CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04788_p0 (5119)

Formula C₁₁H₁₇N₂O₁₁PS

MW 416.3

InChIKey UVAAUIDYGIWLMB-MUMOJEIYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 43

Number_Heavy_Atoms 26

Number_Rings 2

Number_Bonds 44

Rotat_Bonds 10

Unbranched_Chain 1

Chiral_Centers 6

ONatoms 13

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -4.36

logP -1.7332

PSA 264.04

MR 81.4205

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -520.73864

PM7_Total_Energy_ev -5557.32305

PM7_Electronic_Energy_ev -43469.1146

PM7_Dipole_Debye 3.78566

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.21

PM7_LUMO_Energy_ev -0.766

PM7_COSMO_Area_square_ang 330.89

PM7_COSMO_Volue_cubic_ang 419.21

PM7_Electron_Affinity_ev 0.766

PM7_Ionization_Energy_ev 9.21

PM7_Energy_Gap_ev 8.444

PM7_Global_Hardness_ev 4.222

PM7_Global_Softness_ev 0.23685457129322596

PM7_Chemical_Potential_ev -4.988

PM7_Electronigativity_ev 4.988

PM7_Back_Donation_Energy_ev -1.0555

PM7_Electrophilicity_ev 2.946487920416864

OPENEYE_Name (1~{R},4~{R},5~{R},6~{R},7~{S},8~{R})-6-acetoxy-7-amino-4-carbamoyl-4-hydroxy-8-phosphonooxy-9-oxa-3-thiabicyclo[3.3.1]nonane-1-carboxylic acid

SMILES C(=O)(C1(C2C(C(C(C(O2)(CS1)C(=O)O)OP(=O)(O)O)N)OC(=O)C)O)N

Canonical_SMILES CC(=O)O[C@@H]1[C@H](N)[C@@H](OP(=O)(O)O)[C@@]2(O[C@H]1[C@@](O)(SC2)C(=O)N)C(=O)O

InChI 1/C11H17N2O11PS/c1-3(14)22-5-4(12)6(24-25(19,20)21)10(9(16)17)2-26-11(18,8(13)15)7(5)23-10/h4-7,18H,2,12H2,1H3,(H2,13,15)(H,16,17)(H2,19,20,21)/f/h16,19-20H,13H2

InChI_3D 1S/C11H17N2O11PS/c1-3(14)22-5-4(12)6(24-25(19,20)21)10(9(16)17)2-26-11(18,8(13)15)7(5)23-10/h4-7,18H,2,12H2,1H3,(H2,13,15)(H,16,17)(H2,19,20,21)/t4-,5+,6+,7+,10+,11+/m0/s1

AuxInfo 1/1/N:11,4,3,5,7,8,6,1,2,10,9,13,12,16,14,15,19,20,17,21,22,23,18,24,25,26/E:(16,17)(19,20,21)/F:11,4,3,5,7,8,6,1,2,10,9,13,12,16,14,19,15,20,21,22,17,23,18,24,25,26/E:(19,20)/rA:43cCCCCCCCCCCCNNOOOOOOOOOOOPSHHHHHHHHHHHHHHHHH/rB:;;;;;s5s6;s5;s1s6;s2s4s8;s3;s1;s5;d1;d2;d3;;s6s10;s2;s9;;;s3s7;s8;d17s21s22s24;s4s9;s4;s4;s5;s6;s7;s8;s11;s11;s11;s12;s12;s13;s13;s19;s20;s21;s22;/rC:3.2768,-1.0006,0;1.2863,2.3463,0;1.1042,-2.5149,0;2.2483,.9718,0;;1.3559,-1.2974,0;.4065,-.9296,0;.37,.9446,0;2.2834,-.8863,0;1.3015,1.3464,0;.9955,-3.509,0;3.8726,-.1975,0;-1.3674,-1.0922,0;3.6745,-1.9182,0;2.1446,2.8594,0;2.0195,-2.1121,0;-3.356,1.368,0;1.6891,.0207,0;.4127,2.833,0;2.5472,-2.6163,0;-2.4753,.2615,0;-2.2495,2.2487,0;.2977,-1.9237,0;-1.3688,1.1422,0;-2.3624,1.2551,0;2.6548,.0422,0;2.3051,1.4686,0;2.7427,1.0461,0;-.4025,.2966,0;1.3678,-1.7973,0;-.0878,-1.0051,0;.2967,1.4392,0;1.4925,-3.5634,0;.4984,-3.4546,0;.9411,-4.006,0;3.6737,.2613,0;4.3693,-.2547,0;-1.2925,-1.5865,0;-1.8329,-.9099,0;.4051,3.333,0;3.0129,-2.7982,0;-2.9338,.062,0;-1.791,2.4482,0;

Duplicates DB04788_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04788_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04788_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04788_p0.sdf

