CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04262_t0 (4575)

Formula C₁₄H₁₈N₄O₉

MW 386.32

InChIKey ZUXCIPRCLKZSHS-WKAABZQDNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 27

Number_Rings 2

Number_Bonds 46

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 13

HB_Donor 7

HB_Acceptor 9

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -4.51

logP -3.3101

PSA 219.35

MR 87.128

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -316.43192

PM7_Total_Energy_ev -5364.28264

PM7_Electronic_Energy_ev -40339.93547

PM7_Dipole_Debye 9.41057

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.392

PM7_LUMO_Energy_ev -1.796

PM7_COSMO_Area_square_ang 359.14

PM7_COSMO_Volue_cubic_ang 413.12

PM7_Electron_Affinity_ev 1.796

PM7_Ionization_Energy_ev 9.392

PM7_Energy_Gap_ev 7.596

PM7_Global_Hardness_ev 3.798

PM7_Global_Softness_ev 0.2632964718272775

PM7_Chemical_Potential_ev -5.594

PM7_Electronigativity_ev 5.594

PM7_Back_Donation_Energy_ev -0.9495

PM7_Electrophilicity_ev 4.119646656134808

OPENEYE_Name 3-[4,7-dihydroxy-2-oxo-8-[(2~{S},3~{S},4~{R})-2,3,4,5-tetrahydroxypentyl]pteridin-6-yl]propanoic acid

SMILES c1(c(n(c-2nc(=O)nc(c2n1)O)CC(C(C(CO)O)O)O)O)CCC(=O)O

Canonical_SMILES OC[C@H]([C@H]([C@H](Cn1c(O)c(CCC(=O)O)nc2c1nc(=O)nc2O)O)O)O

InChI 1/C14H18N4O9/c19-4-7(21)10(24)6(20)3-18-11-9(12(25)17-14(27)16-11)15-5(13(18)26)1-2-8(22)23/h6-7,10,19-21,24,26H,1-4H2,(H,22,23)(H,17,25,27)/f/h22,25H

InChI_3D 1S/C14H18N4O9/c19-4-7(21)10(24)6(20)3-18-11-9(12(25)17-14(27)16-11)15-5(13(18)26)1-2-8(22)23/h6-7,10,19-21,24,26H,1-4H2,(H,22,23)(H,17,25,27)/t6-,7+,10-/m0/s1

AuxInfo 1/1/N:8,9,10,11,1,12,13,7,3,14,4,5,2,6,15,16,17,18,24,25,26,20,23,27,22,21,19/E:(22,23)/F:8,9,10,11,1,12,13,7,3,14,4,5,2,6,15,16,17,18,24,25,26,23,20,27,22,21,19/rA:45cCCCCCCCCCCCCCCNNNNOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s3;;;s1;s7s8;;;s10;s11;s12s13;s1d3;d4s6;d5s6;s2s4s10;d6;d7;s2;s5;s7;s11;s12;s13;s14;s8;s8;s9;s9;s10;s10;s11;s11;s12;s13;s14;s21;s22;s23;s24;s25;s26;s27;/rC:;0,1.0057,0;1.7371,0,0;1.7358,1.0057,0;2.6038,-.4989,0;3.4735,1.0079,0;-2.5959,-1.5037,0;-.8653,-.5012,0;-1.7306,-1.0025,0;.8679,2.5135,0;.8679,6.5135,0;.8679,3.5135,0;.8679,5.5135,0;.8679,4.5135,0;.8679,-.4978,0;2.6012,1.5124,0;3.4748,.0022,0;.8679,1.5135,0;4.3394,1.5081,0;-3.4627,-1.0049,0;-.8675,1.5032,0;2.6037,-1.4989,0;-2.5945,-2.5037,0;.8679,7.5135,0;-.1321,3.5135,0;-.1321,5.5135,0;1.8679,4.5135,0;-.6147,-.9339,0;-1.1159,-.0686,0;-1.9812,-.5698,0;-1.48,-1.4351,0;1.3679,2.5135,0;.3679,2.5135,0;1.3679,6.5135,0;.3679,6.5135,0;1.3679,3.5135,0;1.3679,5.5135,0;.3679,4.5135,0;-1.2998,1.2519,0;3.0367,-1.749,0;-3.0272,-2.7543,0;1.3009,7.7635,0;-.3821,3.0805,0;-.3821,5.9465,0;2.1179,4.0805,0;

Duplicates DB04262_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04262_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04262_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04262_t0.sdf

