CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13783 (11573)

Formula C₂₁H₁₈ClNO₆

MW 415.83

InChIKey FSQKKOOTNAMONP-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 49

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 7

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.31

logP 3.4705

PSA 94.83

MR 107.02

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -187.76146

PM7_Total_Energy_ev -5046.80568

PM7_Electronic_Energy_ev -38994.25293

PM7_Dipole_Debye 1.25438

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.734

PM7_LUMO_Energy_ev -1.167

PM7_COSMO_Area_square_ang 409.61

PM7_COSMO_Volue_cubic_ang 463.97

PM7_Electron_Affinity_ev 1.167

PM7_Ionization_Energy_ev 8.734

PM7_Energy_Gap_ev 7.567

PM7_Global_Hardness_ev 3.7835

PM7_Global_Softness_ev 0.26430553720100436

PM7_Chemical_Potential_ev -4.9505

PM7_Electronigativity_ev 4.9505

PM7_Back_Donation_Energy_ev -0.945875

PM7_Electrophilicity_ev 3.2387274018765693

OPENEYE_Name 2-[2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]acetyl]oxyacetic acid

SMILES c1cc(ccc1C(=O)n2c3ccc(cc3c(c2C)CC(=O)OCC(=O)O)OC)Cl

Canonical_SMILES COc1ccc2c(c1)c(CC(=O)OCC(=O)O)c(n2C(=O)c1ccc(cc1)Cl)C

InChI 1/C21H18ClNO6/c1-12-16(10-20(26)29-11-19(24)25)17-9-15(28-2)7-8-18(17)23(12)21(27)13-3-5-14(22)6-4-13/h3-9H,10-11H2,1-2H3,(H,24,25)/f/h24H

InChI_3D 1S/C21H18ClNO6/c1-12-16(10-20(26)29-11-19(24)25)17-9-15(28-2)7-8-18(17)23(12)21(27)13-3-5-14(22)6-4-13/h3-9H,10-11H2,1-2H3,(H,24,25)

AuxInfo 1/1/N:18,19,1,2,5,6,4,3,7,20,21,14,9,13,12,10,8,11,17,16,15,29,22,25,26,24,23,27,28/E:(3,4)(5,6)(24,25)/F:18,19,1,2,5,6,4,3,7,20,21,14,9,13,12,10,8,11,17,16,15,29,22,26,25,24,23,27,28/E:(3,4)(5,6)/rA:47nCCCCCCCCCCCCCCCCCCCCCNOOOOOOClHHHHHHHHHHHHHHHHHH/rB:;;d3;d1;s2;;s7;s1d2;s8;s3d8;s4d7;s5d6;d10;s9;;;s14;;s10s16;s17;s11s14s15;d15;d16;d17;s17;s12s19;s16s21;s13;s1;s2;s3;s4;s5;s6;s7;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s26;/rC:2.8772,4.6746,0;1.5879,3.5136,0;.868,1.5138,0;0,1.0058,0;2.2046,5.4216,0;.9152,4.2606,0;.868,-.4978,0;1.736,-.0012,0;2.5654,3.7244,0;2.6938,-.3125,0;1.736,1.0058,0;;1.2202,5.2184,0;3.2858,.5023,0;3.2346,2.9813,0;3.3117,-2.2146,0;4.9078,-4.3247,0;4.2858,.5024,0;-.8639,-1.5013,0;3.0028,-1.2636,0;4.5988,-3.3737,0;2.6938,1.3169,0;4.2127,3.1892,0;2.6426,-2.9578,0;4.2387,-5.0679,0;5.886,-4.5327,0;-.8653,-.5013,0;4.2899,-2.4226,0;.551,5.9615,0;3.3664,4.7778,0;1.434,3.0379,0;.868,2.0138,0;-.4337,1.2545,0;2.3605,5.8967,0;.4265,4.1552,0;.8677,-.9978,0;4.2858,1.0024,0;4.2858,.0024,0;4.7858,.5024,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;3.4783,-1.1091,0;2.5272,-1.4181,0;4.1233,-3.5282,0;5.0744,-3.2192,0;6.0404,-5.0082,0;

Duplicates DB13783

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13783.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13783.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13783.sdf

