CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13471_p0 (11223)

Formula C₂₈H₃₂N₂O₅

MW 476.57

InChIKey XGZZHZMWIXFATA-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 35

Number_Rings 7

Number_Bonds 73

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 7

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.02

logP 3.0276

PSA 86.38

MR 134.485

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -97.96096

PM7_Total_Energy_ev -5717.45278

PM7_Electronic_Energy_ev -56459.79449

PM7_Dipole_Debye 5.21364

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.595

PM7_LUMO_Energy_ev -0.281

PM7_COSMO_Area_square_ang 454.97

PM7_COSMO_Volue_cubic_ang 570.99

PM7_Electron_Affinity_ev 0.281

PM7_Ionization_Energy_ev 8.595

PM7_Energy_Gap_ev 8.314

PM7_Global_Hardness_ev 4.157

PM7_Global_Softness_ev 0.24055809477988935

PM7_Chemical_Potential_ev -4.438

PM7_Electronigativity_ev 4.438

PM7_Back_Donation_Energy_ev -1.03925

PM7_Electrophilicity_ev 2.3689973538609572

OPENEYE_Name (~{E})-~{N}-[(3~{R},4~{R},4~{a}~{S},7~{R},7~{a}~{R},12~{b}~{S})-3-(cyclopropylmethyl)-4~{a},9-dihydroxy-1,2,4,5,6,7,7~{a},13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl]-3-(3-furyl)-~{N}-methyl-prop-2-enamide

SMILES c1cc(c2c3c1CC4C5(C3(CCN4CC6CC6)C(O2)C(CC5)N(C(=O)C=Cc7ccoc7)C)O)O

Canonical_SMILES CN([C@@H]1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)CC2CC2)ccc1O)O)C(=O)/C=C/c1ccoc1

InChI 1/C28H32N2O5/c1-29(23(32)7-4-18-9-13-34-16-18)20-8-10-28(33)22-14-19-5-6-21(31)25-24(19)27(28,26(20)35-25)11-12-30(22)15-17-2-3-17/h4-7,9,13,16-17,20,22,26,31,33H,2-3,8,10-12,14-15H2,1H3

InChI_3D 1S/C28H32N2O5/c1-29(23(32)7-4-18-9-13-34-16-18)20-8-10-28(33)22-14-19-5-6-21(31)25-24(19)27(28,26(20)35-25)11-12-30(22)15-17-2-3-17/h4-7,9,13,16-17,20,22,26,31,33H,2-3,8,10-12,14-15H2,1H3/b7-4+/t20-,22-,26+,27+,28-/m1/s1

AuxInfo 1/0/N:27,15,16,11,1,2,12,17,3,18,19,20,4,14,28,5,21,6,7,23,10,22,13,8,9,24,25,26,30,29,34,31,35,32,33/E:(2,3)/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;s3d5;s1;d7;s8;s2d9;s6;w11;s12;s7;;s15;;s17;;s19;s15s16;s14;s17;s23;s8s19s24;s18s22s25;;s21;s20s22s28;s13s23s27;d13;s4s5;s9s24;s10;s26;s1;s2;s3;s4;s5;s11;s12;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s23;s24;s27;s27;s27;s28;s28;s34;s35;/rC:.8648,-.5226,0;;-.335,-10.4203,0;-.9502,-11.2086,0;-1.8602,-9.8686,0;-.8976,-9.5918,0;.8474,-1.5281,0;-.0369,-2.0184,0;-.9039,-1.5034,0;-.8842,-.4903,0;-.5575,-8.6515,0;-1.2018,-7.8867,0;-.8616,-6.9463,0;1.7083,-2.0368,0;5.4745,-4.5737,0;6.2478,-3.9397,0;-.0423,-5.0338,0;.826,-4.5359,0;-.0518,-4.0277,0;1.686,-4.0481,0;5.3106,-3.5853,0;1.6954,-3.042,0;-.9106,-4.5359,0;-.9106,-3.5298,0;-.0423,-3.0217,0;.8239,-3.5335,0;-2.4904,-6.3571,0;3.5607,-3.5661,0;2.5608,-3.5551,0;-1.5059,-6.1815,0;.1229,-6.7707,0;-1.8925,-10.8727,0;-1.7134,-2.5237,0;-1.7409,.0255,0;.834,-2.5336,0;1.3024,-.2807,0;.0093,.4999,0;.1647,-10.4368,0;-.8106,-11.6887,0;-2.2548,-9.5615,0;-.0652,-8.5637,0;-1.694,-7.9745,0;1.8845,-1.5689,0;2.1996,-2.1295,0;5.7197,-5.0095,0;5.0028,-4.7397,0;6.503,-3.5097,0;6.627,-4.2656,0;.2787,-5.4171,0;-.3633,-5.4171,0;1.3184,-4.4489,0;.9964,-5.006,0;-.0573,-4.5277,0;-.5518,-4.0226,0;2.0655,-4.3736,0;1.5097,-4.516,0;5.4032,-3.094,0;2.1314,-2.7973,0;-1.4031,-4.4496,0;-1.3825,-3.695,0;-2.5782,-5.8649,0;-2.4026,-6.8494,0;-2.9826,-6.4449,0;3.5552,-4.0661,0;3.5662,-3.0661,0;-2.1784,-.2165,0;.4035,-2.2792,0;

Duplicates DB13471_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13471_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13471_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13471_p0.sdf

