CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5197004 (2539854)

Formula C₂₃H₂₃NO₄

MW 377.44

InChIKey KZHKKFPHDWPLFI-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 6

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 5

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.94

logP 4.616

PSA 66.84

MR 110.828

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -100.27844

PM7_Total_Energy_ev -4502.08906

PM7_Electronic_Energy_ev -40371.72828

PM7_Dipole_Debye 3.95615

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.608

PM7_LUMO_Energy_ev -0.847

PM7_COSMO_Area_square_ang 351.24

PM7_COSMO_Volue_cubic_ang 460.17

PM7_Electron_Affinity_ev 0.847

PM7_Ionization_Energy_ev 8.608

PM7_Energy_Gap_ev 7.761

PM7_Global_Hardness_ev 3.8805

PM7_Global_Softness_ev 0.2576987501610617

PM7_Chemical_Potential_ev -4.7275

PM7_Electronigativity_ev 4.7275

PM7_Back_Donation_Energy_ev -0.970125

PM7_Electrophilicity_ev 2.8796877013271485

OPENEYE_Name 3-[(3~{a}~{S},4~{R},9~{b}~{R})-5-acetyl-6-ethoxy-3,3~{a},4,9~{b}-tetrahydrocyclopenta[c]quinolin-4-yl]benzoic acid

SMILES c1cc(cc(c1)C2C3CC=CC3c4cccc(c4N2C(=O)C)OCC)C(=O)O

Canonical_SMILES CCOc1cccc2c1N(C(=O)C)[C@H]([C@@H]1[C@H]2C=CC1)c1cccc(c1)C(=O)O

InChI 1/C23H23NO4/c1-3-28-20-12-6-11-19-17-9-5-10-18(17)21(24(14(2)25)22(19)20)15-7-4-8-16(13-15)23(26)27/h4-9,11-13,17-18,21H,3,10H2,1-2H3,(H,26,27)/f/h26H

InChI_3D 1S/C23H23NO4/c1-3-28-20-12-6-11-19-17-9-5-10-18(17)21(24(14(2)25)22(19)20)15-7-4-8-16(13-15)23(26)27/h4-9,11-13,17-18,21H,3,10H2,1-2H3,(H,26,27)/t17-,18+,21+/m1/s1

AuxInfo 1/1/N:22,21,23,1,13,2,4,3,14,17,5,6,7,16,9,8,18,20,10,12,19,11,15,24,26,25,27,28/E:(26,27)/F:22,21,23,1,13,2,4,3,14,17,5,6,7,16,9,8,18,20,10,12,19,11,15,24,26,27,25,28/rA:51cCCCCCCCCCCCCCCCCCCCCCCCNOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;;s3d7;d4s7;s5;d10;d6s11;;d13;s8;;s13;s10s14;s9;s17s18s19;s16;;s22;s11s16s19;d15;d16;s15;s12s23;s1;s2;s3;s4;s5;s6;s7;s13;s14;s17;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s27;/rC:6.839,-.2823,0;0,1.0056,0;7.1774,.6587,0;5.8493,-.4578,0;.8679,1.5134,0;;5.5464,1.2505,0;6.5361,1.426,0;5.1979,.3077,0;1.7358,1.0056,0;1.7371,0,0;.8679,-.4978,0;3.817,2.5999,0;2.814,2.4976,0;6.8786,2.3656,0;2.6037,-1.4989,0;4.224,1.6775,0;2.6012,1.5124,0;3.4748,.0022,0;3.4726,1.0054,0;3.4696,-1.999,0;-.8648,-2.4972,0;.0014,-1.9975,0;2.6038,-.4989,0;7.8635,2.5387,0;1.7376,-1.9988,0;6.2362,3.1319,0;.8676,-1.4978,0;7.1614,-.6646,0;-.4337,1.2543,0;7.6698,.746,0;5.6801,-.9283,0;.8679,2.0134,0;-.4327,-.2506,0;5.2257,1.6342,0;4.0684,3.0321,0;2.4806,2.8702,0;4.6578,1.9261,0;4.5166,1.272,0;2.1963,1.8057,0;3.6457,-.4677,0;3.0394,.7557,0;3.7197,-1.566,0;3.2196,-2.432,0;3.9026,-2.2491,0;-1.1147,-2.0641,0;-.6149,-2.9303,0;-1.2979,-2.7471,0;.2512,-2.4306,0;-.2485,-1.5644,0;6.4075,3.6017,0;

Duplicates CHEMBL5197004

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197004.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197004.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197004.sdf

