CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03355_p0 (3640)

Formula C₁₄H₂₁N₇O₈S

MW 447.42

InChIKey UPVAPSGKXAAHBG-YPJDTSCHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 15

HB_Donor 6

HB_Acceptor 9

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 15

Lipinski_Violations 2

XLogP3 0

XLogP -3.86

logP -1.1334

PSA 246.41

MR 97.6599

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -265.33603

PM7_Total_Energy_ev -5844.93157

PM7_Electronic_Energy_ev -51190.41709

PM7_Dipole_Debye 7.12669

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.38

PM7_LUMO_Energy_ev -0.777

PM7_COSMO_Area_square_ang 362.44

PM7_COSMO_Volue_cubic_ang 465.2

PM7_Electron_Affinity_ev 0.777

PM7_Ionization_Energy_ev 9.38

PM7_Energy_Gap_ev 8.603

PM7_Global_Hardness_ev 4.3015

PM7_Global_Softness_ev 0.2324770428920144

PM7_Chemical_Potential_ev -5.0785

PM7_Electronigativity_ev 5.0785

PM7_Back_Donation_Energy_ev -1.075375

PM7_Electrophilicity_ev 2.9979265663140766

OPENEYE_Name [(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl ~{N}-[(2~{S},3~{R})-2-amino-3-hydroxy-butanoyl]sulfamate

SMILES c1nc2c(c(n1)N)ncn2C3C(C(C(O3)COS(=O)(=O)NC(=O)C(C(C)O)N)O)O

Canonical_SMILES C[C@H]([C@@H](C(=O)NS(=O)(=O)OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N)N)O

InChI 1/C14H21N7O8S/c1-5(22)7(15)13(25)20-30(26,27)28-2-6-9(23)10(24)14(29-6)21-4-19-8-11(16)17-3-18-12(8)21/h3-7,9-10,14,22-24H,2,15H2,1H3,(H,20,25)(H2,16,17,18)/f/h20H,16H2

InChI_3D 1S/C14H21N7O8S/c1-5(22)7(15)13(25)20-30(26,27)28-2-6-9(23)10(24)14(29-6)21-4-19-8-11(16)17-3-18-12(8)21/h3-7,9-10,14,22-24H,2,15H2,1H3,(H,20,25)(H2,16,17,18)/t5-,6-,7+,9-,10-,14-/m1/s1

AuxInfo 1/1/N:11,12,1,2,14,9,13,3,7,8,5,4,6,10,20,19,16,15,17,21,18,28,26,27,22,23,24,29,25,30/E:(26,27)/F:m/E:m/CRV:30.6/rA:51cCCCCCCCCCCCCCCNNNNNNNOOOOOOOOSHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;s3;;;s7;s7;s8;;s9;s6;s11s13;d1s4;s1d5;d2s3;s2s4s10;s5;s13;s6;d6;;;s9s10;s7;s8;s14;s12;s21d23d24s29;s1;s2;s7;s8;s9;s10;s11;s11;s11;s12;s12;s13;s14;s19;s19;s20;s20;s21;s26;s27;s28;/rC:-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;;.2556,-9.2432,0;1.965,-4.3904,0;2.6343,-3.6455,0;1.0521,-3.9822,0;2.1348,-2.7774,0;-.6702,-12.0968,0;.512,-5.6468,0;-.053,-10.1944,0;-.3616,-11.1456,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;.8982,-10.503,0;-.4138,-8.5003,0;1.2337,-9.0349,0;-1.0564,-7.2405,0;.846,-7.8578,0;1.1523,-2.9869,0;3.3809,-5.4188,0;4.0507,-2.6177,0;-1.3128,-10.837,0;.2034,-6.598,0;-.1052,-7.5492,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;1.7146,-4.8232,0;2.969,-4.017,0;.5628,-3.8795,0;2.5917,-2.5743,0;-.1947,-12.2511,0;-1.1458,-11.9425,0;-.8246,-12.5724,0;.9876,-5.8011,0;.0365,-5.4925,0;-.5286,-10.0401,0;.114,-11.2999,0;-.433,1.25,0;.433,1.25,0;1.2696,-10.1683,0;1.0023,-10.9921,0;-.9028,-8.6045,0;3.3287,-5.9161,0;4.5074,-2.8213,0;-1.6842,-11.1717,0;

Duplicates DB03355_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03355_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03355_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03355_p0.sdf

