CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5195652_t0 (2538385)

Formula C₂₂H₂₂ClNO₁₀

MW 495.87

InChIKey FSBFERQGFVBNEJ-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 34

Number_Rings 3

Number_Bonds 59

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 11

HB_Donor 2

HB_Acceptor 6

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP 1.79

logP 2.4467

PSA 161.18

MR 116.961

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -283.30591

PM7_Total_Energy_ev -6401.15216

PM7_Electronic_Energy_ev -57991.95601

PM7_Dipole_Debye 2.22813

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.765

PM7_LUMO_Energy_ev -1.441

PM7_COSMO_Area_square_ang 438.16

PM7_COSMO_Volue_cubic_ang 536.62

PM7_Electron_Affinity_ev 1.441

PM7_Ionization_Energy_ev 9.765

PM7_Energy_Gap_ev 8.324

PM7_Global_Hardness_ev 4.162

PM7_Global_Softness_ev 0.24026910139356078

PM7_Chemical_Potential_ev -5.603

PM7_Electronigativity_ev 5.603

PM7_Back_Donation_Energy_ev -1.0405

PM7_Electrophilicity_ev 3.7714571119654012

OPENEYE_Name [(2~{R},3~{S},4~{S},5~{S},6~{R})-5-hydroxy-6-(hydroxymethyl)-2-methoxy-4-(4-methylbenzoyl)oxy-tetrahydropyran-3-yl] 4-chloro-2-nitro-benzoate

SMILES c1cc(ccc1C(=O)OC2C(C(OC(C2OC(=O)c3ccc(cc3[N+](=O)[O-])Cl)OC)CO)O)C

Canonical_SMILES CO[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@@H]1OC(=O)c1ccc(cc1[N](=O)O)Cl)OC(=O)c1ccc(cc1)C)O

InChI 1/C22H22ClNO10/c1-11-3-5-12(6-4-11)20(27)33-18-17(26)16(10-25)32-22(31-2)19(18)34-21(28)14-8-7-13(23)9-15(14)24(29)30/h3-9,16-19,22,25-26H,10H2,1-2H3

InChI_3D 1S/C22H23ClNO10/c1-11-3-5-12(6-4-11)20(27)33-18-17(26)16(10-25)32-22(31-2)19(18)34-21(28)14-8-7-13(23)9-15(14)24(29)30/h3-9,16-19,22,25-26H,10H2,1-2H3,(H,29,30)/t16-,17+,18+,19+,22-/m1/s1

AuxInfo 1/0/N:20,21,4,5,1,2,6,3,7,22,10,8,12,9,11,18,16,15,17,13,14,19,34,23,30,29,25,26,24,27,33,28,31,32/E:(3,4)(5,6)(29,30)/CRV:24.5/rA:56cCCCCCCCCCCCCCCCCCCCCCCN+O-OOOOOOOOOClHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;s1d2;s3;s4d5;s7d9;s6d7;s8;s9;;s15;s15;s16;s17;s10;;s18;s11;s23;d13;d14;d23;s18s19;s16;s22;s13s15;s14s17;s19s21;s12;s1;s2;s3;s4;s5;s6;s7;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s29;s30;/rC:.5955,-3.4111,0;1.9257,-2.2971,0;4.8581,-.5628,0;1.2409,-4.1817,0;2.571,-3.0678,0;5.8482,-.3892,0;5.5485,1.3197,0;.9412,-2.4727,0;4.2182,.2057,0;2.2319,-4.014,0;4.5584,1.1461,0;6.1984,.5529,0;.2991,-1.706,0;3.2333,.0331,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.874,-4.7807,0;1.5589,3.3794,0;-1.4725,3.1448,0;3.9153,1.9119,0;4.2568,2.8517,0;-.6859,-1.8787,0;2.8903,-.9063,0;2.9306,1.7377,0;0,2.0104,0;-1.4629,-1.1481,0;-1.8182,4.0831,0;.642,-.7667,0;2.5912,.7997,0;1.2132,2.441,0;7.1834,.7256,0;.1029,-3.4967,0;2.0964,-1.8272,0;4.6859,-1.0322,0;1.068,-4.6509,0;3.0633,-2.98,0;6.1681,-.7735,0;5.7186,1.7899,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;2.4906,-5.1017,0;3.2573,-4.4596,0;3.195,-5.164,0;1.0898,3.5522,0;2.0281,3.2065,0;1.7318,3.8486,0;-1.9417,2.9719,0;-1.0033,3.3177,0;-1.9551,-1.2359,0;-2.311,4.168,0;

Duplicates CHEMBL5195652_t0;CHEMBL5195652_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195652_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195652_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195652_t0.sdf

