CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00587 (643)

Formula C₂₃H₂₈N₂O₃S

MW 412.55

InChIKey BZMKNPGKXJAIDV-LVDDXYSHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 59

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 5

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 4.86

logP 5.8736

PSA 107.53

MR 119.424

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -71.87305

PM7_Total_Energy_ev -4637.81585

PM7_Electronic_Energy_ev -38527.84691

PM7_Dipole_Debye 4.16156

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.818

PM7_LUMO_Energy_ev -1.05

PM7_COSMO_Area_square_ang 441.64

PM7_COSMO_Volue_cubic_ang 510.77

PM7_Electron_Affinity_ev 1.05

PM7_Ionization_Energy_ev 8.818

PM7_Energy_Gap_ev 7.768

PM7_Global_Hardness_ev 3.884

PM7_Global_Softness_ev 0.25746652935118436

PM7_Chemical_Potential_ev -4.934

PM7_Electronigativity_ev 4.934

PM7_Back_Donation_Energy_ev -0.971

PM7_Electrophilicity_ev 3.13392842430484

OPENEYE_Name 4-[3-[(~{E})-2-(4-cyclobutylthiazol-2-yl)vinyl]anilino]-2,2-diethyl-4-oxo-butanoic acid

SMILES c1cc(cc(c1)NC(=O)CC(C(=O)O)(CC)CC)C=Cc2nc(cs2)C3CCC3

Canonical_SMILES CCC(C(=O)O)(CC(=O)Nc1cccc(c1)/C=C/c1scc(n1)C1CCC1)CC

InChI 1/C23H28N2O3S/c1-3-23(4-2,22(27)28)14-20(26)24-18-10-5-7-16(13-18)11-12-21-25-19(15-29-21)17-8-6-9-17/h5,7,10-13,15,17H,3-4,6,8-9,14H2,1-2H3,(H,24,26)(H,27,28)/f/h24,27H

InChI_3D 1S/C23H28N2O3S/c1-3-23(4-2,22(27)28)14-20(26)24-18-10-5-7-16(13-18)11-12-21-25-19(15-29-21)17-8-6-9-17/h5,7,10-13,15,17H,3-4,6,8-9,14H2,1-2H3,(H,24,26)(H,27,28)/b12-11+

AuxInfo 1/1/N:18,19,21,22,1,14,2,15,16,3,10,11,4,20,5,6,17,7,8,12,9,13,23,25,24,26,27,28,29/E:(1,2)(3,4)(8,9)(27,28)/F:18,19,21,22,1,14,2,15,16,3,10,11,4,20,5,6,17,7,8,12,9,13,23,25,24,26,28,27,29/E:(1,2)(3,4)(8,9)/rA:57nCCCCCCCCCCCCCCCCCCCCCCCNNOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2d4;d3s4;d5;;s6;s9w10;;;;s14;s14;s8s15s16;;;s12;s18;s19;s13s20s21s22;s8d9;s7s12;d12;d13;s13;s5s9;s1;s2;s3;s4;s5;s10;s11;s14;s14;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s25;s28;/rC:4.586,3.8348,0;3.6359,3.5229,0;5.3331,3.1623,0;4.1723,1.8728,0;-.3065,.9519,0;3.4252,2.5453,0;5.1301,2.1778,0;;1.3131,.9519,0;2.4738,2.2375,0;2.2646,1.2597,0;5.6655,.5306,0;7.821,-.0642,0;-.3695,-2.2053,0;.2194,-1.3971,0;-1.1777,-1.6165,0;-.5889,-.8082,0;8.6384,-2.1455,0;5.8139,-2.2939,0;6.4087,-.1384,0;7.8952,-1.4765,0;6.4829,-1.5507,0;7.152,-.8074,0;1.0014,0,0;5.8733,1.5088,0;4.7145,.2215,0;7.5119,.8868,0;8.7992,-.272,0;.5007,1.5426,0;4.6892,4.324,0;3.2643,3.8574,0;5.8082,3.3182,0;4.067,1.384,0;-.7821,1.1062,0;2.1026,2.5726,0;2.6357,.9246,0;-.6639,-2.6094,0;.0346,-2.4998,0;.6235,-1.6915,0;.5138,-.993,0;-1.5818,-1.322,0;-1.4721,-2.0206,0;-.993,-.5138,0;8.3039,-2.5171,0;8.9729,-1.7739,0;9.01,-2.48,0;5.4423,-1.9594,0;6.1855,-2.6284,0;5.4794,-2.6655,0;6.0742,-.51,0;6.7432,.2332,0;8.2297,-1.1049,0;7.5607,-1.8481,0;6.8545,-1.8852,0;6.1113,-1.2162,0;6.3488,1.6634,0;9.1337,.0996,0;

Duplicates DB00587

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00587.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00587.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00587.sdf

