CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02588 (2865)

Formula C₁₈H₁₈N₂O₉

MW 406.35

InChIKey GOYCBKVVHGALFQ-ROESPKAUNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 29

Number_Rings 2

Number_Bonds 48

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 11

HB_Donor 4

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP -0.87

logP -0.5172

PSA 171.82

MR 99.6843

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -280.14445

PM7_Total_Energy_ev -5482.1186

PM7_Electronic_Energy_ev -43228.40259

PM7_Dipole_Debye 6.93395

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.585

PM7_LUMO_Energy_ev -1.064

PM7_COSMO_Area_square_ang 381.05

PM7_COSMO_Volue_cubic_ang 458.33

PM7_Electron_Affinity_ev 1.064

PM7_Ionization_Energy_ev 9.585

PM7_Energy_Gap_ev 8.521

PM7_Global_Hardness_ev 4.2605

PM7_Global_Softness_ev 0.23471423541837813

PM7_Chemical_Potential_ev -5.3245

PM7_Electronigativity_ev 5.3245

PM7_Back_Donation_Energy_ev -1.065125

PM7_Electrophilicity_ev 3.327109523530102

OPENEYE_Name (2~{R})-2-[(1~{R})-1-[[(2~{S})-2-carboxy-2-(4-hydroxyphenyl)acetyl]amino]-1-methoxy-2-oxo-ethyl]-5-methylene-2~{H}-1,3-oxazine-4-carboxylic acid

SMILES c1cc(ccc1C(C(=O)NC(C=O)(C2N=C(C(=C)CO2)C(=O)O)OC)C(=O)O)O

Canonical_SMILES CO[C@@]([C@H]1OCC(=C)C(=N1)C(=O)O)(NC(=O)[C@H](c1ccc(cc1)O)C(=O)O)C=O

InChI 1/C18H18N2O9/c1-9-7-29-17(19-13(9)16(26)27)18(8-21,28-2)20-14(23)12(15(24)25)10-3-5-11(22)6-4-10/h3-6,8,12,17,22H,1,7H2,2H3,(H,20,23)(H,24,25)(H,26,27)/f/h20,24,26H

InChI_3D 1S/C18H18N2O9/c1-9-7-29-17(19-13(9)16(26)27)18(8-21,28-2)20-14(23)12(15(24)25)10-3-5-11(22)6-4-10/h3-6,8,12,17,22H,1,7H2,2H3,(H,20,23)(H,24,25)(H,26,27)/t12-,17+,18-/m0/s1

AuxInfo 1/1/N:9,16,1,2,3,4,14,10,7,5,6,17,8,12,13,11,15,18,19,20,21,26,23,24,28,22,27,29,25/E:(3,4)(5,6)(24,25)(26,27)/F:9,16,1,2,3,4,14,10,7,5,6,17,8,12,13,11,15,18,19,20,21,26,23,28,24,27,22,29,25/E:(3,4)(5,6)/rA:47cCCCCCCCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;s7;d7;;s8;;;s7;;;s5s12s13;s10s15;d8s15;s12s18;d10;d11;d12;d13;s14s15;s6;s11;s13;s16s18;s1;s2;s3;s4;s9;s9;s10;s14;s14;s15;s16;s16;s16;s17;s20;s26;s27;s28;/rC:6.7943,1.0046,0;7.3941,2.6327,0;7.7375,.6571,0;8.3373,2.2851,0;6.6273,1.9906,0;8.5138,1.2956,0;;.8675,-.4975,0;-.8653,-.5013,0;2.6857,3.5856,0;.8675,-1.4975,0;4.0469,2.9413,0;5.331,3.534,0;0,1.0052,0;1.735,1.0052,0;.4633,3.3387,0;4.9852,2.5956,0;2.34,2.6473,0;1.735,0,0;3.2783,2.3016,0;2.0459,4.3542,0;.0015,-1.9975,0;3.8771,3.9268,0;6.3164,3.7037,0;.8675,1.5129,0;9.4521,.9499,0;1.7335,-1.9975,0;4.6912,4.3025,0;1.4017,2.993,0;6.4095,.6853,0;7.3085,3.1253,0;7.8209,.1641,0;8.7206,2.6062,0;-.8646,-1.0013,0;-1.2987,-.2519,0;3.1785,3.6705,0;-.4922,.9174,0;-.1729,1.4744,0;2.2272,.9174,0;.2905,2.8696,0;.6362,3.8079,0;-.0058,3.5116,0;4.8124,2.1265,0;3.3632,1.8088,0;9.537,.4572,0;1.7335,-2.4975,0;4.864,4.7717,0;

Duplicates DB02588

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02588.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02588.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02588.sdf

