CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11992_p0 (9717)

Formula C₁₇H₂₀F₂N₄O₃S

MW 398.43

InChIKey MKMPWKUAHLTIBJ-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 50

Rotat_Bonds 3

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 7

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 0.44

logP 2.8611

PSA 98.83

MR 97.1984

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -113.10221

PM7_Total_Energy_ev -5094.69017

PM7_Electronic_Energy_ev -37285.8601

PM7_Dipole_Debye 2.20751

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.063

PM7_LUMO_Energy_ev -0.736

PM7_COSMO_Area_square_ang 378.84

PM7_COSMO_Volue_cubic_ang 432.36

PM7_Electron_Affinity_ev 0.736

PM7_Ionization_Energy_ev 9.063

PM7_Energy_Gap_ev 8.327

PM7_Global_Hardness_ev 4.1635

PM7_Global_Softness_ev 0.24018253872943437

PM7_Chemical_Potential_ev -4.8995

PM7_Electronigativity_ev 4.8995

PM7_Back_Donation_Energy_ev -1.040875

PM7_Electrophilicity_ev 2.8828029602497898

OPENEYE_Name (2~{R},3~{S},5~{R})-2-(2,5-difluorophenyl)-5-[(5~{S})-2-methylsulfonyl-4,6-dihydropyrrolo[3,4-c]pyrazol-5-yl]tetrahydropyran-3-amine

SMILES c1cc(c(cc1F)C2C(CC(CO2)N3Cc4cn(nc4C3)S(=O)(=O)C)N)F

Canonical_SMILES Fc1ccc(c(c1)[C@H]1OC[C@@H](C[C@@H]1N)N1Cc2c(C1)cn(n2)S(=O)(=O)C)F

InChI 1/C17H20F2N4O3S/c1-27(24,25)23-7-10-6-22(8-16(10)21-23)12-5-15(20)17(26-9-12)13-4-11(18)2-3-14(13)19/h2-4,7,12,15,17H,5-6,8-9,20H2,1H3

InChI_3D 1S/C17H20F2N4O3S/c1-27(24,25)23-7-10-6-22(8-16(10)21-23)12-5-15(20)17(26-9-12)13-4-11(18)2-3-14(13)19/h2-4,7,12,15,17H,5-6,8-9,20H2,1H3/t12-,15+,17-/m1/s1

AuxInfo 1/0/N:17,1,2,3,12,10,4,11,13,6,7,15,5,8,16,9,14,25,26,21,18,20,19,22,23,24,27/E:(24,25)/CRV:27.6/rA:47cCCCCCCCCCCCCCCCCCNNNNOOOFFSHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s3;d4;s1d3;s2d5;s6;s6;s9;;;s5;s12s13;s12s14;;d9;s4s18;s10s11s15;s16;;;s13s14;s7;s8;s17s19d22d23;s1;s2;s3;s4;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s17;s17;s21;s21;/rC:9.368,-1.3505,0;8.8585,-2.217,0;7.8724,-.4711,0;.5961,.8031,0;7.3629,-1.3376,0;1.544,.4845,0;8.8724,-.482,0;7.8533,-2.215,0;1.5339,-.5155,0;2.4969,.796,0;2.4888,-.8311,0;4.6563,-1.0135,0;5.7809,.3078,0;6.3629,-1.3267,0;4.834,-.0294,0;5.416,-1.6639,0;-1.9999,.0201,0;.5797,-.8148,0;;3.084,-.0206,0;5.9091,-2.5339,0;-.9899,1.01,0;-1.01,-.9899,0;6.5502,-.3391,0;9.3793,.3801,0;7.3465,-3.077,0;-.9999,.0101,0;9.868,-1.3538,0;9.1063,-2.6513,0;7.6265,-.0357,0;.4464,1.2802,0;2.2937,1.2529,0;2.9306,1.0448,0;2.9205,-1.0833,0;2.2831,-1.2868,0;4.4029,-1.4446,0;4.1875,-.8397,0;5.5331,.742,0;6.1649,.628,0;6.4454,-1.8198,0;4.7501,.4635,0;5.0301,-1.9819,0;-1.9949,.5201,0;-2.0049,-.4798,0;-2.4999,.0252,0;6.4091,-2.5378,0;5.6557,-2.9649,0;

Duplicates DB11992_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11992_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11992_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11992_p0.sdf

