CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL101606_p0 (1709)

Formula C₂₅H₃₁N₅O₈S₂

MW 593.67

InChIKey AYDIROIWJSURNI-NSJMMFDCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 71

Number_Heavy_Atoms 40

Number_Rings 4

Number_Bonds 74

Rotat_Bonds 14

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 13

HB_Donor 5

HB_Acceptor 9

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -1.84

logP 3.9349

PSA 207.92

MR 150.707

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -227.85258

PM7_Total_Energy_ev -7134.82361

PM7_Electronic_Energy_ev -67456.78469

PM7_Dipole_Debye 6.09715

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.281

PM7_LUMO_Energy_ev -1.444

PM7_COSMO_Area_square_ang 530.79

PM7_COSMO_Volue_cubic_ang 664.28

PM7_Electron_Affinity_ev 1.444

PM7_Ionization_Energy_ev 9.281

PM7_Energy_Gap_ev 7.837

PM7_Global_Hardness_ev 3.9185

PM7_Global_Softness_ev 0.2551996937603675

PM7_Chemical_Potential_ev -5.3625

PM7_Electronigativity_ev 5.3625

PM7_Back_Donation_Energy_ev -0.979625

PM7_Electrophilicity_ev 3.6693130343243587

OPENEYE_Name 1-[4-[[4-[[[(2~{R})-2-hydroxy-2-[4-hydroxy-3-(methanesulfonamido)phenyl]ethyl]amino]methyl]-1-piperidyl]sulfonyl]phenyl]pyrazole-4-carboxylic acid

SMILES c1cc(c(cc1C(CNCC2CCN(CC2)S(=O)(=O)c3ccc(cc3)n4cc(cn4)C(=O)O)O)NS(=O)(=O)C)O

Canonical_SMILES O[C@H](c1ccc(c(c1)NS(=O)(=O)C)O)CNCC1CCN(CC1)S(=O)(=O)c1ccc(cc1)n1ncc(c1)C(=O)O

InChI 1/C25H31N5O8S2/c1-39(35,36)28-22-12-18(2-7-23(22)31)24(32)15-26-13-17-8-10-29(11-9-17)40(37,38)21-5-3-20(4-6-21)30-16-19(14-27-30)25(33)34/h2-7,12,14,16-17,24,26,28,31-32H,8-11,13,15H2,1H3,(H,33,34)/f/h33H

InChI_3D 1S/C25H31N5O8S2/c1-39(35,36)28-22-12-18(2-7-23(22)31)24(32)15-26-13-17-8-10-29(11-9-17)40(37,38)21-5-3-20(4-6-21)30-16-19(14-27-30)25(33)34/h2-7,12,14,16-17,24,26,28,31-32H,8-11,13,15H2,1H3,(H,33,34)/t24-/m0/s1

