CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08816 (8453)

Formula C₂₃H₂₈F₂N₆O₄S

MW 522.57

InChIKey OEKWJQXRCDYSHL-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 36

Number_Rings 5

Number_Bonds 68

Rotat_Bonds 13

Unbranched_Chain 4

Chiral_Centers 6

ONatoms 10

HB_Donor 4

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP 2.37

logP 2.0867

PSA 163.74

MR 128.222

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -122.60145

PM7_Total_Energy_ev -6606.49993

PM7_Electronic_Energy_ev -60466.54857

PM7_Dipole_Debye 3.47519

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.612

PM7_LUMO_Energy_ev -1.006

PM7_COSMO_Area_square_ang 468.25

PM7_COSMO_Volue_cubic_ang 600.54

PM7_Electron_Affinity_ev 1.006

PM7_Ionization_Energy_ev 8.612

PM7_Energy_Gap_ev 7.606

PM7_Global_Hardness_ev 3.803

PM7_Global_Softness_ev 0.2629503023928478

PM7_Chemical_Potential_ev -4.809

PM7_Electronigativity_ev 4.809

PM7_Back_Donation_Energy_ev -0.95075

PM7_Electrophilicity_ev 3.040557586116224

OPENEYE_Name (1~{S},2~{S},3~{R},5~{S})-3-[7-[[(1~{R},2~{S})-2-(3,4-difluorophenyl)cyclopropyl]amino]-5-propylsulfanyl-triazolo[4,5-d]pyrimidin-3-yl]-5-(2-hydroxyethoxy)cyclopentane-1,2-diol

SMILES c1cc(c(cc1C2CC2Nc3c4c(nc(n3)SCCC)n(nn4)C5CC(C(C5O)O)OCCO)F)F

Canonical_SMILES CCCSc1nc(N[C@@H]2C[C@H]2c2ccc(c(c2)F)F)c2c(n1)n(nn2)[C@@H]1C[C@@H]([C@H]([C@H]1O)O)OCCO

InChI 1/C23H28F2N6O4S/c1-2-7-36-23-27-21(26-15-9-12(15)11-3-4-13(24)14(25)8-11)18-22(28-23)31(30-29-18)16-10-17(35-6-5-32)20(34)19(16)33/h3-4,8,12,15-17,19-20,32-34H,2,5-7,9-10H2,1H3,(H,26,27,28)/f/h26H

InChI_3D 1S/C23H28F2N6O4S/c1-2-7-36-23-27-21(26-15-9-12(15)11-3-4-13(24)14(25)8-11)18-22(28-23)31(30-29-18)16-10-17(35-6-5-32)20(34)19(16)33/h3-4,8,12,15-17,19-20,32-34H,2,5-7,9-10H2,1H3,(H,26,27,28)/t12-,15+,16+,17-,19-,20+/m0/s1

AuxInfo 1/1/N:19,20,1,2,21,22,23,3,11,12,4,13,6,7,15,14,16,5,17,18,9,8,10,34,35,29,26,25,24,27,28,32,30,31,33,36/F:m/rA:64cCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOFFSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;;s2;s3d6;d5;s5;;;;s4s11;s12;s11s13;s12;s14;s16s17;;s19;;s21;s20;s5;s8d10;d9s10;d24;s8s14s27;s9s15;s17;s18;s21;s16s22;s6;s7;s10s23;s1;s2;s3;s11;s11;s12;s12;s13;s14;s15;s16;s17;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s29;s30;s31;s32;/rC:-3.0279,.395,0;-3.8924,-.1078,0;-3.8961,1.8973,0;-3.0254,1.3951,0;.868,-.5079,0;-4.7631,.3945,0;-4.7694,1.3996,0;.868,-1.515,0;;-.868,-1.5137,0;-.524,2.4417,0;2.8662,-4.3588,0;-1.5089,2.2684,0;2.3665,-3.4907,0;-.866,1.5,0;2.1968,-5.1036,0;1.3841,-3.7001,0;1.2839,-4.6953,0;-1.7291,-5.0149,0;-1.7305,-4.0149,0;5.2308,-7.3076,0;4.4217,-6.7199,0;-1.7319,-3.0149,0;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;2.4178,-1.0115,0;1.8258,-1.8263,0;0,1,0;.3841,-3.7032,0;.7437,-6.3598,0;6.0399,-7.8953,0;3.6127,-6.1321,0;-5.6274,-.1084,0;-5.6356,1.8993,0;-1.7333,-2.0149,0;-2.5948,.1452,0;-3.8914,-.6078,0;-3.8948,2.3973,0;-.524,2.9417,0;-.0316,2.3551,0;3.2708,-4.0651,0;3.2008,-4.7303,0;-1.6796,2.7384,0;2.8234,-3.2876,0;-1.1877,1.1172,0;1.9465,-5.5364,0;1.3309,-3.2029,0;.7946,-4.5925,0;-2.2291,-5.0156,0;-1.2291,-5.0142,0;-1.7284,-5.5149,0;-1.2305,-4.0142,0;-2.2305,-4.0156,0;5.5247,-6.903,0;4.9369,-7.7121,0;4.1279,-7.1244,0;4.7156,-6.3153,0;-1.2319,-3.0142,0;-2.2319,-3.0156,0;.433,1.25,0;.1355,-4.137,0;.2547,-6.464,0;6.4966,-7.6919,0;

Duplicates DB08816

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08816.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08816.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08816.sdf

