CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01452_p0 (1630)

Formula C₂₁H₂₃NO₅

MW 369.42

InChIKey GVGLGOZIDCSQPN-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 27

Number_Rings 5

Number_Bonds 54

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 6

HB_Donor 0

HB_Acceptor 2

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 1.89

logP 1.9265

PSA 65.07

MR 101.484

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -155.12251

PM7_Total_Energy_ev -4551.89563

PM7_Electronic_Energy_ev -40180.0505

PM7_Dipole_Debye 2.63936

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.775

PM7_LUMO_Energy_ev 0.097

PM7_COSMO_Area_square_ang 339.84

PM7_COSMO_Volue_cubic_ang 432.17

PM7_Electron_Affinity_ev -0.097

PM7_Ionization_Energy_ev 8.775

PM7_Energy_Gap_ev 8.872

PM7_Global_Hardness_ev 4.436

PM7_Global_Softness_ev 0.2254283137962128

PM7_Chemical_Potential_ev -4.339

PM7_Electronigativity_ev 4.339

PM7_Back_Donation_Energy_ev -1.109

PM7_Electrophilicity_ev 2.122060527502254

OPENEYE_Name [(3~{S},4~{R},4~{a}~{R},7~{S},7~{a}~{R},12~{b}~{S})-7-acetoxy-3-methyl-2,4,4~{a},7,7~{a},13-hexahydro-1~{H}-4,12-methanobenzofuro[3,2-e]isoquinolin-9-yl] acetate

SMILES c1cc(c2c3c1CC4C5C3(CCN4C)C(O2)C(C=C5)OC(=O)C)OC(=O)C

Canonical_SMILES CC(=O)O[C@H]1C=C[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1OC(=O)C

InChI 1/C21H23NO5/c1-11(23)25-16-6-4-13-10-15-14-5-7-17(26-12(2)24)20-21(14,8-9-22(15)3)18(13)19(16)27-20/h4-7,14-15,17,20H,8-10H2,1-3H3

InChI_3D 1S/C21H23NO5/c1-11(23)25-16-6-4-13-10-15-14-5-7-17(26-12(2)24)20-21(14,8-9-22(15)3)18(13)19(16)27-20/h4-7,14-15,17,20H,8-10H2,1-3H3/t14-,15+,17-,20-,21-/m0/s1

AuxInfo 1/0/N:19,20,21,1,7,2,8,12,13,11,9,10,3,14,16,6,15,4,5,17,18,22,23,24,26,27,25/rA:50cCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s4;s2d5;;d7;;;s3;;s12;s7;s8;s11s14;s15;s4s12s14s17;s9;s10;;s13s16s21;d9;d10;s5s17;s6s9;s10s15;s1;s2;s7;s8;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;/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;-2.616,-.4585,0;-3.2763,-5.0004,0;1.7083,-2.0368,0;-.0518,-4.0277,0;1.686,-4.0481,0;.8239,-3.5335,0;-.9106,-4.5359,0;1.6954,-3.042,0;-.9106,-3.5298,0;-.0423,-3.0217,0;-3.4727,.0573,0;-2.9334,-5.9397,0;3.5607,-3.5661,0;2.5608,-3.5551,0;-2.6343,-1.4583,0;-4.2613,-4.8277,0;-1.7134,-2.5237,0;-1.7409,.0255,0;-2.6343,-4.2337,0;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;-1.0807,-5.0061,0;2.1314,-2.7973,0;-1.3825,-3.695,0;-3.7306,-.371,0;-3.901,.3153,0;-3.2147,.4857,0;-3.4031,-6.1112,0;-2.4637,-5.7683,0;-2.7619,-6.4094,0;3.5662,-3.0661,0;3.5552,-4.0661,0;4.0607,-3.5716,0;

Duplicates DB01452_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001250-0000001499/DB01452_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001250-0000001499/DB01452_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001250-0000001499/DB01452_p0.sdf

