CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06409_p0 (5828)

Formula C₂₃H₂₇NO₉

MW 461.47

InChIKey GNJCUHZOSOYIEC-PKRZOPRNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 33

Number_Rings 6

Number_Bonds 65

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 10

ONatoms 10

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -0.74

logP -0.9475

PSA 149.15

MR 115.264

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -312.3531

PM7_Total_Energy_ev -6032.08246

PM7_Electronic_Energy_ev -56084.16031

PM7_Dipole_Debye 6.55321

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.793

PM7_LUMO_Energy_ev -0.084

PM7_COSMO_Area_square_ang 403.68

PM7_COSMO_Volue_cubic_ang 503.8

PM7_Electron_Affinity_ev 0.084

PM7_Ionization_Energy_ev 8.793

PM7_Energy_Gap_ev 8.709

PM7_Global_Hardness_ev 4.3545

PM7_Global_Softness_ev 0.22964749110115973

PM7_Chemical_Potential_ev -4.4385

PM7_Electronigativity_ev 4.4385

PM7_Back_Donation_Energy_ev -1.088625

PM7_Electrophilicity_ev 2.262060196348605

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{R})-6-[[(3~{S},4~{R},4~{a}~{R},7~{S},7~{a}~{R},12~{b}~{S})-9-hydroxy-3-methyl-2,4,4~{a},7,7~{a},13-hexahydro-1~{H}-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl]oxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(c2c3c1CC4C5C3(CCN4C)C(O2)C(C=C5)OC6C(C(C(C(O6)C(=O)O)O)O)O)O

Canonical_SMILES O[C@@H]1[C@@H](O)[C@@H](O[C@@H]([C@H]1O)C(=O)O)O[C@H]1C=C[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1O

InChI 1/C23H27NO9/c1-24-7-6-23-10-3-5-13(31-22-17(28)15(26)16(27)19(33-22)21(29)30)20(23)32-18-12(25)4-2-9(14(18)23)8-11(10)24/h2-5,10-11,13,15-17,19-20,22,25-28H,6-8H2,1H3,(H,29,30)/f/h29H

InChI_3D 1S/C23H27NO9/c1-24-7-6-23-10-3-5-13(31-22-17(28)15(26)16(27)19(33-22)21(29)30)20(23)32-18-12(25)4-2-9(14(18)23)8-11(10)24/h2-5,10-11,13,15-17,19-20,22,25-28H,6-8H2,1H3,(H,29,30)/t10-,11+,13-,15-,16-,17+,19-,20-,22+,23-/m0/s1

AuxInfo 1/1/N:23,1,7,2,8,11,12,10,3,13,16,6,14,4,19,18,20,5,15,17,9,21,22,24,28,31,30,32,25,29,33,26,27/E:(29,30)/F:23,1,7,2,8,11,12,10,3,13,16,6,14,4,19,18,20,5,15,17,9,21,22,24,28,31,30,32,29,25,33,26,27/rA:60cCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s4;s2d5;;d7;;s3;;s11;s7;s8;s9;s10s13;s14;s15;s18;s19;s20;s4s11s13s17;;s12s16s23;d9;s5s17;s15s21;s6;s9;s18;s19;s20;s14s21;s1;s2;s7;s8;s10;s10;s11;s11;s12;s12;s13;s14;s15;s16;s17;s18;s19;s20;s21;s23;s23;s23;s28;s29;s30;s31;s32;/rC:.8648,-.5226,0;;.8474,-1.5281,0;-.0369,-2.0184,0;-.9039,-1.5034,0;-.8842,-.4903,0;.826,-4.5359,0;-.0423,-5.0338,0;-3.6772,-5.4906,0;1.7083,-2.0368,0;-.0518,-4.0277,0;1.686,-4.0481,0;.8239,-3.5335,0;-.9106,-4.5359,0;-3.3259,-6.4269,0;1.6954,-3.042,0;-.9106,-3.5298,0;-3.32,-7.4321,0;-2.4496,-7.9244,0;-1.585,-7.4218,0;-1.5909,-6.4166,0;-.0423,-3.0217,0;3.5607,-3.5661,0;2.5608,-3.5551,0;-3.0419,-4.7183,0;-1.7134,-2.5237,0;-2.4614,-5.9141,0;-1.7409,.0255,0;-4.6636,-5.3266,0;-3.9056,-9.0812,0;-1.3181,-9.2594,0;.1369,-7.1094,0;-1.2508,-5.4763,0;1.3024,-.2807,0;.0093,.4999,0;1.2589,-4.7861,0;-.0423,-5.5338,0;1.8845,-1.5689,0;2.1996,-2.1295,0;-.0573,-4.5277,0;-.5518,-4.0226,0;2.0655,-4.3736,0;1.5097,-4.516,0;.8289,-3.0335,0;-1.4031,-4.4496,0;-3.8176,-6.5176,0;2.1314,-2.7973,0;-1.3825,-3.695,0;-3.813,-7.3486,0;-2.7683,-8.3096,0;-1.4121,-7.891,0;-1.0982,-6.5015,0;3.5662,-3.0661,0;3.5552,-4.0661,0;4.0607,-3.5716,0;-2.1784,-.2165,0;-4.8392,-4.8585,0;-4.3973,-9.1718,0;-1.4868,-9.7301,0;.4602,-7.4909,0;

Duplicates DB06409_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06409_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06409_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06409_p0.sdf