Formula	C₂₁H₁₈ClNO₆
MW	415.83
InChIKey	FSQKKOOTNAMONP-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	49
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	7
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.31
logP	3.4705
PSA	94.83
MR	107.02
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-187.76146
PM7_Total_Energy_ev	-5046.80568
PM7_Electronic_Energy_ev	-38994.25293
PM7_Dipole_Debye	1.25438
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.734
PM7_LUMO_Energy_ev	-1.167
PM7_COSMO_Area_square_ang	409.61
PM7_COSMO_Volue_cubic_ang	463.97
PM7_Electron_Affinity_ev	1.167
PM7_Ionization_Energy_ev	8.734
PM7_Energy_Gap_ev	7.567
PM7_Global_Hardness_ev	3.7835
PM7_Global_Softness_ev	0.26430553720100436
PM7_Chemical_Potential_ev	-4.9505
PM7_Electronigativity_ev	4.9505
PM7_Back_Donation_Energy_ev	-0.945875
PM7_Electrophilicity_ev	3.2387274018765693
OPENEYE_Name	2-[2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]acetyl]oxyacetic acid
SMILES	c1cc(ccc1C(=O)n2c3ccc(cc3c(c2C)CC(=O)OCC(=O)O)OC)Cl
Canonical_SMILES	COc1ccc2c(c1)c(CC(=O)OCC(=O)O)c(n2C(=O)c1ccc(cc1)Cl)C
InChI	1/C21H18ClNO6/c1-12-16(10-20(26)29-11-19(24)25)17-9-15(28-2)7-8-18(17)23(12)21(27)13-3-5-14(22)6-4-13/h3-9H,10-11H2,1-2H3,(H,24,25)/f/h24H
InChI_3D	1S/C21H18ClNO6/c1-12-16(10-20(26)29-11-19(24)25)17-9-15(28-2)7-8-18(17)23(12)21(27)13-3-5-14(22)6-4-13/h3-9H,10-11H2,1-2H3,(H,24,25)
AuxInfo	1/1/N:18,19,1,2,5,6,4,3,7,20,21,14,9,13,12,10,8,11,17,16,15,29,22,25,26,24,23,27,28/E:(3,4)(5,6)(24,25)/F:18,19,1,2,5,6,4,3,7,20,21,14,9,13,12,10,8,11,17,16,15,29,22,26,25,24,23,27,28/E:(3,4)(5,6)/rA:47nCCCCCCCCCCCCCCCCCCCCCNOOOOOOClHHHHHHHHHHHHHHHHHH/rB:;;d3;d1;s2;;s7;s1d2;s8;s3d8;s4d7;s5d6;d10;s9;;;s14;;s10s16;s17;s11s14s15;d15;d16;d17;s17;s12s19;s16s21;s13;s1;s2;s3;s4;s5;s6;s7;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s26;/rC:2.8772,4.6746,0;1.5879,3.5136,0;.868,1.5138,0;0,1.0058,0;2.2046,5.4216,0;.9152,4.2606,0;.868,-.4978,0;1.736,-.0012,0;2.5654,3.7244,0;2.6938,-.3125,0;1.736,1.0058,0;;1.2202,5.2184,0;3.2858,.5023,0;3.2346,2.9813,0;3.3117,-2.2146,0;4.9078,-4.3247,0;4.2858,.5024,0;-.8639,-1.5013,0;3.0028,-1.2636,0;4.5988,-3.3737,0;2.6938,1.3169,0;4.2127,3.1892,0;2.6426,-2.9578,0;4.2387,-5.0679,0;5.886,-4.5327,0;-.8653,-.5013,0;4.2899,-2.4226,0;.551,5.9615,0;3.3664,4.7778,0;1.434,3.0379,0;.868,2.0138,0;-.4337,1.2545,0;2.3605,5.8967,0;.4265,4.1552,0;.8677,-.9978,0;4.2858,1.0024,0;4.2858,.0024,0;4.7858,.5024,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;3.4783,-1.1091,0;2.5272,-1.4181,0;4.1233,-3.5282,0;5.0744,-3.2192,0;6.0404,-5.0082,0;
Duplicates	DB13783
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13783.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13783.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13783.sdf