CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5192053_p0_t0 (2534411)

Formula C₂₈H₂₃ClN₂O₉

MW 566.95

InChIKey FFZPPFLMVSZYPK-ZYMSVLFVNA-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 2

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 -0.56

logP 5.0982

PSA 159.1

MR 148.862

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -188.31026

PM7_Total_Energy_ev -7041.80694

PM7_Electronic_Energy_ev -68109.16432

PM7_Dipole_Debye 7.62035

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.432

PM7_LUMO_Energy_ev -1.469

PM7_COSMO_Area_square_ang 479.2

PM7_COSMO_Volue_cubic_ang 635.99

PM7_Electron_Affinity_ev 1.469

PM7_Ionization_Energy_ev 9.432

PM7_Energy_Gap_ev 7.963

PM7_Global_Hardness_ev 3.9815

PM7_Global_Softness_ev 0.25116162250408136

PM7_Chemical_Potential_ev -5.4505

PM7_Electronigativity_ev 5.4505

PM7_Back_Donation_Energy_ev -0.995375

PM7_Electrophilicity_ev 3.730748493030265

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-pyrrolidine-2-carboxylic acid

SMILES c1ccc2c(c1)c(cc(=O)o2)Oc3cc(c(cc3CN4CC(CC4C(=O)O)O)Cl)OCc5cccc(c5)[N+](=O)[O-]

Canonical_SMILES O[C@H]1CN([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/h34H

InChI_3D 1S/C28H24ClN2O9/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)(H,36,37)/t19-,22+/m1/s1

AuxInfo 1/1/N:1,2,3,5,6,4,7,8,9,23,10,19,27,24,28,12,13,14,26,11,18,25,15,16,20,17,21,22,40,29,30,37,32,33,36,31,34,39,38,35/E:(34,35)(36,37)/F:1,2,3,5,6,4,7,8,9,23,10,19,27,24,28,12,13,14,26,11,18,25,15,16,20,17,21,22,40,29,30,37,32,36,33,31,34,39,38,35/E:(36,37)/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;s24s25s27;s14;s30;d21;d22;d30;s15s21;s22;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;s36;s37;/rC:-4.4744,1.6482,0;-5.3482,2.1461,0;3.9499,7.5658,0;-3.6122,2.156,0;3.0847,7.0644,0;3.9454,8.5709,0;-5.36,3.1518,0;2.2105,8.5632,0;1.3668,4.0478,0;-.3742,5.0426,0;-3.614,3.156,0;2.215,7.558,0;.4977,3.5426,0;3.0757,9.0748,0;-4.4881,3.6557,0;-.3683,4.0425,0;.4948,5.5478,0;1.3697,5.0529,0;-2.7505,4.6667,0;-2.7488,3.6605,0;-3.6248,5.1664,0;-1.9056,.241,0;;1.3133,.9518,0;-.3065,.9518,0;1.0015,0,0;.4993,2.5426,0;1.3519,7.0529,0;.5008,1.5426,0;3.0712,10.0747,0;3.935,10.5786,0;-3.6282,6.1664,0;-2.7143,.8292,0;2.2029,10.5709,0;-4.4975,4.6598,0;-2.0108,-.7535,0;2.7127,-.3666,0;-1.8813,3.163,0;.4889,6.5477,0;2.2342,5.5555,0;-4.4708,1.1482,0;-5.779,1.8923,0;4.3837,7.3171,0;-3.1779,1.9082,0;3.0869,6.5644,0;4.3781,8.8216,0;-5.7945,3.3991,0;1.7756,8.81,0;1.7998,3.7978,0;-.8083,5.2906,0;-2.3182,4.9181,0;.0518,-.4973,0;-.4893,-.1031,0;1.5638,1.3845,0;1.7697,.7476,0;-.5571,1.3845,0;.9488,-.4972,0;.9993,2.5434,0;-.0007,2.5418,0;1.0994,7.4844,0;1.6045,6.6213,0;-2.4677,-.9566,0;2.8664,-.8424,0;

Duplicates CHEMBL5192053_p0_t0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192053_p0_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192053_p0_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192053_p0_t0.sdf

