CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00895_m1_s0_p0 (1032)

Formula C₂₂H₃₂N₄O₆S

MW 480.58

InChIKey WJEDAXQWYZLHII-PEVBZVFVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 33

Number_Rings 2

Number_Bonds 66

Rotat_Bonds 16

Unbranched_Chain 5

Chiral_Centers 4

ONatoms 10

HB_Donor 6

HB_Acceptor 6

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -4.49

logP 2.1175

PSA 196.15

MR 127.999

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -259.98019

PM7_Total_Energy_ev -5829.45533

PM7_Electronic_Energy_ev -56123.39875

PM7_Dipole_Debye 4.31179

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.36

PM7_LUMO_Energy_ev -0.87

PM7_COSMO_Area_square_ang 427.25

PM7_COSMO_Volue_cubic_ang 582.6

PM7_Electron_Affinity_ev 0.87

PM7_Ionization_Energy_ev 9.36

PM7_Energy_Gap_ev 8.49

PM7_Global_Hardness_ev 4.245

PM7_Global_Softness_ev 0.23557126030624265

PM7_Chemical_Potential_ev -5.115

PM7_Electronigativity_ev 5.115

PM7_Back_Donation_Energy_ev -1.06125

PM7_Electrophilicity_ev 3.0816519434628975

OPENEYE_Name (2~{R},4~{S})-2-[(1~{R})-2-[[(5~{R})-5-amino-5-carboxy-pentyl]amino]-2-oxo-1-[(2-phenylacetyl)amino]ethyl]-5,5-dimethyl-thiazolidine-4-carboxylic acid

SMILES c1ccc(cc1)CC(=O)NC(C(=O)NCCCCC(C(=O)O)N)C2NC(C(S2)(C)C)C(=O)O

Canonical_SMILES O=C(N[C@@H]([C@@H]1N[C@H](C(S1)(C)C)C(=O)O)C(=O)NCCCC[C@H](C(=O)O)N)Cc1ccccc1

InChI 1/C22H32N4O6S/c1-22(2)17(21(31)32)26-19(33-22)16(25-15(27)12-13-8-4-3-5-9-13)18(28)24-11-7-6-10-14(23)20(29)30/h3-5,8-9,14,16-17,19,26H,6-7,10-12,23H2,1-2H3,(H,24,28)(H,25,27)(H,29,30)(H,31,32)/f/h24-25,29,31H

InChI_3D 1S/C22H32N4O6S/c1-22(2)17(21(31)32)26-19(33-22)16(25-15(27)12-13-8-4-3-5-9-13)18(28)24-11-7-6-10-14(23)20(29)30/h3-5,8-9,14,16-17,19,26H,6-7,10-12,23H2,1-2H3,(H,24,28)(H,25,27)(H,29,30)(H,31,32)/t14-,16-,17+,19-/m1/s1

AuxInfo 1/1/N:14,15,1,2,3,17,18,4,5,19,20,16,6,22,8,21,11,9,12,10,7,13,24,25,26,23,28,29,30,32,27,31,33/E:(1,2)(4,5)(8,9)(29,30)(31,32)/F:14,15,1,2,3,17,18,4,5,19,20,16,6,22,8,21,11,9,12,10,7,13,24,25,26,23,28,29,32,30,31,27,33/E:(1,2)(4,5)(8,9)/rA:65cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;s7;;s11;s13;s13;s6s8;;s17;s17;s18;s9s12;s10s19;s11s12;s22;s9s20;s8s21;d7;d8;d9;d10;s7;s10;s12s13;s1;s2;s3;s4;s5;s11;s12;s14;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s23;s24;s24;s25;s26;s31;s32;/rC:3.8244,7.0206,0;4.3261,6.1555,0;2.8244,7.0245,0;3.8226,5.2854,0;2.3209,6.1544,0;2.8175,5.2805,0;.1036,-.9946,0;1.8157,3.5495,0;2.6795,1.3165,0;7.3728,-1.5542,0;;1.3131,.9519,0;-.3065,.9519,0;-1.9057,.2411,0;-.8077,1.8172,0;2.3166,4.415,0;6.1426,.3131,0;5.2771,.8139,0;7.0081,-.1878,0;4.4115,1.3148,0;1.814,1.8174,0;7.8736,-.6887,0;1.0014,0,0;8.7392,-1.1896,0;3.546,1.8157,0;2.3148,2.6829,0;-.7059,-1.5817,0;.8157,3.5505,0;2.6785,.3165,0;6.3728,-1.5532,0;1.0168,-1.4022,0;7.8719,-2.4207,0;.5007,1.5426,0;4.0749,7.4533,0;4.8261,6.1557,0;2.5755,7.4581,0;4.0734,4.8529,0;1.8209,6.1564,0;-.4893,-.1031,0;1.7695,.7478,0;-1.7026,-.2158,0;-2.1087,.698,0;-2.3626,.038,0;-1.2404,1.5666,0;-.375,2.0678,0;-1.0583,2.2499,0;2.7494,4.1646,0;1.8838,4.6654,0;6.393,.7458,0;5.8922,-.1197,0;5.0266,.3812,0;5.5275,1.2467,0;7.2585,.2449,0;6.7577,-.6206,0;4.1611,.882,0;4.662,1.7476,0;1.3812,2.0679,0;8.1241,-.2559,0;1.2948,-.4048,0;9.1724,-.94,0;8.7386,-1.6896,0;3.5465,2.3157,0;2.8148,2.6824,0;1.0687,-1.8995,0;7.6214,-2.8535,0;

Duplicates DB00895_m1_s0_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00895_m1_s0_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00895_m1_s0_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00895_m1_s0_p0.sdf

