CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03116 (3399)

Formula C₁₀H₁₆O₁₄P₂

MW 422.18

InChIKey QUQKBSPZUVNKIF-UGJQCHTCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 42

Number_Heavy_Atoms 26

Number_Rings 1

Number_Bonds 42

Rotat_Bonds 15

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 14

HB_Donor 7

HB_Acceptor 11

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 14

Lipinski_Violations 2

XLogP3 0

XLogP -3.28

logP -1.4648

PSA 257.2

MR 77.5686

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -725.71196

PM7_Total_Energy_ev -5935.86897

PM7_Electronic_Energy_ev -43520.74455

PM7_Dipole_Debye 3.50325

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.947

PM7_LUMO_Energy_ev -1.296

PM7_COSMO_Area_square_ang 333.07

PM7_COSMO_Volue_cubic_ang 403.26

PM7_Electron_Affinity_ev 1.296

PM7_Ionization_Energy_ev 9.947

PM7_Energy_Gap_ev 8.651

PM7_Global_Hardness_ev 4.3255

PM7_Global_Softness_ev 0.2311871459946827

PM7_Chemical_Potential_ev -5.6215

PM7_Electronigativity_ev 5.6215

PM7_Back_Donation_Energy_ev -1.081375

PM7_Electrophilicity_ev 3.6529028147035025

OPENEYE_Name (3~{R},4~{S},5~{R})-5-[(1~{S})-1-carboxy-1-phosphonooxy-ethoxy]-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid

SMILES C1=C(CC(C(C1OP(=O)(O)O)O)OC(C(=O)O)(C)OP(=O)(O)O)C(=O)O

Canonical_SMILES O[C@@H]1[C@@H](C=C(C[C@H]1O[C@](C(=O)O)(OP(=O)(O)O)C)C(=O)O)OP(=O)(O)O

InChI 1/C10H16O14P2/c1-10(9(14)15,24-26(19,20)21)22-5-2-4(8(12)13)3-6(7(5)11)23-25(16,17)18/h3,5-7,11H,2H2,1H3,(H,12,13)(H,14,15)(H2,16,17,18)(H2,19,20,21)/f/h12,14,16-17,19-20H

InChI_3D 1S/C10H16O14P2/c1-10(9(14)15,24-26(19,20)21)22-5-2-4(8(12)13)3-6(7(5)11)23-25(16,17)18/h3,5-7,11H,2H2,1H3,(H,12,13)(H,14,15)(H2,16,17,18)(H2,19,20,21)/t5-,6-,7+,10+/m1/s1

AuxInfo 1/1/N:9,5,1,2,7,6,8,3,4,10,17,11,15,12,16,13,18,19,14,20,21,23,22,24,25,26/E:(12,13)(14,15)(16,17,18)(19,20,21)/F:9,5,1,2,7,6,8,3,4,10,17,15,11,16,12,18,19,13,20,21,14,23,22,24,25,26/E:(16,17)(19,20)/rA:42cCCCCCCCCCCOOOOOOOOOOOOOOPPHHHHHHHHHHHHHHHH/rB:d1;s2;;s2;s1;s5;s6s7;;s4s9;d3;d4;;;s3;s4;s8;;;;;s6;s7s10;s10;d13s18s19s22;d14s20s21s24;s1;s5;s5;s6;s7;s8;s9;s9;s9;s15;s16;s17;s18;s19;s20;s21;/rC:-.8675,.4975,0;;0,-1,0;2.7566,3.7374,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;.8799,4.4288,0;1.8182,4.0831,0;-.866,-1.5,0;2.9263,2.7519,0;-3.8209,.9759,0;2.8554,6.8982,0;.866,-1.5,0;3.5251,4.3772,0;-1.1275,3.3488,0;-2.6608,.1671,0;-3.012,2.136,0;3.448,5.6141,0;1.5713,6.3055,0;-1.852,1.3271,0;1.4725,3.1448,0;2.1639,5.0215,0;-2.8364,1.1515,0;2.5096,5.9598,0;-1.3001,.2469,0;1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;.3221,2.3928,0;.707,3.9597,0;1.0527,4.898,0;.4107,4.6017,0;.866,-2,0;3.9943,4.2043,0;-.9574,3.8189,0;-3.0432,-.1551,0;-2.6296,2.4581,0;3.8323,5.934,0;1.187,5.9856,0;

Duplicates DB03116

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03116.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03116.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03116.sdf