Formula	C₂₈H₂₃ClN₂O₉
MW	566.95
InChIKey	FFZPPFLMVSZYPK-ZYMSVLFVNA-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	2
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	-0.56
logP	5.0982
PSA	159.1
MR	148.862
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-188.31026
PM7_Total_Energy_ev	-7041.80694
PM7_Electronic_Energy_ev	-68109.16432
PM7_Dipole_Debye	7.62035
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.432
PM7_LUMO_Energy_ev	-1.469
PM7_COSMO_Area_square_ang	479.2
PM7_COSMO_Volue_cubic_ang	635.99
PM7_Electron_Affinity_ev	1.469
PM7_Ionization_Energy_ev	9.432
PM7_Energy_Gap_ev	7.963
PM7_Global_Hardness_ev	3.9815
PM7_Global_Softness_ev	0.25116162250408136
PM7_Chemical_Potential_ev	-5.4505
PM7_Electronigativity_ev	5.4505
PM7_Back_Donation_Energy_ev	-0.995375
PM7_Electrophilicity_ev	3.730748493030265
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-pyrrolidine-2-carboxylic acid
SMILES	c1ccc2c(c1)c(cc(=O)o2)Oc3cc(c(cc3CN4CC(CC4C(=O)O)O)Cl)OCc5cccc(c5)[N+](=O)[O-]
Canonical_SMILES	O[C@H]1CN([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/h34H
InChI_3D	1S/C28H24ClN2O9/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)(H,36,37)/t19-,22+/m1/s1
AuxInfo	1/1/N:1,2,3,5,6,4,7,8,9,23,10,19,27,24,28,12,13,14,26,11,18,25,15,16,20,17,21,22,40,29,30,37,32,33,36,31,34,39,38,35/E:(34,35)(36,37)/F:1,2,3,5,6,4,7,8,9,23,10,19,27,24,28,12,13,14,26,11,18,25,15,16,20,17,21,22,40,29,30,37,32,36,33,31,34,39,38,35/E:(36,37)/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;s24s25s27;s14;s30;d21;d22;d30;s15s21;s22;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;s36;s37;/rC:-4.4744,1.6482,0;-5.3482,2.1461,0;3.9499,7.5658,0;-3.6122,2.156,0;3.0847,7.0644,0;3.9454,8.5709,0;-5.36,3.1518,0;2.2105,8.5632,0;1.3668,4.0478,0;-.3742,5.0426,0;-3.614,3.156,0;2.215,7.558,0;.4977,3.5426,0;3.0757,9.0748,0;-4.4881,3.6557,0;-.3683,4.0425,0;.4948,5.5478,0;1.3697,5.0529,0;-2.7505,4.6667,0;-2.7488,3.6605,0;-3.6248,5.1664,0;-1.9056,.241,0;;1.3133,.9518,0;-.3065,.9518,0;1.0015,0,0;.4993,2.5426,0;1.3519,7.0529,0;.5008,1.5426,0;3.0712,10.0747,0;3.935,10.5786,0;-3.6282,6.1664,0;-2.7143,.8292,0;2.2029,10.5709,0;-4.4975,4.6598,0;-2.0108,-.7535,0;2.7127,-.3666,0;-1.8813,3.163,0;.4889,6.5477,0;2.2342,5.5555,0;-4.4708,1.1482,0;-5.779,1.8923,0;4.3837,7.3171,0;-3.1779,1.9082,0;3.0869,6.5644,0;4.3781,8.8216,0;-5.7945,3.3991,0;1.7756,8.81,0;1.7998,3.7978,0;-.8083,5.2906,0;-2.3182,4.9181,0;.0518,-.4973,0;-.4893,-.1031,0;1.5638,1.3845,0;1.7697,.7476,0;-.5571,1.3845,0;.9488,-.4972,0;.9993,2.5434,0;-.0007,2.5418,0;1.0994,7.4844,0;1.6045,6.6213,0;-2.4677,-.9566,0;2.8664,-.8424,0;
Duplicates	CHEMBL5192053_p0_t0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192053_p0_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192053_p0_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192053_p0_t0.sdf