CompChem-Database: compound details

CompChem-Database: details for selected entry

DB05188_m1_s0 (5366)

Formula C₂₃H₂₅F₃N₂O₅S

MW 498.52

InChIKey FNUIAXIWDUBUGM-PKRZOPRNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 62

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 7

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.81

logP 4.7562

PSA 95.53

MR 126.011

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -311.38586

PM7_Total_Energy_ev -6585.58884

PM7_Electronic_Energy_ev -55635.39325

PM7_Dipole_Debye 6.62907

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.056

PM7_LUMO_Energy_ev -0.63

PM7_COSMO_Area_square_ang 426.87

PM7_COSMO_Volue_cubic_ang 544.01

PM7_Electron_Affinity_ev 0.63

PM7_Ionization_Energy_ev 8.056

PM7_Energy_Gap_ev 7.426

PM7_Global_Hardness_ev 3.713

PM7_Global_Softness_ev 0.26932399676811203

PM7_Chemical_Potential_ev -4.343

PM7_Electronigativity_ev 4.343

PM7_Back_Donation_Energy_ev -0.92825

PM7_Electrophilicity_ev 2.539947347158632

OPENEYE_Name (2~{R})-4-[(2~{S},6~{R})-2,6-dimethyl-4-[4-(trifluoromethoxy)phenyl]piperazin-1-yl]sulfonylindane-2-carboxylic acid

SMILES c1cc2c(c(c1)S(=O)(=O)N3C(CN(CC3C)c4ccc(cc4)OC(F)(F)F)C)CC(C2)C(=O)O

Canonical_SMILES OC(=O)[C@@H]1Cc2c(C1)c(ccc2)S(=O)(=O)N1[C@H](C)CN(C[C@@H]1C)c1ccc(cc1)OC(F)(F)F

InChI 1/C23H25F3N2O5S/c1-14-12-27(18-6-8-19(9-7-18)33-23(24,25)26)13-15(2)28(14)34(31,32)21-5-3-4-16-10-17(22(29)30)11-20(16)21/h3-9,14-15,17H,10-13H2,1-2H3,(H,29,30)/f/h29H

InChI_3D 1S/C23H25F3N2O5S/c1-14-12-27(18-6-8-19(9-7-18)33-23(24,25)26)13-15(2)28(14)34(31,32)21-5-3-4-16-10-17(22(29)30)11-20(16)21/h3-9,14-15,17H,10-13H2,1-2H3,(H,29,30)/t14-,15+,17-/m1/s1

AuxInfo 1/1/N:21,22,1,2,7,3,4,5,6,14,15,16,17,19,20,8,18,10,11,9,12,13,23,31,32,33,24,25,26,29,27,28,30,34/E:(1,2)(6,7)(8,9)(12,13)(14,15)(24,25,26)(29,30)(31,32)/F:21,22,1,2,7,3,4,5,6,14,15,16,17,19,20,8,18,10,11,9,12,13,23,31,32,33,24,25,29,26,27,28,30,34/E:(1,2)(6,7)(8,9)(12,13)(14,15)(24,25,26)(31,32)/CRV:34.6/rA:59cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOFFFSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;s4;s1;s2;d8;s3d4;s5d6;d7s9;;s8;s9;;;s13s14s15;s16;s17;s19;s20;;s10s16s17;s19s20;d13;;;s13;s11s23;s23;s23;s23;s12s25d27d28;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s29;/rC:1.7362,5.7658,0;.8685,6.2742,0;1.7349,-1.9951,0;-.0001,-1.9951,0;1.7349,-3.0003,0;-.0001,-3.0003,0;1.7357,4.76,0;.0002,5.7668,0;-.0003,4.7597,0;.8674,-1.4976,0;.8674,-3.508,0;.8674,4.2626,0;-2.8496,6.4359,0;-.9574,6.0783,0;-.9583,4.4489,0;;1.7348,0,0;-1.5498,5.2641,0;0,1.0051,0;1.7348,1.0051,0;-1.7228,.6979,0;3.4576,.6979,0;1.7334,-5.758,0;.8674,-.4976,0;.8674,1.5126,0;-3.8008,6.1275,0;1.8674,2.5126,0;-.1326,2.5126,0;-2.641,7.4139,0;.8674,-5.258,0;2.2334,-4.892,0;1.2334,-6.624,0;2.5994,-6.258,0;.8674,2.5126,0;2.1701,6.0143,0;.8688,6.7742,0;2.1675,-1.7445,0;-.4328,-1.7445,0;2.1686,-3.249,0;-.4338,-3.249,0;2.1682,4.5092,0;-.7538,6.535,0;-1.3902,6.3286,0;-1.3914,4.1992,0;-.7552,3.9921,0;-.1701,-.4702,0;-.4925,.0864,0;2.2273,.0864,0;1.9049,-.4702,0;-1.9216,4.9297,0;-.1728,1.4743,0;1.9076,1.4743,0;-1.6351,.2057,0;-1.8106,1.1901,0;-2.2151,.6101,0;3.5454,1.1901,0;3.3699,.2057,0;3.9499,.6101,0;-3.0124,7.7487,0;

Duplicates DB05188_m1_s0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05188_m1_s0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05188_m1_s0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05188_m1_s0.sdf

