CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15099 (12237)

Formula C₂₀H₁₇ClN₂O₃

MW 368.82

InChIKey XDKRVNKVAKCFGW-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 43

Number_Heavy_Atoms 26

Number_Rings 4

Number_Bonds 46

Rotat_Bonds 3

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP -0.38

logP 4.0023

PSA 69.64

MR 107.419

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -64.99406

PM7_Total_Energy_ev -4211.15548

PM7_Electronic_Energy_ev -32309.20219

PM7_Dipole_Debye 2.54133

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.723

PM7_LUMO_Energy_ev -0.895

PM7_COSMO_Area_square_ang 363.24

PM7_COSMO_Volue_cubic_ang 410.96

PM7_Electron_Affinity_ev 0.895

PM7_Ionization_Energy_ev 8.723

PM7_Energy_Gap_ev 7.828

PM7_Global_Hardness_ev 3.914

PM7_Global_Softness_ev 0.2554931016862545

PM7_Chemical_Potential_ev -4.809

PM7_Electronigativity_ev 4.809

PM7_Back_Donation_Energy_ev -0.9785

PM7_Electrophilicity_ev 2.954328180889116

OPENEYE_Name (2~{R},4~{E})-7-chloro-4-(2-oxo-1-phenyl-pyrrolidin-3-ylidene)-2,3-dihydro-1~{H}-quinoline-2-carboxylic acid

SMILES c1ccc(cc1)N2C(=O)C(=C3c4ccc(cc4NC(C3)C(=O)O)Cl)CC2

Canonical_SMILES OC(=O)[C@@H]1Nc2cc(Cl)ccc2/C(=C/2CCN(C2=O)c2ccccc2)/C1

InChI 1/C20H17ClN2O3/c21-12-6-7-14-16(11-18(20(25)26)22-17(14)10-12)15-8-9-23(19(15)24)13-4-2-1-3-5-13/h1-7,10,18,22H,8-9,11H2,(H,25,26)/f/h25H

InChI_3D 1S/C20H17ClN2O3/c21-12-6-7-14-16(11-18(20(25)26)22-17(14)10-12)15-8-9-23(19(15)24)13-4-2-1-3-5-13/h1-7,10,18,22H,8-9,11H2,(H,25,26)/b16-15+/t18-/m1/s1

AuxInfo 1/1/N:1,2,3,5,6,7,4,18,19,8,17,12,10,9,14,13,11,20,15,16,26,21,22,23,24,25/E:(2,3)(4,5)(25,26)/F:1,2,3,5,6,7,4,18,19,8,17,12,10,9,14,13,11,20,15,16,26,21,22,23,25,24/E:(2,3)(4,5)/rA:43cCCCCCCCCCCCCCCCCCCCCNNOOOClHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;s4;d5s6;s8d9;s7d8;s9;w13;s14;;s13;s14;s18;s16s17;s11s20;s10s15s19;d15;d16;s16;s12;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s18;s18;s19;s19;s20;s21;s25;/rC:4.8519,-6.24,0;3.8574,-6.3447,0;5.2638,-5.3288,0;.8707,-.4993,0;3.2688,-5.5299,0;4.6752,-4.5139,0;;.8707,1.5185,0;1.7371,0,0;3.6747,-4.6104,0;1.7414,1.0089,0;0,1.0089,0;2.6039,-.5053,0;2.5941,-2.2553,0;3.399,-2.8486,0;4.0927,2.6424,0;3.4805,-.0073,0;1.7814,-2.8405,0;2.0845,-3.7951,0;3.4848,1.0014,0;2.6125,1.5125,0;3.0891,-3.7998,0;4.3513,-2.5432,0;5.0785,2.8105,0;3.4543,3.4121,0;-.8675,1.5063,0;5.1447,-6.6454,0;3.6534,-6.8013,0;5.7613,-5.2786,0;.8712,-.9993,0;2.7715,-5.5823,0;4.8812,-4.0583,0;-.4326,-.2506,0;.8707,2.0185,0;3.9733,.077,0;3.6487,-.4782,0;1.3234,-3.0412,0;1.5336,-2.4062,0;2.1342,-4.2926,0;1.5949,-3.8961,0;3.9768,.9121,0;2.614,2.0125,0;3.628,3.881,0;

Duplicates DB15099

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15099.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15099.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15099.sdf

