CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12939_p0 (10704)

Formula C₂₀H₂₅N₅O₁₀

MW 495.45

InChIKey WWJFFVUVFNBJTN-IVMCDIPQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 35

Number_Rings 3

Number_Bonds 62

Rotat_Bonds 14

Unbranched_Chain 1

Chiral_Centers 8

ONatoms 15

HB_Donor 8

HB_Acceptor 10

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 15

Lipinski_Violations 2

XLogP3 0

XLogP -7.18

logP -2.386

PSA 250.32

MR 114.897

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -374.15673

PM7_Total_Energy_ev -6678.70715

PM7_Electronic_Energy_ev -60275.33057

PM7_Dipole_Debye 12.02099

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.707

PM7_LUMO_Energy_ev -0.872

PM7_COSMO_Area_square_ang 436.34

PM7_COSMO_Volue_cubic_ang 547.16

PM7_Electron_Affinity_ev 0.872

PM7_Ionization_Energy_ev 9.707

PM7_Energy_Gap_ev 8.835

PM7_Global_Hardness_ev 4.4175

PM7_Global_Softness_ev 0.22637238256932654

PM7_Chemical_Potential_ev -5.2895

PM7_Electronigativity_ev 5.2895

PM7_Back_Donation_Energy_ev -1.104375

PM7_Electrophilicity_ev 3.166814968873797

OPENEYE_Name (2~{S})-2-[[(2~{S},3~{S},4~{S})-2-amino-4-hydroxy-4-(5-hydroxy-2-pyridyl)-3-methyl-butanoyl]amino]-2-[(2~{R},3~{S},4~{R},5~{R})-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]acetic acid

SMILES c1cc(ncc1O)C(C(C)C(C(=O)NC(C(=O)O)C2C(C(C(O2)n3ccc(=O)[nH]c3=O)O)O)N)O

Canonical_SMILES OC(=O)[C@H]([C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc(=O)[nH]c1=O)NC(=O)[C@H]([C@@H]([C@@H](c1ccc(cn1)O)O)C)N

InChI 1/C20H25N5O10/c1-7(13(28)9-3-2-8(26)6-22-9)11(21)17(31)24-12(19(32)33)16-14(29)15(30)18(35-16)25-5-4-10(27)23-20(25)34/h2-7,11-16,18,26,28-30H,21H2,1H3,(H,24,31)(H,32,33)(H,23,27,34)/f/h23-24,32H

InChI_3D 1S/C20H25N5O10/c1-7(13(28)9-3-2-8(26)6-22-9)11(21)17(31)24-12(19(32)33)16-14(29)15(30)18(35-16)25-5-4-10(27)23-20(25)34/h2-7,11-16,18,26,28-30H,21H2,1H3,(H,24,31)(H,32,33)(H,23,27,34)/t7-,11-,12-,13-,14-,15+,16+,18+/m0/s1

AuxInfo 1/1/N:16,1,2,6,7,3,20,4,5,8,18,19,17,12,13,14,10,15,11,9,24,21,22,25,23,31,26,35,33,34,28,29,32,27,30/E:(32,33)/F:16,1,2,6,7,3,20,4,5,8,18,19,17,12,13,14,10,15,11,9,24,21,22,25,23,31,26,35,33,34,28,32,29,27,30/rA:60cCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;;d6;s6;;;;;s12;s12;s13;;s5;s10;s11s14;s16s17s18;s3d5;s8s9;s7s9s15;s18;s10s19;d8;d9;d10;d11;s14s15;s4;s11;s12;s13;s17;s1;s2;s3;s6;s7;s12;s13;s14;s15;s16;s16;s16;s17;s18;s19;s20;s22;s24;s24;s25;s31;s32;s33;s34;s35;/rC:;-.8675,.4975,0;.8675,1.5027,0;.8675,.4975,0;-.8675,1.5027,0;-11.1354,6.2585,0;-10.1361,6.3661,0;-11.5373,5.3428,0;-9.9504,4.6412,0;-4.3375,3.4925,0;-6.567,2.6199,0;-7.0007,5.1674,0;-7.5922,5.9755,0;-7.5877,4.3579,0;-8.5444,5.6649,0;-3.0999,1.6301,0;-1.735,2.0001,0;-3.47,2.995,0;-6.0695,3.4874,0;-2.6025,2.4976,0;0,2.0104,0;-10.9498,4.5337,0;-9.5387,5.5579,0;-2.9725,3.8625,0;-5.202,2.9899,0;-12.5316,5.2358,0;-9.363,3.832,0;-4.3404,4.4925,0;-7.567,2.6169,0;-8.5412,4.6604,0;1.7328,-.0038,0;-6.0644,1.7553,0;-5.7033,6.3418,0;-8.3071,7.5728,0;-1.2376,2.8676,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;-11.4308,6.6619,0;-9.9351,6.8239,0;-6.6285,4.8335,0;-7.1599,6.2267,0;-7.7887,3.9001,0;-8.6492,6.1538,0;-3.5337,1.8788,0;-2.6662,1.3814,0;-3.3487,1.1963,0;-1.9837,1.5664,0;-3.7187,2.5613,0;-5.8208,3.9211,0;-2.3538,2.9313,0;-11.1526,4.0767,0;-2.4726,3.864,0;-3.2238,4.2948,0;-5.2006,2.4899,0;2.1662,.2456,0;-6.3131,1.3216,0;-5.2273,6.1886,0;-8.014,7.9779,0;-.7376,2.8691,0;

Duplicates DB12939_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12939_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12939_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12939_p0.sdf

