CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186502 (2528355)

Formula C₂₉H₂₂N₅O₅S

MW 552.58

InChIKey HLODZIKZHIHUPH-OJQCIUNGNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 62

Number_Heavy_Atoms 40

Number_Rings 7

Number_Bonds 68

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 10

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP 0.81

logP 5.0434

PSA 163.08

MR 156.026

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 99.48134

PM7_Total_Energy_ev -6435.24288

PM7_Electronic_Energy_ev -64668.18565

PM7_Dipole_Debye 13.79571

PM7_Point_Group C1

PM7_HOMO_Energy_ev -11.039

PM7_LUMO_Energy_ev -4.286

PM7_COSMO_Area_square_ang 464.11

PM7_COSMO_Volue_cubic_ang 605.68

PM7_Electron_Affinity_ev 4.286

PM7_Ionization_Energy_ev 11.039

PM7_Energy_Gap_ev 6.753

PM7_Global_Hardness_ev 3.3765

PM7_Global_Softness_ev 0.2961646675551607

PM7_Chemical_Potential_ev -7.6625

PM7_Electronigativity_ev 7.6625

PM7_Back_Donation_Energy_ev -0.844125

PM7_Electrophilicity_ev 8.694492262698061

OPENEYE_Name 4-(1,3-dimethyl-5-methylsulfanyl-imidazol-3-ium-4-yl)-12-hydroxy-3-(5-hydroxy-1~{H}-indol-3-yl)-2-oxo-1,6-diazatetracyclo[7.6.1.0^{5,16}.0^{10,15}]hexadeca-3,5(16),6,8,10,12,14-heptaene-7-carboxylic acid

SMILES c1cc(cc2c1n3c4c2cc(nc4c(c(c3=O)c5c[nH]c6c5cc(cc6)O)c7c(n(c[n+]7C)C)SC)C(=O)O)O

Canonical_SMILES CSc1n(C)cn(c1c1c2nc(cc3c2n(c(=O)c1c1c[nH]c2c1cc(O)cc2)c1c3cc(cc1)O)C(=O)O)C

InChI 1/C29H21N5O5S/c1-32-12-33(2)28(40-3)26(32)23-22(18-11-30-19-6-4-13(35)8-15(18)19)27(37)34-21-7-5-14(36)9-16(21)17-10-20(29(38)39)31-24(23)25(17)34/h4-12H,1-3H3,(H3-,30,31,35,36,37,38,39)/p+1/fC29H22N5O5S/h30,35-36,38H/q+1

InChI_3D 1S/C29H22N5O5S/c1-32-12-33(2)28(40-3)26(32)23-22(18-11-30-19-6-4-13(35)8-15(18)19)27(37)34-21-7-5-14(36)9-16(21)17-10-20(29(38)39)31-24(23)25(17)34/h4-12,30,35-36H,1-3H3,(H,38,39)

AuxInfo 1/2/N:28,27,29,4,3,2,1,6,5,7,8,9,18,17,11,10,12,13,15,21,14,23,24,19,16,20,25,22,26,31,30,34,32,33,38,37,35,36,39,40/E:(38,39)/F:28,27,29,4,3,2,1,6,5,7,8,9,18,17,11,10,12,13,15,21,14,23,24,19,16,20,25,22,26,31,30,34,32,33,38,37,35,39,36,40/CRV:32+1,36-1/rA:62nCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNN+OOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;;;s5;s6;d7s10;d8s11;s1d10;s2d11;s12;s3d5;s4d6;d16;;s7;d20;s13;s19s20d23;s23;s21;;;;s19d21;s8s15;s9s22s27;s14s16s25;d9s20s28;d25;d26;s17;s18;s26;s22s29;s1;s2;s3;s4;s5;s6;s7;s8;s9;s27;s27;s27;s28;s28;s28;s29;s29;s29;s31;s37;s38;s39;/rC:.8746,.5018,0;2.3597,6.0808,0;;1.3754,5.8743,0;.8746,-1.5166,0;1.7217,4.173,0;4.3466,-1.511,0;4.3319,4.3547,0;6.3458,3.1842,0;1.7439,-1.0092,0;2.7024,4.3687,0;3.4816,-1.0092,0;3.5121,3.7697,0;1.7439,0,0;3.0218,5.3237,0;3.4837,-.0038,0;0,-1.0092,0;1.0564,4.9204,0;4.3507,.5,0;5.2438,1.9944,0;5.2191,-1.0129,0;6.1522,1.5763,0;3.497,2.0198,0;4.3709,1.5064,0;2.6126,1.5205,0;6.7316,-1.8932,0;7.8278,2.1859,0;4.6298,3.6681,0;7.291,.2713,0;5.2212,-.0073,0;4.0288,5.315,0;6.8352,2.307,0;2.6097,.5097,0;5.3635,2.9886,0;1.7497,2.0259,0;6.7281,-2.8932,0;-.8665,-1.5083,0;.0768,4.7195,0;7.5994,-1.3962,0;6.3449,.595,0;.8753,1.0018,0;2.5183,6.555,0;-.4327,.2506,0;1.0429,6.2477,0;.8753,-2.0166,0;1.5629,3.6989,0;4.3449,-2.011,0;4.8061,4.1962,0;6.5555,3.6382,0;7.7673,1.6896,0;7.8883,2.6823,0;8.3241,2.1254,0;4.9695,4.0349,0;4.2901,3.3012,0;4.2629,4.0078,0;7.4529,.7443,0;7.1291,-.2018,0;7.7641,.1094,0;4.3262,5.717,0;-.8671,-2.0083,0;-.0811,4.2451,0;8.0315,-1.6477,0;

Duplicates CHEMBL5186502

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186502.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186502.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186502.sdf

