CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02723_p7 (2998)

Formula C₂₂H₃₃N₆O₅S

MW 493.6

InChIKey DHTSUHWLPAEEQB-SFEUKEQZNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 67

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 70

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 11

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP 0.05

logP 1.9236

PSA 168.51

MR 137.854

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 18.75714

PM7_Total_Energy_ev -5910.60358

PM7_Electronic_Energy_ev -53351.18301

PM7_Dipole_Debye 31.09375

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.893

PM7_LUMO_Energy_ev -4.727

PM7_COSMO_Area_square_ang 481.83

PM7_COSMO_Volue_cubic_ang 572.15

PM7_Electron_Affinity_ev 4.727

PM7_Ionization_Energy_ev 10.893

PM7_Energy_Gap_ev 6.166

PM7_Global_Hardness_ev 3.083

PM7_Global_Softness_ev 0.3243593902043464

PM7_Chemical_Potential_ev -7.81

PM7_Electronigativity_ev 7.81

PM7_Back_Donation_Energy_ev -0.77075

PM7_Electrophilicity_ev 9.892328900421667

OPENEYE_Name (~{E})-[[4-[[[(2~{R},6~{S},8~{a}~{S})-2-benzylsulfonyl-4-oxo-1,3,6,7,8,8~{a}-hexahydropyrrolo[1,2-a]pyrazine-6-carbonyl]amino]methyl]-1-piperidyl]-amino-methylene]-hydroxy-ammonium

SMILES c1ccc(cc1)CS(=O)(=O)N2CC(=O)N3C(CCC3C2)C(=O)NCC4CCN(CC4)C(=[NH+]O)N

Canonical_SMILES O/[NH]=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)/p+1/fC22H33N6O5S/h24-25H,23H2/q+1

InChI_3D 1S/C22H33N6O5S/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/h1-5,16,18-19,25,31H,6-15,23H2,(H,24,30)/b25-22+/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:67cCCCCCCCCCCCCCCCCCCCCCCN+NNNNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/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;s23;/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;8.9291,-6.18,0;

Duplicates DB02723_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02723_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02723_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02723_p7.sdf

Formula	C₂₂H₃₃N₆O₅S
MW	493.6
InChIKey	DHTSUHWLPAEEQB-SFEUKEQZNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	67
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	70
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	11
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	0.05
logP	1.9236
PSA	168.51
MR	137.854
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	18.75714
PM7_Total_Energy_ev	-5910.60358
PM7_Electronic_Energy_ev	-53351.18301
PM7_Dipole_Debye	31.09375
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.893
PM7_LUMO_Energy_ev	-4.727
PM7_COSMO_Area_square_ang	481.83
PM7_COSMO_Volue_cubic_ang	572.15
PM7_Electron_Affinity_ev	4.727
PM7_Ionization_Energy_ev	10.893
PM7_Energy_Gap_ev	6.166
PM7_Global_Hardness_ev	3.083
PM7_Global_Softness_ev	0.3243593902043464
PM7_Chemical_Potential_ev	-7.81
PM7_Electronigativity_ev	7.81
PM7_Back_Donation_Energy_ev	-0.77075
PM7_Electrophilicity_ev	9.892328900421667
OPENEYE_Name	(~{E})-[[4-[[[(2~{R},6~{S},8~{a}~{S})-2-benzylsulfonyl-4-oxo-1,3,6,7,8,8~{a}-hexahydropyrrolo[1,2-a]pyrazine-6-carbonyl]amino]methyl]-1-piperidyl]-amino-methylene]-hydroxy-ammonium
SMILES	c1ccc(cc1)CS(=O)(=O)N2CC(=O)N3C(CCC3C2)C(=O)NCC4CCN(CC4)C(=[NH+]O)N
Canonical_SMILES	O/[NH]=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)/p+1/fC22H33N6O5S/h24-25H,23H2/q+1
InChI_3D	1S/C22H33N6O5S/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/h1-5,16,18-19,25,31H,6-15,23H2,(H,24,30)/b25-22+/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:67cCCCCCCCCCCCCCCCCCCCCCCN+NNNNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/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;s23;/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;8.9291,-6.18,0;
Duplicates	DB02723_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02723_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02723_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02723_p7.sdf