CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12562 (10331)

Formula C₂₄H₁₉FN₂O₃

MW 402.43

InChIKey IHAXLPDVOWLUOS-LBOYIXSDNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 30

Number_Rings 5

Number_Bonds 53

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 5

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.02

logP 4.1546

PSA 62.54

MR 116.394

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -78.62327

PM7_Total_Energy_ev -4927.63145

PM7_Electronic_Energy_ev -41077.09846

PM7_Dipole_Debye 3.58763

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.7

PM7_LUMO_Energy_ev -0.941

PM7_COSMO_Area_square_ang 378.91

PM7_COSMO_Volue_cubic_ang 468.98

PM7_Electron_Affinity_ev 0.941

PM7_Ionization_Energy_ev 8.7

PM7_Energy_Gap_ev 7.759

PM7_Global_Hardness_ev 3.8795

PM7_Global_Softness_ev 0.2577651759247326

PM7_Chemical_Potential_ev -4.8205

PM7_Electronigativity_ev 4.8205

PM7_Back_Donation_Energy_ev -0.969875

PM7_Electrophilicity_ev 2.994873082871504

OPENEYE_Name 2-[8-fluoro-2-(naphthalene-1-carbonyl)-3,4-dihydro-1~{H}-pyrido[4,3-b]indol-5-yl]acetic acid

SMILES c1ccc2c(c1)cccc2C(=O)N3Cc4c5cc(ccc5n(c4CC3)CC(=O)O)F

Canonical_SMILES Fc1ccc2c(c1)c1CN(CCc1n2CC(=O)O)C(=O)c1cccc2c1cccc2

InChI 1/C24H19FN2O3/c25-16-8-9-21-19(12-16)20-13-26(11-10-22(20)27(21)14-23(28)29)24(30)18-7-3-5-15-4-1-2-6-17(15)18/h1-9,12H,10-11,13-14H2,(H,28,29)/f/h28H

InChI_3D 1S/C24H19FN2O3/c25-16-8-9-21-19(12-16)20-13-26(11-10-22(20)27(21)14-23(28)29)24(30)18-7-3-5-15-4-1-2-6-17(15)18/h1-9,12H,10-11,13-14H2,(H,28,29)

AuxInfo 1/1/N:1,2,3,4,6,5,7,9,8,22,23,10,21,24,11,17,12,14,13,15,16,18,20,19,30,26,25,28,29,27/E:(28,29)/F:1,2,3,4,6,5,7,9,8,22,23,10,21,24,11,17,12,14,13,15,16,18,20,19,30,26,25,29,28,27/rA:49nCCCCCCCCCCCCCCCCCCCCCCCCNNOOOFHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2;d3;s3;;d8;;d4s6;d5s11;s10;d7s12;s13;s8d13;s9d10;d15;s14;;s15;s18;s22;s20;s16s18s24;s19s21s23;d19;d20;s20;s17;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s21;s21;s22;s22;s23;s23;s24;s24;s29;/rC:6.7208,-5.6502,0;7.0378,-4.6958,0;3.4239,-4.5527,0;5.7402,-5.849,0;6.3743,-3.9403,0;4.0925,-5.3028,0;3.7421,-3.5987,0;.6786,.7423,0;;1.2916,-1.175,0;5.0723,-5.1026,0;5.3905,-4.1486,0;1.9631,-.4291,0;4.729,-3.3949,0;2.9631,-.4326,0;1.6566,.5296,0;.3065,-.9587,0;3.2835,.528,0;5.2851,-1.7356,0;2.4638,3.122,0;3.631,-1.1862,0;4.2719,.7349,0;4.9434,-.0258,0;2.4652,2.122,0;2.4666,1.122,0;4.6229,-.9863,0;6.2652,-1.5367,0;3.3292,3.6232,0;1.5971,3.6208,0;-.3669,-1.698,0;7.0524,-6.0244,0;7.5279,-4.5965,0;2.9341,-4.6535,0;5.5827,-6.3236,0;6.5319,-3.4658,0;3.9349,-5.7773,0;3.4101,-3.2248,0;.527,1.2188,0;-.4884,.107,0;1.4445,-1.651,0;3.8138,-1.6516,0;3.2047,-1.4474,0;4.0871,1.1995,0;4.6979,.9966,0;5.2548,.3654,0;5.3829,-.2643,0;2.9652,2.1227,0;1.9652,2.1213,0;1.5964,4.1208,0;

Duplicates DB12562

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12562.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12562.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12562.sdf

