CompChem-Database: compound details

CompChem-Database: details for selected entry

DB17063 (13320)

Formula C₂₃H₂₂N₂O₄

MW 390.44

InChIKey ALBKMJDFBZVHAK-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 8

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 6

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.87

logP 4.6182

PSA 73.44

MR 111.523

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -59.51228

PM7_Total_Energy_ev -4673.83978

PM7_Electronic_Energy_ev -37810.95015

PM7_Dipole_Debye 2.82846

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.432

PM7_LUMO_Energy_ev -0.869

PM7_COSMO_Area_square_ang 412.77

PM7_COSMO_Volue_cubic_ang 461.93

PM7_Electron_Affinity_ev 0.869

PM7_Ionization_Energy_ev 8.432

PM7_Energy_Gap_ev 7.563

PM7_Global_Hardness_ev 3.7815

PM7_Global_Softness_ev 0.2644453259288642

PM7_Chemical_Potential_ev -4.6505

PM7_Electronigativity_ev 4.6505

PM7_Back_Donation_Energy_ev -0.945375

PM7_Electrophilicity_ev 2.8595993983868837

OPENEYE_Name ethyl 6-benzyloxy-4-(methoxymethyl)-9~{H}-pyrido[3,4-b]indole-3-carboxylate

SMILES c1ccc(cc1)COc2ccc3c(c2)c4c(c(ncc4[nH]3)C(=O)OCC)COC

Canonical_SMILES COCc1c(ncc2c1c1cc(OCc3ccccc3)ccc1[nH]2)C(=O)OCC

InChI 1/C23H22N2O4/c1-3-28-23(26)22-18(14-27-2)21-17-11-16(29-13-15-7-5-4-6-8-15)9-10-19(17)25-20(21)12-24-22/h4-12,25H,3,13-14H2,1-2H3

InChI_3D 1S/C23H22N2O4/c1-3-28-23(26)22-18(14-27-2)21-17-11-16(29-13-15-7-5-4-6-8-15)9-10-19(17)25-20(21)12-24-22/h4-12,25H,3,13-14H2,1-2H3

AuxInfo 1/0/N:19,20,23,1,2,3,4,5,7,6,8,9,21,22,12,16,10,13,14,15,11,17,18,24,25,26,29,28,27/E:(5,6)(7,8)/rA:51nCCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;;s8;s10;d4s5;d11;s6d10;d9s11;s7d8;s13;s17;;;s12;s13;s19;s9d17;s14s15;d18;s16s21;s18s23;s20s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s23;s23;s25;/rC:-4.5921,.0798,0;-4.2836,-.8714,0;-3.9269,.8265,0;-3.2999,-1.0781,0;-2.9431,.6198,0;.3605,1.7075,0;-.3143,.9606,0;.9816,-.2059,0;3.9487,1.7045,0;1.6513,.5386,0;2.6563,.5419,0;-2.6246,-.3335,0;3.3258,-.2052,0;1.3429,1.4971,0;2.9705,1.497,0;;4.3095,.0013,0;4.9782,-.7423,0;7.2938,-2.022,0;2.3918,-3.0561,0;-1.646,-.5391,0;3.0145,-1.1555,0;6.6251,-1.2785,0;4.6201,.9615,0;2.1552,2.0893,0;4.6686,-1.6931,0;-.6674,-.7447,0;5.9565,-.5349,0;2.7031,-2.1058,0;-5.0814,.1826,0;-4.6178,-1.2433,0;-4.0832,1.3014,0;-3.1456,-1.5537,0;-2.6106,.9932,0;.2068,2.1833,0;-.8034,1.0645,0;1.1369,-.6812,0;4.1029,2.1801,0;7.6656,-1.6877,0;6.922,-2.3564,0;7.6281,-2.3938,0;2.8669,-3.2118,0;1.9166,-2.9004,0;2.2361,-3.5312,0;-1.7488,-1.0284,0;-1.5432,-.0498,0;3.4896,-1.3112,0;2.5393,-.9998,0;6.2534,-1.6128,0;6.9969,-.9441,0;2.1548,2.5893,0;

