CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08232_t0 (7802)

Formula C₂₁H₁₆N₄O₅

MW 404.38

InChIKey BVBGZXXLVHYBKI-LKZWBKFGNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 50

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 9

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 1.39

logP 4.7158

PSA 161.89

MR 112.179

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -37.50955

PM7_Total_Energy_ev -5013.33656

PM7_Electronic_Energy_ev -38630.01056

PM7_Dipole_Debye 5.20702

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.644

PM7_LUMO_Energy_ev -1.288

PM7_COSMO_Area_square_ang 403.58

PM7_COSMO_Volue_cubic_ang 448.9

PM7_Electron_Affinity_ev 1.288

PM7_Ionization_Energy_ev 8.644

PM7_Energy_Gap_ev 7.356

PM7_Global_Hardness_ev 3.678

PM7_Global_Softness_ev 0.27188689505165853

PM7_Chemical_Potential_ev -4.966

PM7_Electronigativity_ev 4.966

PM7_Back_Donation_Energy_ev -0.9195

PM7_Electrophilicity_ev 3.352522566612289

OPENEYE_Name 2-[3-(5-amino-1~{H}-pyrrolo[3,2-b]pyridin-2-yl)-4-hydroxy-5-(3-nitrophenyl)phenyl]acetic acid

SMILES c1cc(cc(c1)[N+](=O)[O-])c2cc(cc(c2O)c3cc4c([nH]3)ccc(n4)N)CC(=O)O

Canonical_SMILES OC(=O)Cc1cc(c2cc3c([nH]2)ccc(n3)N)c(c(c1)c1cccc(c1)[N](=O)O)O

InChI 1/C21H16N4O5/c22-19-5-4-16-18(24-19)10-17(23-16)15-7-11(8-20(26)27)6-14(21(15)28)12-2-1-3-13(9-12)25(29)30/h1-7,9-10,23,28H,8H2,(H2,22,24)(H,26,27)/f/h26H,22H2

InChI_3D 1S/C21H17N4O5/c22-19-5-4-16-18(24-19)10-17(23-16)15-7-11(8-20(26)27)6-14(21(15)28)12-2-1-3-13(9-12)25(29)30/h1-7,9-10,23,28H,8H2,(H2,22,24)(H,26,27)(H,29,30)

AuxInfo 1/1/N:1,2,4,3,5,6,7,21,8,9,13,10,16,11,12,15,18,14,19,20,17,24,23,22,25,27,30,29,26,28/E:(26,27)(29,30)/F:1,2,4,3,5,6,7,21,8,9,13,10,16,11,12,15,18,14,19,20,17,24,23,22,25,30,27,29,26,28/E:(29,30)/CRV:25.5/rA:46nCCCCCCCCCCCCCCCCCCCCCNNNN+O-OOOOHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;;;;;s2d8;d6s10;s7;s6d7;s9;s3d14;d4s8;s11d12;d9s12;s5;;s13s20;s14d19;s15s18;s19;s16;s25;d20;d25;s17;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s21;s21;s23;s24;s24;s29;s30;/rC:7.8051,-3.0859,0;7.2961,-2.225,0;.868,.5079,0;7.3089,-3.9601,0;;6.2909,-.4945,0;4.7858,.3685,0;5.8,-3.1038,0;2.6938,-1.3184,0;6.2961,-2.2295,0;5.791,-1.3665,0;4.2858,-.5035,0;5.7858,.3686,0;1.736,-1.0071,0;1.736,0,0;6.3039,-3.9735,0;4.7859,-1.3755,0;3.2858,-.5036,0;0,-1.0058,0;6.7806,2.1037,0;6.2832,1.2361,0;.868,-1.5037,0;2.6938,.311,0;-.8653,-1.507,0;5.8103,-4.8432,0;6.3167,-5.7055,0;7.7806,2.1067,0;4.8103,-4.8506,0;4.2885,-2.243,0;6.278,2.9682,0;8.305,-3.0815,0;7.5429,-1.7902,0;.868,1.0079,0;7.5634,-4.3905,0;-.4337,.2487,0;6.7909,-.4922,0;4.5351,.8011,0;5.3,-3.106,0;2.8483,-1.7939,0;5.8494,1.4848,0;6.717,.9874,0;2.8483,.7865,0;-.8646,-2.007,0;-1.2987,-1.2576,0;3.7885,-2.2445,0;6.5267,3.4019,0;

Duplicates DB08232_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08232_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08232_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08232_t0.sdf

