CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5195638 (2538372)

Formula C₂₃H₂₁ClN₂O₄

MW 424.88

InChIKey PVANEXPBWDHVOM-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

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 4.15

logP 5.05608

PSA 95.49

MR 113.946

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -61.77747

PM7_Total_Energy_ev -4926.95722

PM7_Electronic_Energy_ev -41757.91774

PM7_Dipole_Debye 4.90432

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.454

PM7_LUMO_Energy_ev -1.354

PM7_COSMO_Area_square_ang 418.26

PM7_COSMO_Volue_cubic_ang 510.14

PM7_Electron_Affinity_ev 1.354

PM7_Ionization_Energy_ev 9.454

PM7_Energy_Gap_ev 8.1

PM7_Global_Hardness_ev 4.05

PM7_Global_Softness_ev 0.24691358024691357

PM7_Chemical_Potential_ev -5.404

PM7_Electronigativity_ev 5.404

PM7_Back_Donation_Energy_ev -1.0125

PM7_Electrophilicity_ev 3.6053353086419753

OPENEYE_Name 5-chloro-7-(5-cyano-2-isopropoxy-phenyl)-~{N}-(3-hydroxycyclobutyl)benzofuran-2-carboxamide

SMILES C(#N)c1ccc(c(c1)c2cc(cc3c2oc(c3)C(=O)NC4CC(C4)O)Cl)OC(C)C

Canonical_SMILES N#Cc1ccc(c(c1)c1cc(Cl)cc2c1oc(c2)C(=O)N[C@@H]1C[C@@H](C1)O)OC(C)C

InChI 1/C23H21ClN2O4/c1-12(2)29-20-4-3-13(11-25)5-18(20)19-8-15(24)6-14-7-21(30-22(14)19)23(28)26-16-9-17(27)10-16/h3-8,12,16-17,27H,9-10H2,1-2H3,(H,26,28)/f/h26H

InChI_3D 1S/C23H21ClN2O4/c1-12(2)29-20-4-3-13(11-25)5-18(20)19-8-15(24)6-14-7-21(30-22(14)19)23(28)26-16-9-17(27)10-16/h3-8,12,16-17,27H,9-10H2,1-2H3,(H,26,28)/t16-,17+

AuxInfo 1/1/N:21,22,2,3,4,5,6,7,17,18,1,23,8,9,14,19,20,10,11,13,15,12,16,30,24,25,28,26,29,27/E:(1,2)(9,10)/F:m/E:m/rA:51nCCCCCCCCCCCCCCCCCCCCCCCNNOOOOClHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;;;;s1s2d4;d5s6;s4;s7s10;s9d11;s3d10;s5d7;d6;s15;;;s17s18;s17s18;;;s21s22;t1;s16s19;d16;s12s15;s20;s13s23;s14;s2;s3;s4;s5;s6;s7;s17;s17;s18;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s25;s28;/rC:2.6076,5.2613,0;.8769,5.2689,0;.0049,4.7689,0;1.74,3.7638,0;.868,-.4978,0;2.6938,-.3125,0;0,1.0058,0;1.7401,4.7639,0;1.736,-.0012,0;.868,3.2638,0;.868,1.5138,0;1.736,1.0058,0;-.004,3.7638,0;;3.2858,.5023,0;4.2858,.5024,0;6.7859,-.3635,0;5.7858,.6364,0;5.7859,-.3636,0;6.7858,.6365,0;-2.6005,4.2715,0;-2.2386,2.9044,0;-1.736,3.7689,0;3.4751,5.7587,0;4.7859,-.3636,0;4.7857,1.3684,0;2.6938,1.3169,0;7.7858,.6365,0;-.8715,3.2664,0;-.8653,-.5013,0;.8791,5.7689,0;-.4266,5.0215,0;2.1726,3.5132,0;.8677,-.9978,0;2.8483,-.788,0;-.4337,1.2545,0;6.7859,-.8635,0;7.2859,-.3635,0;5.7858,1.1364,0;5.2858,.6364,0;5.7859,-.8636,0;6.7858,1.1365,0;-2.3493,4.7037,0;-2.8518,3.8392,0;-3.0328,4.5227,0;-2.6708,3.1556,0;-1.8063,2.6531,0;-2.4898,2.4721,0;-1.4847,4.2012,0;4.5359,-.7967,0;8.0358,1.0696,0;

Duplicates CHEMBL5195638

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195638.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195638.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195638.sdf

