CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06994_p0 (6333)

Formula C₂₁H₂₅ClFN₃O₃S

MW 453.96

InChIKey XCCSSVMRGIQMGF-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 6

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.33

logP 6.5832

PSA 107.46

MR 113.737

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -70.8597

PM7_Total_Energy_ev -5268.07311

PM7_Electronic_Energy_ev -45035.17152

PM7_Dipole_Debye 6.51985

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.736

PM7_LUMO_Energy_ev -1.318

PM7_COSMO_Area_square_ang 418.52

PM7_COSMO_Volue_cubic_ang 520.89

PM7_Electron_Affinity_ev 1.318

PM7_Ionization_Energy_ev 9.736

PM7_Energy_Gap_ev 8.418

PM7_Global_Hardness_ev 4.209

PM7_Global_Softness_ev 0.23758612497030174

PM7_Chemical_Potential_ev -5.527

PM7_Electronigativity_ev 5.527

PM7_Back_Donation_Energy_ev -1.05225

PM7_Electrophilicity_ev 3.628858279876455

OPENEYE_Name (2~{S},3~{S})-3-[3-(2-chloro-4-methylsulfonyl-phenyl)-1,2,4-oxadiazol-5-yl]-1-cyclopentylidene-4-cyclopropyl-1-fluoro-butan-2-amine

SMILES c1cc(cc(c1c2nc(on2)C(CC3CC3)C(C(=C4CCCC4)F)N)Cl)S(=O)(=O)C

Canonical_SMILES N[C@H](C(=C1CCCC1)F)[C@@H](c1onc(n1)c1ccc(cc1Cl)S(=O)(=O)C)CC1CC1

InChI 1/C21H25ClFN3O3S/c1-30(27,28)14-8-9-15(17(22)11-14)20-25-21(29-26-20)16(10-12-6-7-12)19(24)18(23)13-4-2-3-5-13/h8-9,11-12,16,19H,2-7,10,24H2,1H3

InChI_3D 1S/C21H25ClFN3O3S/c1-30(27,28)14-8-9-15(17(22)11-14)20-25-21(29-26-20)16(10-12-6-7-12)19(24)18(23)13-4-2-3-5-13/h8-9,11-12,16,19H,2-7,10,24H2,1H3/t16-,19-/m0/s1

AuxInfo 1/0/N:18,13,14,11,12,15,16,2,1,19,3,17,9,5,4,20,6,10,21,7,8,30,28,24,22,23,25,26,27,29/E:(2,3)(4,5)(6,7)(27,28)/CRV:30.6/rA:55cCCCCCCCCCCCCCCCCCCCCCNNNOOOFSClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2d3;s3d4;s4;;;d9;s9;s9;s11;s12s13;;s15;s15s16;;s17;s8s19;s10s20;s7d8;d7;s21;;;s8s23;s10;s5s18d25d26;s6;s1;s2;s3;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s20;s21;s24;s24;/rC:.1741,-1.7263,0;.7609,-2.5361,0;2.1689,-1.522,0;.5868,-.8097,0;1.7562,-2.4386,0;1.5863,-.7029,0;;-1.308,.9518,0;-1.3773,3.6026,0;-2.3553,3.3943,0;-.6334,2.9318,0;-.9714,4.518,0;.2359,3.4351,0;.0231,4.4124,0;-4.8136,-.9856,0;-4.4389,-1.9127,0;-3.8213,-1.1239,0;2.9227,-4.0632,0;-3.2812,.5407,0;-2.9726,1.4919,0;-2.6639,2.4431,0;-1.0015,0,0;.3118,.9518,0;-3.6151,2.7517,0;3.1517,-2.6676,0;1.5271,-3.8341,0;-.5007,1.5426,0;-3.0248,4.1371,0;2.3394,-3.2509,0;1.9968,.2089,0;-.3233,-1.7772,0;.5557,-2.992,0;2.6665,-1.4733,0;-.3393,2.5275,0;-1.005,2.5973,0;-1.447,4.6722,0;-.8673,5.0071,0;.7108,3.5913,0;.4404,2.9788,0;.0226,4.9124,0;.5202,4.4661,0;-5.3026,-1.0897,0;-4.8314,-.4859,0;-4.1046,-2.2845,0;-4.863,-2.1775,0;-3.3799,-1.3587,0;3.3288,-3.7716,0;2.5165,-4.3548,0;3.2143,-4.4693,0;-3.7568,.695,0;-2.8056,.3864,0;-3.4482,1.6462,0;-2.1884,2.2888,0;-3.7193,3.2407,0;-3.9866,2.417,0;

Duplicates DB06994_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06994_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06994_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06994_p0.sdf

