CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03257 (3539)

Formula C₁₄H₂₃NO₆

MW 301.34

InChIKey MUJPWSPVNZGJOW-KJQBJTEXNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 21

Number_Rings 1

Number_Bonds 44

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 7

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 0.15

logP 0.9594

PSA 101.93

MR 74.4415

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -286.10013

PM7_Total_Energy_ev -3989.63422

PM7_Electronic_Energy_ev -29860.80865

PM7_Dipole_Debye 2.22624

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.734

PM7_LUMO_Energy_ev 0.624

PM7_COSMO_Area_square_ang 316.14

PM7_COSMO_Volue_cubic_ang 374.9

PM7_Electron_Affinity_ev -0.624

PM7_Ionization_Energy_ev 9.734

PM7_Energy_Gap_ev 10.358

PM7_Global_Hardness_ev 5.179

PM7_Global_Softness_ev 0.19308746862328635

PM7_Chemical_Potential_ev -4.555

PM7_Electronigativity_ev 4.555

PM7_Back_Donation_Energy_ev -1.29475

PM7_Electrophilicity_ev 2.00309181309133

OPENEYE_Name (2~{R},4~{R},5~{R})-5-[(1~{S})-1-acetamido-3-methyl-butyl]-4-methoxycarbonyl-tetrahydrofuran-2-carboxylic acid

SMILES C(=O)(C1CC(OC1C(CC(C)C)NC(=O)C)C(=O)O)OC

Canonical_SMILES COC(=O)[C@@H]1C[C@@H](O[C@H]1[C@@H](NC(=O)C)CC(C)C)C(=O)O

InChI 1/C14H23NO6/c1-7(2)5-10(15-8(3)16)12-9(14(19)20-4)6-11(21-12)13(17)18/h7,9-12H,5-6H2,1-4H3,(H,15,16)(H,17,18)/f/h15,17H

InChI_3D 1S/C14H23NO6/c1-7(2)5-10(15-8(3)16)12-9(14(19)20-4)6-11(21-12)13(17)18/h7,9-12H,5-6H2,1-4H3,(H,15,16)(H,17,18)/t9-,10+,11-,12-/m1/s1

AuxInfo 1/1/N:9,10,8,11,12,4,14,3,5,13,6,7,2,1,15,18,17,20,16,21,19/E:(1,2)(17,18)/F:9,10,8,11,12,4,14,3,5,13,6,7,2,1,15,18,20,17,16,21,19/E:(1,2)/rA:44cCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;s1s4;s2s4;s5;s3;;;;;s7s12;s9s10s12;s3s13;d1;d2;d3;s6s7;s2;s1s11;s4;s4;s5;s6;s7;s8;s8;s8;s9;s9;s9;s10;s10;s10;s11;s11;s11;s12;s12;s13;s14;s15;s20;/rC:2.7127,-.3666,0;-1.9056,.241,0;.4579,2.4683,0;;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;-.4076,2.9692,0;2.3263,4.6983,0;3.6927,5.0629,0;4.3608,.166,0;2.6908,3.3319,0;2.1899,2.4664,0;3.1918,4.1974,0;1.3244,2.9673,0;3.0202,-1.3182,0;-2.7143,.8292,0;.4568,1.4683,0;.5008,1.5426,0;-2.0108,-.7535,0;3.383,.3755,0;.0518,-.4973,0;-.4893,-.1031,0;.9488,-.4972,0;-.5571,1.3845,0;1.7697,.7476,0;-.6581,2.5364,0;-.1572,3.4019,0;-.8404,3.2196,0;2.0758,4.2656,0;2.5767,5.1311,0;1.8935,4.9488,0;3.2599,5.3134,0;4.1254,4.8124,0;3.9431,5.4956,0;4.4656,.6549,0;4.2561,-.3229,0;4.8497,.0612,0;2.2581,3.5824,0;3.1236,3.0814,0;2.6227,2.216,0;3.6245,3.9469,0;1.325,3.4673,0;-2.4677,-.9566,0;

Duplicates DB03257

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03257.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03257.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03257.sdf