Formula	C₂₃H₂₈N₂O₃S
MW	412.55
InChIKey	BZMKNPGKXJAIDV-LVDDXYSHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	59
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	5
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	4.86
logP	5.8736
PSA	107.53
MR	119.424
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-71.87305
PM7_Total_Energy_ev	-4637.81585
PM7_Electronic_Energy_ev	-38527.84691
PM7_Dipole_Debye	4.16156
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.818
PM7_LUMO_Energy_ev	-1.05
PM7_COSMO_Area_square_ang	441.64
PM7_COSMO_Volue_cubic_ang	510.77
PM7_Electron_Affinity_ev	1.05
PM7_Ionization_Energy_ev	8.818
PM7_Energy_Gap_ev	7.768
PM7_Global_Hardness_ev	3.884
PM7_Global_Softness_ev	0.25746652935118436
PM7_Chemical_Potential_ev	-4.934
PM7_Electronigativity_ev	4.934
PM7_Back_Donation_Energy_ev	-0.971
PM7_Electrophilicity_ev	3.13392842430484
OPENEYE_Name	4-[3-[(~{E})-2-(4-cyclobutylthiazol-2-yl)vinyl]anilino]-2,2-diethyl-4-oxo-butanoic acid
SMILES	c1cc(cc(c1)NC(=O)CC(C(=O)O)(CC)CC)C=Cc2nc(cs2)C3CCC3
Canonical_SMILES	CCC(C(=O)O)(CC(=O)Nc1cccc(c1)/C=C/c1scc(n1)C1CCC1)CC
InChI	1/C23H28N2O3S/c1-3-23(4-2,22(27)28)14-20(26)24-18-10-5-7-16(13-18)11-12-21-25-19(15-29-21)17-8-6-9-17/h5,7,10-13,15,17H,3-4,6,8-9,14H2,1-2H3,(H,24,26)(H,27,28)/f/h24,27H
InChI_3D	1S/C23H28N2O3S/c1-3-23(4-2,22(27)28)14-20(26)24-18-10-5-7-16(13-18)11-12-21-25-19(15-29-21)17-8-6-9-17/h5,7,10-13,15,17H,3-4,6,8-9,14H2,1-2H3,(H,24,26)(H,27,28)/b12-11+
AuxInfo	1/1/N:18,19,21,22,1,14,2,15,16,3,10,11,4,20,5,6,17,7,8,12,9,13,23,25,24,26,27,28,29/E:(1,2)(3,4)(8,9)(27,28)/F:18,19,21,22,1,14,2,15,16,3,10,11,4,20,5,6,17,7,8,12,9,13,23,25,24,26,28,27,29/E:(1,2)(3,4)(8,9)/rA:57nCCCCCCCCCCCCCCCCCCCCCCCNNOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2d4;d3s4;d5;;s6;s9w10;;;;s14;s14;s8s15s16;;;s12;s18;s19;s13s20s21s22;s8d9;s7s12;d12;d13;s13;s5s9;s1;s2;s3;s4;s5;s10;s11;s14;s14;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s25;s28;/rC:4.586,3.8348,0;3.6359,3.5229,0;5.3331,3.1623,0;4.1723,1.8728,0;-.3065,.9519,0;3.4252,2.5453,0;5.1301,2.1778,0;;1.3131,.9519,0;2.4738,2.2375,0;2.2646,1.2597,0;5.6655,.5306,0;7.821,-.0642,0;-.3695,-2.2053,0;.2194,-1.3971,0;-1.1777,-1.6165,0;-.5889,-.8082,0;8.6384,-2.1455,0;5.8139,-2.2939,0;6.4087,-.1384,0;7.8952,-1.4765,0;6.4829,-1.5507,0;7.152,-.8074,0;1.0014,0,0;5.8733,1.5088,0;4.7145,.2215,0;7.5119,.8868,0;8.7992,-.272,0;.5007,1.5426,0;4.6892,4.324,0;3.2643,3.8574,0;5.8082,3.3182,0;4.067,1.384,0;-.7821,1.1062,0;2.1026,2.5726,0;2.6357,.9246,0;-.6639,-2.6094,0;.0346,-2.4998,0;.6235,-1.6915,0;.5138,-.993,0;-1.5818,-1.322,0;-1.4721,-2.0206,0;-.993,-.5138,0;8.3039,-2.5171,0;8.9729,-1.7739,0;9.01,-2.48,0;5.4423,-1.9594,0;6.1855,-2.6284,0;5.4794,-2.6655,0;6.0742,-.51,0;6.7432,.2332,0;8.2297,-1.1049,0;7.5607,-1.8481,0;6.8545,-1.8852,0;6.1113,-1.2162,0;6.3488,1.6634,0;9.1337,.0996,0;
Duplicates	DB00587
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00587.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00587.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00587.sdf