CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14218_p7 (11876)

Formula C₂₅H₂₂ClF₃N₆O₃

MW 546.94

InChIKey NCLGDOBQAWBXRA-UWUUZOGGNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 38

Number_Rings 4

Number_Bonds 64

Rotat_Bonds 9

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 9

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 1.57

logP 4.3745

PSA 143.79

MR 135.264

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -136.19389

PM7_Total_Energy_ev -7032.8411

PM7_Electronic_Energy_ev -60452.39947

PM7_Dipole_Debye 11.5908

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.465

PM7_LUMO_Energy_ev -1.322

PM7_COSMO_Area_square_ang 498.86

PM7_COSMO_Volue_cubic_ang 610.98

PM7_Electron_Affinity_ev 1.322

PM7_Ionization_Energy_ev 9.465

PM7_Energy_Gap_ev 8.143

PM7_Global_Hardness_ev 4.0715

PM7_Global_Softness_ev 0.24560972614515536

PM7_Chemical_Potential_ev -5.3935

PM7_Electronigativity_ev 5.3935

PM7_Back_Donation_Energy_ev -1.017875

PM7_Electrophilicity_ev 3.5723740943141347

OPENEYE_Name (2~{S})-3-[4-[2-amino-6-[(1~{R})-1-[4-chloro-2-(3-methylpyrazol-1-yl)phenyl]-2,2,2-trifluoro-ethoxy]pyrimidin-4-yl]phenyl]-2-azaniumyl-propanoate

SMILES c1cc(ccc1c2cc(nc(n2)N)OC(c3ccc(cc3n4ccc(n4)C)Cl)C(F)(F)F)CC(C(=O)[O-])[NH3+]

Canonical_SMILES Nc1nc(cc(n1)c1ccc(cc1)C[C@@H](C(=O)O)[NH3+])O[C@@H](C(F)(F)F)c1ccc(cc1n1ccc(n1)C)Cl

InChI 1/C25H22ClF3N6O3/c1-13-8-9-35(34-13)20-11-16(26)6-7-17(20)22(25(27,28)29)38-21-12-19(32-24(31)33-21)15-4-2-14(3-5-15)10-18(30)23(36)37/h2-9,11-12,18,22H,10,30H2,1H3,(H,36,37)(H2,31,32,33)/f/h30H,31H2

InChI_3D 1S/C25H22ClF3N6O3/c1-13-8-9-35(34-13)20-11-16(26)6-7-17(20)22(25(27,28)29)38-21-12-19(32-24(31)33-21)15-4-2-14(3-5-15)10-18(30)23(36)37/h2-9,11-12,18,22H,10,30H2,1H3,(H,36,37)(H2,31,32,33)/p+1/t18-,22+/m0/s1

AuxInfo 1/1/N:21,3,4,1,2,6,5,7,10,22,8,9,17,12,11,15,13,24,16,14,18,23,20,19,25,38,35,36,37,31,30,26,28,27,29,32,33,34/E:(2,3)(4,5)(27,28,29)(36,37)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNN+OO-OFFFClHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;d5;;;;d7;s1d2;s3d4;s5;s8d13;s6d8;d9s11;s7;s9;;;s17;s12;s13;s20s22;s23;s16d19;d17;d18s19;s10s14s27;s19;s24;d20;s20;s18s23;s25;s25;s25;s15;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s21;s21;s21;s22;s22;s23;s24;s30;s30;s31;s31;s31;/rC:-.8675,2.5026,0;-1.7306,.9976,0;-1.7394,3.0027,0;-2.6026,1.4977,0;-.1416,-4.2602,0;-.6442,-5.1308,0;3.9027,-4.6225,0;.8583,-5.9983,0;;2.9493,-4.3157,0;-.8675,1.5026,0;-2.6114,2.5028,0;.8584,-4.2631,0;1.3609,-5.1277,0;-.1468,-6.0042,0;0,1.0051,0;3.9029,-5.6224,0;.8674,-.4976,0;1.7348,1.0051,0;-4.8438,2.6303,0;4.7138,-6.2076,0;-3.4789,3.0003,0;1.7334,-2.7476,0;-4.3464,3.4978,0;2.2334,-1.8816,0;.8674,1.5126,0;2.9534,-5.9376,0;1.7348,0,0;2.3609,-5.1263,0;3.2529,1.8757,0;-5.2138,3.9952,0;-4.3413,1.7657,0;-5.8438,2.6274,0;.8674,-2.2476,0;1.3674,-1.3816,0;3.0994,-2.3816,0;2.7334,-1.0156,0;-.6468,-6.8702,0;-.4348,2.7532,0;-1.7284,.4976,0;-1.7394,3.5027,0;-3.0341,1.2451,0;-.391,-3.8269,0;-1.1442,-5.1293,0;4.3067,-4.328,0;1.1096,-6.4305,0;-.4327,-.2506,0;2.794,-3.8405,0;5.0064,-5.8021,0;4.4213,-6.613,0;5.1193,-6.5002,0;-3.2301,3.434,0;-3.7276,2.5665,0;2.1664,-2.9976,0;-4.0976,3.9315,0;3.2543,2.3757,0;3.6852,1.6245,0;-4.9651,4.429,0;-5.4626,3.5615,0;-5.6476,4.244,0;

Duplicates DB14218_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14218_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14218_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14218_p7.sdf