Formula	C₁₈H₁₈N₂O₉
MW	406.35
InChIKey	GOYCBKVVHGALFQ-ROESPKAUNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	29
Number_Rings	2
Number_Bonds	48
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	11
HB_Donor	4
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	-0.87
logP	-0.5172
PSA	171.82
MR	99.6843
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-280.14445
PM7_Total_Energy_ev	-5482.1186
PM7_Electronic_Energy_ev	-43228.40259
PM7_Dipole_Debye	6.93395
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.585
PM7_LUMO_Energy_ev	-1.064
PM7_COSMO_Area_square_ang	381.05
PM7_COSMO_Volue_cubic_ang	458.33
PM7_Electron_Affinity_ev	1.064
PM7_Ionization_Energy_ev	9.585
PM7_Energy_Gap_ev	8.521
PM7_Global_Hardness_ev	4.2605
PM7_Global_Softness_ev	0.23471423541837813
PM7_Chemical_Potential_ev	-5.3245
PM7_Electronigativity_ev	5.3245
PM7_Back_Donation_Energy_ev	-1.065125
PM7_Electrophilicity_ev	3.327109523530102
OPENEYE_Name	(2~{R})-2-[(1~{R})-1-[[(2~{S})-2-carboxy-2-(4-hydroxyphenyl)acetyl]amino]-1-methoxy-2-oxo-ethyl]-5-methylene-2~{H}-1,3-oxazine-4-carboxylic acid
SMILES	c1cc(ccc1C(C(=O)NC(C=O)(C2N=C(C(=C)CO2)C(=O)O)OC)C(=O)O)O
Canonical_SMILES	CO[C@@]([C@H]1OCC(=C)C(=N1)C(=O)O)(NC(=O)[C@H](c1ccc(cc1)O)C(=O)O)C=O
InChI	1/C18H18N2O9/c1-9-7-29-17(19-13(9)16(26)27)18(8-21,28-2)20-14(23)12(15(24)25)10-3-5-11(22)6-4-10/h3-6,8,12,17,22H,1,7H2,2H3,(H,20,23)(H,24,25)(H,26,27)/f/h20,24,26H
InChI_3D	1S/C18H18N2O9/c1-9-7-29-17(19-13(9)16(26)27)18(8-21,28-2)20-14(23)12(15(24)25)10-3-5-11(22)6-4-10/h3-6,8,12,17,22H,1,7H2,2H3,(H,20,23)(H,24,25)(H,26,27)/t12-,17+,18-/m0/s1
AuxInfo	1/1/N:9,16,1,2,3,4,14,10,7,5,6,17,8,12,13,11,15,18,19,20,21,26,23,24,28,22,27,29,25/E:(3,4)(5,6)(24,25)(26,27)/F:9,16,1,2,3,4,14,10,7,5,6,17,8,12,13,11,15,18,19,20,21,26,23,28,24,27,22,29,25/E:(3,4)(5,6)/rA:47cCCCCCCCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;s7;d7;;s8;;;s7;;;s5s12s13;s10s15;d8s15;s12s18;d10;d11;d12;d13;s14s15;s6;s11;s13;s16s18;s1;s2;s3;s4;s9;s9;s10;s14;s14;s15;s16;s16;s16;s17;s20;s26;s27;s28;/rC:6.7943,1.0046,0;7.3941,2.6327,0;7.7375,.6571,0;8.3373,2.2851,0;6.6273,1.9906,0;8.5138,1.2956,0;;.8675,-.4975,0;-.8653,-.5013,0;2.6857,3.5856,0;.8675,-1.4975,0;4.0469,2.9413,0;5.331,3.534,0;0,1.0052,0;1.735,1.0052,0;.4633,3.3387,0;4.9852,2.5956,0;2.34,2.6473,0;1.735,0,0;3.2783,2.3016,0;2.0459,4.3542,0;.0015,-1.9975,0;3.8771,3.9268,0;6.3164,3.7037,0;.8675,1.5129,0;9.4521,.9499,0;1.7335,-1.9975,0;4.6912,4.3025,0;1.4017,2.993,0;6.4095,.6853,0;7.3085,3.1253,0;7.8209,.1641,0;8.7206,2.6062,0;-.8646,-1.0013,0;-1.2987,-.2519,0;3.1785,3.6705,0;-.4922,.9174,0;-.1729,1.4744,0;2.2272,.9174,0;.2905,2.8696,0;.6362,3.8079,0;-.0058,3.5116,0;4.8124,2.1265,0;3.3632,1.8088,0;9.537,.4572,0;1.7335,-2.4975,0;4.864,4.7717,0;
Duplicates	DB02588
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02588.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02588.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02588.sdf