CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5192999 (2535452)

Formula C₂₄H₂₀ClNO₇

MW 469.88

InChIKey NCWSHFDVOHZJTK-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 8

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.83

logP 4.0087

PSA 127.53

MR 124.69

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -215.66274

PM7_Total_Energy_ev -5737.32019

PM7_Electronic_Energy_ev -48593.93343

PM7_Dipole_Debye 2.48835

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.009

PM7_LUMO_Energy_ev -0.606

PM7_COSMO_Area_square_ang 429.92

PM7_COSMO_Volue_cubic_ang 525.59

PM7_Electron_Affinity_ev 0.606

PM7_Ionization_Energy_ev 9.009

PM7_Energy_Gap_ev 8.403

PM7_Global_Hardness_ev 4.2015

PM7_Global_Softness_ev 0.23801023444008093

PM7_Chemical_Potential_ev -4.8075

PM7_Electronigativity_ev 4.8075

PM7_Back_Donation_Energy_ev -1.050375

PM7_Electrophilicity_ev 2.750452963227419

OPENEYE_Name (3-chlorophenyl) (1~{S},3~{S})-1-[(3,4-dihydroxyphenyl)methyl]-2-formyl-6,7-dihydroxy-3,4-dihydro-1~{H}-isoquinoline-3-carboxylate

SMILES c1cc(cc(c1)Cl)OC(=O)C2Cc3cc(c(cc3C(N2C=O)Cc4ccc(c(c4)O)O)O)O

Canonical_SMILES O=CN1[C@@H](Cc2c([C@@H]1Cc1ccc(c(c1)O)O)cc(c(c2)O)O)C(=O)Oc1cccc(c1)Cl

InChI 1/C24H20ClNO7/c25-15-2-1-3-16(10-15)33-24(32)19-8-14-9-22(30)23(31)11-17(14)18(26(19)12-27)6-13-4-5-20(28)21(29)7-13/h1-5,7,9-12,18-19,28-31H,6,8H2

InChI_3D 1S/C24H20ClNO7/c25-15-2-1-3-16(10-15)33-24(32)19-8-14-9-22(30)23(31)11-17(14)18(26(19)12-27)6-13-4-5-20(28)21(29)7-13/h1-5,7,9-12,18-19,28-31H,6,8H2/t18-,19-/m0/s1

AuxInfo 1/0/N:1,5,3,2,4,24,8,21,6,9,7,19,12,10,18,13,11,22,23,14,17,15,16,20,33,25,26,28,31,29,30,27,32/rA:53cCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOClHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;;;;;d6;d7s10;s2d8;s3d9;s4;s6;s7d15;s8d14;d5s9;;;s10;s11;s20s21;s12s22;s19s22s23;d19;d20;s14;s15;s16;s17;s13s20;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s21;s21;s22;s23;s24;s24;s28;s29;s30;s31;/rC:6.713,-3.8981,0;-.1369,3.4517,0;6.3726,-2.9578,0;-.7817,4.2161,0;6.0634,-4.6651,0;.8707,-.4993,0;.8707,1.5185,0;1.1926,4.5667,0;4.7394,-3.5438,0;1.7371,0,0;1.7414,1.0089,0;.8485,3.6222,0;5.3891,-2.7767,0;-.4376,5.1606,0;;0,1.0089,0;.5513,5.3407,0;5.0733,-4.4919,0;4.3535,1.4968,0;4.0691,-1.6554,0;2.6039,-.5053,0;2.6125,1.5125,0;3.4805,-.0073,0;1.9711,2.2797,0;3.4848,1.0014,0;4.3588,2.4968,0;3.4216,-2.4175,0;-1.0824,5.9249,0;-.8653,-.5013,0;-.8675,1.5063,0;.8936,6.2803,0;5.0528,-1.835,0;4.4269,-5.2549,0;7.2052,-3.9865,0;-.308,2.9819,0;6.6958,-2.5762,0;-1.274,4.1287,0;6.2336,-5.1353,0;.8712,-.9993,0;.8707,2.0185,0;1.6853,4.6519,0;4.2477,-3.4532,0;4.7852,1.2445,0;2.923,-.8903,0;2.2806,-.8867,0;2.9355,1.8942,0;3.9733,.077,0;2.3546,2.6004,0;1.5875,1.9589,0;-1.5746,5.8368,0;-.8646,-1.0013,0;-1.2998,1.2551,0;.5723,6.6634,0;

Duplicates CHEMBL5192999

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192999.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192999.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192999.sdf

