CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5199756 (2542749)

Formula C₂₃H₂₃NO₈

MW 441.44

InChIKey RRHJMUPVIFJFGU-LQFNOIFHNA-N

Entry_Date 2023-10-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 9

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 3.45

logP 3.5089

PSA 112.55

MR 113.232

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -256.40106

PM7_Total_Energy_ev -5683.1308

PM7_Electronic_Energy_ev -47993.96968

PM7_Dipole_Debye 4.07022

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.626

PM7_LUMO_Energy_ev -0.616

PM7_COSMO_Area_square_ang 426.87

PM7_COSMO_Volue_cubic_ang 507.62

PM7_Electron_Affinity_ev 0.616

PM7_Ionization_Energy_ev 8.626

PM7_Energy_Gap_ev 8.01

PM7_Global_Hardness_ev 4.005

PM7_Global_Softness_ev 0.24968789013732834

PM7_Chemical_Potential_ev -4.621

PM7_Electronigativity_ev 4.621

PM7_Back_Donation_Energy_ev -1.00125

PM7_Electrophilicity_ev 2.665872784019975

OPENEYE_Name [(2~{S},3~{a}~{R},5~{R},6~{a}~{R})-5-(phenylcarbamoyloxy)-2,3,3~{a},5,6,6~{a}-hexahydrofuro[3,2-b]furan-2-yl] (~{E})-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate

SMILES c1ccc(cc1)NC(=O)OC2CC3C(O2)CC(O3)OC(=O)C=Cc4ccc(c(c4)OC)O

Canonical_SMILES COc1cc(/C=C/C(=O)O[C@@H]2O[C@H]3[C@@H](C2)O[C@@H](C3)OC(=O)Nc2ccccc2)ccc1O

InChI 1/C23H23NO8/c1-28-17-11-14(7-9-16(17)25)8-10-20(26)31-21-12-18-19(29-21)13-22(30-18)32-23(27)24-15-5-3-2-4-6-15/h2-11,18-19,21-22,25H,12-13H2,1H3,(H,24,27)/f/h24H

InChI_3D 1S/C23H23NO8/c1-28-17-11-14(7-9-16(17)25)8-10-20(26)31-21-12-18-19(29-21)13-22(30-18)32-23(27)24-15-5-3-2-4-6-15/h2-11,18-19,21-22,25H,12-13H2,1H3,(H,24,27)/b10-8+/t18-,19-,21+,22-/m1/s1

AuxInfo 1/1/N:23,1,2,3,5,6,4,13,7,14,8,17,18,9,10,11,12,19,20,15,21,22,16,24,29,25,26,30,27,28,31,32/E:(3,4)(5,6)/F:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;s4d8;d5s6;s7;s8d11;s9;w13;s14;;;;s17;s18s19;s17;s18;;s10s16;d15;d16;s20s21;s19s22;s11;s12s23;s15s21;s16s22;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s17;s17;s18;s18;s19;s20;s21;s22;s23;s23;s23;s24;s29;/rC:-3.1677,-4.4352,0;-4.1183,-4.1247,0;-2.4196,-3.7716,0;5.6836,1.8672,0;-4.3229,-3.1405,0;-2.6242,-2.7874,0;6.4329,2.5294,0;4.5309,3.1641,0;4.7336,2.1796,0;-3.5769,-2.4669,0;6.2303,3.514,0;5.2782,3.8363,0;3.9871,1.5141,0;3.0376,1.8278,0;2.2912,1.1624,0;-3.0342,-.8221,0;;-1.9001,1.6292,0;-.9549,.3157,0;-.9503,1.3158,0;.5952,.8107,0;-2.4916,.8228,0;5.824,5.4801,0;-3.7804,-1.4878,0;2.4942,.1832,0;-2.0846,-1.1353,0;.0082,1.6271,0;-1.9074,.0111,0;6.9796,4.1761,0;5.0766,4.8158,0;1.3417,1.4761,0;-3.2377,.157,0;-3.066,-4.9248,0;-4.4909,-4.4581,0;-1.945,-3.9289,0;5.7844,1.3775,0;-4.7982,-2.9853,0;-2.2502,-2.4557,0;6.9072,2.3712,0;4.0559,3.3203,0;4.0887,1.0245,0;2.9361,2.3174,0;.4317,-.2522,0;-.2057,-.4557,0;-2.332,1.8812,0;-1.6947,2.085,0;-.9573,-.1843,0;-.9491,1.8158,0;.9651,.4743,0;-2.8617,1.159,0;6.1562,5.1064,0;5.4918,5.8538,0;6.1977,5.8123,0;-4.2552,-1.3312,0;7.4537,4.0171,0;

Duplicates CHEMBL5199756

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199750-0005199999/CHEMBL5199756.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199750-0005199999/CHEMBL5199756.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199750-0005199999/CHEMBL5199756.sdf

