CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL104665 (4846)

Formula C₂₂H₂₇NO₃

MW 353.46

InChIKey GKZCQIGRTVKPTC-HPRFPMAVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 26

Number_Rings 2

Number_Bonds 54

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 4

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 3.97

logP 5.4254

PSA 66.4

MR 106.409

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -106.7608

PM7_Total_Energy_ev -4139.40385

PM7_Electronic_Energy_ev -31978.35333

PM7_Dipole_Debye 6.39346

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.159

PM7_LUMO_Energy_ev -0.706

PM7_COSMO_Area_square_ang 400.94

PM7_COSMO_Volue_cubic_ang 456.59

PM7_Electron_Affinity_ev 0.706

PM7_Ionization_Energy_ev 9.159

PM7_Energy_Gap_ev 8.453

PM7_Global_Hardness_ev 4.2265

PM7_Global_Softness_ev 0.2366023896841358

PM7_Chemical_Potential_ev -4.9325

PM7_Electronigativity_ev 4.9325

PM7_Back_Donation_Energy_ev -1.056625

PM7_Electrophilicity_ev 2.878215574352301

OPENEYE_Name 4-[[(2~{E},4~{E})-3-methyl-5-(2,6,6-trimethylcyclohexen-1-yl)penta-2,4-dienoyl]amino]benzoic acid

SMILES c1cc(ccc1C(=O)O)NC(=O)C=C(C=CC2=C(CCCC2(C)C)C)C

Canonical_SMILES O=C(Nc1ccc(cc1)C(=O)O)/C=C(/C=C/C1=C(C)CCCC1(C)C)C

InChI 1/C22H27NO3/c1-15(7-12-19-16(2)6-5-13-22(19,3)4)14-20(24)23-18-10-8-17(9-11-18)21(25)26/h7-12,14H,5-6,13H2,1-4H3,(H,23,24)(H,25,26)/f/h23,25H

InChI_3D 1S/C22H27NO3/c1-15(7-12-19-16(2)6-5-13-22(19,3)4)14-20(24)23-18-10-8-17(9-11-18)21(25)26/h7-12,14H,5-6,13H2,1-4H3,(H,23,24)(H,25,26)/b12-7+,15-14+

AuxInfo 1/1/N:20,19,21,22,16,15,10,1,2,3,4,9,17,11,13,8,5,6,7,14,12,18,23,25,24,26/E:(3,4)(8,9)(10,11)(25,26)/F:20,19,21,22,16,15,10,1,2,3,4,9,17,11,13,8,5,6,7,14,12,18,23,25,26,24/E:(3,4)(8,9)(10,11)/rA:53nCCCCCCCCCCCCCCCCCCCCCCNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;d7;s7;w9;;s5;s10w11;s11;s8;s15;s16;s7s17;s8;s13;s18;s18;s6s14;d12;d14;s12;s1;s2;s3;s4;s9;s10;s11;s15;s15;s16;s16;s17;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s26;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,2.0104,0;-.866,7.5104,0;-1.7314,8.0117,0;-.866,6.5104,0;-1.7321,6.0104,0;-.866,4.5104,0;0,-1,0;-1.7321,5.0104,0;-.866,3.5104,0;-1.7357,9.0117,0;-.8659,9.5156,0;.0082,9.0194,0;.0038,8.0143,0;-3.2456,7.1345,0;-2.5981,4.5104,0;.3453,7.0744,0;1.7279,8.3139,0;0,3.0104,0;-.866,-1.5,0;-1.7321,3.0104,0;.866,-1.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-.433,6.2604,0;-2.1651,6.2604,0;-.433,4.7604,0;-1.9079,9.4811,0;-2.2278,8.9232,0;-.5466,9.9003,0;-1.1886,9.8975,0;.5006,8.9323,0;.1776,9.4898,0;-3.4963,7.5671,0;-2.995,6.7018,0;-3.6783,6.8838,0;-2.8481,4.9434,0;-2.3481,4.0774,0;-3.0311,4.2604,0;-.1246,6.9036,0;.8152,7.2452,0;.5161,6.6045,0;1.8135,7.8213,0;1.6423,8.8065,0;2.2206,8.3995,0;.433,3.2604,0;.866,-2,0;

Duplicates CHEMBL104665

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000104500-0000104749/CHEMBL104665.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000104500-0000104749/CHEMBL104665.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000104500-0000104749/CHEMBL104665.sdf

