CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07792 (7272)

Formula C₂₀H₁₉ClN₄O₄S

MW 446.91

InChIKey VUKPNWLGSLOHIF-PDJAEHLQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 9

Unbranched_Chain 4

Chiral_Centers 1

ONatoms 8

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.1

logP 2.5258

PSA 142.77

MR 117.288

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -83.0703

PM7_Total_Energy_ev -5082.15031

PM7_Electronic_Energy_ev -41696.85722

PM7_Dipole_Debye 2.23806

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.792

PM7_LUMO_Energy_ev -0.783

PM7_COSMO_Area_square_ang 418.38

PM7_COSMO_Volue_cubic_ang 488.61

PM7_Electron_Affinity_ev 0.783

PM7_Ionization_Energy_ev 8.792

PM7_Energy_Gap_ev 8.009

PM7_Global_Hardness_ev 4.0045

PM7_Global_Softness_ev 0.24971906605069297

PM7_Chemical_Potential_ev -4.7875

PM7_Electronigativity_ev 4.7875

PM7_Back_Donation_Energy_ev -1.001125

PM7_Electrophilicity_ev 2.8618000062429765

OPENEYE_Name 2-chloro-~{N}-[(3~{S})-1-[2-(2-hydroxyethylamino)-2-oxo-ethyl]-2-oxo-3,4-dihydroquinolin-3-yl]-6~{H}-thieno[2,3-b]pyrrole-5-carboxamide

SMILES c1ccc2c(c1)CC(C(=O)N2CC(=O)NCCO)NC(=O)c3cc4cc(sc4[nH]3)Cl

Canonical_SMILES OCCNC(=O)CN1C(=O)[C@@H](NC(=O)c2cc3c([nH]2)sc(c3)Cl)Cc2c1cccc2

InChI 1/C20H19ClN4O4S/c21-16-9-12-8-13(24-19(12)30-16)18(28)23-14-7-11-3-1-2-4-15(11)25(20(14)29)10-17(27)22-5-6-26/h1-4,8-9,14,24,26H,5-7,10H2,(H,22,27)(H,23,28)/f/h22-23H

InChI_3D 1S/C20H19ClN4O4S/c21-16-9-12-8-13(24-19(12)30-16)18(28)23-14-7-11-3-1-2-4-15(11)25(20(14)29)10-17(27)22-5-6-26/h1-4,8-9,14,24,26H,5-7,10H2,(H,22,27)(H,23,28)/t14-/m0/s1

AuxInfo 1/1/N:1,2,3,4,19,20,16,5,6,18,8,7,10,17,9,12,15,14,11,13,30,24,23,21,22,28,27,26,25,29/F:m/rA:49cCCCCCCCCCCCCCCCCCCCCNNNNOOOOSClHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;s5s6;d3;d4s8;d5;d7;d6;;s10;;s8;s13s16;s15;;s19;s10s11;s9s13s18;s14s17;s15s19;d13;d14;d15;s20;s11s12;s12;s1;s2;s3;s4;s5;s6;s16;s16;s17;s18;s18;s19;s19;s20;s20;s21;s23;s24;s28;/rC:;0,1.0089,0;.8707,-.4993,0;.8707,1.5185,0;7.2731,.5835,0;9.1479,.9047,0;8.2626,.4393,0;1.7371,0,0;1.7414,1.0089,0;6.83,-.3131,0;8.4313,-.5465,0;9.864,.2067,0;3.4848,1.0014,0;5.8443,-.4817,0;2.6183,3.5125,0;2.6039,-.5053,0;3.4805,-.0073,0;2.6154,2.5125,0;1.7567,5.015,0;1.7596,6.015,0;7.5458,-1.0115,0;2.6125,1.5125,0;5.2055,.2877,0;1.7538,4.015,0;4.3535,1.4968,0;5.4974,-1.4196,0;3.4858,4.01,0;1.7625,7.015,0;9.4213,-.69,0;10.8496,.3757,0;-.4326,-.2506,0;-.4338,1.2576,0;.8712,-.9993,0;.8707,2.0185,0;7.0406,1.0262,0;9.2197,1.3995,0;2.923,-.8903,0;2.2806,-.8867,0;3.6487,-.4782,0;3.1154,2.511,0;2.1154,2.514,0;2.2567,5.0136,0;1.2567,5.0165,0;1.2596,6.0165,0;2.2596,6.0135,0;7.4736,-1.5063,0;5.3789,.7566,0;1.32,3.7663,0;1.3302,7.2663,0;

Duplicates DB07792

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07792.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07792.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07792.sdf

