CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL110321_p0 (11155)

Formula C₂₂H₂₇N₃O₃S

MW 413.53

InChIKey PRHVNAVSKKPZOY-XBXBPLPCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 29

Number_Rings 2

Number_Bonds 57

Rotat_Bonds 13

Unbranched_Chain 5

Chiral_Centers 2

ONatoms 6

HB_Donor 4

HB_Acceptor 3

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.95

logP 3.9547

PSA 129.75

MR 120.175

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -71.45302

PM7_Total_Energy_ev -4688.04319

PM7_Electronic_Energy_ev -36749.06971

PM7_Dipole_Debye 4.46108

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.459

PM7_LUMO_Energy_ev -0.813

PM7_COSMO_Area_square_ang 456.53

PM7_COSMO_Volue_cubic_ang 509.52

PM7_Electron_Affinity_ev 0.813

PM7_Ionization_Energy_ev 8.459

PM7_Energy_Gap_ev 7.646

PM7_Global_Hardness_ev 3.823

PM7_Global_Softness_ev 0.26157467957101754

PM7_Chemical_Potential_ev -4.636

PM7_Electronigativity_ev 4.636

PM7_Back_Donation_Energy_ev -0.95575

PM7_Electrophilicity_ev 2.810946377190688

OPENEYE_Name (2~{S},3~{R})-3-amino-5-ethylsulfanyl-2-hydroxy-~{N}-[4-[[(~{E})-3-phenylprop-2-enoyl]amino]phenyl]pentanamide

SMILES c1ccc(cc1)C=CC(=O)Nc2ccc(cc2)NC(=O)C(C(CCSCC)N)O

Canonical_SMILES CCSCC[C@H]([C@@H](C(=O)Nc1ccc(cc1)NC(=O)/C=C/c1ccccc1)O)N

InChI 1/C22H27N3O3S/c1-2-29-15-14-19(23)21(27)22(28)25-18-11-9-17(10-12-18)24-20(26)13-8-16-6-4-3-5-7-16/h3-13,19,21,27H,2,14-15,23H2,1H3,(H,24,26)(H,25,28)/f/h24-25H

InChI_3D 1S/C22H27N3O3S/c1-2-29-15-14-19(23)21(27)22(28)25-18-11-9-17(10-12-18)24-20(26)13-8-16-6-4-3-5-7-16/h3-13,19,21,27H,2,14-15,23H2,1H3,(H,24,26)(H,25,28)/b13-8+/t19-,21+/m1/s1

AuxInfo 1/1/N:17,19,1,2,3,4,5,13,6,7,8,9,14,18,20,10,11,12,22,15,21,16,23,24,25,26,28,27,29/E:(4,5)(6,7)(9,10)(11,12)/F:m/E:m/rA:56cCCCCCCCCCCCCCCCCCCCCCCNNNOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7;s8d9;s10;w13;s14;;;;s17;s18;s16;s18s21;s22;s11s15;s12s16;d15;d16;s21;s19s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s13;s14;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s23;s23;s24;s25;s28;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.5995,6.5079,0;.8645,6.5079,0;2.5995,7.5131,0;.8645,7.5131,0;0,2.0104,0;1.732,6.0104,0;1.732,8.0208,0;0,3.0104,0;.866,3.5104,0;.866,4.5104,0;2.5981,9.5208,0;2.5981,16.5208,0;2.5981,12.5208,0;2.5981,15.5208,0;2.5981,13.5208,0;2.5981,10.5208,0;2.5981,11.5208,0;1.5981,11.5208,0;1.732,5.0104,0;1.732,9.0208,0;0,5.0104,0;3.4641,9.0208,0;3.5981,10.5208,0;2.5981,14.5208,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.0322,6.2573,0;.4319,6.2573,0;3.0333,7.7618,0;.4308,7.7618,0;-.433,3.2604,0;1.299,3.2604,0;3.0981,16.5208,0;2.0981,16.5208,0;2.5981,17.0208,0;2.0981,12.5208,0;3.0981,12.5208,0;2.0981,15.5208,0;3.0981,15.5208,0;3.0981,13.5208,0;2.0981,13.5208,0;2.0981,10.5208,0;3.0981,11.5208,0;1.3481,11.9538,0;1.3481,11.0878,0;2.1651,4.7604,0;1.299,9.2708,0;3.8481,10.0878,0;

Duplicates CHEMBL110321_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110250-0000110499/CHEMBL110321_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110250-0000110499/CHEMBL110321_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110250-0000110499/CHEMBL110321_p0.sdf

