CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12253 (10005)

Formula C₂₆H₂₀ClFN₂O₂

MW 446.91

InChIKey BURHGPHDEVGCEZ-PUXXYCQMNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 7

Unbranched_Chain 2

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 1

XLogP3 0

XLogP 6.58

logP 6.8223

PSA 65.98

MR 127.203

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -18.60661

PM7_Total_Energy_ev -5157.46114

PM7_Electronic_Energy_ev -43003.73777

PM7_Dipole_Debye 2.77252

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.084

PM7_LUMO_Energy_ev -0.912

PM7_COSMO_Area_square_ang 428.82

PM7_COSMO_Volue_cubic_ang 522.8

PM7_Electron_Affinity_ev 0.912

PM7_Ionization_Energy_ev 9.084

PM7_Energy_Gap_ev 8.172

PM7_Global_Hardness_ev 4.086

PM7_Global_Softness_ev 0.24473813020068527

PM7_Chemical_Potential_ev -4.998

PM7_Electronigativity_ev 4.998

PM7_Back_Donation_Energy_ev -1.0215

PM7_Electrophilicity_ev 3.0567797356828192

OPENEYE_Name (~{E})-3-[4-[(~{E})-2-(2-chloro-4-fluoro-phenyl)-1-(1~{H}-indazol-5-yl)but-1-enyl]phenyl]prop-2-enoic acid

SMILES c1cc(ccc1C=CC(=O)O)C(=C(c2ccc(cc2Cl)F)CC)c3ccc4c(c3)cn[nH]4

Canonical_SMILES CC/C(=C(c1ccc2c(c1)cn[nH]2)/c1ccc(cc1)/C=C/C(=O)O)/c1ccc(cc1Cl)F

InChI 1/C26H20ClFN2O2/c1-2-21(22-10-9-20(28)14-23(22)27)26(18-8-11-24-19(13-18)15-29-30-24)17-6-3-16(4-7-17)5-12-25(31)32/h3-15H,2H2,1H3,(H,29,30)(H,31,32)/f/h30-31H

InChI_3D 1S/C26H20ClFN2O2/c1-2-21(22-10-9-20(28)14-23(22)27)26(18-8-11-24-19(13-18)15-29-30-24)17-6-3-16(4-7-17)5-12-25(31)32/h3-15H,2H2,1H3,(H,29,30)(H,31,32)/b12-5+,26-21+

AuxInfo 1/1/N:25,26,1,2,20,3,4,5,8,6,7,21,9,10,11,13,14,15,12,18,23,16,19,17,24,22,32,31,27,28,29,30/E:(3,4)(6,7)(31,32)/F:25,26,1,2,20,3,4,5,8,6,7,21,9,10,11,13,14,15,12,18,23,16,19,17,24,22,32,31,27,28,30,29/E:(3,4)(6,7)/rA:52nCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOFClHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;d6;;;;s9s11;s1d2;s3d4;s5d9;s6;s7d12;s8d10;s10d16;s13;w20;s14s15;s16w22;s21;;s23s25;d11;s17s27;d24;s24;s18;s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s21;s25;s25;s25;s26;s26;s28;s30;/rC:-3.2607,1.8782,0;-4.1261,.3744,0;-2.3894,1.3768,0;-3.2548,-.127,0;0,1.0058,0;.6513,-3.3793,0;.868,1.5137,0;1.518,-3.8781,0;.868,-.4979,0;2.3878,-2.3768,0;2.6938,-.3126,0;1.736,-.0013,0;-4.1246,1.3744,0;-2.3821,.3717,0;;.6528,-2.3741,0;1.736,1.0058,0;2.3863,-3.382,0;1.5211,-1.8677,0;-4.9913,1.8732,0;-5.8566,1.372,0;-.8653,-.5012,0;-.8639,-1.5012,0;-6.7233,1.8708,0;-2.5946,-2.5036,0;-1.7292,-2.0024,0;3.2858,.5022,0;2.6938,1.3168,0;-6.7247,2.8708,0;-7.5887,1.3696,0;3.2508,-3.8846,0;1.5227,-.8677,0;-3.2621,2.3782,0;-4.5591,.1244,0;-1.9575,1.6287,0;-3.2556,-.627,0;-.4337,1.2545,0;.2183,-3.6292,0;.868,2.0137,0;1.5172,-4.3781,0;.8677,-.9979,0;2.822,-2.1287,0;2.8483,-.7881,0;-4.992,2.3732,0;-5.8559,.872,0;-2.344,-2.9363,0;-2.8452,-2.071,0;-3.0272,-2.7542,0;-1.4786,-2.4351,0;-1.9799,-1.5698,0;2.8483,1.7923,0;-8.022,1.619,0;

Duplicates DB12253

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12253.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12253.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12253.sdf

