CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL102773 (2892)

Formula C₂₅H₂₃NO₅

MW 417.46

InChIKey XIIITWQEAPOZLF-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 31

Number_Rings 5

Number_Bonds 58

Rotat_Bonds 6

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 3.21

logP 4.3595

PSA 77.88

MR 114.743

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -118.07747

PM7_Total_Energy_ev -5042.69537

PM7_Electronic_Energy_ev -43605.63397

PM7_Dipole_Debye 4.11551

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.874

PM7_LUMO_Energy_ev -0.209

PM7_COSMO_Area_square_ang 416.13

PM7_COSMO_Volue_cubic_ang 491.14

PM7_Electron_Affinity_ev 0.209

PM7_Ionization_Energy_ev 8.874

PM7_Energy_Gap_ev 8.665

PM7_Global_Hardness_ev 4.3325

PM7_Global_Softness_ev 0.2308136180034622

PM7_Chemical_Potential_ev -4.5415

PM7_Electronigativity_ev 4.5415

PM7_Back_Donation_Energy_ev -1.083125

PM7_Electrophilicity_ev 2.3802910848240044

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

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

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

InChI 1/C25H23NO5/c1-3-16-7-10-18-21(15-6-11-19-20(12-15)31-13-30-19)23(25(27)28)22(24(18)26-16)14-4-8-17(29-2)9-5-14/h4-12,21-23H,3,13H2,1-2H3,(H,27,28)/f/h27H

InChI_3D 1S/C25H23NO5/c1-3-16-7-10-18-21(15-6-11-19-20(12-15)31-13-30-19)23(25(27)28)22(24(18)26-16)14-4-8-17(29-2)9-5-14/h4-12,21-23H,3,13H2,1-2H3,(H,27,28)/t21-,22-,23+/m0/s1

AuxInfo 1/1/N:23,24,25,2,3,1,8,6,7,4,5,9,19,10,11,17,15,12,13,14,20,21,22,16,18,26,27,30,31,28,29/E:(4,5)(8,9)(27,28)/F:23,24,25,2,3,1,8,6,7,4,5,9,19,10,11,17,15,12,13,14,20,21,22,16,18,26,30,27,31,28,29/E:(4,5)(8,9)/rA:54cCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s3;d4;;s2d3;s1d9;s4;s5;s9d13;s6d7;d12;s8;;;s11s12;s10s16;s18s20s21;;;s17s23;s16d17;d18;s13s19;s14s19;s18;s15s24;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s20;s21;s22;s23;s23;s23;s24;s24;s24;s25;s25;s30;/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;2.9703,-4.3053,0;-.596,-.8089,0;-.5853,.8166,0;;-5.0097,1.526,0;-3.4862,5.2895,0;-4.145,1.0237,0;-2.4118,1.0226,0;1.1066,2.142,0;3.3872,-3.3887,0;1.9696,-4.1919,0;2.2571,.8473,0;-2.4924,5.1783,0;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;3.4446,-4.4636,0;2.8624,-4.7935,0;-.8024,-1.2643,0;-.1507,1.0638,0;.3694,-.337,0;-5.2608,1.0936,0;-4.7586,1.9583,0;-5.4421,1.7771,0;-3.5418,4.7926,0;-3.4306,5.7864,0;-3.9831,5.3451,0;-3.8939,1.456,0;-4.3961,.5913,0;2.6309,1.1794,0;

Duplicates CHEMBL102773

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102750-0000102999/CHEMBL102773.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102750-0000102999/CHEMBL102773.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102750-0000102999/CHEMBL102773.sdf

Formula	C₂₅H₂₃NO₅
MW	417.46
InChIKey	XIIITWQEAPOZLF-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	31
Number_Rings	5
Number_Bonds	58
Rotat_Bonds	6
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	3.21
logP	4.3595
PSA	77.88
MR	114.743
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-118.07747
PM7_Total_Energy_ev	-5042.69537
PM7_Electronic_Energy_ev	-43605.63397
PM7_Dipole_Debye	4.11551
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.874
PM7_LUMO_Energy_ev	-0.209
PM7_COSMO_Area_square_ang	416.13
PM7_COSMO_Volue_cubic_ang	491.14
PM7_Electron_Affinity_ev	0.209
PM7_Ionization_Energy_ev	8.874
PM7_Energy_Gap_ev	8.665
PM7_Global_Hardness_ev	4.3325
PM7_Global_Softness_ev	0.2308136180034622
PM7_Chemical_Potential_ev	-4.5415
PM7_Electronigativity_ev	4.5415
PM7_Back_Donation_Energy_ev	-1.083125
PM7_Electrophilicity_ev	2.3802910848240044
OPENEYE_Name	(5~{S},6~{R},7~{R})-5-(1,3-benzodioxol-5-yl)-2-ethyl-7-(4-methoxyphenyl)-6,7-dihydro-5~{H}-cyclopenta[b]pyridine-6-carboxylic acid
SMILES	c1cc2c(cc1C3c4ccc(nc4C(C3C(=O)O)c5ccc(cc5)OC)CC)OCO2
Canonical_SMILES	COc1ccc(cc1)[C@H]1[C@H](C(=O)O)[C@H](c2c1nc(CC)cc2)c1ccc2c(c1)OCO2
InChI	1/C25H23NO5/c1-3-16-7-10-18-21(15-6-11-19-20(12-15)31-13-30-19)23(25(27)28)22(24(18)26-16)14-4-8-17(29-2)9-5-14/h4-12,21-23H,3,13H2,1-2H3,(H,27,28)/f/h27H
InChI_3D	1S/C25H23NO5/c1-3-16-7-10-18-21(15-6-11-19-20(12-15)31-13-30-19)23(25(27)28)22(24(18)26-16)14-4-8-17(29-2)9-5-14/h4-12,21-23H,3,13H2,1-2H3,(H,27,28)/t21-,22-,23+/m0/s1
AuxInfo	1/1/N:23,24,25,2,3,1,8,6,7,4,5,9,19,10,11,17,15,12,13,14,20,21,22,16,18,26,27,30,31,28,29/E:(4,5)(8,9)(27,28)/F:23,24,25,2,3,1,8,6,7,4,5,9,19,10,11,17,15,12,13,14,20,21,22,16,18,26,30,27,31,28,29/E:(4,5)(8,9)/rA:54cCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s3;d4;;s2d3;s1d9;s4;s5;s9d13;s6d7;d12;s8;;;s11s12;s10s16;s18s20s21;;;s17s23;s16d17;d18;s13s19;s14s19;s18;s15s24;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s20;s21;s22;s23;s23;s23;s24;s24;s24;s25;s25;s30;/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;2.9703,-4.3053,0;-.596,-.8089,0;-.5853,.8166,0;;-5.0097,1.526,0;-3.4862,5.2895,0;-4.145,1.0237,0;-2.4118,1.0226,0;1.1066,2.142,0;3.3872,-3.3887,0;1.9696,-4.1919,0;2.2571,.8473,0;-2.4924,5.1783,0;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;3.4446,-4.4636,0;2.8624,-4.7935,0;-.8024,-1.2643,0;-.1507,1.0638,0;.3694,-.337,0;-5.2608,1.0936,0;-4.7586,1.9583,0;-5.4421,1.7771,0;-3.5418,4.7926,0;-3.4306,5.7864,0;-3.9831,5.3451,0;-3.8939,1.456,0;-4.3961,.5913,0;2.6309,1.1794,0;
Duplicates	CHEMBL102773
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102750-0000102999/CHEMBL102773.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102750-0000102999/CHEMBL102773.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102750-0000102999/CHEMBL102773.sdf