CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5197464 (2540337)

Formula C₂₁H₂₁FN₂O₄

MW 384.41

InChIKey BUPBMKIVJYJXQB-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 28

Number_Rings 2

Number_Bonds 50

Rotat_Bonds 9

Unbranched_Chain 4

Chiral_Centers 0

ONatoms 6

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.02

logP 4.65718

PSA 91.58

MR 104.015

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -140.84265

PM7_Total_Energy_ev -4881.25019

PM7_Electronic_Energy_ev -37260.11784

PM7_Dipole_Debye 3.19269

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.928

PM7_LUMO_Energy_ev -0.94

PM7_COSMO_Area_square_ang 407.48

PM7_COSMO_Volue_cubic_ang 447.46

PM7_Electron_Affinity_ev 0.94

PM7_Ionization_Energy_ev 8.928

PM7_Energy_Gap_ev 7.988

PM7_Global_Hardness_ev 3.994

PM7_Global_Softness_ev 0.25037556334501754

PM7_Chemical_Potential_ev -4.934

PM7_Electronigativity_ev 4.934

PM7_Back_Donation_Energy_ev -0.9985

PM7_Electrophilicity_ev 3.0476159238858287

OPENEYE_Name (~{Z})-2-cyano-~{N}-[2-fluoro-4-(3-methoxyphenyl)-5-propoxy-phenyl]-3-hydroxy-but-2-enamide

SMILES C(#N)C(=C(C)O)C(=O)Nc1cc(c(cc1F)c2cccc(c2)OC)OCCC

Canonical_SMILES CCCOc1cc(NC(=O)/C(=C(O)/C)/C#N)c(cc1c1cccc(c1)OC)F

InChI 1/C21H21FN2O4/c1-4-8-28-20-11-19(24-21(26)17(12-23)13(2)25)18(22)10-16(20)14-6-5-7-15(9-14)27-3/h5-7,9-11,25H,4,8H2,1-3H3,(H,24,26)/f/h24H

InChI_3D 1S/C21H21FN2O4/c1-4-8-28-20-11-19(24-21(26)17(12-23)13(2)25)18(22)10-16(20)14-6-5-7-15(9-14)27-3/h5-7,9-11,25H,4,8H2,1-3H3,(H,24,26)/b17-13-

AuxInfo 1/1/N:18,17,19,20,2,3,4,21,5,6,7,1,15,8,11,9,14,13,10,12,16,28,22,23,25,24,26,27/F:m/rA:49nCCCCCCCCCCCCCCCCCCCCCNNOOOOFHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;;;s3d5;d6s8;s7;d4s5;d7s9;s6d10;s1;w14;s14;s15;;;s18;s20;t1;s10s16;d16;s15;s11s19;s12s21;s13;s2;s3;s4;s5;s6;s7;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s23;s25;/rC:6.0572,-2.5239,0;-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;2.6048,.4963,0;2.5959,-1.5088,0;.8675,.4975,0;1.7328,-.0038,0;3.4679,-1.0087,0;0,2.0104,0;1.7328,-1.0038,0;3.4768,-.0036,0;6.063,-1.5239,0;6.932,-1.029,0;5.1999,-1.0189,0;7.795,-1.5341,0;.8566,-4.5013,0;-.866,3.5104,0;.8595,-3.5013,0;.8624,-2.5013,0;6.0513,-3.5239,0;4.331,-1.5138,0;5.2058,-.0189,0;6.9378,-.029,0;0,3.0104,0;.8653,-1.5013,0;4.3442,.4938,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;2.6048,.9963,0;2.5938,-2.0088,0;7.5425,-1.9656,0;8.0476,-1.1025,0;8.2266,-1.7866,0;1.3566,-4.5027,0;.3566,-4.4998,0;.8552,-5.0013,0;-1.116,3.0774,0;-1.299,3.7604,0;-.616,3.9434,0;.3595,-3.4998,0;1.3595,-3.5027,0;.3624,-2.4998,0;1.3624,-2.5027,0;4.3281,-2.0138,0;6.5063,.2235,0;

Duplicates CHEMBL5197464

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197464.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197464.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197464.sdf