Duplicates DB17063

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17063.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17063.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17063.sdf

Formula	C₂₃H₂₂N₂O₄
MW	390.44
InChIKey	ALBKMJDFBZVHAK-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	8
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	6
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.87
logP	4.6182
PSA	73.44
MR	111.523
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-59.51228
PM7_Total_Energy_ev	-4673.83978
PM7_Electronic_Energy_ev	-37810.95015
PM7_Dipole_Debye	2.82846
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.432
PM7_LUMO_Energy_ev	-0.869
PM7_COSMO_Area_square_ang	412.77
PM7_COSMO_Volue_cubic_ang	461.93
PM7_Electron_Affinity_ev	0.869
PM7_Ionization_Energy_ev	8.432
PM7_Energy_Gap_ev	7.563
PM7_Global_Hardness_ev	3.7815
PM7_Global_Softness_ev	0.2644453259288642
PM7_Chemical_Potential_ev	-4.6505
PM7_Electronigativity_ev	4.6505
PM7_Back_Donation_Energy_ev	-0.945375
PM7_Electrophilicity_ev	2.8595993983868837
OPENEYE_Name	ethyl 6-benzyloxy-4-(methoxymethyl)-9~{H}-pyrido[3,4-b]indole-3-carboxylate
SMILES	c1ccc(cc1)COc2ccc3c(c2)c4c(c(ncc4[nH]3)C(=O)OCC)COC
Canonical_SMILES	COCc1c(ncc2c1c1cc(OCc3ccccc3)ccc1[nH]2)C(=O)OCC
InChI	1/C23H22N2O4/c1-3-28-23(26)22-18(14-27-2)21-17-11-16(29-13-15-7-5-4-6-8-15)9-10-19(17)25-20(21)12-24-22/h4-12,25H,3,13-14H2,1-2H3
InChI_3D	1S/C23H22N2O4/c1-3-28-23(26)22-18(14-27-2)21-17-11-16(29-13-15-7-5-4-6-8-15)9-10-19(17)25-20(21)12-24-22/h4-12,25H,3,13-14H2,1-2H3
AuxInfo	1/0/N:19,20,23,1,2,3,4,5,7,6,8,9,21,22,12,16,10,13,14,15,11,17,18,24,25,26,29,28,27/E:(5,6)(7,8)/rA:51nCCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;;s8;s10;d4s5;d11;s6d10;d9s11;s7d8;s13;s17;;;s12;s13;s19;s9d17;s14s15;d18;s16s21;s18s23;s20s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s23;s23;s25;/rC:-4.5921,.0798,0;-4.2836,-.8714,0;-3.9269,.8265,0;-3.2999,-1.0781,0;-2.9431,.6198,0;.3605,1.7075,0;-.3143,.9606,0;.9816,-.2059,0;3.9487,1.7045,0;1.6513,.5386,0;2.6563,.5419,0;-2.6246,-.3335,0;3.3258,-.2052,0;1.3429,1.4971,0;2.9705,1.497,0;;4.3095,.0013,0;4.9782,-.7423,0;7.2938,-2.022,0;2.3918,-3.0561,0;-1.646,-.5391,0;3.0145,-1.1555,0;6.6251,-1.2785,0;4.6201,.9615,0;2.1552,2.0893,0;4.6686,-1.6931,0;-.6674,-.7447,0;5.9565,-.5349,0;2.7031,-2.1058,0;-5.0814,.1826,0;-4.6178,-1.2433,0;-4.0832,1.3014,0;-3.1456,-1.5537,0;-2.6106,.9932,0;.2068,2.1833,0;-.8034,1.0645,0;1.1369,-.6812,0;4.1029,2.1801,0;7.6656,-1.6877,0;6.922,-2.3564,0;7.6281,-2.3938,0;2.8669,-3.2118,0;1.9166,-2.9004,0;2.2361,-3.5312,0;-1.7488,-1.0284,0;-1.5432,-.0498,0;3.4896,-1.3112,0;2.5393,-.9998,0;6.2534,-1.6128,0;6.9969,-.9441,0;2.1548,2.5893,0;
Duplicates	DB17063
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17063.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17063.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17063.sdf