CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12549_p0_t0 (10316)

Formula C₁₉H₂₁N₅O₃

MW 367.41

InChIKey HZCWPKGYTCJSEB-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 5

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 8

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.17

logP 3.9539

PSA 95.74

MR 106.215

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 50.79163

PM7_Total_Energy_ev -4429.54966

PM7_Electronic_Energy_ev -35207.8315

PM7_Dipole_Debye 7.77856

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.199

PM7_LUMO_Energy_ev -0.972

PM7_COSMO_Area_square_ang 382.8

PM7_COSMO_Volue_cubic_ang 425.13

PM7_Electron_Affinity_ev 0.972

PM7_Ionization_Energy_ev 8.199

PM7_Energy_Gap_ev 7.227

PM7_Global_Hardness_ev 3.6135

PM7_Global_Softness_ev 0.2767400027674

PM7_Chemical_Potential_ev -4.5855

PM7_Electronigativity_ev 4.5855

PM7_Back_Donation_Energy_ev -0.903375

PM7_Electrophilicity_ev 2.9094797633872975

OPENEYE_Name 3-(4-methoxy-10-nitro-8,14,15-triazatetracyclo[7.6.1.0^{2,7}.0^{13,16}]hexadeca-1(15),2(7),3,5,9,11,13(16)-heptaen-14-yl)-~{N},~{N}-dimethyl-propan-1-amine

SMILES c1cc(c2c3c1n(nc3-c4cc(ccc4N2)OC)CCCN(C)C)[N+](=O)[O-]

Canonical_SMILES COc1ccc2c(c1)c1nn(c3c1c([nH]2)c(cc3)[N](=O)O)CCCN(C)C

InChI 1/C19H21N5O3/c1-22(2)9-4-10-23-15-7-8-16(24(25)26)19-17(15)18(21-23)13-11-12(27-3)5-6-14(13)20-19/h5-8,11,20H,4,9-10H2,1-3H3

InChI_3D 1S/C19H22N5O3/c1-22(2)9-4-10-23-15-7-8-16(24(25)26)19-17(15)18(21-23)13-11-12(27-3)5-6-14(13)20-19/h5-8,11,20H,4,9-10H2,1-3H3,(H,25,26)

AuxInfo 1/0/N:14,15,16,17,4,2,1,3,19,18,5,12,7,9,8,11,6,13,10,22,20,23,21,24,25,26,27/E:(1,2)(25,26)/CRV:24.5/rA:48nCCCCCCCCCCCCCCCCCCCNNNNN+O-OOHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s5;s1d6;s2d7;s6;s3d10;s4d5;s6s7;;;;;s17;s17;d13;s8s18s20;s9s10;s14s15s19;s11;s24;d24;s12s16;s1;s2;s3;s4;s5;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s22;/rC:5.2226,1.0098,0;.8691,-.4983,0;5.223,.0004,0;;.8691,1.5157,0;3.4778,1.0036,0;1.7382,1.007,0;4.3519,1.5015,0;1.7395,0,0;3.4786,-.0002,0;4.3482,-.5018,0;0,1.007,0;2.6048,1.5144,0;4.6473,6.3045,0;3.4136,5.0889,0;-1.5211,2.8775,0;5.7851,3.9159,0;5.0728,3.2141,0;5.0833,4.6282,0;2.6058,2.5232,0;4.3605,2.5122,0;2.6073,-.4996,0;4.3814,5.3405,0;4.3472,-1.5018,0;5.2127,-2.0027,0;3.4806,-2.0009,0;-1.5181,1.8775,0;5.6544,1.2619,0;.8689,-.9983,0;5.6558,-.25,0;-.4326,-.2507,0;.8691,2.0157,0;5.1293,6.1716,0;4.1654,6.4375,0;4.7803,6.7865,0;3.2877,5.5728,0;3.5394,4.605,0;2.9297,4.963,0;-1.0211,2.879,0;-2.0211,2.876,0;-1.5226,3.3775,0;6.1413,4.2669,0;6.1361,3.5598,0;4.7219,3.5702,0;5.4237,2.8579,0;5.4394,4.9792,0;4.7271,4.2773,0;2.6068,-.9996,0;

Duplicates DB12549_p0_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12549_p0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12549_p0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12549_p0_t0.sdf

