CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5194888_s0_p0 (2537539)

Formula C₂₁H₂₂ClNO₅

MW 403.86

InChIKey OOPYJTJOYPOYMG-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 6

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 1.42

logP 3.1756

PSA 90.23

MR 109.417

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -175.41214

PM7_Total_Energy_ev -4805.89782

PM7_Electronic_Energy_ev -40535.82023

PM7_Dipole_Debye 4.707

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.643

PM7_LUMO_Energy_ev -0.751

PM7_COSMO_Area_square_ang 378.88

PM7_COSMO_Volue_cubic_ang 453.57

PM7_Electron_Affinity_ev 0.751

PM7_Ionization_Energy_ev 8.643

PM7_Energy_Gap_ev 7.892

PM7_Global_Hardness_ev 3.946

PM7_Global_Softness_ev 0.25342118601115055

PM7_Chemical_Potential_ev -4.697

PM7_Electronigativity_ev 4.697

PM7_Back_Donation_Energy_ev -0.9865

PM7_Electrophilicity_ev 2.7954649011657375

OPENEYE_Name (2~{S})-2-(2-chlorophenyl)-5,7-dihydroxy-8-[(1~{R},3~{R},4~{S})-4-hydroxy-1-methyl-3-piperidyl]chroman-4-one

SMILES c1ccc(c(c1)C2CC(=O)c3c(c(c(cc3O)O)C4CN(CCC4O)C)O2)Cl

Canonical_SMILES CN1CC[C@@H]([C@@H](C1)c1c(O)cc(c2c1O[C@@H](CC2=O)c1ccccc1Cl)O)O

InChI 1/C21H22ClNO5/c1-23-7-6-14(24)12(10-23)19-15(25)8-16(26)20-17(27)9-18(28-21(19)20)11-4-2-3-5-13(11)22/h2-5,8,12,14,18,24-26H,6-7,9-10H2,1H3

InChI_3D 1S/C21H22ClNO5/c1-23-7-6-14(24)12(10-23)19-15(25)8-16(26)20-17(27)9-18(28-21(19)20)11-4-2-3-5-13(11)22/h2-5,8,12,14,18,24-26H,6-7,9-10H2,1H3/t12-,14+,18+/m1/s1

AuxInfo 1/0/N:21,1,2,3,4,15,16,5,14,17,7,18,12,20,11,10,13,19,8,6,9,28,22,27,26,25,23,24/rA:50cCCCCCCCCCCCCCCCCCCCCCNOOOOOClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;d3;;d6s8;d5s6;s5d8;d4s7;s6;s13;;s15;;s8s17;s7s14;s15s18;;s16s17s21;d13;s9s19;s10;s11;s20;s12;s1;s2;s3;s4;s5;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s21;s21;s21;s25;s26;s27;/rC:5.4803,-4.4351,0;4.843,-5.2058,0;5.1369,-3.4959,0;3.8523,-5.0356,0;3.932,1.9166,0;4.2336,.207,0;4.1462,-3.3256,0;2.5912,.7997,0;3.2421,.0314,0;4.5725,1.1478,0;2.9414,1.7425,0;3.4989,-4.0946,0;4.8779,-.5597,0;4.537,-1.5065,0;-.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;3.5454,-1.682,0;;0,3.0104,0;0,2.0104,0;5.8624,-.3839,0;2.8947,-.9108,0;5.5573,1.3214,0;2.3014,2.5109,0;-1.1236,-1.3417,0;2.5134,-3.9252,0;5.973,-4.5198,0;5.0167,-5.6747,0;5.4572,-3.112,0;3.5337,-5.4209,0;4.1039,2.3861,0;4.5378,-2.0065,0;5.0296,-1.592,0;-1.0376,.0273,0;-1.36,.5838,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;1.0376,.0273,0;3.1129,-1.9329,0;.321,-.3833,0;-.5,3.0104,0;.5,3.0104,0;0,3.5104,0;5.8786,.9383,0;2.4741,2.9801,0;-.9521,-1.8113,0;

Duplicates CHEMBL5194888_s0_p0;CHEMBL5208357_s0_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194888_s0_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194888_s0_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194888_s0_p0.sdf

