CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL111570_p0_t0 (12616)

Formula C₂₈H₃₃N₃O₅S₃

MW 587.77

InChIKey JPSDRNMLHOMLSM-NSJMMFDCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 72

Number_Heavy_Atoms 39

Number_Rings 4

Number_Bonds 75

Rotat_Bonds 18

Unbranched_Chain 12

Chiral_Centers 0

ONatoms 8

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 1

XLogP3 0

XLogP 3.85

logP 6.5677

PSA 182.7

MR 160.166

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -110.46866

PM7_Total_Energy_ev -6448.54306

PM7_Electronic_Energy_ev -68967.46573

PM7_Dipole_Debye 8.41428

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.771

PM7_LUMO_Energy_ev -1.536

PM7_COSMO_Area_square_ang 468.94

PM7_COSMO_Volue_cubic_ang 718.38

PM7_Electron_Affinity_ev 1.536

PM7_Ionization_Energy_ev 8.771

PM7_Energy_Gap_ev 7.235

PM7_Global_Hardness_ev 3.6175

PM7_Global_Softness_ev 0.27643400138217

PM7_Chemical_Potential_ev -5.1535

PM7_Electronigativity_ev 5.1535

PM7_Back_Donation_Energy_ev -0.904375

PM7_Electrophilicity_ev 3.670844816862474

OPENEYE_Name ~{N}-[4-[2-[3-[2-[2-(2,4-dihydroxy-1,3-benzothiazol-7-yl)ethylamino]ethylsulfanyl]propoxy]ethyl]phenyl]benzenesulfonamide

SMILES c1ccc(cc1)S(=O)(=O)Nc2ccc(cc2)CCOCCCSCCNCCc3ccc(c4c3sc(n4)O)O

Canonical_SMILES Oc1sc2c(n1)c(O)ccc2CCNCCSCCCOCCc1ccc(cc1)NS(=O)(=O)c1ccccc1

InChI 1/C28H33N3O5S3/c32-25-12-9-22(27-26(25)30-28(33)38-27)13-15-29-16-20-37-19-4-17-36-18-14-21-7-10-23(11-8-21)31-39(34,35)24-5-2-1-3-6-24/h1-3,5-12,29,31-32H,4,13-20H2,(H,30,33)/f/h33H

InChI_3D 1S/C28H33N3O5S3/c32-25-12-9-22(27-26(25)30-28(33)38-27)13-15-29-16-20-37-19-4-17-36-18-14-21-7-10-23(11-8-21)31-39(34,35)24-5-2-1-3-6-24/h1-3,5-12,29,31-32H,4,13-20H2,(H,30,33)

AuxInfo 1/1/N:1,2,3,22,10,11,4,5,6,7,8,9,21,20,23,24,26,25,27,28,12,13,15,18,16,14,17,19,31,29,30,34,35,32,33,36,38,37,39/E:(2,3)(5,6)(7,8)(10,11)(34,35)/F:m/E:m/CRV:39.6/rA:72nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOSSSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;d4;s5;d6;s2;d3;s4d5;s6;;s7d8;s9d14;d13s14;d10s11;;s12;s13;;s21;;s20;s22;s22;s24;s14d19;s15;s23s24;;;s16;s19;s25s26;s17s19;s27s28;s18s30d32d33;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s26;s26;s27;s27;s28;s28;s30;s31;s34;s35;/rC:-14.522,9.3888,0;-14.5249,10.3888,0;-13.6574,8.8863,0;-8.6569,9.0113,0;-7.7894,10.5138,0;0,1.0058,0;-9.5274,9.5139,0;-8.6599,11.0164,0;;-13.6543,10.8914,0;-12.7868,9.3889,0;-7.7923,9.5138,0;.868,1.5138,0;1.736,-.0012,0;-9.5333,10.519,0;.868,-.4978,0;1.736,1.0058,0;-12.7809,10.394,0;3.2858,.5023,0;-6.9262,9.0138,0;.868,2.5138,0;-3.4621,7.0138,0;.868,3.5138,0;.002,5.0138,0;-6.0602,8.5138,0;-4.3282,7.5138,0;-2.5961,6.5138,0;-.864,5.5138,0;2.6938,-.3125,0;-11.0489,11.394,0;.868,4.5138,0;-12.4149,11.76,0;-11.4149,10.028,0;.8675,-1.4978,0;4.2858,.5024,0;-5.1942,8.0138,0;2.6938,1.3169,0;-1.7301,6.0138,0;-11.9149,10.894,0;-14.955,9.1388,0;-14.9582,10.6382,0;-13.6581,8.3863,0;-8.6561,8.5113,0;-7.356,10.7632,0;-.4337,1.2545,0;-9.9597,9.2626,0;-8.6584,11.5164,0;-.4327,-.2506,0;-13.6558,11.3914,0;-12.3546,9.1376,0;-6.6762,9.4468,0;-7.1762,8.5808,0;.368,2.5138,0;1.368,2.5138,0;-3.2121,7.4468,0;-3.7121,6.5808,0;.368,3.5138,0;1.368,3.5138,0;.252,5.4468,0;-.248,4.5808,0;-5.8102,8.9468,0;-6.3102,8.0808,0;-4.5782,7.0808,0;-4.0782,7.9468,0;-2.3461,6.9468,0;-2.8461,6.0808,0;-1.114,5.0808,0;-.614,5.9468,0;-11.0489,11.894,0;1.301,4.7638,0;1.3004,-1.748,0;4.5358,.9354,0;

Duplicates CHEMBL111570_p0_t0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111570_p0_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111570_p0_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111570_p0_t0.sdf

