CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03686_p0_t0 (3972)

Formula C₁₇H₂₂N₄O₈S

MW 442.44

InChIKey OAWORKDPTSAMBZ-WWIKDJRGNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 30

Number_Rings 1

Number_Bonds 53

Rotat_Bonds 16

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 12

HB_Donor 5

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 12

Lipinski_Violations 1

XLogP3 0

XLogP -5.65

logP 1.6024

PSA 233.78

MR 106.565

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -253.14805

PM7_Total_Energy_ev -5667.6845

PM7_Electronic_Energy_ev -45010.80457

PM7_Dipole_Debye 3.16592

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.159

PM7_LUMO_Energy_ev -1.51

PM7_COSMO_Area_square_ang 406.94

PM7_COSMO_Volue_cubic_ang 500.83

PM7_Electron_Affinity_ev 1.51

PM7_Ionization_Energy_ev 9.159

PM7_Energy_Gap_ev 7.649

PM7_Global_Hardness_ev 3.8245

PM7_Global_Softness_ev 0.2614720878546215

PM7_Chemical_Potential_ev -5.3345

PM7_Electronigativity_ev 5.3345

PM7_Back_Donation_Energy_ev -0.956125

PM7_Electrophilicity_ev 3.720341253758661

OPENEYE_Name (2~{S})-2-amino-5-[[(1~{R})-2-(carboxymethylamino)-1-[(4-nitrophenyl)methylsulfanylmethyl]-2-oxo-ethyl]amino]-5-oxo-pentanoic acid

SMILES c1cc(ccc1CSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)[N+](=O)[O-]

Canonical_SMILES O=C(N[C@H](C(=O)NCC(=O)O)CSCc1ccc(cc1)[N](=O)O)CC[C@@H](C(=O)O)N

InChI 1/C17H22N4O8S/c18-12(17(26)27)5-6-14(22)20-13(16(25)19-7-15(23)24)9-30-8-10-1-3-11(4-2-10)21(28)29/h1-4,12-13H,5-9,18H2,(H,19,25)(H,20,22)(H,23,24)(H,26,27)/f/h19-20,23,26H

InChI_3D 1S/C17H23N4O8S/c18-12(17(26)27)5-6-14(22)20-13(16(25)19-7-15(23)24)9-30-8-10-1-3-11(4-2-10)21(28)29/h1-4,12-13H,5-9,18H2,(H,19,25)(H,20,22)(H,23,24)(H,26,27)(H,28,29)/t12-,13-/m0/s1

AuxInfo 1/1/N:1,2,3,4,14,12,13,11,15,5,6,17,16,7,9,8,10,18,19,20,21,23,25,28,24,26,29,22,27,30/E:(1,2)(3,4)(23,24)(26,27)(28,29)/F:1,2,3,4,14,12,13,11,15,5,6,17,16,7,9,8,10,18,19,20,21,23,28,25,24,29,26,22,27,30/E:(1,2)(3,4)(28,29)/CRV:21.5/rA:52cCCCCCCCCCCCCCCCCCNNNN+O-OOOOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;;s5;s7;s9;s12;;s8s15;s10s14;s17;s8s13;s7s16;s6;s21;d7;d8;d9;d10;d21;s9;s10;s11s15;s1;s2;s3;s4;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s18;s19;s20;s28;s29;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,2.0104,0;-1.5,-3.134,0;0,-5,0;.866,-7.5,0;-4.5,-2.134,0;0,-1,0;-2.5,-3.134,0;.866,-6.5,0;-3.5,-3.134,0;0,-3,0;0,-4,0;-4.5,-3.134,0;-5.5,-3.134,0;.866,-5.5,0;-1,-4,0;0,3.0104,0;-.866,3.5104,0;-1,-2.2679,0;-.866,-5.5,0;0,-8,0;-5.366,-1.634,0;.866,3.5104,0;1.7321,-8,0;-3.634,-1.634,0;0,-2,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;.5,-1,0;-.5,-1,0;-2.5,-2.634,0;-2.5,-3.634,0;.366,-6.5,0;1.366,-6.5,0;-3.5,-2.634,0;-3.5,-3.634,0;-.5,-3,0;.5,-3,0;.5,-4,0;-4.5,-3.634,0;-5.75,-2.701,0;-5.75,-3.567,0;1.299,-5.25,0;-1.25,-4.433,0;1.7321,-8.5,0;-3.634,-1.134,0;

Duplicates DB03686_p0_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03686_p0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03686_p0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03686_p0_t0.sdf

