CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04740 (5068)

Formula C₁₈H₁₈N₂O₁₀

MW 422.35

InChIKey ZTOQXKUYWZBJLG-JVNXIPCLNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 30

Number_Rings 2

Number_Bonds 49

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 12

HB_Donor 5

HB_Acceptor 8

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 12

Lipinski_Violations 1

XLogP3 0

XLogP -3.74

logP -0.6315

PSA 192.05

MR 101.256

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -336.74633

PM7_Total_Energy_ev -5778.02587

PM7_Electronic_Energy_ev -46374.60551

PM7_Dipole_Debye 4.42602

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.559

PM7_LUMO_Energy_ev -0.884

PM7_COSMO_Area_square_ang 385.62

PM7_COSMO_Volue_cubic_ang 465.68

PM7_Electron_Affinity_ev 0.884

PM7_Ionization_Energy_ev 9.559

PM7_Energy_Gap_ev 8.675

PM7_Global_Hardness_ev 4.3375

PM7_Global_Softness_ev 0.23054755043227665

PM7_Chemical_Potential_ev -5.2215

PM7_Electronigativity_ev 5.2215

PM7_Back_Donation_Energy_ev -1.084375

PM7_Electrophilicity_ev 3.1428313832853028

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

SMILES c1cc(ccc1C(C(=O)NC(C(=O)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)(C(=O)O)NC(=O)[C@H](c1ccc(cc1)O)C(=O)O

InChI 1/C18H18N2O10/c1-8-7-30-16(19-12(8)15(25)26)18(29-2,17(27)28)20-13(22)11(14(23)24)9-3-5-10(21)6-4-9/h3-6,11,16,21H,1,7H2,2H3,(H,20,22)(H,23,24)(H,25,26)(H,27,28)/f/h20,23,25,27H

InChI_3D 1S/C18H18N2O10/c1-8-7-30-16(19-12(8)15(25)26)18(29-2,17(27)28)20-13(22)11(14(23)24)9-3-5-10(21)6-4-9/h3-6,11,16,21H,1,7H2,2H3,(H,20,22)(H,23,24)(H,25,26)(H,27,28)/t11-,16+,18+/m0/s1

AuxInfo 1/1/N:9,16,1,2,3,4,14,7,5,6,17,8,11,12,10,15,13,18,19,20,26,22,23,28,21,27,24,29,30,25/E:(3,4)(5,6)(23,24)(25,26)(27,28)/F:9,16,1,2,3,4,14,7,5,6,17,8,11,12,10,15,13,18,19,20,26,22,28,23,27,21,29,24,30,25/E:(3,4)(5,6)/rA:48cCCCCCCCCCCCCCCCCCCNNOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;s7;d7;s8;;;;s7;;;s5s11s12;s13s15;d8s15;s11s18;d10;d11;d12;d13;s14s15;s6;s10;s12;s13;s16s18;s1;s2;s3;s4;s9;s9;s14;s14;s15;s16;s16;s16;s17;s20;s26;s27;s28;s29;/rC:3.9827,7.1016,0;2.3546,7.7014,0;4.3302,8.0448,0;2.7022,8.6446,0;2.9967,6.9346,0;3.6917,8.8211,0;;.8675,-.4975,0;-.8653,-.5013,0;.8675,-1.4975,0;2.0459,4.3542,0;1.4533,5.6383,0;3.2783,2.3016,0;0,1.0052,0;1.735,1.0052,0;.4633,3.3387,0;2.3917,5.2925,0;2.34,2.6473,0;1.735,0,0;2.6857,3.5856,0;.0015,-1.9975,0;1.0605,4.1844,0;1.2835,6.6237,0;3.4481,1.3161,0;.8675,1.5129,0;4.0374,9.7594,0;1.7335,-1.9975,0;.6848,4.9985,0;4.0469,2.9413,0;1.4017,2.993,0;4.302,6.7168,0;1.862,7.6158,0;4.8232,8.1282,0;2.3811,9.0279,0;-.8646,-1.0013,0;-1.2987,-.2519,0;-.4922,.9174,0;-.1729,1.4744,0;2.2272,.9174,0;.2905,2.8696,0;.6362,3.8079,0;-.0058,3.5116,0;2.8608,5.1197,0;3.1785,3.6705,0;4.5301,9.8443,0;1.7335,-2.4975,0;.2156,5.1713,0;4.5161,2.7685,0;

Duplicates DB04740

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04740.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04740.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04740.sdf

