CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00584_p0 (638)

Formula C₂₀H₂₈N₂O₅

MW 376.45

InChIKey GBXSMTUPTTWBMN-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 27

Number_Rings 2

Number_Bonds 56

Rotat_Bonds 12

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 7

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP -0.74

logP 1.9334

PSA 95.94

MR 104.654

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -203.94154

PM7_Total_Energy_ev -4684.28522

PM7_Electronic_Energy_ev -38892.44353

PM7_Dipole_Debye 5.82264

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.334

PM7_LUMO_Energy_ev 0.394

PM7_COSMO_Area_square_ang 409.04

PM7_COSMO_Volue_cubic_ang 474.28

PM7_Electron_Affinity_ev -0.394

PM7_Ionization_Energy_ev 9.334

PM7_Energy_Gap_ev 9.728

PM7_Global_Hardness_ev 4.864

PM7_Global_Softness_ev 0.20559210526315788

PM7_Chemical_Potential_ev -4.47

PM7_Electronigativity_ev 4.47

PM7_Back_Donation_Energy_ev -1.216

PM7_Electrophilicity_ev 2.0539576480263158

OPENEYE_Name (2~{S})-1-[(2~{S})-2-[[(1~{S})-1-ethoxycarbonyl-3-phenyl-propyl]amino]propanoyl]pyrrolidine-2-carboxylic acid

SMILES c1ccc(cc1)CCC(C(=O)OCC)NC(C(=O)N2CCCC2C(=O)O)C

Canonical_SMILES CCOC(=O)[C@@H](N[C@H](C(=O)N1CCC[C@H]1C(=O)O)C)CCc1ccccc1

InChI 1/C20H28N2O5/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)21-14(2)18(23)22-13-7-10-17(22)19(24)25/h4-6,8-9,14,16-17,21H,3,7,10-13H2,1-2H3,(H,24,25)/f/h24H

InChI_3D 1S/C20H28N2O5/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)21-14(2)18(23)22-13-7-10-17(22)19(24)25/h4-6,8-9,14,16-17,21H,3,7,10-13H2,1-2H3,(H,24,25)/t14-,16-,17-/m0/s1

AuxInfo 1/1/N:14,15,18,1,2,3,10,4,5,11,16,17,12,19,6,20,13,8,7,9,22,21,24,23,26,25,27/E:(5,6)(8,9)(24,25)/F:14,15,18,1,2,3,10,4,5,11,16,17,12,19,6,20,13,8,7,9,22,21,24,26,23,25,27/E:(5,6)(8,9)/rA:55cCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;s10;s10;s7s11;;;s6;s16;s14;s8s15;s9s17;s8s12s13;s19s20;d7;d8;d9;s7;s9s18;s1;s2;s3;s4;s5;s10;s10;s11;s11;s12;s12;s13;s14;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s22;s26;/rC:-2.882,9.1086,0;-3.3832,8.2433,0;-1.882,9.1131,0;-2.8793,7.3735,0;-1.378,8.2433,0;-1.8741,7.3691,0;2.9108,.2372,0;.4993,2.5426,0;.4951,5.2746,0;;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;3.0924,5.7786,0;-1.2343,3.54,0;-1.3728,6.5038,0;-.8715,5.6386,0;2.2271,5.2773,0;-.3675,3.0413,0;-.3702,4.7733,0;.5008,1.5426,0;.1312,3.9081,0;3.7208,.8236,0;1.3645,3.0439,0;.4936,6.2746,0;3.0136,-.7575,0;1.3619,4.776,0;-3.1327,9.5413,0;-3.8832,8.2432,0;-1.6333,9.5468,0;-3.1299,6.9408,0;-.878,8.2455,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;-.7634,.7487,0;-.5571,1.3845,0;1.5638,1.3845,0;3.3431,5.346,0;2.8417,6.2112,0;3.525,6.0293,0;-1.4836,3.1066,0;-1.6677,3.7893,0;-.985,3.9733,0;-1.8054,6.2532,0;-.9402,6.7545,0;-1.3041,5.3879,0;-.4389,5.8892,0;2.4778,4.8447,0;1.9765,5.7099,0;-.6169,2.6079,0;-.8028,4.5227,0;.6312,3.9088,0;3.47,-.9616,0;

Duplicates DB00584_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00584_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00584_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00584_p0.sdf

