CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11759 (9462)

Formula C₂₁H₂₅N₅O₄S

MW 443.52

InChIKey MPUQHZXIXSTTDU-JEXGTGQVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 31

Number_Rings 5

Number_Bonds 60

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 9

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.68

logP 3.9169

PSA 140.74

MR 116.081

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -77.05147

PM7_Total_Energy_ev -5205.13482

PM7_Electronic_Energy_ev -43335.57242

PM7_Dipole_Debye 4.62224

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.435

PM7_LUMO_Energy_ev -0.134

PM7_COSMO_Area_square_ang 439.3

PM7_COSMO_Volue_cubic_ang 501.38

PM7_Electron_Affinity_ev 0.134

PM7_Ionization_Energy_ev 8.435

PM7_Energy_Gap_ev 8.301

PM7_Global_Hardness_ev 4.1505

PM7_Global_Softness_ev 0.24093482712926154

PM7_Chemical_Potential_ev -4.2845

PM7_Electronigativity_ev 4.2845

PM7_Back_Donation_Energy_ev -1.037625

PM7_Electrophilicity_ev 2.2114131128779664

OPENEYE_Name [(1~{S},2~{S},4~{R})-2-hydroxy-4-[4-[[(1~{S})-indan-1-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]cyclopentyl]methyl sulfamate

SMILES c1ccc2c(c1)CCC2Nc3c4ccn(c4ncn3)C5CC(C(C5)O)COS(=O)(=O)N

Canonical_SMILES O[C@H]1C[C@@H](C[C@H]1COS(=O)(=O)N)n1ccc2c1ncnc2N[C@H]1CCc2c1cccc2

InChI 1/C21H25N5O4S/c22-31(28,29)30-11-14-9-15(10-19(14)27)26-8-7-17-20(23-12-24-21(17)26)25-18-6-5-13-3-1-2-4-16(13)18/h1-4,7-8,12,14-15,18-19,27H,5-6,9-11H2,(H2,22,28,29)(H,23,24,25)/f/h25H,22H2

InChI_3D 1S/C21H25N5O4S/c22-31(28,29)30-11-14-9-15(10-19(14)27)26-8-7-17-20(23-12-24-21(17)26)25-18-6-5-13-3-1-2-4-16(13)18/h1-4,7-8,12,14-15,18-19,27H,5-6,9-11H2,(H2,22,28,29)(H,23,24,25)/t14-,15+,18-,19-/m0/s1

AuxInfo 1/1/N:1,2,3,4,13,14,5,6,15,16,21,7,9,18,19,10,8,17,20,12,11,25,23,22,26,24,29,27,28,30,31/E:(28,29)/F:m/E:m/CRV:31.6/rA:56cCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;s5;d3;d4s9;d8;s8;s9;s13;;;s10s14;s15;s15s16;s16s18;s18;d7s11;s7d12;s6s11s19;;s12s17;;;s20;s21;s25d27d28s30;s1;s2;s3;s4;s5;s6;s7;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s21;s21;s25;s25;s26;s29;/rC:-6.0352,3.3902,0;-6.0352,2.3844,0;-5.1672,3.8981,0;-5.1671,1.8865,0;;.592,-.8146,0;-2.6938,-1.3168,0;-.9578,-.311,0;-4.2992,3.3903,0;-4.2992,2.3832,0;-.9578,-1.3181,0;-1.8258,.1969,0;-3.3414,3.7013,0;-2.7494,2.8867,0;1.0404,-4.1619,0;-.4417,-3.5032,0;-3.3413,2.0719,0;.371,-4.9067,0;.5407,-3.2938,0;-.5419,-4.4984,0;1.7869,-5.9352,0;-1.8258,-1.8147,0;-2.6938,-.311,0;0,-1.6294,0;4.214,-7.6984,0;-1.8258,1.1969,0;2.8173,-7.9197,0;3.9927,-6.3016,0;-1.0821,-6.1629,0;2.5959,-6.523,0;3.405,-7.1107,0;-6.4689,3.6389,0;-6.4678,2.1338,0;-5.1672,4.3981,0;-5.1674,1.3865,0;.1545,.4755,0;1.092,-.8146,0;-3.1265,-1.5674,0;-3.5447,4.1581,0;-2.9084,3.9513,0;-2.3778,3.2213,0;-2.3778,2.5522,0;1.445,-3.8682,0;1.375,-4.5334,0;-.9417,-3.5048,0;-.4949,-3.006,0;-3.5447,1.6151,0;.1207,-5.3395,0;.9976,-3.0907,0;-1.0312,-4.3956,0;2.0807,-5.5307,0;1.493,-6.3398,0;4.6708,-7.495,0;4.1618,-8.1957,0;-1.3928,1.4469,0;-1.5711,-6.2671,0;

Duplicates DB11759

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11759.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11759.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11759.sdf

