CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03991 (4280)

Formula C₁₁H₁₇NO₈

MW 291.26

InChIKey JINJZWSZQKHCIP-YDKJUMFQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 37

Number_Heavy_Atoms 20

Number_Rings 1

Number_Bonds 37

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 9

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP -3.49

logP -2.6757

PSA 156.55

MR 62.9087

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -331.18761

PM7_Total_Energy_ev -4129.24939

PM7_Electronic_Energy_ev -27763.62643

PM7_Dipole_Debye 4.57776

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.882

PM7_LUMO_Energy_ev -0.694

PM7_COSMO_Area_square_ang 291.72

PM7_COSMO_Volue_cubic_ang 320.53

PM7_Electron_Affinity_ev 0.694

PM7_Ionization_Energy_ev 9.882

PM7_Energy_Gap_ev 9.188

PM7_Global_Hardness_ev 4.594

PM7_Global_Softness_ev 0.21767522855899

PM7_Chemical_Potential_ev -5.288

PM7_Electronigativity_ev 5.288

PM7_Back_Donation_Energy_ev -1.1485

PM7_Electrophilicity_ev 3.043420113191119

OPENEYE_Name (2~{R},3~{R},4~{S})-3-acetamido-4-hydroxy-2-[(1~{R},2~{R})-1,2,3-trihydroxypropyl]-3,4-dihydro-2~{H}-pyran-6-carboxylic acid

SMILES C1=C(OC(C(C1O)NC(=O)C)C(C(CO)O)O)C(=O)O

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

InChI 1/C11H17NO8/c1-4(14)12-8-5(15)2-7(11(18)19)20-10(8)9(17)6(16)3-13/h2,5-6,8-10,13,15-17H,3H2,1H3,(H,12,14)(H,18,19)/f/h12,18H

InChI_3D 1S/C11H17NO8/c1-4(14)12-8-5(15)2-7(11(18)19)20-10(8)9(17)6(16)3-13/h2,5-6,8-10,13,15-17H,3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,8+,9+,10+/m0/s1

AuxInfo 1/1/N:8,1,9,4,5,11,2,6,10,7,3,12,18,14,17,20,19,13,16,15/E:(18,19)/F:8,1,9,4,5,11,2,6,10,7,3,12,18,14,17,20,19,16,13,15/rA:37cCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHH/rB:d1;s2;;s1;s5;s6;s4;;s7;s9s10;s4s6;d3;d4;s2s7;s3;s5;s9;s10;s11;s1;s5;s6;s7;s8;s8;s8;s9;s9;s10;s11;s12;s16;s17;s18;s19;s20;/rC:-.8675,.4975,0;-.8675,1.5027,0;-1.735,2.0001,0;2.4945,-.0965,0;;.8675,.4975,0;.8675,1.5027,0;3.4795,.0762,0;2.1639,5.0215,0;1.4725,3.1448,0;1.8182,4.0831,0;1.8525,.6702,0;-1.7379,3.0001,0;2.1516,-1.0358,0;0,2.0104,0;-2.5995,1.4976,0;1.1236,-1.3417,0;2.5096,5.9598,0;2.4108,2.7991,0;.8799,4.4288,0;-1.3001,.2469,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;3.5658,-.4163,0;3.3931,.5687,0;3.972,.1626,0;2.6331,4.8486,0;1.6948,5.1943,0;1.0033,3.3177,0;2.2874,3.9103,0;2.0239,1.1399,0;-3.0333,1.7463,0;.9521,-1.8113,0;3.0024,6.0447,0;2.7951,3.119,0;.795,4.9216,0;

Duplicates DB03991

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03991.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03991.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03991.sdf

Formula	C₁₁H₁₇NO₈
MW	291.26
InChIKey	JINJZWSZQKHCIP-YDKJUMFQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	37
Number_Heavy_Atoms	20
Number_Rings	1
Number_Bonds	37
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	9
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	-3.49
logP	-2.6757
PSA	156.55
MR	62.9087
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-331.18761
PM7_Total_Energy_ev	-4129.24939
PM7_Electronic_Energy_ev	-27763.62643
PM7_Dipole_Debye	4.57776
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.882
PM7_LUMO_Energy_ev	-0.694
PM7_COSMO_Area_square_ang	291.72
PM7_COSMO_Volue_cubic_ang	320.53
PM7_Electron_Affinity_ev	0.694
PM7_Ionization_Energy_ev	9.882
PM7_Energy_Gap_ev	9.188
PM7_Global_Hardness_ev	4.594
PM7_Global_Softness_ev	0.21767522855899
PM7_Chemical_Potential_ev	-5.288
PM7_Electronigativity_ev	5.288
PM7_Back_Donation_Energy_ev	-1.1485
PM7_Electrophilicity_ev	3.043420113191119
OPENEYE_Name	(2~{R},3~{R},4~{S})-3-acetamido-4-hydroxy-2-[(1~{R},2~{R})-1,2,3-trihydroxypropyl]-3,4-dihydro-2~{H}-pyran-6-carboxylic acid
SMILES	C1=C(OC(C(C1O)NC(=O)C)C(C(CO)O)O)C(=O)O
Canonical_SMILES	OC[C@H]([C@H]([C@@H]1OC(=C[C@@H]([C@H]1NC(=O)C)O)C(=O)O)O)O
InChI	1/C11H17NO8/c1-4(14)12-8-5(15)2-7(11(18)19)20-10(8)9(17)6(16)3-13/h2,5-6,8-10,13,15-17H,3H2,1H3,(H,12,14)(H,18,19)/f/h12,18H
InChI_3D	1S/C11H17NO8/c1-4(14)12-8-5(15)2-7(11(18)19)20-10(8)9(17)6(16)3-13/h2,5-6,8-10,13,15-17H,3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,8+,9+,10+/m0/s1
AuxInfo	1/1/N:8,1,9,4,5,11,2,6,10,7,3,12,18,14,17,20,19,13,16,15/E:(18,19)/F:8,1,9,4,5,11,2,6,10,7,3,12,18,14,17,20,19,16,13,15/rA:37cCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHH/rB:d1;s2;;s1;s5;s6;s4;;s7;s9s10;s4s6;d3;d4;s2s7;s3;s5;s9;s10;s11;s1;s5;s6;s7;s8;s8;s8;s9;s9;s10;s11;s12;s16;s17;s18;s19;s20;/rC:-.8675,.4975,0;-.8675,1.5027,0;-1.735,2.0001,0;2.4945,-.0965,0;;.8675,.4975,0;.8675,1.5027,0;3.4795,.0762,0;2.1639,5.0215,0;1.4725,3.1448,0;1.8182,4.0831,0;1.8525,.6702,0;-1.7379,3.0001,0;2.1516,-1.0358,0;0,2.0104,0;-2.5995,1.4976,0;1.1236,-1.3417,0;2.5096,5.9598,0;2.4108,2.7991,0;.8799,4.4288,0;-1.3001,.2469,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;3.5658,-.4163,0;3.3931,.5687,0;3.972,.1626,0;2.6331,4.8486,0;1.6948,5.1943,0;1.0033,3.3177,0;2.2874,3.9103,0;2.0239,1.1399,0;-3.0333,1.7463,0;.9521,-1.8113,0;3.0024,6.0447,0;2.7951,3.119,0;.795,4.9216,0;
Duplicates	DB03991
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03991.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03991.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03991.sdf