CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5189524 (2531614)

Formula C₂₂H₂₃NO₅

MW 381.43

InChIKey VYTAMSXWPJCDQE-LQFNOIFHNA-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 2

Chiral_Centers 3

ONatoms 6

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.86

logP 4.3751

PSA 77.02

MR 109.097

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -122.4309

PM7_Total_Energy_ev -4673.6557

PM7_Electronic_Energy_ev -38489.86602

PM7_Dipole_Debye 1.84566

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.177

PM7_LUMO_Energy_ev -0.895

PM7_COSMO_Area_square_ang 380.46

PM7_COSMO_Volue_cubic_ang 448.87

PM7_Electron_Affinity_ev 0.895

PM7_Ionization_Energy_ev 8.177

PM7_Energy_Gap_ev 7.282

PM7_Global_Hardness_ev 3.641

PM7_Global_Softness_ev 0.274649821477616

PM7_Chemical_Potential_ev -4.536

PM7_Electronigativity_ev 4.536

PM7_Back_Donation_Energy_ev -0.91025

PM7_Electrophilicity_ev 2.8255006866245536

OPENEYE_Name 4-[(3~{a}~{S},4~{R},9~{b}~{R})-7,8,9-trimethoxy-3~{a},4,5,9~{b}-tetrahydro-3~{H}-cyclopenta[c]quinolin-4-yl]benzoic acid

SMILES c1cc(ccc1C(=O)O)C2C3CC=CC3c4c(cc(c(c4OC)OC)OC)N2

Canonical_SMILES COc1cc2N[C@@H](c3ccc(cc3)C(=O)O)[C@@H]3[C@H](c2c(c1OC)OC)C=CC3

InChI 1/C22H23NO5/c1-26-17-11-16-18(21(28-3)20(17)27-2)14-5-4-6-15(14)19(23-16)12-7-9-13(10-8-12)22(24)25/h4-5,7-11,14-15,19,23H,6H2,1-3H3,(H,24,25)/f/h24H

InChI_3D 1S/C22H23NO5/c1-26-17-11-16-18(21(28-3)20(17)27-2)14-5-4-6-15(14)19(23-16)12-7-9-13(10-8-12)22(24)25/h4-5,7-11,14-15,19,23H,6H2,1-3H3,(H,24,25)/t14-,15+,19+/m1/s1

AuxInfo 1/1/N:20,22,21,13,14,16,3,4,1,2,5,7,6,17,19,9,10,8,18,12,11,15,23,24,25,26,28,27/E:(7,8)(9,10)(24,25)/F:20,22,21,13,14,16,3,4,1,2,5,7,6,17,19,9,10,8,18,12,11,15,23,25,24,26,28,27/E:(7,8)(9,10)/rA:51cCCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;s3d4;;d5s8;s5;d8;d10s11;;d13;s6;s13;s8s14;s7;s16s17s18;;;;s9s18;d15;s15;s10s20;s11s21;s12s22;s1;s2;s3;s4;s5;s13;s14;s16;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s25;/rC:3.7746,-3.3607,0;5.4052,-2.7678,0;3.4311,-2.416,0;5.0616,-1.8231,0;.8679,-.4978,0;4.7599,-3.5318,0;4.0729,-1.6424,0;1.7358,1.0056,0;1.7371,0,0;;.8679,1.5134,0;0,1.0056,0;3.817,2.5999,0;2.814,2.4976,0;5.1017,-4.4716,0;4.224,1.6775,0;2.6012,1.5124,0;3.4748,.0022,0;3.4726,1.0054,0;-1.5129,-1.8772,0;.0019,3.0134,0;-1.732,1.0006,0;2.6038,-.4989,0;4.4587,-5.2374,0;6.0864,-4.6455,0;-1.5143,-.8772,0;.8679,2.5134,0;-.8675,1.5031,0;3.4537,-3.7441,0;5.8974,-2.8555,0;2.9385,-2.3305,0;5.3843,-1.4411,0;.8677,-.9978,0;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;-1.0129,-1.8764,0;-2.0129,-1.8779,0;-1.5122,-2.3772,0;.2519,3.4464,0;-.2481,2.5804,0;-.4311,3.2634,0;-1.9833,1.4329,0;-1.4808,.5683,0;-2.1643,.7493,0;2.6037,-.9989,0;6.2573,-5.1154,0;

Duplicates CHEMBL5189524

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189524.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189524.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189524.sdf