Formula	C₂₁H₁₆N₄O₅
MW	404.38
InChIKey	BVBGZXXLVHYBKI-LKZWBKFGNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	50
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	9
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	1.39
logP	4.7158
PSA	161.89
MR	112.179
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-37.50955
PM7_Total_Energy_ev	-5013.33656
PM7_Electronic_Energy_ev	-38630.01056
PM7_Dipole_Debye	5.20702
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.644
PM7_LUMO_Energy_ev	-1.288
PM7_COSMO_Area_square_ang	403.58
PM7_COSMO_Volue_cubic_ang	448.9
PM7_Electron_Affinity_ev	1.288
PM7_Ionization_Energy_ev	8.644
PM7_Energy_Gap_ev	7.356
PM7_Global_Hardness_ev	3.678
PM7_Global_Softness_ev	0.27188689505165853
PM7_Chemical_Potential_ev	-4.966
PM7_Electronigativity_ev	4.966
PM7_Back_Donation_Energy_ev	-0.9195
PM7_Electrophilicity_ev	3.352522566612289
OPENEYE_Name	2-[3-(5-amino-1~{H}-pyrrolo[3,2-b]pyridin-2-yl)-4-hydroxy-5-(3-nitrophenyl)phenyl]acetic acid
SMILES	c1cc(cc(c1)[N+](=O)[O-])c2cc(cc(c2O)c3cc4c([nH]3)ccc(n4)N)CC(=O)O
Canonical_SMILES	OC(=O)Cc1cc(c2cc3c([nH]2)ccc(n3)N)c(c(c1)c1cccc(c1)[N](=O)O)O
InChI	1/C21H16N4O5/c22-19-5-4-16-18(24-19)10-17(23-16)15-7-11(8-20(26)27)6-14(21(15)28)12-2-1-3-13(9-12)25(29)30/h1-7,9-10,23,28H,8H2,(H2,22,24)(H,26,27)/f/h26H,22H2
InChI_3D	1S/C21H17N4O5/c22-19-5-4-16-18(24-19)10-17(23-16)15-7-11(8-20(26)27)6-14(21(15)28)12-2-1-3-13(9-12)25(29)30/h1-7,9-10,23,28H,8H2,(H2,22,24)(H,26,27)(H,29,30)
AuxInfo	1/1/N:1,2,4,3,5,6,7,21,8,9,13,10,16,11,12,15,18,14,19,20,17,24,23,22,25,27,30,29,26,28/E:(26,27)(29,30)/F:1,2,4,3,5,6,7,21,8,9,13,10,16,11,12,15,18,14,19,20,17,24,23,22,25,30,27,29,26,28/E:(29,30)/CRV:25.5/rA:46nCCCCCCCCCCCCCCCCCCCCCNNNN+O-OOOOHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;;;;;s2d8;d6s10;s7;s6d7;s9;s3d14;d4s8;s11d12;d9s12;s5;;s13s20;s14d19;s15s18;s19;s16;s25;d20;d25;s17;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s21;s21;s23;s24;s24;s29;s30;/rC:7.8051,-3.0859,0;7.2961,-2.225,0;.868,.5079,0;7.3089,-3.9601,0;;6.2909,-.4945,0;4.7858,.3685,0;5.8,-3.1038,0;2.6938,-1.3184,0;6.2961,-2.2295,0;5.791,-1.3665,0;4.2858,-.5035,0;5.7858,.3686,0;1.736,-1.0071,0;1.736,0,0;6.3039,-3.9735,0;4.7859,-1.3755,0;3.2858,-.5036,0;0,-1.0058,0;6.7806,2.1037,0;6.2832,1.2361,0;.868,-1.5037,0;2.6938,.311,0;-.8653,-1.507,0;5.8103,-4.8432,0;6.3167,-5.7055,0;7.7806,2.1067,0;4.8103,-4.8506,0;4.2885,-2.243,0;6.278,2.9682,0;8.305,-3.0815,0;7.5429,-1.7902,0;.868,1.0079,0;7.5634,-4.3905,0;-.4337,.2487,0;6.7909,-.4922,0;4.5351,.8011,0;5.3,-3.106,0;2.8483,-1.7939,0;5.8494,1.4848,0;6.717,.9874,0;2.8483,.7865,0;-.8646,-2.007,0;-1.2987,-1.2576,0;3.7885,-2.2445,0;6.5267,3.4019,0;
Duplicates	DB08232_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08232_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08232_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08232_t0.sdf