Formula	C₁₈H₁₈N₂O₁₀
MW	422.35
InChIKey	ZTOQXKUYWZBJLG-JVNXIPCLNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	30
Number_Rings	2
Number_Bonds	49
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	12
HB_Donor	5
HB_Acceptor	8
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	12
Lipinski_Violations	1
XLogP3	0
XLogP	-3.74
logP	-0.6315
PSA	192.05
MR	101.256
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-336.74633
PM7_Total_Energy_ev	-5778.02587
PM7_Electronic_Energy_ev	-46374.60551
PM7_Dipole_Debye	4.42602
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.559
PM7_LUMO_Energy_ev	-0.884
PM7_COSMO_Area_square_ang	385.62
PM7_COSMO_Volue_cubic_ang	465.68
PM7_Electron_Affinity_ev	0.884
PM7_Ionization_Energy_ev	9.559
PM7_Energy_Gap_ev	8.675
PM7_Global_Hardness_ev	4.3375
PM7_Global_Softness_ev	0.23054755043227665
PM7_Chemical_Potential_ev	-5.2215
PM7_Electronigativity_ev	5.2215
PM7_Back_Donation_Energy_ev	-1.084375
PM7_Electrophilicity_ev	3.1428313832853028
OPENEYE_Name	(2~{R})-2-[(~{R})-carboxy-[[(2~{S})-2-carboxy-2-(4-hydroxyphenyl)acetyl]amino]-methoxy-methyl]-5-methylene-2~{H}-1,3-oxazine-4-carboxylic acid
SMILES	c1cc(ccc1C(C(=O)NC(C(=O)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)(C(=O)O)NC(=O)[C@H](c1ccc(cc1)O)C(=O)O
InChI	1/C18H18N2O10/c1-8-7-30-16(19-12(8)15(25)26)18(29-2,17(27)28)20-13(22)11(14(23)24)9-3-5-10(21)6-4-9/h3-6,11,16,21H,1,7H2,2H3,(H,20,22)(H,23,24)(H,25,26)(H,27,28)/f/h20,23,25,27H
InChI_3D	1S/C18H18N2O10/c1-8-7-30-16(19-12(8)15(25)26)18(29-2,17(27)28)20-13(22)11(14(23)24)9-3-5-10(21)6-4-9/h3-6,11,16,21H,1,7H2,2H3,(H,20,22)(H,23,24)(H,25,26)(H,27,28)/t11-,16+,18+/m0/s1
AuxInfo	1/1/N:9,16,1,2,3,4,14,7,5,6,17,8,11,12,10,15,13,18,19,20,26,22,23,28,21,27,24,29,30,25/E:(3,4)(5,6)(23,24)(25,26)(27,28)/F:9,16,1,2,3,4,14,7,5,6,17,8,11,12,10,15,13,18,19,20,26,22,28,23,27,21,29,24,30,25/E:(3,4)(5,6)/rA:48cCCCCCCCCCCCCCCCCCCNNOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;s7;d7;s8;;;;s7;;;s5s11s12;s13s15;d8s15;s11s18;d10;d11;d12;d13;s14s15;s6;s10;s12;s13;s16s18;s1;s2;s3;s4;s9;s9;s14;s14;s15;s16;s16;s16;s17;s20;s26;s27;s28;s29;/rC:3.9827,7.1016,0;2.3546,7.7014,0;4.3302,8.0448,0;2.7022,8.6446,0;2.9967,6.9346,0;3.6917,8.8211,0;;.8675,-.4975,0;-.8653,-.5013,0;.8675,-1.4975,0;2.0459,4.3542,0;1.4533,5.6383,0;3.2783,2.3016,0;0,1.0052,0;1.735,1.0052,0;.4633,3.3387,0;2.3917,5.2925,0;2.34,2.6473,0;1.735,0,0;2.6857,3.5856,0;.0015,-1.9975,0;1.0605,4.1844,0;1.2835,6.6237,0;3.4481,1.3161,0;.8675,1.5129,0;4.0374,9.7594,0;1.7335,-1.9975,0;.6848,4.9985,0;4.0469,2.9413,0;1.4017,2.993,0;4.302,6.7168,0;1.862,7.6158,0;4.8232,8.1282,0;2.3811,9.0279,0;-.8646,-1.0013,0;-1.2987,-.2519,0;-.4922,.9174,0;-.1729,1.4744,0;2.2272,.9174,0;.2905,2.8696,0;.6362,3.8079,0;-.0058,3.5116,0;2.8608,5.1197,0;3.1785,3.6705,0;4.5301,9.8443,0;1.7335,-2.4975,0;.2156,5.1713,0;4.5161,2.7685,0;
Duplicates	DB04740
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04740.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04740.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04740.sdf