Formula	C₂₁H₂₃NO₅
MW	369.42
InChIKey	GVGLGOZIDCSQPN-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	27
Number_Rings	5
Number_Bonds	54
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	6
HB_Donor	0
HB_Acceptor	2
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	1.89
logP	1.9265
PSA	65.07
MR	101.484
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-155.12251
PM7_Total_Energy_ev	-4551.89563
PM7_Electronic_Energy_ev	-40180.0505
PM7_Dipole_Debye	2.63936
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.775
PM7_LUMO_Energy_ev	0.097
PM7_COSMO_Area_square_ang	339.84
PM7_COSMO_Volue_cubic_ang	432.17
PM7_Electron_Affinity_ev	-0.097
PM7_Ionization_Energy_ev	8.775
PM7_Energy_Gap_ev	8.872
PM7_Global_Hardness_ev	4.436
PM7_Global_Softness_ev	0.2254283137962128
PM7_Chemical_Potential_ev	-4.339
PM7_Electronigativity_ev	4.339
PM7_Back_Donation_Energy_ev	-1.109
PM7_Electrophilicity_ev	2.122060527502254
OPENEYE_Name	[(3~{S},4~{R},4~{a}~{R},7~{S},7~{a}~{R},12~{b}~{S})-7-acetoxy-3-methyl-2,4,4~{a},7,7~{a},13-hexahydro-1~{H}-4,12-methanobenzofuro[3,2-e]isoquinolin-9-yl] acetate
SMILES	c1cc(c2c3c1CC4C5C3(CCN4C)C(O2)C(C=C5)OC(=O)C)OC(=O)C
Canonical_SMILES	CC(=O)O[C@H]1C=C[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1OC(=O)C
InChI	1/C21H23NO5/c1-11(23)25-16-6-4-13-10-15-14-5-7-17(26-12(2)24)20-21(14,8-9-22(15)3)18(13)19(16)27-20/h4-7,14-15,17,20H,8-10H2,1-3H3
InChI_3D	1S/C21H23NO5/c1-11(23)25-16-6-4-13-10-15-14-5-7-17(26-12(2)24)20-21(14,8-9-22(15)3)18(13)19(16)27-20/h4-7,14-15,17,20H,8-10H2,1-3H3/t14-,15+,17-,20-,21-/m0/s1
AuxInfo	1/0/N:19,20,21,1,7,2,8,12,13,11,9,10,3,14,16,6,15,4,5,17,18,22,23,24,26,27,25/rA:50cCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s4;s2d5;;d7;;;s3;;s12;s7;s8;s11s14;s15;s4s12s14s17;s9;s10;;s13s16s21;d9;d10;s5s17;s6s9;s10s15;s1;s2;s7;s8;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;/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;-2.616,-.4585,0;-3.2763,-5.0004,0;1.7083,-2.0368,0;-.0518,-4.0277,0;1.686,-4.0481,0;.8239,-3.5335,0;-.9106,-4.5359,0;1.6954,-3.042,0;-.9106,-3.5298,0;-.0423,-3.0217,0;-3.4727,.0573,0;-2.9334,-5.9397,0;3.5607,-3.5661,0;2.5608,-3.5551,0;-2.6343,-1.4583,0;-4.2613,-4.8277,0;-1.7134,-2.5237,0;-1.7409,.0255,0;-2.6343,-4.2337,0;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;-1.0807,-5.0061,0;2.1314,-2.7973,0;-1.3825,-3.695,0;-3.7306,-.371,0;-3.901,.3153,0;-3.2147,.4857,0;-3.4031,-6.1112,0;-2.4637,-5.7683,0;-2.7619,-6.4094,0;3.5662,-3.0661,0;3.5552,-4.0661,0;4.0607,-3.5716,0;
Duplicates	DB01452_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001250-0000001499/DB01452_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001250-0000001499/DB01452_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001250-0000001499/DB01452_p0.sdf