CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12649_s0_t0 (10427)

Formula C₂₃H₂₀Cl₂N₄O₂S

MW 487.4

InChIKey AXJQVVLKUYCICH-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 1

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 8.4

logP 5.6064

PSA 82.51

MR 135.953

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 39.1116

PM7_Total_Energy_ev -5138.84211

PM7_Electronic_Energy_ev -44517.48515

PM7_Dipole_Debye 5.055

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.048

PM7_LUMO_Energy_ev -1.121

PM7_COSMO_Area_square_ang 455.65

PM7_COSMO_Volue_cubic_ang 540.25

PM7_Electron_Affinity_ev 1.121

PM7_Ionization_Energy_ev 9.048

PM7_Energy_Gap_ev 7.927

PM7_Global_Hardness_ev 3.9635

PM7_Global_Softness_ev 0.25230225810521006

PM7_Chemical_Potential_ev -5.0845

PM7_Electronigativity_ev 5.0845

PM7_Back_Donation_Energy_ev -0.990875

PM7_Electrophilicity_ev 3.2612766809637947

OPENEYE_Name (4~{S})-5-(4-chlorophenyl)-~{N}'-(4-chlorophenyl)sulfonyl-~{N}-methyl-4-phenyl-3,4-dihydropyrazole-2-carboxamidine

SMILES c1ccc(cc1)C2C(=NN(C2)C(=NS(=O)(=O)c3ccc(cc3)Cl)NC)c4ccc(cc4)Cl

Canonical_SMILES CN/C(=NS(=O)(=O)c1ccc(cc1)Cl)/N1N=C([C@H](C1)c1ccccc1)c1ccc(cc1)Cl

InChI 1/C23H20Cl2N4O2S/c1-26-23(28-32(30,31)20-13-11-19(25)12-14-20)29-15-21(16-5-3-2-4-6-16)22(27-29)17-7-9-18(24)10-8-17/h2-14,21H,15H2,1H3,(H,26,28)/f/h26H

InChI_3D 1S/C23H20Cl2N4O2S/c1-26-23(28-32(30,31)20-13-11-19(25)12-14-20)29-15-21(16-5-3-2-4-6-16)22(27-29)17-7-9-18(24)10-8-17/h2-14,21H,15H2,1H3,(H,26,28)/t21-/m1/s1

AuxInfo 1/1/N:23,1,2,3,6,7,4,5,10,11,12,13,8,9,21,15,14,17,18,16,22,19,20,31,32,27,24,25,26,28,29,30/E:(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(30,31)/F:m/E:m/CRV:32.6/rA:52cCCCCCCCCCCCCCCCCCCCCCCCNNNNOOSClClHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d3;;;d4;s5;d8;s9;s4d5;d6s7;s8d9;s10d11;s12d13;s14;;;s15s19s21;;d19;w20;s20s21s24;s20s23;;;s16s25d28d29;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s21;s21;s22;s23;s23;s23;s27;/rC:-3.6796,-.7754,0;-3.3717,.176,0;-3.0139,-1.5217,0;2.5827,-.7035,0;1.1778,-1.7216,0;-2.3881,.3833,0;-2.0303,-1.3144,0;.4962,5.5401,0;-1.2388,5.5374,0;3.1725,-1.5174,0;1.7677,-2.5356,0;.4946,6.5453,0;-1.2404,6.5426,0;1.5883,-.8097,0;-1.7124,-.3609,0;-.3706,5.0413,0;2.768,-2.4376,0;-.3736,7.0517,0;1.0015,0,0;.4993,2.5426,0;-.3065,.9518,0;;2.2313,2.5452,0;1.3133,.9518,0;-.3675,3.0413,0;.5008,1.5426,0;1.3645,3.0439,0;-1.369,4.0397,0;.631,4.0428,0;-.369,4.0413,0;3.3548,-3.2473,0;-.3752,8.0517,0;-4.1688,-.8785,0;-3.7061,.5477,0;-3.1699,-1.9967,0;2.7859,-.2467,0;.6804,-1.7726,0;-2.2341,.859,0;-1.6975,-1.6875,0;.9292,5.2901,0;-1.6711,5.2862,0;3.6697,-1.4643,0;1.5624,-2.9915,0;.928,6.7947,0;-1.6745,6.7907,0;-.7634,.7487,0;-.5571,1.3845,0;.0518,-.4973,0;1.982,2.1119,0;2.4807,2.9786,0;2.6647,2.2959,0;1.3638,3.5439,0;

Duplicates DB12649_s0_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12649_s0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12649_s0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12649_s0_t0.sdf

