CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5191254 (2533550)

Formula C₁₉H₂₀N₂O₃

MW 324.38

InChIKey YEXLLRYAYUEABM-QWOVJGMINA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 24

Number_Rings 4

Number_Bonds 47

Rotat_Bonds 5

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 5

HB_Donor 3

HB_Acceptor 2

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP -0.08

logP 4.0761

PSA 74.35

MR 95.2707

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -53.16798

PM7_Total_Energy_ev -3861.02169

PM7_Electronic_Energy_ev -30068.2113

PM7_Dipole_Debye 2.05637

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.192

PM7_LUMO_Energy_ev -0.397

PM7_COSMO_Area_square_ang 335.48

PM7_COSMO_Volue_cubic_ang 390.47

PM7_Electron_Affinity_ev 0.397

PM7_Ionization_Energy_ev 8.192

PM7_Energy_Gap_ev 7.795

PM7_Global_Hardness_ev 3.8975

PM7_Global_Softness_ev 0.25657472738935216

PM7_Chemical_Potential_ev -4.2945

PM7_Electronigativity_ev 4.2945

PM7_Back_Donation_Energy_ev -0.974375

PM7_Electrophilicity_ev 2.365969243104554

OPENEYE_Name 5-[(3~{a}~{S},4~{R},9~{b}~{R})-6-ethoxy-3~{a},4,5,9~{b}-tetrahydro-3~{H}-cyclopenta[c]quinolin-4-yl]-1~{H}-pyrrole-2-carboxylic acid

SMILES c1cc2c(c(c1)OCC)NC(C3C2C=CC3)c4ccc([nH]4)C(=O)O

Canonical_SMILES CCOc1cccc2c1N[C@@H](c1ccc([nH]1)C(=O)O)[C@@H]1[C@H]2C=CC1

InChI 1/C19H20N2O3/c1-2-24-16-8-4-7-13-11-5-3-6-12(11)17(21-18(13)16)14-9-10-15(20-14)19(22)23/h3-5,7-12,17,20-21H,2,6H2,1H3,(H,22,23)/f/h22H

InChI_3D 1S/C19H20N2O3/c1-2-24-16-8-4-7-13-11-5-3-6-12(11)17(21-18(13)16)14-9-10-15(20-14)19(22)23/h3-5,7-12,17,20-21H,2,6H2,1H3,(H,22,23)/t11-,12+,17-/m1/s1

AuxInfo 1/1/N:18,19,11,1,12,14,2,3,5,4,15,17,6,10,9,8,16,7,13,20,21,22,23,24/E:(22,23)/F:18,19,11,1,12,14,2,3,5,4,15,17,6,10,9,8,16,7,13,20,21,23,22,24/rA:44cCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s4;s2;d6;d3s7;d4;d5;;d11;s9;s11;s6s12;s10;s14s15s16;;s18;s9s10;s7s16;d13;s13;s8s19;s1;s2;s3;s4;s5;s11;s12;s14;s14;s15;s16;s17;s18;s18;s18;s19;s19;s20;s21;s23;/rC:0,1.0056,0;.8679,1.5134,0;;5.0713,-2.9206,0;5.0353,-1.9198,0;1.7358,1.0056,0;1.7371,0,0;.8679,-.4978,0;4.1312,-3.2612,0;4.0729,-1.6424,0;3.817,2.5999,0;2.814,2.4976,0;3.857,-4.2229,0;4.224,1.6775,0;2.6012,1.5124,0;3.4748,.0022,0;3.4726,1.0054,0;-.8648,-2.4972,0;.0014,-1.9975,0;3.5117,-2.4757,0;2.6038,-.4989,0;2.8871,-4.4663,0;4.5528,-4.9411,0;.8676,-1.4978,0;-.4337,1.2543,0;.8679,2.0134,0;-.4327,-.2506,0;5.4858,-3.2003,0;5.4293,-1.612,0;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;3.9671,.0895,0;3.0394,.7557,0;-1.1147,-2.0641,0;-.6149,-2.9303,0;-1.2979,-2.7471,0;.2512,-2.4306,0;-.2485,-1.5644,0;3.0121,-2.4945,0;2.6037,-.9989,0;4.4157,-5.422,0;

Duplicates CHEMBL5191254

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191254.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191254.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191254.sdf

