CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12016_p0 (9750)

Formula C₂₃H₂₅ClN₂O₄S

MW 460.97

InChIKey LPAUOXUZGSBGDU-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 58

Rotat_Bonds 10

Unbranched_Chain 4

Chiral_Centers 1

ONatoms 6

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.89

logP 4.3323

PSA 107.66

MR 130.192

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -95.12099

PM7_Total_Energy_ev -5158.80915

PM7_Electronic_Energy_ev -42925.35553

PM7_Dipole_Debye 5.11616

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.949

PM7_LUMO_Energy_ev -1.057

PM7_COSMO_Area_square_ang 462.96

PM7_COSMO_Volue_cubic_ang 527.67

PM7_Electron_Affinity_ev 1.057

PM7_Ionization_Energy_ev 8.949

PM7_Energy_Gap_ev 7.892

PM7_Global_Hardness_ev 3.946

PM7_Global_Softness_ev 0.25342118601115055

PM7_Chemical_Potential_ev -5.003

PM7_Electronigativity_ev 5.003

PM7_Back_Donation_Energy_ev -0.9865

PM7_Electrophilicity_ev 3.171567283324886

OPENEYE_Name (2~{Z},5~{Z})-5-[[3-chloro-4-[(2~{R})-2,3-dihydroxypropoxy]phenyl]methylene]-3-(o-tolyl)-2-propylimino-thiazolidin-4-one

SMILES c1ccc(c(c1)C)N2C(=O)C(=Cc3ccc(c(c3)Cl)OCC(CO)O)SC2=NCCC

Canonical_SMILES CCC/N=C/1S/C(=Cc2ccc(c(c2)Cl)OC[C@@H](CO)O)/C(=O)N1c1ccccc1C

InChI 1/C23H25ClN2O4S/c1-3-10-25-23-26(19-7-5-4-6-15(19)2)22(29)21(31-23)12-16-8-9-20(18(24)11-16)30-14-17(28)13-27/h4-9,11-12,17,27-28H,3,10,13-14H2,1-2H3

InChI_3D 1S/C23H25ClN2O4S/c1-3-10-25-23-26(19-7-5-4-6-15(19)2)22(29)21(31-23)12-16-8-9-20(18(24)11-16)30-14-17(28)13-27/h4-9,11-12,17,27-28H,3,10,13-14H2,1-2H3/b21-12-,25-23-/t17-/m1/s1

AuxInfo 1/0/N:18,17,19,1,2,4,5,3,6,20,7,16,21,22,9,8,23,12,10,11,13,14,15,31,24,25,27,28,26,29,30/rA:56cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOSClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2;d3;;s3d7;d4;d5s9;s6;s7d11;;s13;;s8w13;s9;;s18;s19;;;s21s22;w15s20;s10s14s15;d14;s21;s23;s11s22;s13s15;s12;s1;s2;s3;s4;s5;s6;s7;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s27;s28;/rC:3.2082,-3.0448,0;2.2139,-3.151,0;-2.4167,2.5487,0;3.6187,-2.1328,0;1.6239,-2.3371,0;-2.6293,3.5258,0;-.7202,2.9126,0;-1.466,2.2386,0;3.0288,-1.3189,0;2.0284,-1.417,0;-1.8835,4.1998,0;-.9252,3.8966,0;-.3065,.9519,0;;1.3131,.9519,0;-1.2577,1.2606,0;3.4392,-.4071,0;2.8922,4.1933,0;2.683,3.2154,0;2.4738,2.2375,0;-4.9537,6.0903,0;-3.0486,5.4814,0;-4.0011,5.7859,0;2.2646,1.2597,0;1.0014,0,0;-.5889,-.8082,0;-5.9062,6.3948,0;-3.6967,6.7384,0;-2.0961,5.177,0;.5007,1.5426,0;-.1833,4.5671,0;3.5017,-3.4496,0;2.0106,-3.6079,0;-2.7877,2.2134,0;4.1161,-2.0819,0;1.1268,-2.3903,0;-3.1053,3.6788,0;-.2448,2.7576,0;-1.6291,.9258,0;2.9833,-.2018,0;3.8952,-.6123,0;3.6445,.0489,0;3.3811,4.0887,0;2.4033,4.2979,0;2.9968,4.6822,0;2.1941,3.32,0;3.1719,3.1108,0;2.9627,2.1329,0;1.9848,2.3421,0;-5.1059,5.6141,0;-4.8014,6.5666,0;-2.8964,5.9577,0;-3.2008,5.0052,0;-4.1534,5.3096,0;-6.2762,6.0585,0;-4.033,7.1084,0;

Duplicates DB12016_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12016_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12016_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12016_p0.sdf

