CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08229 (7799)

Formula C₂₀H₂₃N₃O₅

MW 385.42

InChIKey JGMMFVVACJREFE-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 28

Number_Rings 2

Number_Bonds 52

Rotat_Bonds 13

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 8

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.7

logP 1.4536

PSA 124.17

MR 101.377

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -147.05422

PM7_Total_Energy_ev -4801.64456

PM7_Electronic_Energy_ev -40009.40797

PM7_Dipole_Debye 5.72363

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.492

PM7_LUMO_Energy_ev -0.033

PM7_COSMO_Area_square_ang 389.06

PM7_COSMO_Volue_cubic_ang 465

PM7_Electron_Affinity_ev 0.033

PM7_Ionization_Energy_ev 9.492

PM7_Energy_Gap_ev 9.459

PM7_Global_Hardness_ev 4.7295

PM7_Global_Softness_ev 0.2114388413151496

PM7_Chemical_Potential_ev -4.7625

PM7_Electronigativity_ev 4.7625

PM7_Back_Donation_Energy_ev -1.182375

PM7_Electrophilicity_ev 2.397865128449096

OPENEYE_Name 2-[amino-[(3~{S})-4-(dibenzylamino)-3-hydroxy-4-oxo-butanoyl]amino]acetic acid

SMILES c1ccc(cc1)CN(C(=O)C(CC(=O)N(CC(=O)O)N)O)Cc2ccccc2

Canonical_SMILES O[C@H](C(=O)N(Cc1ccccc1)Cc1ccccc1)CC(=O)N(CC(=O)O)N

InChI 1/C20H23N3O5/c21-23(14-19(26)27)18(25)11-17(24)20(28)22(12-15-7-3-1-4-8-15)13-16-9-5-2-6-10-16/h1-10,17,24H,11-14,21H2,(H,26,27)/f/h26H

InChI_3D 1S/C20H23N3O5/c21-23(14-19(26)27)18(25)11-17(24)20(28)22(12-15-7-3-1-4-8-15)13-16-9-5-2-6-10-16/h1-10,17,24H,11-14,21H2,(H,26,27)/t17-/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,9,10,18,16,17,19,11,12,20,13,15,14,21,22,23,28,24,26,27,25/E:(1,2)(3,4,5,6)(7,8,9,10)(12,13)(15,16)(26,27)/F:1,2,3,4,5,6,7,8,9,10,18,16,17,19,11,12,20,13,15,14,21,22,23,28,24,27,26,25/E:(1,2)(3,4,5,6)(7,8,9,10)(12,13)(15,16)/rA:51cCCCCCCCCCCCCCCCCCCCCNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;;;;s11;s12;s13;s15;s14s18;;s14s16s17;s13s19s21;d13;d14;d15;s15;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s21;s27;s28;/rC:;-3.4731,6.0156,0;-.8675,.4975,0;.8675,.4975,0;-2.6085,6.5181,0;-3.476,5.0156,0;-.8675,1.5027,0;.8675,1.5027,0;-1.738,6.0155,0;-2.6055,4.513,0;0,2.0104,0;-1.7321,5.0104,0;.866,7.5104,0;.866,4.5104,0;3.4641,7.0104,0;0,3.0104,0;-.866,4.5104,0;.866,6.5104,0;2.5981,7.5104,0;.866,5.5104,0;1.732,9.0104,0;0,4.0104,0;1.732,8.0104,0;0,8.0104,0;1.7321,4.0104,0;4.3301,7.5104,0;3.4641,6.0104,0;1.866,5.5104,0;0,-.5,0;-3.9061,6.2656,0;-1.3001,.2469,0;1.3001,.2469,0;-2.6092,7.0181,0;-3.9094,4.7662,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.3057,6.2668,0;-2.607,4.013,0;-.5,3.0104,0;.5,3.0104,0;-.616,4.9434,0;-1.116,4.0774,0;.366,6.5104,0;1.366,6.5104,0;2.8481,7.9434,0;2.3481,7.0774,0;.366,5.5104,0;2.1651,9.2604,0;1.299,9.2604,0;3.8971,5.7604,0;2.116,5.0774,0;

Duplicates DB08229

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08229.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08229.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08229.sdf