Formula	C₁₇H₂₀F₂N₄O₃S
MW	398.43
InChIKey	MKMPWKUAHLTIBJ-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	50
Rotat_Bonds	3
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	7
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	0.44
logP	2.8611
PSA	98.83
MR	97.1984
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-113.10221
PM7_Total_Energy_ev	-5094.69017
PM7_Electronic_Energy_ev	-37285.8601
PM7_Dipole_Debye	2.20751
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.063
PM7_LUMO_Energy_ev	-0.736
PM7_COSMO_Area_square_ang	378.84
PM7_COSMO_Volue_cubic_ang	432.36
PM7_Electron_Affinity_ev	0.736
PM7_Ionization_Energy_ev	9.063
PM7_Energy_Gap_ev	8.327
PM7_Global_Hardness_ev	4.1635
PM7_Global_Softness_ev	0.24018253872943437
PM7_Chemical_Potential_ev	-4.8995
PM7_Electronigativity_ev	4.8995
PM7_Back_Donation_Energy_ev	-1.040875
PM7_Electrophilicity_ev	2.8828029602497898
OPENEYE_Name	(2~{R},3~{S},5~{R})-2-(2,5-difluorophenyl)-5-[(5~{S})-2-methylsulfonyl-4,6-dihydropyrrolo[3,4-c]pyrazol-5-yl]tetrahydropyran-3-amine
SMILES	c1cc(c(cc1F)C2C(CC(CO2)N3Cc4cn(nc4C3)S(=O)(=O)C)N)F
Canonical_SMILES	Fc1ccc(c(c1)[C@H]1OC[C@@H](C[C@@H]1N)N1Cc2c(C1)cn(n2)S(=O)(=O)C)F
InChI	1/C17H20F2N4O3S/c1-27(24,25)23-7-10-6-22(8-16(10)21-23)12-5-15(20)17(26-9-12)13-4-11(18)2-3-14(13)19/h2-4,7,12,15,17H,5-6,8-9,20H2,1H3
InChI_3D	1S/C17H20F2N4O3S/c1-27(24,25)23-7-10-6-22(8-16(10)21-23)12-5-15(20)17(26-9-12)13-4-11(18)2-3-14(13)19/h2-4,7,12,15,17H,5-6,8-9,20H2,1H3/t12-,15+,17-/m1/s1
AuxInfo	1/0/N:17,1,2,3,12,10,4,11,13,6,7,15,5,8,16,9,14,25,26,21,18,20,19,22,23,24,27/E:(24,25)/CRV:27.6/rA:47cCCCCCCCCCCCCCCCCCNNNNOOOFFSHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s3;d4;s1d3;s2d5;s6;s6;s9;;;s5;s12s13;s12s14;;d9;s4s18;s10s11s15;s16;;;s13s14;s7;s8;s17s19d22d23;s1;s2;s3;s4;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s17;s17;s21;s21;/rC:9.368,-1.3505,0;8.8585,-2.217,0;7.8724,-.4711,0;.5961,.8031,0;7.3629,-1.3376,0;1.544,.4845,0;8.8724,-.482,0;7.8533,-2.215,0;1.5339,-.5155,0;2.4969,.796,0;2.4888,-.8311,0;4.6563,-1.0135,0;5.7809,.3078,0;6.3629,-1.3267,0;4.834,-.0294,0;5.416,-1.6639,0;-1.9999,.0201,0;.5797,-.8148,0;;3.084,-.0206,0;5.9091,-2.5339,0;-.9899,1.01,0;-1.01,-.9899,0;6.5502,-.3391,0;9.3793,.3801,0;7.3465,-3.077,0;-.9999,.0101,0;9.868,-1.3538,0;9.1063,-2.6513,0;7.6265,-.0357,0;.4464,1.2802,0;2.2937,1.2529,0;2.9306,1.0448,0;2.9205,-1.0833,0;2.2831,-1.2868,0;4.4029,-1.4446,0;4.1875,-.8397,0;5.5331,.742,0;6.1649,.628,0;6.4454,-1.8198,0;4.7501,.4635,0;5.0301,-1.9819,0;-1.9949,.5201,0;-2.0049,-.4798,0;-2.4999,.0252,0;6.4091,-2.5378,0;5.6557,-2.9649,0;
Duplicates	DB11992_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11992_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11992_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11992_p0.sdf