Formula	C₂₂H₂₇N₃O₃S
MW	413.53
InChIKey	PRHVNAVSKKPZOY-XBXBPLPCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	29
Number_Rings	2
Number_Bonds	57
Rotat_Bonds	13
Unbranched_Chain	5
Chiral_Centers	2
ONatoms	6
HB_Donor	4
HB_Acceptor	3
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.95
logP	3.9547
PSA	129.75
MR	120.175
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-71.45302
PM7_Total_Energy_ev	-4688.04319
PM7_Electronic_Energy_ev	-36749.06971
PM7_Dipole_Debye	4.46108
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.459
PM7_LUMO_Energy_ev	-0.813
PM7_COSMO_Area_square_ang	456.53
PM7_COSMO_Volue_cubic_ang	509.52
PM7_Electron_Affinity_ev	0.813
PM7_Ionization_Energy_ev	8.459
PM7_Energy_Gap_ev	7.646
PM7_Global_Hardness_ev	3.823
PM7_Global_Softness_ev	0.26157467957101754
PM7_Chemical_Potential_ev	-4.636
PM7_Electronigativity_ev	4.636
PM7_Back_Donation_Energy_ev	-0.95575
PM7_Electrophilicity_ev	2.810946377190688
OPENEYE_Name	(2~{S},3~{R})-3-amino-5-ethylsulfanyl-2-hydroxy-~{N}-[4-[[(~{E})-3-phenylprop-2-enoyl]amino]phenyl]pentanamide
SMILES	c1ccc(cc1)C=CC(=O)Nc2ccc(cc2)NC(=O)C(C(CCSCC)N)O
Canonical_SMILES	CCSCC[C@H]([C@@H](C(=O)Nc1ccc(cc1)NC(=O)/C=C/c1ccccc1)O)N
InChI	1/C22H27N3O3S/c1-2-29-15-14-19(23)21(27)22(28)25-18-11-9-17(10-12-18)24-20(26)13-8-16-6-4-3-5-7-16/h3-13,19,21,27H,2,14-15,23H2,1H3,(H,24,26)(H,25,28)/f/h24-25H
InChI_3D	1S/C22H27N3O3S/c1-2-29-15-14-19(23)21(27)22(28)25-18-11-9-17(10-12-18)24-20(26)13-8-16-6-4-3-5-7-16/h3-13,19,21,27H,2,14-15,23H2,1H3,(H,24,26)(H,25,28)/b13-8+/t19-,21+/m1/s1
AuxInfo	1/1/N:17,19,1,2,3,4,5,13,6,7,8,9,14,18,20,10,11,12,22,15,21,16,23,24,25,26,28,27,29/E:(4,5)(6,7)(9,10)(11,12)/F:m/E:m/rA:56cCCCCCCCCCCCCCCCCCCCCCCNNNOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7;s8d9;s10;w13;s14;;;;s17;s18;s16;s18s21;s22;s11s15;s12s16;d15;d16;s21;s19s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s13;s14;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s23;s23;s24;s25;s28;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.5995,6.5079,0;.8645,6.5079,0;2.5995,7.5131,0;.8645,7.5131,0;0,2.0104,0;1.732,6.0104,0;1.732,8.0208,0;0,3.0104,0;.866,3.5104,0;.866,4.5104,0;2.5981,9.5208,0;2.5981,16.5208,0;2.5981,12.5208,0;2.5981,15.5208,0;2.5981,13.5208,0;2.5981,10.5208,0;2.5981,11.5208,0;1.5981,11.5208,0;1.732,5.0104,0;1.732,9.0208,0;0,5.0104,0;3.4641,9.0208,0;3.5981,10.5208,0;2.5981,14.5208,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.0322,6.2573,0;.4319,6.2573,0;3.0333,7.7618,0;.4308,7.7618,0;-.433,3.2604,0;1.299,3.2604,0;3.0981,16.5208,0;2.0981,16.5208,0;2.5981,17.0208,0;2.0981,12.5208,0;3.0981,12.5208,0;2.0981,15.5208,0;3.0981,15.5208,0;3.0981,13.5208,0;2.0981,13.5208,0;2.0981,10.5208,0;3.0981,11.5208,0;1.3481,11.9538,0;1.3481,11.0878,0;2.1651,4.7604,0;1.299,9.2708,0;3.8481,10.0878,0;
Duplicates	CHEMBL110321_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110250-0000110499/CHEMBL110321_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110250-0000110499/CHEMBL110321_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110250-0000110499/CHEMBL110321_p0.sdf