CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5193072_s0_p0 (2535531)

Formula C₂₁H₂₂ClNO₅

MW 403.86

InChIKey LLMVPGIWVUJSPH-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 -177.20292

PM7_Total_Energy_ev -4805.98748

PM7_Electronic_Energy_ev -40489.11127

PM7_Dipole_Debye 2.28484

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.56

PM7_LUMO_Energy_ev -0.822

PM7_COSMO_Area_square_ang 375.77

PM7_COSMO_Volue_cubic_ang 458.32

PM7_Electron_Affinity_ev 0.822

PM7_Ionization_Energy_ev 8.56

PM7_Energy_Gap_ev 7.738

PM7_Global_Hardness_ev 3.869

PM7_Global_Softness_ev 0.25846471956577927

PM7_Chemical_Potential_ev -4.691

PM7_Electronigativity_ev 4.691

PM7_Back_Donation_Energy_ev -0.96725

PM7_Electrophilicity_ev 2.843820237787542

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

SMILES c1cc(cc(c1)Cl)C2CC(=O)c3c(c(c(cc3O)O)C4CCN(CC4O)C)O2

Canonical_SMILES CN1CC[C@H]([C@H](C1)O)c1c(O)cc(c2c1O[C@@H](CC2=O)c1cccc(c1)Cl)O

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

InChI_3D 1S/C21H22ClNO5/c1-23-6-5-13(17(27)10-23)19-14(24)8-15(25)20-16(26)9-18(28-21(19)20)11-3-2-4-12(22)7-11/h2-4,7-8,13,17-18,24-25,27H,5-6,9-10H2,1H3/t13-,17+,18+/m1/s1

AuxInfo 1/0/N:21,1,2,3,15,16,4,5,14,17,7,12,18,11,10,13,20,19,8,6,9,28,22,26,25,23,27,24/rA:50cCCCCCCCCCCCCCCCCCCCCCNOOOOOClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;s2d4;;d6s8;d5s6;s5d8;d3s4;s6;s13;;s15;;s8s15;s7s14;s17s18;;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:-2.284,-1.4087,0;-1.4191,-1.9107,0;-3.1542,-1.9118,0;-2.2858,-3.4138,0;2.7612,-1.9444,0;1.4314,-3.0604,0;-1.4156,-2.9107,0;1.1236,-1.3417,0;.7836,-2.2895,0;2.4157,-2.8834,0;2.1152,-1.1736,0;-3.1595,-2.9169,0;1.0897,-4.0017,0;.0993,-4.1799,0;-.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;-.5485,-3.4089,0;.8675,.4975,0;0,3.0104,0;0,2.0104,0;1.7341,-4.7664,0;-.206,-2.4597,0;3.0584,-3.6495,0;2.4606,-.2351,0;2.5912,.7997,0;-4.0253,-3.4175,0;-2.2836,-.9087,0;-.9862,-1.6604,0;-3.5867,-1.6608,0;-2.284,-3.9138,0;3.2538,-1.8586,0;-.3333,-4.4306,0;.2715,-4.6493,0;-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;-.321,-.3833,0;-.8694,-3.7924,0;1.0376,.0273,0;-.5,3.0104,0;.5,3.0104,0;0,3.5104,0;2.8873,-4.1194,0;2.9533,-.1501,0;2.7627,1.2694,0;

Duplicates CHEMBL5193072_s0_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193000-0005193249/CHEMBL5193072_s0_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193000-0005193249/CHEMBL5193072_s0_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193000-0005193249/CHEMBL5193072_s0_p0.sdf

Formula	C₂₁H₂₂ClNO₅
MW	403.86
InChIKey	LLMVPGIWVUJSPH-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	-177.20292
PM7_Total_Energy_ev	-4805.98748
PM7_Electronic_Energy_ev	-40489.11127
PM7_Dipole_Debye	2.28484
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.56
PM7_LUMO_Energy_ev	-0.822
PM7_COSMO_Area_square_ang	375.77
PM7_COSMO_Volue_cubic_ang	458.32
PM7_Electron_Affinity_ev	0.822
PM7_Ionization_Energy_ev	8.56
PM7_Energy_Gap_ev	7.738
PM7_Global_Hardness_ev	3.869
PM7_Global_Softness_ev	0.25846471956577927
PM7_Chemical_Potential_ev	-4.691
PM7_Electronigativity_ev	4.691
PM7_Back_Donation_Energy_ev	-0.96725
PM7_Electrophilicity_ev	2.843820237787542
OPENEYE_Name	(2~{S})-2-(3-chlorophenyl)-5,7-dihydroxy-8-[(1~{S},3~{R},4~{S})-3-hydroxy-1-methyl-4-piperidyl]chroman-4-one
SMILES	c1cc(cc(c1)Cl)C2CC(=O)c3c(c(c(cc3O)O)C4CCN(CC4O)C)O2
Canonical_SMILES	CN1CC[C@H]([C@H](C1)O)c1c(O)cc(c2c1O[C@@H](CC2=O)c1cccc(c1)Cl)O
InChI	1/C21H22ClNO5/c1-23-6-5-13(17(27)10-23)19-14(24)8-15(25)20-16(26)9-18(28-21(19)20)11-3-2-4-12(22)7-11/h2-4,7-8,13,17-18,24-25,27H,5-6,9-10H2,1H3
InChI_3D	1S/C21H22ClNO5/c1-23-6-5-13(17(27)10-23)19-14(24)8-15(25)20-16(26)9-18(28-21(19)20)11-3-2-4-12(22)7-11/h2-4,7-8,13,17-18,24-25,27H,5-6,9-10H2,1H3/t13-,17+,18+/m1/s1
AuxInfo	1/0/N:21,1,2,3,15,16,4,5,14,17,7,12,18,11,10,13,20,19,8,6,9,28,22,26,25,23,27,24/rA:50cCCCCCCCCCCCCCCCCCCCCCNOOOOOClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;s2d4;;d6s8;d5s6;s5d8;d3s4;s6;s13;;s15;;s8s15;s7s14;s17s18;;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:-2.284,-1.4087,0;-1.4191,-1.9107,0;-3.1542,-1.9118,0;-2.2858,-3.4138,0;2.7612,-1.9444,0;1.4314,-3.0604,0;-1.4156,-2.9107,0;1.1236,-1.3417,0;.7836,-2.2895,0;2.4157,-2.8834,0;2.1152,-1.1736,0;-3.1595,-2.9169,0;1.0897,-4.0017,0;.0993,-4.1799,0;-.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;-.5485,-3.4089,0;.8675,.4975,0;0,3.0104,0;0,2.0104,0;1.7341,-4.7664,0;-.206,-2.4597,0;3.0584,-3.6495,0;2.4606,-.2351,0;2.5912,.7997,0;-4.0253,-3.4175,0;-2.2836,-.9087,0;-.9862,-1.6604,0;-3.5867,-1.6608,0;-2.284,-3.9138,0;3.2538,-1.8586,0;-.3333,-4.4306,0;.2715,-4.6493,0;-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;-.321,-.3833,0;-.8694,-3.7924,0;1.0376,.0273,0;-.5,3.0104,0;.5,3.0104,0;0,3.5104,0;2.8873,-4.1194,0;2.9533,-.1501,0;2.7627,1.2694,0;
Duplicates	CHEMBL5193072_s0_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193000-0005193249/CHEMBL5193072_s0_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193000-0005193249/CHEMBL5193072_s0_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193000-0005193249/CHEMBL5193072_s0_p0.sdf