CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5185908_p0 (2527724)

Formula C₂₂H₂₂FN₃O₃

MW 395.43

InChIKey JWXDPNXPYJLHQU-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 6

HB_Donor 3

HB_Acceptor 2

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.82

logP 3.8093

PSA 77.59

MR 111.79

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -34.7412

PM7_Total_Energy_ev -4906.25966

PM7_Electronic_Energy_ev -36962.07495

PM7_Dipole_Debye 4.03911

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.358

PM7_LUMO_Energy_ev -0.36

PM7_COSMO_Area_square_ang 411.1

PM7_COSMO_Volue_cubic_ang 458.76

PM7_Electron_Affinity_ev 0.36

PM7_Ionization_Energy_ev 8.358

PM7_Energy_Gap_ev 7.998

PM7_Global_Hardness_ev 3.999

PM7_Global_Softness_ev 0.25006251562890724

PM7_Chemical_Potential_ev -4.359

PM7_Electronigativity_ev 4.359

PM7_Back_Donation_Energy_ev -0.99975

PM7_Electrophilicity_ev 2.3757040510127534

OPENEYE_Name 2-[4-[[(1~{R})-4-(4-fluoro-1~{H}-indol-3-yl)-3,6-dihydro-2~{H}-pyridin-1-yl]methyl]phenoxy]ethanehydroxamic acid

SMILES c1cc2c(c(c[nH]2)C3=CCN(CC3)Cc4ccc(cc4)OCC(=O)NO)c(c1)F

Canonical_SMILES ONC(=O)COc1ccc(cc1)CN1CCC(=CC1)c1c[nH]c2c1c(F)ccc2

InChI 1/C22H22FN3O3/c23-19-2-1-3-20-22(19)18(12-24-20)16-8-10-26(11-9-16)13-15-4-6-17(7-5-15)29-14-21(27)25-28/h1-8,12,24,28H,9-11,13-14H2,(H,25,27)/f/h25H

InChI_3D 1S/C22H22FN3O3/c23-19-2-1-3-20-22(19)18(12-24-20)16-8-10-26(11-9-16)13-15-4-6-17(7-5-15)29-14-21(27)25-28/h1-8,12,24,28H,9-11,13-14H2,(H,25,27)

AuxInfo 1/1/N:1,7,4,2,3,5,6,15,19,18,20,8,21,22,11,16,13,10,14,12,17,9,29,23,25,24,26,27,28/E:(4,5)(6,7)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNNOOOFHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;s1;;;d8s9;s2d3;s4d9;s5d6;d7s9;;s10d15;;s15;s16;s19;s11;s17;s8s12;s18s20s21;s17;d17;s25;s13s22;s14;s1;s2;s3;s4;s5;s6;s7;s8;s15;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s25;s27;/rC:0,1.0058,0;5.2206,-5.2829,0;3.5705,-5.8189,0;.868,1.5138,0;5.5312,-6.2389,0;3.8811,-6.775,0;;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;4.2419,-5.0777,0;1.736,1.0058,0;4.863,-6.9898,0;.868,-.4978,0;3.9815,-1.4687,0;3.0028,-1.2636,0;7.1283,-8.3568,0;4.2921,-2.4247,0;2.3314,-2.0048,0;2.642,-2.9608,0;3.9329,-4.1267,0;6.1501,-8.1488,0;2.6938,1.3169,0;3.6239,-3.1756,0;7.7974,-7.6137,0;7.4372,-9.3078,0;8.7756,-7.8216,0;5.172,-7.9409,0;.8675,-1.4978,0;-.4337,1.2545,0;5.5547,-4.9108,0;3.0816,-5.7143,0;.868,2.0138,0;6.0206,-6.3414,0;3.5454,-7.1455,0;-.4327,-.2506,0;3.7858,.5023,0;4.3156,-1.0967,0;4.7331,-2.1891,0;4.6015,-2.8175,0;1.8897,-2.239,0;2.0244,-1.6101,0;2.6226,-3.4604,0;2.1467,-3.0294,0;3.4574,-4.2812,0;4.4084,-3.9722,0;6.0461,-8.6379,0;6.2541,-7.6597,0;2.8483,1.7924,0;7.6429,-7.1381,0;9.1102,-7.4501,0;

Duplicates CHEMBL5185908_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185908_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185908_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185908_p0.sdf

