CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL102825 (2939)

Formula C₂₃H₁₉NO₅

MW 389.41

InChIKey AIJJGHXRGHAKEG-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 29

Number_Rings 5

Number_Bonds 52

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 6

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.62

logP 3.7971

PSA 77.88

MR 104.97

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -103.2013

PM7_Total_Energy_ev -4742.60394

PM7_Electronic_Energy_ev -38804.10915

PM7_Dipole_Debye 4.11197

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.907

PM7_LUMO_Energy_ev -0.334

PM7_COSMO_Area_square_ang 381.04

PM7_COSMO_Volue_cubic_ang 446.84

PM7_Electron_Affinity_ev 0.334

PM7_Ionization_Energy_ev 8.907

PM7_Energy_Gap_ev 8.573

PM7_Global_Hardness_ev 4.2865

PM7_Global_Softness_ev 0.23329056339671062

PM7_Chemical_Potential_ev -4.6205

PM7_Electronigativity_ev 4.6205

PM7_Back_Donation_Energy_ev -1.071625

PM7_Electrophilicity_ev 2.490262481045142

OPENEYE_Name (5~{S},6~{R},7~{R})-5-(1,3-benzodioxol-5-yl)-7-(4-methoxyphenyl)-6,7-dihydro-5~{H}-cyclopenta[b]pyridine-6-carboxylic acid

SMILES c1cc2c(nc1)C(C(C2c3ccc4c(c3)OCO4)C(=O)O)c5ccc(cc5)OC

Canonical_SMILES COc1ccc(cc1)[C@H]1[C@H](C(=O)O)[C@H](c2c1nccc2)c1ccc2c(c1)OCO2

InChI 1/C23H19NO5/c1-27-15-7-4-13(5-8-15)20-21(23(25)26)19(16-3-2-10-24-22(16)20)14-6-9-17-18(11-14)29-12-28-17/h2-11,19-21H,12H2,1H3,(H,25,26)/f/h25H

InChI_3D 1S/C23H19NO5/c1-27-15-7-4-13(5-8-15)20-21(23(25)26)19(16-3-2-10-24-22(16)20)14-6-9-17-18(11-14)29-12-28-17/h2-11,19-21H,12H2,1H3,(H,25,26)/t19-,20-,21+/m0/s1

AuxInfo 1/1/N:23,1,2,4,5,3,7,8,6,10,9,19,11,12,16,13,14,15,20,21,22,17,18,24,25,28,29,26,27/E:(4,5)(7,8)(25,26)/F:23,1,2,4,5,3,7,8,6,10,9,19,11,12,16,13,14,15,20,21,22,17,18,24,28,25,29,26,27/E:(4,5)(7,8)/rA:48cCCCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHH/rB:d1;;;;d3;d4;s5;;s1;s4d5;s3d9;s2;s6;s9d14;s7d8;d13;;;s12s13;s11s17;s18s20s21;;d10s17;d18;s14s19;s15s19;s18;s16s23;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s19;s20;s21;s22;s23;s23;s23;s28;/rC:-3.2854,-.4841,0;-2.4219,-.9884,0;1.7887,-1.1982,0;-2.2805,2.5283,0;-.6908,3.2234,0;2.6585,-1.7031,0;-2.6832,3.4494,0;-1.0935,4.1444,0;.9083,-2.6947,0;-3.2803,.5214,0;-1.2864,2.42,0;.9136,-1.6941,0;-1.5493,-.492,0;2.6445,-2.7087,0;1.7683,-3.2051,0;-2.0918,4.2621,0;-1.5428,.5127,0;1.3081,1.1625,0;2.9703,-4.3053,0;-.596,-.8089,0;-.5853,.8166,0;;-2.1996,6.6706,0;-2.4118,1.0226,0;1.1066,2.142,0;3.3872,-3.3887,0;1.9696,-4.1919,0;2.2571,.8473,0;-2.7928,5.8655,0;-3.7197,-.7319,0;-2.4247,-1.4884,0;1.7913,-.6982,0;-2.5765,2.1254,0;-.194,3.1671,0;3.0936,-1.4566,0;-3.1803,3.5035,0;-.7957,4.5461,0;.4732,-2.9409,0;-3.7127,.7725,0;3.4446,-4.4636,0;2.8624,-4.7935,0;-.8024,-1.2643,0;-.1507,1.0638,0;.3694,-.337,0;-1.7971,6.374,0;-2.6022,6.9672,0;-1.903,7.0731,0;2.6309,1.1794,0;

Duplicates CHEMBL102825

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102750-0000102999/CHEMBL102825.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102750-0000102999/CHEMBL102825.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102750-0000102999/CHEMBL102825.sdf