Formula	C₁₉H₂₀N₂O₃
MW	324.38
InChIKey	YEXLLRYAYUEABM-QWOVJGMINA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	24
Number_Rings	4
Number_Bonds	47
Rotat_Bonds	5
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	5
HB_Donor	3
HB_Acceptor	2
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	-0.08
logP	4.0761
PSA	74.35
MR	95.2707
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-53.16798
PM7_Total_Energy_ev	-3861.02169
PM7_Electronic_Energy_ev	-30068.2113
PM7_Dipole_Debye	2.05637
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.192
PM7_LUMO_Energy_ev	-0.397
PM7_COSMO_Area_square_ang	335.48
PM7_COSMO_Volue_cubic_ang	390.47
PM7_Electron_Affinity_ev	0.397
PM7_Ionization_Energy_ev	8.192
PM7_Energy_Gap_ev	7.795
PM7_Global_Hardness_ev	3.8975
PM7_Global_Softness_ev	0.25657472738935216
PM7_Chemical_Potential_ev	-4.2945
PM7_Electronigativity_ev	4.2945
PM7_Back_Donation_Energy_ev	-0.974375
PM7_Electrophilicity_ev	2.365969243104554
OPENEYE_Name	5-[(3~{a}~{S},4~{R},9~{b}~{R})-6-ethoxy-3~{a},4,5,9~{b}-tetrahydro-3~{H}-cyclopenta[c]quinolin-4-yl]-1~{H}-pyrrole-2-carboxylic acid
SMILES	c1cc2c(c(c1)OCC)NC(C3C2C=CC3)c4ccc([nH]4)C(=O)O
Canonical_SMILES	CCOc1cccc2c1N[C@@H](c1ccc([nH]1)C(=O)O)[C@@H]1[C@H]2C=CC1
InChI	1/C19H20N2O3/c1-2-24-16-8-4-7-13-11-5-3-6-12(11)17(21-18(13)16)14-9-10-15(20-14)19(22)23/h3-5,7-12,17,20-21H,2,6H2,1H3,(H,22,23)/f/h22H
InChI_3D	1S/C19H20N2O3/c1-2-24-16-8-4-7-13-11-5-3-6-12(11)17(21-18(13)16)14-9-10-15(20-14)19(22)23/h3-5,7-12,17,20-21H,2,6H2,1H3,(H,22,23)/t11-,12+,17-/m1/s1
AuxInfo	1/1/N:18,19,11,1,12,14,2,3,5,4,15,17,6,10,9,8,16,7,13,20,21,22,23,24/E:(22,23)/F:18,19,11,1,12,14,2,3,5,4,15,17,6,10,9,8,16,7,13,20,21,23,22,24/rA:44cCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s4;s2;d6;d3s7;d4;d5;;d11;s9;s11;s6s12;s10;s14s15s16;;s18;s9s10;s7s16;d13;s13;s8s19;s1;s2;s3;s4;s5;s11;s12;s14;s14;s15;s16;s17;s18;s18;s18;s19;s19;s20;s21;s23;/rC:0,1.0056,0;.8679,1.5134,0;;5.0713,-2.9206,0;5.0353,-1.9198,0;1.7358,1.0056,0;1.7371,0,0;.8679,-.4978,0;4.1312,-3.2612,0;4.0729,-1.6424,0;3.817,2.5999,0;2.814,2.4976,0;3.857,-4.2229,0;4.224,1.6775,0;2.6012,1.5124,0;3.4748,.0022,0;3.4726,1.0054,0;-.8648,-2.4972,0;.0014,-1.9975,0;3.5117,-2.4757,0;2.6038,-.4989,0;2.8871,-4.4663,0;4.5528,-4.9411,0;.8676,-1.4978,0;-.4337,1.2543,0;.8679,2.0134,0;-.4327,-.2506,0;5.4858,-3.2003,0;5.4293,-1.612,0;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;3.9671,.0895,0;3.0394,.7557,0;-1.1147,-2.0641,0;-.6149,-2.9303,0;-1.2979,-2.7471,0;.2512,-2.4306,0;-.2485,-1.5644,0;3.0121,-2.4945,0;2.6037,-.9989,0;4.4157,-5.422,0;
Duplicates	CHEMBL5191254
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191254.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191254.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191254.sdf