CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06582 (5930)

Formula C₂₂H₂₆N₂O₄

MW 382.46

InChIKey RUJBDQSFYCKFAA-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 0

HB_Acceptor 0

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 0

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 6

Lipinski_Violations 1

XLogP3 0

XLogP 7.39

logP 3.3127

PSA 61.64

MR 117.965

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -66.55905

PM7_Total_Energy_ev -4604.19899

PM7_Electronic_Energy_ev -40026.08032

PM7_Dipole_Debye 4.13552

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.423

PM7_LUMO_Energy_ev -0.518

PM7_COSMO_Area_square_ang 389.78

PM7_COSMO_Volue_cubic_ang 474.35

PM7_Electron_Affinity_ev 0.518

PM7_Ionization_Energy_ev 8.423

PM7_Energy_Gap_ev 7.905

PM7_Global_Hardness_ev 3.9525

PM7_Global_Softness_ev 0.2530044275774826

PM7_Chemical_Potential_ev -4.4705

PM7_Electronigativity_ev 4.4705

PM7_Back_Donation_Energy_ev -0.988125

PM7_Electrophilicity_ev 2.5281935800126503

OPENEYE_Name (5~{R})-1-(3,4-dimethoxyphenyl)-5-ethyl-7,8-dimethoxy-4-methyl-5~{H}-2,3-benzodiazepine

SMILES c1cc(c(cc1C2=NN=C(C(c3c2cc(c(c3)OC)OC)CC)C)OC)OC

Canonical_SMILES CC[C@H]1C(=NN=C(c2c1cc(OC)c(c2)OC)c1ccc(c(c1)OC)OC)C

InChI 1/C22H26N2O4/c1-7-15-13(2)23-24-22(14-8-9-18(25-3)19(10-14)26-4)17-12-21(28-6)20(27-5)11-16(15)17/h8-12,15H,7H2,1-6H3

InChI_3D 1S/C22H26N2O4/c1-7-15-13(2)23-24-22(14-8-9-18(25-3)19(10-14)26-4)17-12-21(28-6)20(27-5)11-16(15)17/h8-12,15H,7H2,1-6H3/t15-/m0/s1

AuxInfo 1/0/N:17,16,18,19,21,20,22,1,2,3,5,4,14,6,15,8,7,9,10,12,11,13,24,23,25,26,28,27/rA:54cCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;d4;d5s7;s2;s3d9;s4;s5d11;s6s7;;s8s14;s14;;;;;;s15s17;d13;d14s23;s9s18;s10s19;s11s20;s12s21;s1;s2;s3;s4;s5;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;/rC:2.7718,-3.1364,0;3.0001,-4.11,0;1.0814,-3.5276,0;3.0837,-1.0052,0;3.0895,1.006,0;1.8162,-2.8417,0;2.2192,-.5026,0;2.222,.5029,0;2.2653,-4.7959,0;1.3022,-4.5082,0;3.9567,-.5076,0;3.9596,.4979,0;1.4241,-1.1362,0;.4384,.9159,0;1.429,1.1418,0;-.6542,2.2829,0;.5645,2.9453,0;3.6222,-6.7887,0;.7967,-6.1649,0;4.8164,-2.0112,0;5.6916,.4911,0;.9967,2.0435,0;.436,-.9143,0;;2.6649,-6.4997,0;.5712,-5.1906,0;4.8206,-1.0112,0;4.8276,.9945,0;3.1373,-2.7952,0;3.4786,-4.2552,0;.6036,-3.3803,0;3.0816,-1.5052,0;3.0902,1.506,0;1.821,1.4522,0;-.2636,2.5951,0;-1.0448,1.9707,0;-.9664,2.6735,0;.1136,2.7292,0;1.0153,3.1614,0;.3483,3.3962,0;3.7667,-6.3101,0;3.4777,-7.2674,0;4.1009,-6.9333,0;1.2838,-6.0521,0;.3096,-6.2776,0;.9094,-6.652,0;4.3164,-2.0091,0;5.3164,-2.0133,0;4.8143,-2.5112,0;5.4399,.0591,0;5.9433,.9232,0;6.1237,.2394,0;.5459,1.8274,0;1.4476,2.2597,0;

Duplicates DB06582;DB08811_s0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06582.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06582.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06582.sdf

