CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189533_s0 (103743)

Formula C₂₂H₂₁Br₂NO₅S₂

MW 603.34

InChIKey ITBYEGNKUVQYNM-HRNBZBKQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 32

Number_Rings 2

Number_Bonds 54

Rotat_Bonds 15

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 6

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 1

XLogP3 0

XLogP 4.02

logP 5.2818

PSA 154.3

MR 133.729

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -147.12939

PM7_Total_Energy_ev -5446.73678

PM7_Electronic_Energy_ev -48154.72381

PM7_Dipole_Debye 1.70338

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.865

PM7_LUMO_Energy_ev -0.906

PM7_COSMO_Area_square_ang 437.63

PM7_COSMO_Volue_cubic_ang 588.41

PM7_Electron_Affinity_ev 0.906

PM7_Ionization_Energy_ev 8.865

PM7_Energy_Gap_ev 7.959

PM7_Global_Hardness_ev 3.9795

PM7_Global_Softness_ev 0.25128785023244127

PM7_Chemical_Potential_ev -4.8855

PM7_Electronigativity_ev 4.8855

PM7_Back_Donation_Energy_ev -0.994875

PM7_Electrophilicity_ev 2.998883056916698

OPENEYE_Name 3-[[(3~{Z},5~{R})-5-(4-bromophenyl)sulfanyl-3-[(4-bromophenyl)sulfanylmethylene]-6-hydroxy-4-oxo-hexanoyl]amino]propanoic acid

SMILES c1cc(ccc1SC=C(C(=O)C(CO)Sc2ccc(cc2)Br)CC(=O)NCCC(=O)O)Br

Canonical_SMILES OC[C@H](C(=O)/C(=CSc1ccc(cc1)Br)/CC(=O)NCCC(=O)O)Sc1ccc(cc1)Br

InChI 1/C22H21Br2NO5S2/c23-15-1-5-17(6-2-15)31-13-14(11-20(27)25-10-9-21(28)29)22(30)19(12-26)32-18-7-3-16(24)4-8-18/h1-8,13,19,26H,9-12H2,(H,25,27)(H,28,29)/f/h25,28H

InChI_3D 1S/C22H21Br2NO5S2/c23-15-1-5-17(6-2-15)31-13-14(11-20(27)25-10-9-21(28)29)22(30)19(12-26)32-18-7-3-16(24)4-8-18/h1-8,13,19,26H,9-12H2,(H,25,27)(H,28,29)/b14-13-/t19-/m1/s1

AuxInfo 1/1/N:5,6,7,8,1,2,3,4,19,20,18,21,13,14,11,12,9,10,22,16,17,15,31,32,23,28,25,26,27,24,29,30/E:(1,2)(3,4)(5,6)(7,8)(28,29)/F:5,6,7,8,1,2,3,4,19,20,18,21,13,14,11,12,9,10,22,16,17,15,31,32,23,28,25,27,26,24,29,30/E:(1,2)(3,4)(5,6)(7,8)/rA:53cCCCCCCCCCCCCCCCCCCCCCCNOOOOOSSBrBrHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4;s5d6;s7d8;;w13;s14;;;s14s16;s17;s19;;s15s21;s16s20;d15;d16;d17;s17;s21;s9s13;s10s22;s11;s12;s1;s2;s3;s4;s5;s6;s7;s8;s13;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s27;s28;/rC:-.8675,.4975,0;.8675,.4975,0;4.3316,-.5025,0;2.5966,-.5025,0;-.8675,1.5027,0;.8675,1.5027,0;4.3316,.5027,0;2.5966,.5027,0;;3.4641,-1,0;0,2.0104,0;3.4641,1.0104,0;.866,-1.5,0;.866,-2.5,0;1.7321,-3,0;-.866,-3.5,0;-3.4641,-6,0;0,-3,0;-2.5981,-5.5,0;-1.7321,-5,0;3.0981,-3.366,0;2.5981,-2.5,0;-.866,-4.5,0;1.7321,-4,0;-1.7321,-3,0;-4.3301,-5.5,0;-3.4641,-7,0;3.5981,-4.2321,0;0,-1,0;3.4641,-2,0;0,3.0104,0;3.4641,2.0104,0;-1.3001,.2469,0;1.3001,.2469,0;4.7643,-.7531,0;2.164,-.7531,0;-1.3012,1.7514,0;1.3012,1.7514,0;4.7653,.7514,0;2.1629,.7514,0;1.299,-1.25,0;.25,-3.433,0;-.25,-2.567,0;-2.8481,-5.067,0;-2.3481,-5.933,0;-1.9821,-4.567,0;-1.4821,-5.433,0;3.5311,-3.116,0;2.6651,-3.616,0;2.3481,-2.067,0;-.433,-4.75,0;-3.8971,-7.25,0;4.0981,-4.2321,0;

Duplicates ChEBI189533_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189533_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189533_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189533_s0.sdf