Formula	C₂₃H₁₉NO₅
MW	389.41
InChIKey	AIJJGHXRGHAKEG-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	29
Number_Rings	5
Number_Bonds	52
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	6
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.62
logP	3.7971
PSA	77.88
MR	104.97
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-103.2013
PM7_Total_Energy_ev	-4742.60394
PM7_Electronic_Energy_ev	-38804.10915
PM7_Dipole_Debye	4.11197
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.907
PM7_LUMO_Energy_ev	-0.334
PM7_COSMO_Area_square_ang	381.04
PM7_COSMO_Volue_cubic_ang	446.84
PM7_Electron_Affinity_ev	0.334
PM7_Ionization_Energy_ev	8.907
PM7_Energy_Gap_ev	8.573
PM7_Global_Hardness_ev	4.2865
PM7_Global_Softness_ev	0.23329056339671062
PM7_Chemical_Potential_ev	-4.6205
PM7_Electronigativity_ev	4.6205
PM7_Back_Donation_Energy_ev	-1.071625
PM7_Electrophilicity_ev	2.490262481045142
OPENEYE_Name	(5~{S},6~{R},7~{R})-5-(1,3-benzodioxol-5-yl)-7-(4-methoxyphenyl)-6,7-dihydro-5~{H}-cyclopenta[b]pyridine-6-carboxylic acid
SMILES	c1cc2c(nc1)C(C(C2c3ccc4c(c3)OCO4)C(=O)O)c5ccc(cc5)OC
Canonical_SMILES	COc1ccc(cc1)[C@H]1[C@H](C(=O)O)[C@H](c2c1nccc2)c1ccc2c(c1)OCO2
InChI	1/C23H19NO5/c1-27-15-7-4-13(5-8-15)20-21(23(25)26)19(16-3-2-10-24-22(16)20)14-6-9-17-18(11-14)29-12-28-17/h2-11,19-21H,12H2,1H3,(H,25,26)/f/h25H
InChI_3D	1S/C23H19NO5/c1-27-15-7-4-13(5-8-15)20-21(23(25)26)19(16-3-2-10-24-22(16)20)14-6-9-17-18(11-14)29-12-28-17/h2-11,19-21H,12H2,1H3,(H,25,26)/t19-,20-,21+/m0/s1
AuxInfo	1/1/N:23,1,2,4,5,3,7,8,6,10,9,19,11,12,16,13,14,15,20,21,22,17,18,24,25,28,29,26,27/E:(4,5)(7,8)(25,26)/F:23,1,2,4,5,3,7,8,6,10,9,19,11,12,16,13,14,15,20,21,22,17,18,24,28,25,29,26,27/E:(4,5)(7,8)/rA:48cCCCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHH/rB:d1;;;;d3;d4;s5;;s1;s4d5;s3d9;s2;s6;s9d14;s7d8;d13;;;s12s13;s11s17;s18s20s21;;d10s17;d18;s14s19;s15s19;s18;s16s23;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s19;s20;s21;s22;s23;s23;s23;s28;/rC:-3.2854,-.4841,0;-2.4219,-.9884,0;1.7887,-1.1982,0;-2.2805,2.5283,0;-.6908,3.2234,0;2.6585,-1.7031,0;-2.6832,3.4494,0;-1.0935,4.1444,0;.9083,-2.6947,0;-3.2803,.5214,0;-1.2864,2.42,0;.9136,-1.6941,0;-1.5493,-.492,0;2.6445,-2.7087,0;1.7683,-3.2051,0;-2.0918,4.2621,0;-1.5428,.5127,0;1.3081,1.1625,0;2.9703,-4.3053,0;-.596,-.8089,0;-.5853,.8166,0;;-2.1996,6.6706,0;-2.4118,1.0226,0;1.1066,2.142,0;3.3872,-3.3887,0;1.9696,-4.1919,0;2.2571,.8473,0;-2.7928,5.8655,0;-3.7197,-.7319,0;-2.4247,-1.4884,0;1.7913,-.6982,0;-2.5765,2.1254,0;-.194,3.1671,0;3.0936,-1.4566,0;-3.1803,3.5035,0;-.7957,4.5461,0;.4732,-2.9409,0;-3.7127,.7725,0;3.4446,-4.4636,0;2.8624,-4.7935,0;-.8024,-1.2643,0;-.1507,1.0638,0;.3694,-.337,0;-1.7971,6.374,0;-2.6022,6.9672,0;-1.903,7.0731,0;2.6309,1.1794,0;
Duplicates	CHEMBL102825
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102750-0000102999/CHEMBL102825.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102750-0000102999/CHEMBL102825.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102750-0000102999/CHEMBL102825.sdf