Formula	C₂₂H₃₂N₄O₆S
MW	480.58
InChIKey	WJEDAXQWYZLHII-PEVBZVFVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	33
Number_Rings	2
Number_Bonds	66
Rotat_Bonds	16
Unbranched_Chain	5
Chiral_Centers	4
ONatoms	10
HB_Donor	6
HB_Acceptor	6
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-4.49
logP	2.1175
PSA	196.15
MR	127.999
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-259.98019
PM7_Total_Energy_ev	-5829.45533
PM7_Electronic_Energy_ev	-56123.39875
PM7_Dipole_Debye	4.31179
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.36
PM7_LUMO_Energy_ev	-0.87
PM7_COSMO_Area_square_ang	427.25
PM7_COSMO_Volue_cubic_ang	582.6
PM7_Electron_Affinity_ev	0.87
PM7_Ionization_Energy_ev	9.36
PM7_Energy_Gap_ev	8.49
PM7_Global_Hardness_ev	4.245
PM7_Global_Softness_ev	0.23557126030624265
PM7_Chemical_Potential_ev	-5.115
PM7_Electronigativity_ev	5.115
PM7_Back_Donation_Energy_ev	-1.06125
PM7_Electrophilicity_ev	3.0816519434628975
OPENEYE_Name	(2~{R},4~{S})-2-[(1~{R})-2-[[(5~{R})-5-amino-5-carboxy-pentyl]amino]-2-oxo-1-[(2-phenylacetyl)amino]ethyl]-5,5-dimethyl-thiazolidine-4-carboxylic acid
SMILES	c1ccc(cc1)CC(=O)NC(C(=O)NCCCCC(C(=O)O)N)C2NC(C(S2)(C)C)C(=O)O
Canonical_SMILES	O=C(N[C@@H]([C@@H]1N[C@H](C(S1)(C)C)C(=O)O)C(=O)NCCCC[C@H](C(=O)O)N)Cc1ccccc1
InChI	1/C22H32N4O6S/c1-22(2)17(21(31)32)26-19(33-22)16(25-15(27)12-13-8-4-3-5-9-13)18(28)24-11-7-6-10-14(23)20(29)30/h3-5,8-9,14,16-17,19,26H,6-7,10-12,23H2,1-2H3,(H,24,28)(H,25,27)(H,29,30)(H,31,32)/f/h24-25,29,31H
InChI_3D	1S/C22H32N4O6S/c1-22(2)17(21(31)32)26-19(33-22)16(25-15(27)12-13-8-4-3-5-9-13)18(28)24-11-7-6-10-14(23)20(29)30/h3-5,8-9,14,16-17,19,26H,6-7,10-12,23H2,1-2H3,(H,24,28)(H,25,27)(H,29,30)(H,31,32)/t14-,16-,17+,19-/m1/s1
AuxInfo	1/1/N:14,15,1,2,3,17,18,4,5,19,20,16,6,22,8,21,11,9,12,10,7,13,24,25,26,23,28,29,30,32,27,31,33/E:(1,2)(4,5)(8,9)(29,30)(31,32)/F:14,15,1,2,3,17,18,4,5,19,20,16,6,22,8,21,11,9,12,10,7,13,24,25,26,23,28,29,32,30,31,27,33/E:(1,2)(4,5)(8,9)/rA:65cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;s7;;s11;s13;s13;s6s8;;s17;s17;s18;s9s12;s10s19;s11s12;s22;s9s20;s8s21;d7;d8;d9;d10;s7;s10;s12s13;s1;s2;s3;s4;s5;s11;s12;s14;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s23;s24;s24;s25;s26;s31;s32;/rC:3.8244,7.0206,0;4.3261,6.1555,0;2.8244,7.0245,0;3.8226,5.2854,0;2.3209,6.1544,0;2.8175,5.2805,0;.1036,-.9946,0;1.8157,3.5495,0;2.6795,1.3165,0;7.3728,-1.5542,0;;1.3131,.9519,0;-.3065,.9519,0;-1.9057,.2411,0;-.8077,1.8172,0;2.3166,4.415,0;6.1426,.3131,0;5.2771,.8139,0;7.0081,-.1878,0;4.4115,1.3148,0;1.814,1.8174,0;7.8736,-.6887,0;1.0014,0,0;8.7392,-1.1896,0;3.546,1.8157,0;2.3148,2.6829,0;-.7059,-1.5817,0;.8157,3.5505,0;2.6785,.3165,0;6.3728,-1.5532,0;1.0168,-1.4022,0;7.8719,-2.4207,0;.5007,1.5426,0;4.0749,7.4533,0;4.8261,6.1557,0;2.5755,7.4581,0;4.0734,4.8529,0;1.8209,6.1564,0;-.4893,-.1031,0;1.7695,.7478,0;-1.7026,-.2158,0;-2.1087,.698,0;-2.3626,.038,0;-1.2404,1.5666,0;-.375,2.0678,0;-1.0583,2.2499,0;2.7494,4.1646,0;1.8838,4.6654,0;6.393,.7458,0;5.8922,-.1197,0;5.0266,.3812,0;5.5275,1.2467,0;7.2585,.2449,0;6.7577,-.6206,0;4.1611,.882,0;4.662,1.7476,0;1.3812,2.0679,0;8.1241,-.2559,0;1.2948,-.4048,0;9.1724,-.94,0;8.7386,-1.6896,0;3.5465,2.3157,0;2.8148,2.6824,0;1.0687,-1.8995,0;7.6214,-2.8535,0;
Duplicates	DB00895_m1_s0_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00895_m1_s0_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00895_m1_s0_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00895_m1_s0_p0.sdf