CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5187092 (2528982)

Formula C₂₃H₂₂N₆O₄

MW 446.46

InChIKey PCOWASOBSDEANU-GMACQHFUNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 10

HB_Donor 5

HB_Acceptor 5

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 2.02

logP 4.585

PSA 155.25

MR 122.992

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -55.85361

PM7_Total_Energy_ev -5419.8551

PM7_Electronic_Energy_ev -45944.2431

PM7_Dipole_Debye 4.27172

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.511

PM7_LUMO_Energy_ev -0.33

PM7_COSMO_Area_square_ang 438.65

PM7_COSMO_Volue_cubic_ang 518.03

PM7_Electron_Affinity_ev 0.33

PM7_Ionization_Energy_ev 8.511

PM7_Energy_Gap_ev 8.181

PM7_Global_Hardness_ev 4.0905

PM7_Global_Softness_ev 0.2444688913335778

PM7_Chemical_Potential_ev -4.4205

PM7_Electronigativity_ev 4.4205

PM7_Back_Donation_Energy_ev -1.022625

PM7_Electrophilicity_ev 2.3885613311331135

OPENEYE_Name (2~{R})-2-[[4-[(2-amino-7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]phenyl]carbamoylamino]-4-phenyl-butanoic acid

SMILES c1ccc(cc1)CCC(C(=O)O)NC(=O)Nc2ccc(cc2)Oc3c4cc[nH]c4nc(n3)N

Canonical_SMILES O=C(N[C@@H](C(=O)O)CCc1ccccc1)Nc1ccc(cc1)Oc1nc(N)nc2c1cc[nH]2

InChI 1/C23H22N6O4/c24-22-28-19-17(12-13-25-19)20(29-22)33-16-9-7-15(8-10-16)26-23(32)27-18(21(30)31)11-6-14-4-2-1-3-5-14/h1-5,7-10,12-13,18H,6,11H2,(H,30,31)(H2,26,27,32)(H3,24,25,28,29)/f/h25-27,30H,24H2

InChI_3D 1S/C23H22N6O4/c24-22-28-19-17(12-13-25-19)20(29-22)33-16-9-7-15(8-10-16)26-23(32)27-18(21(30)31)11-6-14-4-2-1-3-5-14/h1-5,7-10,12-13,18H,6,11H2,(H,30,31)(H2,26,27,32)(H3,24,25,28,29)/t18-/m1/s1

AuxInfo 1/1/N:1,2,3,4,5,21,6,7,8,9,22,10,11,13,14,15,12,23,16,17,19,18,20,27,26,28,29,24,25,30,32,31,33/E:(2,3)(4,5)(7,8)(9,10)(30,31)/F:1,2,3,4,5,21,6,7,8,9,22,10,11,13,14,15,12,23,16,17,19,18,20,27,26,28,29,24,25,32,30,31,33/E:(2,3)(4,5)(7,8)(9,10)/rA:55cCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;;d10;s10;d4s5;s6d7;s8d9;d12;s12;;;;s13;s21;s19s22;s16d18;d17s18;s11s16;s18;s14s20;s20s23;d19;d20;s19;s15s17;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s21;s21;s22;s22;s23;s26;s27;s27;s28;s29;s32;/rC:-12.2361,.1969,0;-11.3715,-.3056,0;-12.239,1.1969,0;-10.501,.197,0;-11.3685,1.6995,0;-4.4358,1.7021,0;-3.5683,3.2046,0;-3.5653,1.1995,0;-2.6978,2.702,0;;.592,-.8146,0;-.9578,-.311,0;-10.4951,1.2021,0;-4.4329,2.7021,0;-2.6918,1.6969,0;-.9578,-1.3181,0;-1.8258,.1969,0;-2.6938,-1.3168,0;-8.397,3.5681,0;-6.1649,2.7021,0;-9.629,1.7021,0;-8.763,2.2021,0;-7.897,2.7021,0;-1.8258,-1.8147,0;-2.6938,-.311,0;0,-1.6294,0;-4.2081,-2.1939,0;-5.2989,3.2021,0;-7.031,3.2021,0;-9.397,3.5681,0;-6.1649,1.7021,0;-7.897,4.4342,0;-1.8258,1.1969,0;-12.6691,-.0531,0;-11.3722,-.8056,0;-12.6724,1.4463,0;-10.0687,-.0543,0;-11.37,2.1995,0;-4.8692,1.4527,0;-3.569,3.7046,0;-3.5667,.6995,0;-2.2655,2.9533,0;.1545,.4755,0;1.092,-.8146,0;-9.379,1.2691,0;-9.879,2.1351,0;-8.513,1.7691,0;-9.013,2.6351,0;-7.647,2.2691,0;.1545,-2.1049,0;-4.2074,-2.6939,0;-4.6415,-1.9445,0;-5.2989,3.7021,0;-7.031,3.7021,0;-8.147,4.8672,0;

Duplicates CHEMBL5187092;CHEMBL5196142

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187092.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187092.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187092.sdf

