CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07837 (7330)

Formula C₂₅H₁₈N₂O₂

MW 378.43

InChIKey SWXKLXXVFMYMDP-VEORKLDJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 29

Number_Rings 5

Number_Bonds 51

Rotat_Bonds 5

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 4.95

logP 5.6772

PSA 65.98

MR 116.017

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 29.51317

PM7_Total_Energy_ev -4275.8638

PM7_Electronic_Energy_ev -33612.04929

PM7_Dipole_Debye 2.48458

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.636

PM7_LUMO_Energy_ev -0.843

PM7_COSMO_Area_square_ang 400.07

PM7_COSMO_Volue_cubic_ang 445.98

PM7_Electron_Affinity_ev 0.843

PM7_Ionization_Energy_ev 8.636

PM7_Energy_Gap_ev 7.793

PM7_Global_Hardness_ev 3.8965

PM7_Global_Softness_ev 0.25664057487488773

PM7_Chemical_Potential_ev -4.7395

PM7_Electronigativity_ev 4.7395

PM7_Back_Donation_Energy_ev -0.974125

PM7_Electrophilicity_ev 2.882440683947132

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

SMILES c1ccc2cc(ccc2c1)c3cc4c(c[nH]c4nc3)c5ccc(cc5)CC(=O)O

Canonical_SMILES OC(=O)Cc1ccc(cc1)c1c[nH]c2c1cc(cn2)c1ccc2c(c1)cccc2

InChI 1/C25H18N2O2/c28-24(29)11-16-5-7-18(8-6-16)23-15-27-25-22(23)13-21(14-26-25)20-10-9-17-3-1-2-4-19(17)12-20/h1-10,12-15H,11H2,(H,26,27)(H,28,29)/f/h27-28H

InChI_3D 1S/C25H18N2O2/c28-24(29)11-16-5-7-18(8-6-16)23-15-27-25-22(23)13-21(14-26-25)20-10-9-17-3-1-2-4-19(17)12-20/h1-10,12-15H,11H2,(H,26,27)(H,28,29)

AuxInfo 1/1/N:1,2,3,4,9,10,7,8,5,6,25,11,12,13,14,22,15,18,16,19,20,17,21,24,23,26,27,28,29/E:(5,6)(7,8)(28,29)/F:1,2,3,4,9,10,7,8,5,6,25,11,12,13,14,22,15,18,16,19,20,17,21,24,23,26,27,29,28/E:(5,6)(7,8)/rA:47nCCCCCCCCCCCCCCCCCCCCCCCCCNNOOHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;;d7;s8;;;;;d3s5;d4s11s15;d12;s7d8;s6d11;s12d13s19;d14s17s18;s9d10;s17;;s22s24;s13d23;s14s23;d24;s24;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s25;s25;s27;s29;/rC:-3.4837,4.0006,0;-2.6141,4.5057,0;-3.4782,3.0001,0;-1.739,4.0103,0;-2.6072,1.4985,0;-1.7365,.997,0;2.3316,3.0091,0;3.9816,2.4729,0;2.6422,3.9651,0;4.2923,3.4289,0;-.8694,2.511,0;.868,1.5137,0;;3.2858,.5022,0;-2.6112,2.4985,0;-1.7422,3.0048,0;1.736,1.0058,0;3.0029,2.2678,0;-.8675,1.5033,0;0,1.0058,0;2.6938,1.3168,0;3.6242,4.1798,0;1.736,-.0013,0;4.2423,6.0819,0;3.9332,5.1309,0;.868,-.4979,0;2.6938,-.3126,0;5.2204,6.2898,0;3.5732,6.8251,0;-3.9177,4.2488,0;-2.6168,5.0057,0;-3.9106,2.749,0;-1.3067,4.2614,0;-3.0396,1.2474,0;-1.7352,.497,0;1.8426,2.9044,0;4.3156,2.1008,0;2.3066,4.3357,0;4.7817,3.5314,0;-.4377,2.7633,0;.868,2.0137,0;-.4327,-.2506,0;3.7858,.5022,0;3.4577,5.2854,0;4.4087,4.9763,0;2.8483,-.7881,0;3.7277,7.3006,0;

Duplicates DB07837

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07837.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07837.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07837.sdf