Formula	C₂₉H₂₂N₅O₅S
MW	552.58
InChIKey	HLODZIKZHIHUPH-OJQCIUNGNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	62
Number_Heavy_Atoms	40
Number_Rings	7
Number_Bonds	68
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	10
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	0.81
logP	5.0434
PSA	163.08
MR	156.026
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	99.48134
PM7_Total_Energy_ev	-6435.24288
PM7_Electronic_Energy_ev	-64668.18565
PM7_Dipole_Debye	13.79571
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-11.039
PM7_LUMO_Energy_ev	-4.286
PM7_COSMO_Area_square_ang	464.11
PM7_COSMO_Volue_cubic_ang	605.68
PM7_Electron_Affinity_ev	4.286
PM7_Ionization_Energy_ev	11.039
PM7_Energy_Gap_ev	6.753
PM7_Global_Hardness_ev	3.3765
PM7_Global_Softness_ev	0.2961646675551607
PM7_Chemical_Potential_ev	-7.6625
PM7_Electronigativity_ev	7.6625
PM7_Back_Donation_Energy_ev	-0.844125
PM7_Electrophilicity_ev	8.694492262698061
OPENEYE_Name	4-(1,3-dimethyl-5-methylsulfanyl-imidazol-3-ium-4-yl)-12-hydroxy-3-(5-hydroxy-1~{H}-indol-3-yl)-2-oxo-1,6-diazatetracyclo[7.6.1.0^{5,16}.0^{10,15}]hexadeca-3,5(16),6,8,10,12,14-heptaene-7-carboxylic acid
SMILES	c1cc(cc2c1n3c4c2cc(nc4c(c(c3=O)c5c[nH]c6c5cc(cc6)O)c7c(n(c[n+]7C)C)SC)C(=O)O)O
Canonical_SMILES	CSc1n(C)cn(c1c1c2nc(cc3c2n(c(=O)c1c1c[nH]c2c1cc(O)cc2)c1c3cc(cc1)O)C(=O)O)C
InChI	1/C29H21N5O5S/c1-32-12-33(2)28(40-3)26(32)23-22(18-11-30-19-6-4-13(35)8-15(18)19)27(37)34-21-7-5-14(36)9-16(21)17-10-20(29(38)39)31-24(23)25(17)34/h4-12H,1-3H3,(H3-,30,31,35,36,37,38,39)/p+1/fC29H22N5O5S/h30,35-36,38H/q+1
InChI_3D	1S/C29H22N5O5S/c1-32-12-33(2)28(40-3)26(32)23-22(18-11-30-19-6-4-13(35)8-15(18)19)27(37)34-21-7-5-14(36)9-16(21)17-10-20(29(38)39)31-24(23)25(17)34/h4-12,30,35-36H,1-3H3,(H,38,39)
AuxInfo	1/2/N:28,27,29,4,3,2,1,6,5,7,8,9,18,17,11,10,12,13,15,21,14,23,24,19,16,20,25,22,26,31,30,34,32,33,38,37,35,36,39,40/E:(38,39)/F:28,27,29,4,3,2,1,6,5,7,8,9,18,17,11,10,12,13,15,21,14,23,24,19,16,20,25,22,26,31,30,34,32,33,38,37,35,39,36,40/CRV:32+1,36-1/rA:62nCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNN+OOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;;;s5;s6;d7s10;d8s11;s1d10;s2d11;s12;s3d5;s4d6;d16;;s7;d20;s13;s19s20d23;s23;s21;;;;s19d21;s8s15;s9s22s27;s14s16s25;d9s20s28;d25;d26;s17;s18;s26;s22s29;s1;s2;s3;s4;s5;s6;s7;s8;s9;s27;s27;s27;s28;s28;s28;s29;s29;s29;s31;s37;s38;s39;/rC:.8746,.5018,0;2.3597,6.0808,0;;1.3754,5.8743,0;.8746,-1.5166,0;1.7217,4.173,0;4.3466,-1.511,0;4.3319,4.3547,0;6.3458,3.1842,0;1.7439,-1.0092,0;2.7024,4.3687,0;3.4816,-1.0092,0;3.5121,3.7697,0;1.7439,0,0;3.0218,5.3237,0;3.4837,-.0038,0;0,-1.0092,0;1.0564,4.9204,0;4.3507,.5,0;5.2438,1.9944,0;5.2191,-1.0129,0;6.1522,1.5763,0;3.497,2.0198,0;4.3709,1.5064,0;2.6126,1.5205,0;6.7316,-1.8932,0;7.8278,2.1859,0;4.6298,3.6681,0;7.291,.2713,0;5.2212,-.0073,0;4.0288,5.315,0;6.8352,2.307,0;2.6097,.5097,0;5.3635,2.9886,0;1.7497,2.0259,0;6.7281,-2.8932,0;-.8665,-1.5083,0;.0768,4.7195,0;7.5994,-1.3962,0;6.3449,.595,0;.8753,1.0018,0;2.5183,6.555,0;-.4327,.2506,0;1.0429,6.2477,0;.8753,-2.0166,0;1.5629,3.6989,0;4.3449,-2.011,0;4.8061,4.1962,0;6.5555,3.6382,0;7.7673,1.6896,0;7.8883,2.6823,0;8.3241,2.1254,0;4.9695,4.0349,0;4.2901,3.3012,0;4.2629,4.0078,0;7.4529,.7443,0;7.1291,-.2018,0;7.7641,.1094,0;4.3262,5.717,0;-.8671,-2.0083,0;-.0811,4.2451,0;8.0315,-1.6477,0;
Duplicates	CHEMBL5186502
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186502.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186502.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186502.sdf