CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5188495 (2530483)

Formula C₂₅H₂₇F₂N₅O₄

MW 499.52

InChIKey YCSCOAGMDRJISW-CYSPOYASNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 36

Number_Rings 5

Number_Bonds 67

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 9

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 1.44

logP 3.05808

PSA 127.32

MR 132.262

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -163.70116

PM7_Total_Energy_ev -6477.64611

PM7_Electronic_Energy_ev -59536.2759

PM7_Dipole_Debye 9.84254

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.334

PM7_LUMO_Energy_ev -1.331

PM7_COSMO_Area_square_ang 463.37

PM7_COSMO_Volue_cubic_ang 584.17

PM7_Electron_Affinity_ev 1.331

PM7_Ionization_Energy_ev 9.334

PM7_Energy_Gap_ev 8.003

PM7_Global_Hardness_ev 4.0015

PM7_Global_Softness_ev 0.24990628514307134

PM7_Chemical_Potential_ev -5.3325

PM7_Electronigativity_ev 5.3325

PM7_Back_Donation_Energy_ev -1.000375

PM7_Electrophilicity_ev 3.553112114207172

OPENEYE_Name (1~{R},2~{S},5~{S})-~{N}-[(1~{S})-1-cyano-2-[(3~{S})-2-oxopyrrolidin-3-yl]ethyl]-3-[4-(difluoromethoxy)-1~{H}-indole-2-carbonyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide

SMILES C(#N)C(CC1C(=O)NCC1)NC(=O)C2C3C(C3(C)C)CN2C(=O)c4cc5c([nH]4)cccc5OC(F)F

Canonical_SMILES N#C[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H]1N(C[C@H]2[C@@H]1C2(C)C)C(=O)c1cc2c([nH]1)cccc2OC(F)F

InChI 1/C25H27F2N5O4/c1-25(2)15-11-32(23(35)17-9-14-16(31-17)4-3-5-18(14)36-24(26)27)20(19(15)25)22(34)30-13(10-28)8-12-6-7-29-21(12)33/h3-5,9,12-13,15,19-20,24,31H,6-8,11H2,1-2H3,(H,29,33)(H,30,34)/f/h29-30H

InChI_3D 1S/C25H27F2N5O4/c1-25(2)15-11-32(23(35)17-9-14-16(31-17)4-3-5-18(14)36-24(26)27)20(19(15)25)22(34)30-13(10-28)8-12-6-7-29-21(12)33/h3-5,9,12-13,15,19-20,24,31H,6-8,11H2,1-2H3,(H,29,33)(H,30,34)/t12-,13-,15-,19-,20-/m0/s1

AuxInfo 1/1/N:21,22,2,3,4,13,14,23,5,1,15,16,24,6,18,7,9,8,19,17,10,12,11,25,20,35,36,26,28,30,27,29,31,33,32,34/E:(1,2)(26,27)/F:m/E:m/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOFFHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;s5;s3d6;d4s6;d5;;s9;;;s13;;s10s13;s12;s15;s17s18;s18s19;s20;s20;s16;s1s23;;t1;s7s9;s10s14;s11s15s17;s12s24;d10;d11;d12;s8s25;s25;s25;s2;s3;s4;s5;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s24;s25;s27;s28;s30;/rC:9.7765,1.267,0;0,1.0058,0;.868,1.5138,0;;2.6938,-.3125,0;1.736,-.0012,0;1.736,1.0058,0;.868,-.4978,0;3.2858,.5023,0;12.2001,-.993,0;5.0358,.5024,0;8.2707,1.2904,0;13.4032,.0883,0;13.8113,-.8264,0;5.129,2.2821,0;12.4071,-.0148,0;6.5303,1.4731,0;5.8721,2.9512,0;6.7381,2.4513,0;6.7382,3.4513,0;6.1397,5.0957,0;8.4616,3.7551,0;10.6666,.168,0;9.6721,.2724,0;.0012,-1.9973,0;9.881,2.2615,0;2.6938,1.3169,0;13.0639,-1.4976,0;5.5357,1.3685,0;8.6776,.3769,0;11.2857,-1.3979,0;5.5359,-.3636,0;8.8584,2.0995,0;.8675,-1.4978,0;.5007,-2.8636,0;-.8651,-2.4969,0;-.4337,1.2545,0;.868,2.0138,0;-.4327,-.2506,0;2.8483,-.788,0;13.8788,.2428,0;13.2997,.5774,0;14.105,-1.2311,0;14.2443,-.5764,0;4.696,2.0321,0;4.8351,2.6866,0;12.4074,.4852,0;6.5304,.9731,0;5.5782,3.3557,0;7.2354,2.399,0;5.6699,4.9247,0;6.6096,5.2667,0;5.9687,5.5656,0;8.3748,4.2475,0;8.5484,3.2627,0;8.954,3.8419,0;10.7188,.6653,0;10.6144,-.3293,0;9.6199,-.2248,0;-.2486,-1.5642,0;2.8483,1.7924,0;13.1146,-1.9951,0;8.3837,-.0277,0;

Duplicates CHEMBL5188495

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188495.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188495.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188495.sdf

