CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL102173 (2333)

Formula C₂₇H₂₆N₂O₅

MW 458.51

InChIKey HAIMYEQNXQUSSG-SREBMQDQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 34

Number_Rings 6

Number_Bonds 65

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 7

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.53

logP 4.4623

PSA 81.12

MR 129.612

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -103.40613

PM7_Total_Energy_ev -5514.75876

PM7_Electronic_Energy_ev -50371.57192

PM7_Dipole_Debye 5.06879

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.176

PM7_LUMO_Energy_ev -0.031

PM7_COSMO_Area_square_ang 450.3

PM7_COSMO_Volue_cubic_ang 537.09

PM7_Electron_Affinity_ev 0.031

PM7_Ionization_Energy_ev 8.176

PM7_Energy_Gap_ev 8.145

PM7_Global_Hardness_ev 4.0725

PM7_Global_Softness_ev 0.24554941682013506

PM7_Chemical_Potential_ev -4.1035

PM7_Electronigativity_ev 4.1035

PM7_Back_Donation_Energy_ev -1.018125

PM7_Electrophilicity_ev 2.0673679864947823

OPENEYE_Name (5~{S},6~{R},7~{R})-5-(1,3-benzodioxol-5-yl)-7-(4-methoxyphenyl)-2-pyrrolidin-1-yl-6,7-dihydro-5~{H}-cyclopenta[b]pyridine-6-carboxylic acid

SMILES c1cc2c(cc1C3c4ccc(nc4C(C3C(=O)O)c5ccc(cc5)OC)N6CCCC6)OCO2

Canonical_SMILES COc1ccc(cc1)[C@H]1[C@H](C(=O)O)[C@H](c2c1nc(cc2)N1CCCC1)c1ccc2c(c1)OCO2

InChI 1/C27H26N2O5/c1-32-18-7-4-16(5-8-18)24-25(27(30)31)23(17-6-10-20-21(14-17)34-15-33-20)19-9-11-22(28-26(19)24)29-12-2-3-13-29/h4-11,14,23-25H,2-3,12-13,15H2,1H3,(H,30,31)/f/h30H

InChI_3D 1S/C27H26N2O5/c1-32-18-7-4-16(5-8-18)24-25(27(30)31)23(17-6-10-20-21(14-17)34-15-33-20)19-9-11-22(28-26(19)24)29-12-2-3-13-29/h4-11,14,23-25H,2-3,12-13,15H2,1H3,(H,30,31)/t23-,24-,25+/m0/s1

AuxInfo 1/1/N:27,19,20,2,3,1,6,7,4,5,8,21,22,9,23,10,11,15,12,13,14,17,24,25,26,16,18,28,29,30,33,34,31,32/E:(2,3)(4,5)(7,8)(12,13)(30,31)/F:27,19,20,2,3,1,6,7,4,5,8,21,22,9,23,10,11,15,12,13,14,17,24,25,26,16,18,28,29,33,30,34,31,32/E:(2,3)(4,5)(7,8)(12,13)/rA:60cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s3;d4;;s2d3;s1d9;s4;s5;s9d13;s6d7;d12;s8;;;s19;s19;s20;;s11s12;s10s16;s18s24s25;;s16d17;s17s21s22;d18;s13s23;s14s23;s18;s15s27;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s25;s26;s27;s27;s27;s33;/rC:1.7887,-1.1982,0;-2.2805,2.5283,0;-.6908,3.2234,0;-2.4219,-.9884,0;2.6585,-1.7031,0;-2.6832,3.4494,0;-1.0935,4.1444,0;-3.2854,-.4841,0;.9083,-2.6947,0;-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;-3.2803,.5214,0;1.3081,1.1625,0;-5.2255,2.2332,0;-5.7299,1.368,0;-4.2489,2.0187,0;-5.0646,.6193,0;2.9703,-4.3053,0;-.596,-.8089,0;-.5853,.8166,0;;-3.4862,5.2895,0;-2.4118,1.0226,0;-4.145,1.0237,0;1.1066,2.142,0;3.3872,-3.3887,0;1.9696,-4.1919,0;2.2571,.8473,0;-2.4924,5.1783,0;1.7913,-.6982,0;-2.5765,2.1254,0;-.194,3.1671,0;-2.4247,-1.4884,0;3.0936,-1.4566,0;-3.1803,3.5035,0;-.7957,4.5461,0;-3.7197,-.7319,0;.4732,-2.9409,0;-5.6813,2.4389,0;-5.0682,2.7078,0;-6.0666,.9983,0;-6.1329,1.6639,0;-4.1942,2.5157,0;-3.7489,2.0173,0;-4.8169,.1849,0;-5.4708,.3278,0;3.4446,-4.4636,0;2.8624,-4.7935,0;-.8024,-1.2643,0;-.1507,1.0638,0;.3694,-.337,0;-3.5418,4.7926,0;-3.4306,5.7864,0;-3.9831,5.3451,0;2.6309,1.1794,0;

Duplicates CHEMBL102173

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102000-0000102249/CHEMBL102173.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102000-0000102249/CHEMBL102173.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102000-0000102249/CHEMBL102173.sdf

