CompChem-Database: compound details

CompChem-Database: details for selected entry

DB17117_p0 (13352)

Formula C₂₀H₂₃ClN₄O₄S

MW 450.94

InChIKey MVSQDUZRRVBYLA-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 8

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 3.27

logP 3.4832

PSA 110.69

MR 123.28

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -76.03913

PM7_Total_Energy_ev -5135.22589

PM7_Electronic_Energy_ev -41986.77582

PM7_Dipole_Debye 2.38629

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.098

PM7_LUMO_Energy_ev -0.976

PM7_COSMO_Area_square_ang 438.75

PM7_COSMO_Volue_cubic_ang 504.41

PM7_Electron_Affinity_ev 0.976

PM7_Ionization_Energy_ev 9.098

PM7_Energy_Gap_ev 8.122

PM7_Global_Hardness_ev 4.061

PM7_Global_Softness_ev 0.2462447672986949

PM7_Chemical_Potential_ev -5.037

PM7_Electronigativity_ev 5.037

PM7_Back_Donation_Energy_ev -1.01525

PM7_Electrophilicity_ev 3.1237834277271608

OPENEYE_Name ~{N}-[(~{E})-1-(5-chloro-2-hydroxy-phenyl)ethylideneamino]-3-(4-methylpiperazin-1-yl)sulfonyl-benzamide

SMILES c1cc(cc(c1)S(=O)(=O)N2CCN(CC2)C)C(=O)NN=C(c3cc(ccc3O)Cl)C

Canonical_SMILES CN1CCN(CC1)S(=O)(=O)c1cccc(c1)C(=O)N/N=C(/c1cc(Cl)ccc1O)C

InChI 1/C20H23ClN4O4S/c1-14(18-13-16(21)6-7-19(18)26)22-23-20(27)15-4-3-5-17(12-15)30(28,29)25-10-8-24(2)9-11-25/h3-7,12-13,26H,8-11H2,1-2H3,(H,23,27)/f/h23H

InChI_3D 1S/C20H23ClN4O4S/c1-14(18-13-16(21)6-7-19(18)26)22-23-20(27)15-4-3-5-17(12-15)30(28,29)25-10-8-24(2)9-11-25/h3-7,12-13,26H,8-11H2,1-2H3,(H,23,27)/b22-14+

AuxInfo 1/1/N:19,20,1,2,4,5,3,15,16,17,18,6,7,13,8,12,11,9,10,14,30,21,24,22,23,28,25,26,27,29/E:(8,9)(10,11)(28,29)/F:m/E:m/CRV:30.6/rA:53nCCCCCCCCCCCCCCCCCCCCNNNNOOOOSClHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;;;s2d6;s7;s3d9;d4s6;s5d7;s9;s8;;;s15;s16;s13;;w13;s15s16s20;s17s18;s14s21;d14;;;s10;s11s23d26d27;s12;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s19;s20;s20;s20;s24;s28;/rC:-.0001,5.0255,0;.8674,5.523,0;5.191,10.0343,0;-.0001,4.0203,0;6.063,9.5343,0;1.7349,4.0203,0;5.1999,8.0292,0;1.7349,5.0255,0;4.3279,8.5293,0;4.3279,9.5293,0;.8674,3.5126,0;6.0719,8.5292,0;3.4626,8.028,0;2.6002,5.5268,0;;1.7348,0,0;0,1.0051,0;1.7348,1.0051,0;2.5958,8.5268,0;.8674,-1.4976,0;3.464,7.028,0;.8674,-.4976,0;.8674,1.5126,0;2.5987,6.5268,0;3.4669,5.028,0;-.1326,2.5126,0;1.8674,2.5126,0;3.4604,10.0268,0;.8674,2.5126,0;6.9393,8.0317,0;-.4327,5.2761,0;.8674,6.023,0;5.1889,10.5343,0;-.4338,3.7716,0;6.4946,9.7868,0;2.1686,3.7716,0;5.1999,7.5292,0;-.1701,-.4702,0;-.4925,.0864,0;2.2273,.0864,0;1.9049,-.4702,0;-.4922,.9173,0;-.1728,1.4743,0;1.9076,1.4743,0;2.227,.9173,0;2.8452,8.9601,0;2.3465,8.0934,0;2.1625,8.7761,0;1.3674,-1.4976,0;.8674,-1.9976,0;.3674,-1.4976,0;2.1654,6.7761,0;3.459,10.5268,0;