Formula	C₂₃H₂₂N₆O₄
MW	446.46
InChIKey	PCOWASOBSDEANU-GMACQHFUNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	10
HB_Donor	5
HB_Acceptor	5
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	2.02
logP	4.585
PSA	155.25
MR	122.992
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-55.85361
PM7_Total_Energy_ev	-5419.8551
PM7_Electronic_Energy_ev	-45944.2431
PM7_Dipole_Debye	4.27172
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.511
PM7_LUMO_Energy_ev	-0.33
PM7_COSMO_Area_square_ang	438.65
PM7_COSMO_Volue_cubic_ang	518.03
PM7_Electron_Affinity_ev	0.33
PM7_Ionization_Energy_ev	8.511
PM7_Energy_Gap_ev	8.181
PM7_Global_Hardness_ev	4.0905
PM7_Global_Softness_ev	0.2444688913335778
PM7_Chemical_Potential_ev	-4.4205
PM7_Electronigativity_ev	4.4205
PM7_Back_Donation_Energy_ev	-1.022625
PM7_Electrophilicity_ev	2.3885613311331135
OPENEYE_Name	(2~{R})-2-[[4-[(2-amino-7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]phenyl]carbamoylamino]-4-phenyl-butanoic acid
SMILES	c1ccc(cc1)CCC(C(=O)O)NC(=O)Nc2ccc(cc2)Oc3c4cc[nH]c4nc(n3)N
Canonical_SMILES	O=C(N[C@@H](C(=O)O)CCc1ccccc1)Nc1ccc(cc1)Oc1nc(N)nc2c1cc[nH]2
InChI	1/C23H22N6O4/c24-22-28-19-17(12-13-25-19)20(29-22)33-16-9-7-15(8-10-16)26-23(32)27-18(21(30)31)11-6-14-4-2-1-3-5-14/h1-5,7-10,12-13,18H,6,11H2,(H,30,31)(H2,26,27,32)(H3,24,25,28,29)/f/h25-27,30H,24H2
InChI_3D	1S/C23H22N6O4/c24-22-28-19-17(12-13-25-19)20(29-22)33-16-9-7-15(8-10-16)26-23(32)27-18(21(30)31)11-6-14-4-2-1-3-5-14/h1-5,7-10,12-13,18H,6,11H2,(H,30,31)(H2,26,27,32)(H3,24,25,28,29)/t18-/m1/s1
AuxInfo	1/1/N:1,2,3,4,5,21,6,7,8,9,22,10,11,13,14,15,12,23,16,17,19,18,20,27,26,28,29,24,25,30,32,31,33/E:(2,3)(4,5)(7,8)(9,10)(30,31)/F:1,2,3,4,5,21,6,7,8,9,22,10,11,13,14,15,12,23,16,17,19,18,20,27,26,28,29,24,25,32,30,31,33/E:(2,3)(4,5)(7,8)(9,10)/rA:55cCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;;d10;s10;d4s5;s6d7;s8d9;d12;s12;;;;s13;s21;s19s22;s16d18;d17s18;s11s16;s18;s14s20;s20s23;d19;d20;s19;s15s17;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s21;s21;s22;s22;s23;s26;s27;s27;s28;s29;s32;/rC:-12.2361,.1969,0;-11.3715,-.3056,0;-12.239,1.1969,0;-10.501,.197,0;-11.3685,1.6995,0;-4.4358,1.7021,0;-3.5683,3.2046,0;-3.5653,1.1995,0;-2.6978,2.702,0;;.592,-.8146,0;-.9578,-.311,0;-10.4951,1.2021,0;-4.4329,2.7021,0;-2.6918,1.6969,0;-.9578,-1.3181,0;-1.8258,.1969,0;-2.6938,-1.3168,0;-8.397,3.5681,0;-6.1649,2.7021,0;-9.629,1.7021,0;-8.763,2.2021,0;-7.897,2.7021,0;-1.8258,-1.8147,0;-2.6938,-.311,0;0,-1.6294,0;-4.2081,-2.1939,0;-5.2989,3.2021,0;-7.031,3.2021,0;-9.397,3.5681,0;-6.1649,1.7021,0;-7.897,4.4342,0;-1.8258,1.1969,0;-12.6691,-.0531,0;-11.3722,-.8056,0;-12.6724,1.4463,0;-10.0687,-.0543,0;-11.37,2.1995,0;-4.8692,1.4527,0;-3.569,3.7046,0;-3.5667,.6995,0;-2.2655,2.9533,0;.1545,.4755,0;1.092,-.8146,0;-9.379,1.2691,0;-9.879,2.1351,0;-8.513,1.7691,0;-9.013,2.6351,0;-7.647,2.2691,0;.1545,-2.1049,0;-4.2074,-2.6939,0;-4.6415,-1.9445,0;-5.2989,3.7021,0;-7.031,3.7021,0;-8.147,4.8672,0;
Duplicates	CHEMBL5187092;CHEMBL5196142
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187092.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187092.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187092.sdf