Formula	C₂₁H₂₅N₅O₄S
MW	443.52
InChIKey	MPUQHZXIXSTTDU-JEXGTGQVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	31
Number_Rings	5
Number_Bonds	60
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	9
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.68
logP	3.9169
PSA	140.74
MR	116.081
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-77.05147
PM7_Total_Energy_ev	-5205.13482
PM7_Electronic_Energy_ev	-43335.57242
PM7_Dipole_Debye	4.62224
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.435
PM7_LUMO_Energy_ev	-0.134
PM7_COSMO_Area_square_ang	439.3
PM7_COSMO_Volue_cubic_ang	501.38
PM7_Electron_Affinity_ev	0.134
PM7_Ionization_Energy_ev	8.435
PM7_Energy_Gap_ev	8.301
PM7_Global_Hardness_ev	4.1505
PM7_Global_Softness_ev	0.24093482712926154
PM7_Chemical_Potential_ev	-4.2845
PM7_Electronigativity_ev	4.2845
PM7_Back_Donation_Energy_ev	-1.037625
PM7_Electrophilicity_ev	2.2114131128779664
OPENEYE_Name	[(1~{S},2~{S},4~{R})-2-hydroxy-4-[4-[[(1~{S})-indan-1-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]cyclopentyl]methyl sulfamate
SMILES	c1ccc2c(c1)CCC2Nc3c4ccn(c4ncn3)C5CC(C(C5)O)COS(=O)(=O)N
Canonical_SMILES	O[C@H]1C[C@@H](C[C@H]1COS(=O)(=O)N)n1ccc2c1ncnc2N[C@H]1CCc2c1cccc2
InChI	1/C21H25N5O4S/c22-31(28,29)30-11-14-9-15(10-19(14)27)26-8-7-17-20(23-12-24-21(17)26)25-18-6-5-13-3-1-2-4-16(13)18/h1-4,7-8,12,14-15,18-19,27H,5-6,9-11H2,(H2,22,28,29)(H,23,24,25)/f/h25H,22H2
InChI_3D	1S/C21H25N5O4S/c22-31(28,29)30-11-14-9-15(10-19(14)27)26-8-7-17-20(23-12-24-21(17)26)25-18-6-5-13-3-1-2-4-16(13)18/h1-4,7-8,12,14-15,18-19,27H,5-6,9-11H2,(H2,22,28,29)(H,23,24,25)/t14-,15+,18-,19-/m0/s1
AuxInfo	1/1/N:1,2,3,4,13,14,5,6,15,16,21,7,9,18,19,10,8,17,20,12,11,25,23,22,26,24,29,27,28,30,31/E:(28,29)/F:m/E:m/CRV:31.6/rA:56cCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;s5;d3;d4s9;d8;s8;s9;s13;;;s10s14;s15;s15s16;s16s18;s18;d7s11;s7d12;s6s11s19;;s12s17;;;s20;s21;s25d27d28s30;s1;s2;s3;s4;s5;s6;s7;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s21;s21;s25;s25;s26;s29;/rC:-6.0352,3.3902,0;-6.0352,2.3844,0;-5.1672,3.8981,0;-5.1671,1.8865,0;;.592,-.8146,0;-2.6938,-1.3168,0;-.9578,-.311,0;-4.2992,3.3903,0;-4.2992,2.3832,0;-.9578,-1.3181,0;-1.8258,.1969,0;-3.3414,3.7013,0;-2.7494,2.8867,0;1.0404,-4.1619,0;-.4417,-3.5032,0;-3.3413,2.0719,0;.371,-4.9067,0;.5407,-3.2938,0;-.5419,-4.4984,0;1.7869,-5.9352,0;-1.8258,-1.8147,0;-2.6938,-.311,0;0,-1.6294,0;4.214,-7.6984,0;-1.8258,1.1969,0;2.8173,-7.9197,0;3.9927,-6.3016,0;-1.0821,-6.1629,0;2.5959,-6.523,0;3.405,-7.1107,0;-6.4689,3.6389,0;-6.4678,2.1338,0;-5.1672,4.3981,0;-5.1674,1.3865,0;.1545,.4755,0;1.092,-.8146,0;-3.1265,-1.5674,0;-3.5447,4.1581,0;-2.9084,3.9513,0;-2.3778,3.2213,0;-2.3778,2.5522,0;1.445,-3.8682,0;1.375,-4.5334,0;-.9417,-3.5048,0;-.4949,-3.006,0;-3.5447,1.6151,0;.1207,-5.3395,0;.9976,-3.0907,0;-1.0312,-4.3956,0;2.0807,-5.5307,0;1.493,-6.3398,0;4.6708,-7.495,0;4.1618,-8.1957,0;-1.3928,1.4469,0;-1.5711,-6.2671,0;
Duplicates	DB11759
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11759.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11759.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11759.sdf