Formula	C₂₇H₂₆N₂O₅
MW	458.51
InChIKey	HAIMYEQNXQUSSG-SREBMQDQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	34
Number_Rings	6
Number_Bonds	65
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	7
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.53
logP	4.4623
PSA	81.12
MR	129.612
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-103.40613
PM7_Total_Energy_ev	-5514.75876
PM7_Electronic_Energy_ev	-50371.57192
PM7_Dipole_Debye	5.06879
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.176
PM7_LUMO_Energy_ev	-0.031
PM7_COSMO_Area_square_ang	450.3
PM7_COSMO_Volue_cubic_ang	537.09
PM7_Electron_Affinity_ev	0.031
PM7_Ionization_Energy_ev	8.176
PM7_Energy_Gap_ev	8.145
PM7_Global_Hardness_ev	4.0725
PM7_Global_Softness_ev	0.24554941682013506
PM7_Chemical_Potential_ev	-4.1035
PM7_Electronigativity_ev	4.1035
PM7_Back_Donation_Energy_ev	-1.018125
PM7_Electrophilicity_ev	2.0673679864947823
OPENEYE_Name	(5~{S},6~{R},7~{R})-5-(1,3-benzodioxol-5-yl)-7-(4-methoxyphenyl)-2-pyrrolidin-1-yl-6,7-dihydro-5~{H}-cyclopenta[b]pyridine-6-carboxylic acid
SMILES	c1cc2c(cc1C3c4ccc(nc4C(C3C(=O)O)c5ccc(cc5)OC)N6CCCC6)OCO2
Canonical_SMILES	COc1ccc(cc1)[C@H]1[C@H](C(=O)O)[C@H](c2c1nc(cc2)N1CCCC1)c1ccc2c(c1)OCO2
InChI	1/C27H26N2O5/c1-32-18-7-4-16(5-8-18)24-25(27(30)31)23(17-6-10-20-21(14-17)34-15-33-20)19-9-11-22(28-26(19)24)29-12-2-3-13-29/h4-11,14,23-25H,2-3,12-13,15H2,1H3,(H,30,31)/f/h30H
InChI_3D	1S/C27H26N2O5/c1-32-18-7-4-16(5-8-18)24-25(27(30)31)23(17-6-10-20-21(14-17)34-15-33-20)19-9-11-22(28-26(19)24)29-12-2-3-13-29/h4-11,14,23-25H,2-3,12-13,15H2,1H3,(H,30,31)/t23-,24-,25+/m0/s1
AuxInfo	1/1/N:27,19,20,2,3,1,6,7,4,5,8,21,22,9,23,10,11,15,12,13,14,17,24,25,26,16,18,28,29,30,33,34,31,32/E:(2,3)(4,5)(7,8)(12,13)(30,31)/F:27,19,20,2,3,1,6,7,4,5,8,21,22,9,23,10,11,15,12,13,14,17,24,25,26,16,18,28,29,33,30,34,31,32/E:(2,3)(4,5)(7,8)(12,13)/rA:60cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s3;d4;;s2d3;s1d9;s4;s5;s9d13;s6d7;d12;s8;;;s19;s19;s20;;s11s12;s10s16;s18s24s25;;s16d17;s17s21s22;d18;s13s23;s14s23;s18;s15s27;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s25;s26;s27;s27;s27;s33;/rC:1.7887,-1.1982,0;-2.2805,2.5283,0;-.6908,3.2234,0;-2.4219,-.9884,0;2.6585,-1.7031,0;-2.6832,3.4494,0;-1.0935,4.1444,0;-3.2854,-.4841,0;.9083,-2.6947,0;-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;-3.2803,.5214,0;1.3081,1.1625,0;-5.2255,2.2332,0;-5.7299,1.368,0;-4.2489,2.0187,0;-5.0646,.6193,0;2.9703,-4.3053,0;-.596,-.8089,0;-.5853,.8166,0;;-3.4862,5.2895,0;-2.4118,1.0226,0;-4.145,1.0237,0;1.1066,2.142,0;3.3872,-3.3887,0;1.9696,-4.1919,0;2.2571,.8473,0;-2.4924,5.1783,0;1.7913,-.6982,0;-2.5765,2.1254,0;-.194,3.1671,0;-2.4247,-1.4884,0;3.0936,-1.4566,0;-3.1803,3.5035,0;-.7957,4.5461,0;-3.7197,-.7319,0;.4732,-2.9409,0;-5.6813,2.4389,0;-5.0682,2.7078,0;-6.0666,.9983,0;-6.1329,1.6639,0;-4.1942,2.5157,0;-3.7489,2.0173,0;-4.8169,.1849,0;-5.4708,.3278,0;3.4446,-4.4636,0;2.8624,-4.7935,0;-.8024,-1.2643,0;-.1507,1.0638,0;.3694,-.337,0;-3.5418,4.7926,0;-3.4306,5.7864,0;-3.9831,5.3451,0;2.6309,1.1794,0;
Duplicates	CHEMBL102173
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102000-0000102249/CHEMBL102173.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102000-0000102249/CHEMBL102173.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102000-0000102249/CHEMBL102173.sdf