CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04092_p0 (4388)

Formula C₂₃H₃₃N₅O₅

MW 459.54

InChIKey YVUUZAPYLPWFHE-SWUIVHNENA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 68

Rotat_Bonds 12

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 10

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -1.04

logP 0.5566

PSA 159.06

MR 127.892

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -201.78106

PM7_Total_Energy_ev -5679.58036

PM7_Electronic_Energy_ev -53467.9619

PM7_Dipole_Debye 6.98851

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.24

PM7_LUMO_Energy_ev 0.148

PM7_COSMO_Area_square_ang 452.04

PM7_COSMO_Volue_cubic_ang 572.54

PM7_Electron_Affinity_ev -0.148

PM7_Ionization_Energy_ev 9.24

PM7_Energy_Gap_ev 9.388

PM7_Global_Hardness_ev 4.694

PM7_Global_Softness_ev 0.21303792074989347

PM7_Chemical_Potential_ev -4.546

PM7_Electronigativity_ev 4.546

PM7_Back_Donation_Energy_ev -1.1735

PM7_Electrophilicity_ev 2.201333191308053

OPENEYE_Name (2~{S})-1-[(2~{S})-1-[(2~{S},3~{R})-3-amino-2-hydroxy-4-phenyl-butanoyl]pyrrolidine-2-carbonyl]-~{N}-[(1~{S})-2-amino-1-methyl-2-oxo-ethyl]pyrrolidine-2-carboxamide

SMILES c1ccc(cc1)CC(C(C(=O)N2CCCC2C(=O)N3CCCC3C(=O)NC(C(=O)N)C)O)N

Canonical_SMILES C[C@@H](C(=O)N)NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CCCN1C(=O)[C@H]([C@@H](Cc1ccccc1)N)O

InChI 1/C23H33N5O5/c1-14(20(25)30)26-21(31)17-9-5-11-27(17)22(32)18-10-6-12-28(18)23(33)19(29)16(24)13-15-7-3-2-4-8-15/h2-4,7-8,14,16-19,29H,5-6,9-13,24H2,1H3,(H2,25,30)(H,26,31)/f/h26H,25H2

InChI_3D 1S/C23H33N5O5/c1-14(20(25)30)26-21(31)17-9-5-11-27(17)22(32)18-10-6-12-28(18)23(33)19(29)16(24)13-15-7-3-2-4-8-15/h2-4,7-8,14,16-19,29H,5-6,9-13,24H2,1H3,(H2,25,30)(H,26,31)/t14-,16+,17-,18-,19-/m0/s1

AuxInfo 1/1/N:19,1,2,3,12,11,4,5,14,13,15,16,20,22,6,23,18,17,21,10,8,7,9,27,26,28,24,25,33,32,30,29,31/E:(3,4)(7,8)/F:m/E:m/rA:66cCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;;;s11;s12;s12;s11;s7s13;s8s14;;s6;s9;s10s19;s20s21;s7s15s18;s9s16s17;s10;s23;s8s22;d7;d8;d9;d10;s21;s1;s2;s3;s4;s5;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s19;s19;s20;s20;s21;s22;s23;s26;s26;s27;s27;s28;s33;/rC:-4.7105,5.5398,0;-4.7118,4.5398,0;-3.8466,6.0437,0;-3.8406,4.0385,0;-2.9754,5.5424,0;-2.9679,4.5373,0;2.1899,2.4664,0;3.6658,1.151,0;.4993,2.5426,0;4.0355,-1.2145,0;;5.4823,2.9661,0;1.0015,0,0;5.4827,1.9646,0;4.5303,3.2721,0;-.3065,.9518,0;1.3133,.9518,0;4.5311,1.6523,0;5.4009,-.8463,0;-2.1011,4.0386,0;-.3675,3.0413,0;4.5341,-.3477,0;-1.2343,3.54,0;3.9399,2.4645,0;.5008,1.5426,0;3.0355,-1.216,0;-1.733,2.6732,0;3.6674,.151,0;1.6908,3.333,0;2.799,1.6497,0;1.3645,3.0439,0;4.5368,-2.0797,0;.1312,3.9081,0;-5.1439,5.7892,0;-5.1448,4.2898,0;-3.8481,6.5437,0;-3.8413,3.5385,0;-2.5435,5.7944,0;.0518,-.4973,0;-.4893,-.1031,0;5.9796,2.9145,0;5.5852,3.4554,0;1.4904,-.1047,0;.9488,-.4972,0;5.5877,1.4757,0;5.9799,2.0175,0;4.7332,3.7291,0;4.0976,3.5225,0;-.7634,.7487,0;-.5571,1.3845,0;1.7697,.7476,0;4.7355,1.196,0;5.1516,-1.2797,0;5.6503,-.413,0;5.8343,-1.0957,0;-2.3504,3.6052,0;-1.8518,4.472,0;-.6169,2.6079,0;4.7835,.0857,0;-.985,3.9733,0;2.7848,-.7834,0;2.7861,-1.6494,0;-2.233,2.6724,0;-1.4823,2.2405,0;3.2347,-.0997,0;.6312,3.9088,0;

Duplicates DB04092_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04092_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04092_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04092_p0.sdf

