CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI4733 (1909)

Formula C₂₂H₂₅N₃O₇S

MW 475.52

InChIKey RJBKVKVYNJTHJS-RAEPIZMBNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 61

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 10

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 1.64

logP 1.2846

PSA 182.5

MR 120.861

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -222.81636

PM7_Total_Energy_ev -5841.57357

PM7_Electronic_Energy_ev -54342.96336

PM7_Dipole_Debye 5.11892

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.459

PM7_LUMO_Energy_ev -0.777

PM7_COSMO_Area_square_ang 413.72

PM7_COSMO_Volue_cubic_ang 534.8

PM7_Electron_Affinity_ev 0.777

PM7_Ionization_Energy_ev 8.459

PM7_Energy_Gap_ev 7.682

PM7_Global_Hardness_ev 3.841

PM7_Global_Softness_ev 0.26034886748242647

PM7_Chemical_Potential_ev -4.618

PM7_Electronigativity_ev 4.618

PM7_Back_Donation_Energy_ev -0.96025

PM7_Electrophilicity_ev 2.776090080708149

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-6-[[5,7-dimethyl-2-(methylamino)-4-(3-pyridylmethyl)-1,3-benzothiazol-6-yl]oxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(cnc1)Cc2c(c(c(c3c2nc(s3)NC)C)OC4C(C(C(C(O4)C(=O)O)O)O)O)C

Canonical_SMILES CNc1nc2c(s1)c(C)c(c(c2Cc1cccnc1)C)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O

InChI 1/C22H25N3O7S/c1-9-12(7-11-5-4-6-24-8-11)13-19(33-22(23-3)25-13)10(2)17(9)31-21-16(28)14(26)15(27)18(32-21)20(29)30/h4-6,8,14-16,18,21,26-28H,7H2,1-3H3,(H,23,25)(H,29,30)/f/h23,29H

InChI_3D 1S/C22H25N3O7S/c1-9-12(7-11-5-4-6-24-8-11)13-19(33-22(23-3)25-13)10(2)17(9)31-21-16(28)14(26)15(27)18(32-21)20(29)30/h4-6,8,14-16,18,21,26-28H,7H2,1-3H3,(H,23,25)(H,29,30)/t14-,15-,16+,18-,21+/m0/s1

AuxInfo 1/1/N:19,20,21,1,2,3,22,4,7,8,5,6,9,16,15,17,10,14,11,13,18,12,25,23,24,30,29,31,26,28,32,27,33/E:(29,30)/F:19,20,21,1,2,3,22,4,7,8,5,6,9,16,15,17,10,14,11,13,18,12,25,23,24,30,29,31,28,26,32,27,33/rA:58cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;;d6;;s6;s7d8;s8d9;;;s13;s14;s15;s16;s17;s7;s8;;s5s6;d3s4;s9d12;s12s21;d13;s14s18;s13;s15;s16;s17;s10s18;s11s12;s1;s2;s3;s4;s14;s15;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s25;s28;s29;s30;s31;/rC:1.7359,-3.9995,0;1.732,-2.9995,0;.8658,-4.503,0;-.0031,-3.0012,0;.867,-2.4978,0;.868,-.4978,0;;.868,1.5138,0;1.736,-.0012,0;0,1.0058,0;1.736,1.0058,0;3.2858,.5023,0;-3.3876,3.4232,0;-3.7194,2.4798,0;-4.3602,1.7054,0;-4.009,.769,0;-3.0235,.5993,0;-2.3827,1.3738,0;-1.5143,-.8772,0;.868,2.5138,0;4.7857,1.3684,0;.8675,-1.4978,0;-.0081,-4.0063,0;2.6938,-.3125,0;4.2858,.5024,0;-2.4047,3.6075,0;-2.7274,2.318,0;-4.0386,4.1822,0;-5.868,.817,0;-3.9986,-.9809,0;-3.3608,-.3421,0;-1.5181,1.8763,0;2.6938,1.3169,0;2.1695,-4.2485,0;2.1648,-2.7491,0;.8677,-5.003,0;-.4356,-2.7503,0;-4.1546,2.726,0;-4.6846,2.0858,0;-4.5007,.6783,0;-2.589,.3519,0;-2.0594,.9923,0;-1.2637,-1.3098,0;-1.9469,-1.1278,0;-1.7649,-.4445,0;.368,2.5138,0;1.368,2.5138,0;.868,3.0138,0;4.3527,1.6184,0;5.0357,1.8014,0;5.2188,1.1184,0;.3675,-1.4975,0;1.3675,-1.4981,0;4.5358,.0694,0;-3.8727,4.6539,0;-6.3032,1.0632,0;-4.4302,-1.2335,0;-3.0376,-.7235,0;

Duplicates ChEBI4733

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/ChEBI4733.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/ChEBI4733.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/ChEBI4733.sdf