Formula	C₂₃H₂₃NO₄
MW	377.44
InChIKey	KZHKKFPHDWPLFI-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	6
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	5
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.94
logP	4.616
PSA	66.84
MR	110.828
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-100.27844
PM7_Total_Energy_ev	-4502.08906
PM7_Electronic_Energy_ev	-40371.72828
PM7_Dipole_Debye	3.95615
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.608
PM7_LUMO_Energy_ev	-0.847
PM7_COSMO_Area_square_ang	351.24
PM7_COSMO_Volue_cubic_ang	460.17
PM7_Electron_Affinity_ev	0.847
PM7_Ionization_Energy_ev	8.608
PM7_Energy_Gap_ev	7.761
PM7_Global_Hardness_ev	3.8805
PM7_Global_Softness_ev	0.2576987501610617
PM7_Chemical_Potential_ev	-4.7275
PM7_Electronigativity_ev	4.7275
PM7_Back_Donation_Energy_ev	-0.970125
PM7_Electrophilicity_ev	2.8796877013271485
OPENEYE_Name	3-[(3~{a}~{S},4~{R},9~{b}~{R})-5-acetyl-6-ethoxy-3,3~{a},4,9~{b}-tetrahydrocyclopenta[c]quinolin-4-yl]benzoic acid
SMILES	c1cc(cc(c1)C2C3CC=CC3c4cccc(c4N2C(=O)C)OCC)C(=O)O
Canonical_SMILES	CCOc1cccc2c1N(C(=O)C)[C@H]([C@@H]1[C@H]2C=CC1)c1cccc(c1)C(=O)O
InChI	1/C23H23NO4/c1-3-28-20-12-6-11-19-17-9-5-10-18(17)21(24(14(2)25)22(19)20)15-7-4-8-16(13-15)23(26)27/h4-9,11-13,17-18,21H,3,10H2,1-2H3,(H,26,27)/f/h26H
InChI_3D	1S/C23H23NO4/c1-3-28-20-12-6-11-19-17-9-5-10-18(17)21(24(14(2)25)22(19)20)15-7-4-8-16(13-15)23(26)27/h4-9,11-13,17-18,21H,3,10H2,1-2H3,(H,26,27)/t17-,18+,21+/m1/s1
AuxInfo	1/1/N:22,21,23,1,13,2,4,3,14,17,5,6,7,16,9,8,18,20,10,12,19,11,15,24,26,25,27,28/E:(26,27)/F:22,21,23,1,13,2,4,3,14,17,5,6,7,16,9,8,18,20,10,12,19,11,15,24,26,27,25,28/rA:51cCCCCCCCCCCCCCCCCCCCCCCCNOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;;s3d7;d4s7;s5;d10;d6s11;;d13;s8;;s13;s10s14;s9;s17s18s19;s16;;s22;s11s16s19;d15;d16;s15;s12s23;s1;s2;s3;s4;s5;s6;s7;s13;s14;s17;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s27;/rC:6.839,-.2823,0;0,1.0056,0;7.1774,.6587,0;5.8493,-.4578,0;.8679,1.5134,0;;5.5464,1.2505,0;6.5361,1.426,0;5.1979,.3077,0;1.7358,1.0056,0;1.7371,0,0;.8679,-.4978,0;3.817,2.5999,0;2.814,2.4976,0;6.8786,2.3656,0;2.6037,-1.4989,0;4.224,1.6775,0;2.6012,1.5124,0;3.4748,.0022,0;3.4726,1.0054,0;3.4696,-1.999,0;-.8648,-2.4972,0;.0014,-1.9975,0;2.6038,-.4989,0;7.8635,2.5387,0;1.7376,-1.9988,0;6.2362,3.1319,0;.8676,-1.4978,0;7.1614,-.6646,0;-.4337,1.2543,0;7.6698,.746,0;5.6801,-.9283,0;.8679,2.0134,0;-.4327,-.2506,0;5.2257,1.6342,0;4.0684,3.0321,0;2.4806,2.8702,0;4.6578,1.9261,0;4.5166,1.272,0;2.1963,1.8057,0;3.6457,-.4677,0;3.0394,.7557,0;3.7197,-1.566,0;3.2196,-2.432,0;3.9026,-2.2491,0;-1.1147,-2.0641,0;-.6149,-2.9303,0;-1.2979,-2.7471,0;.2512,-2.4306,0;-.2485,-1.5644,0;6.4075,3.6017,0;
Duplicates	CHEMBL5197004
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197004.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197004.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197004.sdf