CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5192053_p0_t1 (2534412)

Formula C₂₈H₂₃ClN₂O₉

MW 566.95

InChIKey FFZPPFLMVSZYPK-SREBMQDQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 40

Number_Rings 5

Number_Bonds 68

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 11

HB_Donor 3

HB_Acceptor 6

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 1.77

logP 5.421

PSA 156.46

MR 151.405

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -175.01068

PM7_Total_Energy_ev -7041.14305

PM7_Electronic_Energy_ev -68655.82285

PM7_Dipole_Debye 12.95647

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.226

PM7_LUMO_Energy_ev -1.647

PM7_COSMO_Area_square_ang 474.43

PM7_COSMO_Volue_cubic_ang 637.44

PM7_Electron_Affinity_ev 1.647

PM7_Ionization_Energy_ev 9.226

PM7_Energy_Gap_ev 7.579

PM7_Global_Hardness_ev 3.7895

PM7_Global_Softness_ev 0.2638870563398865

PM7_Chemical_Potential_ev -5.4365

PM7_Electronigativity_ev 5.4365

PM7_Back_Donation_Energy_ev -0.947375

PM7_Electrophilicity_ev 3.8996612020055417

OPENEYE_Name (1~{R},2~{S},4~{R})-1-[[5-chloro-4-[(3-nitrophenyl)methoxy]-2-(2-oxochromen-4-yl)oxy-phenyl]methyl]-4-hydroxy-pyrrolidin-1-ium-2-carboxylate

SMILES c1ccc2c(c1)c(cc(=O)o2)Oc3cc(c(cc3C[NH+]4CC(CC4C(=O)[O-])O)Cl)OCc5cccc(c5)N(=O)=O

Canonical_SMILES O[C@H]1C[N@H+]([C@@H](C1)C(=O)O)Cc1cc(Cl)c(cc1Oc1cc(=O)oc2c1cccc2)OCc1cccc(c1)N(=O)=O

InChI 1/C28H23ClN2O9/c29-21-9-17(13-30-14-19(32)10-22(30)28(34)35)24(39-25-12-27(33)40-23-7-2-1-6-20(23)25)11-26(21)38-15-16-4-3-5-18(8-16)31(36)37/h1-9,11-12,19,22,32H,10,13-15H2,(H,34,35)/f/h30H

InChI_3D 1S/C28H23ClN2O9/c29-21-9-17(13-30-14-19(32)10-22(30)28(34)35)24(39-25-12-27(33)40-23-7-2-1-6-20(23)25)11-26(21)38-15-16-4-3-5-18(8-16)31(36)37/h1-9,11-12,19,22,32H,10,13-15H2,(H,34,35)/p+1/t19-,22+/m1/s1

AuxInfo 1/1/N:1,2,3,5,6,4,7,8,9,23,10,19,27,24,28,12,13,14,26,11,18,25,15,16,20,17,21,22,40,30,29,37,32,31,33,34,35,39,38,36/E:(34,35)(36,37)/F:m/E:m/CRV:31.5/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNN+O-OOOOOOOOClHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;s3;s2;;;;d4;s5d8;d9;d6s8;d7s11;d10s13;s10;s9d17;;s11d19;s19;;;;s22s23;s23s24;s13;s12;s14;s24s25s27;s22;d21;d22;d29;d29;s15s21;s26;s16s20;s17s28;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s23;s23;s24;s24;s25;s26;s27;s27;s28;s28;s30;s37;/rC:3.6117,5.5198,0;3.9245,6.4756,0;-6.6037,4.2426,0;2.632,5.3166,0;-5.626,4.4526,0;-7.2757,4.9902,0;3.2575,7.2284,0;-5.9855,6.1501,0;-2.3268,3.3726,0;-1.7057,5.2791,0;1.9614,6.0584,0;-5.3135,5.4026,0;-1.3437,3.5823,0;-6.97,5.9477,0;2.2732,7.0159,0;-1.0382,4.5345,0;-2.6888,5.0694,0;-3.0043,4.1151,0;.3068,6.5973,0;.9817,5.8508,0;.6187,7.5547,0;-1.9056,.241,0;;1.3133,.9518,0;-.3065,.9518,0;1.0015,0,0;-.673,2.8406,0;-4.3348,5.6083,0;-7.6386,6.6914,0;.5008,1.5426,0;-2.0108,-.7535,0;-.0506,8.2977,0;-2.7143,.8292,0;-8.6169,6.4842,0;-7.3288,7.6422,0;1.6055,7.7659,0;2.7127,-.3666,0;.6733,4.8995,0;-3.3562,5.814,0;-3.9823,3.9064,0;3.945,5.147,0;4.414,6.5771,0;-6.7579,3.767,0;2.4767,4.8413,0;-5.2917,4.0808,0;-7.7646,4.8852,0;3.4131,7.7036,0;-5.8292,6.6251,0;-2.4796,2.8965,0;-1.5508,5.7545,0;-.1822,6.493,0;.0518,-.4973,0;-.4893,-.1031,0;1.5638,1.3845,0;1.7697,.7476,0;-.5571,1.3845,0;.9488,-.4972,0;-.3021,3.1759,0;-1.0438,2.5052,0;-4.4377,6.0976,0;-4.232,5.119,0;.835,1.9145,0;2.8664,-.8424,0;

Duplicates CHEMBL5192053_p0_t1;CHEMBL5192053_p7_t0;CHEMBL5192053_p7_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192053_p0_t1.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192053_p0_t1.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192053_p0_t1.sdf