Formula	C₂₂H₂₅N₃O₇S
MW	475.52
InChIKey	RJBKVKVYNJTHJS-RAEPIZMBNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	61
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	10
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	1.64
logP	1.2846
PSA	182.5
MR	120.861
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-222.81636
PM7_Total_Energy_ev	-5841.57357
PM7_Electronic_Energy_ev	-54342.96336
PM7_Dipole_Debye	5.11892
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.459
PM7_LUMO_Energy_ev	-0.777
PM7_COSMO_Area_square_ang	413.72
PM7_COSMO_Volue_cubic_ang	534.8
PM7_Electron_Affinity_ev	0.777
PM7_Ionization_Energy_ev	8.459
PM7_Energy_Gap_ev	7.682
PM7_Global_Hardness_ev	3.841
PM7_Global_Softness_ev	0.26034886748242647
PM7_Chemical_Potential_ev	-4.618
PM7_Electronigativity_ev	4.618
PM7_Back_Donation_Energy_ev	-0.96025
PM7_Electrophilicity_ev	2.776090080708149
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-6-[[5,7-dimethyl-2-(methylamino)-4-(3-pyridylmethyl)-1,3-benzothiazol-6-yl]oxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(cnc1)Cc2c(c(c(c3c2nc(s3)NC)C)OC4C(C(C(C(O4)C(=O)O)O)O)O)C
Canonical_SMILES	CNc1nc2c(s1)c(C)c(c(c2Cc1cccnc1)C)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI	1/C22H25N3O7S/c1-9-12(7-11-5-4-6-24-8-11)13-19(33-22(23-3)25-13)10(2)17(9)31-21-16(28)14(26)15(27)18(32-21)20(29)30/h4-6,8,14-16,18,21,26-28H,7H2,1-3H3,(H,23,25)(H,29,30)/f/h23,29H
InChI_3D	1S/C22H25N3O7S/c1-9-12(7-11-5-4-6-24-8-11)13-19(33-22(23-3)25-13)10(2)17(9)31-21-16(28)14(26)15(27)18(32-21)20(29)30/h4-6,8,14-16,18,21,26-28H,7H2,1-3H3,(H,23,25)(H,29,30)/t14-,15-,16+,18-,21+/m0/s1
AuxInfo	1/1/N:19,20,21,1,2,3,22,4,7,8,5,6,9,16,15,17,10,14,11,13,18,12,25,23,24,30,29,31,26,28,32,27,33/E:(29,30)/F:19,20,21,1,2,3,22,4,7,8,5,6,9,16,15,17,10,14,11,13,18,12,25,23,24,30,29,31,28,26,32,27,33/rA:58cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;;d6;;s6;s7d8;s8d9;;;s13;s14;s15;s16;s17;s7;s8;;s5s6;d3s4;s9d12;s12s21;d13;s14s18;s13;s15;s16;s17;s10s18;s11s12;s1;s2;s3;s4;s14;s15;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s25;s28;s29;s30;s31;/rC:1.7359,-3.9995,0;1.732,-2.9995,0;.8658,-4.503,0;-.0031,-3.0012,0;.867,-2.4978,0;.868,-.4978,0;;.868,1.5138,0;1.736,-.0012,0;0,1.0058,0;1.736,1.0058,0;3.2858,.5023,0;-3.3876,3.4232,0;-3.7194,2.4798,0;-4.3602,1.7054,0;-4.009,.769,0;-3.0235,.5993,0;-2.3827,1.3738,0;-1.5143,-.8772,0;.868,2.5138,0;4.7857,1.3684,0;.8675,-1.4978,0;-.0081,-4.0063,0;2.6938,-.3125,0;4.2858,.5024,0;-2.4047,3.6075,0;-2.7274,2.318,0;-4.0386,4.1822,0;-5.868,.817,0;-3.9986,-.9809,0;-3.3608,-.3421,0;-1.5181,1.8763,0;2.6938,1.3169,0;2.1695,-4.2485,0;2.1648,-2.7491,0;.8677,-5.003,0;-.4356,-2.7503,0;-4.1546,2.726,0;-4.6846,2.0858,0;-4.5007,.6783,0;-2.589,.3519,0;-2.0594,.9923,0;-1.2637,-1.3098,0;-1.9469,-1.1278,0;-1.7649,-.4445,0;.368,2.5138,0;1.368,2.5138,0;.868,3.0138,0;4.3527,1.6184,0;5.0357,1.8014,0;5.2188,1.1184,0;.3675,-1.4975,0;1.3675,-1.4981,0;4.5358,.0694,0;-3.8727,4.6539,0;-6.3032,1.0632,0;-4.4302,-1.2335,0;-3.0376,-.7235,0;
Duplicates	ChEBI4733
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/ChEBI4733.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/ChEBI4733.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/ChEBI4733.sdf