Formula	C₂₂H₂₂FN₃O₃
MW	395.43
InChIKey	JWXDPNXPYJLHQU-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	6
HB_Donor	3
HB_Acceptor	2
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.82
logP	3.8093
PSA	77.59
MR	111.79
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-34.7412
PM7_Total_Energy_ev	-4906.25966
PM7_Electronic_Energy_ev	-36962.07495
PM7_Dipole_Debye	4.03911
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.358
PM7_LUMO_Energy_ev	-0.36
PM7_COSMO_Area_square_ang	411.1
PM7_COSMO_Volue_cubic_ang	458.76
PM7_Electron_Affinity_ev	0.36
PM7_Ionization_Energy_ev	8.358
PM7_Energy_Gap_ev	7.998
PM7_Global_Hardness_ev	3.999
PM7_Global_Softness_ev	0.25006251562890724
PM7_Chemical_Potential_ev	-4.359
PM7_Electronigativity_ev	4.359
PM7_Back_Donation_Energy_ev	-0.99975
PM7_Electrophilicity_ev	2.3757040510127534
OPENEYE_Name	2-[4-[[(1~{R})-4-(4-fluoro-1~{H}-indol-3-yl)-3,6-dihydro-2~{H}-pyridin-1-yl]methyl]phenoxy]ethanehydroxamic acid
SMILES	c1cc2c(c(c[nH]2)C3=CCN(CC3)Cc4ccc(cc4)OCC(=O)NO)c(c1)F
Canonical_SMILES	ONC(=O)COc1ccc(cc1)CN1CCC(=CC1)c1c[nH]c2c1c(F)ccc2
InChI	1/C22H22FN3O3/c23-19-2-1-3-20-22(19)18(12-24-20)16-8-10-26(11-9-16)13-15-4-6-17(7-5-15)29-14-21(27)25-28/h1-8,12,24,28H,9-11,13-14H2,(H,25,27)/f/h25H
InChI_3D	1S/C22H22FN3O3/c23-19-2-1-3-20-22(19)18(12-24-20)16-8-10-26(11-9-16)13-15-4-6-17(7-5-15)29-14-21(27)25-28/h1-8,12,24,28H,9-11,13-14H2,(H,25,27)
AuxInfo	1/1/N:1,7,4,2,3,5,6,15,19,18,20,8,21,22,11,16,13,10,14,12,17,9,29,23,25,24,26,27,28/E:(4,5)(6,7)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNNOOOFHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;s1;;;d8s9;s2d3;s4d9;s5d6;d7s9;;s10d15;;s15;s16;s19;s11;s17;s8s12;s18s20s21;s17;d17;s25;s13s22;s14;s1;s2;s3;s4;s5;s6;s7;s8;s15;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s25;s27;/rC:0,1.0058,0;5.2206,-5.2829,0;3.5705,-5.8189,0;.868,1.5138,0;5.5312,-6.2389,0;3.8811,-6.775,0;;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;4.2419,-5.0777,0;1.736,1.0058,0;4.863,-6.9898,0;.868,-.4978,0;3.9815,-1.4687,0;3.0028,-1.2636,0;7.1283,-8.3568,0;4.2921,-2.4247,0;2.3314,-2.0048,0;2.642,-2.9608,0;3.9329,-4.1267,0;6.1501,-8.1488,0;2.6938,1.3169,0;3.6239,-3.1756,0;7.7974,-7.6137,0;7.4372,-9.3078,0;8.7756,-7.8216,0;5.172,-7.9409,0;.8675,-1.4978,0;-.4337,1.2545,0;5.5547,-4.9108,0;3.0816,-5.7143,0;.868,2.0138,0;6.0206,-6.3414,0;3.5454,-7.1455,0;-.4327,-.2506,0;3.7858,.5023,0;4.3156,-1.0967,0;4.7331,-2.1891,0;4.6015,-2.8175,0;1.8897,-2.239,0;2.0244,-1.6101,0;2.6226,-3.4604,0;2.1467,-3.0294,0;3.4574,-4.2812,0;4.4084,-3.9722,0;6.0461,-8.6379,0;6.2541,-7.6597,0;2.8483,1.7924,0;7.6429,-7.1381,0;9.1102,-7.4501,0;
Duplicates	CHEMBL5185908_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185908_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185908_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185908_p0.sdf