Formula	C₂₈H₃₂N₂O₅
MW	476.57
InChIKey	XGZZHZMWIXFATA-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	35
Number_Rings	7
Number_Bonds	73
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	7
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.02
logP	3.0276
PSA	86.38
MR	134.485
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-97.96096
PM7_Total_Energy_ev	-5717.45278
PM7_Electronic_Energy_ev	-56459.79449
PM7_Dipole_Debye	5.21364
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.595
PM7_LUMO_Energy_ev	-0.281
PM7_COSMO_Area_square_ang	454.97
PM7_COSMO_Volue_cubic_ang	570.99
PM7_Electron_Affinity_ev	0.281
PM7_Ionization_Energy_ev	8.595
PM7_Energy_Gap_ev	8.314
PM7_Global_Hardness_ev	4.157
PM7_Global_Softness_ev	0.24055809477988935
PM7_Chemical_Potential_ev	-4.438
PM7_Electronigativity_ev	4.438
PM7_Back_Donation_Energy_ev	-1.03925
PM7_Electrophilicity_ev	2.3689973538609572
OPENEYE_Name	(~{E})-~{N}-[(3~{R},4~{R},4~{a}~{S},7~{R},7~{a}~{R},12~{b}~{S})-3-(cyclopropylmethyl)-4~{a},9-dihydroxy-1,2,4,5,6,7,7~{a},13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl]-3-(3-furyl)-~{N}-methyl-prop-2-enamide
SMILES	c1cc(c2c3c1CC4C5(C3(CCN4CC6CC6)C(O2)C(CC5)N(C(=O)C=Cc7ccoc7)C)O)O
Canonical_SMILES	CN([C@@H]1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)CC2CC2)ccc1O)O)C(=O)/C=C/c1ccoc1
InChI	1/C28H32N2O5/c1-29(23(32)7-4-18-9-13-34-16-18)20-8-10-28(33)22-14-19-5-6-21(31)25-24(19)27(28,26(20)35-25)11-12-30(22)15-17-2-3-17/h4-7,9,13,16-17,20,22,26,31,33H,2-3,8,10-12,14-15H2,1H3
InChI_3D	1S/C28H32N2O5/c1-29(23(32)7-4-18-9-13-34-16-18)20-8-10-28(33)22-14-19-5-6-21(31)25-24(19)27(28,26(20)35-25)11-12-30(22)15-17-2-3-17/h4-7,9,13,16-17,20,22,26,31,33H,2-3,8,10-12,14-15H2,1H3/b7-4+/t20-,22-,26+,27+,28-/m1/s1
AuxInfo	1/0/N:27,15,16,11,1,2,12,17,3,18,19,20,4,14,28,5,21,6,7,23,10,22,13,8,9,24,25,26,30,29,34,31,35,32,33/E:(2,3)/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;s3d5;s1;d7;s8;s2d9;s6;w11;s12;s7;;s15;;s17;;s19;s15s16;s14;s17;s23;s8s19s24;s18s22s25;;s21;s20s22s28;s13s23s27;d13;s4s5;s9s24;s10;s26;s1;s2;s3;s4;s5;s11;s12;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s23;s24;s27;s27;s27;s28;s28;s34;s35;/rC:.8648,-.5226,0;;-.335,-10.4203,0;-.9502,-11.2086,0;-1.8602,-9.8686,0;-.8976,-9.5918,0;.8474,-1.5281,0;-.0369,-2.0184,0;-.9039,-1.5034,0;-.8842,-.4903,0;-.5575,-8.6515,0;-1.2018,-7.8867,0;-.8616,-6.9463,0;1.7083,-2.0368,0;5.4745,-4.5737,0;6.2478,-3.9397,0;-.0423,-5.0338,0;.826,-4.5359,0;-.0518,-4.0277,0;1.686,-4.0481,0;5.3106,-3.5853,0;1.6954,-3.042,0;-.9106,-4.5359,0;-.9106,-3.5298,0;-.0423,-3.0217,0;.8239,-3.5335,0;-2.4904,-6.3571,0;3.5607,-3.5661,0;2.5608,-3.5551,0;-1.5059,-6.1815,0;.1229,-6.7707,0;-1.8925,-10.8727,0;-1.7134,-2.5237,0;-1.7409,.0255,0;.834,-2.5336,0;1.3024,-.2807,0;.0093,.4999,0;.1647,-10.4368,0;-.8106,-11.6887,0;-2.2548,-9.5615,0;-.0652,-8.5637,0;-1.694,-7.9745,0;1.8845,-1.5689,0;2.1996,-2.1295,0;5.7197,-5.0095,0;5.0028,-4.7397,0;6.503,-3.5097,0;6.627,-4.2656,0;.2787,-5.4171,0;-.3633,-5.4171,0;1.3184,-4.4489,0;.9964,-5.006,0;-.0573,-4.5277,0;-.5518,-4.0226,0;2.0655,-4.3736,0;1.5097,-4.516,0;5.4032,-3.094,0;2.1314,-2.7973,0;-1.4031,-4.4496,0;-1.3825,-3.695,0;-2.5782,-5.8649,0;-2.4026,-6.8494,0;-2.9826,-6.4449,0;3.5552,-4.0661,0;3.5662,-3.0661,0;-2.1784,-.2165,0;.4035,-2.2792,0;
Duplicates	DB13471_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13471_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13471_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13471_p0.sdf