Formula	C₂₀H₁₉ClN₄O₄S
MW	446.91
InChIKey	VUKPNWLGSLOHIF-PDJAEHLQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	9
Unbranched_Chain	4
Chiral_Centers	1
ONatoms	8
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.1
logP	2.5258
PSA	142.77
MR	117.288
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-83.0703
PM7_Total_Energy_ev	-5082.15031
PM7_Electronic_Energy_ev	-41696.85722
PM7_Dipole_Debye	2.23806
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.792
PM7_LUMO_Energy_ev	-0.783
PM7_COSMO_Area_square_ang	418.38
PM7_COSMO_Volue_cubic_ang	488.61
PM7_Electron_Affinity_ev	0.783
PM7_Ionization_Energy_ev	8.792
PM7_Energy_Gap_ev	8.009
PM7_Global_Hardness_ev	4.0045
PM7_Global_Softness_ev	0.24971906605069297
PM7_Chemical_Potential_ev	-4.7875
PM7_Electronigativity_ev	4.7875
PM7_Back_Donation_Energy_ev	-1.001125
PM7_Electrophilicity_ev	2.8618000062429765
OPENEYE_Name	2-chloro-~{N}-[(3~{S})-1-[2-(2-hydroxyethylamino)-2-oxo-ethyl]-2-oxo-3,4-dihydroquinolin-3-yl]-6~{H}-thieno[2,3-b]pyrrole-5-carboxamide
SMILES	c1ccc2c(c1)CC(C(=O)N2CC(=O)NCCO)NC(=O)c3cc4cc(sc4[nH]3)Cl
Canonical_SMILES	OCCNC(=O)CN1C(=O)[C@@H](NC(=O)c2cc3c([nH]2)sc(c3)Cl)Cc2c1cccc2
InChI	1/C20H19ClN4O4S/c21-16-9-12-8-13(24-19(12)30-16)18(28)23-14-7-11-3-1-2-4-15(11)25(20(14)29)10-17(27)22-5-6-26/h1-4,8-9,14,24,26H,5-7,10H2,(H,22,27)(H,23,28)/f/h22-23H
InChI_3D	1S/C20H19ClN4O4S/c21-16-9-12-8-13(24-19(12)30-16)18(28)23-14-7-11-3-1-2-4-15(11)25(20(14)29)10-17(27)22-5-6-26/h1-4,8-9,14,24,26H,5-7,10H2,(H,22,27)(H,23,28)/t14-/m0/s1
AuxInfo	1/1/N:1,2,3,4,19,20,16,5,6,18,8,7,10,17,9,12,15,14,11,13,30,24,23,21,22,28,27,26,25,29/F:m/rA:49cCCCCCCCCCCCCCCCCCCCCNNNNOOOOSClHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;s5s6;d3;d4s8;d5;d7;d6;;s10;;s8;s13s16;s15;;s19;s10s11;s9s13s18;s14s17;s15s19;d13;d14;d15;s20;s11s12;s12;s1;s2;s3;s4;s5;s6;s16;s16;s17;s18;s18;s19;s19;s20;s20;s21;s23;s24;s28;/rC:;0,1.0089,0;.8707,-.4993,0;.8707,1.5185,0;7.2731,.5835,0;9.1479,.9047,0;8.2626,.4393,0;1.7371,0,0;1.7414,1.0089,0;6.83,-.3131,0;8.4313,-.5465,0;9.864,.2067,0;3.4848,1.0014,0;5.8443,-.4817,0;2.6183,3.5125,0;2.6039,-.5053,0;3.4805,-.0073,0;2.6154,2.5125,0;1.7567,5.015,0;1.7596,6.015,0;7.5458,-1.0115,0;2.6125,1.5125,0;5.2055,.2877,0;1.7538,4.015,0;4.3535,1.4968,0;5.4974,-1.4196,0;3.4858,4.01,0;1.7625,7.015,0;9.4213,-.69,0;10.8496,.3757,0;-.4326,-.2506,0;-.4338,1.2576,0;.8712,-.9993,0;.8707,2.0185,0;7.0406,1.0262,0;9.2197,1.3995,0;2.923,-.8903,0;2.2806,-.8867,0;3.6487,-.4782,0;3.1154,2.511,0;2.1154,2.514,0;2.2567,5.0136,0;1.2567,5.0165,0;1.2596,6.0165,0;2.2596,6.0135,0;7.4736,-1.5063,0;5.3789,.7566,0;1.32,3.7663,0;1.3302,7.2663,0;
Duplicates	DB07792
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07792.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07792.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07792.sdf