Formula	C₂₃H₂₅ClN₂O₄S
MW	460.97
InChIKey	LPAUOXUZGSBGDU-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	58
Rotat_Bonds	10
Unbranched_Chain	4
Chiral_Centers	1
ONatoms	6
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.89
logP	4.3323
PSA	107.66
MR	130.192
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-95.12099
PM7_Total_Energy_ev	-5158.80915
PM7_Electronic_Energy_ev	-42925.35553
PM7_Dipole_Debye	5.11616
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.949
PM7_LUMO_Energy_ev	-1.057
PM7_COSMO_Area_square_ang	462.96
PM7_COSMO_Volue_cubic_ang	527.67
PM7_Electron_Affinity_ev	1.057
PM7_Ionization_Energy_ev	8.949
PM7_Energy_Gap_ev	7.892
PM7_Global_Hardness_ev	3.946
PM7_Global_Softness_ev	0.25342118601115055
PM7_Chemical_Potential_ev	-5.003
PM7_Electronigativity_ev	5.003
PM7_Back_Donation_Energy_ev	-0.9865
PM7_Electrophilicity_ev	3.171567283324886
OPENEYE_Name	(2~{Z},5~{Z})-5-[[3-chloro-4-[(2~{R})-2,3-dihydroxypropoxy]phenyl]methylene]-3-(o-tolyl)-2-propylimino-thiazolidin-4-one
SMILES	c1ccc(c(c1)C)N2C(=O)C(=Cc3ccc(c(c3)Cl)OCC(CO)O)SC2=NCCC
Canonical_SMILES	CCC/N=C/1S/C(=Cc2ccc(c(c2)Cl)OC[C@@H](CO)O)/C(=O)N1c1ccccc1C
InChI	1/C23H25ClN2O4S/c1-3-10-25-23-26(19-7-5-4-6-15(19)2)22(29)21(31-23)12-16-8-9-20(18(24)11-16)30-14-17(28)13-27/h4-9,11-12,17,27-28H,3,10,13-14H2,1-2H3
InChI_3D	1S/C23H25ClN2O4S/c1-3-10-25-23-26(19-7-5-4-6-15(19)2)22(29)21(31-23)12-16-8-9-20(18(24)11-16)30-14-17(28)13-27/h4-9,11-12,17,27-28H,3,10,13-14H2,1-2H3/b21-12-,25-23-/t17-/m1/s1
AuxInfo	1/0/N:18,17,19,1,2,4,5,3,6,20,7,16,21,22,9,8,23,12,10,11,13,14,15,31,24,25,27,28,26,29,30/rA:56cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOSClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2;d3;;s3d7;d4;d5s9;s6;s7d11;;s13;;s8w13;s9;;s18;s19;;;s21s22;w15s20;s10s14s15;d14;s21;s23;s11s22;s13s15;s12;s1;s2;s3;s4;s5;s6;s7;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s27;s28;/rC:3.2082,-3.0448,0;2.2139,-3.151,0;-2.4167,2.5487,0;3.6187,-2.1328,0;1.6239,-2.3371,0;-2.6293,3.5258,0;-.7202,2.9126,0;-1.466,2.2386,0;3.0288,-1.3189,0;2.0284,-1.417,0;-1.8835,4.1998,0;-.9252,3.8966,0;-.3065,.9519,0;;1.3131,.9519,0;-1.2577,1.2606,0;3.4392,-.4071,0;2.8922,4.1933,0;2.683,3.2154,0;2.4738,2.2375,0;-4.9537,6.0903,0;-3.0486,5.4814,0;-4.0011,5.7859,0;2.2646,1.2597,0;1.0014,0,0;-.5889,-.8082,0;-5.9062,6.3948,0;-3.6967,6.7384,0;-2.0961,5.177,0;.5007,1.5426,0;-.1833,4.5671,0;3.5017,-3.4496,0;2.0106,-3.6079,0;-2.7877,2.2134,0;4.1161,-2.0819,0;1.1268,-2.3903,0;-3.1053,3.6788,0;-.2448,2.7576,0;-1.6291,.9258,0;2.9833,-.2018,0;3.8952,-.6123,0;3.6445,.0489,0;3.3811,4.0887,0;2.4033,4.2979,0;2.9968,4.6822,0;2.1941,3.32,0;3.1719,3.1108,0;2.9627,2.1329,0;1.9848,2.3421,0;-5.1059,5.6141,0;-4.8014,6.5666,0;-2.8964,5.9577,0;-3.2008,5.0052,0;-4.1534,5.3096,0;-6.2762,6.0585,0;-4.033,7.1084,0;
Duplicates	DB12016_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12016_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12016_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12016_p0.sdf