Formula	C₂₄H₁₉FN₂O₃
MW	402.43
InChIKey	IHAXLPDVOWLUOS-LBOYIXSDNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	30
Number_Rings	5
Number_Bonds	53
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	5
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.02
logP	4.1546
PSA	62.54
MR	116.394
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-78.62327
PM7_Total_Energy_ev	-4927.63145
PM7_Electronic_Energy_ev	-41077.09846
PM7_Dipole_Debye	3.58763
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.7
PM7_LUMO_Energy_ev	-0.941
PM7_COSMO_Area_square_ang	378.91
PM7_COSMO_Volue_cubic_ang	468.98
PM7_Electron_Affinity_ev	0.941
PM7_Ionization_Energy_ev	8.7
PM7_Energy_Gap_ev	7.759
PM7_Global_Hardness_ev	3.8795
PM7_Global_Softness_ev	0.2577651759247326
PM7_Chemical_Potential_ev	-4.8205
PM7_Electronigativity_ev	4.8205
PM7_Back_Donation_Energy_ev	-0.969875
PM7_Electrophilicity_ev	2.994873082871504
OPENEYE_Name	2-[8-fluoro-2-(naphthalene-1-carbonyl)-3,4-dihydro-1~{H}-pyrido[4,3-b]indol-5-yl]acetic acid
SMILES	c1ccc2c(c1)cccc2C(=O)N3Cc4c5cc(ccc5n(c4CC3)CC(=O)O)F
Canonical_SMILES	Fc1ccc2c(c1)c1CN(CCc1n2CC(=O)O)C(=O)c1cccc2c1cccc2
InChI	1/C24H19FN2O3/c25-16-8-9-21-19(12-16)20-13-26(11-10-22(20)27(21)14-23(28)29)24(30)18-7-3-5-15-4-1-2-6-17(15)18/h1-9,12H,10-11,13-14H2,(H,28,29)/f/h28H
InChI_3D	1S/C24H19FN2O3/c25-16-8-9-21-19(12-16)20-13-26(11-10-22(20)27(21)14-23(28)29)24(30)18-7-3-5-15-4-1-2-6-17(15)18/h1-9,12H,10-11,13-14H2,(H,28,29)
AuxInfo	1/1/N:1,2,3,4,6,5,7,9,8,22,23,10,21,24,11,17,12,14,13,15,16,18,20,19,30,26,25,28,29,27/E:(28,29)/F:1,2,3,4,6,5,7,9,8,22,23,10,21,24,11,17,12,14,13,15,16,18,20,19,30,26,25,29,28,27/rA:49nCCCCCCCCCCCCCCCCCCCCCCCCNNOOOFHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2;d3;s3;;d8;;d4s6;d5s11;s10;d7s12;s13;s8d13;s9d10;d15;s14;;s15;s18;s22;s20;s16s18s24;s19s21s23;d19;d20;s20;s17;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s21;s21;s22;s22;s23;s23;s24;s24;s29;/rC:6.7208,-5.6502,0;7.0378,-4.6958,0;3.4239,-4.5527,0;5.7402,-5.849,0;6.3743,-3.9403,0;4.0925,-5.3028,0;3.7421,-3.5987,0;.6786,.7423,0;;1.2916,-1.175,0;5.0723,-5.1026,0;5.3905,-4.1486,0;1.9631,-.4291,0;4.729,-3.3949,0;2.9631,-.4326,0;1.6566,.5296,0;.3065,-.9587,0;3.2835,.528,0;5.2851,-1.7356,0;2.4638,3.122,0;3.631,-1.1862,0;4.2719,.7349,0;4.9434,-.0258,0;2.4652,2.122,0;2.4666,1.122,0;4.6229,-.9863,0;6.2652,-1.5367,0;3.3292,3.6232,0;1.5971,3.6208,0;-.3669,-1.698,0;7.0524,-6.0244,0;7.5279,-4.5965,0;2.9341,-4.6535,0;5.5827,-6.3236,0;6.5319,-3.4658,0;3.9349,-5.7773,0;3.4101,-3.2248,0;.527,1.2188,0;-.4884,.107,0;1.4445,-1.651,0;3.8138,-1.6516,0;3.2047,-1.4474,0;4.0871,1.1995,0;4.6979,.9966,0;5.2548,.3654,0;5.3829,-.2643,0;2.9652,2.1227,0;1.9652,2.1213,0;1.5964,4.1208,0;
Duplicates	DB12562
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12562.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12562.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12562.sdf