Formula	C₂₅H₂₇F₂N₅O₄
MW	499.52
InChIKey	YCSCOAGMDRJISW-CYSPOYASNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	36
Number_Rings	5
Number_Bonds	67
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	9
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	1.44
logP	3.05808
PSA	127.32
MR	132.262
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-163.70116
PM7_Total_Energy_ev	-6477.64611
PM7_Electronic_Energy_ev	-59536.2759
PM7_Dipole_Debye	9.84254
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.334
PM7_LUMO_Energy_ev	-1.331
PM7_COSMO_Area_square_ang	463.37
PM7_COSMO_Volue_cubic_ang	584.17
PM7_Electron_Affinity_ev	1.331
PM7_Ionization_Energy_ev	9.334
PM7_Energy_Gap_ev	8.003
PM7_Global_Hardness_ev	4.0015
PM7_Global_Softness_ev	0.24990628514307134
PM7_Chemical_Potential_ev	-5.3325
PM7_Electronigativity_ev	5.3325
PM7_Back_Donation_Energy_ev	-1.000375
PM7_Electrophilicity_ev	3.553112114207172
OPENEYE_Name	(1~{R},2~{S},5~{S})-~{N}-[(1~{S})-1-cyano-2-[(3~{S})-2-oxopyrrolidin-3-yl]ethyl]-3-[4-(difluoromethoxy)-1~{H}-indole-2-carbonyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide
SMILES	C(#N)C(CC1C(=O)NCC1)NC(=O)C2C3C(C3(C)C)CN2C(=O)c4cc5c([nH]4)cccc5OC(F)F
Canonical_SMILES	N#C[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H]1N(C[C@H]2[C@@H]1C2(C)C)C(=O)c1cc2c([nH]1)cccc2OC(F)F
InChI	1/C25H27F2N5O4/c1-25(2)15-11-32(23(35)17-9-14-16(31-17)4-3-5-18(14)36-24(26)27)20(19(15)25)22(34)30-13(10-28)8-12-6-7-29-21(12)33/h3-5,9,12-13,15,19-20,24,31H,6-8,11H2,1-2H3,(H,29,33)(H,30,34)/f/h29-30H
InChI_3D	1S/C25H27F2N5O4/c1-25(2)15-11-32(23(35)17-9-14-16(31-17)4-3-5-18(14)36-24(26)27)20(19(15)25)22(34)30-13(10-28)8-12-6-7-29-21(12)33/h3-5,9,12-13,15,19-20,24,31H,6-8,11H2,1-2H3,(H,29,33)(H,30,34)/t12-,13-,15-,19-,20-/m0/s1
AuxInfo	1/1/N:21,22,2,3,4,13,14,23,5,1,15,16,24,6,18,7,9,8,19,17,10,12,11,25,20,35,36,26,28,30,27,29,31,33,32,34/E:(1,2)(26,27)/F:m/E:m/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOFFHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;s5;s3d6;d4s6;d5;;s9;;;s13;;s10s13;s12;s15;s17s18;s18s19;s20;s20;s16;s1s23;;t1;s7s9;s10s14;s11s15s17;s12s24;d10;d11;d12;s8s25;s25;s25;s2;s3;s4;s5;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s24;s25;s27;s28;s30;/rC:9.7765,1.267,0;0,1.0058,0;.868,1.5138,0;;2.6938,-.3125,0;1.736,-.0012,0;1.736,1.0058,0;.868,-.4978,0;3.2858,.5023,0;12.2001,-.993,0;5.0358,.5024,0;8.2707,1.2904,0;13.4032,.0883,0;13.8113,-.8264,0;5.129,2.2821,0;12.4071,-.0148,0;6.5303,1.4731,0;5.8721,2.9512,0;6.7381,2.4513,0;6.7382,3.4513,0;6.1397,5.0957,0;8.4616,3.7551,0;10.6666,.168,0;9.6721,.2724,0;.0012,-1.9973,0;9.881,2.2615,0;2.6938,1.3169,0;13.0639,-1.4976,0;5.5357,1.3685,0;8.6776,.3769,0;11.2857,-1.3979,0;5.5359,-.3636,0;8.8584,2.0995,0;.8675,-1.4978,0;.5007,-2.8636,0;-.8651,-2.4969,0;-.4337,1.2545,0;.868,2.0138,0;-.4327,-.2506,0;2.8483,-.788,0;13.8788,.2428,0;13.2997,.5774,0;14.105,-1.2311,0;14.2443,-.5764,0;4.696,2.0321,0;4.8351,2.6866,0;12.4074,.4852,0;6.5304,.9731,0;5.5782,3.3557,0;7.2354,2.399,0;5.6699,4.9247,0;6.6096,5.2667,0;5.9687,5.5656,0;8.3748,4.2475,0;8.5484,3.2627,0;8.954,3.8419,0;10.7188,.6653,0;10.6144,-.3293,0;9.6199,-.2248,0;-.2486,-1.5642,0;2.8483,1.7924,0;13.1146,-1.9951,0;8.3837,-.0277,0;
Duplicates	CHEMBL5188495
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188495.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188495.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188495.sdf