CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04667_p0_t0 (4984)

Formula C₁₇H₁₆N₅O₄

MW 354.34

InChIKey XQYFXZGKDDMSCJ-IQBABFTENA-M

Entry_Date 2023-09-01

Net_Charge -1

Number_Atoms 43

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 45

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 9

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -0.48

logP 1.4177

PSA 147.12

MR 92.4679

ABS 0.56

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -94.45251

PM7_Total_Energy_ev -4416.38842

PM7_Electronic_Energy_ev -33955.11848

PM7_Dipole_Debye 12.32422

PM7_Point_Group C1

PM7_HOMO_Energy_ev -6.206

PM7_LUMO_Energy_ev 0.728

PM7_COSMO_Area_square_ang 342.44

PM7_COSMO_Volue_cubic_ang 404.97

PM7_Electron_Affinity_ev -0.728

PM7_Ionization_Energy_ev 6.206

PM7_Energy_Gap_ev 6.934

PM7_Global_Hardness_ev 3.467

PM7_Global_Softness_ev 0.2884338044418806

PM7_Chemical_Potential_ev -2.739

PM7_Electronigativity_ev 2.739

PM7_Back_Donation_Energy_ev -0.86675

PM7_Electrophilicity_ev 1.081932650706663

OPENEYE_Name 2-[2-[(1~{S})-1-amino-2-(1~{H}-imidazol-5-yl)ethyl]-5-hydroxy-4-[(4-oxocyclohexa-2,5-dien-1-ylidene)methyl]imidazol-1-yl]acetate

SMILES c1c([nH]cn1)CC(c2nc(c(n2CC(=O)[O-])O)C=C3C=CC(=O)C=C3)N

Canonical_SMILES OC(=O)Cn1c(O)c(nc1[C@H](Cc1cnc[nH]1)N)/C=C/1C=CC(=O)C=C1

InChI 1/C17H17N5O4/c18-13(6-11-7-19-9-20-11)16-21-14(17(26)22(16)8-15(24)25)5-10-1-3-12(23)4-2-10/h1-5,7,9,13,26H,6,8,18H2,(H,19,20)(H,24,25)/p-1/fC17H16N5O4/h20H/q-1

InChI_3D 1S/C17H17N5O4/c18-13(6-11-7-19-9-20-11)16-21-14(17(26)22(16)8-15(24)25)5-10-1-3-12(23)4-2-10/h1-5,7,9,13,26H,6,8,18H2,(H,19,20)(H,24,25)/t13-/m0/s1

AuxInfo 1/1/N:7,8,9,10,13,15,1,16,2,11,4,12,17,3,14,6,5,22,18,20,19,21,24,23,25,26/E:(1,2)(3,4)(24,25)/F:m/E:m/rA:42cCCCCCCCCCCCCCCCCCNNNNNO-OOOHHHHHHHHHHHHHHHH/rB:;;d1;d3;;;;d7;d8;s7s8;s9s10;s3d11;;s4;s14;s6s15;s1d2;s3d6;s2s4;s5s6s16;s17;s14;d12;d14;s5;s1;s2;s7;s8;s9;s10;s13;s15;s15;s16;s16;s17;s20;s22;s22;s26;/rC:;1.3131,.9519,0;-4.4722,2.831,0;-.3065,.9519,0;-4.7796,1.8794,0;-3.16,1.8779,0;-3.6591,4.6555,0;-5.2444,5.3606,0;-3.2506,5.574,0;-4.8359,6.279,0;-4.6539,4.5535,0;-3.8369,6.3904,0;-5.0603,3.6398,0;-3.9779,-.7121,0;-1.2577,1.2606,0;-3.9755,.2879,0;-2.2089,1.5692,0;1.0014,0,0;-3.4708,2.83,0;.5007,1.5426,0;-3.973,1.2879,0;-1.9002,2.5204,0;-4.8452,-1.2099,0;-3.4306,7.3041,0;-3.1131,-1.2142,0;-5.7311,1.5716,0;-.2944,-.4041,0;1.7888,1.1058,0;-3.3657,4.2507,0;-5.7416,5.3074,0;-2.7532,5.6249,0;-5.1311,6.6826,0;-5.5576,3.5873,0;-1.412,.785,0;-1.1034,1.7361,0;-3.4755,.2867,0;-4.4755,.2892,0;-2.3632,1.0936,0;.4999,2.0426,0;-2.2349,2.8918,0;-1.4112,2.6245,0;-6.1022,1.9067,0;

Duplicates DB04667_p0_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04667_p0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04667_p0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04667_p0_t0.sdf

