CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5187350_p0 (2529252)

Formula C₂₀H₂₀BrF₂N₃O₃S

MW 500.36

InChIKey YTIZPNXHBYIGNT-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 6

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 1

XLogP3 0

XLogP 3.52

logP 5.4712

PSA 71.95

MR 121.627

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -119.56097

PM7_Total_Energy_ev -5499.91619

PM7_Electronic_Energy_ev -45043.682

PM7_Dipole_Debye 7.07239

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.643

PM7_LUMO_Energy_ev -0.885

PM7_COSMO_Area_square_ang 406.19

PM7_COSMO_Volue_cubic_ang 503.54

PM7_Electron_Affinity_ev 0.885

PM7_Ionization_Energy_ev 8.643

PM7_Energy_Gap_ev 7.758

PM7_Global_Hardness_ev 3.879

PM7_Global_Softness_ev 0.25779840164990975

PM7_Chemical_Potential_ev -4.764

PM7_Electronigativity_ev 4.764

PM7_Back_Donation_Energy_ev -0.96975

PM7_Electrophilicity_ev 2.925457076566125

OPENEYE_Name 6-bromo-3-(difluoromethyl)-1-(4-methoxy-3-piperazin-1-yl-phenyl)sulfonyl-indole

SMILES c1cc(cc2c1c(cn2S(=O)(=O)c3ccc(c(c3)N4CCNCC4)OC)C(F)F)Br

Canonical_SMILES COc1ccc(cc1N1CCNCC1)S(=O)(=O)n1cc(c2c1cc(Br)cc2)C(F)F

InChI 1/C20H20BrF2N3O3S/c1-29-19-5-3-14(11-18(19)25-8-6-24-7-9-25)30(27,28)26-12-16(20(22)23)15-4-2-13(21)10-17(15)26/h2-5,10-12,20,24H,6-9H2,1H3

InChI_3D 1S/C20H20BrF2N3O3S/c1-29-19-5-3-14(11-18(19)25-8-6-24-7-9-25)30(27,28)26-12-16(20(22)23)15-4-2-13(21)10-17(15)26/h2-5,10-12,20,24H,6-9H2,1H3

AuxInfo 1/0/N:19,4,3,1,2,15,16,17,18,5,6,7,14,13,8,9,10,11,12,20,30,27,28,22,23,21,24,25,26,29/E:(6,7)(8,9)(22,23)(27,28)/CRV:30.6/rA:50nCCCCCCCCCCCCCCCCCCCCNNNOOOFFSBrHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;;;;s1;d7s8;s5d8;s6;s2d11;s3d6;s4d5;;;s15;s16;;s9;s7s10;s15s16;s11s17s18;;;s12s19;s20;s20;s13s21d24d25;s14;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s19;s20;s22;/rC:.868,-.4978,0;4.6044,4.3898,0;4.2937,3.4338,0;;.868,1.5138,0;2.6436,3.9699,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;2.9543,4.9259,0;3.933,5.131,0;3.3118,3.219,0;0,1.0058,0;1.9211,7.3751,0;.6303,6.2161,0;2.5926,6.6272,0;1.3017,5.4682,0;5.2202,6.29,0;3.0028,-1.2636,0;2.6938,1.3169,0;.9433,7.1659,0;2.2862,5.67,0;2.0517,2.577,0;3.9539,1.959,0;4.242,6.0821,0;3.9538,-.9546,0;2.0517,-1.5725,0;3.0028,2.268,0;-.8675,1.5032,0;.8677,-.9978,0;5.0933,4.4945,0;4.6294,3.0632,0;-.4327,-.2506,0;.868,2.0138,0;2.1543,3.8674,0;3.7858,.5023,0;1.7336,7.8386,0;2.3453,7.6398,0;.3215,5.8228,0;.1896,6.4523,0;2.9002,7.0213,0;3.0346,6.3935,0;1.4866,5.0036,0;.8768,5.2047,0;5.3241,5.8009,0;5.1162,6.7791,0;5.7093,6.394,0;3.1573,-1.7391,0;.6092,7.5379,0;

Duplicates CHEMBL5187350_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187350_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187350_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187350_p0.sdf

