CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03583_t1 (3863)

Formula C₂₂H₂₃N₃O₅S

MW 441.5

InChIKey CGPHAOKPHOVKMZ-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 31

Number_Rings 5

Number_Bonds 58

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 8

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.34

logP 2.8151

PSA 134.6

MR 124.228

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -107.65106

PM7_Total_Energy_ev -5223.14172

PM7_Electronic_Energy_ev -45977.46972

PM7_Dipole_Debye 7.9473

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.693

PM7_LUMO_Energy_ev -0.984

PM7_COSMO_Area_square_ang 403.43

PM7_COSMO_Volue_cubic_ang 490.58

PM7_Electron_Affinity_ev 0.984

PM7_Ionization_Energy_ev 8.693

PM7_Energy_Gap_ev 7.709

PM7_Global_Hardness_ev 3.8545

PM7_Global_Softness_ev 0.2594370216629913

PM7_Chemical_Potential_ev -4.8385

PM7_Electronigativity_ev 4.8385

PM7_Back_Donation_Energy_ev -0.963625

PM7_Electrophilicity_ev 3.0368507264236606

OPENEYE_Name (3~{S})-2-[2-hydroxy-5-[(4-hydroxy-1-piperidyl)sulfonyl]-1~{H}-indol-3-yl]-3-methyl-indol-3-ol

SMILES c1ccc2c(c1)C(C(=N2)c3c4cc(ccc4[nH]c3O)S(=O)(=O)N5CCC(CC5)O)(C)O

Canonical_SMILES O[C@@H]1CCN(CC1)S(=O)(=O)c1ccc2c(c1)c(c([nH]2)O)C1=Nc2c([C@]1(C)O)cccc2

InChI 1/C22H23N3O5S/c1-22(28)16-4-2-3-5-18(16)23-20(22)19-15-12-14(6-7-17(15)24-21(19)27)31(29,30)25-10-8-13(26)9-11-25/h2-7,12-13,24,26-28H,8-11H2,1H3

InChI_3D 1S/C22H23N3O5S/c1-22(28)16-4-2-3-5-18(16)23-20(22)19-15-12-14(6-7-17(15)24-21(19)27)31(29,30)25-10-8-13(26)9-11-25/h2-7,12-13,24,26-28H,8-11H2,1H3/t22-/m0/s1

AuxInfo 1/0/N:22,1,2,3,4,6,5,16,17,18,19,7,20,12,8,9,10,11,13,14,15,21,23,24,25,29,26,30,27,28,31/E:(8,9)(10,11)(29,30)/CRV:31.6/rA:54cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;s7;d3;s5d8;d4s9;s6d7;s8;s13;d13;;;s16;s17;s16s17;s9s14;s21;s11d14;s10s15;s18s19;s15;;;s20;s21;s12s25d27d28;s1;s2;s3;s4;s5;s6;s7;s16;s16;s17;s17;s18;s18;s19;s19;s20;s22;s22;s22;s24;s26;s29;s30;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;7.3368,1.6747,0;7.1218,2.6572,0;5.4236,2.2961,0;5.6278,1.3172,0;1.736,-.0012,0;6.5855,1.0061,0;1.736,1.0058,0;6.1652,2.9679,0;5.0358,.5024,0;3.2858,.5023,0;5.6279,-.3123,0;6.2777,6.5846,0;4.5812,6.2212,0;6.4882,5.6017,0;4.7917,5.2383,0;5.3253,6.8894,0;2.6938,-.3125,0;3.5598,-.8125,0;2.6938,1.3169,0;6.5855,-.0009,0;5.7463,4.9236,0;5.319,-1.2635,0;4.9779,3.7363,0;6.9336,4.1552,0;3.9456,7.966,0;1.9819,-1.9112,0;5.9557,3.9457,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;7.8123,1.5203,0;7.4923,2.9929,0;4.9481,2.4508,0;6.3456,7.08,0;6.7774,6.6033,0;4.1177,6.0337,0;4.3164,6.6454,0;6.9512,5.7906,0;6.7555,5.1791,0;4.721,4.7434,0;4.292,5.2211,0;5.5589,7.3314,0;3.8098,-.3795,0;3.3098,-1.2455,0;3.9928,-1.0625,0;6.99,-.2948,0;5.6536,-1.635,0;4.0149,8.4611,0;1.4846,-1.9634,0;

Duplicates DB03583_t1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03583_t1.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03583_t1.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03583_t1.sdf