Formula	C₂₁H₂₁FN₂O₄
MW	384.41
InChIKey	BUPBMKIVJYJXQB-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	28
Number_Rings	2
Number_Bonds	50
Rotat_Bonds	9
Unbranched_Chain	4
Chiral_Centers	0
ONatoms	6
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.02
logP	4.65718
PSA	91.58
MR	104.015
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-140.84265
PM7_Total_Energy_ev	-4881.25019
PM7_Electronic_Energy_ev	-37260.11784
PM7_Dipole_Debye	3.19269
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.928
PM7_LUMO_Energy_ev	-0.94
PM7_COSMO_Area_square_ang	407.48
PM7_COSMO_Volue_cubic_ang	447.46
PM7_Electron_Affinity_ev	0.94
PM7_Ionization_Energy_ev	8.928
PM7_Energy_Gap_ev	7.988
PM7_Global_Hardness_ev	3.994
PM7_Global_Softness_ev	0.25037556334501754
PM7_Chemical_Potential_ev	-4.934
PM7_Electronigativity_ev	4.934
PM7_Back_Donation_Energy_ev	-0.9985
PM7_Electrophilicity_ev	3.0476159238858287
OPENEYE_Name	(~{Z})-2-cyano-~{N}-[2-fluoro-4-(3-methoxyphenyl)-5-propoxy-phenyl]-3-hydroxy-but-2-enamide
SMILES	C(#N)C(=C(C)O)C(=O)Nc1cc(c(cc1F)c2cccc(c2)OC)OCCC
Canonical_SMILES	CCCOc1cc(NC(=O)/C(=C(O)/C)/C#N)c(cc1c1cccc(c1)OC)F
InChI	1/C21H21FN2O4/c1-4-8-28-20-11-19(24-21(26)17(12-23)13(2)25)18(22)10-16(20)14-6-5-7-15(9-14)27-3/h5-7,9-11,25H,4,8H2,1-3H3,(H,24,26)/f/h24H
InChI_3D	1S/C21H21FN2O4/c1-4-8-28-20-11-19(24-21(26)17(12-23)13(2)25)18(22)10-16(20)14-6-5-7-15(9-14)27-3/h5-7,9-11,25H,4,8H2,1-3H3,(H,24,26)/b17-13-
AuxInfo	1/1/N:18,17,19,20,2,3,4,21,5,6,7,1,15,8,11,9,14,13,10,12,16,28,22,23,25,24,26,27/F:m/rA:49nCCCCCCCCCCCCCCCCCCCCCNNOOOOFHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;;;s3d5;d6s8;s7;d4s5;d7s9;s6d10;s1;w14;s14;s15;;;s18;s20;t1;s10s16;d16;s15;s11s19;s12s21;s13;s2;s3;s4;s5;s6;s7;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s23;s25;/rC:6.0572,-2.5239,0;-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;2.6048,.4963,0;2.5959,-1.5088,0;.8675,.4975,0;1.7328,-.0038,0;3.4679,-1.0087,0;0,2.0104,0;1.7328,-1.0038,0;3.4768,-.0036,0;6.063,-1.5239,0;6.932,-1.029,0;5.1999,-1.0189,0;7.795,-1.5341,0;.8566,-4.5013,0;-.866,3.5104,0;.8595,-3.5013,0;.8624,-2.5013,0;6.0513,-3.5239,0;4.331,-1.5138,0;5.2058,-.0189,0;6.9378,-.029,0;0,3.0104,0;.8653,-1.5013,0;4.3442,.4938,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;2.6048,.9963,0;2.5938,-2.0088,0;7.5425,-1.9656,0;8.0476,-1.1025,0;8.2266,-1.7866,0;1.3566,-4.5027,0;.3566,-4.4998,0;.8552,-5.0013,0;-1.116,3.0774,0;-1.299,3.7604,0;-.616,3.9434,0;.3595,-3.4998,0;1.3595,-3.5027,0;.3624,-2.4998,0;1.3624,-2.5027,0;4.3281,-2.0138,0;6.5063,.2235,0;
Duplicates	CHEMBL5197464
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197464.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197464.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197464.sdf