AuxInfo 1/1/N:22,1,2,3,5,6,4,17,18,19,20,7,23,8,24,9,21,11,10,12,15,13,14,25,16,30,26,29,28,27,36,38,31,37,34,35,32,33,40,39/E:(3,4)(5,6)(8,9)(10,11)(33,34)(35,36)(37,38)/F:22,1,2,3,5,6,4,17,18,19,20,7,23,8,24,9,21,11,10,12,15,13,14,25,16,30,26,29,28,27,36,38,37,31,34,35,32,33,40,39/E:(3,4)(5,6)(8,9)(10,11)(35,36)(37,38)/CRV:39.6,40.6/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOOOSSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;;;;s8d9;s1d7;s2d3;s7;s4d13;s5d6;s10;;;s17;s18;s17s18;;s21;;s11s24;d8;s9s12s26;s19s20;s13;s23s24;d16;;;;;s14;s16;s25;s15s28d32d33;s22s29d34d35;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s22;s22;s23;s23;s24;s24;s25;s29;s30;s36;s37;s38;/rC:5.0608,-.6499,0;.8675,5.5233,0;-.8675,5.5233,0;6.0509,-.4763,0;.8675,4.5181,0;-.8675,4.5181,0;5.3604,-2.3588,0;.4984,8.562,0;-.8097,7.6103,0;-.5015,8.5632,0;4.7206,-1.5902,0;0,6.0208,0;6.3505,-2.1852,0;6.7007,-1.2431,0;0,4.0104,0;-1.0894,9.3722,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;9.4411,-3.1906,0;1.1236,-1.3417,0;2.7506,-1.9356,0;3.7356,-1.7629,0;.8121,7.6121,0;0,7.0208,0;0,2.0104,0;7.4701,-3.5302,0;1.7656,-2.1083,0;-.6828,10.2858,0;1,3.0104,0;-1,3.0104,0;8.6254,-4.3459,0;8.2858,-2.3749,0;7.6857,-1.0704,0;-2.0839,9.2676,0;3.9083,-2.7479,0;0,3.0104,0;8.4556,-3.3604,0;4.7392,-.267,0;1.3001,5.7739,0;-1.3002,5.7739,0;6.2209,-.0061,0;1.3012,4.2694,0;-1.3012,4.2694,0;5.1882,-2.8282,0;.7915,8.9671,0;-1.2852,7.4557,0;-1.0376,.0273,0;-1.36,.5838,0;1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;-.321,-.3833,0;9.3562,-2.6979,0;9.526,-3.6833,0;9.9338,-3.1057,0;1.5069,-1.0206,0;.7402,-1.6627,0;2.8369,-2.4281,0;2.6643,-1.4431,0;3.6492,-1.2705,0;7.2973,-3.9994,0;1.5942,-2.578,0;7.8572,-.6007,0;-2.3778,9.6721,0;3.5249,-3.0689,0;

Duplicates CHEMBL101606_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101500-0000101749/CHEMBL101606_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101500-0000101749/CHEMBL101606_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101500-0000101749/CHEMBL101606_p0.sdf