Formula	C₂₀H₂₅N₅O₁₀
MW	495.45
InChIKey	WWJFFVUVFNBJTN-IVMCDIPQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	35
Number_Rings	3
Number_Bonds	62
Rotat_Bonds	14
Unbranched_Chain	1
Chiral_Centers	8
ONatoms	15
HB_Donor	8
HB_Acceptor	10
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	15
Lipinski_Violations	2
XLogP3	0
XLogP	-7.18
logP	-2.386
PSA	250.32
MR	114.897
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-374.15673
PM7_Total_Energy_ev	-6678.70715
PM7_Electronic_Energy_ev	-60275.33057
PM7_Dipole_Debye	12.02099
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.707
PM7_LUMO_Energy_ev	-0.872
PM7_COSMO_Area_square_ang	436.34
PM7_COSMO_Volue_cubic_ang	547.16
PM7_Electron_Affinity_ev	0.872
PM7_Ionization_Energy_ev	9.707
PM7_Energy_Gap_ev	8.835
PM7_Global_Hardness_ev	4.4175
PM7_Global_Softness_ev	0.22637238256932654
PM7_Chemical_Potential_ev	-5.2895
PM7_Electronigativity_ev	5.2895
PM7_Back_Donation_Energy_ev	-1.104375
PM7_Electrophilicity_ev	3.166814968873797
OPENEYE_Name	(2~{S})-2-[[(2~{S},3~{S},4~{S})-2-amino-4-hydroxy-4-(5-hydroxy-2-pyridyl)-3-methyl-butanoyl]amino]-2-[(2~{R},3~{S},4~{R},5~{R})-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]acetic acid
SMILES	c1cc(ncc1O)C(C(C)C(C(=O)NC(C(=O)O)C2C(C(C(O2)n3ccc(=O)[nH]c3=O)O)O)N)O
Canonical_SMILES	OC(=O)[C@H]([C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc(=O)[nH]c1=O)NC(=O)[C@H]([C@@H]([C@@H](c1ccc(cn1)O)O)C)N
InChI	1/C20H25N5O10/c1-7(13(28)9-3-2-8(26)6-22-9)11(21)17(31)24-12(19(32)33)16-14(29)15(30)18(35-16)25-5-4-10(27)23-20(25)34/h2-7,11-16,18,26,28-30H,21H2,1H3,(H,24,31)(H,32,33)(H,23,27,34)/f/h23-24,32H
InChI_3D	1S/C20H25N5O10/c1-7(13(28)9-3-2-8(26)6-22-9)11(21)17(31)24-12(19(32)33)16-14(29)15(30)18(35-16)25-5-4-10(27)23-20(25)34/h2-7,11-16,18,26,28-30H,21H2,1H3,(H,24,31)(H,32,33)(H,23,27,34)/t7-,11-,12-,13-,14-,15+,16+,18+/m0/s1
AuxInfo	1/1/N:16,1,2,6,7,3,20,4,5,8,18,19,17,12,13,14,10,15,11,9,24,21,22,25,23,31,26,35,33,34,28,29,32,27,30/E:(32,33)/F:16,1,2,6,7,3,20,4,5,8,18,19,17,12,13,14,10,15,11,9,24,21,22,25,23,31,26,35,33,34,28,32,29,27,30/rA:60cCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;;d6;s6;;;;;s12;s12;s13;;s5;s10;s11s14;s16s17s18;s3d5;s8s9;s7s9s15;s18;s10s19;d8;d9;d10;d11;s14s15;s4;s11;s12;s13;s17;s1;s2;s3;s6;s7;s12;s13;s14;s15;s16;s16;s16;s17;s18;s19;s20;s22;s24;s24;s25;s31;s32;s33;s34;s35;/rC:;-.8675,.4975,0;.8675,1.5027,0;.8675,.4975,0;-.8675,1.5027,0;-11.1354,6.2585,0;-10.1361,6.3661,0;-11.5373,5.3428,0;-9.9504,4.6412,0;-4.3375,3.4925,0;-6.567,2.6199,0;-7.0007,5.1674,0;-7.5922,5.9755,0;-7.5877,4.3579,0;-8.5444,5.6649,0;-3.0999,1.6301,0;-1.735,2.0001,0;-3.47,2.995,0;-6.0695,3.4874,0;-2.6025,2.4976,0;0,2.0104,0;-10.9498,4.5337,0;-9.5387,5.5579,0;-2.9725,3.8625,0;-5.202,2.9899,0;-12.5316,5.2358,0;-9.363,3.832,0;-4.3404,4.4925,0;-7.567,2.6169,0;-8.5412,4.6604,0;1.7328,-.0038,0;-6.0644,1.7553,0;-5.7033,6.3418,0;-8.3071,7.5728,0;-1.2376,2.8676,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;-11.4308,6.6619,0;-9.9351,6.8239,0;-6.6285,4.8335,0;-7.1599,6.2267,0;-7.7887,3.9001,0;-8.6492,6.1538,0;-3.5337,1.8788,0;-2.6662,1.3814,0;-3.3487,1.1963,0;-1.9837,1.5664,0;-3.7187,2.5613,0;-5.8208,3.9211,0;-2.3538,2.9313,0;-11.1526,4.0767,0;-2.4726,3.864,0;-3.2238,4.2948,0;-5.2006,2.4899,0;2.1662,.2456,0;-6.3131,1.3216,0;-5.2273,6.1886,0;-8.014,7.9779,0;-.7376,2.8691,0;
Duplicates	DB12939_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12939_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12939_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12939_p0.sdf