Formula	C₂₃H₃₃N₅O₅
MW	459.54
InChIKey	YVUUZAPYLPWFHE-SWUIVHNENA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	68
Rotat_Bonds	12
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	10
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-1.04
logP	0.5566
PSA	159.06
MR	127.892
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-201.78106
PM7_Total_Energy_ev	-5679.58036
PM7_Electronic_Energy_ev	-53467.9619
PM7_Dipole_Debye	6.98851
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.24
PM7_LUMO_Energy_ev	0.148
PM7_COSMO_Area_square_ang	452.04
PM7_COSMO_Volue_cubic_ang	572.54
PM7_Electron_Affinity_ev	-0.148
PM7_Ionization_Energy_ev	9.24
PM7_Energy_Gap_ev	9.388
PM7_Global_Hardness_ev	4.694
PM7_Global_Softness_ev	0.21303792074989347
PM7_Chemical_Potential_ev	-4.546
PM7_Electronigativity_ev	4.546
PM7_Back_Donation_Energy_ev	-1.1735
PM7_Electrophilicity_ev	2.201333191308053
OPENEYE_Name	(2~{S})-1-[(2~{S})-1-[(2~{S},3~{R})-3-amino-2-hydroxy-4-phenyl-butanoyl]pyrrolidine-2-carbonyl]-~{N}-[(1~{S})-2-amino-1-methyl-2-oxo-ethyl]pyrrolidine-2-carboxamide
SMILES	c1ccc(cc1)CC(C(C(=O)N2CCCC2C(=O)N3CCCC3C(=O)NC(C(=O)N)C)O)N
Canonical_SMILES	C[C@@H](C(=O)N)NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CCCN1C(=O)[C@H]([C@@H](Cc1ccccc1)N)O
InChI	1/C23H33N5O5/c1-14(20(25)30)26-21(31)17-9-5-11-27(17)22(32)18-10-6-12-28(18)23(33)19(29)16(24)13-15-7-3-2-4-8-15/h2-4,7-8,14,16-19,29H,5-6,9-13,24H2,1H3,(H2,25,30)(H,26,31)/f/h26H,25H2
InChI_3D	1S/C23H33N5O5/c1-14(20(25)30)26-21(31)17-9-5-11-27(17)22(32)18-10-6-12-28(18)23(33)19(29)16(24)13-15-7-3-2-4-8-15/h2-4,7-8,14,16-19,29H,5-6,9-13,24H2,1H3,(H2,25,30)(H,26,31)/t14-,16+,17-,18-,19-/m0/s1
AuxInfo	1/1/N:19,1,2,3,12,11,4,5,14,13,15,16,20,22,6,23,18,17,21,10,8,7,9,27,26,28,24,25,33,32,30,29,31/E:(3,4)(7,8)/F:m/E:m/rA:66cCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;;;s11;s12;s12;s11;s7s13;s8s14;;s6;s9;s10s19;s20s21;s7s15s18;s9s16s17;s10;s23;s8s22;d7;d8;d9;d10;s21;s1;s2;s3;s4;s5;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s19;s19;s20;s20;s21;s22;s23;s26;s26;s27;s27;s28;s33;/rC:-4.7105,5.5398,0;-4.7118,4.5398,0;-3.8466,6.0437,0;-3.8406,4.0385,0;-2.9754,5.5424,0;-2.9679,4.5373,0;2.1899,2.4664,0;3.6658,1.151,0;.4993,2.5426,0;4.0355,-1.2145,0;;5.4823,2.9661,0;1.0015,0,0;5.4827,1.9646,0;4.5303,3.2721,0;-.3065,.9518,0;1.3133,.9518,0;4.5311,1.6523,0;5.4009,-.8463,0;-2.1011,4.0386,0;-.3675,3.0413,0;4.5341,-.3477,0;-1.2343,3.54,0;3.9399,2.4645,0;.5008,1.5426,0;3.0355,-1.216,0;-1.733,2.6732,0;3.6674,.151,0;1.6908,3.333,0;2.799,1.6497,0;1.3645,3.0439,0;4.5368,-2.0797,0;.1312,3.9081,0;-5.1439,5.7892,0;-5.1448,4.2898,0;-3.8481,6.5437,0;-3.8413,3.5385,0;-2.5435,5.7944,0;.0518,-.4973,0;-.4893,-.1031,0;5.9796,2.9145,0;5.5852,3.4554,0;1.4904,-.1047,0;.9488,-.4972,0;5.5877,1.4757,0;5.9799,2.0175,0;4.7332,3.7291,0;4.0976,3.5225,0;-.7634,.7487,0;-.5571,1.3845,0;1.7697,.7476,0;4.7355,1.196,0;5.1516,-1.2797,0;5.6503,-.413,0;5.8343,-1.0957,0;-2.3504,3.6052,0;-1.8518,4.472,0;-.6169,2.6079,0;4.7835,.0857,0;-.985,3.9733,0;2.7848,-.7834,0;2.7861,-1.6494,0;-2.233,2.6724,0;-1.4823,2.2405,0;3.2347,-.0997,0;.6312,3.9088,0;
Duplicates	DB04092_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04092_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04092_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04092_p0.sdf