Formula	C₂₃H₂₈F₂N₆O₄S
MW	522.57
InChIKey	OEKWJQXRCDYSHL-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	36
Number_Rings	5
Number_Bonds	68
Rotat_Bonds	13
Unbranched_Chain	4
Chiral_Centers	6
ONatoms	10
HB_Donor	4
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	2.37
logP	2.0867
PSA	163.74
MR	128.222
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-122.60145
PM7_Total_Energy_ev	-6606.49993
PM7_Electronic_Energy_ev	-60466.54857
PM7_Dipole_Debye	3.47519
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.612
PM7_LUMO_Energy_ev	-1.006
PM7_COSMO_Area_square_ang	468.25
PM7_COSMO_Volue_cubic_ang	600.54
PM7_Electron_Affinity_ev	1.006
PM7_Ionization_Energy_ev	8.612
PM7_Energy_Gap_ev	7.606
PM7_Global_Hardness_ev	3.803
PM7_Global_Softness_ev	0.2629503023928478
PM7_Chemical_Potential_ev	-4.809
PM7_Electronigativity_ev	4.809
PM7_Back_Donation_Energy_ev	-0.95075
PM7_Electrophilicity_ev	3.040557586116224
OPENEYE_Name	(1~{S},2~{S},3~{R},5~{S})-3-[7-[[(1~{R},2~{S})-2-(3,4-difluorophenyl)cyclopropyl]amino]-5-propylsulfanyl-triazolo[4,5-d]pyrimidin-3-yl]-5-(2-hydroxyethoxy)cyclopentane-1,2-diol
SMILES	c1cc(c(cc1C2CC2Nc3c4c(nc(n3)SCCC)n(nn4)C5CC(C(C5O)O)OCCO)F)F
Canonical_SMILES	CCCSc1nc(N[C@@H]2C[C@H]2c2ccc(c(c2)F)F)c2c(n1)n(nn2)[C@@H]1C[C@@H]([C@H]([C@H]1O)O)OCCO
InChI	1/C23H28F2N6O4S/c1-2-7-36-23-27-21(26-15-9-12(15)11-3-4-13(24)14(25)8-11)18-22(28-23)31(30-29-18)16-10-17(35-6-5-32)20(34)19(16)33/h3-4,8,12,15-17,19-20,32-34H,2,5-7,9-10H2,1H3,(H,26,27,28)/f/h26H
InChI_3D	1S/C23H28F2N6O4S/c1-2-7-36-23-27-21(26-15-9-12(15)11-3-4-13(24)14(25)8-11)18-22(28-23)31(30-29-18)16-10-17(35-6-5-32)20(34)19(16)33/h3-4,8,12,15-17,19-20,32-34H,2,5-7,9-10H2,1H3,(H,26,27,28)/t12-,15+,16+,17-,19-,20+/m0/s1
AuxInfo	1/1/N:19,20,1,2,21,22,23,3,11,12,4,13,6,7,15,14,16,5,17,18,9,8,10,34,35,29,26,25,24,27,28,32,30,31,33,36/F:m/rA:64cCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOFFSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;;s2;s3d6;d5;s5;;;;s4s11;s12;s11s13;s12;s14;s16s17;;s19;;s21;s20;s5;s8d10;d9s10;d24;s8s14s27;s9s15;s17;s18;s21;s16s22;s6;s7;s10s23;s1;s2;s3;s11;s11;s12;s12;s13;s14;s15;s16;s17;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s29;s30;s31;s32;/rC:-3.0279,.395,0;-3.8924,-.1078,0;-3.8961,1.8973,0;-3.0254,1.3951,0;.868,-.5079,0;-4.7631,.3945,0;-4.7694,1.3996,0;.868,-1.515,0;;-.868,-1.5137,0;-.524,2.4417,0;2.8662,-4.3588,0;-1.5089,2.2684,0;2.3665,-3.4907,0;-.866,1.5,0;2.1968,-5.1036,0;1.3841,-3.7001,0;1.2839,-4.6953,0;-1.7291,-5.0149,0;-1.7305,-4.0149,0;5.2308,-7.3076,0;4.4217,-6.7199,0;-1.7319,-3.0149,0;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;2.4178,-1.0115,0;1.8258,-1.8263,0;0,1,0;.3841,-3.7032,0;.7437,-6.3598,0;6.0399,-7.8953,0;3.6127,-6.1321,0;-5.6274,-.1084,0;-5.6356,1.8993,0;-1.7333,-2.0149,0;-2.5948,.1452,0;-3.8914,-.6078,0;-3.8948,2.3973,0;-.524,2.9417,0;-.0316,2.3551,0;3.2708,-4.0651,0;3.2008,-4.7303,0;-1.6796,2.7384,0;2.8234,-3.2876,0;-1.1877,1.1172,0;1.9465,-5.5364,0;1.3309,-3.2029,0;.7946,-4.5925,0;-2.2291,-5.0156,0;-1.2291,-5.0142,0;-1.7284,-5.5149,0;-1.2305,-4.0142,0;-2.2305,-4.0156,0;5.5247,-6.903,0;4.9369,-7.7121,0;4.1279,-7.1244,0;4.7156,-6.3153,0;-1.2319,-3.0142,0;-2.2319,-3.0156,0;.433,1.25,0;.1355,-4.137,0;.2547,-6.464,0;6.4966,-7.6919,0;
Duplicates	DB08816
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08816.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08816.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08816.sdf