₁H₁₈O₉S
MW	446.43
InChIKey	BRWSZAMLRHCZHO-LQFNOIFHNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	9
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	2.11
logP	4.6208
PSA	140.88
MR	112.777
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-285.21596
PM7_Total_Energy_ev	-5655.41422
PM7_Electronic_Energy_ev	-44851.43946
PM7_Dipole_Debye	4.50527
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.86
PM7_LUMO_Energy_ev	-0.936
PM7_COSMO_Area_square_ang	411.34
PM7_COSMO_Volue_cubic_ang	468.77
PM7_Electron_Affinity_ev	0.936
PM7_Ionization_Energy_ev	8.86
PM7_Energy_Gap_ev	7.924
PM7_Global_Hardness_ev	3.962
PM7_Global_Softness_ev	0.2523977788995457
PM7_Chemical_Potential_ev	-4.898
PM7_Electronigativity_ev	4.898
PM7_Back_Donation_Energy_ev	-0.9905
PM7_Electrophilicity_ev	3.027562342251388
OPENEYE_Name	[3-(8,8-dimethyl-2-oxo-pyrano[2,3-f]chromen-3-yl)-2-hydroxy-6-methoxy-phenyl] hydrogen sulfate
SMILES	c1cc2c(c3c1cc(c(=O)o3)c4ccc(c(c4O)OS(=O)(=O)O)OC)C=CC(O2)(C)C
Canonical_SMILES	COc1ccc(c(c1OS(=O)(=O)O)O)c1cc2ccc3c(c2oc1=O)C=CC(O3)(C)C
InChI	1/C21H18O9S/c1-21(2)9-8-13-15(29-21)6-4-11-10-14(20(23)28-18(11)13)12-5-7-16(27-3)19(17(12)22)30-31(24,25)26/h4-10,22H,1-3H3,(H,24,25,26)/f/h24H
InChI_3D	1S/C21H18O9S/c1-21(2)9-8-13-15(29-21)6-4-11-10-14(20(23)28-18(11)13)12-5-7-16(27-3)19(17(12)22)30-31(24,25)26/h4-10,22H,1-3H3,(H,24,25,26)
AuxInfo	1/1/N:19,20,21,1,2,3,4,14,15,13,5,6,7,16,8,10,11,9,12,17,18,27,22,23,24,28,29,25,26,30,31/E:(1,2)(24,25,26)/F:19,20,21,1,2,3,4,14,15,13,5,6,7,16,8,10,11,9,12,17,18,27,22,28,23,24,29,25,26,30,31/E:(1,2)(25,26)/CRV:31.6/rA:49nCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOSHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;;s3d7;d5s7;s4;d6;d10s11;s5;s7;d14;s6d13;s16;s15;s18;s18;;d17;;;s9s17;s8s18;s11;;s10s21;s12;d23d24s28s30;s1;s2;s3;s4;s13;s14;s15;s19;s19;s19;s20;s20;s20;s21;s21;s21;s27;s28;/rC:2.0203,1.7335,0;-1.5073,-.8549,0;3.0288,1.7326,0;-2.5073,-.8523,0;1.5098,.8605,0;-1,.007,0;3.0202,-.024,0;3.5288,.8513,0;2.0078,-.0133,0;-3.0051,.021,0;-1.4978,.8802,0;-2.5029,.8917,0;.5098,.866,0;3.5212,-.8973,0;4.5328,-.9029,0;;.4981,-.8737,0;5.0414,-.0275,0;5.81,.6122,0;6.3782,-1.1569,0;-5.2573,-.8393,0;-.0076,-1.7364,0;-4.0036,.766,0;-3.9926,2.766,0;1.5058,-.8814,0;4.5383,.8534,0;-.9905,1.742,0;-4.9981,1.7715,0;-4.7551,.0255,0;-2.9981,1.7605,0;-3.9981,1.766,0;1.7717,2.1673,0;-1.2596,-1.2892,0;3.2806,2.1646,0;-2.759,-1.2843,0;.2628,1.3007,0;3.2694,-1.3293,0;4.781,-1.3369,0;6.1299,.2279,0;5.4902,.9965,0;6.1943,.932,0;6.7009,-.775,0;6.0555,-1.5388,0;6.7601,-1.4796,0;-4.8249,-1.0904,0;-5.6897,-.5882,0;-5.5084,-1.2716,0;-1.2368,2.1771,0;-5.2504,1.3398,0;
Duplicates	ChEBI185308
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185308.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185308.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185308.sdf