Formula	C₁₄H₂₁N₇O₈S
MW	447.42
InChIKey	UPVAPSGKXAAHBG-YPJDTSCHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	15
HB_Donor	6
HB_Acceptor	9
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	15
Lipinski_Violations	2
XLogP3	0
XLogP	-3.86
logP	-1.1334
PSA	246.41
MR	97.6599
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-265.33603
PM7_Total_Energy_ev	-5844.93157
PM7_Electronic_Energy_ev	-51190.41709
PM7_Dipole_Debye	7.12669
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.38
PM7_LUMO_Energy_ev	-0.777
PM7_COSMO_Area_square_ang	362.44
PM7_COSMO_Volue_cubic_ang	465.2
PM7_Electron_Affinity_ev	0.777
PM7_Ionization_Energy_ev	9.38
PM7_Energy_Gap_ev	8.603
PM7_Global_Hardness_ev	4.3015
PM7_Global_Softness_ev	0.2324770428920144
PM7_Chemical_Potential_ev	-5.0785
PM7_Electronigativity_ev	5.0785
PM7_Back_Donation_Energy_ev	-1.075375
PM7_Electrophilicity_ev	2.9979265663140766
OPENEYE_Name	[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl ~{N}-[(2~{S},3~{R})-2-amino-3-hydroxy-butanoyl]sulfamate
SMILES	c1nc2c(c(n1)N)ncn2C3C(C(C(O3)COS(=O)(=O)NC(=O)C(C(C)O)N)O)O
Canonical_SMILES	C[C@H]([C@@H](C(=O)NS(=O)(=O)OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N)N)O
InChI	1/C14H21N7O8S/c1-5(22)7(15)13(25)20-30(26,27)28-2-6-9(23)10(24)14(29-6)21-4-19-8-11(16)17-3-18-12(8)21/h3-7,9-10,14,22-24H,2,15H2,1H3,(H,20,25)(H2,16,17,18)/f/h20H,16H2
InChI_3D	1S/C14H21N7O8S/c1-5(22)7(15)13(25)20-30(26,27)28-2-6-9(23)10(24)14(29-6)21-4-19-8-11(16)17-3-18-12(8)21/h3-7,9-10,14,22-24H,2,15H2,1H3,(H,20,25)(H2,16,17,18)/t5-,6-,7+,9-,10-,14-/m1/s1
AuxInfo	1/1/N:11,12,1,2,14,9,13,3,7,8,5,4,6,10,20,19,16,15,17,21,18,28,26,27,22,23,24,29,25,30/E:(26,27)/F:m/E:m/CRV:30.6/rA:51cCCCCCCCCCCCCCCNNNNNNNOOOOOOOOSHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;s3;;;s7;s7;s8;;s9;s6;s11s13;d1s4;s1d5;d2s3;s2s4s10;s5;s13;s6;d6;;;s9s10;s7;s8;s14;s12;s21d23d24s29;s1;s2;s7;s8;s9;s10;s11;s11;s11;s12;s12;s13;s14;s19;s19;s20;s20;s21;s26;s27;s28;/rC:-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;;.2556,-9.2432,0;1.965,-4.3904,0;2.6343,-3.6455,0;1.0521,-3.9822,0;2.1348,-2.7774,0;-.6702,-12.0968,0;.512,-5.6468,0;-.053,-10.1944,0;-.3616,-11.1456,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;.8982,-10.503,0;-.4138,-8.5003,0;1.2337,-9.0349,0;-1.0564,-7.2405,0;.846,-7.8578,0;1.1523,-2.9869,0;3.3809,-5.4188,0;4.0507,-2.6177,0;-1.3128,-10.837,0;.2034,-6.598,0;-.1052,-7.5492,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;1.7146,-4.8232,0;2.969,-4.017,0;.5628,-3.8795,0;2.5917,-2.5743,0;-.1947,-12.2511,0;-1.1458,-11.9425,0;-.8246,-12.5724,0;.9876,-5.8011,0;.0365,-5.4925,0;-.5286,-10.0401,0;.114,-11.2999,0;-.433,1.25,0;.433,1.25,0;1.2696,-10.1683,0;1.0023,-10.9921,0;-.9028,-8.6045,0;3.3287,-5.9161,0;4.5074,-2.8213,0;-1.6842,-11.1717,0;
Duplicates	DB03355_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03355_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03355_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03355_p0.sdf