CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5188556_p7 (2530542)

Formula C₃₃H₂₅ClN₂O₆

MW 581.02

InChIKey NEAPIRUMEFHPJE-ACIDLTHQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 68

Number_Heavy_Atoms 42

Number_Rings 6

Number_Bonds 73

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 8

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 8

Lipinski_Violations 1

XLogP3 0

XLogP 4.03

logP 7.04368

PSA 114.2

MR 163.643

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -78.36313

PM7_Total_Energy_ev -6798.47559

PM7_Electronic_Energy_ev -69854.50528

PM7_Dipole_Debye 11.31214

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.844

PM7_LUMO_Energy_ev -1.444

PM7_COSMO_Area_square_ang 496.77

PM7_COSMO_Volue_cubic_ang 680.14

PM7_Electron_Affinity_ev 1.444

PM7_Ionization_Energy_ev 8.844

PM7_Energy_Gap_ev 7.4

PM7_Global_Hardness_ev 3.7

PM7_Global_Softness_ev 0.2702702702702703

PM7_Chemical_Potential_ev -5.144

PM7_Electronigativity_ev 5.144

PM7_Back_Donation_Energy_ev -0.925

PM7_Electrophilicity_ev 3.5757751351351352

OPENEYE_Name (1~{S},2~{S})-1-[[5-chloro-4-[(3-cyanophenyl)methoxy]-2-(2-oxobenzo[h]chromen-4-yl)oxy-phenyl]methyl]pyrrolidin-1-ium-2-carboxylate

SMILES C(#N)c1cccc(c1)COc2cc(c(cc2Cl)C[NH+]3CCCC3C(=O)[O-])Oc4c5ccc6ccccc6c5oc(=O)c4

Canonical_SMILES N#Cc1cccc(c1)COc1cc(Oc2cc(=O)oc3c2ccc2c3cccc2)c(cc1Cl)C[N@@H+]1CCC[C@H]1C(=O)O

InChI 1/C33H25ClN2O6/c34-26-14-23(18-36-12-4-9-27(36)33(38)39)28(15-30(26)40-19-21-6-3-5-20(13-21)17-35)41-29-16-31(37)42-32-24-8-2-1-7-22(24)10-11-25(29)32/h1-3,5-8,10-11,13-16,27H,4,9,12,18-19H2,(H,38,39)/f/h36H

InChI_3D 1S/C33H25ClN2O6/c34-26-14-23(18-36-12-4-9-27(36)33(38)39)28(15-30(26)40-19-21-6-3-5-20(13-21)17-35)41-29-16-31(37)42-32-24-8-2-1-7-22(24)10-11-25(29)32/h1-3,5-8,10-11,13-16,27H,4,9,12,18-19H2,(H,38,39)/p+1/t27-/m0/s1

AuxInfo 1/1/N:2,3,4,28,5,10,6,7,29,8,9,30,11,12,13,24,1,32,33,14,18,15,19,16,17,23,31,21,25,22,26,20,27,42,34,35,36,37,39,41,40,38/E:(38,39)/F:m/E:m/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNN+OOOO-OOClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;d4;s2;s3;;d8;s4;;;;s1s5d11;d6s8;d7s15;s9;d10s11;d12;s16d17;d13s19;s13;s12d22;;s17d24;s24;;;s28;s28;s27s29;s19;s18;t1;s30s31s32;d26;d27;s20s26;s27;s21s25;s22s33;s23;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s24;s28;s28;s29;s29;s30;s30;s31;s32;s32;s33;s33;s35;/rC:-6.928,3.2925,0;5.2398,7.6403,0;4.565,8.3951,0;-6.9725,5.9403,0;-7.2808,4.989,0;4.9248,6.676,0;3.5753,8.1855,0;3.6237,5.5103,0;2.6362,5.3059,0;-5.9888,6.1471,0;-5.6318,4.4492,0;-2.3268,3.3726,0;-1.7057,5.2791,0;-6.6155,4.2424,0;3.9356,6.4744,0;3.2609,7.2291,0;1.96,6.058,0;-5.3135,5.4026,0;-1.3437,3.5823,0;2.2714,7.0143,0;-1.0382,4.5345,0;-2.6888,5.0694,0;-3.0043,4.1151,0;.3076,6.5961,0;.9817,5.8508,0;.6192,7.5524,0;2.1899,2.4664,0;;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;-.673,2.8406,0;-4.3348,5.6083,0;-7.2406,2.3426,0;.5008,1.5426,0;-.0502,8.2953,0;3.1899,2.4653,0;1.6046,7.7632,0;1.6908,3.333,0;.6733,4.8995,0;-3.3562,5.814,0;-3.9823,3.9064,0;5.7291,7.743,0;4.7205,8.8703,0;-7.3067,6.3121,0;-7.7702,4.8861,0;5.2575,6.3028,0;3.2416,8.5578,0;3.9575,5.1381,0;2.4802,4.8309,0;-5.8346,6.6227,0;-5.2992,4.0759,0;-2.4796,2.8965,0;-1.5508,5.7545,0;-.1814,6.4918,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;-.7634,.7487,0;-.5571,1.3845,0;1.7697,.7476,0;-.3021,3.1759,0;-1.0438,2.5052,0;-4.4377,6.0976,0;-4.232,5.119,0;.835,1.9145,0;

Duplicates CHEMBL5188556_p7;CHEMBL5195360_p7

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188500-0005188749/CHEMBL5188556_p7.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188500-0005188749/CHEMBL5188556_p7.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188500-0005188749/CHEMBL5188556_p7.sdf