Formula	C₂₂H₂₁Br₂NO₅S₂
MW	603.34
InChIKey	ITBYEGNKUVQYNM-HRNBZBKQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	32
Number_Rings	2
Number_Bonds	54
Rotat_Bonds	15
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	6
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	1
XLogP3	0
XLogP	4.02
logP	5.2818
PSA	154.3
MR	133.729
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-147.12939
PM7_Total_Energy_ev	-5446.73678
PM7_Electronic_Energy_ev	-48154.72381
PM7_Dipole_Debye	1.70338
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.865
PM7_LUMO_Energy_ev	-0.906
PM7_COSMO_Area_square_ang	437.63
PM7_COSMO_Volue_cubic_ang	588.41
PM7_Electron_Affinity_ev	0.906
PM7_Ionization_Energy_ev	8.865
PM7_Energy_Gap_ev	7.959
PM7_Global_Hardness_ev	3.9795
PM7_Global_Softness_ev	0.25128785023244127
PM7_Chemical_Potential_ev	-4.8855
PM7_Electronigativity_ev	4.8855
PM7_Back_Donation_Energy_ev	-0.994875
PM7_Electrophilicity_ev	2.998883056916698
OPENEYE_Name	3-[[(3~{Z},5~{R})-5-(4-bromophenyl)sulfanyl-3-[(4-bromophenyl)sulfanylmethylene]-6-hydroxy-4-oxo-hexanoyl]amino]propanoic acid
SMILES	c1cc(ccc1SC=C(C(=O)C(CO)Sc2ccc(cc2)Br)CC(=O)NCCC(=O)O)Br
Canonical_SMILES	OC[C@H](C(=O)/C(=CSc1ccc(cc1)Br)/CC(=O)NCCC(=O)O)Sc1ccc(cc1)Br
InChI	1/C22H21Br2NO5S2/c23-15-1-5-17(6-2-15)31-13-14(11-20(27)25-10-9-21(28)29)22(30)19(12-26)32-18-7-3-16(24)4-8-18/h1-8,13,19,26H,9-12H2,(H,25,27)(H,28,29)/f/h25,28H
InChI_3D	1S/C22H21Br2NO5S2/c23-15-1-5-17(6-2-15)31-13-14(11-20(27)25-10-9-21(28)29)22(30)19(12-26)32-18-7-3-16(24)4-8-18/h1-8,13,19,26H,9-12H2,(H,25,27)(H,28,29)/b14-13-/t19-/m1/s1
AuxInfo	1/1/N:5,6,7,8,1,2,3,4,19,20,18,21,13,14,11,12,9,10,22,16,17,15,31,32,23,28,25,26,27,24,29,30/E:(1,2)(3,4)(5,6)(7,8)(28,29)/F:5,6,7,8,1,2,3,4,19,20,18,21,13,14,11,12,9,10,22,16,17,15,31,32,23,28,25,27,26,24,29,30/E:(1,2)(3,4)(5,6)(7,8)/rA:53cCCCCCCCCCCCCCCCCCCCCCCNOOOOOSSBrBrHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4;s5d6;s7d8;;w13;s14;;;s14s16;s17;s19;;s15s21;s16s20;d15;d16;d17;s17;s21;s9s13;s10s22;s11;s12;s1;s2;s3;s4;s5;s6;s7;s8;s13;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s27;s28;/rC:-.8675,.4975,0;.8675,.4975,0;4.3316,-.5025,0;2.5966,-.5025,0;-.8675,1.5027,0;.8675,1.5027,0;4.3316,.5027,0;2.5966,.5027,0;;3.4641,-1,0;0,2.0104,0;3.4641,1.0104,0;.866,-1.5,0;.866,-2.5,0;1.7321,-3,0;-.866,-3.5,0;-3.4641,-6,0;0,-3,0;-2.5981,-5.5,0;-1.7321,-5,0;3.0981,-3.366,0;2.5981,-2.5,0;-.866,-4.5,0;1.7321,-4,0;-1.7321,-3,0;-4.3301,-5.5,0;-3.4641,-7,0;3.5981,-4.2321,0;0,-1,0;3.4641,-2,0;0,3.0104,0;3.4641,2.0104,0;-1.3001,.2469,0;1.3001,.2469,0;4.7643,-.7531,0;2.164,-.7531,0;-1.3012,1.7514,0;1.3012,1.7514,0;4.7653,.7514,0;2.1629,.7514,0;1.299,-1.25,0;.25,-3.433,0;-.25,-2.567,0;-2.8481,-5.067,0;-2.3481,-5.933,0;-1.9821,-4.567,0;-1.4821,-5.433,0;3.5311,-3.116,0;2.6651,-3.616,0;2.3481,-2.067,0;-.433,-4.75,0;-3.8971,-7.25,0;4.0981,-4.2321,0;
Duplicates	ChEBI189533_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189533_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189533_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189533_s0.sdf