CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12095_p0 (9829)

Formula C₂₇H₂₆ClF₃N₆O₃

MW 574.99

InChIKey MDSQOJYHHZBZKA-UYLYIRGYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 40

Number_Rings 4

Number_Bonds 69

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 9

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 4.43

logP 6.2701

PSA 131.17

MR 143.134

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -161.12477

PM7_Total_Energy_ev -7333.37755

PM7_Electronic_Energy_ev -66730.74496

PM7_Dipole_Debye 4.85748

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.348

PM7_LUMO_Energy_ev -1.014

PM7_COSMO_Area_square_ang 529.14

PM7_COSMO_Volue_cubic_ang 655.44

PM7_Electron_Affinity_ev 1.014

PM7_Ionization_Energy_ev 9.348

PM7_Energy_Gap_ev 8.334

PM7_Global_Hardness_ev 4.167

PM7_Global_Softness_ev 0.23998080153587714

PM7_Chemical_Potential_ev -5.181

PM7_Electronigativity_ev 5.181

PM7_Back_Donation_Energy_ev -1.04175

PM7_Electrophilicity_ev 3.2208736501079915

OPENEYE_Name ethyl (2~{S})-2-amino-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]propanoate

SMILES c1cc(ccc1c2cc(nc(n2)N)OC(c3ccc(cc3n4ccc(n4)C)Cl)C(F)(F)F)CC(C(=O)OCC)N

Canonical_SMILES CCOC(=O)[C@H](Cc1ccc(cc1)c1cc(nc(n1)N)O[C@@H](C(F)(F)F)c1ccc(cc1n1ccc(n1)C)Cl)N

InChI 1/C27H26ClF3N6O3/c1-3-39-25(38)20(32)12-16-4-6-17(7-5-16)21-14-23(35-26(33)34-21)40-24(27(29,30)31)19-9-8-18(28)13-22(19)37-11-10-15(2)36-37/h4-11,13-14,20,24H,3,12,32H2,1-2H3,(H2,33,34,35)/f/h33H2

InChI_3D 1S/C27H26ClF3N6O3/c1-3-39-25(38)20(32)12-16-4-6-17(7-5-16)21-14-23(35-26(33)34-21)40-24(27(29,30)31)19-9-8-18(28)13-22(19)37-11-10-15(2)36-37/h4-11,13-14,20,24H,3,12,32H2,1-2H3,(H2,33,34,35)/t20-,24+/m0/s1

AuxInfo 1/1/N:22,21,24,3,4,1,2,6,5,7,10,23,8,9,17,12,11,15,13,26,16,14,18,25,20,19,27,40,37,38,39,33,32,28,30,29,31,34,36,35/E:(4,5)(6,7)(29,30,31)/F:m/E:m/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOFFFClHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;d5;;;;d7;s1d2;s3d4;s5;s8d13;s6d8;d9s11;s7;s9;;;s17;;s12;s22;s13;s20s23;s25;s16d19;d17;d18s19;s10s14s29;s19;s26;d20;s18s25;s20s24;s27;s27;s27;s15;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s25;s26;s32;s32;s33;s33;/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;-5.2138,3.9952,0;4.7138,-6.2076,0;-6.9516,5.9902,0;-3.4789,3.0003,0;-6.0842,5.4927,0;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;-4.8439,2.6303,0;-6.0784,3.4927,0;.8674,-2.2476,0;-5.2167,4.9952,0;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;-6.7029,6.424,0;-7.2004,5.5565,0;-7.3854,6.239,0;-3.2301,3.434,0;-3.7276,2.5665,0;-6.3329,5.059,0;-5.8354,5.9265,0;2.1664,-2.9976,0;-4.0976,3.9315,0;3.2543,2.3757,0;3.6852,1.6245,0;-5.3438,2.6288,0;-4.5926,2.198,0;

Duplicates DB12095_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12095_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12095_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12095_p0.sdf

