CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5188486 (2530477)

Formula C₃₃H₃₅NO₁₅

MW 685.64

InChIKey XILIDYYSNIOQEI-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 84

Number_Heavy_Atoms 49

Number_Rings 4

Number_Bonds 87

Rotat_Bonds 17

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 16

HB_Donor 0

HB_Acceptor 7

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 16

Lipinski_Violations 2

XLogP3 0

XLogP 1.49

logP 1.92918

PSA 209.28

MR 160.414

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -560.43424

PM7_Total_Energy_ev -9141.23817

PM7_Electronic_Energy_ev -99846.38674

PM7_Dipole_Debye 3.71094

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.925

PM7_LUMO_Energy_ev -0.927

PM7_COSMO_Area_square_ang 601.41

PM7_COSMO_Volue_cubic_ang 799.93

PM7_Electron_Affinity_ev 0.927

PM7_Ionization_Energy_ev 9.925

PM7_Energy_Gap_ev 8.998

PM7_Global_Hardness_ev 4.499

PM7_Global_Softness_ev 0.2222716159146477

PM7_Chemical_Potential_ev -5.426

PM7_Electronigativity_ev 5.426

PM7_Back_Donation_Energy_ev -1.12475

PM7_Electrophilicity_ev 3.272002222716159

OPENEYE_Name (3-cyanophenyl) (1~{S},4~{a}~{S},7~{a}~{S})-7-(acetoxymethyl)-1-[(2~{S},3~{R},4~{S},5~{R},6~{R})-3,4,5-triacetoxy-6-(acetoxymethyl)tetrahydropyran-2-yl]oxy-1,4~{a},5,7~{a}-tetrahydrocyclopenta[c]pyran-4-carboxylate

SMILES C(#N)c1cccc(c1)OC(=O)C2=COC(C3C2CC=C3COC(=O)C)OC4C(C(C(C(O4)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C

Canonical_SMILES N#Cc1cccc(c1)OC(=O)C1=CO[C@H]([C@H]2[C@@H]1CC=C2COC(=O)C)O[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C

InChI 1/C33H35NO15/c1-16(35)41-13-22-9-10-24-25(31(40)47-23-8-6-7-21(11-23)12-34)14-43-32(27(22)24)49-33-30(46-20(5)39)29(45-19(4)38)28(44-18(3)37)26(48-33)15-42-17(2)36/h6-9,11,14,24,26-30,32-33H,10,13,15H2,1-5H3

InChI_3D 1S/C33H35NO15/c1-16(35)41-13-22-9-10-24-25(31(40)47-23-8-6-7-21(11-23)12-34)14-43-32(27(22)24)49-33-30(46-20(5)39)29(45-19(4)38)28(44-18(3)37)26(48-33)15-42-17(2)36/h6-9,11,14,24,26-30,32-33H,10,13,15H2,1-5H3/t24-,26-,27-,28-,29+,30-,32+,33+/m1/s1