Formula	C₂₃H₂₇NO₉
MW	461.47
InChIKey	GNJCUHZOSOYIEC-PKRZOPRNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	33
Number_Rings	6
Number_Bonds	65
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	10
ONatoms	10
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-0.74
logP	-0.9475
PSA	149.15
MR	115.264
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-312.3531
PM7_Total_Energy_ev	-6032.08246
PM7_Electronic_Energy_ev	-56084.16031
PM7_Dipole_Debye	6.55321
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.793
PM7_LUMO_Energy_ev	-0.084
PM7_COSMO_Area_square_ang	403.68
PM7_COSMO_Volue_cubic_ang	503.8
PM7_Electron_Affinity_ev	0.084
PM7_Ionization_Energy_ev	8.793
PM7_Energy_Gap_ev	8.709
PM7_Global_Hardness_ev	4.3545
PM7_Global_Softness_ev	0.22964749110115973
PM7_Chemical_Potential_ev	-4.4385
PM7_Electronigativity_ev	4.4385
PM7_Back_Donation_Energy_ev	-1.088625
PM7_Electrophilicity_ev	2.262060196348605
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{R})-6-[[(3~{S},4~{R},4~{a}~{R},7~{S},7~{a}~{R},12~{b}~{S})-9-hydroxy-3-methyl-2,4,4~{a},7,7~{a},13-hexahydro-1~{H}-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl]oxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c2c3c1CC4C5C3(CCN4C)C(O2)C(C=C5)OC6C(C(C(C(O6)C(=O)O)O)O)O)O
Canonical_SMILES	O[C@@H]1[C@@H](O)[C@@H](O[C@@H]([C@H]1O)C(=O)O)O[C@H]1C=C[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1O
InChI	1/C23H27NO9/c1-24-7-6-23-10-3-5-13(31-22-17(28)15(26)16(27)19(33-22)21(29)30)20(23)32-18-12(25)4-2-9(14(18)23)8-11(10)24/h2-5,10-11,13,15-17,19-20,22,25-28H,6-8H2,1H3,(H,29,30)/f/h29H
InChI_3D	1S/C23H27NO9/c1-24-7-6-23-10-3-5-13(31-22-17(28)15(26)16(27)19(33-22)21(29)30)20(23)32-18-12(25)4-2-9(14(18)23)8-11(10)24/h2-5,10-11,13,15-17,19-20,22,25-28H,6-8H2,1H3,(H,29,30)/t10-,11+,13-,15-,16-,17+,19-,20-,22+,23-/m0/s1
AuxInfo	1/1/N:23,1,7,2,8,11,12,10,3,13,16,6,14,4,19,18,20,5,15,17,9,21,22,24,28,31,30,32,25,29,33,26,27/E:(29,30)/F:23,1,7,2,8,11,12,10,3,13,16,6,14,4,19,18,20,5,15,17,9,21,22,24,28,31,30,32,29,25,33,26,27/rA:60cCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s4;s2d5;;d7;;s3;;s11;s7;s8;s9;s10s13;s14;s15;s18;s19;s20;s4s11s13s17;;s12s16s23;d9;s5s17;s15s21;s6;s9;s18;s19;s20;s14s21;s1;s2;s7;s8;s10;s10;s11;s11;s12;s12;s13;s14;s15;s16;s17;s18;s19;s20;s21;s23;s23;s23;s28;s29;s30;s31;s32;/rC:.8648,-.5226,0;;.8474,-1.5281,0;-.0369,-2.0184,0;-.9039,-1.5034,0;-.8842,-.4903,0;.826,-4.5359,0;-.0423,-5.0338,0;-3.6772,-5.4906,0;1.7083,-2.0368,0;-.0518,-4.0277,0;1.686,-4.0481,0;.8239,-3.5335,0;-.9106,-4.5359,0;-3.3259,-6.4269,0;1.6954,-3.042,0;-.9106,-3.5298,0;-3.32,-7.4321,0;-2.4496,-7.9244,0;-1.585,-7.4218,0;-1.5909,-6.4166,0;-.0423,-3.0217,0;3.5607,-3.5661,0;2.5608,-3.5551,0;-3.0419,-4.7183,0;-1.7134,-2.5237,0;-2.4614,-5.9141,0;-1.7409,.0255,0;-4.6636,-5.3266,0;-3.9056,-9.0812,0;-1.3181,-9.2594,0;.1369,-7.1094,0;-1.2508,-5.4763,0;1.3024,-.2807,0;.0093,.4999,0;1.2589,-4.7861,0;-.0423,-5.5338,0;1.8845,-1.5689,0;2.1996,-2.1295,0;-.0573,-4.5277,0;-.5518,-4.0226,0;2.0655,-4.3736,0;1.5097,-4.516,0;.8289,-3.0335,0;-1.4031,-4.4496,0;-3.8176,-6.5176,0;2.1314,-2.7973,0;-1.3825,-3.695,0;-3.813,-7.3486,0;-2.7683,-8.3096,0;-1.4121,-7.891,0;-1.0982,-6.5015,0;3.5662,-3.0661,0;3.5552,-4.0661,0;4.0607,-3.5716,0;-2.1784,-.2165,0;-4.8392,-4.8585,0;-4.3973,-9.1718,0;-1.4868,-9.7301,0;.4602,-7.4909,0;
Duplicates	DB06409_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06409_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06409_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06409_p0.sdf