Formula	C₂₂H₂₂ClNO₁₀
MW	495.87
InChIKey	FSBFERQGFVBNEJ-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	34
Number_Rings	3
Number_Bonds	59
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	11
HB_Donor	2
HB_Acceptor	6
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	1.79
logP	2.4467
PSA	161.18
MR	116.961
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-283.30591
PM7_Total_Energy_ev	-6401.15216
PM7_Electronic_Energy_ev	-57991.95601
PM7_Dipole_Debye	2.22813
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.765
PM7_LUMO_Energy_ev	-1.441
PM7_COSMO_Area_square_ang	438.16
PM7_COSMO_Volue_cubic_ang	536.62
PM7_Electron_Affinity_ev	1.441
PM7_Ionization_Energy_ev	9.765
PM7_Energy_Gap_ev	8.324
PM7_Global_Hardness_ev	4.162
PM7_Global_Softness_ev	0.24026910139356078
PM7_Chemical_Potential_ev	-5.603
PM7_Electronigativity_ev	5.603
PM7_Back_Donation_Energy_ev	-1.0405
PM7_Electrophilicity_ev	3.7714571119654012
OPENEYE_Name	[(2~{R},3~{S},4~{S},5~{S},6~{R})-5-hydroxy-6-(hydroxymethyl)-2-methoxy-4-(4-methylbenzoyl)oxy-tetrahydropyran-3-yl] 4-chloro-2-nitro-benzoate
SMILES	c1cc(ccc1C(=O)OC2C(C(OC(C2OC(=O)c3ccc(cc3[N+](=O)[O-])Cl)OC)CO)O)C
Canonical_SMILES	CO[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@@H]1OC(=O)c1ccc(cc1[N](=O)O)Cl)OC(=O)c1ccc(cc1)C)O
InChI	1/C22H22ClNO10/c1-11-3-5-12(6-4-11)20(27)33-18-17(26)16(10-25)32-22(31-2)19(18)34-21(28)14-8-7-13(23)9-15(14)24(29)30/h3-9,16-19,22,25-26H,10H2,1-2H3
InChI_3D	1S/C22H23ClNO10/c1-11-3-5-12(6-4-11)20(27)33-18-17(26)16(10-25)32-22(31-2)19(18)34-21(28)14-8-7-13(23)9-15(14)24(29)30/h3-9,16-19,22,25-26H,10H2,1-2H3,(H,29,30)/t16-,17+,18+,19+,22-/m1/s1
AuxInfo	1/0/N:20,21,4,5,1,2,6,3,7,22,10,8,12,9,11,18,16,15,17,13,14,19,34,23,30,29,25,26,24,27,33,28,31,32/E:(3,4)(5,6)(29,30)/CRV:24.5/rA:56cCCCCCCCCCCCCCCCCCCCCCCN+O-OOOOOOOOOClHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;s1d2;s3;s4d5;s7d9;s6d7;s8;s9;;s15;s15;s16;s17;s10;;s18;s11;s23;d13;d14;d23;s18s19;s16;s22;s13s15;s14s17;s19s21;s12;s1;s2;s3;s4;s5;s6;s7;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s29;s30;/rC:.5955,-3.4111,0;1.9257,-2.2971,0;4.8581,-.5628,0;1.2409,-4.1817,0;2.571,-3.0678,0;5.8482,-.3892,0;5.5485,1.3197,0;.9412,-2.4727,0;4.2182,.2057,0;2.2319,-4.014,0;4.5584,1.1461,0;6.1984,.5529,0;.2991,-1.706,0;3.2333,.0331,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.874,-4.7807,0;1.5589,3.3794,0;-1.4725,3.1448,0;3.9153,1.9119,0;4.2568,2.8517,0;-.6859,-1.8787,0;2.8903,-.9063,0;2.9306,1.7377,0;0,2.0104,0;-1.4629,-1.1481,0;-1.8182,4.0831,0;.642,-.7667,0;2.5912,.7997,0;1.2132,2.441,0;7.1834,.7256,0;.1029,-3.4967,0;2.0964,-1.8272,0;4.6859,-1.0322,0;1.068,-4.6509,0;3.0633,-2.98,0;6.1681,-.7735,0;5.7186,1.7899,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;2.4906,-5.1017,0;3.2573,-4.4596,0;3.195,-5.164,0;1.0898,3.5522,0;2.0281,3.2065,0;1.7318,3.8486,0;-1.9417,2.9719,0;-1.0033,3.3177,0;-1.9551,-1.2359,0;-2.311,4.168,0;
Duplicates	CHEMBL5195652_t0;CHEMBL5195652_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195652_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195652_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195652_t0.sdf