Formula	C₂₆H₂₀ClFN₂O₂
MW	446.91
InChIKey	BURHGPHDEVGCEZ-PUXXYCQMNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	7
Unbranched_Chain	2
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	1
XLogP3	0
XLogP	6.58
logP	6.8223
PSA	65.98
MR	127.203
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-18.60661
PM7_Total_Energy_ev	-5157.46114
PM7_Electronic_Energy_ev	-43003.73777
PM7_Dipole_Debye	2.77252
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.084
PM7_LUMO_Energy_ev	-0.912
PM7_COSMO_Area_square_ang	428.82
PM7_COSMO_Volue_cubic_ang	522.8
PM7_Electron_Affinity_ev	0.912
PM7_Ionization_Energy_ev	9.084
PM7_Energy_Gap_ev	8.172
PM7_Global_Hardness_ev	4.086
PM7_Global_Softness_ev	0.24473813020068527
PM7_Chemical_Potential_ev	-4.998
PM7_Electronigativity_ev	4.998
PM7_Back_Donation_Energy_ev	-1.0215
PM7_Electrophilicity_ev	3.0567797356828192
OPENEYE_Name	(~{E})-3-[4-[(~{E})-2-(2-chloro-4-fluoro-phenyl)-1-(1~{H}-indazol-5-yl)but-1-enyl]phenyl]prop-2-enoic acid
SMILES	c1cc(ccc1C=CC(=O)O)C(=C(c2ccc(cc2Cl)F)CC)c3ccc4c(c3)cn[nH]4
Canonical_SMILES	CC/C(=C(c1ccc2c(c1)cn[nH]2)/c1ccc(cc1)/C=C/C(=O)O)/c1ccc(cc1Cl)F
InChI	1/C26H20ClFN2O2/c1-2-21(22-10-9-20(28)14-23(22)27)26(18-8-11-24-19(13-18)15-29-30-24)17-6-3-16(4-7-17)5-12-25(31)32/h3-15H,2H2,1H3,(H,29,30)(H,31,32)/f/h30-31H
InChI_3D	1S/C26H20ClFN2O2/c1-2-21(22-10-9-20(28)14-23(22)27)26(18-8-11-24-19(13-18)15-29-30-24)17-6-3-16(4-7-17)5-12-25(31)32/h3-15H,2H2,1H3,(H,29,30)(H,31,32)/b12-5+,26-21+
AuxInfo	1/1/N:25,26,1,2,20,3,4,5,8,6,7,21,9,10,11,13,14,15,12,18,23,16,19,17,24,22,32,31,27,28,29,30/E:(3,4)(6,7)(31,32)/F:25,26,1,2,20,3,4,5,8,6,7,21,9,10,11,13,14,15,12,18,23,16,19,17,24,22,32,31,27,28,30,29/E:(3,4)(6,7)/rA:52nCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOFClHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;d6;;;;s9s11;s1d2;s3d4;s5d9;s6;s7d12;s8d10;s10d16;s13;w20;s14s15;s16w22;s21;;s23s25;d11;s17s27;d24;s24;s18;s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s21;s25;s25;s25;s26;s26;s28;s30;/rC:-3.2607,1.8782,0;-4.1261,.3744,0;-2.3894,1.3768,0;-3.2548,-.127,0;0,1.0058,0;.6513,-3.3793,0;.868,1.5137,0;1.518,-3.8781,0;.868,-.4979,0;2.3878,-2.3768,0;2.6938,-.3126,0;1.736,-.0013,0;-4.1246,1.3744,0;-2.3821,.3717,0;;.6528,-2.3741,0;1.736,1.0058,0;2.3863,-3.382,0;1.5211,-1.8677,0;-4.9913,1.8732,0;-5.8566,1.372,0;-.8653,-.5012,0;-.8639,-1.5012,0;-6.7233,1.8708,0;-2.5946,-2.5036,0;-1.7292,-2.0024,0;3.2858,.5022,0;2.6938,1.3168,0;-6.7247,2.8708,0;-7.5887,1.3696,0;3.2508,-3.8846,0;1.5227,-.8677,0;-3.2621,2.3782,0;-4.5591,.1244,0;-1.9575,1.6287,0;-3.2556,-.627,0;-.4337,1.2545,0;.2183,-3.6292,0;.868,2.0137,0;1.5172,-4.3781,0;.8677,-.9979,0;2.822,-2.1287,0;2.8483,-.7881,0;-4.992,2.3732,0;-5.8559,.872,0;-2.344,-2.9363,0;-2.8452,-2.071,0;-3.0272,-2.7542,0;-1.4786,-2.4351,0;-1.9799,-1.5698,0;2.8483,1.7923,0;-8.022,1.619,0;
Duplicates	DB12253
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12253.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12253.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12253.sdf