Formula	C₁₁H₁₇N₂O₁₁PS
MW	416.3
InChIKey	UVAAUIDYGIWLMB-MUMOJEIYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	43
Number_Heavy_Atoms	26
Number_Rings	2
Number_Bonds	44
Rotat_Bonds	10
Unbranched_Chain	1
Chiral_Centers	6
ONatoms	13
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-4.36
logP	-1.7332
PSA	264.04
MR	81.4205
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-520.73864
PM7_Total_Energy_ev	-5557.32305
PM7_Electronic_Energy_ev	-43469.1146
PM7_Dipole_Debye	3.78566
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.21
PM7_LUMO_Energy_ev	-0.766
PM7_COSMO_Area_square_ang	330.89
PM7_COSMO_Volue_cubic_ang	419.21
PM7_Electron_Affinity_ev	0.766
PM7_Ionization_Energy_ev	9.21
PM7_Energy_Gap_ev	8.444
PM7_Global_Hardness_ev	4.222
PM7_Global_Softness_ev	0.23685457129322596
PM7_Chemical_Potential_ev	-4.988
PM7_Electronigativity_ev	4.988
PM7_Back_Donation_Energy_ev	-1.0555
PM7_Electrophilicity_ev	2.946487920416864
OPENEYE_Name	(1~{R},4~{R},5~{R},6~{R},7~{S},8~{R})-6-acetoxy-7-amino-4-carbamoyl-4-hydroxy-8-phosphonooxy-9-oxa-3-thiabicyclo[3.3.1]nonane-1-carboxylic acid
SMILES	C(=O)(C1(C2C(C(C(C(O2)(CS1)C(=O)O)OP(=O)(O)O)N)OC(=O)C)O)N
Canonical_SMILES	CC(=O)O[C@@H]1[C@H](N)[C@@H](OP(=O)(O)O)[C@@]2(O[C@H]1[C@@](O)(SC2)C(=O)N)C(=O)O
InChI	1/C11H17N2O11PS/c1-3(14)22-5-4(12)6(24-25(19,20)21)10(9(16)17)2-26-11(18,8(13)15)7(5)23-10/h4-7,18H,2,12H2,1H3,(H2,13,15)(H,16,17)(H2,19,20,21)/f/h16,19-20H,13H2
InChI_3D	1S/C11H17N2O11PS/c1-3(14)22-5-4(12)6(24-25(19,20)21)10(9(16)17)2-26-11(18,8(13)15)7(5)23-10/h4-7,18H,2,12H2,1H3,(H2,13,15)(H,16,17)(H2,19,20,21)/t4-,5+,6+,7+,10+,11+/m0/s1
AuxInfo	1/1/N:11,4,3,5,7,8,6,1,2,10,9,13,12,16,14,15,19,20,17,21,22,23,18,24,25,26/E:(16,17)(19,20,21)/F:11,4,3,5,7,8,6,1,2,10,9,13,12,16,14,19,15,20,21,22,17,23,18,24,25,26/E:(19,20)/rA:43cCCCCCCCCCCCNNOOOOOOOOOOOPSHHHHHHHHHHHHHHHHH/rB:;;;;;s5s6;s5;s1s6;s2s4s8;s3;s1;s5;d1;d2;d3;;s6s10;s2;s9;;;s3s7;s8;d17s21s22s24;s4s9;s4;s4;s5;s6;s7;s8;s11;s11;s11;s12;s12;s13;s13;s19;s20;s21;s22;/rC:3.2768,-1.0006,0;1.2863,2.3463,0;1.1042,-2.5149,0;2.2483,.9718,0;;1.3559,-1.2974,0;.4065,-.9296,0;.37,.9446,0;2.2834,-.8863,0;1.3015,1.3464,0;.9955,-3.509,0;3.8726,-.1975,0;-1.3674,-1.0922,0;3.6745,-1.9182,0;2.1446,2.8594,0;2.0195,-2.1121,0;-3.356,1.368,0;1.6891,.0207,0;.4127,2.833,0;2.5472,-2.6163,0;-2.4753,.2615,0;-2.2495,2.2487,0;.2977,-1.9237,0;-1.3688,1.1422,0;-2.3624,1.2551,0;2.6548,.0422,0;2.3051,1.4686,0;2.7427,1.0461,0;-.4025,.2966,0;1.3678,-1.7973,0;-.0878,-1.0051,0;.2967,1.4392,0;1.4925,-3.5634,0;.4984,-3.4546,0;.9411,-4.006,0;3.6737,.2613,0;4.3693,-.2547,0;-1.2925,-1.5865,0;-1.8329,-.9099,0;.4051,3.333,0;3.0129,-2.7982,0;-2.9338,.062,0;-1.791,2.4482,0;
Duplicates	DB04788_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04788_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04788_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04788_p0.sdf