CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07648 (7132)

Formula C₂₁H₂₀N₄O₂

MW 360.41

InChIKey TWEONIHFGKSPLC-WKAABZQDNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 50

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.62

logP 3.13

PSA 94.06

MR 106.004

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 16.55953

PM7_Total_Energy_ev -4183.71236

PM7_Electronic_Energy_ev -34585.53043

PM7_Dipole_Debye 2.97237

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.375

PM7_LUMO_Energy_ev -0.494

PM7_COSMO_Area_square_ang 363.75

PM7_COSMO_Volue_cubic_ang 435.45

PM7_Electron_Affinity_ev 0.494

PM7_Ionization_Energy_ev 8.375

PM7_Energy_Gap_ev 7.881

PM7_Global_Hardness_ev 3.9405

PM7_Global_Softness_ev 0.2537749016622256

PM7_Chemical_Potential_ev -4.4345

PM7_Electronigativity_ev 4.4345

PM7_Back_Donation_Energy_ev -0.985125

PM7_Electrophilicity_ev 2.4952151059510213

OPENEYE_Name (2~{R})-3-[(5,6-diphenyl-7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl)amino]propane-1,2-diol

SMILES c1ccc(cc1)c2c3c(ncnc3NCC(CO)O)[nH]c2c4ccccc4

Canonical_SMILES OC[C@@H](CNc1ncnc2c1c(c1ccccc1)c([nH]2)c1ccccc1)O

InChI 1/C21H20N4O2/c26-12-16(27)11-22-20-18-17(14-7-3-1-4-8-14)19(15-9-5-2-6-10-15)25-21(18)24-13-23-20/h1-10,13,16,26-27H,11-12H2,(H2,22,23,24,25)/f/h22,25H

InChI_3D 1S/C21H20N4O2/c26-12-16(27)11-22-20-18-17(14-7-3-1-4-8-14)19(15-9-5-2-6-10-15)25-21(18)24-13-23-20/h1-10,13,16,26-27H,11-12H2,(H2,22,23,24,25)/t16-/m1/s1

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,9,10,19,20,11,13,14,21,15,12,16,18,17,25,23,22,24,26,27/E:(3,4)(5,6)(7,8)(9,10)/F:m/E:m/rA:47cCCCCCCCCCCCCCCCCCCCCCNNNNOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;;;d7s8;d9s10;s12s13;s14d15;d12;s12;;;s19s20;d11s17;s11d18;s16s17;s18s19;s20;s21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s19;s19;s20;s20;s21;s24;s25;s26;s27;/rC:1.1622,3.5763,0;3.6024,-.8144,0;1.8334,2.8351,0;.1834,3.3713,0;3.105,-1.682,0;3.1048,.053,0;1.5228,1.8791,0;-.1273,2.4153,0;2.0998,-1.682,0;2.0996,.053,0;-2.6938,-1.3168,0;-.9578,-.311,0;.5408,1.6643,0;1.592,-.8145,0;;.592,-.8146,0;-.9578,-1.3181,0;-1.8258,.1969,0;-2.6918,1.6969,0;-4.4239,2.6969,0;-3.5579,2.1969,0;-1.8258,-1.8147,0;-2.6938,-.311,0;0,-1.6294,0;-1.8258,1.1969,0;-5.2899,3.1969,0;-4.0579,1.3309,0;1.3167,4.0518,0;4.1024,-.8144,0;2.3224,2.9397,0;-.1506,3.7433,0;3.3556,-2.1146,0;3.3555,.4857,0;1.8584,1.5085,0;-.6167,2.3128,0;1.8511,-2.1158,0;1.8509,.4867,0;-3.1265,-1.5674,0;-2.4418,2.1299,0;-2.9418,1.2639,0;-4.6739,2.2639,0;-4.1739,3.1299,0;-3.3079,2.6299,0;.1545,-2.1049,0;-1.3928,1.4469,0;-5.7229,2.9469,0;-3.8079,.8979,0;

Duplicates DB07648

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07648.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07648.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07648.sdf

