CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03543 (3823)

Formula C₁₂H₁₈NO₉P

MW 351.25

InChIKey AULMJMUNCOBRHC-FQLLCYBXNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 41

Number_Heavy_Atoms 23

Number_Rings 1

Number_Bonds 41

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 10

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -1.89

logP -0.9383

PSA 186.59

MR 77.4925

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -436.97994

PM7_Total_Energy_ev -4739.65369

PM7_Electronic_Energy_ev -30798.80732

PM7_Dipole_Debye 4.00529

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.685

PM7_LUMO_Energy_ev -0.593

PM7_COSMO_Area_square_ang 344.2

PM7_COSMO_Volue_cubic_ang 375.76

PM7_Electron_Affinity_ev 0.593

PM7_Ionization_Energy_ev 8.685

PM7_Energy_Gap_ev 8.092

PM7_Global_Hardness_ev 4.046

PM7_Global_Softness_ev 0.24715768660405338

PM7_Chemical_Potential_ev -4.639

PM7_Electronigativity_ev 4.639

PM7_Back_Donation_Energy_ev -1.0115

PM7_Electrophilicity_ev 2.6594563766683144

OPENEYE_Name 2-[[(2~{R},3~{S},4~{R})-2,3,4-trihydroxy-5-phosphonooxy-pentyl]amino]benzoic acid

SMILES c1ccc(c(c1)C(=O)O)NCC(C(C(COP(=O)(O)O)O)O)O

Canonical_SMILES O[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)CNc1ccccc1C(=O)O

InChI 1/C12H18NO9P/c14-9(11(16)10(15)6-22-23(19,20)21)5-13-8-4-2-1-3-7(8)12(17)18/h1-4,9-11,13-16H,5-6H2,(H,17,18)(H2,19,20,21)/f/h17,19-20H

InChI_3D 1S/C12H18NO9P/c14-9(11(16)10(15)6-22-23(19,20)21)5-13-8-4-2-1-3-7(8)12(17)18/h1-4,9-11,13-16H,5-6H2,(H,17,18)(H2,19,20,21)/t9-,10-,11+/m1/s1

AuxInfo 1/1/N:1,2,3,4,8,9,5,6,10,11,12,7,13,17,18,19,14,16,15,20,21,22,23/E:(17,18)(19,20,21)/F:1,2,3,4,8,9,5,6,10,11,12,7,13,17,18,19,16,14,20,21,15,22,23/E:(19,20)/rA:41cCCCCCCCCCCCCNOOOOOOOOOPHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;s5;;;s8;s9;s10s11;s6s8;d7;;s7;s10;s11;s12;;;s9;d15s20s21s22;s1;s2;s3;s4;s8;s8;s9;s9;s10;s11;s12;s13;s16;s17;s18;s19;s20;s21;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;1.735,2.0001,0;-.866,3.5104,0;-4.3301,5.5104,0;-1.7321,4.0104,0;-3.4641,5.0104,0;-2.5981,4.5104,0;0,3.0104,0;2.5995,1.4976,0;-6.9282,7.0104,0;1.7379,3.0001,0;-2.2321,3.1444,0;-3.9641,4.1444,0;-2.0981,5.3764,0;-6.5622,5.6444,0;-5.5622,7.3764,0;-5.1962,6.0104,0;-6.0622,6.5104,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;-.616,3.9434,0;-1.116,3.0774,0;-4.0801,5.9434,0;-4.5801,5.0774,0;-1.4821,4.4434,0;-3.2141,5.4434,0;-2.8481,4.0774,0;.433,3.2604,0;2.1717,3.2489,0;-1.9821,2.7114,0;-4.4641,4.1444,0;-1.5981,5.3764,0;-7.0622,5.6444,0;-5.0622,7.3764,0;

Duplicates DB03543

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03543.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03543.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03543.sdf

Formula	C₁₂H₁₈NO₉P
MW	351.25
InChIKey	AULMJMUNCOBRHC-FQLLCYBXNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	41
Number_Heavy_Atoms	23
Number_Rings	1
Number_Bonds	41
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	10
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-1.89
logP	-0.9383
PSA	186.59
MR	77.4925
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-436.97994
PM7_Total_Energy_ev	-4739.65369
PM7_Electronic_Energy_ev	-30798.80732
PM7_Dipole_Debye	4.00529
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.685
PM7_LUMO_Energy_ev	-0.593
PM7_COSMO_Area_square_ang	344.2
PM7_COSMO_Volue_cubic_ang	375.76
PM7_Electron_Affinity_ev	0.593
PM7_Ionization_Energy_ev	8.685
PM7_Energy_Gap_ev	8.092
PM7_Global_Hardness_ev	4.046
PM7_Global_Softness_ev	0.24715768660405338
PM7_Chemical_Potential_ev	-4.639
PM7_Electronigativity_ev	4.639
PM7_Back_Donation_Energy_ev	-1.0115
PM7_Electrophilicity_ev	2.6594563766683144
OPENEYE_Name	2-[[(2~{R},3~{S},4~{R})-2,3,4-trihydroxy-5-phosphonooxy-pentyl]amino]benzoic acid
SMILES	c1ccc(c(c1)C(=O)O)NCC(C(C(COP(=O)(O)O)O)O)O
Canonical_SMILES	O[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)CNc1ccccc1C(=O)O
InChI	1/C12H18NO9P/c14-9(11(16)10(15)6-22-23(19,20)21)5-13-8-4-2-1-3-7(8)12(17)18/h1-4,9-11,13-16H,5-6H2,(H,17,18)(H2,19,20,21)/f/h17,19-20H
InChI_3D	1S/C12H18NO9P/c14-9(11(16)10(15)6-22-23(19,20)21)5-13-8-4-2-1-3-7(8)12(17)18/h1-4,9-11,13-16H,5-6H2,(H,17,18)(H2,19,20,21)/t9-,10-,11+/m1/s1
AuxInfo	1/1/N:1,2,3,4,8,9,5,6,10,11,12,7,13,17,18,19,14,16,15,20,21,22,23/E:(17,18)(19,20,21)/F:1,2,3,4,8,9,5,6,10,11,12,7,13,17,18,19,16,14,20,21,15,22,23/E:(19,20)/rA:41cCCCCCCCCCCCCNOOOOOOOOOPHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;s5;;;s8;s9;s10s11;s6s8;d7;;s7;s10;s11;s12;;;s9;d15s20s21s22;s1;s2;s3;s4;s8;s8;s9;s9;s10;s11;s12;s13;s16;s17;s18;s19;s20;s21;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;1.735,2.0001,0;-.866,3.5104,0;-4.3301,5.5104,0;-1.7321,4.0104,0;-3.4641,5.0104,0;-2.5981,4.5104,0;0,3.0104,0;2.5995,1.4976,0;-6.9282,7.0104,0;1.7379,3.0001,0;-2.2321,3.1444,0;-3.9641,4.1444,0;-2.0981,5.3764,0;-6.5622,5.6444,0;-5.5622,7.3764,0;-5.1962,6.0104,0;-6.0622,6.5104,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;-.616,3.9434,0;-1.116,3.0774,0;-4.0801,5.9434,0;-4.5801,5.0774,0;-1.4821,4.4434,0;-3.2141,5.4434,0;-2.8481,4.0774,0;.433,3.2604,0;2.1717,3.2489,0;-1.9821,2.7114,0;-4.4641,4.1444,0;-1.5981,5.3764,0;-7.0622,5.6444,0;-5.0622,7.3764,0;
Duplicates	DB03543
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03543.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03543.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03543.sdf