Formula	C₂₈H₂₃ClN₂O₉
MW	566.95
InChIKey	FFZPPFLMVSZYPK-SREBMQDQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	40
Number_Rings	5
Number_Bonds	68
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	11
HB_Donor	3
HB_Acceptor	6
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	1.77
logP	5.421
PSA	156.46
MR	151.405
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-175.01068
PM7_Total_Energy_ev	-7041.14305
PM7_Electronic_Energy_ev	-68655.82285
PM7_Dipole_Debye	12.95647
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.226
PM7_LUMO_Energy_ev	-1.647
PM7_COSMO_Area_square_ang	474.43
PM7_COSMO_Volue_cubic_ang	637.44
PM7_Electron_Affinity_ev	1.647
PM7_Ionization_Energy_ev	9.226
PM7_Energy_Gap_ev	7.579
PM7_Global_Hardness_ev	3.7895
PM7_Global_Softness_ev	0.2638870563398865
PM7_Chemical_Potential_ev	-5.4365
PM7_Electronigativity_ev	5.4365
PM7_Back_Donation_Energy_ev	-0.947375
PM7_Electrophilicity_ev	3.8996612020055417
OPENEYE_Name	(1~{R},2~{S},4~{R})-1-[[5-chloro-4-[(3-nitrophenyl)methoxy]-2-(2-oxochromen-4-yl)oxy-phenyl]methyl]-4-hydroxy-pyrrolidin-1-ium-2-carboxylate
SMILES	c1ccc2c(c1)c(cc(=O)o2)Oc3cc(c(cc3C[NH+]4CC(CC4C(=O)[O-])O)Cl)OCc5cccc(c5)N(=O)=O
Canonical_SMILES	O[C@H]1C[N@H+]([C@@H](C1)C(=O)O)Cc1cc(Cl)c(cc1Oc1cc(=O)oc2c1cccc2)OCc1cccc(c1)N(=O)=O
InChI	1/C28H23ClN2O9/c29-21-9-17(13-30-14-19(32)10-22(30)28(34)35)24(39-25-12-27(33)40-23-7-2-1-6-20(23)25)11-26(21)38-15-16-4-3-5-18(8-16)31(36)37/h1-9,11-12,19,22,32H,10,13-15H2,(H,34,35)/f/h30H
InChI_3D	1S/C28H23ClN2O9/c29-21-9-17(13-30-14-19(32)10-22(30)28(34)35)24(39-25-12-27(33)40-23-7-2-1-6-20(23)25)11-26(21)38-15-16-4-3-5-18(8-16)31(36)37/h1-9,11-12,19,22,32H,10,13-15H2,(H,34,35)/p+1/t19-,22+/m1/s1
AuxInfo	1/1/N:1,2,3,5,6,4,7,8,9,23,10,19,27,24,28,12,13,14,26,11,18,25,15,16,20,17,21,22,40,30,29,37,32,31,33,34,35,39,38,36/E:(34,35)(36,37)/F:m/E:m/CRV:31.5/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNN+O-OOOOOOOOClHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;s3;s2;;;;d4;s5d8;d9;d6s8;d7s11;d10s13;s10;s9d17;;s11d19;s19;;;;s22s23;s23s24;s13;s12;s14;s24s25s27;s22;d21;d22;d29;d29;s15s21;s26;s16s20;s17s28;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s23;s23;s24;s24;s25;s26;s27;s27;s28;s28;s30;s37;/rC:3.6117,5.5198,0;3.9245,6.4756,0;-6.6037,4.2426,0;2.632,5.3166,0;-5.626,4.4526,0;-7.2757,4.9902,0;3.2575,7.2284,0;-5.9855,6.1501,0;-2.3268,3.3726,0;-1.7057,5.2791,0;1.9614,6.0584,0;-5.3135,5.4026,0;-1.3437,3.5823,0;-6.97,5.9477,0;2.2732,7.0159,0;-1.0382,4.5345,0;-2.6888,5.0694,0;-3.0043,4.1151,0;.3068,6.5973,0;.9817,5.8508,0;.6187,7.5547,0;-1.9056,.241,0;;1.3133,.9518,0;-.3065,.9518,0;1.0015,0,0;-.673,2.8406,0;-4.3348,5.6083,0;-7.6386,6.6914,0;.5008,1.5426,0;-2.0108,-.7535,0;-.0506,8.2977,0;-2.7143,.8292,0;-8.6169,6.4842,0;-7.3288,7.6422,0;1.6055,7.7659,0;2.7127,-.3666,0;.6733,4.8995,0;-3.3562,5.814,0;-3.9823,3.9064,0;3.945,5.147,0;4.414,6.5771,0;-6.7579,3.767,0;2.4767,4.8413,0;-5.2917,4.0808,0;-7.7646,4.8852,0;3.4131,7.7036,0;-5.8292,6.6251,0;-2.4796,2.8965,0;-1.5508,5.7545,0;-.1822,6.493,0;.0518,-.4973,0;-.4893,-.1031,0;1.5638,1.3845,0;1.7697,.7476,0;-.5571,1.3845,0;.9488,-.4972,0;-.3021,3.1759,0;-1.0438,2.5052,0;-4.4377,6.0976,0;-4.232,5.119,0;.835,1.9145,0;2.8664,-.8424,0;
Duplicates	CHEMBL5192053_p0_t1;CHEMBL5192053_p7_t0;CHEMBL5192053_p7_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192053_p0_t1.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192053_p0_t1.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192053_p0_t1.sdf