Formula	C₂₀H₂₀BrF₂N₃O₃S
MW	500.36
InChIKey	YTIZPNXHBYIGNT-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	6
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	1
XLogP3	0
XLogP	3.52
logP	5.4712
PSA	71.95
MR	121.627
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-119.56097
PM7_Total_Energy_ev	-5499.91619
PM7_Electronic_Energy_ev	-45043.682
PM7_Dipole_Debye	7.07239
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.643
PM7_LUMO_Energy_ev	-0.885
PM7_COSMO_Area_square_ang	406.19
PM7_COSMO_Volue_cubic_ang	503.54
PM7_Electron_Affinity_ev	0.885
PM7_Ionization_Energy_ev	8.643
PM7_Energy_Gap_ev	7.758
PM7_Global_Hardness_ev	3.879
PM7_Global_Softness_ev	0.25779840164990975
PM7_Chemical_Potential_ev	-4.764
PM7_Electronigativity_ev	4.764
PM7_Back_Donation_Energy_ev	-0.96975
PM7_Electrophilicity_ev	2.925457076566125
OPENEYE_Name	6-bromo-3-(difluoromethyl)-1-(4-methoxy-3-piperazin-1-yl-phenyl)sulfonyl-indole
SMILES	c1cc(cc2c1c(cn2S(=O)(=O)c3ccc(c(c3)N4CCNCC4)OC)C(F)F)Br
Canonical_SMILES	COc1ccc(cc1N1CCNCC1)S(=O)(=O)n1cc(c2c1cc(Br)cc2)C(F)F
InChI	1/C20H20BrF2N3O3S/c1-29-19-5-3-14(11-18(19)25-8-6-24-7-9-25)30(27,28)26-12-16(20(22)23)15-4-2-13(21)10-17(15)26/h2-5,10-12,20,24H,6-9H2,1H3
InChI_3D	1S/C20H20BrF2N3O3S/c1-29-19-5-3-14(11-18(19)25-8-6-24-7-9-25)30(27,28)26-12-16(20(22)23)15-4-2-13(21)10-17(15)26/h2-5,10-12,20,24H,6-9H2,1H3
AuxInfo	1/0/N:19,4,3,1,2,15,16,17,18,5,6,7,14,13,8,9,10,11,12,20,30,27,28,22,23,21,24,25,26,29/E:(6,7)(8,9)(22,23)(27,28)/CRV:30.6/rA:50nCCCCCCCCCCCCCCCCCCCCNNNOOOFFSBrHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;;;;s1;d7s8;s5d8;s6;s2d11;s3d6;s4d5;;;s15;s16;;s9;s7s10;s15s16;s11s17s18;;;s12s19;s20;s20;s13s21d24d25;s14;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s19;s20;s22;/rC:.868,-.4978,0;4.6044,4.3898,0;4.2937,3.4338,0;;.868,1.5138,0;2.6436,3.9699,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;2.9543,4.9259,0;3.933,5.131,0;3.3118,3.219,0;0,1.0058,0;1.9211,7.3751,0;.6303,6.2161,0;2.5926,6.6272,0;1.3017,5.4682,0;5.2202,6.29,0;3.0028,-1.2636,0;2.6938,1.3169,0;.9433,7.1659,0;2.2862,5.67,0;2.0517,2.577,0;3.9539,1.959,0;4.242,6.0821,0;3.9538,-.9546,0;2.0517,-1.5725,0;3.0028,2.268,0;-.8675,1.5032,0;.8677,-.9978,0;5.0933,4.4945,0;4.6294,3.0632,0;-.4327,-.2506,0;.868,2.0138,0;2.1543,3.8674,0;3.7858,.5023,0;1.7336,7.8386,0;2.3453,7.6398,0;.3215,5.8228,0;.1896,6.4523,0;2.9002,7.0213,0;3.0346,6.3935,0;1.4866,5.0036,0;.8768,5.2047,0;5.3241,5.8009,0;5.1162,6.7791,0;5.7093,6.394,0;3.1573,-1.7391,0;.6092,7.5379,0;
Duplicates	CHEMBL5187350_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187350_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187350_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187350_p0.sdf