Formula	C₂₅H₃₁N₅O₈S₂
MW	593.67
InChIKey	AYDIROIWJSURNI-NSJMMFDCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	71
Number_Heavy_Atoms	40
Number_Rings	4
Number_Bonds	74
Rotat_Bonds	14
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	13
HB_Donor	5
HB_Acceptor	9
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-1.84
logP	3.9349
PSA	207.92
MR	150.707
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-227.85258
PM7_Total_Energy_ev	-7134.82361
PM7_Electronic_Energy_ev	-67456.78469
PM7_Dipole_Debye	6.09715
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.281
PM7_LUMO_Energy_ev	-1.444
PM7_COSMO_Area_square_ang	530.79
PM7_COSMO_Volue_cubic_ang	664.28
PM7_Electron_Affinity_ev	1.444
PM7_Ionization_Energy_ev	9.281
PM7_Energy_Gap_ev	7.837
PM7_Global_Hardness_ev	3.9185
PM7_Global_Softness_ev	0.2551996937603675
PM7_Chemical_Potential_ev	-5.3625
PM7_Electronigativity_ev	5.3625
PM7_Back_Donation_Energy_ev	-0.979625
PM7_Electrophilicity_ev	3.6693130343243587
OPENEYE_Name	1-[4-[[4-[[[(2~{R})-2-hydroxy-2-[4-hydroxy-3-(methanesulfonamido)phenyl]ethyl]amino]methyl]-1-piperidyl]sulfonyl]phenyl]pyrazole-4-carboxylic acid
SMILES	c1cc(c(cc1C(CNCC2CCN(CC2)S(=O)(=O)c3ccc(cc3)n4cc(cn4)C(=O)O)O)NS(=O)(=O)C)O
Canonical_SMILES	O[C@H](c1ccc(c(c1)NS(=O)(=O)C)O)CNCC1CCN(CC1)S(=O)(=O)c1ccc(cc1)n1ncc(c1)C(=O)O
InChI	1/C25H31N5O8S2/c1-39(35,36)28-22-12-18(2-7-23(22)31)24(32)15-26-13-17-8-10-29(11-9-17)40(37,38)21-5-3-20(4-6-21)30-16-19(14-27-30)25(33)34/h2-7,12,14,16-17,24,26,28,31-32H,8-11,13,15H2,1H3,(H,33,34)/f/h33H
InChI_3D	1S/C25H31N5O8S2/c1-39(35,36)28-22-12-18(2-7-23(22)31)24(32)15-26-13-17-8-10-29(11-9-17)40(37,38)21-5-3-20(4-6-21)30-16-19(14-27-30)25(33)34/h2-7,12,14,16-17,24,26,28,31-32H,8-11,13,15H2,1H3,(H,33,34)/t24-/m0/s1
AuxInfo	1/1/N:22,1,2,3,5,6,4,17,18,19,20,7,23,8,24,9,21,11,10,12,15,13,14,25,16,30,26,29,28,27,36,38,31,37,34,35,32,33,40,39/E:(3,4)(5,6)(8,9)(10,11)(33,34)(35,36)(37,38)/F:22,1,2,3,5,6,4,17,18,19,20,7,23,8,24,9,21,11,10,12,15,13,14,25,16,30,26,29,28,27,36,38,37,31,34,35,32,33,40,39/E:(3,4)(5,6)(8,9)(10,11)(35,36)(37,38)/CRV:39.6,40.6/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOOOSSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;;;;s8d9;s1d7;s2d3;s7;s4d13;s5d6;s10;;;s17;s18;s17s18;;s21;;s11s24;d8;s9s12s26;s19s20;s13;s23s24;d16;;;;;s14;s16;s25;s15s28d32d33;s22s29d34d35;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s22;s22;s23;s23;s24;s24;s25;s29;s30;s36;s37;s38;/rC:5.0608,-.6499,0;.8675,5.5233,0;-.8675,5.5233,0;6.0509,-.4763,0;.8675,4.5181,0;-.8675,4.5181,0;5.3604,-2.3588,0;.4984,8.562,0;-.8097,7.6103,0;-.5015,8.5632,0;4.7206,-1.5902,0;0,6.0208,0;6.3505,-2.1852,0;6.7007,-1.2431,0;0,4.0104,0;-1.0894,9.3722,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;9.4411,-3.1906,0;1.1236,-1.3417,0;2.7506,-1.9356,0;3.7356,-1.7629,0;.8121,7.6121,0;0,7.0208,0;0,2.0104,0;7.4701,-3.5302,0;1.7656,-2.1083,0;-.6828,10.2858,0;1,3.0104,0;-1,3.0104,0;8.6254,-4.3459,0;8.2858,-2.3749,0;7.6857,-1.0704,0;-2.0839,9.2676,0;3.9083,-2.7479,0;0,3.0104,0;8.4556,-3.3604,0;4.7392,-.267,0;1.3001,5.7739,0;-1.3002,5.7739,0;6.2209,-.0061,0;1.3012,4.2694,0;-1.3012,4.2694,0;5.1882,-2.8282,0;.7915,8.9671,0;-1.2852,7.4557,0;-1.0376,.0273,0;-1.36,.5838,0;1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;-.321,-.3833,0;9.3562,-2.6979,0;9.526,-3.6833,0;9.9338,-3.1057,0;1.5069,-1.0206,0;.7402,-1.6627,0;2.8369,-2.4281,0;2.6643,-1.4431,0;3.6492,-1.2705,0;7.2973,-3.9994,0;1.5942,-2.578,0;7.8572,-.6007,0;-2.3778,9.6721,0;3.5249,-3.0689,0;
Duplicates	CHEMBL101606_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101500-0000101749/CHEMBL101606_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101500-0000101749/CHEMBL101606_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101500-0000101749/CHEMBL101606_p0.sdf