CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5193379 (2535871)

Formula C₂₃H₂₇NO₆

MW 413.47

InChIKey GDEJNWZHQGXKGA-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 60

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 0.78

logP 3.5331

PSA 86.99

MR 112.815

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -204.16373

PM7_Total_Energy_ev -5146.98761

PM7_Electronic_Energy_ev -43815.6564

PM7_Dipole_Debye 12.82844

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.454

PM7_LUMO_Energy_ev -1.247

PM7_COSMO_Area_square_ang 413.65

PM7_COSMO_Volue_cubic_ang 489.08

PM7_Electron_Affinity_ev 1.247

PM7_Ionization_Energy_ev 9.454

PM7_Energy_Gap_ev 8.207

PM7_Global_Hardness_ev 4.1035

PM7_Global_Softness_ev 0.24369440721335445

PM7_Chemical_Potential_ev -5.3505

PM7_Electronigativity_ev 5.3505

PM7_Back_Donation_Energy_ev -1.025875

PM7_Electrophilicity_ev 3.4882234982332156

OPENEYE_Name (6~{S})-6-isopropyl-10-methoxy-2-oxo-9-[[(2~{S})-tetrahydrofuran-2-yl]methoxy]-6,7-dihydrobenzo[a]quinolizine-3-carboxylic acid

SMILES c1c-2c(cc(c1OC)OCC3CCCO3)CC(n4c2cc(=O)c(c4)C(=O)O)C(C)C

Canonical_SMILES COc1cc2c(cc1OC[C@@H]1CCCO1)C[C@H](n1c2cc(=O)c(c1)C(=O)O)C(C)C

InChI 1/C23H27NO6/c1-13(2)18-7-14-8-22(30-12-15-5-4-6-29-15)21(28-3)9-16(14)19-10-20(25)17(23(26)27)11-24(18)19/h8-11,13,15,18H,4-7,12H2,1-3H3,(H,26,27)/f/h26H

InChI_3D 1S/C23H27NO6/c1-13(2)18-7-14-8-22(30-12-15-5-4-6-29-15)21(28-3)9-16(14)19-10-20(25)17(23(26)27)11-24(18)19/h8-11,13,15,18H,4-7,12H2,1-3H3,(H,26,27)/t15-,18-/m0/s1

AuxInfo 1/1/N:19,20,21,14,15,16,13,2,1,7,8,22,23,4,18,3,10,17,9,11,5,6,12,24,25,26,28,29,27,30/E:(1,2)(26,27)/F:19,20,21,14,15,16,13,2,1,7,8,22,23,4,18,3,10,17,9,11,5,6,12,24,25,28,26,29,27,30/E:(1,2)/rA:57cCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2s3;s1;s2d5;;;s3d7;d8;s7s10;s10;s4;;s14;s14;s13;s15;;;;s18;s17s19s20;s8s9s17;d11;d12;s16s18;s12;s5s21;s6s22;s1;s2;s7;s8;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s28;/rC:1.5058,-.8814,0;.5098,.866,0;2.0078,-.0133,0;1.5098,.8605,0;.4981,-.8737,0;;3.5212,-.8973,0;4.5383,.8534,0;3.0202,-.024,0;5.0414,-.0275,0;4.5328,-.9029,0;6.0414,-.0312,0;2.0203,1.7335,0;-3.7104,-3.309,0;-2.7089,-3.3149,0;-4.0113,-2.3555,0;3.0288,1.7326,0;-2.3915,-2.365,0;3.7156,3.6275,0;2.5597,4.4423,0;.4868,-2.6057,0;-1.506,-.8556,0;2.7303,3.4569,0;3.5288,.8513,0;5.0292,-1.771,0;6.5382,-.8991,0;-3.2005,-1.7694,0;6.5446,.833,0;-.0076,-1.7364,0;-1,.007,0;1.754,-1.3155,0;.2628,1.3007,0;3.2694,-1.3293,0;4.7889,1.2861,0;1.5511,1.9064,0;2.1083,2.2257,0;-3.6615,-3.8066,0;-4.2002,-3.4093,0;-2.2206,-3.4226,0;-2.7645,-3.8118,0;-4.4694,-2.5559,0;-4.2593,-1.9213,0;3.4996,1.9011,0;-1.9363,-2.5718,0;3.8009,3.1349,0;3.6303,4.1202,0;4.2083,3.7128,0;2.067,4.357,0;2.4744,4.935,0;3.0524,4.5276,0;.0521,-2.8529,0;.9214,-2.3586,0;.7339,-3.0404,0;-1.9373,-.6026,0;-1.0747,-1.1086,0;2.2376,3.3717,0;7.0446,.8311,0;

Duplicates CHEMBL5193379;CHEMBL5198141;CHEMBL5198906;CHEMBL5200442

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193379.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193379.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193379.sdf

