CompChem-Database: compound details

CompChem-Database: details for selected entry

DB09080_p0 (8730)

Formula C₂₁H₂₆N₂O₅

MW 386.45

InChIKey COUYJEVMBVSIHV-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 7

HB_Donor 4

HB_Acceptor 3

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.07

logP 2.9049

PSA 100.05

MR 109.265

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -168.62646

PM7_Total_Energy_ev -4779.10637

PM7_Electronic_Energy_ev -38810.15162

PM7_Dipole_Debye 1.75892

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.644

PM7_LUMO_Energy_ev -0.872

PM7_COSMO_Area_square_ang 402.43

PM7_COSMO_Volue_cubic_ang 466.09

PM7_Electron_Affinity_ev 0.872

PM7_Ionization_Energy_ev 8.644

PM7_Energy_Gap_ev 7.772

PM7_Global_Hardness_ev 3.886

PM7_Global_Softness_ev 0.2573340195573855

PM7_Chemical_Potential_ev -4.758

PM7_Electronigativity_ev 4.758

PM7_Back_Donation_Energy_ev -0.9715

PM7_Electrophilicity_ev 2.9128363355635614

OPENEYE_Name 6-hydroxy-8-[(1~{R})-1-hydroxy-2-[[2-(4-methoxyphenyl)-1,1-dimethyl-ethyl]amino]ethyl]-4~{H}-1,4-benzoxazin-3-one

SMILES c1cc(ccc1CC(C)(C)NCC(c2cc(cc3c2OCC(=O)N3)O)O)OC

Canonical_SMILES COc1ccc(cc1)CC(NC[C@@H](c1cc(O)cc2c1OCC(=O)N2)O)(C)C

InChI 1/C21H26N2O5/c1-21(2,10-13-4-6-15(27-3)7-5-13)22-11-18(25)16-8-14(24)9-17-20(16)28-12-19(26)23-17/h4-9,18,22,24-25H,10-12H2,1-3H3,(H,23,26)/f/h23H

InChI_3D 1S/C21H26N2O5/c1-21(2,10-13-4-6-15(27-3)7-5-13)22-11-18(25)16-8-14(24)9-17-20(16)28-12-19(26)23-17/h4-9,18,22,24-25H,10-12H2,1-3H3,(H,23,26)/t18-/m0/s1

AuxInfo 1/1/N:15,16,17,1,2,3,4,5,6,18,19,14,7,12,11,8,9,20,13,10,21,23,22,26,27,24,28,25/E:(1,2)(4,5)(6,7)/F:m/E:m/rA:54cCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;d5;s6;s8d9;s3d4;s5d6;;s13;;;;s7;;s8s19;s15s16s18;s9s13;s19s21;d13;s10s14;s12;s20;s11s17;s1;s2;s3;s4;s5;s6;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s22;s23;s26;s27;/rC:3.4631,7.0135,0;4.3306,5.511,0;4.3336,7.5161,0;5.2011,6.0136,0;0,1.0056,0;.8679,-.4977,0;3.466,6.0135,0;.8679,1.5135,0;1.7371,0,0;1.7358,1.0056,0;5.207,7.0187,0;;3.4748,.0023,0;3.4735,1.0079,0;2.2339,4.1475,0;1.2339,5.8795,0;6.0731,8.5187,0;2.6,5.5135,0;.8679,3.5135,0;.8679,2.5135,0;1.7339,5.0135,0;2.6038,-.4989,0;.8679,4.5135,0;4.3408,-.4978,0;2.6012,1.5123,0;-.8653,-.5013,0;-.1321,2.5135,0;6.0731,7.5187,0;3.0297,7.2629,0;4.3298,5.011,0;4.3321,8.0161,0;5.6334,5.7623,0;-.4337,1.2543,0;.8677,-.9977,0;3.6445,1.4777,0;3.966,.9214,0;2.6669,4.3975,0;1.8009,3.8975,0;2.4839,3.7145,0;.8009,5.6295,0;1.6669,6.1295,0;.9839,6.3125,0;5.5731,8.5187,0;6.5731,8.5187,0;6.0731,9.0187,0;2.85,5.0805,0;2.35,5.9465,0;.3679,3.5135,0;1.3679,3.5135,0;1.3679,2.5135,0;2.6038,-.9989,0;.4349,4.7635,0;-.8646,-1.0013,0;-.3821,2.9465,0;

