CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04788_p7 (5120)

Formula C₁₁H₁₅N₂O₁₁PS

MW 414.28

InChIKey UVAAUIDYGIWLMB-HUAYFVOSNA-L

Entry_Date 2023-09-01

Net_Charge -2

Number_Atoms 44

Number_Heavy_Atoms 26

Number_Rings 2

Number_Bonds 45

Rotat_Bonds 10

Unbranched_Chain 1

Chiral_Centers 6

ONatoms 13

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 13

Lipinski_Violations 1

XLogP3 0

XLogP -5.2

logP -3.1503

PSA 265.66

MR 82.6782

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -514.47558

PM7_Total_Energy_ev -5530.09811

PM7_Electronic_Energy_ev -43626.95856

PM7_Dipole_Debye 16.57939

PM7_Point_Group C1

PM7_HOMO_Energy_ev -1.401

PM7_LUMO_Energy_ev 5.199

PM7_COSMO_Area_square_ang 309.5

PM7_COSMO_Volue_cubic_ang 390.74

PM7_Electron_Affinity_ev -5.199

PM7_Ionization_Energy_ev 1.401

PM7_Energy_Gap_ev 6.6

PM7_Global_Hardness_ev 3.3

PM7_Global_Softness_ev 0.30303030303030304

PM7_Chemical_Potential_ev 1.899

PM7_Electronigativity_ev -1.899

PM7_Back_Donation_Energy_ev -0.825

PM7_Electrophilicity_ev 0.5463940909090909

OPENEYE_Name (1~{R},4~{R},5~{R},6~{R},7~{S},8~{R})-6-acetoxy-7-azaniumyl-4-carbamoyl-4-hydroxy-8-phosphonatooxy-9-oxa-3-thiabicyclo[3.3.1]nonane-1-carboxylate

SMILES C(=O)(C1(C2C(C(C(C(O2)(CS1)C(=O)[O-])OP(=O)([O-])[O-])[NH3+])OC(=O)C)O)N

Canonical_SMILES CC(=O)O[C@@H]1[C@H]([NH3+])[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)/p-2/fC11H15N2O11PS/h12H,13H2/q-2

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)/p+1/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:m/E:m/rA:41cCCCCCCCCCCCNN+OOOOOO-OO-O-OOPSHHHHHHHHHHHHHHH/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;s20;s13;/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;-2.2495,2.2487,0;-2.4753,.2615,0;.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;-1.6794,-.7015,0;-1.758,-1.4042,0;3.0129,-2.7982,0;-1.0553,-1.4828,0;

Duplicates DB04788_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04788_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04788_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04788_p7.sdf

Formula	C₁₁H₁₅N₂O₁₁PS
MW	414.28
InChIKey	UVAAUIDYGIWLMB-HUAYFVOSNA-L
Entry_Date	2023-09-01
Net_Charge	-2
Number_Atoms	44
Number_Heavy_Atoms	26
Number_Rings	2
Number_Bonds	45
Rotat_Bonds	10
Unbranched_Chain	1
Chiral_Centers	6
ONatoms	13
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	13
Lipinski_Violations	1
XLogP3	0
XLogP	-5.2
logP	-3.1503
PSA	265.66
MR	82.6782
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-514.47558
PM7_Total_Energy_ev	-5530.09811
PM7_Electronic_Energy_ev	-43626.95856
PM7_Dipole_Debye	16.57939
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-1.401
PM7_LUMO_Energy_ev	5.199
PM7_COSMO_Area_square_ang	309.5
PM7_COSMO_Volue_cubic_ang	390.74
PM7_Electron_Affinity_ev	-5.199
PM7_Ionization_Energy_ev	1.401
PM7_Energy_Gap_ev	6.6
PM7_Global_Hardness_ev	3.3
PM7_Global_Softness_ev	0.30303030303030304
PM7_Chemical_Potential_ev	1.899
PM7_Electronigativity_ev	-1.899
PM7_Back_Donation_Energy_ev	-0.825
PM7_Electrophilicity_ev	0.5463940909090909
OPENEYE_Name	(1~{R},4~{R},5~{R},6~{R},7~{S},8~{R})-6-acetoxy-7-azaniumyl-4-carbamoyl-4-hydroxy-8-phosphonatooxy-9-oxa-3-thiabicyclo[3.3.1]nonane-1-carboxylate
SMILES	C(=O)(C1(C2C(C(C(C(O2)(CS1)C(=O)[O-])OP(=O)([O-])[O-])[NH3+])OC(=O)C)O)N
Canonical_SMILES	CC(=O)O[C@@H]1[C@H]([NH3+])[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)/p-2/fC11H15N2O11PS/h12H,13H2/q-2
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)/p+1/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:m/E:m/rA:41cCCCCCCCCCCCNN+OOOOOO-OO-O-OOPSHHHHHHHHHHHHHHH/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;s20;s13;/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;-2.2495,2.2487,0;-2.4753,.2615,0;.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;-1.6794,-.7015,0;-1.758,-1.4042,0;3.0129,-2.7982,0;-1.0553,-1.4828,0;
Duplicates	DB04788_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04788_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04788_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04788_p7.sdf