Formula	C₂₇H₂₆ClF₃N₆O₃
MW	574.99
InChIKey	MDSQOJYHHZBZKA-UYLYIRGYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	40
Number_Rings	4
Number_Bonds	69
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	9
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	4.43
logP	6.2701
PSA	131.17
MR	143.134
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-161.12477
PM7_Total_Energy_ev	-7333.37755
PM7_Electronic_Energy_ev	-66730.74496
PM7_Dipole_Debye	4.85748
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.348
PM7_LUMO_Energy_ev	-1.014
PM7_COSMO_Area_square_ang	529.14
PM7_COSMO_Volue_cubic_ang	655.44
PM7_Electron_Affinity_ev	1.014
PM7_Ionization_Energy_ev	9.348
PM7_Energy_Gap_ev	8.334
PM7_Global_Hardness_ev	4.167
PM7_Global_Softness_ev	0.23998080153587714
PM7_Chemical_Potential_ev	-5.181
PM7_Electronigativity_ev	5.181
PM7_Back_Donation_Energy_ev	-1.04175
PM7_Electrophilicity_ev	3.2208736501079915
OPENEYE_Name	ethyl (2~{S})-2-amino-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]propanoate
SMILES	c1cc(ccc1c2cc(nc(n2)N)OC(c3ccc(cc3n4ccc(n4)C)Cl)C(F)(F)F)CC(C(=O)OCC)N
Canonical_SMILES	CCOC(=O)[C@H](Cc1ccc(cc1)c1cc(nc(n1)N)O[C@@H](C(F)(F)F)c1ccc(cc1n1ccc(n1)C)Cl)N
InChI	1/C27H26ClF3N6O3/c1-3-39-25(38)20(32)12-16-4-6-17(7-5-16)21-14-23(35-26(33)34-21)40-24(27(29,30)31)19-9-8-18(28)13-22(19)37-11-10-15(2)36-37/h4-11,13-14,20,24H,3,12,32H2,1-2H3,(H2,33,34,35)/f/h33H2
InChI_3D	1S/C27H26ClF3N6O3/c1-3-39-25(38)20(32)12-16-4-6-17(7-5-16)21-14-23(35-26(33)34-21)40-24(27(29,30)31)19-9-8-18(28)13-22(19)37-11-10-15(2)36-37/h4-11,13-14,20,24H,3,12,32H2,1-2H3,(H2,33,34,35)/t20-,24+/m0/s1
AuxInfo	1/1/N:22,21,24,3,4,1,2,6,5,7,10,23,8,9,17,12,11,15,13,26,16,14,18,25,20,19,27,40,37,38,39,33,32,28,30,29,31,34,36,35/E:(4,5)(6,7)(29,30,31)/F:m/E:m/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOFFFClHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;d5;;;;d7;s1d2;s3d4;s5;s8d13;s6d8;d9s11;s7;s9;;;s17;;s12;s22;s13;s20s23;s25;s16d19;d17;d18s19;s10s14s29;s19;s26;d20;s18s25;s20s24;s27;s27;s27;s15;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s25;s26;s32;s32;s33;s33;/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;-5.2138,3.9952,0;4.7138,-6.2076,0;-6.9516,5.9902,0;-3.4789,3.0003,0;-6.0842,5.4927,0;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;-4.8439,2.6303,0;-6.0784,3.4927,0;.8674,-2.2476,0;-5.2167,4.9952,0;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;-6.7029,6.424,0;-7.2004,5.5565,0;-7.3854,6.239,0;-3.2301,3.434,0;-3.7276,2.5665,0;-6.3329,5.059,0;-5.8354,5.9265,0;2.1664,-2.9976,0;-4.0976,3.9315,0;3.2543,2.3757,0;3.6852,1.6245,0;-5.3438,2.6288,0;-4.5926,2.198,0;
Duplicates	DB12095_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12095_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12095_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12095_p0.sdf