AuxInfo 1/0/N:30,31,28,27,29,2,3,4,8,18,5,1,32,9,33,16,17,14,13,15,6,11,7,19,10,24,20,22,21,23,12,25,26,34,39,40,37,36,38,35,47,48,41,45,44,46,43,42,49/rA:84cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;s1s3d5;d4s5;;;d9;d8;s10;;;;;;s8;s10s18;s11s19;;s21;s21;s22;s20;s23;s13;s14;s15;s16;s17;s11;s24;t1;d12;d13;d14;d15;d16;d17;s9s25;s24s26;s7s12;s13s21;s14s22;s15s23;s16s32;s17s33;s25s26;s2;s3;s4;s5;s8;s9;s18;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s27;s27;s28;s28;s28;s29;s29;s29;s30;s30;s30;s31;s31;s31;s32;s32;s33;s33;/rC:-1.7308,5.0221,0;.8695,4.5208,0;.002,5.0183,0;.8695,3.5156,0;-.8655,3.5156,0;-.8655,4.5208,0;.002,3.0079,0;3.2858,-.5036,0;;.868,.5079,0;2.6938,-1.3184,0;.868,1.5079,0;-3.6567,-4.9927,0;-.7363,-6.7458,0;-2.8679,-1.7142,0;4.697,-2.6297,0;2.1036,-6.6039,0;2.6938,.311,0;1.736,0,0;1.736,-1.0071,0;-1.2894,-4.5362,0;-.4265,-5.0416,0;-1.2889,-3.5362,0;.4457,-4.542,0;.868,-1.5037,0;-.4167,-3.0365,0;-3.317,-5.9332,0;-1.3832,-7.5084,0;-3.2077,-.7737,0;5.648,-2.3207,0;2.4406,-7.5454,0;3.0028,-2.2695,0;.7827,-5.4835,0;-2.5961,5.5233,0;1.734,2.0079,0;-4.6411,-4.8166,0;.2475,-6.9246,0;-3.5125,-2.4787,0;4.489,-3.6078,0;2.7504,-5.8413,0;0,-1.0058,0;.455,-3.5369,0;.002,2.0079,0;-3.0121,-4.2282,0;-1.0734,-5.8043,0;-1.8835,-1.8903,0;3.9538,-1.9605,0;1.1197,-6.425,0;.2256,-2.2701,0;1.3021,4.7714,0;.002,5.5183,0;1.3032,3.2669,0;-1.2993,3.2669,0;3.7858,-.5036,0;-.4337,.2487,0;2.4905,.7678,0;3.1268,.561,0;1.3023,-.2487,0;1.7873,-1.5045,0;-1.4625,-5.0053,0;-.1068,-5.4261,0;-1.7815,-3.6223,0;.9387,-4.4588,0;1.1887,-1.8873,0;-.7376,-2.653,0;-3.7872,-6.1031,0;-2.8467,-5.7633,0;-3.1471,-6.4034,0;-1.7645,-7.185,0;-1.0019,-7.8318,0;-1.7066,-7.8897,0;-3.6779,-.9436,0;-2.7374,-.6039,0;-3.3775,-.3035,0;5.8025,-2.7962,0;5.4935,-1.8452,0;6.1236,-2.1662,0;1.9698,-7.7139,0;2.9113,-7.3769,0;2.6091,-8.0162,0;3.1573,-2.745,0;2.5272,-2.424,0;1.2535,-5.315,0;.3119,-5.652,0;

Duplicates CHEMBL5188486

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188486.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188486.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188486.sdf