Formula	C₂₄H₂₀ClNO₇
MW	469.88
InChIKey	NCWSHFDVOHZJTK-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	8
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.83
logP	4.0087
PSA	127.53
MR	124.69
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-215.66274
PM7_Total_Energy_ev	-5737.32019
PM7_Electronic_Energy_ev	-48593.93343
PM7_Dipole_Debye	2.48835
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.009
PM7_LUMO_Energy_ev	-0.606
PM7_COSMO_Area_square_ang	429.92
PM7_COSMO_Volue_cubic_ang	525.59
PM7_Electron_Affinity_ev	0.606
PM7_Ionization_Energy_ev	9.009
PM7_Energy_Gap_ev	8.403
PM7_Global_Hardness_ev	4.2015
PM7_Global_Softness_ev	0.23801023444008093
PM7_Chemical_Potential_ev	-4.8075
PM7_Electronigativity_ev	4.8075
PM7_Back_Donation_Energy_ev	-1.050375
PM7_Electrophilicity_ev	2.750452963227419
OPENEYE_Name	(3-chlorophenyl) (1~{S},3~{S})-1-[(3,4-dihydroxyphenyl)methyl]-2-formyl-6,7-dihydroxy-3,4-dihydro-1~{H}-isoquinoline-3-carboxylate
SMILES	c1cc(cc(c1)Cl)OC(=O)C2Cc3cc(c(cc3C(N2C=O)Cc4ccc(c(c4)O)O)O)O
Canonical_SMILES	O=CN1[C@@H](Cc2c([C@@H]1Cc1ccc(c(c1)O)O)cc(c(c2)O)O)C(=O)Oc1cccc(c1)Cl
InChI	1/C24H20ClNO7/c25-15-2-1-3-16(10-15)33-24(32)19-8-14-9-22(30)23(31)11-17(14)18(26(19)12-27)6-13-4-5-20(28)21(29)7-13/h1-5,7,9-12,18-19,28-31H,6,8H2
InChI_3D	1S/C24H20ClNO7/c25-15-2-1-3-16(10-15)33-24(32)19-8-14-9-22(30)23(31)11-17(14)18(26(19)12-27)6-13-4-5-20(28)21(29)7-13/h1-5,7,9-12,18-19,28-31H,6,8H2/t18-,19-/m0/s1
AuxInfo	1/0/N:1,5,3,2,4,24,8,21,6,9,7,19,12,10,18,13,11,22,23,14,17,15,16,20,33,25,26,28,31,29,30,27,32/rA:53cCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOClHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;;;;;d6;d7s10;s2d8;s3d9;s4;s6;s7d15;s8d14;d5s9;;;s10;s11;s20s21;s12s22;s19s22s23;d19;d20;s14;s15;s16;s17;s13s20;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s21;s21;s22;s23;s24;s24;s28;s29;s30;s31;/rC:6.713,-3.8981,0;-.1369,3.4517,0;6.3726,-2.9578,0;-.7817,4.2161,0;6.0634,-4.6651,0;.8707,-.4993,0;.8707,1.5185,0;1.1926,4.5667,0;4.7394,-3.5438,0;1.7371,0,0;1.7414,1.0089,0;.8485,3.6222,0;5.3891,-2.7767,0;-.4376,5.1606,0;;0,1.0089,0;.5513,5.3407,0;5.0733,-4.4919,0;4.3535,1.4968,0;4.0691,-1.6554,0;2.6039,-.5053,0;2.6125,1.5125,0;3.4805,-.0073,0;1.9711,2.2797,0;3.4848,1.0014,0;4.3588,2.4968,0;3.4216,-2.4175,0;-1.0824,5.9249,0;-.8653,-.5013,0;-.8675,1.5063,0;.8936,6.2803,0;5.0528,-1.835,0;4.4269,-5.2549,0;7.2052,-3.9865,0;-.308,2.9819,0;6.6958,-2.5762,0;-1.274,4.1287,0;6.2336,-5.1353,0;.8712,-.9993,0;.8707,2.0185,0;1.6853,4.6519,0;4.2477,-3.4532,0;4.7852,1.2445,0;2.923,-.8903,0;2.2806,-.8867,0;2.9355,1.8942,0;3.9733,.077,0;2.3546,2.6004,0;1.5875,1.9589,0;-1.5746,5.8368,0;-.8646,-1.0013,0;-1.2998,1.2551,0;.5723,6.6634,0;
Duplicates	CHEMBL5192999
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192999.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192999.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192999.sdf