CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5196624_p0 (2539436)

Formula C₂₁H₂₂N₄O₆S₂

MW 490.55

InChIKey RIRVLZMBCYJZSY-ZYBQDSMONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 57

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 10

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -0.54

logP 2.6434

PSA 205.92

MR 125.388

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -120.87888

PM7_Total_Energy_ev -5744.41979

PM7_Electronic_Energy_ev -46498.09363

PM7_Dipole_Debye 2.43289

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.928

PM7_LUMO_Energy_ev -1.374

PM7_COSMO_Area_square_ang 481.43

PM7_COSMO_Volue_cubic_ang 546.47

PM7_Electron_Affinity_ev 1.374

PM7_Ionization_Energy_ev 8.928

PM7_Energy_Gap_ev 7.554

PM7_Global_Hardness_ev 3.777

PM7_Global_Softness_ev 0.2647603918453799

PM7_Chemical_Potential_ev -5.151

PM7_Electronigativity_ev 5.151

PM7_Back_Donation_Energy_ev -0.94425

PM7_Electrophilicity_ev 3.5124173947577444

OPENEYE_Name (2~{R})-2-[[2-[2-[2-[4-(1,3-benzothiazol-2-yl)-2-methoxy-phenoxy]acetyl]hydrazino]-2-oxo-ethyl]amino]-3-sulfanyl-propanoic acid

SMILES c1ccc2c(c1)nc(s2)c3ccc(c(c3)OC)OCC(=O)NNC(=O)CNC(C(=O)O)CS

Canonical_SMILES SC[C@@H](C(=O)O)NCC(=O)NNC(=O)COc1ccc(cc1OC)c1nc2c(s1)cccc2

InChI 1/C21H22N4O6S2/c1-30-16-8-12(20-23-13-4-2-3-5-17(13)33-20)6-7-15(16)31-10-19(27)25-24-18(26)9-22-14(11-32)21(28)29/h2-8,14,22,32H,9-11H2,1H3,(H,24,26)(H,25,27)(H,28,29)/f/h24-25,28H

InChI_3D 1S/C21H22N4O6S2/c1-30-16-8-12(20-23-13-4-2-3-5-17(13)33-20)6-7-15(16)31-10-19(27)25-24-18(26)9-22-14(11-32)21(28)29/h2-8,14,22,32H,9-11H2,1H3,(H,24,26)(H,25,27)(H,28,29)/t14-/m0/s1

AuxInfo 1/1/N:17,1,2,4,6,3,5,7,18,19,20,8,9,21,10,11,12,14,15,13,16,25,22,23,24,26,27,28,29,30,31,33,32/E:(28,29)/F:17,1,2,4,6,3,5,7,18,19,20,8,9,21,10,11,12,14,15,13,16,25,22,23,24,26,27,29,28,30,31,33,32/rA:55cCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOOSSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;s2;;s3d7;d4;s5;s7d10;d6s9;s8;;;;;s14;s15;;s16s20;s9d13;s14;s15s23;s18s21;d14;d15;d16;s16;s11s17;s10s19;s12s13;s20;s1;s2;s3;s4;s5;s6;s7;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s23;s24;s25;s29;s33;/rC:;0,1.0058,0;4.787,1.3677,0;.868,-.4978,0;5.787,1.3721,0;.868,1.5138,0;4.7897,-.3674,0;4.2858,.5024,0;1.736,-.0012,0;6.291,.5024,0;5.7948,-.3718,0;1.736,1.0058,0;3.2858,.5023,0;7.7716,4.8391,0;8.2832,2.2433,0;9.1238,7.9433,0;7.6721,-1.8845,0;8.2678,5.7074,0;7.7871,1.3751,0;7.7562,8.3032,0;8.26,7.4394,0;2.6938,-.3125,0;8.2755,3.9753,0;7.7794,3.1071,0;8.7639,6.5756,0;6.7716,4.8347,0;9.2832,2.2478,0;9.9921,7.4471,0;9.1194,8.9433,0;6.6721,-1.886,0;7.2909,.5068,0;2.6938,1.3169,0;7.2523,9.167,0;-.4327,-.2506,0;-.4337,1.2545,0;4.5364,1.8003,0;.8677,-.9978,0;6.0358,1.8059,0;.868,2.0138,0;4.5391,-.8001,0;7.6714,-1.3845,0;7.6729,-2.3845,0;8.1721,-1.8838,0;7.8336,5.9554,0;8.7019,5.4593,0;8.2212,1.127,0;7.353,1.6231,0;7.3243,8.0513,0;8.1881,8.5551,0;7.8281,7.1875,0;8.7755,3.9776,0;7.2794,3.1049,0;9.2639,6.5778,0;9.5513,9.1952,0;6.7523,9.1648,0;

Duplicates CHEMBL5196624_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196500-0005196749/CHEMBL5196624_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196500-0005196749/CHEMBL5196624_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196500-0005196749/CHEMBL5196624_p0.sdf