Formula	C₁₇H₂₂N₄O₈S
MW	442.44
InChIKey	OAWORKDPTSAMBZ-WWIKDJRGNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	30
Number_Rings	1
Number_Bonds	53
Rotat_Bonds	16
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	12
HB_Donor	5
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	12
Lipinski_Violations	1
XLogP3	0
XLogP	-5.65
logP	1.6024
PSA	233.78
MR	106.565
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-253.14805
PM7_Total_Energy_ev	-5667.6845
PM7_Electronic_Energy_ev	-45010.80457
PM7_Dipole_Debye	3.16592
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.159
PM7_LUMO_Energy_ev	-1.51
PM7_COSMO_Area_square_ang	406.94
PM7_COSMO_Volue_cubic_ang	500.83
PM7_Electron_Affinity_ev	1.51
PM7_Ionization_Energy_ev	9.159
PM7_Energy_Gap_ev	7.649
PM7_Global_Hardness_ev	3.8245
PM7_Global_Softness_ev	0.2614720878546215
PM7_Chemical_Potential_ev	-5.3345
PM7_Electronigativity_ev	5.3345
PM7_Back_Donation_Energy_ev	-0.956125
PM7_Electrophilicity_ev	3.720341253758661
OPENEYE_Name	(2~{S})-2-amino-5-[[(1~{R})-2-(carboxymethylamino)-1-[(4-nitrophenyl)methylsulfanylmethyl]-2-oxo-ethyl]amino]-5-oxo-pentanoic acid
SMILES	c1cc(ccc1CSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)[N+](=O)[O-]
Canonical_SMILES	O=C(N[C@H](C(=O)NCC(=O)O)CSCc1ccc(cc1)[N](=O)O)CC[C@@H](C(=O)O)N
InChI	1/C17H22N4O8S/c18-12(17(26)27)5-6-14(22)20-13(16(25)19-7-15(23)24)9-30-8-10-1-3-11(4-2-10)21(28)29/h1-4,12-13H,5-9,18H2,(H,19,25)(H,20,22)(H,23,24)(H,26,27)/f/h19-20,23,26H
InChI_3D	1S/C17H23N4O8S/c18-12(17(26)27)5-6-14(22)20-13(16(25)19-7-15(23)24)9-30-8-10-1-3-11(4-2-10)21(28)29/h1-4,12-13H,5-9,18H2,(H,19,25)(H,20,22)(H,23,24)(H,26,27)(H,28,29)/t12-,13-/m0/s1
AuxInfo	1/1/N:1,2,3,4,14,12,13,11,15,5,6,17,16,7,9,8,10,18,19,20,21,23,25,28,24,26,29,22,27,30/E:(1,2)(3,4)(23,24)(26,27)(28,29)/F:1,2,3,4,14,12,13,11,15,5,6,17,16,7,9,8,10,18,19,20,21,23,28,25,24,29,26,22,27,30/E:(1,2)(3,4)(28,29)/CRV:21.5/rA:52cCCCCCCCCCCCCCCCCCNNNN+O-OOOOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;;s5;s7;s9;s12;;s8s15;s10s14;s17;s8s13;s7s16;s6;s21;d7;d8;d9;d10;d21;s9;s10;s11s15;s1;s2;s3;s4;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s18;s19;s20;s28;s29;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,2.0104,0;-1.5,-3.134,0;0,-5,0;.866,-7.5,0;-4.5,-2.134,0;0,-1,0;-2.5,-3.134,0;.866,-6.5,0;-3.5,-3.134,0;0,-3,0;0,-4,0;-4.5,-3.134,0;-5.5,-3.134,0;.866,-5.5,0;-1,-4,0;0,3.0104,0;-.866,3.5104,0;-1,-2.2679,0;-.866,-5.5,0;0,-8,0;-5.366,-1.634,0;.866,3.5104,0;1.7321,-8,0;-3.634,-1.634,0;0,-2,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;.5,-1,0;-.5,-1,0;-2.5,-2.634,0;-2.5,-3.634,0;.366,-6.5,0;1.366,-6.5,0;-3.5,-2.634,0;-3.5,-3.634,0;-.5,-3,0;.5,-3,0;.5,-4,0;-4.5,-3.634,0;-5.75,-2.701,0;-5.75,-3.567,0;1.299,-5.25,0;-1.25,-4.433,0;1.7321,-8.5,0;-3.634,-1.134,0;
Duplicates	DB03686_p0_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03686_p0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03686_p0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03686_p0_t0.sdf