CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02558 (2835)

Formula C₂₁H₂₄N₂O₄S

MW 400.49

InChIKey CNILVMARPONFBX-QFRPWYMZNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 28

Number_Rings 2

Number_Bonds 53

Rotat_Bonds 13

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 6

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.06

logP 2.6261

PSA 134.3

MR 110.055

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -141.16715

PM7_Total_Energy_ev -4634.76864

PM7_Electronic_Energy_ev -38692.78296

PM7_Dipole_Debye 3.68665

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.115

PM7_LUMO_Energy_ev -0.62

PM7_COSMO_Area_square_ang 405.18

PM7_COSMO_Volue_cubic_ang 498.95

PM7_Electron_Affinity_ev 0.62

PM7_Ionization_Energy_ev 9.115

PM7_Energy_Gap_ev 8.495

PM7_Global_Hardness_ev 4.2475

PM7_Global_Softness_ev 0.23543260741612712

PM7_Chemical_Potential_ev -4.8675

PM7_Electronigativity_ev 4.8675

PM7_Back_Donation_Energy_ev -1.061875

PM7_Electrophilicity_ev 2.7890001471453796

OPENEYE_Name (2~{S})-2-[[(2~{S})-3-phenyl-2-[[(2~{R})-3-phenyl-2-sulfanyl-propanoyl]amino]propanoyl]amino]propanoic acid

SMILES c1ccc(cc1)CC(C(=O)NC(C(=O)O)C)NC(=O)C(Cc2ccccc2)S

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

InChI 1/C21H24N2O4S/c1-14(21(26)27)22-19(24)17(12-15-8-4-2-5-9-15)23-20(25)18(28)13-16-10-6-3-7-11-16/h2-11,14,17-18,28H,12-13H2,1H3,(H,22,24)(H,23,25)(H,26,27)/f/h22-23,26H

InChI_3D 1S/C21H24N2O4S/c1-14(21(26)27)22-19(24)17(12-15-8-4-2-5-9-15)23-20(25)18(28)13-16-10-6-3-7-11-16/h2-11,14,17-18,28H,12-13H2,1H3,(H,22,24)(H,23,25)(H,26,27)/t14-,17-,18+/m0/s1

AuxInfo 1/1/N:16,1,2,3,4,5,6,7,8,9,10,17,18,21,11,12,19,20,13,14,15,23,22,24,25,26,27,28/E:(4,5)(6,7)(8,9)(10,11)(26,27)/F:16,1,2,3,4,5,6,7,8,9,10,17,18,21,11,12,19,20,13,14,15,23,22,24,25,27,26,28/E:(4,5)(6,7)(8,9)(10,11)/rA:52cCCCCCCCCCCCCCCCCCCCCCNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;;;;;s11;s12;s13s17;s14s18;s15s16;s14s19;s13s21;d13;d14;d15;s15;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s16;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s23;s27;s28;/rC:;3.8764,5.5104,0;-.8675,.4975,0;.8675,.4975,0;3.3789,6.3779,0;3.3789,4.6429,0;-.8675,1.5027,0;.8675,1.5027,0;2.3737,6.3779,0;2.3737,4.6429,0;0,2.0104,0;1.866,5.5104,0;-2,3.0104,0;-.134,4.5104,0;-3.5,1.1444,0;-4.5,2.1444,0;0,3.0104,0;.866,5.5104,0;-1,3.0104,0;-.134,5.5104,0;-3.5,2.1444,0;-1,4.0104,0;-2.5,2.1444,0;-2.5,3.8764,0;.7321,4.0104,0;-2.634,.6444,0;-4.366,.6444,0;-.134,6.5104,0;0,-.5,0;4.3764,5.5104,0;-1.3001,.2469,0;1.3001,.2469,0;3.6296,6.8105,0;3.6296,4.2102,0;-1.3012,1.7514,0;1.3012,1.7514,0;2.125,6.8116,0;2.125,4.2092,0;-4.5,2.6444,0;-4.5,1.6444,0;-5,2.1444,0;0,3.5104,0;.5,3.0104,0;.866,6.0104,0;.866,5.0104,0;-1,2.5104,0;-.634,5.5104,0;-3.5,2.6444,0;-1.433,4.2604,0;-2.25,1.7114,0;-4.366,.1444,0;-.567,6.7604,0;

Duplicates DB02558

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02558.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02558.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02558.sdf