Formula	C₂₂H₂₇NO₃
MW	353.46
InChIKey	GKZCQIGRTVKPTC-HPRFPMAVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	26
Number_Rings	2
Number_Bonds	54
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	4
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	3.97
logP	5.4254
PSA	66.4
MR	106.409
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-106.7608
PM7_Total_Energy_ev	-4139.40385
PM7_Electronic_Energy_ev	-31978.35333
PM7_Dipole_Debye	6.39346
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.159
PM7_LUMO_Energy_ev	-0.706
PM7_COSMO_Area_square_ang	400.94
PM7_COSMO_Volue_cubic_ang	456.59
PM7_Electron_Affinity_ev	0.706
PM7_Ionization_Energy_ev	9.159
PM7_Energy_Gap_ev	8.453
PM7_Global_Hardness_ev	4.2265
PM7_Global_Softness_ev	0.2366023896841358
PM7_Chemical_Potential_ev	-4.9325
PM7_Electronigativity_ev	4.9325
PM7_Back_Donation_Energy_ev	-1.056625
PM7_Electrophilicity_ev	2.878215574352301
OPENEYE_Name	4-[[(2~{E},4~{E})-3-methyl-5-(2,6,6-trimethylcyclohexen-1-yl)penta-2,4-dienoyl]amino]benzoic acid
SMILES	c1cc(ccc1C(=O)O)NC(=O)C=C(C=CC2=C(CCCC2(C)C)C)C
Canonical_SMILES	O=C(Nc1ccc(cc1)C(=O)O)/C=C(/C=C/C1=C(C)CCCC1(C)C)C
InChI	1/C22H27NO3/c1-15(7-12-19-16(2)6-5-13-22(19,3)4)14-20(24)23-18-10-8-17(9-11-18)21(25)26/h7-12,14H,5-6,13H2,1-4H3,(H,23,24)(H,25,26)/f/h23,25H
InChI_3D	1S/C22H27NO3/c1-15(7-12-19-16(2)6-5-13-22(19,3)4)14-20(24)23-18-10-8-17(9-11-18)21(25)26/h7-12,14H,5-6,13H2,1-4H3,(H,23,24)(H,25,26)/b12-7+,15-14+
AuxInfo	1/1/N:20,19,21,22,16,15,10,1,2,3,4,9,17,11,13,8,5,6,7,14,12,18,23,25,24,26/E:(3,4)(8,9)(10,11)(25,26)/F:20,19,21,22,16,15,10,1,2,3,4,9,17,11,13,8,5,6,7,14,12,18,23,25,26,24/E:(3,4)(8,9)(10,11)/rA:53nCCCCCCCCCCCCCCCCCCCCCCNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;d7;s7;w9;;s5;s10w11;s11;s8;s15;s16;s7s17;s8;s13;s18;s18;s6s14;d12;d14;s12;s1;s2;s3;s4;s9;s10;s11;s15;s15;s16;s16;s17;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s26;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,2.0104,0;-.866,7.5104,0;-1.7314,8.0117,0;-.866,6.5104,0;-1.7321,6.0104,0;-.866,4.5104,0;0,-1,0;-1.7321,5.0104,0;-.866,3.5104,0;-1.7357,9.0117,0;-.8659,9.5156,0;.0082,9.0194,0;.0038,8.0143,0;-3.2456,7.1345,0;-2.5981,4.5104,0;.3453,7.0744,0;1.7279,8.3139,0;0,3.0104,0;-.866,-1.5,0;-1.7321,3.0104,0;.866,-1.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-.433,6.2604,0;-2.1651,6.2604,0;-.433,4.7604,0;-1.9079,9.4811,0;-2.2278,8.9232,0;-.5466,9.9003,0;-1.1886,9.8975,0;.5006,8.9323,0;.1776,9.4898,0;-3.4963,7.5671,0;-2.995,6.7018,0;-3.6783,6.8838,0;-2.8481,4.9434,0;-2.3481,4.0774,0;-3.0311,4.2604,0;-.1246,6.9036,0;.8152,7.2452,0;.5161,6.6045,0;1.8135,7.8213,0;1.6423,8.8065,0;2.2206,8.3995,0;.433,3.2604,0;.866,-2,0;
Duplicates	CHEMBL104665
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000104500-0000104749/CHEMBL104665.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000104500-0000104749/CHEMBL104665.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000104500-0000104749/CHEMBL104665.sdf