Formula	C₂₁H₂₅ClFN₃O₃S
MW	453.96
InChIKey	XCCSSVMRGIQMGF-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	6
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.33
logP	6.5832
PSA	107.46
MR	113.737
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-70.8597
PM7_Total_Energy_ev	-5268.07311
PM7_Electronic_Energy_ev	-45035.17152
PM7_Dipole_Debye	6.51985
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.736
PM7_LUMO_Energy_ev	-1.318
PM7_COSMO_Area_square_ang	418.52
PM7_COSMO_Volue_cubic_ang	520.89
PM7_Electron_Affinity_ev	1.318
PM7_Ionization_Energy_ev	9.736
PM7_Energy_Gap_ev	8.418
PM7_Global_Hardness_ev	4.209
PM7_Global_Softness_ev	0.23758612497030174
PM7_Chemical_Potential_ev	-5.527
PM7_Electronigativity_ev	5.527
PM7_Back_Donation_Energy_ev	-1.05225
PM7_Electrophilicity_ev	3.628858279876455
OPENEYE_Name	(2~{S},3~{S})-3-[3-(2-chloro-4-methylsulfonyl-phenyl)-1,2,4-oxadiazol-5-yl]-1-cyclopentylidene-4-cyclopropyl-1-fluoro-butan-2-amine
SMILES	c1cc(cc(c1c2nc(on2)C(CC3CC3)C(C(=C4CCCC4)F)N)Cl)S(=O)(=O)C
Canonical_SMILES	N[C@H](C(=C1CCCC1)F)[C@@H](c1onc(n1)c1ccc(cc1Cl)S(=O)(=O)C)CC1CC1
InChI	1/C21H25ClFN3O3S/c1-30(27,28)14-8-9-15(17(22)11-14)20-25-21(29-26-20)16(10-12-6-7-12)19(24)18(23)13-4-2-3-5-13/h8-9,11-12,16,19H,2-7,10,24H2,1H3
InChI_3D	1S/C21H25ClFN3O3S/c1-30(27,28)14-8-9-15(17(22)11-14)20-25-21(29-26-20)16(10-12-6-7-12)19(24)18(23)13-4-2-3-5-13/h8-9,11-12,16,19H,2-7,10,24H2,1H3/t16-,19-/m0/s1
AuxInfo	1/0/N:18,13,14,11,12,15,16,2,1,19,3,17,9,5,4,20,6,10,21,7,8,30,28,24,22,23,25,26,27,29/E:(2,3)(4,5)(6,7)(27,28)/CRV:30.6/rA:55cCCCCCCCCCCCCCCCCCCCCCNNNOOOFSClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2d3;s3d4;s4;;;d9;s9;s9;s11;s12s13;;s15;s15s16;;s17;s8s19;s10s20;s7d8;d7;s21;;;s8s23;s10;s5s18d25d26;s6;s1;s2;s3;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s20;s21;s24;s24;/rC:.1741,-1.7263,0;.7609,-2.5361,0;2.1689,-1.522,0;.5868,-.8097,0;1.7562,-2.4386,0;1.5863,-.7029,0;;-1.308,.9518,0;-1.3773,3.6026,0;-2.3553,3.3943,0;-.6334,2.9318,0;-.9714,4.518,0;.2359,3.4351,0;.0231,4.4124,0;-4.8136,-.9856,0;-4.4389,-1.9127,0;-3.8213,-1.1239,0;2.9227,-4.0632,0;-3.2812,.5407,0;-2.9726,1.4919,0;-2.6639,2.4431,0;-1.0015,0,0;.3118,.9518,0;-3.6151,2.7517,0;3.1517,-2.6676,0;1.5271,-3.8341,0;-.5007,1.5426,0;-3.0248,4.1371,0;2.3394,-3.2509,0;1.9968,.2089,0;-.3233,-1.7772,0;.5557,-2.992,0;2.6665,-1.4733,0;-.3393,2.5275,0;-1.005,2.5973,0;-1.447,4.6722,0;-.8673,5.0071,0;.7108,3.5913,0;.4404,2.9788,0;.0226,4.9124,0;.5202,4.4661,0;-5.3026,-1.0897,0;-4.8314,-.4859,0;-4.1046,-2.2845,0;-4.863,-2.1775,0;-3.3799,-1.3587,0;3.3288,-3.7716,0;2.5165,-4.3548,0;3.2143,-4.4693,0;-3.7568,.695,0;-2.8056,.3864,0;-3.4482,1.6462,0;-2.1884,2.2888,0;-3.7193,3.2407,0;-3.9866,2.417,0;
Duplicates	DB06994_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06994_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06994_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06994_p0.sdf