Formula	C₂₂H₂₃NO₅
MW	381.43
InChIKey	VYTAMSXWPJCDQE-LQFNOIFHNA-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	2
Chiral_Centers	3
ONatoms	6
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.86
logP	4.3751
PSA	77.02
MR	109.097
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-122.4309
PM7_Total_Energy_ev	-4673.6557
PM7_Electronic_Energy_ev	-38489.86602
PM7_Dipole_Debye	1.84566
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.177
PM7_LUMO_Energy_ev	-0.895
PM7_COSMO_Area_square_ang	380.46
PM7_COSMO_Volue_cubic_ang	448.87
PM7_Electron_Affinity_ev	0.895
PM7_Ionization_Energy_ev	8.177
PM7_Energy_Gap_ev	7.282
PM7_Global_Hardness_ev	3.641
PM7_Global_Softness_ev	0.274649821477616
PM7_Chemical_Potential_ev	-4.536
PM7_Electronigativity_ev	4.536
PM7_Back_Donation_Energy_ev	-0.91025
PM7_Electrophilicity_ev	2.8255006866245536
OPENEYE_Name	4-[(3~{a}~{S},4~{R},9~{b}~{R})-7,8,9-trimethoxy-3~{a},4,5,9~{b}-tetrahydro-3~{H}-cyclopenta[c]quinolin-4-yl]benzoic acid
SMILES	c1cc(ccc1C(=O)O)C2C3CC=CC3c4c(cc(c(c4OC)OC)OC)N2
Canonical_SMILES	COc1cc2N[C@@H](c3ccc(cc3)C(=O)O)[C@@H]3[C@H](c2c(c1OC)OC)C=CC3
InChI	1/C22H23NO5/c1-26-17-11-16-18(21(28-3)20(17)27-2)14-5-4-6-15(14)19(23-16)12-7-9-13(10-8-12)22(24)25/h4-5,7-11,14-15,19,23H,6H2,1-3H3,(H,24,25)/f/h24H
InChI_3D	1S/C22H23NO5/c1-26-17-11-16-18(21(28-3)20(17)27-2)14-5-4-6-15(14)19(23-16)12-7-9-13(10-8-12)22(24)25/h4-5,7-11,14-15,19,23H,6H2,1-3H3,(H,24,25)/t14-,15+,19+/m1/s1
AuxInfo	1/1/N:20,22,21,13,14,16,3,4,1,2,5,7,6,17,19,9,10,8,18,12,11,15,23,24,25,26,28,27/E:(7,8)(9,10)(24,25)/F:20,22,21,13,14,16,3,4,1,2,5,7,6,17,19,9,10,8,18,12,11,15,23,25,24,26,28,27/E:(7,8)(9,10)/rA:51cCCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;s3d4;;d5s8;s5;d8;d10s11;;d13;s6;s13;s8s14;s7;s16s17s18;;;;s9s18;d15;s15;s10s20;s11s21;s12s22;s1;s2;s3;s4;s5;s13;s14;s16;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s25;/rC:3.7746,-3.3607,0;5.4052,-2.7678,0;3.4311,-2.416,0;5.0616,-1.8231,0;.8679,-.4978,0;4.7599,-3.5318,0;4.0729,-1.6424,0;1.7358,1.0056,0;1.7371,0,0;;.8679,1.5134,0;0,1.0056,0;3.817,2.5999,0;2.814,2.4976,0;5.1017,-4.4716,0;4.224,1.6775,0;2.6012,1.5124,0;3.4748,.0022,0;3.4726,1.0054,0;-1.5129,-1.8772,0;.0019,3.0134,0;-1.732,1.0006,0;2.6038,-.4989,0;4.4587,-5.2374,0;6.0864,-4.6455,0;-1.5143,-.8772,0;.8679,2.5134,0;-.8675,1.5031,0;3.4537,-3.7441,0;5.8974,-2.8555,0;2.9385,-2.3305,0;5.3843,-1.4411,0;.8677,-.9978,0;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;-1.0129,-1.8764,0;-2.0129,-1.8779,0;-1.5122,-2.3772,0;.2519,3.4464,0;-.2481,2.5804,0;-.4311,3.2634,0;-1.9833,1.4329,0;-1.4808,.5683,0;-2.1643,.7493,0;2.6037,-.9989,0;6.2573,-5.1154,0;
Duplicates	CHEMBL5189524
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189524.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189524.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189524.sdf