Formula	C₂₀H₂₃N₃O₅
MW	385.42
InChIKey	JGMMFVVACJREFE-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	28
Number_Rings	2
Number_Bonds	52
Rotat_Bonds	13
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	8
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.7
logP	1.4536
PSA	124.17
MR	101.377
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-147.05422
PM7_Total_Energy_ev	-4801.64456
PM7_Electronic_Energy_ev	-40009.40797
PM7_Dipole_Debye	5.72363
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.492
PM7_LUMO_Energy_ev	-0.033
PM7_COSMO_Area_square_ang	389.06
PM7_COSMO_Volue_cubic_ang	465
PM7_Electron_Affinity_ev	0.033
PM7_Ionization_Energy_ev	9.492
PM7_Energy_Gap_ev	9.459
PM7_Global_Hardness_ev	4.7295
PM7_Global_Softness_ev	0.2114388413151496
PM7_Chemical_Potential_ev	-4.7625
PM7_Electronigativity_ev	4.7625
PM7_Back_Donation_Energy_ev	-1.182375
PM7_Electrophilicity_ev	2.397865128449096
OPENEYE_Name	2-[amino-[(3~{S})-4-(dibenzylamino)-3-hydroxy-4-oxo-butanoyl]amino]acetic acid
SMILES	c1ccc(cc1)CN(C(=O)C(CC(=O)N(CC(=O)O)N)O)Cc2ccccc2
Canonical_SMILES	O[C@H](C(=O)N(Cc1ccccc1)Cc1ccccc1)CC(=O)N(CC(=O)O)N
InChI	1/C20H23N3O5/c21-23(14-19(26)27)18(25)11-17(24)20(28)22(12-15-7-3-1-4-8-15)13-16-9-5-2-6-10-16/h1-10,17,24H,11-14,21H2,(H,26,27)/f/h26H
InChI_3D	1S/C20H23N3O5/c21-23(14-19(26)27)18(25)11-17(24)20(28)22(12-15-7-3-1-4-8-15)13-16-9-5-2-6-10-16/h1-10,17,24H,11-14,21H2,(H,26,27)/t17-/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,9,10,18,16,17,19,11,12,20,13,15,14,21,22,23,28,24,26,27,25/E:(1,2)(3,4,5,6)(7,8,9,10)(12,13)(15,16)(26,27)/F:1,2,3,4,5,6,7,8,9,10,18,16,17,19,11,12,20,13,15,14,21,22,23,28,24,27,26,25/E:(1,2)(3,4,5,6)(7,8,9,10)(12,13)(15,16)/rA:51cCCCCCCCCCCCCCCCCCCCCNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;;;;s11;s12;s13;s15;s14s18;;s14s16s17;s13s19s21;d13;d14;d15;s15;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s21;s27;s28;/rC:;-3.4731,6.0156,0;-.8675,.4975,0;.8675,.4975,0;-2.6085,6.5181,0;-3.476,5.0156,0;-.8675,1.5027,0;.8675,1.5027,0;-1.738,6.0155,0;-2.6055,4.513,0;0,2.0104,0;-1.7321,5.0104,0;.866,7.5104,0;.866,4.5104,0;3.4641,7.0104,0;0,3.0104,0;-.866,4.5104,0;.866,6.5104,0;2.5981,7.5104,0;.866,5.5104,0;1.732,9.0104,0;0,4.0104,0;1.732,8.0104,0;0,8.0104,0;1.7321,4.0104,0;4.3301,7.5104,0;3.4641,6.0104,0;1.866,5.5104,0;0,-.5,0;-3.9061,6.2656,0;-1.3001,.2469,0;1.3001,.2469,0;-2.6092,7.0181,0;-3.9094,4.7662,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.3057,6.2668,0;-2.607,4.013,0;-.5,3.0104,0;.5,3.0104,0;-.616,4.9434,0;-1.116,4.0774,0;.366,6.5104,0;1.366,6.5104,0;2.8481,7.9434,0;2.3481,7.0774,0;.366,5.5104,0;2.1651,9.2604,0;1.299,9.2604,0;3.8971,5.7604,0;2.116,5.0774,0;
Duplicates	DB08229
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08229.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08229.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08229.sdf