Formula	C₂₀H₂₈N₂O₅
MW	376.45
InChIKey	GBXSMTUPTTWBMN-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	27
Number_Rings	2
Number_Bonds	56
Rotat_Bonds	12
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	7
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	-0.74
logP	1.9334
PSA	95.94
MR	104.654
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-203.94154
PM7_Total_Energy_ev	-4684.28522
PM7_Electronic_Energy_ev	-38892.44353
PM7_Dipole_Debye	5.82264
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.334
PM7_LUMO_Energy_ev	0.394
PM7_COSMO_Area_square_ang	409.04
PM7_COSMO_Volue_cubic_ang	474.28
PM7_Electron_Affinity_ev	-0.394
PM7_Ionization_Energy_ev	9.334
PM7_Energy_Gap_ev	9.728
PM7_Global_Hardness_ev	4.864
PM7_Global_Softness_ev	0.20559210526315788
PM7_Chemical_Potential_ev	-4.47
PM7_Electronigativity_ev	4.47
PM7_Back_Donation_Energy_ev	-1.216
PM7_Electrophilicity_ev	2.0539576480263158
OPENEYE_Name	(2~{S})-1-[(2~{S})-2-[[(1~{S})-1-ethoxycarbonyl-3-phenyl-propyl]amino]propanoyl]pyrrolidine-2-carboxylic acid
SMILES	c1ccc(cc1)CCC(C(=O)OCC)NC(C(=O)N2CCCC2C(=O)O)C
Canonical_SMILES	CCOC(=O)[C@@H](N[C@H](C(=O)N1CCC[C@H]1C(=O)O)C)CCc1ccccc1
InChI	1/C20H28N2O5/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)21-14(2)18(23)22-13-7-10-17(22)19(24)25/h4-6,8-9,14,16-17,21H,3,7,10-13H2,1-2H3,(H,24,25)/f/h24H
InChI_3D	1S/C20H28N2O5/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)21-14(2)18(23)22-13-7-10-17(22)19(24)25/h4-6,8-9,14,16-17,21H,3,7,10-13H2,1-2H3,(H,24,25)/t14-,16-,17-/m0/s1
AuxInfo	1/1/N:14,15,18,1,2,3,10,4,5,11,16,17,12,19,6,20,13,8,7,9,22,21,24,23,26,25,27/E:(5,6)(8,9)(24,25)/F:14,15,18,1,2,3,10,4,5,11,16,17,12,19,6,20,13,8,7,9,22,21,24,26,23,25,27/E:(5,6)(8,9)/rA:55cCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;s10;s10;s7s11;;;s6;s16;s14;s8s15;s9s17;s8s12s13;s19s20;d7;d8;d9;s7;s9s18;s1;s2;s3;s4;s5;s10;s10;s11;s11;s12;s12;s13;s14;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s22;s26;/rC:-2.882,9.1086,0;-3.3832,8.2433,0;-1.882,9.1131,0;-2.8793,7.3735,0;-1.378,8.2433,0;-1.8741,7.3691,0;2.9108,.2372,0;.4993,2.5426,0;.4951,5.2746,0;;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;3.0924,5.7786,0;-1.2343,3.54,0;-1.3728,6.5038,0;-.8715,5.6386,0;2.2271,5.2773,0;-.3675,3.0413,0;-.3702,4.7733,0;.5008,1.5426,0;.1312,3.9081,0;3.7208,.8236,0;1.3645,3.0439,0;.4936,6.2746,0;3.0136,-.7575,0;1.3619,4.776,0;-3.1327,9.5413,0;-3.8832,8.2432,0;-1.6333,9.5468,0;-3.1299,6.9408,0;-.878,8.2455,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;-.7634,.7487,0;-.5571,1.3845,0;1.5638,1.3845,0;3.3431,5.346,0;2.8417,6.2112,0;3.525,6.0293,0;-1.4836,3.1066,0;-1.6677,3.7893,0;-.985,3.9733,0;-1.8054,6.2532,0;-.9402,6.7545,0;-1.3041,5.3879,0;-.4389,5.8892,0;2.4778,4.8447,0;1.9765,5.7099,0;-.6169,2.6079,0;-.8028,4.5227,0;.6312,3.9088,0;3.47,-.9616,0;
Duplicates	DB00584_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00584_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00584_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00584_p0.sdf