Formula	C₁₇H₁₆N₅O₄
MW	354.34
InChIKey	XQYFXZGKDDMSCJ-IQBABFTENA-M
Entry_Date	2023-09-01
Net_Charge	-1
Number_Atoms	43
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	45
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	9
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-0.48
logP	1.4177
PSA	147.12
MR	92.4679
ABS	0.56
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-94.45251
PM7_Total_Energy_ev	-4416.38842
PM7_Electronic_Energy_ev	-33955.11848
PM7_Dipole_Debye	12.32422
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-6.206
PM7_LUMO_Energy_ev	0.728
PM7_COSMO_Area_square_ang	342.44
PM7_COSMO_Volue_cubic_ang	404.97
PM7_Electron_Affinity_ev	-0.728
PM7_Ionization_Energy_ev	6.206
PM7_Energy_Gap_ev	6.934
PM7_Global_Hardness_ev	3.467
PM7_Global_Softness_ev	0.2884338044418806
PM7_Chemical_Potential_ev	-2.739
PM7_Electronigativity_ev	2.739
PM7_Back_Donation_Energy_ev	-0.86675
PM7_Electrophilicity_ev	1.081932650706663
OPENEYE_Name	2-[2-[(1~{S})-1-amino-2-(1~{H}-imidazol-5-yl)ethyl]-5-hydroxy-4-[(4-oxocyclohexa-2,5-dien-1-ylidene)methyl]imidazol-1-yl]acetate
SMILES	c1c([nH]cn1)CC(c2nc(c(n2CC(=O)[O-])O)C=C3C=CC(=O)C=C3)N
Canonical_SMILES	OC(=O)Cn1c(O)c(nc1[C@H](Cc1cnc[nH]1)N)/C=C/1C=CC(=O)C=C1
InChI	1/C17H17N5O4/c18-13(6-11-7-19-9-20-11)16-21-14(17(26)22(16)8-15(24)25)5-10-1-3-12(23)4-2-10/h1-5,7,9,13,26H,6,8,18H2,(H,19,20)(H,24,25)/p-1/fC17H16N5O4/h20H/q-1
InChI_3D	1S/C17H17N5O4/c18-13(6-11-7-19-9-20-11)16-21-14(17(26)22(16)8-15(24)25)5-10-1-3-12(23)4-2-10/h1-5,7,9,13,26H,6,8,18H2,(H,19,20)(H,24,25)/t13-/m0/s1
AuxInfo	1/1/N:7,8,9,10,13,15,1,16,2,11,4,12,17,3,14,6,5,22,18,20,19,21,24,23,25,26/E:(1,2)(3,4)(24,25)/F:m/E:m/rA:42cCCCCCCCCCCCCCCCCCNNNNNO-OOOHHHHHHHHHHHHHHHH/rB:;;d1;d3;;;;d7;d8;s7s8;s9s10;s3d11;;s4;s14;s6s15;s1d2;s3d6;s2s4;s5s6s16;s17;s14;d12;d14;s5;s1;s2;s7;s8;s9;s10;s13;s15;s15;s16;s16;s17;s20;s22;s22;s26;/rC:;1.3131,.9519,0;-4.4722,2.831,0;-.3065,.9519,0;-4.7796,1.8794,0;-3.16,1.8779,0;-3.6591,4.6555,0;-5.2444,5.3606,0;-3.2506,5.574,0;-4.8359,6.279,0;-4.6539,4.5535,0;-3.8369,6.3904,0;-5.0603,3.6398,0;-3.9779,-.7121,0;-1.2577,1.2606,0;-3.9755,.2879,0;-2.2089,1.5692,0;1.0014,0,0;-3.4708,2.83,0;.5007,1.5426,0;-3.973,1.2879,0;-1.9002,2.5204,0;-4.8452,-1.2099,0;-3.4306,7.3041,0;-3.1131,-1.2142,0;-5.7311,1.5716,0;-.2944,-.4041,0;1.7888,1.1058,0;-3.3657,4.2507,0;-5.7416,5.3074,0;-2.7532,5.6249,0;-5.1311,6.6826,0;-5.5576,3.5873,0;-1.412,.785,0;-1.1034,1.7361,0;-3.4755,.2867,0;-4.4755,.2892,0;-2.3632,1.0936,0;.4999,2.0426,0;-2.2349,2.8918,0;-1.4112,2.6245,0;-6.1022,1.9067,0;
Duplicates	DB04667_p0_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04667_p0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04667_p0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04667_p0_t0.sdf