Formula	C₁₄H₁₈N₄O₉
MW	386.32
InChIKey	ZUXCIPRCLKZSHS-WKAABZQDNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	27
Number_Rings	2
Number_Bonds	46
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	13
HB_Donor	7
HB_Acceptor	9
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-4.51
logP	-3.3101
PSA	219.35
MR	87.128
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-316.43192
PM7_Total_Energy_ev	-5364.28264
PM7_Electronic_Energy_ev	-40339.93547
PM7_Dipole_Debye	9.41057
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.392
PM7_LUMO_Energy_ev	-1.796
PM7_COSMO_Area_square_ang	359.14
PM7_COSMO_Volue_cubic_ang	413.12
PM7_Electron_Affinity_ev	1.796
PM7_Ionization_Energy_ev	9.392
PM7_Energy_Gap_ev	7.596
PM7_Global_Hardness_ev	3.798
PM7_Global_Softness_ev	0.2632964718272775
PM7_Chemical_Potential_ev	-5.594
PM7_Electronigativity_ev	5.594
PM7_Back_Donation_Energy_ev	-0.9495
PM7_Electrophilicity_ev	4.119646656134808
OPENEYE_Name	3-[4,7-dihydroxy-2-oxo-8-[(2~{S},3~{S},4~{R})-2,3,4,5-tetrahydroxypentyl]pteridin-6-yl]propanoic acid
SMILES	c1(c(n(c-2nc(=O)nc(c2n1)O)CC(C(C(CO)O)O)O)O)CCC(=O)O
Canonical_SMILES	OC[C@H]([C@H]([C@H](Cn1c(O)c(CCC(=O)O)nc2c1nc(=O)nc2O)O)O)O
InChI	1/C14H18N4O9/c19-4-7(21)10(24)6(20)3-18-11-9(12(25)17-14(27)16-11)15-5(13(18)26)1-2-8(22)23/h6-7,10,19-21,24,26H,1-4H2,(H,22,23)(H,17,25,27)/f/h22,25H
InChI_3D	1S/C14H18N4O9/c19-4-7(21)10(24)6(20)3-18-11-9(12(25)17-14(27)16-11)15-5(13(18)26)1-2-8(22)23/h6-7,10,19-21,24,26H,1-4H2,(H,22,23)(H,17,25,27)/t6-,7+,10-/m0/s1
AuxInfo	1/1/N:8,9,10,11,1,12,13,7,3,14,4,5,2,6,15,16,17,18,24,25,26,20,23,27,22,21,19/E:(22,23)/F:8,9,10,11,1,12,13,7,3,14,4,5,2,6,15,16,17,18,24,25,26,23,20,27,22,21,19/rA:45cCCCCCCCCCCCCCCNNNNOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s3;;;s1;s7s8;;;s10;s11;s12s13;s1d3;d4s6;d5s6;s2s4s10;d6;d7;s2;s5;s7;s11;s12;s13;s14;s8;s8;s9;s9;s10;s10;s11;s11;s12;s13;s14;s21;s22;s23;s24;s25;s26;s27;/rC:;0,1.0057,0;1.7371,0,0;1.7358,1.0057,0;2.6038,-.4989,0;3.4735,1.0079,0;-2.5959,-1.5037,0;-.8653,-.5012,0;-1.7306,-1.0025,0;.8679,2.5135,0;.8679,6.5135,0;.8679,3.5135,0;.8679,5.5135,0;.8679,4.5135,0;.8679,-.4978,0;2.6012,1.5124,0;3.4748,.0022,0;.8679,1.5135,0;4.3394,1.5081,0;-3.4627,-1.0049,0;-.8675,1.5032,0;2.6037,-1.4989,0;-2.5945,-2.5037,0;.8679,7.5135,0;-.1321,3.5135,0;-.1321,5.5135,0;1.8679,4.5135,0;-.6147,-.9339,0;-1.1159,-.0686,0;-1.9812,-.5698,0;-1.48,-1.4351,0;1.3679,2.5135,0;.3679,2.5135,0;1.3679,6.5135,0;.3679,6.5135,0;1.3679,3.5135,0;1.3679,5.5135,0;.3679,4.5135,0;-1.2998,1.2519,0;3.0367,-1.749,0;-3.0272,-2.7543,0;1.3009,7.7635,0;-.3821,3.0805,0;-.3821,5.9465,0;2.1179,4.0805,0;
Duplicates	DB04262_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04262_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04262_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04262_t0.sdf