Formula	C₂₃H₂₁ClN₂O₄
MW	424.88
InChIKey	PVANEXPBWDHVOM-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
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	4.15
logP	5.05608
PSA	95.49
MR	113.946
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-61.77747
PM7_Total_Energy_ev	-4926.95722
PM7_Electronic_Energy_ev	-41757.91774
PM7_Dipole_Debye	4.90432
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.454
PM7_LUMO_Energy_ev	-1.354
PM7_COSMO_Area_square_ang	418.26
PM7_COSMO_Volue_cubic_ang	510.14
PM7_Electron_Affinity_ev	1.354
PM7_Ionization_Energy_ev	9.454
PM7_Energy_Gap_ev	8.1
PM7_Global_Hardness_ev	4.05
PM7_Global_Softness_ev	0.24691358024691357
PM7_Chemical_Potential_ev	-5.404
PM7_Electronigativity_ev	5.404
PM7_Back_Donation_Energy_ev	-1.0125
PM7_Electrophilicity_ev	3.6053353086419753
OPENEYE_Name	5-chloro-7-(5-cyano-2-isopropoxy-phenyl)-~{N}-(3-hydroxycyclobutyl)benzofuran-2-carboxamide
SMILES	C(#N)c1ccc(c(c1)c2cc(cc3c2oc(c3)C(=O)NC4CC(C4)O)Cl)OC(C)C
Canonical_SMILES	N#Cc1ccc(c(c1)c1cc(Cl)cc2c1oc(c2)C(=O)N[C@@H]1C[C@@H](C1)O)OC(C)C
InChI	1/C23H21ClN2O4/c1-12(2)29-20-4-3-13(11-25)5-18(20)19-8-15(24)6-14-7-21(30-22(14)19)23(28)26-16-9-17(27)10-16/h3-8,12,16-17,27H,9-10H2,1-2H3,(H,26,28)/f/h26H
InChI_3D	1S/C23H21ClN2O4/c1-12(2)29-20-4-3-13(11-25)5-18(20)19-8-15(24)6-14-7-21(30-22(14)19)23(28)26-16-9-17(27)10-16/h3-8,12,16-17,27H,9-10H2,1-2H3,(H,26,28)/t16-,17+
AuxInfo	1/1/N:21,22,2,3,4,5,6,7,17,18,1,23,8,9,14,19,20,10,11,13,15,12,16,30,24,25,28,26,29,27/E:(1,2)(9,10)/F:m/E:m/rA:51nCCCCCCCCCCCCCCCCCCCCCCCNNOOOOClHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;;;;s1s2d4;d5s6;s4;s7s10;s9d11;s3d10;s5d7;d6;s15;;;s17s18;s17s18;;;s21s22;t1;s16s19;d16;s12s15;s20;s13s23;s14;s2;s3;s4;s5;s6;s7;s17;s17;s18;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s25;s28;/rC:2.6076,5.2613,0;.8769,5.2689,0;.0049,4.7689,0;1.74,3.7638,0;.868,-.4978,0;2.6938,-.3125,0;0,1.0058,0;1.7401,4.7639,0;1.736,-.0012,0;.868,3.2638,0;.868,1.5138,0;1.736,1.0058,0;-.004,3.7638,0;;3.2858,.5023,0;4.2858,.5024,0;6.7859,-.3635,0;5.7858,.6364,0;5.7859,-.3636,0;6.7858,.6365,0;-2.6005,4.2715,0;-2.2386,2.9044,0;-1.736,3.7689,0;3.4751,5.7587,0;4.7859,-.3636,0;4.7857,1.3684,0;2.6938,1.3169,0;7.7858,.6365,0;-.8715,3.2664,0;-.8653,-.5013,0;.8791,5.7689,0;-.4266,5.0215,0;2.1726,3.5132,0;.8677,-.9978,0;2.8483,-.788,0;-.4337,1.2545,0;6.7859,-.8635,0;7.2859,-.3635,0;5.7858,1.1364,0;5.2858,.6364,0;5.7859,-.8636,0;6.7858,1.1365,0;-2.3493,4.7037,0;-2.8518,3.8392,0;-3.0328,4.5227,0;-2.6708,3.1556,0;-1.8063,2.6531,0;-2.4898,2.4721,0;-1.4847,4.2012,0;4.5359,-.7967,0;8.0358,1.0696,0;
Duplicates	CHEMBL5195638
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195638.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195638.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195638.sdf