CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03602_p0 (3883)

Formula C₁₇H₂₃N₃O₆S

MW 397.45

InChIKey XYJWEQWNNKNSFU-RMUGBOCFNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 27

Number_Rings 1

Number_Bonds 50

Rotat_Bonds 16

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 9

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -3.95

logP 1.2796

PSA 184.12

MR 99.3234

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -242.95789

PM7_Total_Energy_ev -4907.18826

PM7_Electronic_Energy_ev -37667.35564

PM7_Dipole_Debye 3.50467

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.626

PM7_LUMO_Energy_ev -0.104

PM7_COSMO_Area_square_ang 399.9

PM7_COSMO_Volue_cubic_ang 472.52

PM7_Electron_Affinity_ev 0.104

PM7_Ionization_Energy_ev 8.626

PM7_Energy_Gap_ev 8.522

PM7_Global_Hardness_ev 4.261

PM7_Global_Softness_ev 0.2346866932644919

PM7_Chemical_Potential_ev -4.365

PM7_Electronigativity_ev 4.365

PM7_Back_Donation_Energy_ev -1.06525

PM7_Electrophilicity_ev 2.2357691856371744

OPENEYE_Name (2~{S})-2-amino-5-[[(1~{R})-1-(benzylsulfanylmethyl)-2-(carboxymethylamino)-2-oxo-ethyl]amino]-5-oxo-pentanoic acid

SMILES c1ccc(cc1)CSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N

Canonical_SMILES O=C(N[C@H](C(=O)NCC(=O)O)CSCc1ccccc1)CC[C@@H](C(=O)O)N

InChI 1/C17H23N3O6S/c18-12(17(25)26)6-7-14(21)20-13(16(24)19-8-15(22)23)10-27-9-11-4-2-1-3-5-11/h1-5,12-13H,6-10,18H2,(H,19,24)(H,20,21)(H,22,23)(H,25,26)/f/h19-20,22,25H

InChI_3D 1S/C17H23N3O6S/c18-12(17(25)26)6-7-14(21)20-13(16(24)19-8-15(22)23)10-27-9-11-4-2-1-3-5-11/h1-5,12-13H,6-10,18H2,(H,19,24)(H,20,21)(H,22,23)(H,25,26)/t12-,13-/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,14,12,13,11,15,6,17,16,7,9,8,10,18,19,20,21,23,25,22,24,26,27/E:(2,3)(4,5)(22,23)(25,26)/F:1,2,3,4,5,14,12,13,11,15,6,17,16,7,9,8,10,18,19,20,21,25,23,22,26,24,27/E:(2,3)(4,5)/rA:50cCCCCCCCCCCCCCCCCCNNNOOOOOOSHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;s6;s7;s9;s12;;s8s15;s10s14;s17;s8s13;s7s16;d7;d8;d9;d10;s9;s10;s11s15;s1;s2;s3;s4;s5;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s18;s19;s20;s25;s26;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;-1.5,5.1444,0;0,7.0104,0;.866,9.5104,0;-4.5,4.1444,0;0,3.0104,0;-2.5,5.1444,0;.866,8.5104,0;-3.5,5.1444,0;0,5.0104,0;0,6.0104,0;-4.5,5.1444,0;-5.5,5.1444,0;.866,7.5104,0;-1,6.0104,0;-1,4.2783,0;-.866,7.5104,0;0,10.0104,0;-5.366,3.6444,0;1.732,10.0104,0;-3.634,3.6444,0;0,4.0104,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;.5,3.0104,0;-.5,3.0104,0;-2.5,4.6444,0;-2.5,5.6444,0;.366,8.5104,0;1.366,8.5104,0;-3.5,4.6444,0;-3.5,5.6444,0;-.5,5.0104,0;.5,5.0104,0;.5,6.0104,0;-4.5,5.6444,0;-5.75,4.7114,0;-5.75,5.5774,0;1.299,7.2604,0;-1.25,6.4434,0;1.732,10.5104,0;-3.634,3.1444,0;

Duplicates DB03602_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03602_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03602_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03602_p0.sdf