Formula	C₂₂H₂₃N₃O₅S
MW	441.5
InChIKey	CGPHAOKPHOVKMZ-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	31
Number_Rings	5
Number_Bonds	58
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	8
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.34
logP	2.8151
PSA	134.6
MR	124.228
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-107.65106
PM7_Total_Energy_ev	-5223.14172
PM7_Electronic_Energy_ev	-45977.46972
PM7_Dipole_Debye	7.9473
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.693
PM7_LUMO_Energy_ev	-0.984
PM7_COSMO_Area_square_ang	403.43
PM7_COSMO_Volue_cubic_ang	490.58
PM7_Electron_Affinity_ev	0.984
PM7_Ionization_Energy_ev	8.693
PM7_Energy_Gap_ev	7.709
PM7_Global_Hardness_ev	3.8545
PM7_Global_Softness_ev	0.2594370216629913
PM7_Chemical_Potential_ev	-4.8385
PM7_Electronigativity_ev	4.8385
PM7_Back_Donation_Energy_ev	-0.963625
PM7_Electrophilicity_ev	3.0368507264236606
OPENEYE_Name	(3~{S})-2-[2-hydroxy-5-[(4-hydroxy-1-piperidyl)sulfonyl]-1~{H}-indol-3-yl]-3-methyl-indol-3-ol
SMILES	c1ccc2c(c1)C(C(=N2)c3c4cc(ccc4[nH]c3O)S(=O)(=O)N5CCC(CC5)O)(C)O
Canonical_SMILES	O[C@@H]1CCN(CC1)S(=O)(=O)c1ccc2c(c1)c(c([nH]2)O)C1=Nc2c([C@]1(C)O)cccc2
InChI	1/C22H23N3O5S/c1-22(28)16-4-2-3-5-18(16)23-20(22)19-15-12-14(6-7-17(15)24-21(19)27)31(29,30)25-10-8-13(26)9-11-25/h2-7,12-13,24,26-28H,8-11H2,1H3
InChI_3D	1S/C22H23N3O5S/c1-22(28)16-4-2-3-5-18(16)23-20(22)19-15-12-14(6-7-17(15)24-21(19)27)31(29,30)25-10-8-13(26)9-11-25/h2-7,12-13,24,26-28H,8-11H2,1H3/t22-/m0/s1
AuxInfo	1/0/N:22,1,2,3,4,6,5,16,17,18,19,7,20,12,8,9,10,11,13,14,15,21,23,24,25,29,26,30,27,28,31/E:(8,9)(10,11)(29,30)/CRV:31.6/rA:54cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;s7;d3;s5d8;d4s9;s6d7;s8;s13;d13;;;s16;s17;s16s17;s9s14;s21;s11d14;s10s15;s18s19;s15;;;s20;s21;s12s25d27d28;s1;s2;s3;s4;s5;s6;s7;s16;s16;s17;s17;s18;s18;s19;s19;s20;s22;s22;s22;s24;s26;s29;s30;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;7.3368,1.6747,0;7.1218,2.6572,0;5.4236,2.2961,0;5.6278,1.3172,0;1.736,-.0012,0;6.5855,1.0061,0;1.736,1.0058,0;6.1652,2.9679,0;5.0358,.5024,0;3.2858,.5023,0;5.6279,-.3123,0;6.2777,6.5846,0;4.5812,6.2212,0;6.4882,5.6017,0;4.7917,5.2383,0;5.3253,6.8894,0;2.6938,-.3125,0;3.5598,-.8125,0;2.6938,1.3169,0;6.5855,-.0009,0;5.7463,4.9236,0;5.319,-1.2635,0;4.9779,3.7363,0;6.9336,4.1552,0;3.9456,7.966,0;1.9819,-1.9112,0;5.9557,3.9457,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;7.8123,1.5203,0;7.4923,2.9929,0;4.9481,2.4508,0;6.3456,7.08,0;6.7774,6.6033,0;4.1177,6.0337,0;4.3164,6.6454,0;6.9512,5.7906,0;6.7555,5.1791,0;4.721,4.7434,0;4.292,5.2211,0;5.5589,7.3314,0;3.8098,-.3795,0;3.3098,-1.2455,0;3.9928,-1.0625,0;6.99,-.2948,0;5.6536,-1.635,0;4.0149,8.4611,0;1.4846,-1.9634,0;
Duplicates	DB03583_t1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03583_t1.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03583_t1.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03583_t1.sdf