Formula	C₁₀H₁₆O₁₄P₂
MW	422.18
InChIKey	QUQKBSPZUVNKIF-UGJQCHTCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	42
Number_Heavy_Atoms	26
Number_Rings	1
Number_Bonds	42
Rotat_Bonds	15
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	14
HB_Donor	7
HB_Acceptor	11
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	14
Lipinski_Violations	2
XLogP3	0
XLogP	-3.28
logP	-1.4648
PSA	257.2
MR	77.5686
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-725.71196
PM7_Total_Energy_ev	-5935.86897
PM7_Electronic_Energy_ev	-43520.74455
PM7_Dipole_Debye	3.50325
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.947
PM7_LUMO_Energy_ev	-1.296
PM7_COSMO_Area_square_ang	333.07
PM7_COSMO_Volue_cubic_ang	403.26
PM7_Electron_Affinity_ev	1.296
PM7_Ionization_Energy_ev	9.947
PM7_Energy_Gap_ev	8.651
PM7_Global_Hardness_ev	4.3255
PM7_Global_Softness_ev	0.2311871459946827
PM7_Chemical_Potential_ev	-5.6215
PM7_Electronigativity_ev	5.6215
PM7_Back_Donation_Energy_ev	-1.081375
PM7_Electrophilicity_ev	3.6529028147035025
OPENEYE_Name	(3~{R},4~{S},5~{R})-5-[(1~{S})-1-carboxy-1-phosphonooxy-ethoxy]-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
SMILES	C1=C(CC(C(C1OP(=O)(O)O)O)OC(C(=O)O)(C)OP(=O)(O)O)C(=O)O
Canonical_SMILES	O[C@@H]1[C@@H](C=C(C[C@H]1O[C@](C(=O)O)(OP(=O)(O)O)C)C(=O)O)OP(=O)(O)O
InChI	1/C10H16O14P2/c1-10(9(14)15,24-26(19,20)21)22-5-2-4(8(12)13)3-6(7(5)11)23-25(16,17)18/h3,5-7,11H,2H2,1H3,(H,12,13)(H,14,15)(H2,16,17,18)(H2,19,20,21)/f/h12,14,16-17,19-20H
InChI_3D	1S/C10H16O14P2/c1-10(9(14)15,24-26(19,20)21)22-5-2-4(8(12)13)3-6(7(5)11)23-25(16,17)18/h3,5-7,11H,2H2,1H3,(H,12,13)(H,14,15)(H2,16,17,18)(H2,19,20,21)/t5-,6-,7+,10+/m1/s1
AuxInfo	1/1/N:9,5,1,2,7,6,8,3,4,10,17,11,15,12,16,13,18,19,14,20,21,23,22,24,25,26/E:(12,13)(14,15)(16,17,18)(19,20,21)/F:9,5,1,2,7,6,8,3,4,10,17,15,11,16,12,18,19,13,20,21,14,23,22,24,25,26/E:(16,17)(19,20)/rA:42cCCCCCCCCCCOOOOOOOOOOOOOOPPHHHHHHHHHHHHHHHH/rB:d1;s2;;s2;s1;s5;s6s7;;s4s9;d3;d4;;;s3;s4;s8;;;;;s6;s7s10;s10;d13s18s19s22;d14s20s21s24;s1;s5;s5;s6;s7;s8;s9;s9;s9;s15;s16;s17;s18;s19;s20;s21;/rC:-.8675,.4975,0;;0,-1,0;2.7566,3.7374,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;.8799,4.4288,0;1.8182,4.0831,0;-.866,-1.5,0;2.9263,2.7519,0;-3.8209,.9759,0;2.8554,6.8982,0;.866,-1.5,0;3.5251,4.3772,0;-1.1275,3.3488,0;-2.6608,.1671,0;-3.012,2.136,0;3.448,5.6141,0;1.5713,6.3055,0;-1.852,1.3271,0;1.4725,3.1448,0;2.1639,5.0215,0;-2.8364,1.1515,0;2.5096,5.9598,0;-1.3001,.2469,0;1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;.3221,2.3928,0;.707,3.9597,0;1.0527,4.898,0;.4107,4.6017,0;.866,-2,0;3.9943,4.2043,0;-.9574,3.8189,0;-3.0432,-.1551,0;-2.6296,2.4581,0;3.8323,5.934,0;1.187,5.9856,0;
Duplicates	DB03116
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03116.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03116.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03116.sdf