CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08174 (7744)

Formula C₂₂H₂₀ClN₃O₃S

MW 441.93

InChIKey QCPYHSAHOYXXQK-XBXBPLPCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 6

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.98

logP 4.4151

PSA 108.44

MR 117.553

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -38.76883

PM7_Total_Energy_ev -4859.71906

PM7_Electronic_Energy_ev -40375.56263

PM7_Dipole_Debye 3.09842

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.084

PM7_LUMO_Energy_ev -1.447

PM7_COSMO_Area_square_ang 421.13

PM7_COSMO_Volue_cubic_ang 494.58

PM7_Electron_Affinity_ev 1.447

PM7_Ionization_Energy_ev 9.084

PM7_Energy_Gap_ev 7.637

PM7_Global_Hardness_ev 3.8185

PM7_Global_Softness_ev 0.261882938326568

PM7_Chemical_Potential_ev -5.2655

PM7_Electronigativity_ev 5.2655

PM7_Back_Donation_Energy_ev -0.954625

PM7_Electrophilicity_ev 3.6304164266073067

OPENEYE_Name 5-chloro-~{N}-[(1~{R},2~{S})-2-[[4-(2-oxo-1-pyridyl)benzoyl]amino]cyclopentyl]thiophene-2-carboxamide

SMILES c1cc(ccc1C(=O)NC2CCCC2NC(=O)c3ccc(s3)Cl)n4ccccc4=O

Canonical_SMILES Clc1ccc(s1)C(=O)N[C@@H]1CCC[C@@H]1NC(=O)c1ccc(cc1)n1ccccc1=O

InChI 1/C22H20ClN3O3S/c23-19-12-11-18(30-19)22(29)25-17-5-3-4-16(17)24-21(28)14-7-9-15(10-8-14)26-13-2-1-6-20(26)27/h1-2,6-13,16-17H,3-5H2,(H,24,28)(H,25,29)/f/h24-25H

InChI_3D 1S/C22H20ClN3O3S/c23-19-12-11-18(30-19)22(29)25-17-5-3-4-16(17)24-21(28)14-7-9-15(10-8-14)26-13-2-1-6-20(26)27/h1-2,6-13,16-17H,3-5H2,(H,24,28)(H,25,29)/t16-,17+/m0/s1

AuxInfo 1/1/N:11,13,18,19,20,12,1,2,3,4,5,6,14,7,8,21,22,9,10,15,16,17,30,24,25,23,26,27,28,29/E:(7,8)(9,10)/F:m/E:m/rA:50cCCCCCCCCCCCCCCCCCCCCCCNNNOOOSClHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s5;s1d2;s3d4;d5;d6;;d11;s11;d13;s12;s7;s9;;s18;s18;s19;s20s21;s8s14s15;s16s21;s17s22;d15;d16;d17;s9s10;s10;s1;s2;s3;s4;s5;s6;s11;s12;s13;s14;s18;s18;s19;s19;s20;s20;s21;s22;s24;s25;/rC:.8675,4.5233,0;-.8675,4.5233,0;.8675,3.5181,0;-.8675,3.5181,0;-5.488,6.9196,0;-6.2968,6.3291,0;0,5.0208,0;0,3.0104,0;-4.6791,6.3317,0;-5.9873,5.3765,0;;-.8675,.4975,0;.8675,.4975,0;.8675,1.5027,0;-.8675,1.5027,0;0,6.0208,0;-3.7289,6.6434,0;-1.5293,9.7508,0;-.6597,9.2538,0;-2.2721,9.0791,0;-.866,8.2708,0;-1.8609,8.1675,0;0,2.0104,0;-.866,6.5208,0;-3.5238,7.6221,0;-1.735,2.0001,0;.866,6.5208,0;-2.9839,5.9763,0;-4.9827,5.3785,0;-6.5743,4.5669,0;1.3002,4.7739,0;-1.3001,4.7739,0;1.3012,3.2694,0;-1.3012,3.2694,0;-5.4885,7.4196,0;-6.7725,6.483,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;1.3012,1.7514,0;-1.2369,10.1564,0;-1.9019,10.0843,0;-.1837,9.1008,0;-.458,9.7114,0;-2.5672,9.4827,0;-2.7041,8.8274,0;-.3687,8.2192,0;-1.7566,7.6785,0;-1.299,6.2708,0;-3.8963,7.9556,0;

Duplicates DB08174

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08174.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08174.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08174.sdf