Formula	C₂₁H₂₂ClNO₅
MW	403.86
InChIKey	OOPYJTJOYPOYMG-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	6
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	1.42
logP	3.1756
PSA	90.23
MR	109.417
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-175.41214
PM7_Total_Energy_ev	-4805.89782
PM7_Electronic_Energy_ev	-40535.82023
PM7_Dipole_Debye	4.707
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.643
PM7_LUMO_Energy_ev	-0.751
PM7_COSMO_Area_square_ang	378.88
PM7_COSMO_Volue_cubic_ang	453.57
PM7_Electron_Affinity_ev	0.751
PM7_Ionization_Energy_ev	8.643
PM7_Energy_Gap_ev	7.892
PM7_Global_Hardness_ev	3.946
PM7_Global_Softness_ev	0.25342118601115055
PM7_Chemical_Potential_ev	-4.697
PM7_Electronigativity_ev	4.697
PM7_Back_Donation_Energy_ev	-0.9865
PM7_Electrophilicity_ev	2.7954649011657375
OPENEYE_Name	(2~{S})-2-(2-chlorophenyl)-5,7-dihydroxy-8-[(1~{R},3~{R},4~{S})-4-hydroxy-1-methyl-3-piperidyl]chroman-4-one
SMILES	c1ccc(c(c1)C2CC(=O)c3c(c(c(cc3O)O)C4CN(CCC4O)C)O2)Cl
Canonical_SMILES	CN1CC[C@@H]([C@@H](C1)c1c(O)cc(c2c1O[C@@H](CC2=O)c1ccccc1Cl)O)O
InChI	1/C21H22ClNO5/c1-23-7-6-14(24)12(10-23)19-15(25)8-16(26)20-17(27)9-18(28-21(19)20)11-4-2-3-5-13(11)22/h2-5,8,12,14,18,24-26H,6-7,9-10H2,1H3
InChI_3D	1S/C21H22ClNO5/c1-23-7-6-14(24)12(10-23)19-15(25)8-16(26)20-17(27)9-18(28-21(19)20)11-4-2-3-5-13(11)22/h2-5,8,12,14,18,24-26H,6-7,9-10H2,1H3/t12-,14+,18+/m1/s1
AuxInfo	1/0/N:21,1,2,3,4,15,16,5,14,17,7,18,12,20,11,10,13,19,8,6,9,28,22,27,26,25,23,24/rA:50cCCCCCCCCCCCCCCCCCCCCCNOOOOOClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;d3;;d6s8;d5s6;s5d8;d4s7;s6;s13;;s15;;s8s17;s7s14;s15s18;;s16s17s21;d13;s9s19;s10;s11;s20;s12;s1;s2;s3;s4;s5;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s21;s21;s21;s25;s26;s27;/rC:5.4803,-4.4351,0;4.843,-5.2058,0;5.1369,-3.4959,0;3.8523,-5.0356,0;3.932,1.9166,0;4.2336,.207,0;4.1462,-3.3256,0;2.5912,.7997,0;3.2421,.0314,0;4.5725,1.1478,0;2.9414,1.7425,0;3.4989,-4.0946,0;4.8779,-.5597,0;4.537,-1.5065,0;-.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;3.5454,-1.682,0;;0,3.0104,0;0,2.0104,0;5.8624,-.3839,0;2.8947,-.9108,0;5.5573,1.3214,0;2.3014,2.5109,0;-1.1236,-1.3417,0;2.5134,-3.9252,0;5.973,-4.5198,0;5.0167,-5.6747,0;5.4572,-3.112,0;3.5337,-5.4209,0;4.1039,2.3861,0;4.5378,-2.0065,0;5.0296,-1.592,0;-1.0376,.0273,0;-1.36,.5838,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;1.0376,.0273,0;3.1129,-1.9329,0;.321,-.3833,0;-.5,3.0104,0;.5,3.0104,0;0,3.5104,0;5.8786,.9383,0;2.4741,2.9801,0;-.9521,-1.8113,0;
Duplicates	CHEMBL5194888_s0_p0;CHEMBL5208357_s0_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194888_s0_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194888_s0_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194888_s0_p0.sdf