Duplicates DB09080_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09080_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09080_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09080_p0.sdf

Formula	C₂₁H₂₆N₂O₅
MW	386.45
InChIKey	COUYJEVMBVSIHV-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	7
HB_Donor	4
HB_Acceptor	3
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.07
logP	2.9049
PSA	100.05
MR	109.265
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-168.62646
PM7_Total_Energy_ev	-4779.10637
PM7_Electronic_Energy_ev	-38810.15162
PM7_Dipole_Debye	1.75892
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.644
PM7_LUMO_Energy_ev	-0.872
PM7_COSMO_Area_square_ang	402.43
PM7_COSMO_Volue_cubic_ang	466.09
PM7_Electron_Affinity_ev	0.872
PM7_Ionization_Energy_ev	8.644
PM7_Energy_Gap_ev	7.772
PM7_Global_Hardness_ev	3.886
PM7_Global_Softness_ev	0.2573340195573855
PM7_Chemical_Potential_ev	-4.758
PM7_Electronigativity_ev	4.758
PM7_Back_Donation_Energy_ev	-0.9715
PM7_Electrophilicity_ev	2.9128363355635614
OPENEYE_Name	6-hydroxy-8-[(1~{R})-1-hydroxy-2-[[2-(4-methoxyphenyl)-1,1-dimethyl-ethyl]amino]ethyl]-4~{H}-1,4-benzoxazin-3-one
SMILES	c1cc(ccc1CC(C)(C)NCC(c2cc(cc3c2OCC(=O)N3)O)O)OC
Canonical_SMILES	COc1ccc(cc1)CC(NC[C@@H](c1cc(O)cc2c1OCC(=O)N2)O)(C)C
InChI	1/C21H26N2O5/c1-21(2,10-13-4-6-15(27-3)7-5-13)22-11-18(25)16-8-14(24)9-17-20(16)28-12-19(26)23-17/h4-9,18,22,24-25H,10-12H2,1-3H3,(H,23,26)/f/h23H
InChI_3D	1S/C21H26N2O5/c1-21(2,10-13-4-6-15(27-3)7-5-13)22-11-18(25)16-8-14(24)9-17-20(16)28-12-19(26)23-17/h4-9,18,22,24-25H,10-12H2,1-3H3,(H,23,26)/t18-/m0/s1
AuxInfo	1/1/N:15,16,17,1,2,3,4,5,6,18,19,14,7,12,11,8,9,20,13,10,21,23,22,26,27,24,28,25/E:(1,2)(4,5)(6,7)/F:m/E:m/rA:54cCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;d5;s6;s8d9;s3d4;s5d6;;s13;;;;s7;;s8s19;s15s16s18;s9s13;s19s21;d13;s10s14;s12;s20;s11s17;s1;s2;s3;s4;s5;s6;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s22;s23;s26;s27;/rC:3.4631,7.0135,0;4.3306,5.511,0;4.3336,7.5161,0;5.2011,6.0136,0;0,1.0056,0;.8679,-.4977,0;3.466,6.0135,0;.8679,1.5135,0;1.7371,0,0;1.7358,1.0056,0;5.207,7.0187,0;;3.4748,.0023,0;3.4735,1.0079,0;2.2339,4.1475,0;1.2339,5.8795,0;6.0731,8.5187,0;2.6,5.5135,0;.8679,3.5135,0;.8679,2.5135,0;1.7339,5.0135,0;2.6038,-.4989,0;.8679,4.5135,0;4.3408,-.4978,0;2.6012,1.5123,0;-.8653,-.5013,0;-.1321,2.5135,0;6.0731,7.5187,0;3.0297,7.2629,0;4.3298,5.011,0;4.3321,8.0161,0;5.6334,5.7623,0;-.4337,1.2543,0;.8677,-.9977,0;3.6445,1.4777,0;3.966,.9214,0;2.6669,4.3975,0;1.8009,3.8975,0;2.4839,3.7145,0;.8009,5.6295,0;1.6669,6.1295,0;.9839,6.3125,0;5.5731,8.5187,0;6.5731,8.5187,0;6.0731,9.0187,0;2.85,5.0805,0;2.35,5.9465,0;.3679,3.5135,0;1.3679,3.5135,0;1.3679,2.5135,0;2.6038,-.9989,0;.4349,4.7635,0;-.8646,-1.0013,0;-.3821,2.9465,0;
Duplicates	DB09080_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09080_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09080_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09080_p0.sdf