Formula	C₂₂H₂₀ClN₃O₃S
MW	441.93
InChIKey	QCPYHSAHOYXXQK-XBXBPLPCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	6
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.98
logP	4.4151
PSA	108.44
MR	117.553
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-38.76883
PM7_Total_Energy_ev	-4859.71906
PM7_Electronic_Energy_ev	-40375.56263
PM7_Dipole_Debye	3.09842
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.084
PM7_LUMO_Energy_ev	-1.447
PM7_COSMO_Area_square_ang	421.13
PM7_COSMO_Volue_cubic_ang	494.58
PM7_Electron_Affinity_ev	1.447
PM7_Ionization_Energy_ev	9.084
PM7_Energy_Gap_ev	7.637
PM7_Global_Hardness_ev	3.8185
PM7_Global_Softness_ev	0.261882938326568
PM7_Chemical_Potential_ev	-5.2655
PM7_Electronigativity_ev	5.2655
PM7_Back_Donation_Energy_ev	-0.954625
PM7_Electrophilicity_ev	3.6304164266073067
OPENEYE_Name	5-chloro-~{N}-[(1~{R},2~{S})-2-[[4-(2-oxo-1-pyridyl)benzoyl]amino]cyclopentyl]thiophene-2-carboxamide
SMILES	c1cc(ccc1C(=O)NC2CCCC2NC(=O)c3ccc(s3)Cl)n4ccccc4=O
Canonical_SMILES	Clc1ccc(s1)C(=O)N[C@@H]1CCC[C@@H]1NC(=O)c1ccc(cc1)n1ccccc1=O
InChI	1/C22H20ClN3O3S/c23-19-12-11-18(30-19)22(29)25-17-5-3-4-16(17)24-21(28)14-7-9-15(10-8-14)26-13-2-1-6-20(26)27/h1-2,6-13,16-17H,3-5H2,(H,24,28)(H,25,29)/f/h24-25H
InChI_3D	1S/C22H20ClN3O3S/c23-19-12-11-18(30-19)22(29)25-17-5-3-4-16(17)24-21(28)14-7-9-15(10-8-14)26-13-2-1-6-20(26)27/h1-2,6-13,16-17H,3-5H2,(H,24,28)(H,25,29)/t16-,17+/m0/s1
AuxInfo	1/1/N:11,13,18,19,20,12,1,2,3,4,5,6,14,7,8,21,22,9,10,15,16,17,30,24,25,23,26,27,28,29/E:(7,8)(9,10)/F:m/E:m/rA:50cCCCCCCCCCCCCCCCCCCCCCCNNNOOOSClHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s5;s1d2;s3d4;d5;d6;;d11;s11;d13;s12;s7;s9;;s18;s18;s19;s20s21;s8s14s15;s16s21;s17s22;d15;d16;d17;s9s10;s10;s1;s2;s3;s4;s5;s6;s11;s12;s13;s14;s18;s18;s19;s19;s20;s20;s21;s22;s24;s25;/rC:.8675,4.5233,0;-.8675,4.5233,0;.8675,3.5181,0;-.8675,3.5181,0;-5.488,6.9196,0;-6.2968,6.3291,0;0,5.0208,0;0,3.0104,0;-4.6791,6.3317,0;-5.9873,5.3765,0;;-.8675,.4975,0;.8675,.4975,0;.8675,1.5027,0;-.8675,1.5027,0;0,6.0208,0;-3.7289,6.6434,0;-1.5293,9.7508,0;-.6597,9.2538,0;-2.2721,9.0791,0;-.866,8.2708,0;-1.8609,8.1675,0;0,2.0104,0;-.866,6.5208,0;-3.5238,7.6221,0;-1.735,2.0001,0;.866,6.5208,0;-2.9839,5.9763,0;-4.9827,5.3785,0;-6.5743,4.5669,0;1.3002,4.7739,0;-1.3001,4.7739,0;1.3012,3.2694,0;-1.3012,3.2694,0;-5.4885,7.4196,0;-6.7725,6.483,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;1.3012,1.7514,0;-1.2369,10.1564,0;-1.9019,10.0843,0;-.1837,9.1008,0;-.458,9.7114,0;-2.5672,9.4827,0;-2.7041,8.8274,0;-.3687,8.2192,0;-1.7566,7.6785,0;-1.299,6.2708,0;-3.8963,7.9556,0;
Duplicates	DB08174
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08174.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08174.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08174.sdf