CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06517_p0 (5895)

Formula C₂₃H₂₄N₄O₂

MW 388.47

InChIKey ACAXGYADTLFREX-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.07

logP 4.0156

PSA 67.35

MR 116.162

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 22.50649

PM7_Total_Energy_ev -4482.87376

PM7_Electronic_Energy_ev -38870.79175

PM7_Dipole_Debye 5.3224

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.638

PM7_LUMO_Energy_ev -2.078

PM7_COSMO_Area_square_ang 401.02

PM7_COSMO_Volue_cubic_ang 469.3

PM7_Electron_Affinity_ev 2.078

PM7_Ionization_Energy_ev 8.638

PM7_Energy_Gap_ev 6.56

PM7_Global_Hardness_ev 3.28

PM7_Global_Softness_ev 0.3048780487804878

PM7_Chemical_Potential_ev -5.358

PM7_Electronigativity_ev 5.358

PM7_Back_Donation_Energy_ev -0.82

PM7_Electrophilicity_ev 4.376244512195122

OPENEYE_Name ~{N}-[(1~{R})-2-(dimethylamino)-1-methyl-ethyl]-4-methoxy-benzo[a]phenazine-11-carboxamide

SMILES c1cc2c(ccc3c2nc4c(cccc4n3)C(=O)NC(C)CN(C)C)c(c1)OC

Canonical_SMILES COc1cccc2c1ccc1c2nc2c(n1)cccc2C(=O)N[C@@H](CN(C)C)C

InChI 1/C23H24N4O2/c1-14(13-27(2)3)24-23(28)17-8-5-9-18-22(17)26-21-16-7-6-10-20(29-4)15(16)11-12-19(21)25-18/h5-12,14H,13H2,1-4H3,(H,24,28)/f/h24H

InChI_3D 1S/C23H24N4O2/c1-14(13-27(2)3)24-23(28)17-8-5-9-18-22(17)26-21-16-7-6-10-20(29-4)15(16)11-12-19(21)25-18/h5-12,14H,13H2,1-4H3,(H,24,28)/t14-/m1/s1

AuxInfo 1/1/N:18,19,20,21,2,1,3,5,6,8,4,7,22,23,10,9,11,12,13,16,14,15,17,26,24,25,27,28,29/E:(2,3)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCCNNNNOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;;d2;s2;d4;s1;s3;s4d9;s5;d6;s7;s9s13;d11s12;d8s10;s11;;;;;;s18s22;s12d13;d14s15;s17s23;s19s20s22;d17;s16s21;s1;s2;s3;s4;s5;s6;s7;s8;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s26;/rC:-.874,.5136,0;-6.1156,-2.5002,0;-1.7588,.0143,0;-.8964,-2.5132,0;-6.1156,-1.4914,0;-5.2449,-2.9996,0;-1.771,-3.0096,0;;-1.7617,-.9968,0;-.8877,-1.5106,0;-5.2449,-.9818,0;-4.3785,-2.5002,0;-2.6355,-2.5051,0;-2.6308,-1.4988,0;-4.3742,-1.4914,0;-.0106,-1.0132,0;-5.2449,.7682,0;-6.1109,3.2682,0;-8.6109,1.4022,0;-8.6109,3.1342,0;2.3675,-1.4098,0;-7.1109,2.2682,0;-6.1109,2.2682,0;-3.5117,-3.0056,0;-3.5031,-.9878,0;-6.1109,1.2682,0;-8.1109,2.2682,0;-4.3789,1.2682,0;1.4969,-1.9019,0;-.8696,1.0136,0;-6.5483,-2.7508,0;-2.1902,.267,0;-.4654,-2.7667,0;-6.5494,-1.2427,0;-5.2444,-3.4996,0;-1.774,-3.5096,0;.4353,.2461,0;-6.6109,3.2682,0;-5.6109,3.2682,0;-6.1109,3.7682,0;-9.0439,1.6522,0;-8.1779,1.1522,0;-8.8609,.9692,0;-9.0439,2.8842,0;-8.1779,3.3842,0;-8.8609,3.5672,0;2.6135,-1.8451,0;2.1214,-.9746,0;2.8027,-1.1638,0;-7.1109,1.7682,0;-7.1109,2.7682,0;-5.6109,2.2682,0;-6.5439,1.0182,0;

Duplicates DB06517_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06517_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06517_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06517_p0.sdf

