CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI183398 (98212)

Formula C₂₂H₂₃NO₄

MW 365.43

InChIKey ZJUJIZZOEBFIKY-LNNLXFCONA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 10

Unbranched_Chain 4

Chiral_Centers 0

ONatoms 5

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.46

logP 4.3302

PSA 68.53

MR 105.373

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -110.51932

PM7_Total_Energy_ev -4379.73511

PM7_Electronic_Energy_ev -34626.48452

PM7_Dipole_Debye 5.88882

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.568

PM7_LUMO_Energy_ev -0.311

PM7_COSMO_Area_square_ang 397.93

PM7_COSMO_Volue_cubic_ang 447.85

PM7_Electron_Affinity_ev 0.311

PM7_Ionization_Energy_ev 8.568

PM7_Energy_Gap_ev 8.257

PM7_Global_Hardness_ev 4.1285

PM7_Global_Softness_ev 0.24221872350732712

PM7_Chemical_Potential_ev -4.4395

PM7_Electronigativity_ev 4.4395

PM7_Back_Donation_Energy_ev -1.032125

PM7_Electrophilicity_ev 2.386963818578176

OPENEYE_Name 5-[3-[2-(2-methoxyphenyl)acetyl]indol-1-yl]pentanoic acid

SMILES c1ccc2c(c1)c(cn2CCCCC(=O)O)C(=O)Cc3ccccc3OC

Canonical_SMILES COc1ccccc1CC(=O)c1cn(c2c1cccc2)CCCCC(=O)O

InChI 1/C22H23NO4/c1-27-21-11-5-2-8-16(21)14-20(24)18-15-23(13-7-6-12-22(25)26)19-10-4-3-9-17(18)19/h2-5,8-11,15H,6-7,12-14H2,1H3,(H,25,26)/f/h25H

InChI_3D 1S/C22H23NO4/c1-27-21-11-5-2-8-16(21)14-20(24)18-15-23(13-7-6-12-22(25)26)19-10-4-3-9-17(18)19/h2-5,8-11,15H,6-7,12-14H2,1H3,(H,25,26)

AuxInfo 1/1/N:17,2,1,3,4,20,21,6,5,7,8,19,22,18,9,12,10,11,13,15,14,16,23,24,25,26,27/E:(25,26)/F:17,2,1,3,4,20,21,6,5,7,8,19,22,18,9,12,10,11,13,15,14,16,23,24,26,25,27/rA:50nCCCCCCCCCCCCCCCCCCCCCCNOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;;d5;d9s10;d6;d7s10;d8s12;s11;;;s12s15;s16;s19;s20;s21;s9s13s22;d15;d16;s16;s14s17;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s26;/rC:;.0126,-3.281,0;0,1.0058,0;.316,-4.2339,0;.868,-.4978,0;.6818,-2.5379,0;.868,1.5138,0;1.2986,-4.4458,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.6644,-2.7498,0;1.736,1.0058,0;1.9778,-3.7048,0;3.0028,-1.2636,0;4.2388,6.0722,0;3.2615,-4.8677,0;2.3336,-2.0067,0;3.9298,5.1211,0;3.6208,4.1701,0;3.3118,3.219,0;3.0028,2.268,0;2.6938,1.3169,0;3.9809,-1.4715,0;5.217,6.2801,0;3.5697,6.8153,0;2.9553,-3.9157,0;-.4327,-.2506,0;-.4762,-3.1755,0;-.4337,1.2545,0;-.0202,-4.6039,0;.8677,-.9978,0;.5281,-2.0621,0;.868,2.0138,0;1.4503,-4.9222,0;3.7858,.5023,0;2.7855,-5.0207,0;3.4146,-5.3437,0;3.7375,-4.7146,0;2.7052,-2.3413,0;1.962,-1.6721,0;4.4054,4.9666,0;3.4543,5.2756,0;4.0963,4.0156,0;3.1453,4.3246,0;3.7873,3.0645,0;2.8363,3.3735,0;3.4783,2.1135,0;2.5273,2.4225,0;3.7242,7.2909,0;

Duplicates ChEBI183398

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183250-0000183499/ChEBI183398.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183250-0000183499/ChEBI183398.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183250-0000183499/ChEBI183398.sdf