Formula	C₂₈H₃₃N₃O₅S₃
MW	587.77
InChIKey	JPSDRNMLHOMLSM-NSJMMFDCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	72
Number_Heavy_Atoms	39
Number_Rings	4
Number_Bonds	75
Rotat_Bonds	18
Unbranched_Chain	12
Chiral_Centers	0
ONatoms	8
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	1
XLogP3	0
XLogP	3.85
logP	6.5677
PSA	182.7
MR	160.166
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-110.46866
PM7_Total_Energy_ev	-6448.54306
PM7_Electronic_Energy_ev	-68967.46573
PM7_Dipole_Debye	8.41428
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.771
PM7_LUMO_Energy_ev	-1.536
PM7_COSMO_Area_square_ang	468.94
PM7_COSMO_Volue_cubic_ang	718.38
PM7_Electron_Affinity_ev	1.536
PM7_Ionization_Energy_ev	8.771
PM7_Energy_Gap_ev	7.235
PM7_Global_Hardness_ev	3.6175
PM7_Global_Softness_ev	0.27643400138217
PM7_Chemical_Potential_ev	-5.1535
PM7_Electronigativity_ev	5.1535
PM7_Back_Donation_Energy_ev	-0.904375
PM7_Electrophilicity_ev	3.670844816862474
OPENEYE_Name	~{N}-[4-[2-[3-[2-[2-(2,4-dihydroxy-1,3-benzothiazol-7-yl)ethylamino]ethylsulfanyl]propoxy]ethyl]phenyl]benzenesulfonamide
SMILES	c1ccc(cc1)S(=O)(=O)Nc2ccc(cc2)CCOCCCSCCNCCc3ccc(c4c3sc(n4)O)O
Canonical_SMILES	Oc1sc2c(n1)c(O)ccc2CCNCCSCCCOCCc1ccc(cc1)NS(=O)(=O)c1ccccc1
InChI	1/C28H33N3O5S3/c32-25-12-9-22(27-26(25)30-28(33)38-27)13-15-29-16-20-37-19-4-17-36-18-14-21-7-10-23(11-8-21)31-39(34,35)24-5-2-1-3-6-24/h1-3,5-12,29,31-32H,4,13-20H2,(H,30,33)/f/h33H
InChI_3D	1S/C28H33N3O5S3/c32-25-12-9-22(27-26(25)30-28(33)38-27)13-15-29-16-20-37-19-4-17-36-18-14-21-7-10-23(11-8-21)31-39(34,35)24-5-2-1-3-6-24/h1-3,5-12,29,31-32H,4,13-20H2,(H,30,33)
AuxInfo	1/1/N:1,2,3,22,10,11,4,5,6,7,8,9,21,20,23,24,26,25,27,28,12,13,15,18,16,14,17,19,31,29,30,34,35,32,33,36,38,37,39/E:(2,3)(5,6)(7,8)(10,11)(34,35)/F:m/E:m/CRV:39.6/rA:72nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOSSSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;d4;s5;d6;s2;d3;s4d5;s6;;s7d8;s9d14;d13s14;d10s11;;s12;s13;;s21;;s20;s22;s22;s24;s14d19;s15;s23s24;;;s16;s19;s25s26;s17s19;s27s28;s18s30d32d33;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s26;s26;s27;s27;s28;s28;s30;s31;s34;s35;/rC:-14.522,9.3888,0;-14.5249,10.3888,0;-13.6574,8.8863,0;-8.6569,9.0113,0;-7.7894,10.5138,0;0,1.0058,0;-9.5274,9.5139,0;-8.6599,11.0164,0;;-13.6543,10.8914,0;-12.7868,9.3889,0;-7.7923,9.5138,0;.868,1.5138,0;1.736,-.0012,0;-9.5333,10.519,0;.868,-.4978,0;1.736,1.0058,0;-12.7809,10.394,0;3.2858,.5023,0;-6.9262,9.0138,0;.868,2.5138,0;-3.4621,7.0138,0;.868,3.5138,0;.002,5.0138,0;-6.0602,8.5138,0;-4.3282,7.5138,0;-2.5961,6.5138,0;-.864,5.5138,0;2.6938,-.3125,0;-11.0489,11.394,0;.868,4.5138,0;-12.4149,11.76,0;-11.4149,10.028,0;.8675,-1.4978,0;4.2858,.5024,0;-5.1942,8.0138,0;2.6938,1.3169,0;-1.7301,6.0138,0;-11.9149,10.894,0;-14.955,9.1388,0;-14.9582,10.6382,0;-13.6581,8.3863,0;-8.6561,8.5113,0;-7.356,10.7632,0;-.4337,1.2545,0;-9.9597,9.2626,0;-8.6584,11.5164,0;-.4327,-.2506,0;-13.6558,11.3914,0;-12.3546,9.1376,0;-6.6762,9.4468,0;-7.1762,8.5808,0;.368,2.5138,0;1.368,2.5138,0;-3.2121,7.4468,0;-3.7121,6.5808,0;.368,3.5138,0;1.368,3.5138,0;.252,5.4468,0;-.248,4.5808,0;-5.8102,8.9468,0;-6.3102,8.0808,0;-4.5782,7.0808,0;-4.0782,7.9468,0;-2.3461,6.9468,0;-2.8461,6.0808,0;-1.114,5.0808,0;-.614,5.9468,0;-11.0489,11.894,0;1.301,4.7638,0;1.3004,-1.748,0;4.5358,.9354,0;
Duplicates	CHEMBL111570_p0_t0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111570_p0_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111570_p0_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111570_p0_t0.sdf