Formula	C₂₅H₁₈N₂O₂
MW	378.43
InChIKey	SWXKLXXVFMYMDP-VEORKLDJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	29
Number_Rings	5
Number_Bonds	51
Rotat_Bonds	5
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	4.95
logP	5.6772
PSA	65.98
MR	116.017
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	29.51317
PM7_Total_Energy_ev	-4275.8638
PM7_Electronic_Energy_ev	-33612.04929
PM7_Dipole_Debye	2.48458
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.636
PM7_LUMO_Energy_ev	-0.843
PM7_COSMO_Area_square_ang	400.07
PM7_COSMO_Volue_cubic_ang	445.98
PM7_Electron_Affinity_ev	0.843
PM7_Ionization_Energy_ev	8.636
PM7_Energy_Gap_ev	7.793
PM7_Global_Hardness_ev	3.8965
PM7_Global_Softness_ev	0.25664057487488773
PM7_Chemical_Potential_ev	-4.7395
PM7_Electronigativity_ev	4.7395
PM7_Back_Donation_Energy_ev	-0.974125
PM7_Electrophilicity_ev	2.882440683947132
OPENEYE_Name	2-[4-[5-(2-naphthyl)-1~{H}-pyrrolo[2,3-b]pyridin-3-yl]phenyl]acetic acid
SMILES	c1ccc2cc(ccc2c1)c3cc4c(c[nH]c4nc3)c5ccc(cc5)CC(=O)O
Canonical_SMILES	OC(=O)Cc1ccc(cc1)c1c[nH]c2c1cc(cn2)c1ccc2c(c1)cccc2
InChI	1/C25H18N2O2/c28-24(29)11-16-5-7-18(8-6-16)23-15-27-25-22(23)13-21(14-26-25)20-10-9-17-3-1-2-4-19(17)12-20/h1-10,12-15H,11H2,(H,26,27)(H,28,29)/f/h27-28H
InChI_3D	1S/C25H18N2O2/c28-24(29)11-16-5-7-18(8-6-16)23-15-27-25-22(23)13-21(14-26-25)20-10-9-17-3-1-2-4-19(17)12-20/h1-10,12-15H,11H2,(H,26,27)(H,28,29)
AuxInfo	1/1/N:1,2,3,4,9,10,7,8,5,6,25,11,12,13,14,22,15,18,16,19,20,17,21,24,23,26,27,28,29/E:(5,6)(7,8)(28,29)/F:1,2,3,4,9,10,7,8,5,6,25,11,12,13,14,22,15,18,16,19,20,17,21,24,23,26,27,29,28/E:(5,6)(7,8)/rA:47nCCCCCCCCCCCCCCCCCCCCCCCCCNNOOHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;;d7;s8;;;;;d3s5;d4s11s15;d12;s7d8;s6d11;s12d13s19;d14s17s18;s9d10;s17;;s22s24;s13d23;s14s23;d24;s24;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s25;s25;s27;s29;/rC:-3.4837,4.0006,0;-2.6141,4.5057,0;-3.4782,3.0001,0;-1.739,4.0103,0;-2.6072,1.4985,0;-1.7365,.997,0;2.3316,3.0091,0;3.9816,2.4729,0;2.6422,3.9651,0;4.2923,3.4289,0;-.8694,2.511,0;.868,1.5137,0;;3.2858,.5022,0;-2.6112,2.4985,0;-1.7422,3.0048,0;1.736,1.0058,0;3.0029,2.2678,0;-.8675,1.5033,0;0,1.0058,0;2.6938,1.3168,0;3.6242,4.1798,0;1.736,-.0013,0;4.2423,6.0819,0;3.9332,5.1309,0;.868,-.4979,0;2.6938,-.3126,0;5.2204,6.2898,0;3.5732,6.8251,0;-3.9177,4.2488,0;-2.6168,5.0057,0;-3.9106,2.749,0;-1.3067,4.2614,0;-3.0396,1.2474,0;-1.7352,.497,0;1.8426,2.9044,0;4.3156,2.1008,0;2.3066,4.3357,0;4.7817,3.5314,0;-.4377,2.7633,0;.868,2.0137,0;-.4327,-.2506,0;3.7858,.5022,0;3.4577,5.2854,0;4.4087,4.9763,0;2.8483,-.7881,0;3.7277,7.3006,0;
Duplicates	DB07837
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07837.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07837.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07837.sdf