Formula	C₂₂H₂₆N₂O₄
MW	382.46
InChIKey	RUJBDQSFYCKFAA-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	0
HB_Acceptor	0
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	0
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	6
Lipinski_Violations	1
XLogP3	0
XLogP	7.39
logP	3.3127
PSA	61.64
MR	117.965
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-66.55905
PM7_Total_Energy_ev	-4604.19899
PM7_Electronic_Energy_ev	-40026.08032
PM7_Dipole_Debye	4.13552
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.423
PM7_LUMO_Energy_ev	-0.518
PM7_COSMO_Area_square_ang	389.78
PM7_COSMO_Volue_cubic_ang	474.35
PM7_Electron_Affinity_ev	0.518
PM7_Ionization_Energy_ev	8.423
PM7_Energy_Gap_ev	7.905
PM7_Global_Hardness_ev	3.9525
PM7_Global_Softness_ev	0.2530044275774826
PM7_Chemical_Potential_ev	-4.4705
PM7_Electronigativity_ev	4.4705
PM7_Back_Donation_Energy_ev	-0.988125
PM7_Electrophilicity_ev	2.5281935800126503
OPENEYE_Name	(5~{R})-1-(3,4-dimethoxyphenyl)-5-ethyl-7,8-dimethoxy-4-methyl-5~{H}-2,3-benzodiazepine
SMILES	c1cc(c(cc1C2=NN=C(C(c3c2cc(c(c3)OC)OC)CC)C)OC)OC
Canonical_SMILES	CC[C@H]1C(=NN=C(c2c1cc(OC)c(c2)OC)c1ccc(c(c1)OC)OC)C
InChI	1/C22H26N2O4/c1-7-15-13(2)23-24-22(14-8-9-18(25-3)19(10-14)26-4)17-12-21(28-6)20(27-5)11-16(15)17/h8-12,15H,7H2,1-6H3
InChI_3D	1S/C22H26N2O4/c1-7-15-13(2)23-24-22(14-8-9-18(25-3)19(10-14)26-4)17-12-21(28-6)20(27-5)11-16(15)17/h8-12,15H,7H2,1-6H3/t15-/m0/s1
AuxInfo	1/0/N:17,16,18,19,21,20,22,1,2,3,5,4,14,6,15,8,7,9,10,12,11,13,24,23,25,26,28,27/rA:54cCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;d4;d5s7;s2;s3d9;s4;s5d11;s6s7;;s8s14;s14;;;;;;s15s17;d13;d14s23;s9s18;s10s19;s11s20;s12s21;s1;s2;s3;s4;s5;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;/rC:2.7718,-3.1364,0;3.0001,-4.11,0;1.0814,-3.5276,0;3.0837,-1.0052,0;3.0895,1.006,0;1.8162,-2.8417,0;2.2192,-.5026,0;2.222,.5029,0;2.2653,-4.7959,0;1.3022,-4.5082,0;3.9567,-.5076,0;3.9596,.4979,0;1.4241,-1.1362,0;.4384,.9159,0;1.429,1.1418,0;-.6542,2.2829,0;.5645,2.9453,0;3.6222,-6.7887,0;.7967,-6.1649,0;4.8164,-2.0112,0;5.6916,.4911,0;.9967,2.0435,0;.436,-.9143,0;;2.6649,-6.4997,0;.5712,-5.1906,0;4.8206,-1.0112,0;4.8276,.9945,0;3.1373,-2.7952,0;3.4786,-4.2552,0;.6036,-3.3803,0;3.0816,-1.5052,0;3.0902,1.506,0;1.821,1.4522,0;-.2636,2.5951,0;-1.0448,1.9707,0;-.9664,2.6735,0;.1136,2.7292,0;1.0153,3.1614,0;.3483,3.3962,0;3.7667,-6.3101,0;3.4777,-7.2674,0;4.1009,-6.9333,0;1.2838,-6.0521,0;.3096,-6.2776,0;.9094,-6.652,0;4.3164,-2.0091,0;5.3164,-2.0133,0;4.8143,-2.5112,0;5.4399,.0591,0;5.9433,.9232,0;6.1237,.2394,0;.5459,1.8274,0;1.4476,2.2597,0;
Duplicates	DB06582;DB08811_s0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06582.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06582.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06582.sdf