Formula	C₂₁H₂₂N₄O₆S₂
MW	490.55
InChIKey	RIRVLZMBCYJZSY-ZYBQDSMONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	57
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	10
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-0.54
logP	2.6434
PSA	205.92
MR	125.388
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-120.87888
PM7_Total_Energy_ev	-5744.41979
PM7_Electronic_Energy_ev	-46498.09363
PM7_Dipole_Debye	2.43289
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.928
PM7_LUMO_Energy_ev	-1.374
PM7_COSMO_Area_square_ang	481.43
PM7_COSMO_Volue_cubic_ang	546.47
PM7_Electron_Affinity_ev	1.374
PM7_Ionization_Energy_ev	8.928
PM7_Energy_Gap_ev	7.554
PM7_Global_Hardness_ev	3.777
PM7_Global_Softness_ev	0.2647603918453799
PM7_Chemical_Potential_ev	-5.151
PM7_Electronigativity_ev	5.151
PM7_Back_Donation_Energy_ev	-0.94425
PM7_Electrophilicity_ev	3.5124173947577444
OPENEYE_Name	(2~{R})-2-[[2-[2-[2-[4-(1,3-benzothiazol-2-yl)-2-methoxy-phenoxy]acetyl]hydrazino]-2-oxo-ethyl]amino]-3-sulfanyl-propanoic acid
SMILES	c1ccc2c(c1)nc(s2)c3ccc(c(c3)OC)OCC(=O)NNC(=O)CNC(C(=O)O)CS
Canonical_SMILES	SC[C@@H](C(=O)O)NCC(=O)NNC(=O)COc1ccc(cc1OC)c1nc2c(s1)cccc2
InChI	1/C21H22N4O6S2/c1-30-16-8-12(20-23-13-4-2-3-5-17(13)33-20)6-7-15(16)31-10-19(27)25-24-18(26)9-22-14(11-32)21(28)29/h2-8,14,22,32H,9-11H2,1H3,(H,24,26)(H,25,27)(H,28,29)/f/h24-25,28H
InChI_3D	1S/C21H22N4O6S2/c1-30-16-8-12(20-23-13-4-2-3-5-17(13)33-20)6-7-15(16)31-10-19(27)25-24-18(26)9-22-14(11-32)21(28)29/h2-8,14,22,32H,9-11H2,1H3,(H,24,26)(H,25,27)(H,28,29)/t14-/m0/s1
AuxInfo	1/1/N:17,1,2,4,6,3,5,7,18,19,20,8,9,21,10,11,12,14,15,13,16,25,22,23,24,26,27,28,29,30,31,33,32/E:(28,29)/F:17,1,2,4,6,3,5,7,18,19,20,8,9,21,10,11,12,14,15,13,16,25,22,23,24,26,27,29,28,30,31,33,32/rA:55cCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOOSSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;s2;;s3d7;d4;s5;s7d10;d6s9;s8;;;;;s14;s15;;s16s20;s9d13;s14;s15s23;s18s21;d14;d15;d16;s16;s11s17;s10s19;s12s13;s20;s1;s2;s3;s4;s5;s6;s7;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s23;s24;s25;s29;s33;/rC:;0,1.0058,0;4.787,1.3677,0;.868,-.4978,0;5.787,1.3721,0;.868,1.5138,0;4.7897,-.3674,0;4.2858,.5024,0;1.736,-.0012,0;6.291,.5024,0;5.7948,-.3718,0;1.736,1.0058,0;3.2858,.5023,0;7.7716,4.8391,0;8.2832,2.2433,0;9.1238,7.9433,0;7.6721,-1.8845,0;8.2678,5.7074,0;7.7871,1.3751,0;7.7562,8.3032,0;8.26,7.4394,0;2.6938,-.3125,0;8.2755,3.9753,0;7.7794,3.1071,0;8.7639,6.5756,0;6.7716,4.8347,0;9.2832,2.2478,0;9.9921,7.4471,0;9.1194,8.9433,0;6.6721,-1.886,0;7.2909,.5068,0;2.6938,1.3169,0;7.2523,9.167,0;-.4327,-.2506,0;-.4337,1.2545,0;4.5364,1.8003,0;.8677,-.9978,0;6.0358,1.8059,0;.868,2.0138,0;4.5391,-.8001,0;7.6714,-1.3845,0;7.6729,-2.3845,0;8.1721,-1.8838,0;7.8336,5.9554,0;8.7019,5.4593,0;8.2212,1.127,0;7.353,1.6231,0;7.3243,8.0513,0;8.1881,8.5551,0;7.8281,7.1875,0;8.7755,3.9776,0;7.2794,3.1049,0;9.2639,6.5778,0;9.5513,9.1952,0;6.7523,9.1648,0;
Duplicates	CHEMBL5196624_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196500-0005196749/CHEMBL5196624_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196500-0005196749/CHEMBL5196624_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196500-0005196749/CHEMBL5196624_p0.sdf