CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07589_p0 (7056)

Formula C₂₂H₂₆F₃N₃O₄S

MW 485.52

InChIKey DWWVPKCSDHDILN-LBOYIXSDNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 61

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.67

logP 4.7392

PSA 129.9

MR 116.771

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -254.40736

PM7_Total_Energy_ev -6366.2776

PM7_Electronic_Energy_ev -55470.10334

PM7_Dipole_Debye 3.26383

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.438

PM7_LUMO_Energy_ev -0.577

PM7_COSMO_Area_square_ang 431.25

PM7_COSMO_Volue_cubic_ang 561.08

PM7_Electron_Affinity_ev 0.577

PM7_Ionization_Energy_ev 9.438

PM7_Energy_Gap_ev 8.861

PM7_Global_Hardness_ev 4.4305

PM7_Global_Softness_ev 0.2257081593499605

PM7_Chemical_Potential_ev -5.0075

PM7_Electronigativity_ev 5.0075

PM7_Back_Donation_Energy_ev -1.107625

PM7_Electrophilicity_ev 2.8298223958921116

OPENEYE_Name (2~{R})-~{N}-[1-(aminomethyl)cyclopropyl]-3-benzylsulfonyl-2-[[(1~{S})-2,2,2-trifluoro-1-(4-hydroxyphenyl)ethyl]amino]propanamide

SMILES c1ccc(cc1)CS(=O)(=O)CC(C(=O)NC2(CC2)CN)NC(c3ccc(cc3)O)C(F)(F)F

Canonical_SMILES NCC1(CC1)NC(=O)[C@H](CS(=O)(=O)Cc1ccccc1)N[C@H](C(F)(F)F)c1ccc(cc1)O

InChI 1/C22H26F3N3O4S/c23-22(24,25)19(16-6-8-17(29)9-7-16)27-18(20(30)28-21(14-26)10-11-21)13-33(31,32)12-15-4-2-1-3-5-15/h1-9,18-19,27,29H,10-14,26H2,(H,28,30)/f/h28H

InChI_3D 1S/C22H26F3N3O4S/c23-22(24,25)19(16-6-8-17(29)9-7-16)27-18(20(30)28-21(14-26)10-11-21)13-33(31,32)12-15-4-2-1-3-5-15/h1-9,18-19,27,29H,10-14,26H2,(H,28,30)/t18-,19-/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,9,14,15,17,19,18,10,11,12,21,20,13,16,22,30,31,32,23,25,24,29,26,27,28,33/E:(2,3)(4,5)(6,7)(8,9)(10,11)(23,24,25)(31,32)/F:m/E:m/CRV:33.6/rA:59cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOFFFSHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7;s8d9;;;s14;s14s15;s10;s16;;s11;s13s19;s20;s18;s13s16;s20s21;d13;;;s12;s22;s22;s22;s17s19d27d28;s1;s2;s3;s4;s5;s6;s7;s8;s9;s14;s14;s15;s15;s17;s17;s18;s18;s19;s19;s20;s21;s23;s23;s24;s25;s29;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;3.8801,6.504,0;3.0126,5.0014,0;4.7507,6.0014,0;3.8832,4.4988,0;0,2.0104,0;3.0155,6.0014,0;4.7566,4.9962,0;-1,6.0104,0;-3.441,6.5324,0;-2.6747,5.8899,0;-2.5,6.8764,0;0,3.0104,0;-2.8051,8.5996,0;0,5.0104,0;1.5,6.8764,0;0,6.0104,0;2,7.7425,0;-2.9795,9.5843,0;-1.5,6.8764,0;1,6.0104,0;-1.5,5.1444,0;-1,4.0104,0;1,4.0104,0;5.6226,4.4962,0;1.134,8.2425,0;2.866,7.2425,0;2.5,8.6085,0;0,4.0104,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.8794,7.004,0;2.5793,4.752,0;5.1829,6.2526,0;3.8817,3.9988,0;-3.8238,6.2107,0;-3.6914,6.9651,0;-2.2049,5.7187,0;-2.9247,5.4569,0;-.5,3.0104,0;.5,3.0104,0;-3.2975,8.5124,0;-2.3128,8.6868,0;.5,5.0104,0;-.5,5.0104,0;1.067,7.1264,0;0,6.5104,0;-2.5967,9.906,0;-3.4495,9.755,0;-1.25,7.3094,0;1.25,5.5774,0;6.0556,4.7462,0;

Duplicates DB07589_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07589_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07589_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07589_p0.sdf