Formula	C₂₂H₂₃NO₄
MW	365.43
InChIKey	ZJUJIZZOEBFIKY-LNNLXFCONA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	10
Unbranched_Chain	4
Chiral_Centers	0
ONatoms	5
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.46
logP	4.3302
PSA	68.53
MR	105.373
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-110.51932
PM7_Total_Energy_ev	-4379.73511
PM7_Electronic_Energy_ev	-34626.48452
PM7_Dipole_Debye	5.88882
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.568
PM7_LUMO_Energy_ev	-0.311
PM7_COSMO_Area_square_ang	397.93
PM7_COSMO_Volue_cubic_ang	447.85
PM7_Electron_Affinity_ev	0.311
PM7_Ionization_Energy_ev	8.568
PM7_Energy_Gap_ev	8.257
PM7_Global_Hardness_ev	4.1285
PM7_Global_Softness_ev	0.24221872350732712
PM7_Chemical_Potential_ev	-4.4395
PM7_Electronigativity_ev	4.4395
PM7_Back_Donation_Energy_ev	-1.032125
PM7_Electrophilicity_ev	2.386963818578176
OPENEYE_Name	5-[3-[2-(2-methoxyphenyl)acetyl]indol-1-yl]pentanoic acid
SMILES	c1ccc2c(c1)c(cn2CCCCC(=O)O)C(=O)Cc3ccccc3OC
Canonical_SMILES	COc1ccccc1CC(=O)c1cn(c2c1cccc2)CCCCC(=O)O
InChI	1/C22H23NO4/c1-27-21-11-5-2-8-16(21)14-20(24)18-15-23(13-7-6-12-22(25)26)19-10-4-3-9-17(18)19/h2-5,8-11,15H,6-7,12-14H2,1H3,(H,25,26)/f/h25H
InChI_3D	1S/C22H23NO4/c1-27-21-11-5-2-8-16(21)14-20(24)18-15-23(13-7-6-12-22(25)26)19-10-4-3-9-17(18)19/h2-5,8-11,15H,6-7,12-14H2,1H3,(H,25,26)
AuxInfo	1/1/N:17,2,1,3,4,20,21,6,5,7,8,19,22,18,9,12,10,11,13,15,14,16,23,24,25,26,27/E:(25,26)/F:17,2,1,3,4,20,21,6,5,7,8,19,22,18,9,12,10,11,13,15,14,16,23,24,26,25,27/rA:50nCCCCCCCCCCCCCCCCCCCCCCNOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;;d5;d9s10;d6;d7s10;d8s12;s11;;;s12s15;s16;s19;s20;s21;s9s13s22;d15;d16;s16;s14s17;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s26;/rC:;.0126,-3.281,0;0,1.0058,0;.316,-4.2339,0;.868,-.4978,0;.6818,-2.5379,0;.868,1.5138,0;1.2986,-4.4458,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.6644,-2.7498,0;1.736,1.0058,0;1.9778,-3.7048,0;3.0028,-1.2636,0;4.2388,6.0722,0;3.2615,-4.8677,0;2.3336,-2.0067,0;3.9298,5.1211,0;3.6208,4.1701,0;3.3118,3.219,0;3.0028,2.268,0;2.6938,1.3169,0;3.9809,-1.4715,0;5.217,6.2801,0;3.5697,6.8153,0;2.9553,-3.9157,0;-.4327,-.2506,0;-.4762,-3.1755,0;-.4337,1.2545,0;-.0202,-4.6039,0;.8677,-.9978,0;.5281,-2.0621,0;.868,2.0138,0;1.4503,-4.9222,0;3.7858,.5023,0;2.7855,-5.0207,0;3.4146,-5.3437,0;3.7375,-4.7146,0;2.7052,-2.3413,0;1.962,-1.6721,0;4.4054,4.9666,0;3.4543,5.2756,0;4.0963,4.0156,0;3.1453,4.3246,0;3.7873,3.0645,0;2.8363,3.3735,0;3.4783,2.1135,0;2.5273,2.4225,0;3.7242,7.2909,0;
Duplicates	ChEBI183398
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183250-0000183499/ChEBI183398.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183250-0000183499/ChEBI183398.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183250-0000183499/ChEBI183398.sdf