Formula	C₂₅H₂₂ClF₃N₆O₃
MW	546.94
InChIKey	NCLGDOBQAWBXRA-UWUUZOGGNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	38
Number_Rings	4
Number_Bonds	64
Rotat_Bonds	9
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	9
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	1.57
logP	4.3745
PSA	143.79
MR	135.264
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-136.19389
PM7_Total_Energy_ev	-7032.8411
PM7_Electronic_Energy_ev	-60452.39947
PM7_Dipole_Debye	11.5908
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.465
PM7_LUMO_Energy_ev	-1.322
PM7_COSMO_Area_square_ang	498.86
PM7_COSMO_Volue_cubic_ang	610.98
PM7_Electron_Affinity_ev	1.322
PM7_Ionization_Energy_ev	9.465
PM7_Energy_Gap_ev	8.143
PM7_Global_Hardness_ev	4.0715
PM7_Global_Softness_ev	0.24560972614515536
PM7_Chemical_Potential_ev	-5.3935
PM7_Electronigativity_ev	5.3935
PM7_Back_Donation_Energy_ev	-1.017875
PM7_Electrophilicity_ev	3.5723740943141347
OPENEYE_Name	(2~{S})-3-[4-[2-amino-6-[(1~{R})-1-[4-chloro-2-(3-methylpyrazol-1-yl)phenyl]-2,2,2-trifluoro-ethoxy]pyrimidin-4-yl]phenyl]-2-azaniumyl-propanoate
SMILES	c1cc(ccc1c2cc(nc(n2)N)OC(c3ccc(cc3n4ccc(n4)C)Cl)C(F)(F)F)CC(C(=O)[O-])[NH3+]
Canonical_SMILES	Nc1nc(cc(n1)c1ccc(cc1)C[C@@H](C(=O)O)[NH3+])O[C@@H](C(F)(F)F)c1ccc(cc1n1ccc(n1)C)Cl
InChI	1/C25H22ClF3N6O3/c1-13-8-9-35(34-13)20-11-16(26)6-7-17(20)22(25(27,28)29)38-21-12-19(32-24(31)33-21)15-4-2-14(3-5-15)10-18(30)23(36)37/h2-9,11-12,18,22H,10,30H2,1H3,(H,36,37)(H2,31,32,33)/f/h30H,31H2
InChI_3D	1S/C25H22ClF3N6O3/c1-13-8-9-35(34-13)20-11-16(26)6-7-17(20)22(25(27,28)29)38-21-12-19(32-24(31)33-21)15-4-2-14(3-5-15)10-18(30)23(36)37/h2-9,11-12,18,22H,10,30H2,1H3,(H,36,37)(H2,31,32,33)/p+1/t18-,22+/m0/s1
AuxInfo	1/1/N:21,3,4,1,2,6,5,7,10,22,8,9,17,12,11,15,13,24,16,14,18,23,20,19,25,38,35,36,37,31,30,26,28,27,29,32,33,34/E:(2,3)(4,5)(27,28,29)(36,37)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNN+OO-OFFFClHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;d5;;;;d7;s1d2;s3d4;s5;s8d13;s6d8;d9s11;s7;s9;;;s17;s12;s13;s20s22;s23;s16d19;d17;d18s19;s10s14s27;s19;s24;d20;s20;s18s23;s25;s25;s25;s15;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s21;s21;s21;s22;s22;s23;s24;s30;s30;s31;s31;s31;/rC:-.8675,2.5026,0;-1.7306,.9976,0;-1.7394,3.0027,0;-2.6026,1.4977,0;-.1416,-4.2602,0;-.6442,-5.1308,0;3.9027,-4.6225,0;.8583,-5.9983,0;;2.9493,-4.3157,0;-.8675,1.5026,0;-2.6114,2.5028,0;.8584,-4.2631,0;1.3609,-5.1277,0;-.1468,-6.0042,0;0,1.0051,0;3.9029,-5.6224,0;.8674,-.4976,0;1.7348,1.0051,0;-4.8438,2.6303,0;4.7138,-6.2076,0;-3.4789,3.0003,0;1.7334,-2.7476,0;-4.3464,3.4978,0;2.2334,-1.8816,0;.8674,1.5126,0;2.9534,-5.9376,0;1.7348,0,0;2.3609,-5.1263,0;3.2529,1.8757,0;-5.2138,3.9952,0;-4.3413,1.7657,0;-5.8438,2.6274,0;.8674,-2.2476,0;1.3674,-1.3816,0;3.0994,-2.3816,0;2.7334,-1.0156,0;-.6468,-6.8702,0;-.4348,2.7532,0;-1.7284,.4976,0;-1.7394,3.5027,0;-3.0341,1.2451,0;-.391,-3.8269,0;-1.1442,-5.1293,0;4.3067,-4.328,0;1.1096,-6.4305,0;-.4327,-.2506,0;2.794,-3.8405,0;5.0064,-5.8021,0;4.4213,-6.613,0;5.1193,-6.5002,0;-3.2301,3.434,0;-3.7276,2.5665,0;2.1664,-2.9976,0;-4.0976,3.9315,0;3.2543,2.3757,0;3.6852,1.6245,0;-4.9651,4.429,0;-5.4626,3.5615,0;-5.6476,4.244,0;
Duplicates	DB14218_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14218_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14218_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14218_p7.sdf