CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08191 (7759)

Formula C₂₀H₁₄N₂O₂

MW 314.34

InChIKey KSFDVNIKNYXUIP-PDJAEHLQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 38

Number_Heavy_Atoms 24

Number_Rings 4

Number_Bonds 41

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 4

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 3.81

logP 4.5951

PSA 65.98

MR 93.925

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 16.11637

PM7_Total_Energy_ev -3607.73784

PM7_Electronic_Energy_ev -25577.44023

PM7_Dipole_Debye 1.88597

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.983

PM7_LUMO_Energy_ev -0.953

PM7_COSMO_Area_square_ang 333.58

PM7_COSMO_Volue_cubic_ang 365.76

PM7_Electron_Affinity_ev 0.953

PM7_Ionization_Energy_ev 8.983

PM7_Energy_Gap_ev 8.03

PM7_Global_Hardness_ev 4.015

PM7_Global_Softness_ev 0.24906600249066002

PM7_Chemical_Potential_ev -4.968

PM7_Electronigativity_ev 4.968

PM7_Back_Donation_Energy_ev -1.00375

PM7_Electrophilicity_ev 3.07360199252802

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

SMILES c1ccc(cc1)c2cc3c(c[nH]c3nc2)c4ccc(cc4)C(=O)O

Canonical_SMILES OC(=O)c1ccc(cc1)c1c[nH]c2c1cc(cn2)c1ccccc1

InChI 1/C20H14N2O2/c23-20(24)15-8-6-14(7-9-15)18-12-22-19-17(18)10-16(11-21-19)13-4-2-1-3-5-13/h1-12H,(H,21,22)(H,23,24)/f/h22-23H

InChI_3D 1S/C20H14N2O2/c23-20(24)15-8-6-14(7-9-15)18-12-22-19-17(18)10-16(11-21-19)13-4-2-1-3-5-13/h1-12H,(H,21,22)(H,23,24)

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,9,10,11,12,14,15,18,16,13,17,19,20,21,22,23,24/E:(2,3)(4,5)(6,7)(8,9)(23,24)/F:1,2,3,4,5,6,7,8,9,10,11,12,14,15,18,16,13,17,19,20,21,22,24,23/E:(2,3)(4,5)(6,7)(8,9)/rA:38nCCCCCCCCCCCCCCCCCCCCNNOOHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;;;;d10;d4s5;s6d7;s10d11s14;d12s13s15;s8d9;s13;s18;s11d19;s12s19;d20;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s22;s24;/rC:-2.6115,2.5034,0;-1.7483,3.0084,0;-2.6114,1.5034,0;-.8763,2.5084,0;-1.7395,1.0033,0;2.3316,3.0091,0;3.9816,2.4729,0;2.6422,3.9651,0;4.2923,3.4289,0;.868,1.5137,0;;3.2858,.5022,0;1.736,1.0058,0;-.8675,1.5033,0;3.0029,2.2678,0;0,1.0058,0;2.6938,1.3168,0;3.6242,4.1798,0;1.736,-.0013,0;3.9332,5.1309,0;.868,-.4979,0;2.6938,-.3126,0;4.9114,5.3388,0;3.2641,5.874,0;-3.0452,2.7521,0;-1.7505,3.5084,0;-3.0441,1.2527,0;-.4448,2.7609,0;-1.7395,.5033,0;1.8426,2.9044,0;4.3156,2.1008,0;2.3066,4.3357,0;4.7817,3.5314,0;.868,2.0137,0;-.4327,-.2506,0;3.7858,.5022,0;2.8483,-.7881,0;3.4186,6.3496,0;

Duplicates DB08191

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08191.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08191.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08191.sdf

Formula	C₂₀H₁₄N₂O₂
MW	314.34
InChIKey	KSFDVNIKNYXUIP-PDJAEHLQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	38
Number_Heavy_Atoms	24
Number_Rings	4
Number_Bonds	41
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	4
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	3.81
logP	4.5951
PSA	65.98
MR	93.925
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	16.11637
PM7_Total_Energy_ev	-3607.73784
PM7_Electronic_Energy_ev	-25577.44023
PM7_Dipole_Debye	1.88597
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.983
PM7_LUMO_Energy_ev	-0.953
PM7_COSMO_Area_square_ang	333.58
PM7_COSMO_Volue_cubic_ang	365.76
PM7_Electron_Affinity_ev	0.953
PM7_Ionization_Energy_ev	8.983
PM7_Energy_Gap_ev	8.03
PM7_Global_Hardness_ev	4.015
PM7_Global_Softness_ev	0.24906600249066002
PM7_Chemical_Potential_ev	-4.968
PM7_Electronigativity_ev	4.968
PM7_Back_Donation_Energy_ev	-1.00375
PM7_Electrophilicity_ev	3.07360199252802
OPENEYE_Name	4-(5-phenyl-1~{H}-pyrrolo[2,3-b]pyridin-3-yl)benzoic acid
SMILES	c1ccc(cc1)c2cc3c(c[nH]c3nc2)c4ccc(cc4)C(=O)O
Canonical_SMILES	OC(=O)c1ccc(cc1)c1c[nH]c2c1cc(cn2)c1ccccc1
InChI	1/C20H14N2O2/c23-20(24)15-8-6-14(7-9-15)18-12-22-19-17(18)10-16(11-21-19)13-4-2-1-3-5-13/h1-12H,(H,21,22)(H,23,24)/f/h22-23H
InChI_3D	1S/C20H14N2O2/c23-20(24)15-8-6-14(7-9-15)18-12-22-19-17(18)10-16(11-21-19)13-4-2-1-3-5-13/h1-12H,(H,21,22)(H,23,24)
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,9,10,11,12,14,15,18,16,13,17,19,20,21,22,23,24/E:(2,3)(4,5)(6,7)(8,9)(23,24)/F:1,2,3,4,5,6,7,8,9,10,11,12,14,15,18,16,13,17,19,20,21,22,24,23/E:(2,3)(4,5)(6,7)(8,9)/rA:38nCCCCCCCCCCCCCCCCCCCCNNOOHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;;;;d10;d4s5;s6d7;s10d11s14;d12s13s15;s8d9;s13;s18;s11d19;s12s19;d20;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s22;s24;/rC:-2.6115,2.5034,0;-1.7483,3.0084,0;-2.6114,1.5034,0;-.8763,2.5084,0;-1.7395,1.0033,0;2.3316,3.0091,0;3.9816,2.4729,0;2.6422,3.9651,0;4.2923,3.4289,0;.868,1.5137,0;;3.2858,.5022,0;1.736,1.0058,0;-.8675,1.5033,0;3.0029,2.2678,0;0,1.0058,0;2.6938,1.3168,0;3.6242,4.1798,0;1.736,-.0013,0;3.9332,5.1309,0;.868,-.4979,0;2.6938,-.3126,0;4.9114,5.3388,0;3.2641,5.874,0;-3.0452,2.7521,0;-1.7505,3.5084,0;-3.0441,1.2527,0;-.4448,2.7609,0;-1.7395,.5033,0;1.8426,2.9044,0;4.3156,2.1008,0;2.3066,4.3357,0;4.7817,3.5314,0;.868,2.0137,0;-.4327,-.2506,0;3.7858,.5022,0;2.8483,-.7881,0;3.4186,6.3496,0;
Duplicates	DB08191
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08191.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08191.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08191.sdf