Formula	C₂₃H₂₅F₃N₂O₅S
MW	498.52
InChIKey	FNUIAXIWDUBUGM-PKRZOPRNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	62
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	7
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.81
logP	4.7562
PSA	95.53
MR	126.011
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-311.38586
PM7_Total_Energy_ev	-6585.58884
PM7_Electronic_Energy_ev	-55635.39325
PM7_Dipole_Debye	6.62907
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.056
PM7_LUMO_Energy_ev	-0.63
PM7_COSMO_Area_square_ang	426.87
PM7_COSMO_Volue_cubic_ang	544.01
PM7_Electron_Affinity_ev	0.63
PM7_Ionization_Energy_ev	8.056
PM7_Energy_Gap_ev	7.426
PM7_Global_Hardness_ev	3.713
PM7_Global_Softness_ev	0.26932399676811203
PM7_Chemical_Potential_ev	-4.343
PM7_Electronigativity_ev	4.343
PM7_Back_Donation_Energy_ev	-0.92825
PM7_Electrophilicity_ev	2.539947347158632
OPENEYE_Name	(2~{R})-4-[(2~{S},6~{R})-2,6-dimethyl-4-[4-(trifluoromethoxy)phenyl]piperazin-1-yl]sulfonylindane-2-carboxylic acid
SMILES	c1cc2c(c(c1)S(=O)(=O)N3C(CN(CC3C)c4ccc(cc4)OC(F)(F)F)C)CC(C2)C(=O)O
Canonical_SMILES	OC(=O)[C@@H]1Cc2c(C1)c(ccc2)S(=O)(=O)N1[C@H](C)CN(C[C@@H]1C)c1ccc(cc1)OC(F)(F)F
InChI	1/C23H25F3N2O5S/c1-14-12-27(18-6-8-19(9-7-18)33-23(24,25)26)13-15(2)28(14)34(31,32)21-5-3-4-16-10-17(22(29)30)11-20(16)21/h3-9,14-15,17H,10-13H2,1-2H3,(H,29,30)/f/h29H
InChI_3D	1S/C23H25F3N2O5S/c1-14-12-27(18-6-8-19(9-7-18)33-23(24,25)26)13-15(2)28(14)34(31,32)21-5-3-4-16-10-17(22(29)30)11-20(16)21/h3-9,14-15,17H,10-13H2,1-2H3,(H,29,30)/t14-,15+,17-/m1/s1
AuxInfo	1/1/N:21,22,1,2,7,3,4,5,6,14,15,16,17,19,20,8,18,10,11,9,12,13,23,31,32,33,24,25,26,29,27,28,30,34/E:(1,2)(6,7)(8,9)(12,13)(14,15)(24,25,26)(29,30)(31,32)/F:21,22,1,2,7,3,4,5,6,14,15,16,17,19,20,8,18,10,11,9,12,13,23,31,32,33,24,25,29,26,27,28,30,34/E:(1,2)(6,7)(8,9)(12,13)(14,15)(24,25,26)(31,32)/CRV:34.6/rA:59cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOFFFSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;s4;s1;s2;d8;s3d4;s5d6;d7s9;;s8;s9;;;s13s14s15;s16;s17;s19;s20;;s10s16s17;s19s20;d13;;;s13;s11s23;s23;s23;s23;s12s25d27d28;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s29;/rC:1.7362,5.7658,0;.8685,6.2742,0;1.7349,-1.9951,0;-.0001,-1.9951,0;1.7349,-3.0003,0;-.0001,-3.0003,0;1.7357,4.76,0;.0002,5.7668,0;-.0003,4.7597,0;.8674,-1.4976,0;.8674,-3.508,0;.8674,4.2626,0;-2.8496,6.4359,0;-.9574,6.0783,0;-.9583,4.4489,0;;1.7348,0,0;-1.5498,5.2641,0;0,1.0051,0;1.7348,1.0051,0;-1.7228,.6979,0;3.4576,.6979,0;1.7334,-5.758,0;.8674,-.4976,0;.8674,1.5126,0;-3.8008,6.1275,0;1.8674,2.5126,0;-.1326,2.5126,0;-2.641,7.4139,0;.8674,-5.258,0;2.2334,-4.892,0;1.2334,-6.624,0;2.5994,-6.258,0;.8674,2.5126,0;2.1701,6.0143,0;.8688,6.7742,0;2.1675,-1.7445,0;-.4328,-1.7445,0;2.1686,-3.249,0;-.4338,-3.249,0;2.1682,4.5092,0;-.7538,6.535,0;-1.3902,6.3286,0;-1.3914,4.1992,0;-.7552,3.9921,0;-.1701,-.4702,0;-.4925,.0864,0;2.2273,.0864,0;1.9049,-.4702,0;-1.9216,4.9297,0;-.1728,1.4743,0;1.9076,1.4743,0;-1.6351,.2057,0;-1.8106,1.1901,0;-2.2151,.6101,0;3.5454,1.1901,0;3.3699,.2057,0;3.9499,.6101,0;-3.0124,7.7487,0;
Duplicates	DB05188_m1_s0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05188_m1_s0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05188_m1_s0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05188_m1_s0.sdf