Formula	C₂₃H₂₃NO₈
MW	441.44
InChIKey	RRHJMUPVIFJFGU-LQFNOIFHNA-N
Entry_Date	2023-10-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	9
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	3.45
logP	3.5089
PSA	112.55
MR	113.232
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-256.40106
PM7_Total_Energy_ev	-5683.1308
PM7_Electronic_Energy_ev	-47993.96968
PM7_Dipole_Debye	4.07022
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.626
PM7_LUMO_Energy_ev	-0.616
PM7_COSMO_Area_square_ang	426.87
PM7_COSMO_Volue_cubic_ang	507.62
PM7_Electron_Affinity_ev	0.616
PM7_Ionization_Energy_ev	8.626
PM7_Energy_Gap_ev	8.01
PM7_Global_Hardness_ev	4.005
PM7_Global_Softness_ev	0.24968789013732834
PM7_Chemical_Potential_ev	-4.621
PM7_Electronigativity_ev	4.621
PM7_Back_Donation_Energy_ev	-1.00125
PM7_Electrophilicity_ev	2.665872784019975
OPENEYE_Name	[(2~{S},3~{a}~{R},5~{R},6~{a}~{R})-5-(phenylcarbamoyloxy)-2,3,3~{a},5,6,6~{a}-hexahydrofuro[3,2-b]furan-2-yl] (~{E})-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
SMILES	c1ccc(cc1)NC(=O)OC2CC3C(O2)CC(O3)OC(=O)C=Cc4ccc(c(c4)OC)O
Canonical_SMILES	COc1cc(/C=C/C(=O)O[C@@H]2O[C@H]3[C@@H](C2)O[C@@H](C3)OC(=O)Nc2ccccc2)ccc1O
InChI	1/C23H23NO8/c1-28-17-11-14(7-9-16(17)25)8-10-20(26)31-21-12-18-19(29-21)13-22(30-18)32-23(27)24-15-5-3-2-4-6-15/h2-11,18-19,21-22,25H,12-13H2,1H3,(H,24,27)/f/h24H
InChI_3D	1S/C23H23NO8/c1-28-17-11-14(7-9-16(17)25)8-10-20(26)31-21-12-18-19(29-21)13-22(30-18)32-23(27)24-15-5-3-2-4-6-15/h2-11,18-19,21-22,25H,12-13H2,1H3,(H,24,27)/b10-8+/t18-,19-,21+,22-/m1/s1
AuxInfo	1/1/N:23,1,2,3,5,6,4,13,7,14,8,17,18,9,10,11,12,19,20,15,21,22,16,24,29,25,26,30,27,28,31,32/E:(3,4)(5,6)/F:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;s4d8;d5s6;s7;s8d11;s9;w13;s14;;;;s17;s18s19;s17;s18;;s10s16;d15;d16;s20s21;s19s22;s11;s12s23;s15s21;s16s22;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s17;s17;s18;s18;s19;s20;s21;s22;s23;s23;s23;s24;s29;/rC:-3.1677,-4.4352,0;-4.1183,-4.1247,0;-2.4196,-3.7716,0;5.6836,1.8672,0;-4.3229,-3.1405,0;-2.6242,-2.7874,0;6.4329,2.5294,0;4.5309,3.1641,0;4.7336,2.1796,0;-3.5769,-2.4669,0;6.2303,3.514,0;5.2782,3.8363,0;3.9871,1.5141,0;3.0376,1.8278,0;2.2912,1.1624,0;-3.0342,-.8221,0;;-1.9001,1.6292,0;-.9549,.3157,0;-.9503,1.3158,0;.5952,.8107,0;-2.4916,.8228,0;5.824,5.4801,0;-3.7804,-1.4878,0;2.4942,.1832,0;-2.0846,-1.1353,0;.0082,1.6271,0;-1.9074,.0111,0;6.9796,4.1761,0;5.0766,4.8158,0;1.3417,1.4761,0;-3.2377,.157,0;-3.066,-4.9248,0;-4.4909,-4.4581,0;-1.945,-3.9289,0;5.7844,1.3775,0;-4.7982,-2.9853,0;-2.2502,-2.4557,0;6.9072,2.3712,0;4.0559,3.3203,0;4.0887,1.0245,0;2.9361,2.3174,0;.4317,-.2522,0;-.2057,-.4557,0;-2.332,1.8812,0;-1.6947,2.085,0;-.9573,-.1843,0;-.9491,1.8158,0;.9651,.4743,0;-2.8617,1.159,0;6.1562,5.1064,0;5.4918,5.8538,0;6.1977,5.8123,0;-4.2552,-1.3312,0;7.4537,4.0171,0;
Duplicates	CHEMBL5199756
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199750-0005199999/CHEMBL5199756.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199750-0005199999/CHEMBL5199756.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199750-0005199999/CHEMBL5199756.sdf