Formula	C₁₇H₂₃N₃O₆S
MW	397.45
InChIKey	XYJWEQWNNKNSFU-RMUGBOCFNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	27
Number_Rings	1
Number_Bonds	50
Rotat_Bonds	16
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	9
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-3.95
logP	1.2796
PSA	184.12
MR	99.3234
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-242.95789
PM7_Total_Energy_ev	-4907.18826
PM7_Electronic_Energy_ev	-37667.35564
PM7_Dipole_Debye	3.50467
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.626
PM7_LUMO_Energy_ev	-0.104
PM7_COSMO_Area_square_ang	399.9
PM7_COSMO_Volue_cubic_ang	472.52
PM7_Electron_Affinity_ev	0.104
PM7_Ionization_Energy_ev	8.626
PM7_Energy_Gap_ev	8.522
PM7_Global_Hardness_ev	4.261
PM7_Global_Softness_ev	0.2346866932644919
PM7_Chemical_Potential_ev	-4.365
PM7_Electronigativity_ev	4.365
PM7_Back_Donation_Energy_ev	-1.06525
PM7_Electrophilicity_ev	2.2357691856371744
OPENEYE_Name	(2~{S})-2-amino-5-[[(1~{R})-1-(benzylsulfanylmethyl)-2-(carboxymethylamino)-2-oxo-ethyl]amino]-5-oxo-pentanoic acid
SMILES	c1ccc(cc1)CSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N
Canonical_SMILES	O=C(N[C@H](C(=O)NCC(=O)O)CSCc1ccccc1)CC[C@@H](C(=O)O)N
InChI	1/C17H23N3O6S/c18-12(17(25)26)6-7-14(21)20-13(16(24)19-8-15(22)23)10-27-9-11-4-2-1-3-5-11/h1-5,12-13H,6-10,18H2,(H,19,24)(H,20,21)(H,22,23)(H,25,26)/f/h19-20,22,25H
InChI_3D	1S/C17H23N3O6S/c18-12(17(25)26)6-7-14(21)20-13(16(24)19-8-15(22)23)10-27-9-11-4-2-1-3-5-11/h1-5,12-13H,6-10,18H2,(H,19,24)(H,20,21)(H,22,23)(H,25,26)/t12-,13-/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,14,12,13,11,15,6,17,16,7,9,8,10,18,19,20,21,23,25,22,24,26,27/E:(2,3)(4,5)(22,23)(25,26)/F:1,2,3,4,5,14,12,13,11,15,6,17,16,7,9,8,10,18,19,20,21,25,23,22,26,24,27/E:(2,3)(4,5)/rA:50cCCCCCCCCCCCCCCCCCNNNOOOOOOSHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;s6;s7;s9;s12;;s8s15;s10s14;s17;s8s13;s7s16;d7;d8;d9;d10;s9;s10;s11s15;s1;s2;s3;s4;s5;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s18;s19;s20;s25;s26;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;-1.5,5.1444,0;0,7.0104,0;.866,9.5104,0;-4.5,4.1444,0;0,3.0104,0;-2.5,5.1444,0;.866,8.5104,0;-3.5,5.1444,0;0,5.0104,0;0,6.0104,0;-4.5,5.1444,0;-5.5,5.1444,0;.866,7.5104,0;-1,6.0104,0;-1,4.2783,0;-.866,7.5104,0;0,10.0104,0;-5.366,3.6444,0;1.732,10.0104,0;-3.634,3.6444,0;0,4.0104,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;.5,3.0104,0;-.5,3.0104,0;-2.5,4.6444,0;-2.5,5.6444,0;.366,8.5104,0;1.366,8.5104,0;-3.5,4.6444,0;-3.5,5.6444,0;-.5,5.0104,0;.5,5.0104,0;.5,6.0104,0;-4.5,5.6444,0;-5.75,4.7114,0;-5.75,5.5774,0;1.299,7.2604,0;-1.25,6.4434,0;1.732,10.5104,0;-3.634,3.1444,0;
Duplicates	DB03602_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03602_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03602_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03602_p0.sdf