Formula	C₂₁H₂₀N₄O₂
MW	360.41
InChIKey	TWEONIHFGKSPLC-WKAABZQDNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	50
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.62
logP	3.13
PSA	94.06
MR	106.004
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	16.55953
PM7_Total_Energy_ev	-4183.71236
PM7_Electronic_Energy_ev	-34585.53043
PM7_Dipole_Debye	2.97237
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.375
PM7_LUMO_Energy_ev	-0.494
PM7_COSMO_Area_square_ang	363.75
PM7_COSMO_Volue_cubic_ang	435.45
PM7_Electron_Affinity_ev	0.494
PM7_Ionization_Energy_ev	8.375
PM7_Energy_Gap_ev	7.881
PM7_Global_Hardness_ev	3.9405
PM7_Global_Softness_ev	0.2537749016622256
PM7_Chemical_Potential_ev	-4.4345
PM7_Electronigativity_ev	4.4345
PM7_Back_Donation_Energy_ev	-0.985125
PM7_Electrophilicity_ev	2.4952151059510213
OPENEYE_Name	(2~{R})-3-[(5,6-diphenyl-7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl)amino]propane-1,2-diol
SMILES	c1ccc(cc1)c2c3c(ncnc3NCC(CO)O)[nH]c2c4ccccc4
Canonical_SMILES	OC[C@@H](CNc1ncnc2c1c(c1ccccc1)c([nH]2)c1ccccc1)O
InChI	1/C21H20N4O2/c26-12-16(27)11-22-20-18-17(14-7-3-1-4-8-14)19(15-9-5-2-6-10-15)25-21(18)24-13-23-20/h1-10,13,16,26-27H,11-12H2,(H2,22,23,24,25)/f/h22,25H
InChI_3D	1S/C21H20N4O2/c26-12-16(27)11-22-20-18-17(14-7-3-1-4-8-14)19(15-9-5-2-6-10-15)25-21(18)24-13-23-20/h1-10,13,16,26-27H,11-12H2,(H2,22,23,24,25)/t16-/m1/s1
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,9,10,19,20,11,13,14,21,15,12,16,18,17,25,23,22,24,26,27/E:(3,4)(5,6)(7,8)(9,10)/F:m/E:m/rA:47cCCCCCCCCCCCCCCCCCCCCCNNNNOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;;;d7s8;d9s10;s12s13;s14d15;d12;s12;;;s19s20;d11s17;s11d18;s16s17;s18s19;s20;s21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s19;s19;s20;s20;s21;s24;s25;s26;s27;/rC:1.1622,3.5763,0;3.6024,-.8144,0;1.8334,2.8351,0;.1834,3.3713,0;3.105,-1.682,0;3.1048,.053,0;1.5228,1.8791,0;-.1273,2.4153,0;2.0998,-1.682,0;2.0996,.053,0;-2.6938,-1.3168,0;-.9578,-.311,0;.5408,1.6643,0;1.592,-.8145,0;;.592,-.8146,0;-.9578,-1.3181,0;-1.8258,.1969,0;-2.6918,1.6969,0;-4.4239,2.6969,0;-3.5579,2.1969,0;-1.8258,-1.8147,0;-2.6938,-.311,0;0,-1.6294,0;-1.8258,1.1969,0;-5.2899,3.1969,0;-4.0579,1.3309,0;1.3167,4.0518,0;4.1024,-.8144,0;2.3224,2.9397,0;-.1506,3.7433,0;3.3556,-2.1146,0;3.3555,.4857,0;1.8584,1.5085,0;-.6167,2.3128,0;1.8511,-2.1158,0;1.8509,.4867,0;-3.1265,-1.5674,0;-2.4418,2.1299,0;-2.9418,1.2639,0;-4.6739,2.2639,0;-4.1739,3.1299,0;-3.3079,2.6299,0;.1545,-2.1049,0;-1.3928,1.4469,0;-5.7229,2.9469,0;-3.8079,.8979,0;
Duplicates	DB07648
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07648.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07648.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07648.sdf