Duplicates DB17117_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17117_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17117_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17117_p0.sdf

Formula	C₂₀H₂₃ClN₄O₄S
MW	450.94
InChIKey	MVSQDUZRRVBYLA-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	8
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	3.27
logP	3.4832
PSA	110.69
MR	123.28
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-76.03913
PM7_Total_Energy_ev	-5135.22589
PM7_Electronic_Energy_ev	-41986.77582
PM7_Dipole_Debye	2.38629
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.098
PM7_LUMO_Energy_ev	-0.976
PM7_COSMO_Area_square_ang	438.75
PM7_COSMO_Volue_cubic_ang	504.41
PM7_Electron_Affinity_ev	0.976
PM7_Ionization_Energy_ev	9.098
PM7_Energy_Gap_ev	8.122
PM7_Global_Hardness_ev	4.061
PM7_Global_Softness_ev	0.2462447672986949
PM7_Chemical_Potential_ev	-5.037
PM7_Electronigativity_ev	5.037
PM7_Back_Donation_Energy_ev	-1.01525
PM7_Electrophilicity_ev	3.1237834277271608
OPENEYE_Name	~{N}-[(~{E})-1-(5-chloro-2-hydroxy-phenyl)ethylideneamino]-3-(4-methylpiperazin-1-yl)sulfonyl-benzamide
SMILES	c1cc(cc(c1)S(=O)(=O)N2CCN(CC2)C)C(=O)NN=C(c3cc(ccc3O)Cl)C
Canonical_SMILES	CN1CCN(CC1)S(=O)(=O)c1cccc(c1)C(=O)N/N=C(/c1cc(Cl)ccc1O)C
InChI	1/C20H23ClN4O4S/c1-14(18-13-16(21)6-7-19(18)26)22-23-20(27)15-4-3-5-17(12-15)30(28,29)25-10-8-24(2)9-11-25/h3-7,12-13,26H,8-11H2,1-2H3,(H,23,27)/f/h23H
InChI_3D	1S/C20H23ClN4O4S/c1-14(18-13-16(21)6-7-19(18)26)22-23-20(27)15-4-3-5-17(12-15)30(28,29)25-10-8-24(2)9-11-25/h3-7,12-13,26H,8-11H2,1-2H3,(H,23,27)/b22-14+
AuxInfo	1/1/N:19,20,1,2,4,5,3,15,16,17,18,6,7,13,8,12,11,9,10,14,30,21,24,22,23,28,25,26,27,29/E:(8,9)(10,11)(28,29)/F:m/E:m/CRV:30.6/rA:53nCCCCCCCCCCCCCCCCCCCCNNNNOOOOSClHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;;;s2d6;s7;s3d9;d4s6;s5d7;s9;s8;;;s15;s16;s13;;w13;s15s16s20;s17s18;s14s21;d14;;;s10;s11s23d26d27;s12;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s19;s20;s20;s20;s24;s28;/rC:-.0001,5.0255,0;.8674,5.523,0;5.191,10.0343,0;-.0001,4.0203,0;6.063,9.5343,0;1.7349,4.0203,0;5.1999,8.0292,0;1.7349,5.0255,0;4.3279,8.5293,0;4.3279,9.5293,0;.8674,3.5126,0;6.0719,8.5292,0;3.4626,8.028,0;2.6002,5.5268,0;;1.7348,0,0;0,1.0051,0;1.7348,1.0051,0;2.5958,8.5268,0;.8674,-1.4976,0;3.464,7.028,0;.8674,-.4976,0;.8674,1.5126,0;2.5987,6.5268,0;3.4669,5.028,0;-.1326,2.5126,0;1.8674,2.5126,0;3.4604,10.0268,0;.8674,2.5126,0;6.9393,8.0317,0;-.4327,5.2761,0;.8674,6.023,0;5.1889,10.5343,0;-.4338,3.7716,0;6.4946,9.7868,0;2.1686,3.7716,0;5.1999,7.5292,0;-.1701,-.4702,0;-.4925,.0864,0;2.2273,.0864,0;1.9049,-.4702,0;-.4922,.9173,0;-.1728,1.4743,0;1.9076,1.4743,0;2.227,.9173,0;2.8452,8.9601,0;2.3465,8.0934,0;2.1625,8.7761,0;1.3674,-1.4976,0;.8674,-1.9976,0;.3674,-1.4976,0;2.1654,6.7761,0;3.459,10.5268,0;
Duplicates	DB17117_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17117_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17117_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17117_p0.sdf