Formula	C₂₃H₂₀Cl₂N₄O₂S
MW	487.4
InChIKey	AXJQVVLKUYCICH-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	1
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	8.4
logP	5.6064
PSA	82.51
MR	135.953
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	39.1116
PM7_Total_Energy_ev	-5138.84211
PM7_Electronic_Energy_ev	-44517.48515
PM7_Dipole_Debye	5.055
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.048
PM7_LUMO_Energy_ev	-1.121
PM7_COSMO_Area_square_ang	455.65
PM7_COSMO_Volue_cubic_ang	540.25
PM7_Electron_Affinity_ev	1.121
PM7_Ionization_Energy_ev	9.048
PM7_Energy_Gap_ev	7.927
PM7_Global_Hardness_ev	3.9635
PM7_Global_Softness_ev	0.25230225810521006
PM7_Chemical_Potential_ev	-5.0845
PM7_Electronigativity_ev	5.0845
PM7_Back_Donation_Energy_ev	-0.990875
PM7_Electrophilicity_ev	3.2612766809637947
OPENEYE_Name	(4~{S})-5-(4-chlorophenyl)-~{N}'-(4-chlorophenyl)sulfonyl-~{N}-methyl-4-phenyl-3,4-dihydropyrazole-2-carboxamidine
SMILES	c1ccc(cc1)C2C(=NN(C2)C(=NS(=O)(=O)c3ccc(cc3)Cl)NC)c4ccc(cc4)Cl
Canonical_SMILES	CN/C(=NS(=O)(=O)c1ccc(cc1)Cl)/N1N=C([C@H](C1)c1ccccc1)c1ccc(cc1)Cl
InChI	1/C23H20Cl2N4O2S/c1-26-23(28-32(30,31)20-13-11-19(25)12-14-20)29-15-21(16-5-3-2-4-6-16)22(27-29)17-7-9-18(24)10-8-17/h2-14,21H,15H2,1H3,(H,26,28)/f/h26H
InChI_3D	1S/C23H20Cl2N4O2S/c1-26-23(28-32(30,31)20-13-11-19(25)12-14-20)29-15-21(16-5-3-2-4-6-16)22(27-29)17-7-9-18(24)10-8-17/h2-14,21H,15H2,1H3,(H,26,28)/t21-/m1/s1
AuxInfo	1/1/N:23,1,2,3,6,7,4,5,10,11,12,13,8,9,21,15,14,17,18,16,22,19,20,31,32,27,24,25,26,28,29,30/E:(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(30,31)/F:m/E:m/CRV:32.6/rA:52cCCCCCCCCCCCCCCCCCCCCCCCNNNNOOSClClHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d3;;;d4;s5;d8;s9;s4d5;d6s7;s8d9;s10d11;s12d13;s14;;;s15s19s21;;d19;w20;s20s21s24;s20s23;;;s16s25d28d29;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s21;s21;s22;s23;s23;s23;s27;/rC:-3.6796,-.7754,0;-3.3717,.176,0;-3.0139,-1.5217,0;2.5827,-.7035,0;1.1778,-1.7216,0;-2.3881,.3833,0;-2.0303,-1.3144,0;.4962,5.5401,0;-1.2388,5.5374,0;3.1725,-1.5174,0;1.7677,-2.5356,0;.4946,6.5453,0;-1.2404,6.5426,0;1.5883,-.8097,0;-1.7124,-.3609,0;-.3706,5.0413,0;2.768,-2.4376,0;-.3736,7.0517,0;1.0015,0,0;.4993,2.5426,0;-.3065,.9518,0;;2.2313,2.5452,0;1.3133,.9518,0;-.3675,3.0413,0;.5008,1.5426,0;1.3645,3.0439,0;-1.369,4.0397,0;.631,4.0428,0;-.369,4.0413,0;3.3548,-3.2473,0;-.3752,8.0517,0;-4.1688,-.8785,0;-3.7061,.5477,0;-3.1699,-1.9967,0;2.7859,-.2467,0;.6804,-1.7726,0;-2.2341,.859,0;-1.6975,-1.6875,0;.9292,5.2901,0;-1.6711,5.2862,0;3.6697,-1.4643,0;1.5624,-2.9915,0;.928,6.7947,0;-1.6745,6.7907,0;-.7634,.7487,0;-.5571,1.3845,0;.0518,-.4973,0;1.982,2.1119,0;2.4807,2.9786,0;2.6647,2.2959,0;1.3638,3.5439,0;
Duplicates	DB12649_s0_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12649_s0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12649_s0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12649_s0_t0.sdf