CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08232_t1 (7803)

Formula C₂₁H₁₅N₄O₅

MW 403.37

InChIKey BVBGZXXLVHYBKI-ZVNRQLBONA-M

Entry_Date 2023-09-01

Net_Charge -1

Number_Atoms 46

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 49

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 9

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 3.71

logP 4.8244

PSA 158.05

MR 113.76

ABS 0.11

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -78.07782

PM7_Total_Energy_ev -5001.77293

PM7_Electronic_Energy_ev -38332.05841

PM7_Dipole_Debye 15.20521

PM7_Point_Group C1

PM7_HOMO_Energy_ev -5.187

PM7_LUMO_Energy_ev 0.664

PM7_COSMO_Area_square_ang 399.38

PM7_COSMO_Volue_cubic_ang 444.89

PM7_Electron_Affinity_ev -0.664

PM7_Ionization_Energy_ev 5.187

PM7_Energy_Gap_ev 5.851

PM7_Global_Hardness_ev 2.9255

PM7_Global_Softness_ev 0.34182191078448126

PM7_Chemical_Potential_ev -2.2615

PM7_Electronigativity_ev 2.2615

PM7_Back_Donation_Energy_ev -0.731375

PM7_Electrophilicity_ev 0.8741039565886173

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

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)/p-1/fC21H15N4O5/h22H2/q-1

InChI_3D 1S/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)

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:m/E:m/CRV:25.5/rA:45nCCCCCCCCCCCCCCCCCCCCCNNNNOOOOO-HHHHHHHHHHHHHHH/rB:d1;;s1;d3;;;;;s2d8;d6s10;s7;s6d7;s9;s3d14;d4s8;s11d12;d9s12;s5;;s13s20;s14d19;s15s18;s19;s16;d25;d20;d25;s17;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s21;s21;s23;s24;s24;s29;/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;

Duplicates DB08232_t1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08232_t1.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08232_t1.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08232_t1.sdf

Formula	C₂₁H₁₅N₄O₅
MW	403.37
InChIKey	BVBGZXXLVHYBKI-ZVNRQLBONA-M
Entry_Date	2023-09-01
Net_Charge	-1
Number_Atoms	46
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	49
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	9
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	3.71
logP	4.8244
PSA	158.05
MR	113.76
ABS	0.11
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-78.07782
PM7_Total_Energy_ev	-5001.77293
PM7_Electronic_Energy_ev	-38332.05841
PM7_Dipole_Debye	15.20521
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-5.187
PM7_LUMO_Energy_ev	0.664
PM7_COSMO_Area_square_ang	399.38
PM7_COSMO_Volue_cubic_ang	444.89
PM7_Electron_Affinity_ev	-0.664
PM7_Ionization_Energy_ev	5.187
PM7_Energy_Gap_ev	5.851
PM7_Global_Hardness_ev	2.9255
PM7_Global_Softness_ev	0.34182191078448126
PM7_Chemical_Potential_ev	-2.2615
PM7_Electronigativity_ev	2.2615
PM7_Back_Donation_Energy_ev	-0.731375
PM7_Electrophilicity_ev	0.8741039565886173
OPENEYE_Name	2-[3-(5-amino-1~{H}-pyrrolo[3,2-b]pyridin-2-yl)-4-hydroxy-5-(3-nitrophenyl)phenyl]acetate
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)/p-1/fC21H15N4O5/h22H2/q-1
InChI_3D	1S/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)
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:m/E:m/CRV:25.5/rA:45nCCCCCCCCCCCCCCCCCCCCCNNNNOOOOO-HHHHHHHHHHHHHHH/rB:d1;;s1;d3;;;;;s2d8;d6s10;s7;s6d7;s9;s3d14;d4s8;s11d12;d9s12;s5;;s13s20;s14d19;s15s18;s19;s16;d25;d20;d25;s17;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s21;s21;s23;s24;s24;s29;/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;
Duplicates	DB08232_t1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08232_t1.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08232_t1.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08232_t1.sdf