Formula	C₂₂H₂₆F₃N₃O₄S
MW	485.52
InChIKey	DWWVPKCSDHDILN-LBOYIXSDNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	61
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.67
logP	4.7392
PSA	129.9
MR	116.771
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-254.40736
PM7_Total_Energy_ev	-6366.2776
PM7_Electronic_Energy_ev	-55470.10334
PM7_Dipole_Debye	3.26383
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.438
PM7_LUMO_Energy_ev	-0.577
PM7_COSMO_Area_square_ang	431.25
PM7_COSMO_Volue_cubic_ang	561.08
PM7_Electron_Affinity_ev	0.577
PM7_Ionization_Energy_ev	9.438
PM7_Energy_Gap_ev	8.861
PM7_Global_Hardness_ev	4.4305
PM7_Global_Softness_ev	0.2257081593499605
PM7_Chemical_Potential_ev	-5.0075
PM7_Electronigativity_ev	5.0075
PM7_Back_Donation_Energy_ev	-1.107625
PM7_Electrophilicity_ev	2.8298223958921116
OPENEYE_Name	(2~{R})-~{N}-[1-(aminomethyl)cyclopropyl]-3-benzylsulfonyl-2-[[(1~{S})-2,2,2-trifluoro-1-(4-hydroxyphenyl)ethyl]amino]propanamide
SMILES	c1ccc(cc1)CS(=O)(=O)CC(C(=O)NC2(CC2)CN)NC(c3ccc(cc3)O)C(F)(F)F
Canonical_SMILES	NCC1(CC1)NC(=O)[C@H](CS(=O)(=O)Cc1ccccc1)N[C@H](C(F)(F)F)c1ccc(cc1)O
InChI	1/C22H26F3N3O4S/c23-22(24,25)19(16-6-8-17(29)9-7-16)27-18(20(30)28-21(14-26)10-11-21)13-33(31,32)12-15-4-2-1-3-5-15/h1-9,18-19,27,29H,10-14,26H2,(H,28,30)/f/h28H
InChI_3D	1S/C22H26F3N3O4S/c23-22(24,25)19(16-6-8-17(29)9-7-16)27-18(20(30)28-21(14-26)10-11-21)13-33(31,32)12-15-4-2-1-3-5-15/h1-9,18-19,27,29H,10-14,26H2,(H,28,30)/t18-,19-/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,9,14,15,17,19,18,10,11,12,21,20,13,16,22,30,31,32,23,25,24,29,26,27,28,33/E:(2,3)(4,5)(6,7)(8,9)(10,11)(23,24,25)(31,32)/F:m/E:m/CRV:33.6/rA:59cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOFFFSHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7;s8d9;;;s14;s14s15;s10;s16;;s11;s13s19;s20;s18;s13s16;s20s21;d13;;;s12;s22;s22;s22;s17s19d27d28;s1;s2;s3;s4;s5;s6;s7;s8;s9;s14;s14;s15;s15;s17;s17;s18;s18;s19;s19;s20;s21;s23;s23;s24;s25;s29;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;3.8801,6.504,0;3.0126,5.0014,0;4.7507,6.0014,0;3.8832,4.4988,0;0,2.0104,0;3.0155,6.0014,0;4.7566,4.9962,0;-1,6.0104,0;-3.441,6.5324,0;-2.6747,5.8899,0;-2.5,6.8764,0;0,3.0104,0;-2.8051,8.5996,0;0,5.0104,0;1.5,6.8764,0;0,6.0104,0;2,7.7425,0;-2.9795,9.5843,0;-1.5,6.8764,0;1,6.0104,0;-1.5,5.1444,0;-1,4.0104,0;1,4.0104,0;5.6226,4.4962,0;1.134,8.2425,0;2.866,7.2425,0;2.5,8.6085,0;0,4.0104,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.8794,7.004,0;2.5793,4.752,0;5.1829,6.2526,0;3.8817,3.9988,0;-3.8238,6.2107,0;-3.6914,6.9651,0;-2.2049,5.7187,0;-2.9247,5.4569,0;-.5,3.0104,0;.5,3.0104,0;-3.2975,8.5124,0;-2.3128,8.6868,0;.5,5.0104,0;-.5,5.0104,0;1.067,7.1264,0;0,6.5104,0;-2.5967,9.906,0;-3.4495,9.755,0;-1.25,7.3094,0;1.25,5.5774,0;6.0556,4.7462,0;
Duplicates	DB07589_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07589_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07589_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07589_p0.sdf