Formula	C₁₄H₂₃NO₆
MW	301.34
InChIKey	MUJPWSPVNZGJOW-KJQBJTEXNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	21
Number_Rings	1
Number_Bonds	44
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	7
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	0.15
logP	0.9594
PSA	101.93
MR	74.4415
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-286.10013
PM7_Total_Energy_ev	-3989.63422
PM7_Electronic_Energy_ev	-29860.80865
PM7_Dipole_Debye	2.22624
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.734
PM7_LUMO_Energy_ev	0.624
PM7_COSMO_Area_square_ang	316.14
PM7_COSMO_Volue_cubic_ang	374.9
PM7_Electron_Affinity_ev	-0.624
PM7_Ionization_Energy_ev	9.734
PM7_Energy_Gap_ev	10.358
PM7_Global_Hardness_ev	5.179
PM7_Global_Softness_ev	0.19308746862328635
PM7_Chemical_Potential_ev	-4.555
PM7_Electronigativity_ev	4.555
PM7_Back_Donation_Energy_ev	-1.29475
PM7_Electrophilicity_ev	2.00309181309133
OPENEYE_Name	(2~{R},4~{R},5~{R})-5-[(1~{S})-1-acetamido-3-methyl-butyl]-4-methoxycarbonyl-tetrahydrofuran-2-carboxylic acid
SMILES	C(=O)(C1CC(OC1C(CC(C)C)NC(=O)C)C(=O)O)OC
Canonical_SMILES	COC(=O)[C@@H]1C[C@@H](O[C@H]1[C@@H](NC(=O)C)CC(C)C)C(=O)O
InChI	1/C14H23NO6/c1-7(2)5-10(15-8(3)16)12-9(14(19)20-4)6-11(21-12)13(17)18/h7,9-12H,5-6H2,1-4H3,(H,15,16)(H,17,18)/f/h15,17H
InChI_3D	1S/C14H23NO6/c1-7(2)5-10(15-8(3)16)12-9(14(19)20-4)6-11(21-12)13(17)18/h7,9-12H,5-6H2,1-4H3,(H,15,16)(H,17,18)/t9-,10+,11-,12-/m1/s1
AuxInfo	1/1/N:9,10,8,11,12,4,14,3,5,13,6,7,2,1,15,18,17,20,16,21,19/E:(1,2)(17,18)/F:9,10,8,11,12,4,14,3,5,13,6,7,2,1,15,18,20,17,16,21,19/E:(1,2)/rA:44cCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;s1s4;s2s4;s5;s3;;;;;s7s12;s9s10s12;s3s13;d1;d2;d3;s6s7;s2;s1s11;s4;s4;s5;s6;s7;s8;s8;s8;s9;s9;s9;s10;s10;s10;s11;s11;s11;s12;s12;s13;s14;s15;s20;/rC:2.7127,-.3666,0;-1.9056,.241,0;.4579,2.4683,0;;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;-.4076,2.9692,0;2.3263,4.6983,0;3.6927,5.0629,0;4.3608,.166,0;2.6908,3.3319,0;2.1899,2.4664,0;3.1918,4.1974,0;1.3244,2.9673,0;3.0202,-1.3182,0;-2.7143,.8292,0;.4568,1.4683,0;.5008,1.5426,0;-2.0108,-.7535,0;3.383,.3755,0;.0518,-.4973,0;-.4893,-.1031,0;.9488,-.4972,0;-.5571,1.3845,0;1.7697,.7476,0;-.6581,2.5364,0;-.1572,3.4019,0;-.8404,3.2196,0;2.0758,4.2656,0;2.5767,5.1311,0;1.8935,4.9488,0;3.2599,5.3134,0;4.1254,4.8124,0;3.9431,5.4956,0;4.4656,.6549,0;4.2561,-.3229,0;4.8497,.0612,0;2.2581,3.5824,0;3.1236,3.0814,0;2.6227,2.216,0;3.6245,3.9469,0;1.325,3.4673,0;-2.4677,-.9566,0;
Duplicates	DB03257
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03257.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03257.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03257.sdf