Formula	C₂₃H₂₇NO₆
MW	413.47
InChIKey	GDEJNWZHQGXKGA-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	60
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	0.78
logP	3.5331
PSA	86.99
MR	112.815
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-204.16373
PM7_Total_Energy_ev	-5146.98761
PM7_Electronic_Energy_ev	-43815.6564
PM7_Dipole_Debye	12.82844
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.454
PM7_LUMO_Energy_ev	-1.247
PM7_COSMO_Area_square_ang	413.65
PM7_COSMO_Volue_cubic_ang	489.08
PM7_Electron_Affinity_ev	1.247
PM7_Ionization_Energy_ev	9.454
PM7_Energy_Gap_ev	8.207
PM7_Global_Hardness_ev	4.1035
PM7_Global_Softness_ev	0.24369440721335445
PM7_Chemical_Potential_ev	-5.3505
PM7_Electronigativity_ev	5.3505
PM7_Back_Donation_Energy_ev	-1.025875
PM7_Electrophilicity_ev	3.4882234982332156
OPENEYE_Name	(6~{S})-6-isopropyl-10-methoxy-2-oxo-9-[[(2~{S})-tetrahydrofuran-2-yl]methoxy]-6,7-dihydrobenzo[a]quinolizine-3-carboxylic acid
SMILES	c1c-2c(cc(c1OC)OCC3CCCO3)CC(n4c2cc(=O)c(c4)C(=O)O)C(C)C
Canonical_SMILES	COc1cc2c(cc1OC[C@@H]1CCCO1)C[C@H](n1c2cc(=O)c(c1)C(=O)O)C(C)C
InChI	1/C23H27NO6/c1-13(2)18-7-14-8-22(30-12-15-5-4-6-29-15)21(28-3)9-16(14)19-10-20(25)17(23(26)27)11-24(18)19/h8-11,13,15,18H,4-7,12H2,1-3H3,(H,26,27)/f/h26H
InChI_3D	1S/C23H27NO6/c1-13(2)18-7-14-8-22(30-12-15-5-4-6-29-15)21(28-3)9-16(14)19-10-20(25)17(23(26)27)11-24(18)19/h8-11,13,15,18H,4-7,12H2,1-3H3,(H,26,27)/t15-,18-/m0/s1
AuxInfo	1/1/N:19,20,21,14,15,16,13,2,1,7,8,22,23,4,18,3,10,17,9,11,5,6,12,24,25,26,28,29,27,30/E:(1,2)(26,27)/F:19,20,21,14,15,16,13,2,1,7,8,22,23,4,18,3,10,17,9,11,5,6,12,24,25,28,26,29,27,30/E:(1,2)/rA:57cCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2s3;s1;s2d5;;;s3d7;d8;s7s10;s10;s4;;s14;s14;s13;s15;;;;s18;s17s19s20;s8s9s17;d11;d12;s16s18;s12;s5s21;s6s22;s1;s2;s7;s8;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s28;/rC:1.5058,-.8814,0;.5098,.866,0;2.0078,-.0133,0;1.5098,.8605,0;.4981,-.8737,0;;3.5212,-.8973,0;4.5383,.8534,0;3.0202,-.024,0;5.0414,-.0275,0;4.5328,-.9029,0;6.0414,-.0312,0;2.0203,1.7335,0;-3.7104,-3.309,0;-2.7089,-3.3149,0;-4.0113,-2.3555,0;3.0288,1.7326,0;-2.3915,-2.365,0;3.7156,3.6275,0;2.5597,4.4423,0;.4868,-2.6057,0;-1.506,-.8556,0;2.7303,3.4569,0;3.5288,.8513,0;5.0292,-1.771,0;6.5382,-.8991,0;-3.2005,-1.7694,0;6.5446,.833,0;-.0076,-1.7364,0;-1,.007,0;1.754,-1.3155,0;.2628,1.3007,0;3.2694,-1.3293,0;4.7889,1.2861,0;1.5511,1.9064,0;2.1083,2.2257,0;-3.6615,-3.8066,0;-4.2002,-3.4093,0;-2.2206,-3.4226,0;-2.7645,-3.8118,0;-4.4694,-2.5559,0;-4.2593,-1.9213,0;3.4996,1.9011,0;-1.9363,-2.5718,0;3.8009,3.1349,0;3.6303,4.1202,0;4.2083,3.7128,0;2.067,4.357,0;2.4744,4.935,0;3.0524,4.5276,0;.0521,-2.8529,0;.9214,-2.3586,0;.7339,-3.0404,0;-1.9373,-.6026,0;-1.0747,-1.1086,0;2.2376,3.3717,0;7.0446,.8311,0;
Duplicates	CHEMBL5193379;CHEMBL5198141;CHEMBL5198906;CHEMBL5200442
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193379.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193379.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193379.sdf