CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02723_p0 (2997)

Formula C₂₂H₃₂N₆O₅S

MW 492.59

InChIKey DHTSUHWLPAEEQB-ZGZFQTMPNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 69

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 11

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP 0.05

logP 1.7094

PSA 157.02

MR 136.892

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -125.8693

PM7_Total_Energy_ev -5903.55171

PM7_Electronic_Energy_ev -52908.92826

PM7_Dipole_Debye 5.25902

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.195

PM7_LUMO_Energy_ev -0.357

PM7_COSMO_Area_square_ang 482.34

PM7_COSMO_Volue_cubic_ang 567.39

PM7_Electron_Affinity_ev 0.357

PM7_Ionization_Energy_ev 8.195

PM7_Energy_Gap_ev 7.838

PM7_Global_Hardness_ev 3.919

PM7_Global_Softness_ev 0.25516713447307987

PM7_Chemical_Potential_ev -4.276

PM7_Electronigativity_ev 4.276

PM7_Back_Donation_Energy_ev -0.97975

PM7_Electrophilicity_ev 2.3327603980607297

OPENEYE_Name (2~{R},6~{S},8~{a}~{S})-2-benzylsulfonyl-~{N}-[[1-[(~{E})-~{N}'-hydroxycarbamimidoyl]-4-piperidyl]methyl]-4-oxo-1,3,6,7,8,8~{a}-hexahydropyrrolo[1,2-a]pyrazine-6-carboxamide

SMILES c1ccc(cc1)CS(=O)(=O)N2CC(=O)N3C(CCC3C2)C(=O)NCC4CCN(CC4)C(=NO)N

Canonical_SMILES O/N=C(/N1CC[C@H](CC1)CNC(=O)[C@@H]1CC[C@@H]2N1C(=O)CN(C2)S(=O)(=O)Cc1ccccc1)N

InChI 1/C22H32N6O5S/c23-22(25-31)26-10-8-16(9-11-26)12-24-21(30)19-7-6-18-13-27(14-20(29)28(18)19)34(32,33)15-17-4-2-1-3-5-17/h1-5,16,18-19,31H,6-15H2,(H2,23,25)(H,24,30)/f/h24H,23H2

InChI_3D 1S/C22H32N6O5S/c23-22(25-31)26-10-8-16(9-11-26)12-24-21(30)19-7-6-18-13-27(14-20(29)28(18)19)34(32,33)15-17-4-2-1-3-5-17/h1-5,16,18-19,31H,6-15H2,(H2,23,25)(H,24,30)/t18-,19-/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,12,11,13,14,15,16,22,17,10,21,19,6,20,18,7,8,9,27,28,23,25,26,24,29,30,33,31,32,34/E:(2,3)(4,5)(8,9)(10,11)(32,33)/F:m/E:m/CRV:34.6/rA:66cCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;s7;;s11;;;s13;s14;;s8s11;s13s14;s12s17;s6;s19;w9;s7s18s20;s9s15s16;s10s17;s9;s8s22;d7;d8;;;s23;s21s26d31d32;s1;s2;s3;s4;s5;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s21;s21;s22;s22;s27;s27;s28;s33;/rC:-4.3464,3.4984,0;-3.4833,4.0034,0;-4.3464,2.4983,0;-2.6113,3.5033,0;-3.4744,1.9983,0;-2.6024,2.4982,0;.868,-.4979,0;4.2093,-1.1877,0;7.623,-6.3906,0;;3.2858,.5022,0;2.6938,1.3168,0;5.9465,-4.3275,0;7.5763,-3.7326,0;6.2912,-5.2718,0;7.921,-4.6769,0;.868,1.5137,0;2.6938,-.3126,0;6.5908,-3.5627,0;1.736,1.0058,0;-1.735,2.0008,0;5.0753,-2.6877,0;8.608,-6.5634,0;1.736,-.0013,0;7.2802,-5.4513,0;0,1.0058,0;6.981,-7.1573,0;4.2093,-2.1877,0;.8674,-1.4979,0;5.0754,-.6877,0;-.37,2.3708,0;-1.365,.6358,0;8.9509,-7.5027,0;-.8675,1.5033,0;-4.7801,3.7471,0;-3.4855,4.5034,0;-4.779,2.2477,0;-2.1797,3.7559,0;-3.4744,1.4983,0;-.1701,-.4702,0;-.4925,.0864,0;3.6573,.8368,0;3.6574,.1676,0;2.4905,1.7736,0;3.1268,1.5668,0;5.6255,-3.9442,0;5.5135,-4.5775,0;8.0685,-3.6449,0;7.5749,-3.2326,0;5.7987,-5.3581,0;6.2897,-5.7718,0;8.2442,-5.0583,0;8.3533,-4.4256,0;.5459,1.8961,0;1.1901,1.8961,0;2.4904,-.7694,0;6.7609,-3.0926,0;1.3023,.7571,0;-1.4862,2.4345,0;-1.9837,1.567,0;5.3253,-2.2547,0;4.8253,-3.1207,0;6.4885,-7.0709,0;7.1524,-7.627,0;3.7763,-2.4376,0;9.4434,-7.5891,0;

Duplicates DB02723_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02723_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02723_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02723_p0.sdf