Formula	C₃₃H₂₅ClN₂O₆
MW	581.02
InChIKey	NEAPIRUMEFHPJE-ACIDLTHQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	68
Number_Heavy_Atoms	42
Number_Rings	6
Number_Bonds	73
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	8
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	8
Lipinski_Violations	1
XLogP3	0
XLogP	4.03
logP	7.04368
PSA	114.2
MR	163.643
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-78.36313
PM7_Total_Energy_ev	-6798.47559
PM7_Electronic_Energy_ev	-69854.50528
PM7_Dipole_Debye	11.31214
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.844
PM7_LUMO_Energy_ev	-1.444
PM7_COSMO_Area_square_ang	496.77
PM7_COSMO_Volue_cubic_ang	680.14
PM7_Electron_Affinity_ev	1.444
PM7_Ionization_Energy_ev	8.844
PM7_Energy_Gap_ev	7.4
PM7_Global_Hardness_ev	3.7
PM7_Global_Softness_ev	0.2702702702702703
PM7_Chemical_Potential_ev	-5.144
PM7_Electronigativity_ev	5.144
PM7_Back_Donation_Energy_ev	-0.925
PM7_Electrophilicity_ev	3.5757751351351352
OPENEYE_Name	(1~{S},2~{S})-1-[[5-chloro-4-[(3-cyanophenyl)methoxy]-2-(2-oxobenzo[h]chromen-4-yl)oxy-phenyl]methyl]pyrrolidin-1-ium-2-carboxylate
SMILES	C(#N)c1cccc(c1)COc2cc(c(cc2Cl)C[NH+]3CCCC3C(=O)[O-])Oc4c5ccc6ccccc6c5oc(=O)c4
Canonical_SMILES	N#Cc1cccc(c1)COc1cc(Oc2cc(=O)oc3c2ccc2c3cccc2)c(cc1Cl)C[N@@H+]1CCC[C@H]1C(=O)O
InChI	1/C33H25ClN2O6/c34-26-14-23(18-36-12-4-9-27(36)33(38)39)28(15-30(26)40-19-21-6-3-5-20(13-21)17-35)41-29-16-31(37)42-32-24-8-2-1-7-22(24)10-11-25(29)32/h1-3,5-8,10-11,13-16,27H,4,9,12,18-19H2,(H,38,39)/f/h36H
InChI_3D	1S/C33H25ClN2O6/c34-26-14-23(18-36-12-4-9-27(36)33(38)39)28(15-30(26)40-19-21-6-3-5-20(13-21)17-35)41-29-16-31(37)42-32-24-8-2-1-7-22(24)10-11-25(29)32/h1-3,5-8,10-11,13-16,27H,4,9,12,18-19H2,(H,38,39)/p+1/t27-/m0/s1
AuxInfo	1/1/N:2,3,4,28,5,10,6,7,29,8,9,30,11,12,13,24,1,32,33,14,18,15,19,16,17,23,31,21,25,22,26,20,27,42,34,35,36,37,39,41,40,38/E:(38,39)/F:m/E:m/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNN+OOOO-OOClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;d4;s2;s3;;d8;s4;;;;s1s5d11;d6s8;d7s15;s9;d10s11;d12;s16d17;d13s19;s13;s12d22;;s17d24;s24;;;s28;s28;s27s29;s19;s18;t1;s30s31s32;d26;d27;s20s26;s27;s21s25;s22s33;s23;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s24;s28;s28;s29;s29;s30;s30;s31;s32;s32;s33;s33;s35;/rC:-6.928,3.2925,0;5.2398,7.6403,0;4.565,8.3951,0;-6.9725,5.9403,0;-7.2808,4.989,0;4.9248,6.676,0;3.5753,8.1855,0;3.6237,5.5103,0;2.6362,5.3059,0;-5.9888,6.1471,0;-5.6318,4.4492,0;-2.3268,3.3726,0;-1.7057,5.2791,0;-6.6155,4.2424,0;3.9356,6.4744,0;3.2609,7.2291,0;1.96,6.058,0;-5.3135,5.4026,0;-1.3437,3.5823,0;2.2714,7.0143,0;-1.0382,4.5345,0;-2.6888,5.0694,0;-3.0043,4.1151,0;.3076,6.5961,0;.9817,5.8508,0;.6192,7.5524,0;2.1899,2.4664,0;;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;-.673,2.8406,0;-4.3348,5.6083,0;-7.2406,2.3426,0;.5008,1.5426,0;-.0502,8.2953,0;3.1899,2.4653,0;1.6046,7.7632,0;1.6908,3.333,0;.6733,4.8995,0;-3.3562,5.814,0;-3.9823,3.9064,0;5.7291,7.743,0;4.7205,8.8703,0;-7.3067,6.3121,0;-7.7702,4.8861,0;5.2575,6.3028,0;3.2416,8.5578,0;3.9575,5.1381,0;2.4802,4.8309,0;-5.8346,6.6227,0;-5.2992,4.0759,0;-2.4796,2.8965,0;-1.5508,5.7545,0;-.1814,6.4918,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;-.7634,.7487,0;-.5571,1.3845,0;1.7697,.7476,0;-.3021,3.1759,0;-1.0438,2.5052,0;-4.4377,6.0976,0;-4.232,5.119,0;.835,1.9145,0;
Duplicates	CHEMBL5188556_p7;CHEMBL5195360_p7
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188500-0005188749/CHEMBL5188556_p7.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188500-0005188749/CHEMBL5188556_p7.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188500-0005188749/CHEMBL5188556_p7.sdf