Formula	C₃₃H₃₅NO₁₅
MW	685.64
InChIKey	XILIDYYSNIOQEI-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	84
Number_Heavy_Atoms	49
Number_Rings	4
Number_Bonds	87
Rotat_Bonds	17
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	16
HB_Donor	0
HB_Acceptor	7
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	16
Lipinski_Violations	2
XLogP3	0
XLogP	1.49
logP	1.92918
PSA	209.28
MR	160.414
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-560.43424
PM7_Total_Energy_ev	-9141.23817
PM7_Electronic_Energy_ev	-99846.38674
PM7_Dipole_Debye	3.71094
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.925
PM7_LUMO_Energy_ev	-0.927
PM7_COSMO_Area_square_ang	601.41
PM7_COSMO_Volue_cubic_ang	799.93
PM7_Electron_Affinity_ev	0.927
PM7_Ionization_Energy_ev	9.925
PM7_Energy_Gap_ev	8.998
PM7_Global_Hardness_ev	4.499
PM7_Global_Softness_ev	0.2222716159146477
PM7_Chemical_Potential_ev	-5.426
PM7_Electronigativity_ev	5.426
PM7_Back_Donation_Energy_ev	-1.12475
PM7_Electrophilicity_ev	3.272002222716159
OPENEYE_Name	(3-cyanophenyl) (1~{S},4~{a}~{S},7~{a}~{S})-7-(acetoxymethyl)-1-[(2~{S},3~{R},4~{S},5~{R},6~{R})-3,4,5-triacetoxy-6-(acetoxymethyl)tetrahydropyran-2-yl]oxy-1,4~{a},5,7~{a}-tetrahydrocyclopenta[c]pyran-4-carboxylate
SMILES	C(#N)c1cccc(c1)OC(=O)C2=COC(C3C2CC=C3COC(=O)C)OC4C(C(C(C(O4)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
Canonical_SMILES	N#Cc1cccc(c1)OC(=O)C1=CO[C@H]([C@H]2[C@@H]1CC=C2COC(=O)C)O[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C
InChI	1/C33H35NO15/c1-16(35)41-13-22-9-10-24-25(31(40)47-23-8-6-7-21(11-23)12-34)14-43-32(27(22)24)49-33-30(46-20(5)39)29(45-19(4)38)28(44-18(3)37)26(48-33)15-42-17(2)36/h6-9,11,14,24,26-30,32-33H,10,13,15H2,1-5H3
InChI_3D	1S/C33H35NO15/c1-16(35)41-13-22-9-10-24-25(31(40)47-23-8-6-7-21(11-23)12-34)14-43-32(27(22)24)49-33-30(46-20(5)39)29(45-19(4)38)28(44-18(3)37)26(48-33)15-42-17(2)36/h6-9,11,14,24,26-30,32-33H,10,13,15H2,1-5H3/t24-,26-,27-,28-,29+,30-,32+,33+/m1/s1
AuxInfo	1/0/N:30,31,28,27,29,2,3,4,8,18,5,1,32,9,33,16,17,14,13,15,6,11,7,19,10,24,20,22,21,23,12,25,26,34,39,40,37,36,38,35,47,48,41,45,44,46,43,42,49/rA:84cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;s1s3d5;d4s5;;;d9;d8;s10;;;;;;s8;s10s18;s11s19;;s21;s21;s22;s20;s23;s13;s14;s15;s16;s17;s11;s24;t1;d12;d13;d14;d15;d16;d17;s9s25;s24s26;s7s12;s13s21;s14s22;s15s23;s16s32;s17s33;s25s26;s2;s3;s4;s5;s8;s9;s18;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s27;s27;s28;s28;s28;s29;s29;s29;s30;s30;s30;s31;s31;s31;s32;s32;s33;s33;/rC:-1.7308,5.0221,0;.8695,4.5208,0;.002,5.0183,0;.8695,3.5156,0;-.8655,3.5156,0;-.8655,4.5208,0;.002,3.0079,0;3.2858,-.5036,0;;.868,.5079,0;2.6938,-1.3184,0;.868,1.5079,0;-3.6567,-4.9927,0;-.7363,-6.7458,0;-2.8679,-1.7142,0;4.697,-2.6297,0;2.1036,-6.6039,0;2.6938,.311,0;1.736,0,0;1.736,-1.0071,0;-1.2894,-4.5362,0;-.4265,-5.0416,0;-1.2889,-3.5362,0;.4457,-4.542,0;.868,-1.5037,0;-.4167,-3.0365,0;-3.317,-5.9332,0;-1.3832,-7.5084,0;-3.2077,-.7737,0;5.648,-2.3207,0;2.4406,-7.5454,0;3.0028,-2.2695,0;.7827,-5.4835,0;-2.5961,5.5233,0;1.734,2.0079,0;-4.6411,-4.8166,0;.2475,-6.9246,0;-3.5125,-2.4787,0;4.489,-3.6078,0;2.7504,-5.8413,0;0,-1.0058,0;.455,-3.5369,0;.002,2.0079,0;-3.0121,-4.2282,0;-1.0734,-5.8043,0;-1.8835,-1.8903,0;3.9538,-1.9605,0;1.1197,-6.425,0;.2256,-2.2701,0;1.3021,4.7714,0;.002,5.5183,0;1.3032,3.2669,0;-1.2993,3.2669,0;3.7858,-.5036,0;-.4337,.2487,0;2.4905,.7678,0;3.1268,.561,0;1.3023,-.2487,0;1.7873,-1.5045,0;-1.4625,-5.0053,0;-.1068,-5.4261,0;-1.7815,-3.6223,0;.9387,-4.4588,0;1.1887,-1.8873,0;-.7376,-2.653,0;-3.7872,-6.1031,0;-2.8467,-5.7633,0;-3.1471,-6.4034,0;-1.7645,-7.185,0;-1.0019,-7.8318,0;-1.7066,-7.8897,0;-3.6779,-.9436,0;-2.7374,-.6039,0;-3.3775,-.3035,0;5.8025,-2.7962,0;5.4935,-1.8452,0;6.1236,-2.1662,0;1.9698,-7.7139,0;2.9113,-7.3769,0;2.6091,-8.0162,0;3.1573,-2.745,0;2.5272,-2.424,0;1.2535,-5.315,0;.3119,-5.652,0;
Duplicates	CHEMBL5188486
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188486.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188486.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188486.sdf