Formula	C₂₂H₃₂N₆O₅S
MW	492.59
InChIKey	DHTSUHWLPAEEQB-ZGZFQTMPNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	69
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	11
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	0.05
logP	1.7094
PSA	157.02
MR	136.892
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-125.8693
PM7_Total_Energy_ev	-5903.55171
PM7_Electronic_Energy_ev	-52908.92826
PM7_Dipole_Debye	5.25902
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.195
PM7_LUMO_Energy_ev	-0.357
PM7_COSMO_Area_square_ang	482.34
PM7_COSMO_Volue_cubic_ang	567.39
PM7_Electron_Affinity_ev	0.357
PM7_Ionization_Energy_ev	8.195
PM7_Energy_Gap_ev	7.838
PM7_Global_Hardness_ev	3.919
PM7_Global_Softness_ev	0.25516713447307987
PM7_Chemical_Potential_ev	-4.276
PM7_Electronigativity_ev	4.276
PM7_Back_Donation_Energy_ev	-0.97975
PM7_Electrophilicity_ev	2.3327603980607297
OPENEYE_Name	(2~{R},6~{S},8~{a}~{S})-2-benzylsulfonyl-~{N}-[[1-[(~{E})-~{N}'-hydroxycarbamimidoyl]-4-piperidyl]methyl]-4-oxo-1,3,6,7,8,8~{a}-hexahydropyrrolo[1,2-a]pyrazine-6-carboxamide
SMILES	c1ccc(cc1)CS(=O)(=O)N2CC(=O)N3C(CCC3C2)C(=O)NCC4CCN(CC4)C(=NO)N
Canonical_SMILES	O/N=C(/N1CC[C@H](CC1)CNC(=O)[C@@H]1CC[C@@H]2N1C(=O)CN(C2)S(=O)(=O)Cc1ccccc1)N
InChI	1/C22H32N6O5S/c23-22(25-31)26-10-8-16(9-11-26)12-24-21(30)19-7-6-18-13-27(14-20(29)28(18)19)34(32,33)15-17-4-2-1-3-5-17/h1-5,16,18-19,31H,6-15H2,(H2,23,25)(H,24,30)/f/h24H,23H2
InChI_3D	1S/C22H32N6O5S/c23-22(25-31)26-10-8-16(9-11-26)12-24-21(30)19-7-6-18-13-27(14-20(29)28(18)19)34(32,33)15-17-4-2-1-3-5-17/h1-5,16,18-19,31H,6-15H2,(H2,23,25)(H,24,30)/t18-,19-/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,12,11,13,14,15,16,22,17,10,21,19,6,20,18,7,8,9,27,28,23,25,26,24,29,30,33,31,32,34/E:(2,3)(4,5)(8,9)(10,11)(32,33)/F:m/E:m/CRV:34.6/rA:66cCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;s7;;s11;;;s13;s14;;s8s11;s13s14;s12s17;s6;s19;w9;s7s18s20;s9s15s16;s10s17;s9;s8s22;d7;d8;;;s23;s21s26d31d32;s1;s2;s3;s4;s5;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s21;s21;s22;s22;s27;s27;s28;s33;/rC:-4.3464,3.4984,0;-3.4833,4.0034,0;-4.3464,2.4983,0;-2.6113,3.5033,0;-3.4744,1.9983,0;-2.6024,2.4982,0;.868,-.4979,0;4.2093,-1.1877,0;7.623,-6.3906,0;;3.2858,.5022,0;2.6938,1.3168,0;5.9465,-4.3275,0;7.5763,-3.7326,0;6.2912,-5.2718,0;7.921,-4.6769,0;.868,1.5137,0;2.6938,-.3126,0;6.5908,-3.5627,0;1.736,1.0058,0;-1.735,2.0008,0;5.0753,-2.6877,0;8.608,-6.5634,0;1.736,-.0013,0;7.2802,-5.4513,0;0,1.0058,0;6.981,-7.1573,0;4.2093,-2.1877,0;.8674,-1.4979,0;5.0754,-.6877,0;-.37,2.3708,0;-1.365,.6358,0;8.9509,-7.5027,0;-.8675,1.5033,0;-4.7801,3.7471,0;-3.4855,4.5034,0;-4.779,2.2477,0;-2.1797,3.7559,0;-3.4744,1.4983,0;-.1701,-.4702,0;-.4925,.0864,0;3.6573,.8368,0;3.6574,.1676,0;2.4905,1.7736,0;3.1268,1.5668,0;5.6255,-3.9442,0;5.5135,-4.5775,0;8.0685,-3.6449,0;7.5749,-3.2326,0;5.7987,-5.3581,0;6.2897,-5.7718,0;8.2442,-5.0583,0;8.3533,-4.4256,0;.5459,1.8961,0;1.1901,1.8961,0;2.4904,-.7694,0;6.7609,-3.0926,0;1.3023,.7571,0;-1.4862,2.4345,0;-1.9837,1.567,0;5.3253,-2.2547,0;4.8253,-3.1207,0;6.4885,-7.0709,0;7.1524,-7.627,0;3.7763,-2.4376,0;9.4434,-7.5891,0;
Duplicates	DB02723_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02723_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02723_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02723_p0.sdf