Formula	C₂₃H₂₄N₄O₂
MW	388.47
InChIKey	ACAXGYADTLFREX-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.07
logP	4.0156
PSA	67.35
MR	116.162
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	22.50649
PM7_Total_Energy_ev	-4482.87376
PM7_Electronic_Energy_ev	-38870.79175
PM7_Dipole_Debye	5.3224
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.638
PM7_LUMO_Energy_ev	-2.078
PM7_COSMO_Area_square_ang	401.02
PM7_COSMO_Volue_cubic_ang	469.3
PM7_Electron_Affinity_ev	2.078
PM7_Ionization_Energy_ev	8.638
PM7_Energy_Gap_ev	6.56
PM7_Global_Hardness_ev	3.28
PM7_Global_Softness_ev	0.3048780487804878
PM7_Chemical_Potential_ev	-5.358
PM7_Electronigativity_ev	5.358
PM7_Back_Donation_Energy_ev	-0.82
PM7_Electrophilicity_ev	4.376244512195122
OPENEYE_Name	~{N}-[(1~{R})-2-(dimethylamino)-1-methyl-ethyl]-4-methoxy-benzo[a]phenazine-11-carboxamide
SMILES	c1cc2c(ccc3c2nc4c(cccc4n3)C(=O)NC(C)CN(C)C)c(c1)OC
Canonical_SMILES	COc1cccc2c1ccc1c2nc2c(n1)cccc2C(=O)N[C@@H](CN(C)C)C
InChI	1/C23H24N4O2/c1-14(13-27(2)3)24-23(28)17-8-5-9-18-22(17)26-21-16-7-6-10-20(29-4)15(16)11-12-19(21)25-18/h5-12,14H,13H2,1-4H3,(H,24,28)/f/h24H
InChI_3D	1S/C23H24N4O2/c1-14(13-27(2)3)24-23(28)17-8-5-9-18-22(17)26-21-16-7-6-10-20(29-4)15(16)11-12-19(21)25-18/h5-12,14H,13H2,1-4H3,(H,24,28)/t14-/m1/s1
AuxInfo	1/1/N:18,19,20,21,2,1,3,5,6,8,4,7,22,23,10,9,11,12,13,16,14,15,17,26,24,25,27,28,29/E:(2,3)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCCNNNNOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;;d2;s2;d4;s1;s3;s4d9;s5;d6;s7;s9s13;d11s12;d8s10;s11;;;;;;s18s22;s12d13;d14s15;s17s23;s19s20s22;d17;s16s21;s1;s2;s3;s4;s5;s6;s7;s8;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s26;/rC:-.874,.5136,0;-6.1156,-2.5002,0;-1.7588,.0143,0;-.8964,-2.5132,0;-6.1156,-1.4914,0;-5.2449,-2.9996,0;-1.771,-3.0096,0;;-1.7617,-.9968,0;-.8877,-1.5106,0;-5.2449,-.9818,0;-4.3785,-2.5002,0;-2.6355,-2.5051,0;-2.6308,-1.4988,0;-4.3742,-1.4914,0;-.0106,-1.0132,0;-5.2449,.7682,0;-6.1109,3.2682,0;-8.6109,1.4022,0;-8.6109,3.1342,0;2.3675,-1.4098,0;-7.1109,2.2682,0;-6.1109,2.2682,0;-3.5117,-3.0056,0;-3.5031,-.9878,0;-6.1109,1.2682,0;-8.1109,2.2682,0;-4.3789,1.2682,0;1.4969,-1.9019,0;-.8696,1.0136,0;-6.5483,-2.7508,0;-2.1902,.267,0;-.4654,-2.7667,0;-6.5494,-1.2427,0;-5.2444,-3.4996,0;-1.774,-3.5096,0;.4353,.2461,0;-6.6109,3.2682,0;-5.6109,3.2682,0;-6.1109,3.7682,0;-9.0439,1.6522,0;-8.1779,1.1522,0;-8.8609,.9692,0;-9.0439,2.8842,0;-8.1779,3.3842,0;-8.8609,3.5672,0;2.6135,-1.8451,0;2.1214,-.9746,0;2.8027,-1.1638,0;-7.1109,1.7682,0;-7.1109,2.7682,0;-5.6109,2.2682,0;-6.5439,1.0182,0;
Duplicates	DB06517_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06517_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06517_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06517_p0.sdf