Formula	C₁₉H₂₁N₅O₃
MW	367.41
InChIKey	HZCWPKGYTCJSEB-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	5
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	8
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.17
logP	3.9539
PSA	95.74
MR	106.215
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	50.79163
PM7_Total_Energy_ev	-4429.54966
PM7_Electronic_Energy_ev	-35207.8315
PM7_Dipole_Debye	7.77856
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.199
PM7_LUMO_Energy_ev	-0.972
PM7_COSMO_Area_square_ang	382.8
PM7_COSMO_Volue_cubic_ang	425.13
PM7_Electron_Affinity_ev	0.972
PM7_Ionization_Energy_ev	8.199
PM7_Energy_Gap_ev	7.227
PM7_Global_Hardness_ev	3.6135
PM7_Global_Softness_ev	0.2767400027674
PM7_Chemical_Potential_ev	-4.5855
PM7_Electronigativity_ev	4.5855
PM7_Back_Donation_Energy_ev	-0.903375
PM7_Electrophilicity_ev	2.9094797633872975
OPENEYE_Name	3-(4-methoxy-10-nitro-8,14,15-triazatetracyclo[7.6.1.0^{2,7}.0^{13,16}]hexadeca-1(15),2(7),3,5,9,11,13(16)-heptaen-14-yl)-~{N},~{N}-dimethyl-propan-1-amine
SMILES	c1cc(c2c3c1n(nc3-c4cc(ccc4N2)OC)CCCN(C)C)[N+](=O)[O-]
Canonical_SMILES	COc1ccc2c(c1)c1nn(c3c1c([nH]2)c(cc3)[N](=O)O)CCCN(C)C
InChI	1/C19H21N5O3/c1-22(2)9-4-10-23-15-7-8-16(24(25)26)19-17(15)18(21-23)13-11-12(27-3)5-6-14(13)20-19/h5-8,11,20H,4,9-10H2,1-3H3
InChI_3D	1S/C19H22N5O3/c1-22(2)9-4-10-23-15-7-8-16(24(25)26)19-17(15)18(21-23)13-11-12(27-3)5-6-14(13)20-19/h5-8,11,20H,4,9-10H2,1-3H3,(H,25,26)
AuxInfo	1/0/N:14,15,16,17,4,2,1,3,19,18,5,12,7,9,8,11,6,13,10,22,20,23,21,24,25,26,27/E:(1,2)(25,26)/CRV:24.5/rA:48nCCCCCCCCCCCCCCCCCCCNNNNN+O-OOHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s5;s1d6;s2d7;s6;s3d10;s4d5;s6s7;;;;;s17;s17;d13;s8s18s20;s9s10;s14s15s19;s11;s24;d24;s12s16;s1;s2;s3;s4;s5;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s22;/rC:5.2226,1.0098,0;.8691,-.4983,0;5.223,.0004,0;;.8691,1.5157,0;3.4778,1.0036,0;1.7382,1.007,0;4.3519,1.5015,0;1.7395,0,0;3.4786,-.0002,0;4.3482,-.5018,0;0,1.007,0;2.6048,1.5144,0;4.6473,6.3045,0;3.4136,5.0889,0;-1.5211,2.8775,0;5.7851,3.9159,0;5.0728,3.2141,0;5.0833,4.6282,0;2.6058,2.5232,0;4.3605,2.5122,0;2.6073,-.4996,0;4.3814,5.3405,0;4.3472,-1.5018,0;5.2127,-2.0027,0;3.4806,-2.0009,0;-1.5181,1.8775,0;5.6544,1.2619,0;.8689,-.9983,0;5.6558,-.25,0;-.4326,-.2507,0;.8691,2.0157,0;5.1293,6.1716,0;4.1654,6.4375,0;4.7803,6.7865,0;3.2877,5.5728,0;3.5394,4.605,0;2.9297,4.963,0;-1.0211,2.879,0;-2.0211,2.876,0;-1.5226,3.3775,0;6.1413,4.2669,0;6.1361,3.5598,0;4.7219,3.5702,0;5.4237,2.8579,0;5.4394,4.9792,0;4.7271,4.2773,0;2.6068,-.9996,0;
Duplicates	DB12549_p0_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12549_p0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12549_p0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12549_p0_t0.sdf