Formula	C₂₀H₁₇ClN₂O₃
MW	368.82
InChIKey	XDKRVNKVAKCFGW-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	43
Number_Heavy_Atoms	26
Number_Rings	4
Number_Bonds	46
Rotat_Bonds	3
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	-0.38
logP	4.0023
PSA	69.64
MR	107.419
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-64.99406
PM7_Total_Energy_ev	-4211.15548
PM7_Electronic_Energy_ev	-32309.20219
PM7_Dipole_Debye	2.54133
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.723
PM7_LUMO_Energy_ev	-0.895
PM7_COSMO_Area_square_ang	363.24
PM7_COSMO_Volue_cubic_ang	410.96
PM7_Electron_Affinity_ev	0.895
PM7_Ionization_Energy_ev	8.723
PM7_Energy_Gap_ev	7.828
PM7_Global_Hardness_ev	3.914
PM7_Global_Softness_ev	0.2554931016862545
PM7_Chemical_Potential_ev	-4.809
PM7_Electronigativity_ev	4.809
PM7_Back_Donation_Energy_ev	-0.9785
PM7_Electrophilicity_ev	2.954328180889116
OPENEYE_Name	(2~{R},4~{E})-7-chloro-4-(2-oxo-1-phenyl-pyrrolidin-3-ylidene)-2,3-dihydro-1~{H}-quinoline-2-carboxylic acid
SMILES	c1ccc(cc1)N2C(=O)C(=C3c4ccc(cc4NC(C3)C(=O)O)Cl)CC2
Canonical_SMILES	OC(=O)[C@@H]1Nc2cc(Cl)ccc2/C(=C/2CCN(C2=O)c2ccccc2)/C1
InChI	1/C20H17ClN2O3/c21-12-6-7-14-16(11-18(20(25)26)22-17(14)10-12)15-8-9-23(19(15)24)13-4-2-1-3-5-13/h1-7,10,18,22H,8-9,11H2,(H,25,26)/f/h25H
InChI_3D	1S/C20H17ClN2O3/c21-12-6-7-14-16(11-18(20(25)26)22-17(14)10-12)15-8-9-23(19(15)24)13-4-2-1-3-5-13/h1-7,10,18,22H,8-9,11H2,(H,25,26)/b16-15+/t18-/m1/s1
AuxInfo	1/1/N:1,2,3,5,6,7,4,18,19,8,17,12,10,9,14,13,11,20,15,16,26,21,22,23,24,25/E:(2,3)(4,5)(25,26)/F:1,2,3,5,6,7,4,18,19,8,17,12,10,9,14,13,11,20,15,16,26,21,22,23,25,24/E:(2,3)(4,5)/rA:43cCCCCCCCCCCCCCCCCCCCCNNOOOClHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;s4;d5s6;s8d9;s7d8;s9;w13;s14;;s13;s14;s18;s16s17;s11s20;s10s15s19;d15;d16;s16;s12;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s18;s18;s19;s19;s20;s21;s25;/rC:4.8519,-6.24,0;3.8574,-6.3447,0;5.2638,-5.3288,0;.8707,-.4993,0;3.2688,-5.5299,0;4.6752,-4.5139,0;;.8707,1.5185,0;1.7371,0,0;3.6747,-4.6104,0;1.7414,1.0089,0;0,1.0089,0;2.6039,-.5053,0;2.5941,-2.2553,0;3.399,-2.8486,0;4.0927,2.6424,0;3.4805,-.0073,0;1.7814,-2.8405,0;2.0845,-3.7951,0;3.4848,1.0014,0;2.6125,1.5125,0;3.0891,-3.7998,0;4.3513,-2.5432,0;5.0785,2.8105,0;3.4543,3.4121,0;-.8675,1.5063,0;5.1447,-6.6454,0;3.6534,-6.8013,0;5.7613,-5.2786,0;.8712,-.9993,0;2.7715,-5.5823,0;4.8812,-4.0583,0;-.4326,-.2506,0;.8707,2.0185,0;3.9733,.077,0;3.6487,-.4782,0;1.3234,-3.0412,0;1.5336,-2.4062,0;2.1342,-4.2926,0;1.5949,-3.8961,0;3.9768,.9121,0;2.614,2.0125,0;3.628,3.881,0;
Duplicates	DB15099
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15099.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15099.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15099.sdf