Formula	C₂₁H₂₄N₂O₄S
MW	400.49
InChIKey	CNILVMARPONFBX-QFRPWYMZNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	28
Number_Rings	2
Number_Bonds	53
Rotat_Bonds	13
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	6
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.06
logP	2.6261
PSA	134.3
MR	110.055
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-141.16715
PM7_Total_Energy_ev	-4634.76864
PM7_Electronic_Energy_ev	-38692.78296
PM7_Dipole_Debye	3.68665
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.115
PM7_LUMO_Energy_ev	-0.62
PM7_COSMO_Area_square_ang	405.18
PM7_COSMO_Volue_cubic_ang	498.95
PM7_Electron_Affinity_ev	0.62
PM7_Ionization_Energy_ev	9.115
PM7_Energy_Gap_ev	8.495
PM7_Global_Hardness_ev	4.2475
PM7_Global_Softness_ev	0.23543260741612712
PM7_Chemical_Potential_ev	-4.8675
PM7_Electronigativity_ev	4.8675
PM7_Back_Donation_Energy_ev	-1.061875
PM7_Electrophilicity_ev	2.7890001471453796
OPENEYE_Name	(2~{S})-2-[[(2~{S})-3-phenyl-2-[[(2~{R})-3-phenyl-2-sulfanyl-propanoyl]amino]propanoyl]amino]propanoic acid
SMILES	c1ccc(cc1)CC(C(=O)NC(C(=O)O)C)NC(=O)C(Cc2ccccc2)S
Canonical_SMILES	S[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)C)Cc1ccccc1)Cc1ccccc1
InChI	1/C21H24N2O4S/c1-14(21(26)27)22-19(24)17(12-15-8-4-2-5-9-15)23-20(25)18(28)13-16-10-6-3-7-11-16/h2-11,14,17-18,28H,12-13H2,1H3,(H,22,24)(H,23,25)(H,26,27)/f/h22-23,26H
InChI_3D	1S/C21H24N2O4S/c1-14(21(26)27)22-19(24)17(12-15-8-4-2-5-9-15)23-20(25)18(28)13-16-10-6-3-7-11-16/h2-11,14,17-18,28H,12-13H2,1H3,(H,22,24)(H,23,25)(H,26,27)/t14-,17-,18+/m0/s1
AuxInfo	1/1/N:16,1,2,3,4,5,6,7,8,9,10,17,18,21,11,12,19,20,13,14,15,23,22,24,25,26,27,28/E:(4,5)(6,7)(8,9)(10,11)(26,27)/F:16,1,2,3,4,5,6,7,8,9,10,17,18,21,11,12,19,20,13,14,15,23,22,24,25,27,26,28/E:(4,5)(6,7)(8,9)(10,11)/rA:52cCCCCCCCCCCCCCCCCCCCCCNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;;;;;s11;s12;s13s17;s14s18;s15s16;s14s19;s13s21;d13;d14;d15;s15;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s16;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s23;s27;s28;/rC:;3.8764,5.5104,0;-.8675,.4975,0;.8675,.4975,0;3.3789,6.3779,0;3.3789,4.6429,0;-.8675,1.5027,0;.8675,1.5027,0;2.3737,6.3779,0;2.3737,4.6429,0;0,2.0104,0;1.866,5.5104,0;-2,3.0104,0;-.134,4.5104,0;-3.5,1.1444,0;-4.5,2.1444,0;0,3.0104,0;.866,5.5104,0;-1,3.0104,0;-.134,5.5104,0;-3.5,2.1444,0;-1,4.0104,0;-2.5,2.1444,0;-2.5,3.8764,0;.7321,4.0104,0;-2.634,.6444,0;-4.366,.6444,0;-.134,6.5104,0;0,-.5,0;4.3764,5.5104,0;-1.3001,.2469,0;1.3001,.2469,0;3.6296,6.8105,0;3.6296,4.2102,0;-1.3012,1.7514,0;1.3012,1.7514,0;2.125,6.8116,0;2.125,4.2092,0;-4.5,2.6444,0;-4.5,1.6444,0;-5,2.1444,0;0,3.5104,0;.5,3.0104,0;.866,6.0104,0;.866,5.0104,0;-1,2.5104,0;-.634,5.5104,0;-3.5,2.6444,0;-1.433,4.2604,0;-2.25,1.7114,0;-4.366,.1444,0;-.567,6.7604,0;
Duplicates	DB02558
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02558.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02558.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02558.sdf